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Vacation Rentals and Vacation Home Rentals in Kissimmee, FL

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    Travelers to Kissimmee are booking June dates now. Secure your vacation rental today, and have the perfect trip.
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    $94
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    1 / 22
    4.5 of 5 stars (10) Very good
    4 Bedrooms / 2 Bathrooms / Sleeps 10
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    $160
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    1 / 10
    5 of 5 stars (3) Excellent
    4 Bedrooms / 3 Bathrooms / Sleeps 10
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    $203
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    1 / 18
    5 of 5 stars (6) Excellent
    6 Bedrooms / 5 Bathrooms / Sleeps 14
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    1 / 12
    4 of 5 stars (2) Very good
    4 Bedrooms / 5 Bathrooms / Sleeps 10
    travelers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Indoor Pool
    • Safe
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    This immaculate 4 bedroom, 3 bath, family vacation villa is ideally situated only 3 miles from Disney World! The villa overlooks a tranquil lake, a home to herons and other wildlife all year round, and from here it's a short journey to all the major attractions in and around Orlando. The... View all property information
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    5 of 5 stars Reviewed March 19, 2013
    We choose Star Lake View as we were looking for a nice lakeside view as we were not disappointed. The views of the sunset were gorgeous and we loved spotting all the wild birds...
    3 of 5 stars Reviewed June 28, 2012
    The villa is in a great location backing onto a lake with lots of wildlife and very close to the 192, only about 10 minutes to Disney. The villa was clean and tidy but very small...
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    $76
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    1 / 8
    5 of 5 stars (14) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Balcony
    • Dishwasher
    • Gym
    • Hot Tub
    • Internet Access
    • Pool Table
    • Satellite TV
    • Sauna
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    About this property
    Cane Island is a luxurious gated resort featuring impressive amenities. Our Condo is located on the ground floor, it is a 2 bedroomed condo that is perfectly accessible for both wheelchairs and pushchairs, everything is on a level so there are no steps or ramps. This is a luxuriously furnished... View all property information
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    5 of 5 stars Reviewed April 20, 2015
    The condo is a short drive to the Disney parks and is walkable to many restaurants and shops. The communal pool is a great amenity and is well looked after. Easy to park and...
    5 of 5 stars Reviewed April 11, 2015
    Fantastic location - walking distance to many restaurants and local shops - cvs and Krispy Kreme right on the doorstep! Would thoroughly recommend a short drive to smokey bones...
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    $135
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    1 / 20
    4 Bedrooms / 4 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Safe
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    This lovely 4 Bedroom home is located at Windsor Hills Resort, which is a gated community with a security gate that is guarded 24 hours per day only 2 miles from Disney, 20 minutes from Universal Studios theme park and Sea World. Great beaches are just an hour away There's an on-site private... View all property information
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    $110
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    1 / 12
    4.5 of 5 stars (2) Very good
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    travelers have booked this property
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Internet Access
    • Private Outdoor...
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
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    About this property
    Yes, affordable luxury and so close to the attractions area and shopping that has people coming from all over the world. This is about as new a home as you can get! Just completed in late 2013 the owner has stayed in this stunning home only one night. From the moment you step foot inside you'll... View all property information
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    5 of 5 stars Reviewed July 1, 2014
    I highly recommend this place for any traveler with group. Everything was like what I expect. Clean and properly arranged with larger TV's and all the utilities. I wish there was...
    4 of 5 stars Reviewed January 28, 2015
    casa boa, bem localizada, tudo muito limpo, exatamente como no anúncio, somente o fato de ter apenas 2 banheiros pode minimizar o imóvel mas tudo foi muito bom.
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    $190
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    1 / 20
    5 of 5 stars (4) Excellent
    5 Bedrooms / 4 Bathrooms / Sleeps 10
    travelers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Gym
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Our new luxury townhome with 5 bedrooms & 4 bathrooms (2x Masters with en-suites) will sleep 10 people in superb comfort. The 2 Master rooms have King Size beds and there is another Queen size bed , plus 2 x Twin bedrooms. There is a well-equipped kitchen located adjacent to the dining area, with... View all property information
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    5 of 5 stars Reviewed November 30, 2014
    I stayed here for 2 weeks with 5 other friends, the Villa was perfect, very homely and welcoming and exactly as described! We were all blown away with how nice it was, and we all...
    5 of 5 stars Reviewed September 5, 2014
    We chose this rental through Trip Advisor and from the moment we booked we had nothing but fantastic service from Maureen. Any questions we raised she answered and the whole...
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    $165
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    1 / 12
    5 of 5 stars (1) Excellent
    5 Bedrooms / 4 Bathrooms / Sleeps 12
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    One of Two 5 Bed 4 Bath Pool Homes close to Disney Parks in Florida and Only 1 Mile from Walmart on Hwy 192 3 En Suite Bedrooms 1 Twin Bedroom and a Themed Kids Bedroom The home is equipped with all you wll need for a relaxing vacation and has Free Worldwide Phone Calls Free Wi Fi Free Cot and High... View all property information
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    5 of 5 stars Reviewed December 26, 2014
    The Villa is on a quiet estate just 2 minutes from Wal-Mart which was very handy, and close to many shops and restaurants, most of the parks are 10-20 minutes drive away and the...
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    $150
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    1 / 22
    5 of 5 stars (1) Excellent
    5 Bedrooms / 3 Bathrooms / Sleeps 10
    travelers have booked this property
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Safe
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Our luxurious 5 bedroomed air conditioned house with screened pool and spa has a stunning view of a lake. The house can accommodate up to 10 people. The villa is located in the peaceful gated community of Cumbrian Lakes set in a conservation area with sparkling lakes together with walks and jogging... View all property information
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    5 of 5 stars Reviewed January 8, 2014
    We spent 9 great days at this wonderful house. We were 10 people, my wife and I, 4 of our 5 children, my son in law, 2 of our 4 granddaughters and a friend. The house was perfect...
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    1 / 10
    5 of 5 stars (3) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    travelers have booked this property
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    You and your family can enjoy a home away from home during your stay in this newly redecorated Disney themed, Walt Disney World area, privately owned, and professionally managed vacation Villa rental home. The home has 3 bedrooms. There is a Queen-size bed in the master bedroom, 2 twin beds in... View all property information
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    5 of 5 stars Reviewed December 9, 2014
    Loved this house. We had everything we needed, lots of room ,very clean and the management company was always available. Thanks ever so much for giving us the opportunity to stay...
    5 of 5 stars Reviewed August 29, 2014
    Owner are very nice. The house is clean and professionally setup for renter. If you have kids, the pool in the back will make your kids happy. Location is centrally located to...
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    $106
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    1 / 11
    4 of 5 stars (4) Very good
    5 Bedrooms / 3 Bathrooms / Sleeps 12
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    About this property
    Luxurious Detached Villa- 5 Bedrooms - 3 Baths - (Sleeps 12) Simply the best location! Just a ten-minute drive from the Disney Theme parks but set in the quiet haven of the prestigious Lindfields Estate. This luxury villa sleeps up to 12 people and is beautifully furnished, fully air conditioned... View all property information
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    3 of 5 stars Reviewed April 21, 2015
    Stayed here for a Girl's Getaway Weekend & it was OK. House was clean upon arrival, beds were comfortable, location is great (easy access to I-4, Disney, shopping), pool area was...
    3 of 5 stars Reviewed April 11, 2015
    We enjoyed our stay @ Palm Villa. It was the ideal location for a Disney trip as it is not far to drive to all major attractions. There are a number of nice and varied restaurants...
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    $39
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    1 / 52
    5 of 5 stars (1) Excellent
    4 Bedrooms / 4 Bathrooms / Sleeps 10
    travelers have booked this property
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Internet Access
    • Shared Outdoor Pool...
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Find Kissimmee Vacation Rentals on FlipKey This fantastic townhouse is an ideal home-away-from-home for your next vacation! Located in the Regal Oak resort just behind Old Town and “Fun Spot” USA off Hwy 192 and I-4, this vacation house is a perfect place to relax and unwind. The resort is situated... View all property information
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    5 of 5 stars Reviewed February 3, 2015
    Perfect house! Great rooms. Had a family of 8 stay in the unit. The owner keeps in contact with you prior to your stay and during your stay. The Regal Oaks Resort is a very...
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    $115
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    1 / 19
    5 of 5 stars (1) Excellent
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    travelers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Internet Access
    • Pool Table
    • Private Outdoor...
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    About this property
    This fantastic luxury, 4 bed 3 bath villa has just been totally redecorated to a high standard. With it's private, screened pool, removable child safety fence and large lanai - it's a perfect location to relax after a day at the theme parks or an 18 hole game of golf! The garage has a pool table,... View all property information
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    5 of 5 stars Reviewed March 24, 2015
    The house and property were exactly as pictured, and also in a quiet, pleasant neighbourhood. A perfect location as we were very close to Disney for easy access, but far enough...
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    $300
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    1 / 57
    3.5 of 5 stars (2) Average
    8 Bedrooms / 4 Bathrooms / Sleeps 17
    travelers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    About this property
    Our lovely 8 bedroom pool/spa villa is located at prestigious Emerald Island Resort, a gated community with 24/7 security guard at gate and only 3 miles away from World Disney. Emerald Island Resort featured with its own clubhouse sauna, fitness center, video games arcade, Internet Cafe, Tiki-bar,... View all property information
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    2 of 5 stars Reviewed April 19, 2015
    Pictures on web were right but we're probably taken when property first built. Needed deep clean, upstairs carpets were dirty and stained. Windows filthy. toilets kept blocking...
    5 of 5 stars Reviewed April 7, 2015
    There was thirteen people in our group ,8 adults and five children. house was great ,plenty of room for all of us and the pool was loved by all.My grandchildren are already asking...
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    $106
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    1 / 10
    5 of 5 stars (1) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    travelers have booked this property
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    About this property
    Welcome to our See The Mouse Townhouse situated just two miles south of the Walt Disney World resort. The Townhouse is luxuriously furnished and consists of three bedrooms all with en-suite bath/shower rooms on two levels. There is a plunge/spa pool (can be heated in winter months) which overlooks... View all property information
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    5 of 5 stars Reviewed February 23, 2015
    Cleanest property we've stayed at in Windsor hills! Love having 3 bedrooms and three full baths. The best value in Kissimmee!!!
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    $95
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    1 / 12
    5 of 5 stars (1) Excellent
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    travelers have booked this property
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    • Air Conditioning
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
    About this property
    Our luxurious, single-storey, family home is situated on the residential lakeside development of Indian Point which is around 2 minutes drive from Highway 192. The actual location of the villa is in a quiet road with very little traffic. Our own children are quite young, and their safety was one... View all property information
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    5 of 5 stars Reviewed December 19, 2014
    We stayed for one week with 2 adults and 2 children. We had an amazing visit and did not want to leave! The house had a lot of space, a fully stocked kitchen, and plenty of clean...
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    $49
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    1 / 57
    5 of 5 stars (2) Excellent
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    travelers have booked this property
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Hot Tub
    • Internet Access
    • Safe
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Find Kissimmee Vacation Rentals on FlipKey This fantastic townhouse is an ideal home-away-from-home for your next vacation! Located in the Regal Oak resort just behind Old Town and “Fun Spot” USA off Hwy 192 and I-4, this vacation house is a perfect place to relax and unwind. The newly renovated... View all property information
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    5 of 5 stars Reviewed March 28, 2015
    I just got back from a week at this property and we had a fantastic time. The rental property was easy to get to, and well maintained. It was real easy to get to and from...
    5 of 5 stars Reviewed January 21, 2015
    Tudo impecável! Limpeza, qualidade dos móveis e utensílios disponibilizados, local bonito, tranquilo e agradável. Na região há boas opções de restaurantes e mercados. A...
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    1 / 47
    5 of 5 stars (13) Excellent
    4 Bedrooms / 3 Bathrooms / Sleeps 12
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Welcome to this spectacular lake front resort! Relax in the private hot tub and enjoy your vacation while home away! * 4br/3ba + 1 game room (6 real beds + 2 pullable sofa beds to serve up to 12 people) -- 1636ft -- high ceiling and end unit built in 2007; * Lake front in a gated community -- Coral... View all property information
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    3 of 5 stars Reviewed May 26, 2014
    We had an enjoyable stay although the house is a bit tired in terms of maintenance. We couldn't get TVs or phones working and the owner would not respond to emails to help us...
    5 of 5 stars Reviewed April 21, 2013
    Just returned from a two week trip to Coral Cay resort, and have to say what a fantastic home this is. From the minute you walk in you cant help be impressed at the space...
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    1 / 26
    4.5 of 5 stars (2) Very good
    6 Bedrooms / 3 Bathrooms / Sleeps 12
    travelers have booked this property
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    4 of 5 stars Reviewed August 20, 2014
    Overall my family and I were very pleased with this vacation rental property. The online pictures were a true representation of the home. We enjoyed all of the amenities from the...
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    4.5 of 5 stars (3) Very good
    6 Bedrooms / 4 Bathrooms / Sleeps 14
    travelers have booked this property
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Gym
    • Hot Tub
    • Pool Table
    • Private Outdoor...
    • Safe
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    About this property
    Book your vacation now at our beautiful home (South Facing Pool) with pool & spa located in the Windsor Hills Resort and choose a better way to spend quality time together on vacation. Brand new in 2010 and re-furnished and decorated in 2012 our 6 bedroom 4 bath 2,812 sq feet unit sleeps 12 in... View all property information
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    4 of 5 stars Reviewed April 29, 2014
    The house was great very spacious and all 12 of us enjoyed it very much. The downside of getting to a property after being delayed for over 2 hours was it was late at night and...
    5 of 5 stars Reviewed September 15, 2013
    Had a fantastic stay in this home, away from home. A beautiful house equipped with everything a family needs while on holiday, we had a small toddler so this made our holiday so...
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    5 of 5 stars (15) Excellent
    4 Bedrooms / 5 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Come and enjoy our executive custom built home at a great price only 3 minutes to Disney. If your looking for a home that is close to Disney, then you have found the perfect location!!! Complete with a private large pool,hot tub and fun filled game room and high speed internet. Our goal is to make... View all property information
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    5 of 5 stars Reviewed March 16, 2015
    The house and location was perfect for the first real family vacation in years. Our kids ranged from 11 to 23 and the house had something for all of them and my wife and I were...
    5 of 5 stars Reviewed February 20, 2015
    The house is located close to grocery stores, shopping centers, restaurants and all the major theme parks. The neighbor hood is quiet and safe to walk around in. Pool, hot tub and...
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    4.5 of 5 stars (7) Very good
    4 Bedrooms / 3 Bathrooms / Sleeps 10
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    • Air Conditioning
    • Gym
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    With this vacation home, your dream continues after you return from Disney parks. This is a beautiful lakeview townhouse in a gated community resort, 5 miles away from Disney. It is in walking distance to great shops, highly rated restaurants. Our beautiful vacation townhouse has a King, a Queen... View all property information
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    4 of 5 stars Reviewed April 20, 2015
    Stayed here for more than a week with family. Location is close to everything (airport, theme parks, stores, groceries, and restaurants). Place was clean and maintained; though...
    4 of 5 stars Reviewed December 18, 2014
    Once we got past getting in late to the unit we found the unit as comfortable as our home. We could just hang out and feel totally at home. The Pool and Hot tub was closed most...
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    4.5 of 5 stars (2) Very good
    4 Bedrooms / 3 Bathrooms / Sleeps 10
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Gym
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    We bought this house in April, 2013 and just finished renovation. So all linens will be new for all the rooms as well as all kitchen stuff. We have two identical, lakefront vacation rental villas, each of them with 4BR/3BA and are situated in a good-looking, prestigious gated resort community,... View all property information
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    4 of 5 stars Reviewed February 23, 2015
    The location is great 15 minuters to disney, 10 minuters to outletshopping. The house is nice whit everything needed. Close to everything, worth every cent.
    5 of 5 stars Reviewed July 12, 2014
    We loved our stay at Sherry and Tom's beautiful town home in Kissimmee, FL. It had ample space with 4 bedrooms and 3 baths. The property was extremely clean, secure and well...
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    $119
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    4.5 of 5 stars (2) Very good
    5 Bedrooms / 3 Bathrooms / Sleeps 12
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    5 of 5 stars Reviewed January 15, 2014
    We loved this house! In a quite neighborhood just off of us 192 and an easy drive to all of the theme parks, it is perfect for families getting together to visit all of the...
    4 of 5 stars Reviewed October 9, 2014
    Se está procurando economizar e não abrir mão do conforte é uma ótima opção. Fui com um grupo de amigos, então o valor da diária por pessoa saiu bem mais barato que um hotel. Para...
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    5 of 5 stars (2) Excellent
    4 Bedrooms / 3 Bathrooms / Sleeps 10
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    • Dishwasher
    • Dryer
    • Hot Tub
    • Internet Access
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • ?
    About this property
    Bought this villa in Jan, 2014, will be available in Feb. A lot of things will be brand new, including towels/linens.This 4br/3ba villa can sleep up to 10 people, it is located in a gated Resort.w/ a kitchen and easy access to Disney parks. -- 4br/3ba (6 real beds + 1 pullable sofa bed to serve... View all property information
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    5 of 5 stars Reviewed March 24, 2015
    The 4 bedroom home met our expectation. Clean, well kept with nice décor. Roomy place in an excellent and secure location.
    5 of 5 stars Reviewed June 15, 2014
    My family loved this place. We had plenty of room. The only thing we didnt like was that the two kids rooms didnt have a tv. Other than that, wouldnt change a thing
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    5 of 5 stars (2) Excellent
    7 Bedrooms / 4 Bathrooms / Sleeps 16
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    • Air Conditioning
    • Dryer
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    • Gym
    • Internet Access
    • Pool Table
    • Private Outdoor...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    A 7 bed/4.5 bath villa in Emerald Island Resort offering outstanding amenities such as an air-conditioned theater/game room and a south-facing pool/spa. With 2 king master suites, 2 queen bedrooms, 2 themed kids rooms with two twins each and another room with 2 bunk beds, this villa can... View all property information
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    5 of 5 stars Reviewed January 25, 2015
    Very enjoyable stay at Simba's Magic home. Dealing with the owner, Sri, was super easy and our group really liked the house. Having stayed in Emerald Island several times, this...
    5 of 5 stars Reviewed July 7, 2014
    My family and I just returned from an excellent stay at Sri's property, Simba's Magic! The home is beautifully decorated and the pictures don't do it justice! It was the...
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    5 of 5 stars (3) Excellent
    6 Bedrooms / 3 Bathrooms / Sleeps 14
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    • Dishwasher
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    • Grill
    • Gym
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    • Internet Access
    • Pool Table
    • Private Outdoor...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • ?
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    About this property
    Your Vacation is Waiting! Our beautiful 6 bedroom 3.5 bath home is located in the amazing Windsor Palms Resort Community. Relax in your own private pool and spa or head up to the club house to utilize the facilities there, such as the 25 m pool, movie theatre, fitness center, Tiki bar, tennis,... View all property information
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    5 of 5 stars Reviewed December 29, 2014
    There were 8 of us for the week, and this house is VERY spacious. The house provides you with everything you need for a very comfortable stay. The rooms are clean and the house...
    5 of 5 stars Reviewed January 11, 2014
    When we arrived the house was nice and clean, close to all attractions, kitchen stocked with all appliances and utensils. It was great having the private pool and hot tub, used it...
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    5 of 5 stars (1) Excellent
    5 Bedrooms / 6 Bathrooms / Sleeps 10
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Hot Tub
    • Internet Access
    • Pool Table
    • Private Outdoor...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • x
    About this property
    This new luxurious Florida villa rental boasts beautiful décor and very high quality furnishings throughout. Surrounded by landscaped gardens, it is in the community of Tuscany at Westside, close to three golf courses including the award winning Highlands Reserve. The south/west facing pool area... View all property information
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    5 of 5 stars Reviewed March 13, 2015
    The house was clean, modern and spacious and included everything we needed for a multi-generational vacation. The owner is very accommodating and bought extra baby supplies...
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    6 Bedrooms / 5 Bathrooms / Sleeps 14
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Gym
    • Hot Tub
    • Internet Access
    • Pool Table
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • x
    About this property
    Emerald Island Lake View is our luxurious villa, situated on the prestigious Emerald Island Resort. The villa is extremely spacious and offers separate lounge and a large family room with views over the pool, it has been furnished and equipped to a very high standard and gives you 'home from home'... View all property information
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    5 of 5 stars (4) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Gym
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Just 6 miles from DisneyWorld, this 3 bd, 2 ba condo has all the comforts of home. There is (1) king size bd, (1) queen size bd, & (1) bedroom w/ 2 twin beds. Pleasantly decorated. The condo complex offers a heated pool, hot tub, tennis court, gym and childrens playground. The condo has hi-speed... View all property information
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    5 of 5 stars Reviewed August 17, 2014
    Booked this rental extremely last minute, and was incredibly pleased! Catherine was quick to respond, and very easy to work with. Have stayed in the Orlando/Kissimee area...
    5 of 5 stars Reviewed April 25, 2012
    We had a wonderful stay. The condo was especially clean and decorated very nicely. Cathy (the owner) is a great person to work with. Booking was a breeze and everything was as...
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    5 of 5 stars (2) Excellent
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Internet Access
    • Ping Pong Table
    • Private Fishing...
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
    • ?
    About this property
    Lake Berkley is a hidden gem. A small, quiet, gated, secure resort of villas and houses in elegant well manicured grounds. Based around the area of a spring fed lake with walks, a beach, fishing dock and BBQ picnic area. The Clubhouse provides a members lounge, gym, a community pool and... View all property information
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    5 of 5 stars Reviewed January 5, 2015
    My family and I spent Christmas week here. It was a wonderful experience. The place was clean and centrally located near stores. We felt very comfortable in this spacious...
    5 of 5 stars Reviewed June 8, 2013
    Had a fantastic holiday made even better by coming back to the comfort of this villa each evening. The villa is spacious, well-cared-for and clean (particularly like the...
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    4.5 of 5 stars (2) Very good
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Gym
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    In sunny Orlando/Kissimmee Florida, location is everything.....and we are located the very closest to Disney......less than two miles to the main entrance! Each evening, you may enjoy the breath taking view of Disney Fireworks from the Windsor Hills Resort area. We are also less than two miles to... View all property information
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    4 of 5 stars Reviewed November 3, 2014
    If you're looking for a property close to Disney and all other theme parks then Windsor Hills resort and the Donald Duck condo is a must. The resort is fabulous, well taken care...
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    5 of 5 stars (1) Excellent
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Dishwasher
    • Internet Access
    • Private Outdoor...
    • Washer
    • Wi-Fi
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • ?
    • ?
    About this property
    Our luxurious, single-storey, family home is situated on the residential lakeside development of Indian Point which is around 2 minutes drive from Highway 192. The actual location of the villa is in a quiet road with very little traffic. Our own children are quite young, and their safety was one... View all property information
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    5 of 5 stars Reviewed January 23, 2015
    First let me say the house was very clean and was exactly as pictured, we had a great time and will love to rent it again, Phil was Great, and we would recommend anyone looking to...
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    1 / 27
    4 of 5 stars (1) Very good
    4 Bedrooms / 2 Bathrooms / Sleeps 10
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    • Air Conditioning
    • Dishwasher
    • Gym
    • Hot Tub
    • Satellite TV
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • x
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    • Elder access
    • x
    • ?
    About this property
    This home in Crystal Cove boasts 4 bedrooms and 2 bathrooms. Set in a tranquil setting on the edge of a small lake, complimented with a large pool and raised spa on an extended pool deck. Everything about this home in our Platinum Collection oozes luxury, fun and lots of sun. South Facing... View all property information
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    4 of 5 stars Reviewed March 10, 2014
    We loved the spaciousness & since I booked very last minute, we didn't have high expectations. We were very pleased. My 3 boys loved each having their own room & a flat screen tv...
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    4.5 of 5 stars (10) Very good
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Located in the upscale Reunion Resort, Carriage Pointe is an exclusive Luxury Townhouse Community adjacent to the 17th Hole Reunion Golf Course. This gated community, only 10 minutes from Disney and close to other theme parks. This 3 bedroom townhouse comfortably sleeps 8 people (sofa sleeper in... View all property information
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    5 of 5 stars Reviewed April 14, 2015
    My first experience with renting a townhouse online was a bit scary. But the owner (Irene) made all my worries disappear. The owner answered all my concerns and questions which...
    5 of 5 stars Reviewed April 12, 2015
    The property was clean, spacious and great amenities (kitchen equipment, washer, dryer, WiF). House and road are quiet and clean. Great location for Disney parks and the numerous...
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    1 / 20
    5 of 5 stars (1) Excellent
    4 Bedrooms / 3 Bathrooms / Sleeps 10
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Why spend your hard earned money cramming your family into a motel room when you can have ample extra space for everyone in a luxurious 4 bedroom (sleeps up to 10 comfortably), 3 bathroom townhouse in a gated community right in the heart of the Walt Disney World area of Kissimmee, in central... View all property information
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    5 of 5 stars Reviewed August 21, 2013
    Ótimo para estadia. Localização privilegiada. Acomodação perfeita. Casa ampla. Condomínio limpo. Próximo a muitas compras.
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    1 / 48
    5 of 5 stars (1) Excellent
    6 Bedrooms / 5 Bathrooms / Sleeps 12
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    • Air Conditioning
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    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Safe
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    This is a luxurious villa that has been furnished to an extremely high standard with Smart televisions in the lounge and bedrooms. Modern decor with white leather couches , high standard furniture and an intercom system throughout the villa for communication. A superb pool and spa overlooking the... View all property information
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    5 of 5 stars Reviewed March 24, 2015
    We just returned from staying at this home for a week. We searched many places on the internet and were skeptical about booking through this way. We did not know if the pictures...
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    5 of 5 stars (8) Excellent
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    travelers have booked this property
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Pool Table
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Luxury air conditioned 4 bed villa, backing onto Mystic Dunes golf course, with private pool & spa, games room and flat screen TV's in every bedroom. The minute you walk into this airy spacious villa you will be able to relax and enjoy every modern convenience that you would expect in an American... View all property information
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    5 of 5 stars Reviewed March 21, 2015
    This was our first time renting a house for vacation. It was a very positive experience. The house was nicer than presented, the owner was easy to work with, and the location is...
    5 of 5 stars Reviewed March 18, 2015
    This is a wonderful villa within easy reach of the Disney Parks. I could not fault the villa, in fact I could buy it and live there quite happily. Good size rooms with a nice...
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    8 Bedrooms / 4 Bathrooms / Sleeps 17
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    • Air Conditioning
    • Balcony
    • Dryer
    • Grill
    • Hot Tub
    • Pool Table
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Our Spacious 8 bedroom pool/spa villa is located at prestigious Emerald Island Resort, a gated community with 24/7 security guard at gate and only 3 miles away from World Disney. Emerald Island Resort featured with its own clubhouse sauna, fitness center, video games arcade, Internet Cafe,... View all property information
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    1 / 46
    5 of 5 stars (1) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Internet Access
    • Shared Outdoor Pool...
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
    • ?
    • ?
    About this property
    This fantastic townhouse is an ideal home-away-from-home for your next vacation! Located in the Regal Oak resort just behind Old Town and “Fun Spot” USA off Hwy 192 and I-4, this vacation house is a perfect place to relax and unwind. The resort is situated around a lake. Our rental home is less... View all property information
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    5 of 5 stars Reviewed October 28, 2014
    Excelente casa comoda grande y equipada tal que cocinamos en algunos dias y hicimos desayuno la mayoria de los dias y de tal forma que ahorramos bastante dinero. Es economica y te...
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    5 of 5 stars (1) Excellent
    6 Bedrooms / 4 Bathrooms / Sleeps 14
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Pool Table
    • Private Outdoor...
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
    • ?
    About this property
    Lakefront Star is located in the tranquil community of Rolling Hills where is only 3 miles from Disney's Animal Kingdom and less than 1 mile from the Formosa gardens shopping area and restaurants on the US192. Rolling Hills is one of the closest residential communities to Walt Disney World's four... View all property information
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    5 of 5 stars Reviewed December 16, 2014
    it's an excellent stay with the house, Jane response time was too good, any question she responds immediate, house was close to the areas we want to go and had a good time stay at...
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    5 of 5 stars (5) Excellent
    6 Bedrooms / 5 Bathrooms / Sleeps 14
    travelers have booked this property
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    • Air Conditioning
    • Dishwasher
    • Grill
    • Gym
    • Hot Tub
    • Internet Access
    • Pool Table
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    A 6 bed/5.5 bath villa in Emerald Island Resort offering outstanding amenities such as an air-conditioned game room and a south-facing pool/spa. With 4 king master suites and 2 themed kids rooms, this villa can accommodate up to 14 in sheer luxury. The large pool and spa area with a south facing... View all property information
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    5 of 5 stars Reviewed April 25, 2015
    The host made himself consistently available to us before, during and after the stay. The listing was accurate and perfect for families. The location was very convenient with...
    5 of 5 stars Reviewed February 22, 2015
    Our extended family of seven (five adults and two tweens) stayed at Emerald Magic during school vacation week. The owner was highly responsive throughout the whole booking...
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    4.5 of 5 stars (3) Very good
    5 Bedrooms / 4 Bathrooms / Sleeps 12
    travelers have booked this property
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    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Pool Table
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • x
    About this property
    Villa Pip is a 2-story executive villa, providing pure luxury in every sense of the word. It has a South West facing screened swimming pool and spa that backs onto a beautiful unspoilt conservation area. There is also a fabulous Disney character bedroom for the children and a luxurious master... View all property information
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    3 of 5 stars Reviewed August 30, 2014
    We enjoyed our stay here it's near the Disney Parks and Universal Studios, but it needs some looking at. There was nine of us staying but not enough knives,teaspoons or...
    5 of 5 stars Reviewed July 2, 2014
    I was there with my large family for a wedding and we were not crowded or felt on top of each other. The kids had a great time in the pool and game room and the adults had a great...
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    5 of 5 stars (2) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Dishwasher
    • Gym
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Caribe Cove in Kissimmee features a tranquil and serene atmosphere boasting all the luxuries for a memorable family vacation. After the parks, bask in the sun at the pool and spa, play a round of golf, or stroll the beautifully manicured grounds. The resort is ideally located within minutes to... View all property information
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    $99
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    1 / 23
    5 of 5 stars (1) Excellent
    4 Bedrooms / 4 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Our spacious home is located in the gated community of Lindfields Reserve, a quiet and peaceful development that consists of only 16 homes. There are 3 bedrooms in the main section of the home. The master bedroom has a king size bed with its own bathroom. The adjoining bedroom has 2 twin beds,... View all property information
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    5 of 5 stars Reviewed April 5, 2015
    We had a great stay in march/april. We stayed a week and our family enjoyed it. Everything was exactly like it was listed. Took care of an issue in the beginning which was a...
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    $112
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    5 of 5 stars (5) Excellent
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    travelers have booked this property
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    About this property
    Lakeside Villa is the perfect base for your Florida holiday. Superbly located in a gated community on a beautiful golf course, it is only a short drive away from both Orlando airport and all the family centred entertainment of the theme parks. It benefits from outstanding local amenities and a... View all property information
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    5 of 5 stars Reviewed November 5, 2014
    This was an amazing villa. It was clean and tidy. Very spacious and a fresh look inside. Air conditioning was a god send for most of our holiday. The view of the lake whilst out...
    5 of 5 stars Reviewed February 21, 2014
    We really enjoyed our stay at your lovely vacation home.We were very impressed with how spacious and clean the home was. We liked the gated community because it gave us a greater...
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    4.5 of 5 stars (3) Very good
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    travelers have booked this property
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Internet Access
    • Private Outdoor...
    • Safe
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
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    About this property
    A luxurious 3 Bedroom Pool Villa that is only minutes away from Disney, Sea World, Universal and all the major attractions. Championship Golf Courses close by, It is only a 50 minute drive to the Gulf and Space Coasts of Florida. Set in the town of Kissimmee, in the quiet Country Creek Estate,... View all property information
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    3 of 5 stars Reviewed February 19, 2015
    the home was great clean and cozy place to stay...no bbq . and the home could be updated ..the wallpaper .stove and a little paint ,,but all was great! ..enjoyed our stay!
    5 of 5 stars Reviewed December 8, 2014
    My husband and I took our 6 year old grandson to Disney World. We highly recommend this home as a place to stay while in the area. It is in a nice neighborhood, and is very clean...
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    5 of 5 stars (2) Excellent
    7 Bedrooms / 5 Bathrooms / Sleeps 16
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Internet Access
    • Ping Pong Table
    • Pool Table
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • Wheelchair access
    • Elder access
    About this property
    Seasons Palace is located on the exclusive Seasons Community at Kissimmee FL. The Community is a small secluded vacation village minutes from Kissimmee's popular Hwy 192, which is the main route to Disney's main gate and offers a multitude of restaurants, shops, flea markets, crazy golf courses,... View all property information
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    5 of 5 stars Reviewed November 2, 2014
    We enjoyed our stay at this house. It was clean and spacious (7 bedrooms). I like the fact that most bedrooms have their own bathrooms and there were lots of towels. The back...
    5 of 5 stars Reviewed March 17, 2014
    This house was everything it promised it would be. My family had a very relaxing vacation with only miles away from Disney World. After a long hectic day at the park we were...
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    6 Bedrooms / 3 Bathrooms / Sleeps 13
    travelers have booked this property
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Grill
    • Internet Access
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
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    About this property
    This Florida vacation home features a private swimming pool and game room is located in the resort community of Lake Berkley in Kissimmee, Florida. This beautiful gated community is located minutes away from Disney and Central Florida's favorite attractions. The home offers privacy and fun with the... View all property information
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    Kissimmee Vacation Rentals

    Don’t automatically think you need to rent a vacation home in Orlando to be close to Walt Disney World. Smart vacationers know that searching for a vacation rental in Kissimmee, Florida often gets you space, luxury and a great rate—as well as a very short commute to the parks.

    Kissimmee Vacation Rentals for Families

    More and more families are choosing to celebrate major events like birthdays and anniversaries with a multi-generational trip to Disney World. (It’s one of the few destinations where everyone from toddlers to seniors can have an equally great time.) And we can help you find a Kissimmee vacation rental that can handle any size family. Whether you’re interested in a one-bedroom condo rental in Kissimmee or a seven-bedroom luxury villa, our helpful vacation rental reviews make your selection easy.

    Advantages of renting a vacation home in Kissimmee

    Let’s be honest—while it’s great fun to spend a week visiting the Magic Kingdom, Epcot, Disney’s MGM Studios, Universal Studios and Islands of Adventure, for most of us, it’s a significant strain on our bank accounts. Staying in a hotel and eating in Orlando-area restaurants also adds up. However, we can help you find a great deal on a villa rental in Kissimmee… and even if you just take a few meals in your vacation home instead of in restaurants, your budget will thank you. You’ll even save money on baggage fees with a rental—when you’ve got your own washer and dryer, you can do a few loads of laundry and pack much less clothing.

    Rent a vacation house with a pool in Kissimmee, Florida

    How do you visit the Orlando theme parks and maintain your sanity? Escape the crowds in the mid-afternoon, when the heat peaks and everybody’s nerves are frazzled. By staying just a short distance away in Kissimmee, you can zip home for a refreshing dip in the pool. Little kids can nap in the comfortable A/C of your Kissimmee vacation rental. You’ll all return to WDW or Universal in a much better mood!

    Rental deals in Kissimmee

    Remember that Florida’s a year-round vacation destination—but it definitely has an off-season when you can snag a great deal on Kissimmee condo rentals. If you really want a bargain, plan to visit Kissimmee between Thanksgiving and Christmas. Your condo will be cheap, the parks will be less crowded, and if you’re coming from a northern climate, the weather in Kissimmee will still seem great compared to what you’d get at home.

    Kissimmee and Orlando beyond Disney

    Don’t forget, there’s more to this part of Florida than Mickey and Donald and friends. Animal lovers will want to spend a day at Sea World, or take a day trip to the Everglades. Shoppers should save time (and suitcase space) for bargain-hunting at outlets in Kissimmee and the nearby Orlando Premium Outlets. Just over an hour away, on Florida’s Space Coast, you’ll find the Kennedy Space Center and fantastic sandy beaches like Cocoa Beach. Taking a Disney Cruise departing from Port Canaveral? A vacation rental in Kissimmee is the perfect pre-cruise accommodation.