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Vacation Rentals and Vacation Home Rentals in Kissimmee, FL

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    Vacation Rentals and Vacation Home Rentals in Kissimmee, FL
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    3348 Vacation Rentals in Kissimmee
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    1 / 22
    4.5 of 5 stars (10) Very good
    4 Bedrooms / 2 Bathrooms / Sleeps 10
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    $98
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    1 / 14
    5 of 5 stars (5) Excellent
    4 Bedrooms / 2 Bathrooms / Sleeps 8
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    1 / 37
    5 of 5 stars (2) Excellent
    7 Bedrooms / 5 Bathrooms / Sleeps 16
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    $103
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    1 / 30
    4 of 5 stars (1) Very good
    4 Bedrooms / 3 Bathrooms / Sleeps 10
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Internet Access
    • Pool Table
    • Private Indoor Pool
    • Safe
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    About this property
    Looking for a luxurious home, well equipped and in a great location? you have just found it. Being located just 8 minutes from Disney theme parks and to other world famous attractions such as SeaWorld, Universal Studios and Island of Adventure this is the perfect base for your trip to the... View all property information
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    4 of 5 stars Reviewed March 27, 2015
    We stayed for 1 week in this home. The owner Daniella V. was very helpful with setting everything up and it was a smooth transaction. The home was very easy to find and after a...
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    1 / 15
    4 of 5 stars (2) Very good
    4 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Pets allowed
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    • x
    About this property
    4 bedroom 2 bathroom pool home in the heart of all that Kissimmee has to offer. Our home is on the Indian Point sub division and is a residential area. Very close to 24hr Walmart. In fact you could walk there. Also very close to various nature trails, including Shingle Creek. Disney is just 12... View all property information
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    3 of 5 stars Reviewed March 21, 2015
    First and foremost, the owner of this rental was fantastic to deal with. The rental home itself was very clean and had everything you needed (including a bbq). The home is a...
    5 of 5 stars Reviewed January 1, 2015
    location and place to easy to get to the parks in disney lots of restaurants and stores near by good exprience
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    $210
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    1 / 27
    5 of 5 stars (1) Excellent
    6 Bedrooms / 4 Bathrooms / Sleeps 14
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
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    • x
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    About this property
    This will be a brand new 5 star luxury 6 bedrooms 4 baths home located in the fabulous Windsor Hills Resort. It will be starting from January of year 2013. It is southern style home with numerous upgrades and it is furnished and decorated with very high standard. Our truly gorgeous vacation home... View all property information
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    1 / 24
    5 of 5 stars (2) Excellent
    7 Bedrooms / 4 Bathrooms / Sleeps 15
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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 Magical Clubhouse is located 4 miles from Disney, Florida in Rolling Hills Estates, which is one of the closest communities to Disney. This villa is ideally situated close to Walt Disney World, Universal Studios, Sea World, and all Central Florida attractions. The villa has 7 bedrooms,... View all property information
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    5 of 5 stars Reviewed May 1, 2015
    During our vacation planning, what stood out about this villa was the Disney themed rooms and the close proximatety to Disney World. The pictures on the website were fantastic...
    5 of 5 stars Reviewed March 26, 2015
    Our extended family of thirteen rented this magical pool villa for a week in February. The house looked amazing in pictures but exceeded our expectations in person. Our young kids...
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    1 / 25
    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
    • ?
    • Wheelchair access
    • 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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    $159
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    1 / 24
    5 of 5 stars (2) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    Amenities & Details
    • Gym
    • Hot Tub
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Welcome To VISTA CAY ORLANDO RESORT! A Short distance away from a selection of stores, restaurants and Orlando's famous tourist attractions. A world-class resort with all the amenities you need for a memorable and fun vacation! Luxury, location and an affordable price in one world-class condominium... View all property information
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    5 of 5 stars Reviewed April 5, 2015
    This was a nice resort for a great price. It was clean and the rooms were very spacious. The best part was the pool area. They had awesome furniture and a great outdoor bar.
    5 of 5 stars Reviewed October 15, 2014
    The automated checkin procedure was a great convenience for us. The condo was huge and well decorated. We didn't get a chance to use the amenities. It is very convenient to...
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    1 / 25
    5 of 5 stars (2) Excellent
    7 Bedrooms / 4 Bathrooms / Sleeps 16
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • 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
    Welcome to our 2014 newly furnished 7BR/4.5BA Fantasia Villa! Sleeps up to 16 guests comfortably on beds. ------------------------------------------- Location & the community: • Located in the guarded resort community of Terra Verde, our home is only 8 miles from Disney (map is included in the... View all property information
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    5 of 5 stars Reviewed December 18, 2014
    My family rented this house for a 60th anniversary celebration, we had a wonderful time. The house is beautiful and comfortable. The bedrooms are all decorated very nicely, the...
    5 of 5 stars Reviewed May 27, 2014
    My review will be that i recommend this house. Amy in management of this property was very helpful and quick to help us with any of our needs. The communication is quick and...
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    1 / 10
    5 of 5 stars (1) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 8
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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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    1 / 15
    4.5 of 5 stars (3) Very good
    5 Bedrooms / 4 Bathrooms / Sleeps 12
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    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Private Fishing...
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • 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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    4.5 of 5 stars (3) Very good
    4 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    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 April 28, 2015
    The house is new and comfortable, open space for family gathering and stylish. We loved the gated community, spotless clean, totally silent and friendly. The sunbathing friendly...
    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...
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    1 / 15
    4.5 of 5 stars (7) Very good
    5 Bedrooms / 2 Bathrooms / Sleeps 12
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Find Kissimmee Vacation Rentals on FlipKey One of the largest (2700 sq. ft.) and nicest 5 bedroom available in the Disney area. Our home is located only 2 1/2 miles from Walt Disney World, on a small lake with conservation area behind. It provides all the peace, quiet & privacy you need to unwind... View all property information
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    1 of 5 stars Reviewed July 7, 2014
    We booked this villa for 3 wks in May/June 2013 for our once in a lifetime holiday with our adult son and 10 yr old daughter. I can't tell you how disappointed we were on arrival...
    5 of 5 stars Reviewed April 3, 2014
    This was our vacation home for 3 weeks in July on our first USA adventure. The house is easy to find and nice and secluded as it backs onto a small lake. The lake was a real bonus...
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    1 / 16
    5 of 5 stars (1) Excellent
    4 Bedrooms / 3 Bathrooms / Sleeps 10
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    • Private Outdoor...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
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    • Elder access
    • x
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    About this property
    Bella Vida Home located in the new Gated Bella Vida Resort Community Kissimmee. 4 Bed 3 Bath Private Pool. 7 Miles to Disney. Top of the Line ! 1 King Bed 1 Queen 2 Twins and 1 Double Wireless internet. The photos tell the whole story. 1650 total square feet. Beautifully Decorated. Flat... View all property information
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    1 / 17
    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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    1 / 16
    5 of 5 stars (2) Excellent
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Dishwasher
    • Internet Access
    • Private Outdoor...
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • 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 April 27, 2015
    We were in Florida for Disney trip during April 2015; this home is exaclty as described and pictured. Clean, plenty of dishes and towels. Close to shopping and the parks. It is...
    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 / 29
    5 of 5 stars (2) Excellent
    5 Bedrooms / 3 Bathrooms / Sleeps 12
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    • Air Conditioning
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Bought the villa in Feb, 2014, currently in renovation, will be available in Mar. A lot of things will be brand new. This 5br/3ba villa can sleep up to 12 people, it is located in a gated Resort.with a kitchen and easy access to Disney. -- 5br/3ba (6 real beds + 2 pullable sofa bed to serve up to... View all property information
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    5 of 5 stars Reviewed July 22, 2014
    We enjoy the house very much! Our group included people from all ages and they had fun and enjoyed the stay. The property was in a very convenient location, we had everything very...
    5 of 5 stars Reviewed July 11, 2014
    Thanks Sherry & Tom. My family and myself really enjoyed our stay at your rental. Every thing was in perfect order and just lovely. My Grandbabies didn't not want to leave...
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    5 of 5 stars (6) Excellent
    6 Bedrooms / 5 Bathrooms / Sleeps 14
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Hot Tub
    • Internet Access
    • Pool Table
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    This home is very spacious, (3475 sq ft), located on the beautiful Bella Vida Resort. Large open plan family room including the kitchen opens on to the decked area, outdoor private pool and jacuzzi. Family room has large TV and DVD. Games room with pool table and fooseball table and further lounge... View all property information
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    5 of 5 stars Reviewed March 13, 2015
    The house spacious and beautiful, had all the needed items. The beds were extremely comfortable and there were plenty of blankets and pillows. We were able to spread out and...
    5 of 5 stars Reviewed June 11, 2014
    The location of the property was ideally suited for our planned vacation. The size and facilities were extremely good and especially with 6 adults & 4 children it worked...
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    1 / 18
    4.5 of 5 stars (2) Very good
    2 Bedrooms / 6 Bathrooms / Sleeps 8
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    • Balcony
    • Dishwasher
    • Dryer
    • Gym
    • Ping Pong Table
    • Pool Table
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
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    About this property
    This family-friendly resort, spanning more than 1,400 acres, is right on the doorstep of Walt Disney World and offers a wide variety of activities on both water and land. Villas, apartments and suites are available. Holiday Inn Club Vacations at Orange Lake Resort features multiple areas for... View all property information
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    4 of 5 stars Reviewed January 4, 2015
    Had a great time would've loved to stay longer. They are pushing with their tour but we have this before at other locations. Just have to say no more than once. They offer you a...
    5 of 5 stars Reviewed July 13, 2014
    At the time of our check in our wonderful vacation began. The villa was classically appointed. Everything was spotless and functional. The lush landscape was a fitting...
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    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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    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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    5 of 5 stars (1) Excellent
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Air Conditioning
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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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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    1 / 44
    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
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • Elder access
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    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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    $170
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    7 Bedrooms / 4 Bathrooms / Sleeps 16
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    About this property
    WOW! Our brand NEW renovated LUXURIOUS, Non-Smoking Villa located on the 24-hour guard gated, exclusive Emerald Island Resort, just under 4 miles to Walt Disney World. Emerald Island Resort is a prestigious gated & guarded community located on Disney's doorstep. Owners and Guests alike can... View all property information
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    1 / 19
    5 of 5 stars (1) Excellent
    4 Bedrooms / 3 Bathrooms / Sleeps 10
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    • Air Conditioning
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    • ?
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    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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    5 of 5 stars (4) Excellent
    5 Bedrooms / 4 Bathrooms / Sleeps 10
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    • Pets allowed
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    • Suitable for children
    • x
    • x
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    • 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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    4.5 of 5 stars (3) Very good
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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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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    4.5 of 5 stars (2) Very good
    4 Bedrooms / 3 Bathrooms / Sleeps 10
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    • Pets allowed
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    • x
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    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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    5 of 5 stars (1) Excellent
    4 Bedrooms / 3 Bathrooms / Sleeps 10
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    • Pets allowed
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    • Suitable for children
    • x
    • x
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    • x
    About this property
    This four bedroom home is located just off the 192 which offers a wide range of shops and restaurants as well as leisure activities such as miniature golf and go karting. It is also close to the major attractions Orlando has to offer with Disney only ten minutes away. The house itself has a... View all property information
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    5 of 5 stars Reviewed March 8, 2015
    I stayed with my wife and two kids, and enjoyed the luxury and the nice pool. I loved that the villa was two floors too. The master bedroom is downstairs...has a jacuzzi tub...
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    5 of 5 stars (5) Excellent
    4 Bedrooms / 3 Bathrooms / Sleeps 10
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    • Dishwasher
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    • Ping Pong Table
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    • Pets allowed
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    • Suitable for children
    • x
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    About this property
    In the most desired gated community of Windsor Palms, this fantastic 4 bedroom 3 bathroom vacation home is furnished with two master suites and is nicely decorated with comfort and relaxation in mind, quality bedding, spacious rooms, games system, wireless internet, free nationwide and Canada long... View all property information
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    5 of 5 stars Reviewed February 2, 2015
    Our family enjoyed our week's stay at Florida Getaway. We felt very safe in the gated community and we made great use of the courts and the clubhouse. Our kids loved the video...
    5 of 5 stars Reviewed January 2, 2015
    We could not ask for anything better from this home and its owners. A perfect location to get to all the theme parks, stores and Restaurants The community is astounding and...
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    5 of 5 stars (14) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Sauna
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    • Pets allowed
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    • Suitable for children
    • x
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    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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    5 of 5 stars (1) Excellent
    4 Bedrooms / 3 Bathrooms / Sleeps 10
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    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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    5 of 5 stars (1) Excellent
    4 Bedrooms / 4 Bathrooms / Sleeps 10
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    • Pets allowed
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    • Suitable for children
    • x
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    • ?
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    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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    7 Bedrooms / 7 Bathrooms / Sleeps 14
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    • x
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    About this property
    The exterior of this outstanding contemporary home has a South Florida style with amazing custom designed metal and glass doors accessing the entrance with the atrium of two floors The natural stone floor continues into the great room which is open plan and flows beautifully between the living area... View all property information
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    5 of 5 stars (3) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Pets allowed
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    • Suitable for children
    • x
    • x
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    • ?
    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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    5 of 5 stars (1) Excellent
    5 Bedrooms / 6 Bathrooms / Sleeps 10
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    • Air Conditioning
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    • Pets allowed
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    • Suitable for children
    • x
    • x
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    • 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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    5 of 5 stars (2) Excellent
    7 Bedrooms / 4 Bathrooms / Sleeps 16
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    • Pets allowed
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    • Suitable for children
    • x
    • x
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    • Elder access
    • x
    About this property
    A 7 bed/4.5 bath villa in Emerald Island Resort offering outstanding amenities such as an air-conditioned 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 accommodate up to... View all property information
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    5 of 5 stars Reviewed March 4, 2015
    As the title of the listing states, this villa was only 5 minutes to Disney. We found the description and the pictures to be quite accurate too. The community is well maintained...
    5 of 5 stars Reviewed January 4, 2015
    The house was great, Sri responded quickly and provided us with details on the house. What you see is what you get and more! We were really enjoyed staying here. We had 9 guys...
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    5 of 5 stars (2) Excellent
    4 Bedrooms / 3 Bathrooms / Sleeps 10
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Hot Tub
    • Internet Access
    • Safe
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • 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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    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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    4.5 of 5 stars (3) Very good
    6 Bedrooms / 4 Bathrooms / Sleeps 14
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    • Pets allowed
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    • Suitable for children
    • x
    • x
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    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 (2) Excellent
    6 Bedrooms / 4 Bathrooms / Sleeps 12
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    • Air Conditioning
    • Balcony
    • Grill
    • Hot Tub
    • Internet Access
    • Ping Pong Table
    • Pool Table
    • Private Outdoor...
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    • Pets allowed
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    • Suitable for children
    • x
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    About this property
    Like us on Facebook and follow along for special deals and to keep up to date. Our goal is to make your vacation as comfortable as at home. We have all the basics that you need and then we try to go above and beyond the average 'rental house.' When you walk into our home, you will immediately... View all property information
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    5 of 5 stars Reviewed April 8, 2015
    I traveled to Florida with my adult niece and her family, my sister (with a newly broken elbow!) and her husband. After an excessively long delay traveling to Florida, we reached...
    5 of 5 stars Reviewed January 7, 2015
    Needless to say, it was an amazing vacation. Even prior to arriving at the house, the owner (Jessica) was a wealth of knowledge regarding the Disney Parks and local area. She...
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    5 of 5 stars (3) Excellent
    5 Bedrooms / 3 Bathrooms / Sleeps 10
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    • x
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    About this property
    Superb high end large 5 bed luxury two storey villa with south facing pool and deck in Lake Berkley Resort (a gated community with 24 hour security) ideal central location being close to the main attractions. Local shops and restaurants are just minutes away. The resort boasts a clubhouse with... View all property information
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    5 of 5 stars Reviewed August 16, 2014
    Excellent villa, well presented in great location. All facilities in good order and a pleasant and easy stay for all
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    4 of 5 stars (1) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • x
    About this property
    The Wishes vacation home is a cozy luxury 2 bedroom condo where you can watch daily Disney fireworks (Named "Wishes"!) from the screened balcony. An amazing value for less than the price of an average hotel room! This condo features one master bedroom with a King size bed and 2nd bedroom with... View all property information
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    4 of 5 stars Reviewed September 12, 2012
    The condo was great. We appreciated having a full kitchen. The pool looked nice, even though we didn't get a chance to enjoy it. There was a wasps nest up in the corner of the...
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    1 / 16
    3.5 of 5 stars (5) Average
    4 Bedrooms / 3 Bathrooms / Sleeps 10
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    • Air Conditioning
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    • 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
    Situated less than five miles from Walt Disney World, Coral Cay Resort in Orlando is an ideal location to unwind and enjoy the excitement of the world's favorite vacation spot. Just minutes from Orlando's vast array of theme parks, fabulous dining options and world-class shopping, Coral Cay Resort... View all property information
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    2 of 5 stars Reviewed April 7, 2015
    My wife and I rented this property through Easy Choice Property Management. What a big mistake, upon arriving in the evening at check in, when we opened the door the unit smelled...
    5 of 5 stars Reviewed April 25, 2014
    It's the second time we stay at Coral Cay, the first through Easy Choice. At Coral Cay there are a few problems at the reception, especially when you try to receive a package...
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    5 of 5 stars (3) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • 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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    5 of 5 stars Reviewed May 26, 2013
    We spent a delightful week at the Donald Duck Condo. The first word that comes to mind is clean, inviting, welcoming and comfortable. The beds were so comfortable and the linens...
    5 of 5 stars Reviewed February 24, 2011
    We had a fantastic honeymoon at Donald Duck's Condo, our stay was very enjoyable and we had all the amenities we needed for our holiday. The condo was beautifully furnished and...
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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
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    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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    5 of 5 stars (2) Excellent
    5 Bedrooms / 3 Bathrooms / Sleeps 12
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    • Air Conditioning
    • Dishwasher
    • Grill
    • Hot Tub
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    • Private Outdoor...
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • ?
    About this property
    STUNNING 5 ***** LAKE VIEW ORLANDO VILLA Guests can relax and really enjoy this amazingly tranquil and peaceful setting EXCEPTIONAL LOCATION IN UNIQUE NATURAL CONSERVATION AREA WONDERFUL LAKE FRONT SPOT ..... SO PEACEFUL YET STILL CLOSE TO ALL THE AREA'S MAIN ATTRACTIONS! Luxury Lake View... View all property information
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    5 of 5 stars Reviewed November 6, 2013
    The booking of this villa was prompt and smooth. The owner was very responsive to my questions and queries. The villa itself was wonderful and fulfilled our requirements fully. It...
    5 of 5 stars Reviewed January 27, 2010
    Linda, My family and I loved your home. We were talking about renting your home every year about that time. You have a lovely home. Maybe we will book it this summer so that we...
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    4.5 of 5 stars (5) Very good
    5 Bedrooms / 4 Bathrooms / Sleeps 11
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    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Luxury vacation townhouse located in the private gated resort community of Paradise Palms; just 10 minutes from Disney! This beautiful townhouse has a GREAT LOCATION! View from patio and private pool out to green lush lawns and palm trees, with the clubhouse just down the street. South facing... View all property information
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    5 of 5 stars Reviewed March 29, 2015
    The home is beautiful and spacious, just as pictured. Trond, the owner, was quick to respond to any questions I had and we had a wonderful stay. The backyard pool is perfect in...
    5 of 5 stars Reviewed March 5, 2015
    This was a last minute trip that included myself, my husband, my two kids (14 and 12), my sister and her two teens (18 and 17) and our Dad. This was Grandpa's first vacation in...
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    4.5 of 5 stars (2) Very good
    6 Bedrooms / 3 Bathrooms / Sleeps 12
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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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    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.