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Vacation Home Rentals and Villas in Kissimmee, FL

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    Travelers to Kissimmee are booking July dates now. Secure your vacation rental today, and have the perfect trip.
    9 Reviews
    7 BedroomsSleeps 15Quick View
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    12 Reviews
    4 BedroomsSleeps 8Quick View
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    28 Reviews
    3 BedroomsSleeps 7Quick View
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    2 Reviews
    6 BedroomsSleeps 14Quick View
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    • DVD Player
    • Washer
    • Hot Tub
    • Satellite TV
    • Private Outdoor Pool (Heated)
    • Grill
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 14, 2016
    The house was great!! Lots of room! Comfortable beds! They even had some toys and games for the kids. Only thing I would say is get the heated pool because without it you don't...
    Reviewed June 30, 2016
    This is a real review!!! First let me say I am an actual 26 year old renter that stayed in this property along with my family members (my 48 year old mother, 7 year old nephew...
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    About this property
    Beautiful 6 bedrooms 5 bathrooms home near Disney World, this luxury home is located in the secure resort of Trafalgar Village and is just 15 minutes away from Disney Attractions. This home has 6 bedrooms, 5 bathrooms and a private screened in pool area with a spa/Jacuzzi. The kitchen is fully...
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    Kissimmee, Central Florida 34758
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 14
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    2 Reviews
    6 BedroomsSleeps 14Quick View
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    • Air Conditioning
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Grill
    • Hot Tub
    • DVD Player
    • Satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Look no further for your perfect "magic" holiday here at Magic Villa situated within the luxurious Emerald Island Resort. This spacious villa has been refurbished to a luxurious standard, which provides everything you could possibly need for a relaxing, stress free stay, on the doorstep of the...
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    Kissimmee, Central Florida 34747
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 14
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    6 BedroomsSleeps 16Quick View
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    • Satellite TV
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    • Hot Tub
    • Patio
    • Washer
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the beautiful, gated & guarded community of Reunion, this home is only a 10 minute drive from the gates of Walt Disney World and within easy commute to other world class attractions and a huge selection of restaurants & shops. This 4,500 square foot Estate Home has volume ceiling...
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    Kissimmee, Central Florida 34747
    Rental Home - 6 Bedrooms, 7 Bathrooms, Sleeps 16
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    8 Reviews
    3 BedroomsSleeps 8Quick View
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    • DVD Player
    • Wi-Fi
    • Washer
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Waterfront
    • Satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 days ago
    The house is situated perfectly for either a rip roaring Disney park holiday or a quiet retreat as a rest. The shops are close by but not to close. The parks are a twenty minute...
    Reviewed 2 weeks ago
    Beautiful home from home, over looking the lake. Great location, handy for everything. Stayed in a few other villas but this is the one we would go back to. Highly recommended,
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    About this property
    Our beautiful, spacious fully air conditioned private villa is located on a fantastic large plot with fantastic views over a large lake and in the peaceful community of Windward Cay 'the hidden jewel of Kissimmee' and yet less than 1 mile from the 192 with all the shops,entertainment and...
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    Kissimmee, Central Florida 34746
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    6 BedroomsSleeps 14Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    6 Bedrooms, 5 Bathrooms, Welcome to the SINGLE FAMILY HOME of your dreams in Kissimmee!! This 6 bedroom and 5 bathroom rental home located in the Storey Lake Resort Community. The 6 bedrooms and 2 living rooms, all together with 8 LED TVs. The large kitchen is a chef’s dream to cook in, with...
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    Kissimmee, Central Florida 34746
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 14
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    8 BedroomsSleeps 20Quick View
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    • Air Conditioning
    • Wi-Fi
    • Hot Tub
    • Patio
    • Washer
    • Private Outdoor Pool (Heated)
    • Satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This Executive vacation home near Disney located in Emerald Island Resort is tastefully decorated throughout to make you feel at home. Accent painting, colorful curtains and nice furnishings. The villa is located a short walk from the club house and is on a private conservation lot. 2 King master...
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    Kissimmee, Central Florida 34747
    Rental Home - 8 Bedrooms, 5 Bathrooms, Sleeps 20
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    22 Reviews
    3 BedroomsSleeps 6Quick View
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    • Washer
    • Internet Access
    • Patio
    • Private Outdoor Pool (Heated)
    • Satellite TV
    • Air Conditioning
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 20, 2016
    We were lucky enough to spend three weeks using this villa as our base while visiting all the wonderful places Orlando has to offer my family of 4 from England. First...
    Reviewed November 21, 2016
    Too bad the rental stays booked most of the time. Highly recommend Andy's Villa as it is very well kept and a good value. Andy covers all the bases and is quick to respond...
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    About this property
    Our 'Disney Vacation Villa' is a luxury, fully appointed 3-bedroom villa, nestled in the heart of the popular Lindfields Community just minutes from Disney and the other Orlando theme park attractions. Lindfields community is a quiet area where you can sit and relax by the pool, being just off the...
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    Kissimmee, Central Florida 34747
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Reviews
    5 BedroomsSleeps 12Quick View
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    • Washer
    • Air Conditioning
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    • Satellite TV
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 3, 2016
    Excellent Vacation home. This home has everything you need to enjoy your vacation, plenty of room for entire family. Home is very well kept . i do recommend that the property...
    Reviewed June 30, 2016
    The vacation rental was beautiful, and close to Disney. I couldn't ask for anything more. Just remember to bring your own trash bags, pots, pans, etc.
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    About this property
    Stretch out, relax, and enjoy our beautifully decorated five bedroom, four bath, vacation home in Disney's shadow. There are two master suites with king beds, private baths and access to the pool area. The third bedroom has a full bed with an adjoining full bath. The other two bedrooms each...
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    Kissimmee, Central Florida 34747
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    19 Reviews
    4 BedroomsSleeps 8Quick View
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    • Air Conditioning
    • Patio
    • DVD Player
    • Satellite TV
    • Waterfront
    • Wi-Fi
    • Washer
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 days ago
    Rented this property in Nov 15, and I am ashamed I haven't reviewed before now, the owner Sharon was a dream to deal with, very friendly and informative, property itself was...
    Reviewed February 9, 2017
    My Husband kids and I stayed at this beautiful home! Absolutely no complaints. The view was amazing with all the wildlife in the pond behind the house. The location was perfect...
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    About this property
    Disney Lakeside Villa, fully A/C, plus fans, furnished to a luxury standard, is situated in the beautiful community of Eagle Point. Boasting a south-facing 30ft private pool with stunning views overlooking lake and conservation area where much wildlife can be observed. Very peaceful, yet only 10...
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    Kissimmee, Central Florida FL 34746
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    4 BedroomsSleeps 10Quick View
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    • Air Conditioning
    • Wi-Fi
    • Private Yard
    • Satellite TV
    • Secure Parking
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our 4 Bed 2 Bathroom villa has been furnished to a very high standard and benefits from a beautiful lakeview. The villa can sleep up to 10 guests. The villa has a beautiful lake view on the 5 Star Lake Berkley Resort, which is safe, secure and with a gated entrance 24/7. There are 2 sitting rooms...
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    Kissimmee, Central Florida 34746
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    10 Reviews
    3 BedroomsSleeps 6Quick View
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    • Secure Parking
    • Washer
    • Wi-Fi
    • Grill
    • Air Conditioning
    • Patio
    • Waterfront
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    Perfect space for six people! Convenient to major attractions; spacious and well-maintained! Nice pool!
    Reviewed January 16, 2017
    Very enjoyable stay. We felt right at home. Very convenient location. I would highly recommend staying here.
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    About this property
    Fully Equipped and ready for your vacations my 3 bedroom & 2,5 bathrooms Townhouse. Home is just few minute from Disney parks, around 8 miles. And 10miles from Universal Studios. My home is in a Gated and very Safe Community named Compass Bay. You enjoy a privacy and relaxing atmosphere in your...
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    Kissimmee, Central Florida 34746
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    1 Review
    4 BedroomsSleeps 8Quick View
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    • Internet Access
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    Pet friendly
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    Reviewed 4 weeks ago
    The location is amazing! This is a great family-friendly condo with a stunning pool and wonderful kitchen. The stay was wonderful !!! I'll love to visit again!
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    About this property
    Comfortable home for your family to enjoy your Disney vacation! Townhouse with private pool near Disney. Sleeps up to 8 people. 4 bedrooms and 3 bathrooms, 1 suite. All bedrooms have TV. 1st FLOOR: - Tiled floors in the 1st. floor, except for the bedroom. - 1st bedroom with king size bed and TV. -...
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    Kissimmee, Central Florida 34746
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    6 Reviews
    4 BedroomsSleeps 10Quick View
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    • Satellite TV
    • DVD Player
    • Air Conditioning
    • Hot Tub
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 9, 2016
    This house was an excellent choice for our party. Especially the playroom was a succes, but too little time to enjoy it more. Busy program! Very sweet that we could drop off our...
    Reviewed July 24, 2016
    everything you could want from a villa. it is very well equipped spacious and nicely decorated. my teenagers loved the games room and pool its an ideal place to relax after...
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    About this property
    Living Area<BR>Our recently upgraded and spacious lounge is the ideal place to just relax after a hard day at the theme parks! The comfortable lounge benefits from a 42" LCD HD cable television with DVD, video-player, Playstation 2 and a selection of children's videos and PS2 games. Our guest...
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    Kissimmee, Central Florida 34747
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    7 Reviews
    4 BedroomsSleeps 10Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Grill
    • Parking
    • Washer
    • Patio
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    We were in awe of this home. Beautiful home setting. Was close to Disney. Wasn't as close to the beach as I thought, but wasn't an issue driving. We will be planning on staying...
    Reviewed 3 weeks ago
    What a perfect location. Less than 2 miles from groceries and pharmacy. Only 15-20 minutes from Disney area. We found the home to be up to date, comfortable and clean. The...
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    About this property
    Ready to have your dream Florida vacation? You're gonna need a dream house!<BR><BR>This vacation villa has 4 bedrooms, 3 bathrooms, and is totally teeming with luxury! Get ready to dive into the exclusive community of Hamilton's Reserve, which offers extreme privacy and maximum fun! From here...
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    Kissimmee, Central Florida 34746
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    1 Review
    5 BedroomsSleeps 10Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Secure Parking
    • Wi-Fi
    • Terrace
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 20, 2016
    Had a fantastic holiday with my family... crammed so much in with only a weeks stay at this lovely villa which had everything you could need. Had an issue with one of the door...
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    About this property
    This beautiful 5 bed home is over 2 levels. The sparkling pool overlooks a lake with conservation beyond and is an idyllic setting for your Kissimmee stay. The bottom level has wooden flooring. Here you can relax on the bold striped sofa and watch the flat screen TV. There is also a separate...
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    Kissimmee, Central Florida 34746
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    2 Reviews
    2 BedroomsSleeps 6Quick View
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    • DVD Player
    • Parking
    • Sauna
    • Terrace
    • Washer
    • Balcony
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 17, 2017
    Nice place , quiet , close to 192 , Disney , Pool perfect for kids I hope to be back next year When you go to Disney , this is the perfect fit for good price
    Reviewed November 12, 2015
    I've had a great time with my wife. The condo is perfect. We've had everything we need to stay comfortable. Thank you Haley Family!
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    About this property
    Condo located in Royal Palm Bay Condominimums, just a few miles from Disney and other major attractions! Located in a quiet setting, features a community poolhouse with an exercise room, a sauna, pool, and other amenities. There are also playgrounds for children. The condo itself features two...
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    Kissimmee, Central Florida 32747
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    7 Reviews
    3 BedroomsSleeps 6Quick View
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    • Balcony
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Hot Tub
    • DVD Player
    • Washer
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    Had a great time in this well-equipped, comfortable condo & enjoyed the leisure facilities on site. Stayed here as it's a fabulous location for Disney! Would definitely book again!
    Reviewed July 12, 2016
    We had a great time. My son played in the Nationals at the Convention Center. I was so so happy the condo was around the corner from the teams' condo. I really couldn't ask...
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    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...
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    Kissimmee, Central Florida 34747
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Reviews
    6 BedroomsSleeps 14Quick View
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    • Air Conditioning
    • Hot Tub
    • Satellite TV
    • Wi-Fi
    • Patio
    • Grill
    • Private Outdoor Pool (Heated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    We had a wonderful stay an my family enjoyed everyday ws spent in the house. The pool was cold but other then that we had a blast. A memorable vacation.
    Reviewed February 20, 2017
    The location of the house is perfect for Disney. I cant imagine being any closer staying off-site. The house was clean. The mattresses were great. There were tons of towels...
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    About this property
    What's different? We have a very well kept house with south facing pool/spa... new patio furniture, all new bed mattresses, new kitchen appliances and more! 6 bedroom 4 bath 2,812 sq foot pool house in Windsor Hills Resort.. 1.5 miles from Disney, close to Universal Studios, Sea World, shopping &...
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    Kissimmee, Central Florida 34747
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 14
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    2 Reviews
    4 BedroomsSleeps 10Quick View
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    Reviewed April 12, 2015
    This home is beyond perfect! Everything is brand new and comfortable! The pictures aren't enough! The house is an amazing vacation home! Between the way everything is decorated...
    Reviewed October 27, 2013
    This home was not only brand new, but fully equipped and really next door to Disney. It's so close to Disney that we could hear the fireworks from our rooms. It's is bigger than...
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    About this property
    Built as a Tropical Oasis and refuge away from the hustle and bustle of the nearby attractions, Paradise Palms Resort allows residents to enjoy some of the Very Best Entertainment in the world, while living in a Relaxing, Full-Service Resort environment that caters to your every need. Located in...
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    Kissimmee, Central Florida 34747
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    26 Reviews
    4 BedroomsSleeps 8Quick View
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    • Hot Tub
    • DVD Player
    • Air Conditioning
    • Satellite TV
    • Private Outdoor Pool (Heated)
    • Patio
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    We stayed at Dolphin Villa for a week in March. We found the arrival help from Steve simply first class. He couldn't of been more helpful. His knowledge of the area and its...
    Reviewed February 21, 2017
    We primarily picked this property because of the privacy of the back yard. It's not like a lot of properties in Florida where your house and pool are intimate to your neighbors...
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    About this property
    Over 10 Years listed with Holiday Lettings. 5 STAR Trip Advisor Reviews, please read them. They are very helpful! Perfect Location and Discounts for bookings over 2 weeks and FREE food arrival pack as standard to all our guests! Fully Air Conditioned + Paddle fans in all bedrooms, lounge & Lanai,...
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    Kissimmee, Central Florida 34758
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    10 Reviews
    3 BedroomsSleeps 8Quick View
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    • Grill
    • Satellite TV
    • DVD Player
    • Washer
    • Air Conditioning
    • Hot Tub
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 6, 2015
    Great location away from busy streets, yet only minutes from Disney, Universal, and beautiful golf courses. Owner easy to communicate with, great value, and comfortable...
    Reviewed September 28, 2015
    We have just returned from a two week stay at this lovely house. Beautifully maintained with everything you need for a comfy vacation. We were three adults and only used 2 of...
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    About this property
    The Trafalgar Village community is centred around the luxurious Trafalgar Village Center (or Clubhouse), a 2 minute stroll from the property with amenities that include a man made beach and lagoon, lakes (stocked for fishing), a pool and games arcade room, a 48 seat movie theatre, a fitness room, a...
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    Kissimmee, Central Florida 34758
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    9 Reviews
    6 BedroomsSleeps 14Quick View
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    • Internet Access
    • Hot Tub
    • Balcony
    • Air Conditioning
    • DVD Player
    • Washer
    • Private Outdoor Pool (Heated)
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 31, 2015
    Stayed here with my friends from out of the country for my wedding week,and I must say it was an awesome experience,the house and rooms were clean and spacious. The rooms and...
    Reviewed August 17, 2015
    Perfect for our large of 13 (3 families). Great value villa which was perfect for what we needed. We all enjoyed the pool and games rooms. Plenty of room having six bedrooms...
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    About this property
    Special deal, book and pay for 14 nights and get 1 night free or book 21 nights get 2 nights free. please contact owner to organise. Free night/ nights can be used for an early check-in or late check -out giving flexibility when booking flights.Longer stays please inquire for a discount. This home...
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    Kissimmee, Central Florida 34746
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 14
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    1 Review
    6 BedroomsSleeps 15Quick View
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    • Hot Tub
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You will love the spacious and fully furnished 6 bedrooms and 5 bathrooms. You will feel as if you are at your own home with the fully equipped kitchen with all cooking utensils, full size refrigerator, dish washer and microwave, blender, coffee maker and a stainless steel stove for a wonderful...
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    Kissimmee, Central Florida 34747
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 15
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    22 Reviews
    4 BedroomsSleeps 10Quick View
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    • Air Conditioning
    • Washer
    • Waterfront
    • DVD Player
    • Children's Pool
    • Satellite TV
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 18, 2017
    From the moment we received our welcome letter and comprehensive directions/useful information from the owner, we had a good feeling about our impending visit to The Retreat...
    Reviewed December 27, 2016
    I was traveling to Florida on business and decided to attempt to piggy back a family vacation. With the late planning, we half expected "all the good ones to be spoken for" and...
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    About this property
    Welcome to 'The Retreat' Villa a wonderful high spec villa, with South/South East facing pool and lakefront location offering you a luxurious vacation home for your visit to Orlando. The Villa is located in a cul-de-sac with no through traffic within the quiet gated community of Sunset Lakes, just...
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    Location Information
    Kissimmee, Central Florida 34747
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    4 BedroomsSleeps 8Quick View
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    • Grill
    • Internet Access
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Plan your next family vacation in this beautifully and spacious fully furnished and decorated 4 bedroom 3 baths single family screened pool home with heating optional that comfortably accommodates 8 guests! It includes a fully equipped kitchen for your entire home cooking needs to make your stay...
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    Kissimmee, Central Florida 34747
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    9 Reviews
    3 BedroomsSleeps 8Quick View
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    • DVD Player
    • Wi-Fi
    • Secure Parking
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Hot Tub
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    We stayed at this beautiful townhouse for two months this past winter. The view from the back is of the lake and we spend the mornings eating breakfast on the screened patio...
    Reviewed July 29, 2016
    What an amazing place to stay! The house was spotless, great location, close enough to all the theme parks, would definitely recommend it, I'll will be back in a year or 2 for...
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    About this property
    The Trafalgar Village community is centred around the luxurious Trafalgar Village Center (or Clubhouse), a 2 minute stroll from the property with amenities that include a man made beach and lagoon, lakes (stocked for fishing), a pool and games arcade room, a 48 seat movie theatre, a fitness room, a...
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    Location Information
    Kissimmee, Central Florida 34758
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    15 Reviews
    4 BedroomsSleeps 8Quick View
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    • Satellite TV
    • Air Conditioning
    • Private Yard
    • Secure Parking
    • Washer
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 days ago
    Stayed for a week, 7 of us , plenty of room and a great location for the main theme parks in a quiet residential area. Had an issue with a pipe burst but sorted same day with no...
    Reviewed January 8, 2017
    I spent 6 nights on this house and was one of the best. Mr. Steve is very kind and has responded to all my inquires. The house was very clean and better than the pictures in...
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    About this property
    Your beautiful vacation home is at Eagle Point, Kissimmee, one of the best possible locations for access to Orlando's famous theme parks, attractions and Golf Courses. When you stay in this executive pool home, you will get great views, great decor and a private location backing on to a...
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    Location Information
    Kissimmee, Central Florida 34746
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    12 Reviews
    4 BedroomsSleeps 8Quick View
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    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    • Hot Tub
    • Satellite TV
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 8, 2016
    This house is a located in a very nice and calm area and includes everything you need for a long stay. The relaxing backyard with pool and spa feels very private and exclusive...
    Reviewed October 21, 2016
    It was a great place to stay I really liked it it was fun I would stay again me and my family enjoy the whole week and my grandson loved it he didn't want to go home
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    About this property
    This is a beautifully furnished vacation home near to all Disney theme parks, several good golf courses and a 5 minute drive from restaurants and shops. The villa sleeps 8 people and has four good sized bedrooms and two bathrooms. The villa is fully equipped with eveything you need (including...
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    Kissimmee, Central Florida 34746
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    7 BedroomsSleeps 16Quick View
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    • DVD Player
    • Private Outdoor Pool (Heated)
    • Washer
    • Patio
    • Satellite TV
    • Air Conditioning
    • Hot Tub
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Incredible vacation property minutes away from Disney, Universal Studios and other Orlando attractions. Home features unbelievable amenities such as a plasma TV, TVs in every bedroom, and a game room with a 42' LCD TV home theater system, pool table, standup arcade games and more! You will also...
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    Kissimmee, Central Florida 34746
    Rental Home - 7 Bedrooms, 6 Bathrooms, Sleeps 16
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    63 Reviews
    4 BedroomsSleeps 8Quick View
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    • Housekeeping Included
    • Air Conditioning
    • Wi-Fi
    • Patio
    • DVD Player
    • Satellite TV
    • Washer
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Staying at Audra´s place in Sunset Lakes, was certainly the best choice for our holidays. We were 4 adults and 2 children, all staying very comfortably in 4 different rooms (2...
    Reviewed 2 weeks ago
    If you want an awesome house close to Disney then this is the place for you. Everything was perfect!
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    About this property
    Just 3 miles away from the Disney attractions, located just off the 192 west Kissimmee where you will never be short of Gift shops, designer outlet malls, restaurants & supermarkets!! Sunset Lakes is a small exclusive gated community surrounded by Lakes & overlooking a conservation area, with a...
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    Location Information
    Kissimmee, Central Florida 34747
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    • Wi-Fi
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    • Children's Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    AVAILABLE FOR ONE OR TWO FULL WEEKS ONLY from weekend to weekend AS ITS OUR TIMESHARE. to book less than a full week a full week has to be paid for .Availability subject to request by us to our timeshare provider .Confirmation within 24 hours . Please only make an enquirey until we have...
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    Kissimmee, Central Florida 34747
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    6 Reviews
    4 BedroomsSleeps 8Quick View
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    • Air Conditioning
    • Sauna
    • Secure Parking
    • Satellite TV
    • Private Indoor Pool
    • Washer
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    We had the best stay, definitely book for more than one day. Security was awesome. The house set up is breathe taking . We had so much fun in the game room and the jacuzzi !
    Reviewed March 8, 2017
    It's marvelous place whith good restaurants and sights around. The house is very clean and beautiful. Nothing to complain
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    About this property
    In our house, fell like you are at home, with the comfort of a King suit and an attached bathroom with garden tub and 3 more bed : queen bed and fully attached bathroom and kids rooms with 2 twin beds in each and their own bathroom to share. Enjoy the heated swimming pool and spa when you come...
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    Kissimmee, Central Florida 34747
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 BedroomsSleeps 10Quick View
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    • DVD Player
    • Wi-Fi
    • Washer
    • Grill
    • Outdoor Dining Area
    • Air Conditioning
    • Patio
    • Children's Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This wonderful Orlando / Kissimmee vacation spot at the Legacy Dunes Resort is conveniently located only five miles from Walt Disney World in a private gated community of Kissimmee, Florida. There is fun for the whole family to enjoy! You're only a hop, skip and a jump away from all the Disney...
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    Location Information
    Kissimmee, Central Florida 34747
    Condo/Apartment - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    4 BedroomsSleeps 8Quick View
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    • Air Conditioning
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    4 Bedroom, 3.5 Bathroom Sleeps 8 People Master with En-suite Bathroom: Queen Size Bed Bedroom 2: Full Size Bed Bedroom 3: 2 X Twin Size Beds Bedroom 4: 2 X Twin Size Beds If you wish to bring pets with you, please contact the property manager for a pet cleaning fee quote. Pool can be heated for an...
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    Location Information
    Kissimmee, Central Florida 34746
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    13 Reviews
    3 BedroomsSleeps 8Quick View
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    • DVD Player
    • Patio
    • Air Conditioning
    • Internet Access
    • Grill
    • Private Outdoor Pool (Heated)
    • Satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    This home was perfect for our family vacation to Disney World. The rooms were great and so much better than a hotel. Our family enjoyed the games and books as well as the pool...
    Reviewed February 7, 2017
    The house was clean and looked just like the pictures. Everything was close by and the pool was clean and warm! The owners were quick to respond and addressed everything...
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    About this property
    Get ready to experience the magic of Central Florida in this beautiful 3 bedroom 2 bath home with private swimming pool! Just minutes from Disney Parks, dining, Sea World, Universal Studios and much more! The large open floor plan is great for entertaining family and friends. Whether you are...
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    Kissimmee, Central Florida 34747
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    1 Review
    4 BedroomsSleeps 8Quick View
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    • DVD Player
    • Washer
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Patio
    • Grill
    • Wi-Fi
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 15, 2016
    Great place to stay! I was nervous since I had never rented a house before. Bernie (owner) was great at answering all of my questions with in 12 hours after emailing her. The...
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    About this property
    Villa Betty Boo is on the prestigious Hampton Lakes Community which has a swimming pool, basketball, volleyball and tennis courts for your free use. Hampton Lakes is beautifully landscaped and is a very secure community. Villa Betty Boo has 4 spacious bedrooms and can sleep 8 - 9 people + infants...
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    Location Information
    Kissimmee, Central Florida 33897
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    9 Reviews
    3 BedroomsSleeps 6Quick View
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    • Grill
    • Satellite TV
    • Washer
    • Patio
    • Wi-Fi
    • Hot Tub
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 1, 2016
    We stayed for two weeks and we're able to pack light because of the washer and dryer. The splash pool is bigger than I thought and my kids were in it every day. If you like to...
    Reviewed August 9, 2015
    We stayed for 2 weeks in Windsor Palms Resort. The house we rented was absolutely perfect! We had 3 big bedrooms and 3 bathrooms. Everything was very clean. The kitchen had...
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    About this property
    Thanks for considering our property which is the same as the lower cost trip advisor listing#4901774 Your perfect vacation base to discover the magic of Disney, and Central Florida! We have a Superior 3 bedroom, 3 bath home HOT TUB / SPA home that sleeps 6 (1 King, 1, Queen, 2 Twins, all...
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    Kissimmee, Central Florida 34747
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    8 Reviews
    7 BedroomsSleeps 16Quick View
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    • Parking
    • Grill
    • DVD Player
    • Air Conditioning
    • Wi-Fi
    • Washer
    • Satellite TV
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 30, 2016
    The house was huge! Plenty of space for several families, cutely decorated, pool was very warm and clean. Location was great for getting to Disney and grocery stores.
    Reviewed May 2, 2016
    The house was perfect, everything was fantastic. The location was close to all activities, such as Disney, Universal, Sea World and many more. Lots of places to eat and shop.
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    About this property
    Luxurious and Beautiful Villa is ideally located at exclusive Season Community , about 6 miles short distance from Disney World & about minutes distance from the best restaurants and shops of the Central FL. Close to 24 hrs Wal Mart . Lake Buena Vista Factory Stores, 5 miles away. Vine Street...
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    Kissimmee, Central Florida 34746
    Rental Home - 7 Bedrooms, 6 Bathrooms, Sleeps 16
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    4 Reviews
    4 BedroomsSleeps 10Quick View
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    • Wi-Fi
    • Grill
    • Washer
    • Patio
    • Shared Yard
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 27, 2016
    Unfortunately I'm a 36 year old mom of three with less than a year to spend making memories. I spent a lot of time looking and researching the best deal for our family of five...
    Reviewed May 2, 2014
    1st of all the Property Management were amazing, they prepared everything for us, It was like having a personal concierge. They really help us from the beginning of choosing a...
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    About this property
    Brand New Town Home with 4 bedrooms and 3 Bathrooms, one Bedroom and one bathroom downstairs. Private pool, optionaly heated. Located 5 miles from Disney World MainGate. Close to shops, restaurants and all you can need. The Paradise Palms Resort is top of the line with a big pool with cascade,...
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    Location Information
    Kissimmee, Central Florida 34747
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    3 Reviews
    5 BedroomsSleeps 10Quick View
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    • Parking
    • Wi-Fi
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 9, 2016
    We really enjoyed our stay in the villa, it is ideally located for all of the theme parks and was in a quiet street. We were out all day every day so didn't spend a great deal...
    Reviewed June 16, 2016
    We travelled to the villa as a group of eight adults and found it to be very spacious and clean. The location was fantastic close to the theme parks and shopping areas. The...
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    About this property
    *****Our very affordable nightly rates include up to 10 guests!***** Looking for a vacation home with a private secluded pool area? - Here it is! The Unique Benefits at this House: Nestled at the end of a cul-de-sac, with minimal drive by traffic, our home offers a tranquil setting for quiet...
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    Kissimmee, Central Florida 34746
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    7 Reviews
    3 BedroomsSleeps 7Quick View
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    • Air Conditioning
    • Wi-Fi
    • Terrace
    • DVD Player
    • Washer
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 24, 2017
    Our family of four adults enjoyed this condo very much. Having our own bedrooms, two bathrooms and a full kitchen with laundry was great! Very easy to find and not too far from...
    Reviewed August 12, 2016
    It was clean. I found everything I need in the apartment. Needs some TLC, but was ok. The location was very good. Far away of the commotion, the way I like it. Very quiet...
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    About this property
    Non-Smoking 3 Bedroom, 2 Full Bath Condo in Sweetwater Club Community, with Clubhouse, Community Pool and Hot Tub, Sand Volleyball, Tennis Court, Exercise Room and Pool Table. 65” TV with blu-ray player in the living room, TV in every bedroom. Extended cable with Disney channel, Wireless...
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    Kissimmee, Central Florida 34746
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    3 Reviews
    4 BedroomsSleeps 8Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 8, 2015
    Just returned from a one week vacation with my family. Liked Best: private fencing around the pool area, spacious, comfortable bedding, nice decor Liked Least: noise from...
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    About this property
    4 Bedroom, 2.5 Bathroom Sleeps 8 people Master with En-suite Bathroom: King Size Bed Bedroom 2: En-suite Bathroom: King Size Bed Bedroom 3: 2 X Twin Size Beds Bedroom 4: 2 X Twin Size Beds South facing pool Fenced in back yard Newly remodeled, all new furniture, deluxe mattresses Gourmet Kitchen,...
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    Kissimmee, Central Florida 34746
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Reviews
    4 BedroomsSleeps 8Quick View
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    • Washer
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    • Private Indoor Pool
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 22, 2016
    I enjoyed my stay, The house was very clean and large. There were a few issues with the pool but Dacia was prompt on returning my emails. The house is in a perfect location 20...
    Reviewed April 10, 2016
    Dacia & Eddy, Thanks so much for letting us rent your place for 10 days. We really enjoyed staying there. It was spacious & welcoming. The location of the property was perfect...
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    About this property
    Beautiful 4beds 2Baths Single Family Home, This community is one of the most popular communities close to Disney! is located only 7 minutes to Disney, 15 minutes away from Universal Studios, 1 hour to bush Gardens, Tampa, Clearwater beach -there is many beaches along the Gulf of Mexico "the...
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    Location Information
    Kissimmee, Central Florida 34747
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    1 Review
    5 BedroomsSleeps 14Quick View
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    • Air Conditioning
    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 2, 2015
    Out stay at Paradise Island Resort was awesome from the time I booked my stay, until we checked out, everyone enjoyed the amenities, location is good, the house was very...
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    About this property
    This 5BR/4BATH Holiday Vacation Home is fully furnished and features beautiful décor, comfortable sleeps up to 14 guests. You will feel as comfortable as you do in your own home and, at the same time, will take advantage of luxury and amenities you would have in a hotel. The kitchen is fully...
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    Location Information
    Kissimmee, Central Florida 34747
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 14
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    5 Reviews
    5 BedroomsSleeps 10Quick View
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    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Washer
    • Patio
    • Wi-Fi
    • DVD Player
    • Satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 3, 2017
    Well as i stated in my sentence this is really a castle, every thing was nice and perfect very clean and all that was advice in the add was inside, thanks David for letting us...
    Reviewed December 2, 2016
    This was the best vacation spot ever. It was very clean and welcoming. We will be back in the future.My family really enjoyed our vacation.
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    About this property
    Welcome to Avenant's Castle located in Emerald Island Resort, an exclusive manned gate community. This home was remodeled in June of 2015. We upgraded this home to be one of the most beautiful homes within 3 miles of Disney. Murals by the areas best artist are throughout the home - your kids may...
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    Location Information
    Kissimmee, Central Florida 20878
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    4 Reviews
    3 BedroomsSleeps 6Quick View
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    • Outdoor Dining Area
    • DVD Player
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Satellite TV
    • Parking
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 10, 2016
    This Villa is stunning it is like home from home they have thought of everything even hair straightners !! Very close to all amenities and all theme parks. Well worth paying...
    Reviewed May 24, 2016
    It really is 15 min away from disney, the english charging station was really useful. Had everything you needed, and beds really comfy.
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    About this property
    Larger than average! -- Oversize heated pool fenced for privacy! -- Free wireless internet! -- Free long distance & overseas telephone calls! Our home is situated at Lindfields, a peaceful development to the west of Kissimmee, very close to the Disney Parks - very convenient to see Mickey & his...
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    Kissimmee, Central Florida 34747
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Reviews
    3 BedroomsSleeps 6Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Balcony
    • DVD Player
    • Hot Tub
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 12, 2016
    best house ever been i love the pool the are where the house are located i just love everything nice weather and clean house
    Reviewed August 2, 2016
    Spacious home with large living space and closets! Fabulous private pool. Only thing that would've made it perfect was cable for the TV. Couldn't watch the news or anything...
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    About this property
    Come and enjoy Kissimmee, Florida! This beautiful home is located off Neptune road two miles away from Downtown Kissimmee and one mile away from the Florida Turnpike exit. This property is located in a private ½ of acre lot making it perfect for someone traveling with a boat, travel trailer or...
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    Location Information
    Kissimmee, Central Florida 34744
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Additional Kissimmee Info

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    • Local time: 02:14 AM (EDT)
    • Peak travel: March - April
    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.

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