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House Rentals in Kissimmee, FL

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    Travelers to Kissimmee are booking June dates now. Secure your vacation rental today, and have the perfect trip.
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    1 / 9
    4 of 5 stars (2) Very good
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    5 of 5 stars (1) Excellent
    4 Bedrooms / 3 Bathrooms / Sleeps 10
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    5 of 5 stars (3) Excellent
    5 Bedrooms / 4 Bathrooms / Sleeps 8
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    About this property
    5 bedroom 4 bath well appointed home in gated community with lake view on a trophy bass fishing lake and less than 30 minutes to Disney and 15 minutes into the charming downtown Kissimmee. Access to two amenity centers with 3 pools, two gyms, tennis, volleyball. playgrounds and community... View all property information
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    5 Bedrooms / 4 Bathrooms / Sleeps 10
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    About this property
    This Kissimmee Holiday Rental is located minutes away from Orlando's Walt Disney World and Central Florida's favorite attractions in the exclusive community of Crystal Cove, Florida. This is a gated community and is close to a wide array of restaurants and shopping malls. Your family will love the... View all property information
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    5 Bedrooms / 4 Bathrooms / Sleeps 12
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    About this property
    Just back from a visit to the villa. We have made significant improvements to the layout and amenities in the villa - some seen, others not as conspicuous. Overall, we seek to provide a relaxing atmosphere for our guests – a retreat after long, hectic days at Disney parks and attractions. Enjoy!!... View all property information
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    1 / 14
    5 of 5 stars (2) Excellent
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    About this property
    At Minnie's Escape at Windsor Palms, you'll be provided with a wealth of features that will ensure that your next Florida vacation is a memorable one. Our Home Includes: Four spacious, elegantly furnished bedrooms - sleep in comfort. A private, heated swimming pool, perfect place for fun in... View all property information
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    6 Bedrooms / 4 Bathrooms / Sleeps 14
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    About this property
    Enjoy the family vacation that you have always dreamed about! While enjoying the various amenities in our vacation villa that we proudly share with your family, our features fit for royalty include: -Private True South facing pool with all day exposure to our beautiful sunshine -Hot Tub/Jacuzzi... View all property information
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    $139
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    1 / 10
    3 of 5 stars (2) Average
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Dryer
    • Grill
    • Hot Tub
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    • Suitable for children
    • x
    • x
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    About this property
    We have made the Villa available for holiday rentals, and is perfectly situated for your Florida vacation base. The Villa is located 7 minutes from the gates of the Disney Magic Kingdom Theme Park and is well equipped to for you perfect Florida vacation. Unlike many Owners who Just buy a rental... View all property information
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    1 / 19
    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    About this property
    After vacationing in Windsor Hills with some friends last year, we decided that staying in a townhouse is a much nicer experience than coming back to an impersonal hotel room after a day at the parks. We just bought our vacation home and would like to share it with you. As you will soon find out,... View all property information
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    1 / 28
    3 Bedrooms / 3 Bathrooms / Sleeps 3
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    • x
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    • x
    About this property
    Localizada no Condomínio BellaVida Resort que esta a apenas 10 quilômetros do complexo Disney World, e a poucos minutos de outras atrações de Orlando. Localizado atrás do Medieval Times e ao lado do Walmart Supercenter (aberto 24 horas). A casa dispõe de dois andares, lindamente mobiliados,... View all property information
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    $1,295
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    3 Bedrooms / 3 Bathrooms / Sleeps 10
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    • Air Conditioning
    • Balcony
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    About this property
    It is a resort apartment unit that is set for the 27 week for 7 nights check-in starting Saturday and check-out next Friday, however, it can be rented any time of the year booking one month before the date you check in. It has 1 king side bedroom WITH HIS OWN BATHROOM AND JACUZZI, 1 Queen size... View all property information
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    1 / 29
    5 Bedrooms / 4 Bathrooms / Sleeps 12
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    • Air Conditioning
    • Balcony
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    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
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    • Pets allowed
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    • x
    • x
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    About this property
    5 bedrooms and 3,5 bathrooms. 2 masters suítes. Lake view pool. View all property information
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    $225
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    1 / 24
    7 Bedrooms / 6 Bathrooms / Sleeps 16
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    • Pool Table
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    • x
    • x
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    • x
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    About this property
    It is in Emerald Island which is one of the most desirable Resort Communities in the area and it is less than 3 miles to Disney World. This home offers, 6-7 bedrooms 5 1/2 bathrooms, 4 Master Suites all fit for a King with their lavish beds and decor and private bathrooms. Each bedroom is set up... View all property information
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    1 / 40
    5 of 5 stars (3) Excellent
    8 Bedrooms / 5 Bathrooms / Sleeps 18
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    • Air Conditioning
    • Balcony
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    • Dryer
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    • Hot Tub
    • Internet Access
    • Pool Table
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
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    • Elder access
    • x
    About this property
    Our brand new 8 Bedroom Crystal Cove Resort Villa Features The Following Amenities: --Private swimming pool and spa --Private screened patio with BBQ Grill --Private games room --Upgraded mattress --Baby gears including crib, high chair and stroller --LG 300W high quality Sound bar --High speed... View all property information
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    5 of 5 stars (13) Excellent
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Balcony
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    • Grill
    • Gym
    • Hot Tub
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    • Private Outdoor...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • x
    About this property
    Eight people can have their vacation at ScothCorner a home from home . Who wants to share a room when a whole home awaits Scotch Corner is a stunning, executive level, largest of the Townhomes with 4 bedroom, 3 bathroom with its own private, screened in, heated swimming pool.Each bedroom has been... View all property information
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    1 / 18
    1 of 5 stars (1) Terrible
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • x
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    About this property
    3 bedroom 2 bathroom pool home so close to Walt Disney Workd you see see Epcot's fireworks from the driveway, on a clear night. We offer easy check in and check outs. The pool is enclosed in a screen house, and pool heat is offered in the winter months for a additional fee. The master bedroom has... View all property information
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    $94
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    1 / 19
    4 Bedrooms / 3 Bathrooms / Sleeps 10
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    • x
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    4 bedroom, 3 bathroom Villa Our beautiful and spacious villa is situated within the Indian Creek Community, one of the closest to the magical Disney theme parks, which are all withing 5-10 minutes drive. This makes it particularly convenient to explore the parks as they open, return home for an... View all property information
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    $110
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    1 / 14
    4 of 5 stars (1) Very good
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
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    • Elder access
    • x
    • ?
    About this property
    Located at the Villas at Seven Dwarfs just of off US-192 and only 4 miles to the entrance of Disney World on Epcot Center Drive. Sam’s Club, the wholesale retailer, is walking distance from the resort. There are dozens of restaurants and shopping options up and down US-192. Publix grocery store... View all property information
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    $172
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    1 / 13
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Air Conditioning
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    • Private Outdoor...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
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    • Elder access
    • ?
    About this property
    Welcome to the Our newly furnished 3 bedroom Windsor Hills town home This three bedroom home is designed for relaxation The Splash pool outside your back door will allow you to cool off and have some fun without the crowds In less than a few minutes you can be enjoying the fun of Windsor Hills at... View all property information
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    $79
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    1 / 28
    5 of 5 stars (3) Excellent
    4 Bedrooms / 3 Bathrooms / Sleeps 10
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    • Air Conditioning
    • Grill
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    • Pets allowed
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    • Suitable for children
    • x
    • ?
    • ?
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    • Elder access
    • ?
    • ?
    About this property
    This four bedroom Townhouse is located in the resort community of Bella Vida in Kissimmee, Florida. It features a beautiful patio with BBQ Grill and a private swimming pool. The home offers spacious and comfortable accommodations with the luxury of a resort feel that will make your Orlando vacation... View all property information
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    4.5 of 5 stars (23) Very good
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • x
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    • x
    About this property
    OAKTREE. 3 bedrooms 2 queen beds, 2 twin beds, Sleeper sofa. Private pool, spa,and gameroom.Kissimmee location, 8 miles from Disney.WiFi Charcoal grill. One story 1700 square feet,built 1996.There are no other residential areas around Disney World, which possess the aesthetic beauty of the... View all property information
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    4.5 of 5 stars (2) Very good
    4 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Pets allowed
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    • x
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    • x
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    About this property
    Located in the Indian Point Subdivision 1.5 Miles from US-192 and only 7 miles from Disney. Wal-Mart Supercenter, open 24hrs, is just over 1 mile away at the intersection of US-192 where you turn off to drive back to the house. Medieval Times Dinner Show is only 2 miles away and all the... View all property information
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    1 / 14
    5 of 5 stars (1) Excellent
    4 Bedrooms / 3 Bathrooms / Sleeps 10
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    $315
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    1 / 78
    6 Bedrooms / 6 Bathrooms / Sleeps 12
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    • x
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    About this property
    This stunning 6 bedroom, 6 bathroom home, located in Champions Gate, is sure to be the perfect vacation rental home on your next trip to Orlando. Besides having plenty of bathrooms (so everyone can get ready at their own pace), this home boasts two 60'' flat screen TV's, a game room featuring a... View all property information
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    $115
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    1 / 22
    4 of 5 stars (1) Very good
    5 Bedrooms / 3 Bathrooms / Sleeps 12
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    • Water Views
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    • x
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    About this property
    Beautiful 5 bedroom home with private pool overlooking a lake in the gated resort community Lake Berkley in Kissimmee, Florida. The home is located 15 minutes away from Walt Disney World and in the heart of the best shopping and attractions Central Florida has to offer! Fully equipped with all... View all property information
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    4.5 of 5 stars (2) Very good
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
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    • x
    • x
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    • Elder access
    • x
    About this property
    Located at the Villas at Seven Dwarfs just of off US-192 and only 4 miles to the entrance of Disney World on Epcot Center Drive. Sam’s Club, the wholesale retailer, is walking distance from the resort. There are dozens of restaurants and shopping options up and down US-192. Publix grocery store... View all property information
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    1 / 14
    5 of 5 stars (1) Excellent
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Private Outdoor...
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    • Pets allowed
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    • x
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    • x
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    About this property
    BLUE DIAMOND: Crystal Cove Resort Community, Kissimmee. Brand New 4 bedroom, 2 bath, private south facing pool/spa home with game room, only 7 miles from Walt Disney World . The Blue Diamond's location is also less than 5 minutes from grocery stores and restaurants.Bedding Configuration : Bedroom 1... View all property information
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    1 / 19
    4 of 5 stars (5) Very good
    4 Bedrooms / 4 Bathrooms / Sleeps 8
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    • Private Outdoor...
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    • Pets allowed
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    • x
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    • x
    About this property
    Pinehurst 4 bedrooms 1 King 1 Queen 4 Twins, Gameroom Somerset is located in the Remington Golf Community, less than 30 minutes from Walt Disney World, SeaWorld and Universal Studios Florida. Just 2 miles from the entrance of Remington is Rt. 192. Shopping and Dinning can be found in either... View all property information
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    $168
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    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    • x
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    • ?
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    About this property
    This unit has a Mickey and Friends Themed Bedroom This 3 Bedroom 3 Bathroom town house with splash pool is the perfect location to spend your Florida vacation With adorable themed bedrooms to complete the town house everyone will enjoy their stay in this house Clean sparkling splash pool... View all property information
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    4 of 5 stars (12) Very good
    4 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Private Outdoor...
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    • Pets allowed
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    • x
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    • x
    About this property
    Golden Pond Located in Rolling Hills, less than 2 miles from US-192 and only 5 miles from Disney. 1 King 1 Queen 4 Twin beds Wireless internet .As you turn off the 192 towards Rolling Hills you will find the Formosa Shopping Centre with a 24hr grocery store, various shops and many restaurants... View all property information
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    5 of 5 stars (3) Excellent
    4 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Pets allowed
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    About this property
    GRAND OPENING! Brand New Luxurious Waterfront Mansion AÑO 2013! Disfrute de la grandeza de este recurso-como santuario. Cocina gourmet deliciosamente diseñado con gabinetes y electrodomésticos de acero inoxidable de alta calidad. La cocina se abre a una hermosa área de sala de estar con salida a la... View all property information
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    4.5 of 5 stars (3) Very good
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Dishwasher
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    • Satellite TV
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    • ?
    • x
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    Siente la emoción de Disney vacaciones en el fabuloso Violet Villa, creado para ti con amor y ternura. Esta villa es una ubicación perfecta en Lagos Media Luna deseables. Esta bonita y tranquila comunidad de menos de 20 minutos de Disney y cerca de las principales carreteras y zonas comerciales.... View all property information
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    4 of 5 stars (2) Very good
    4 Bedrooms / 2 Bathrooms / Sleeps 10
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    • Air Conditioning
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    • Private Outdoor...
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    • Pets allowed
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    About this property
    This Kissimmee Holiday Rental is located minutes away from Orlando's Walt Disney World and Central Florida's favorite attractions in the exclusive community of Crystal Cove, Florida. This is a gated community and is close to a wide array of restaurants and shopping malls. Your family will love the... View all property information
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    $219
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    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Internet Access
    • Safe
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    About this property
    Your Dream Vacation is Waiting for You This elegant town home as been upgraded to a high standard and is equipped to ensure that you and your family can enjoy the very best in luxurious vacation living all whilst taking in the glorious Floridian climate and the very best attractions that this area... View all property information
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    1 / 13
    5 of 5 stars (1) Excellent
    5 Bedrooms / 6 Bathrooms / Sleeps 10
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    5 of 5 stars (2) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
    • x
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    About this property
    NO HIDDEN FEES PRICE INCLUDE TAXES This large 3 bedroom 2 baths house is Located about 5 Minutes driving from Disney World. Beautifully furnished and offers anything a traveler will need. Has up to date appliances and a full kitchen. Washer and dryer WI FI HDTV and DVD player Playstation... View all property information
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    4 of 5 stars (3) Very good
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Air Conditioning
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    • Satellite TV
    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • x
    About this property
    This value-for-money 3 bedroom town home is located within walking distance of the popular clubhouse at the fabulous Windsor Hills resort.... and it's the closest vacation home resort to the Walt Disney World® Resort parks - so you're guaranteed to be one of the first at Magic Kingdom if you want... View all property information
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    4 of 5 stars (12) Very good
    4 Bedrooms / 3 Bathrooms / Sleeps 10
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    • Pets allowed
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    • Elder access
    • ?
    • ?
    About this property
    Coral Vine Villa is a large 4 bedroom, 3 bathroom (2 en-suite) villa with south facing pool situated in Crescent Lakes, which is a quiet residential area of Kissimmee. Crescent Lakes consists of properties grouped around small lakes in a wildlife conservation zone, where you will find children’s... View all property information
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    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    • x
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    About this property
    All the comforts of home in this 3-bedroom, 3 bath townhome in Windsor Hills. One bedroom and bath downstairs and 2 bedrooms upstairs. This property sleeps 8, 2 in each bedroom and we have a sleeper sofa too. Amenities include fully equipped kitchen, washer/dryer, stereo and DVD player in living... View all property information
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    4.5 of 5 stars (9) Very good
    5 Bedrooms / 4 Bathrooms / Sleeps 12
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    • Hot Tub
    • Private Outdoor...
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    • Pets allowed
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    • ?
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    • ?
    • ?
    About this property
    Great 5 bedroom, 4 bathroom pool and spa home just 5 minutes from Disney! This vacation rental is located in the quiet and tranquil community of Indian Creek just 1 mile south of 192 St in Kissimmee but still close to many shops and restaurants.This vacation rental features 2 master bedrooms, a... View all property information
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    1 / 24
    5 of 5 stars (4) Excellent
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Air Conditioning
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    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    This spacious 4 bedroom town home with a sparkling pool is located on the popular Terra Verde resort - just minutes away from Walt Disney World® Resort and all the fun, attractions, shops and restaurants of the Orlando area. * 1 Master bedroom suite with king-size bed * 1 Additional bedroom with... View all property information
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    4.5 of 5 stars (3) Very good
    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
    • x
    About this property
    Come and stay at this spacious 3 bed/3 bath vacation town house in Windsor Hills here in Kissimmee ... the closest vacation rental community to Walt Disney World® Resort! * 1 Master bedroom suite with king-size bed * 1 Master bedroom suite with full-size bed * 1 Double twin bedroom suite * 1 Queen... View all property information
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    5 of 5 stars (1) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
    • x
    About this property
    This spacious 3 bedroom townhouse sleeps up to 6 and is located on the popular Windsor Hills resort - that's the closest vacation rental resort to Walt Disney World® Resort. * 1 Master bedroom suite with king-size bed * 1 Master bedroom suite with queen-size bed * 1 Double twin bedroom suite *... View all property information
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    6 Bedrooms / 4 Bathrooms / Sleeps 12
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    • Hot Tub
    • Private Outdoor...
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    • Pets allowed
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    • Suitable for children
    • ?
    • x
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    • Elder access
    • x
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    About this property
    Siesta View is a spacious 6 bedroom 4 bath pool,spa and gameroom home located in the Villa Sol Gated Community off Boggy Creek in Kissimmee. Tennis Courts,walking paths and childrens playground. Bedding 1 king 1 Queen 2 Full 4 Twin.TV''s in all the bedrooms.The home's large screened in pool deck... View all property information
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    4.5 of 5 stars (4) Very good
    4 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Dishwasher
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
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    • Elder access
    • ?
    About this property
    This beautiful 4 bedrooms, 2 bath, pool home is located in a great location. Close to Disney World. The home offers an open floor plan that is perfect for entertaining! Enjoy your evenings in your swimming pool overlooking a pleasant water view. This property has 2 camas Sencillas, 1 cama King(s),... View all property information
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    4 of 5 stars (2) Very good
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Hot Tub
    • Internet Access
    • Private Indoor Pool
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
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    • Elder access
    • ?
    About this property
    Esta hermosa 2 baños y 3 dormitorios casa está ubicada en el frente de un lago con una hermosa vista del agua. Esta es la zona más popular en el centro de Florida. Grande, piscina de pantalla adjunta sureste con orientación y spa tienen un calentador eléctrico de la piscina, así como un sistema de... View all property information
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    1 / 16
    4 of 5 stars (1) Very good
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Come and stay in this spacious and well equipped town home with a private pool that's located on the Terra Verde resort - just minutes away from all the fun and excitement of Walt Disney World® Resort, plus all the other attractions and theme parks of Orlando, Florida. * 1 Master bedroom suite... View all property information
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    1 / 23
    5 of 5 stars (1) Excellent
    6 Bedrooms / 4 Bathrooms / Sleeps 13
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Hot Tub
    • Internet Access
    • Washer
    • Wi-Fi
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    What a great Orlando villa! You just won't want to leave this beautiful 6 bed 4 bath villa! This Orlando vacation home boasts exceptional furnishings throughout. Large rooms with cathedral ceilings, open floor plan and tiled floors. The living area has a 46 inch plasma TV, 2 large comfortable... View all property information
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    6 Bedrooms / 4 Bathrooms / Sleeps 12
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    About this property
    Welcome to this beautiful six bedroom, four bathroom home in the upscale section of Windsor Hills Reserve. This private home has everything that you could ever dream of, with a very private South facing pool and spa. From the moment you step in the front door, you will instantly feel on vacation... View all property information
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