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Kissimmee Vacation Rentals

709 Kissimmee Vacation Rentals were found matching your criteria. These vacation rentals are presented by their owners or managers. Please click on the photos or links below, then contact them directly with your inquiries. Use the search criteria box on the left of the page to refine your search within Kissimmee, Central Florida-Orlando-Disney, Florida, United States.
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Central Florida-Orlando-Disney Top Cities
Listings 101 - 125 of 709
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4 bedroom Vacation Rental Home in Kissimmee - Lake View
Home: 4 Bedroom, 2 Bathroom, Sleeps 10
Location: Kissimmee, Florida, United States
Description: Enjoy this spacious 4 bedroom 2 bath Orlando Florida-style vacation home situated in the tranquil estate of Windwood Cay. An attractive and quite l...
Rates
$130 - $150 night
$910 - $1050 week


Pet Friendly   Non Smoking   Swimming Pool


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Studio Vacation Rental Condo in Kissimmee
Condo: Studio, 1 Bathroom, Sleeps 5
Location: Kissimmee, Florida, United States
Description: Standard Deluxe Room Unit Description: These rooms feature two full-sized beds, a microwave, mini-fridge, complimentary high-speed wireless Intern...
Rates
$45 - $84 night
$315 - $588 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Condo in Kissimmee
Condo: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: Kissimmee, Florida, United States
Description: Beautifully decorated new 3 bedroom 2 bath condo in sought after Windsor Hills resort community. Near clubhouse with resort style pool, sundry sho...
Rates
$155 - $225 night
$1085 - $1575 week


Non Smoking


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5 bedroom Vacation Rental Home in Kissimmee
Home: 5 Bedroom, 3 Bathroom, Sleeps 10
Location: Kissimmee, Florida, United States
Description: Reunion Resort Home: 2,478 Sq. Ft 2 Story Pool Home. (South Facing Pool) We invite you to enjoy our home on your next trip to Orlando. Absolutely ...
Rates
$360 - $485 night
$2520 - $3395 week


Non Smoking


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4 bedroom Vacation Rental Home in Kissimmee - Lake View
Home: 4 Bedroom, 3.5 Bathroom, Sleeps 10
Location: Kissimmee, Florida, United States
Description: Jacaranda Villa is nestled in the beautiful Cumbrian Lakes gated community, and is less than 6.5 miles from Walt Disney World® in Orlando, Florida....
Rates
$110 - $250 night
$770 - $1750 week


Non Smoking


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3 bedroom Vacation Rental Condo in Kissimmee
Condo: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Kissimmee, Florida, United States
Description: Just sit back and enjoy the splendor of this beautifully appointed 3 bedroom, second floor condo in the Windsor Palms gated resort - that's just a ...
Rates
$80 - $185 night
$560 - $1295 week


Non Smoking


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7 bedroom Vacation Rental Home in Kissimmee
Home: 7 Bedroom, 5 Bathroom, Sleeps 15
Location: Kissimmee, Florida, United States
Description: This family paradise is a spacious 7 bedroom vacation pool home, located in the perfect spot in the popular Emerald Island resort community. Less t...
Rates
$215 - $500 night
$1505 - $3500 week


Non Smoking


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3 bedroom Vacation Rental Home in Kissimmee
Home: 3 Bedroom, 2.5 Bathroom, Sleeps 8
Location: Kissimmee, Florida, United States
Description: Book your family to stay at this spacious 3 bedroom townhouse on the Emerald Island resort the next time you visit the Orlando attractions. This de...
Rates
$75 - $175 night
$525 - $1225 week


Non Smoking


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6 bedroom Vacation Rental Home in Kissimmee
Home: 6 Bedroom, 5 Bathroom, Sleeps 12
Location: Kissimmee, Florida, United States
Description: This spacious 6 bedroom family-friendly pool home-away-from-home offers the perfect location for families visiting the theme parks of Orlando and W...
Rates
$205 - $470 night
$1435 - $3290 week


Non Smoking


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6 bedroom Vacation Rental Home in Kissimmee
Home: 6 Bedroom, 5.5 Bathroom, Sleeps 12
Location: Kissimmee, Florida, United States
Description: Reunion Oasis Home at Encore Club is a 6-bedroom, 5.5 bathroom air-conditioned home that sleeps up to 12 comfortably. You’ll know you are somewhere...
Rates
$350 - $800 night
$2100 - $4350 week


Pet Friendly   Swimming Pool   High-Speed Internet


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6 bedroom Vacation Rental Home in Kissimmee
Home: 6 Bedroom, 4 Bathroom, Sleeps 14
Location: Kissimmee, Florida, United States
Description: Wow luxury and comfort await you at this new 6 bedroom, 4 bath home built in 2005. This home is perfect for everyone, including families, golf grou...
Rates
$350 - $475 night
$2450 - $3325 week


Non Smoking


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4 bedroom Vacation Rental Home in Kissimmee
Home: 4 Bedroom, 3 Bathroom, Sleeps 10
Location: Kissimmee, Florida, United States
Description: Spend your next family vacation to Orlando staying at this fabulous, four bedroom family vacation town home with private pool and upscale amenities...
Rates
$100 - $230 night
$700 - $1610 week


Non Smoking


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4 bedroom Vacation Rental Home in Kissimmee
Home: 4 Bedroom, 3 Bathroom, Sleeps 8
Location: Kissimmee, Florida, United States
Description: Don’t miss out on this 4 bed 3 bath holiday vacation town home rental! This home has 1 king, 1 queen, and 4 single beds. Your new favorite vacation...
Rates
$180 - $290 night
$1260 - $2030 week


Non Smoking


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Studio Vacation Rental Condo in Kissimmee
Condo: Studio, 1 Bathroom, Sleeps 5
Location: Kissimmee, Florida, United States
Description: Deluxe Poolside Room Unit Description: These rooms feature two full-sized beds, a microwave, mini-fridge, complimentary high-speed wireless Intern...
Rates
$53 - $97 night
$371 - $679 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Condo in Kissimmee
Condo: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Kissimmee, Florida, United States
Description: Abacos Three Bedroom Superior Villa Unit Description: This 3 bedroom 2 Bathroom Superior Villa is 1232 sqft with a spacious living room, dining ro...
Rates
$119 - $219 night
$833 - $1533 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Condo in Kissimmee
Condo: 3 Bedroom, 2.5 Bathroom, Sleeps 8
Location: Kissimmee, Florida, United States
Description: Gardenia floor plan (second floor unit) - This beautiful 3 bedroom/ 2 bath condo is located in the brand new gated community of Oakwater, located 1...
Rates
$145 - $200 night
$1015 - $1400 week


Non Smoking


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3 bedroom Vacation Rental Home in Kissimmee
Home: 3 Bedroom, 3 Bathroom, Sleeps 8
Location: Kissimmee, Florida, United States
Description: 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 ...
Rates
$180 - $265 night
$1260 - $1855 week


Non Smoking


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5 bedroom Vacation Rental Home in Kissimmee
Home: 5 Bedroom, 5 Bathroom, Sleeps 10
Location: Kissimmee, Florida, United States
Description: Welcome to this newly decorated 5 bedroom pool home located in Windsor Hills. There are also 5 bathrooms in this smart floor plan! So, everyone has...
Rates
$315 - $420 night
$2205 - $2940 week


Non Smoking


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3 bedroom Vacation Rental Home in Kissimmee
Home: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: Kissimmee, Florida, United States
Description: New Listing. New photos to come soon! Come stay in the heart of the excitement just of the ever popular 192 highway just minutes from Disney. This...
Rates
$129 - $319 night
$903 - $2233 week


Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Home in Kissimmee
Home: 4 Bedroom, 2 Bathroom, Sleeps 8
Location: Kissimmee, Florida, United States
Description: Orlando Florida vacation dreamhome, in gated community minutes from Disney and other attractions. 4 bedroom pool/spa home totally professionally re...
Rates
$295 - $375 night
$2065 - $2625 week


Non Smoking


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5 bedroom Vacation Rental Home in Kissimmee
Home: 5 Bedroom, 5 Bathroom, Sleeps 10
Location: Kissimmee, Florida, United States
Description: Floor Plan (The Seville) 2,336 sq ft. 2 story home with pool & spa (South facing pool) We invite you to enjoy our home on your next trip to Orlando...
Rates
$315 - $420 night
$2205 - $2940 week


Non Smoking


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4 bedroom Vacation Rental Home in Kissimmee
Home: 4 Bedroom, 3 Bathroom, Sleeps 10
Location: Kissimmee, Florida, United States
Description: Are you planning your vacation to Orlando ? - Explore the magic of theme parks like the Walt Disney World, Universal Studios Orlando, SeaWorld® Orl...
Rates
$200 - $300 night
$1400 - $2100 week


Non Smoking


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5 bedroom Vacation Rental Home in Kissimmee
Home: 5 Bedroom, 4 Bathroom, Sleeps 10
Location: Kissimmee, Florida, United States
Description: Located in one of the original Disney sub-divisions this is a 5 bedroom, 4 bathroom single level home which has been recently refurbished and taste...
Rates
$164 - $228 night
$1148 - $1596 week


Non Smoking   Swimming Pool   High-Speed Internet


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6 bedroom Vacation Rental Home in Kissimmee
Home: 6 Bedroom, 4.5 Bathroom, Sleeps 14
Location: Kissimmee, Florida, United States
Description: This amazing 6 bedroom vacation rental is located in the Somerset community in Kissimmee, less than 12.5 miles to the Walt Disney World® Resort mai...
Rates
$165 - $380 night
$1155 - $2660 week


Non Smoking


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4 bedroom Vacation Rental Home in Kissimmee
Home: 4 Bedroom, 4 Bathroom, Sleeps 10
Location: Kissimmee, Florida, United States
Description: This fabulous 4 bedroom vacation rental is located in Windsor Hills in Kissimmee, less than 2.5 miles from the front door of the Magic Kingdom at W...
Rates
$145 - $335 night
$1015 - $2345 week


Non Smoking


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Listings 101 - 125 of 709
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