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Kissimmee Holiday Rentals

368 Kissimmee Holiday 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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Listings 1 - 25 of 368
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3 bedroom Vacation Rental Condo in Kissimmee
Condo: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: Kissimmee, Florida, United States
Description: This stunning 3 bedroom 2 bath townhouse is located in Oakwater, convenient for all the theme parks! Tastefully furnished, this beautiful home boa...
Rates
$85 - $115 night
$595 - $805 week


Non Smoking   Swimming Pool   High-Speed Internet


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Featured


4 bedroom Vacation Rental Home in Kissimmee
Home: 4 Bedroom, 3 Bathroom, Sleeps 10
Location: Kissimmee, Florida, United States
Description: This Orlando vacation home, is convenient to everything, just off Hwy 192 at Marker 14. Less than 15 minutes away from Disney and about 30 minutes ...
Rates
$125 - $160 night
$875 - $1120 week


Non Smoking   Swimming Pool


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Featured


3 bedroom Vacation Rental Condo in Kissimmee
Condo: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: Kissimmee, Florida, United States
Description: Windsor Palms is a family resort, only 3 miles from Disney World! With a luxury 7,500 square foot clubhouse with amenities that consisting of a la...
Rates
$82 - $160 night
$574 - $1120 week


Non Smoking


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Featured


3 bedroom Vacation Rental Condo in Kissimmee
Condo: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Kissimmee, Florida, United States
Description: The Villas at Seven Dwarfs Lane is the #1 and newest premier resort and vacation rentals in the Orlando area, near Disney World. Its proximity to O...
Rates
$82 - $160 night
$574 - $1120 week


Non Smoking


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Featured


3 bedroom Vacation Rental Villa in Kissimmee
Villa: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: Kissimmee, Florida, United States
Description: This well maintained 3 bedroom 2 baths home located in the renowned Lindfields Estate is perfectly placed to maximize your family’s vacation fun he...
Rates
$95 - $140 night
$665 - $980 week


Non Smoking   Swimming Pool


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Featured


4 bedroom Vacation Rental Home in Kissimmee
Home: 4 Bedroom, 3 Bathroom, Sleeps 8
Location: Kissimmee, Florida, United States
Description: Description Home 2916 is a luxurious recently renovated single story 4 bedroom, 3 bathroom home with Wi-Fi, situated in a quiet cul-de-sac with it...
Rates
$150 - $160 night
$1016 - $1089 week


Non Smoking   Swimming Pool   High-Speed Internet


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3 bedroom Vacation Rental Villa in Kissimmee - Lake Front
Villa: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Kissimmee, Florida, United States
Description: ** Free nights on select stays. Please Inquire for Details !! ** Why stay in a cramped hotel room when you can stay in the comfort of our luxuriou...
Rates
$75 - $130 night
$500 - $800 week


Non Smoking   Swimming Pool   High-Speed Internet


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7 bedroom Vacation Rental Villa in Kissimmee - Lake View
Villa: 7 Bedroom, 5.5 Bathroom, Sleeps 16
Location: Kissimmee, Florida, United States
Description: Golden Palms is a luxury villa of the highest quality in Orlando, Florida. The villa is well appointed with fine furniture and fully air conditione...
Rates
$2200 - $3355 week


Non Smoking   Swimming Pool   High-Speed Internet


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Special Offer Jan 4 - Dec 31   STAY 6 NIGHTS AND GET THE 7TH NIGHT FREE ON ALL NO ...
3 bedroom Vacation Rental Condo in Kissimmee - Lake Front
Condo: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Kissimmee, Florida, United States
Description: The Villas At Seven Dwarfs Lane is located in the heart of Walt Disney World Parks. We are just off of HWY 192. Just 4 miles to Walt Disney World....
Rates
$89 - $115 night


Non Smoking   Swimming Pool   High-Speed Internet


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4 bedroom Vacation Rental Villa in Kissimmee
Villa: 4 Bedroom, 3.5 Bathroom, Sleeps 10
Location: Kissimmee, Florida, United States
Description: Venetian Bay Village Townhouse Vacation Rental 4 Bedroom/3 Bath Why squeeze your family into a small motel or hotel when you can enjoy a spacious...
Rates
$92 - $115 night
$644 - $805 week


Non Smoking   Handicap Accessible   Swimming Pool   High-Speed Internet


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4 bedroom Vacation Rental Home in Kissimmee - Lake Front
Home: 4 Bedroom, 3 Bathroom, Sleeps 8
Location: Kissimmee, Florida, United States
Description: Within the small gated community of Sunset Lakes, we have a 4 bed and 3 bath air conditioned villa with a private pool situated on the lake front. ...
Rates
$130 - $155 night
$910 - $1085 week


Non Smoking   Swimming Pool   High-Speed Internet


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6 bedroom Vacation Rental Home in Kissimmee
Home: 6 Bedroom, 3.5 Bathroom, Sleeps 14
Location: Kissimmee, Florida, United States
Description: Windsor Hills is a brand new secure guarded/gated resort community located 1.5 miles to Disney World within the heart of Orlando's premier tourist ...
Rates
$250 - $349 night
$1700 - $2400 week


Pet Friendly   Non Smoking   Handicap Accessible   Swimming Pool   High-Speed Internet


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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
$125 - $150 night
$875 - $1050 week


Pet Friendly   Non Smoking   Swimming Pool


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7 bedroom Vacation Rental Villa in Kissimmee - Lake View
Villa: 7 Bedroom, 5.5 Bathroom, Sleeps 16
Location: Kissimmee, Florida, United States
Description: Thank you for visiting Tinkerbells Retreat *** Choosing the right villa for your holiday is very important, when you go on holiday you need to have...
Rates
$230 - $400 night
$1800 - $2900 week


Handicap Accessible   Swimming Pool   High-Speed Internet


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4 bedroom Vacation Rental Home in Kissimmee
Home: 4 Bedroom, 3 Bathroom, Sleeps 8
Location: Kissimmee, Florida, United States
Description: This beautiful, gated Orlando vacation resort is just 2.5 miles (4km) from the gates of Walt Disney. . All Windsor Palms homes feature private pool...
Rates
$130 - $155 night
$910 - $1085 week


Non Smoking   Swimming Pool


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6 bedroom Vacation Rental Home in Kissimmee
Home: 6 Bedroom, 5.5 Bathroom, Sleeps 13
Location: Kissimmee, Florida, United States
Description: Brand New custom built home with 6 bedrooms, 5.5 bathrooms located on the exclusive West Side of the Reunion Resort in Castle Pines with a west fac...
Rates
$350 - $550 night
$2450 - $3850 week


Non Smoking   Swimming Pool   High-Speed Internet


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7 bedroom Vacation Rental Villa in Kissimmee - Lake View
Villa: 7 Bedroom, 4.5 Bathroom, Sleeps 14
Location: Kissimmee, Florida, United States
Description: Wilderness Lodge is a large premier villa located in the beautiful Emerald Island Resort. It has a south facing private pool plus spa with amazing ...
Rates
$1875 - $2925 week


Non Smoking   Swimming Pool   High-Speed Internet


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6 bedroom Vacation Rental Home in Kissimmee
Home: 6 Bedroom, 4 Bathroom, Sleeps 16
Location: Kissimmee, Florida, United States
Description: Windsor Hills villa description Our spacious family villa features 3500 square feet of luxury living space with 6 bedrooms and 4 bathrooms which ...
Rates
$199 - $375 night
$1393 - $2625 week


Non Smoking   Swimming Pool   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: Windsor Hills is the newest and greatest gated community located within the heart of Orlando’s premier tourist attractions. Windsor Hills boasts th...
Rates
$65 - $150 night
$455 - $1050 week


Swimming Pool


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2 bedroom Vacation Rental Condo in Kissimmee
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Kissimmee, Florida, United States
Description: 2 bedroom/2.5 bath townhouse Unit Description: Each Mediterranean style townhouse is fully furnished with a washer/dryer, fully equipped kitchen a...
Rates
$155 - $175 night
$1085 - $1225 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


High-Speed Internet


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2 bedroom Vacation Rental Condo in Kissimmee
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Kissimmee, Florida, United States
Description: This lavishly furnished 2bdrm/2bth condo is located in the gated resort style community of Windsor Palms.  This condo will sleep 4 comfortably in 1...
Rates
$125 - $185 night
$875 - $1295 week


High-Speed Internet


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4 bedroom Vacation Rental Home in Kissimmee
Home: 4 Bedroom, 3 Bathroom, Sleeps 8
Location: Kissimmee, Florida, United States
Description: This lovely 4 bedroom, 3 bathroom vacation town home in Paradise Palms. There are stainless steel appliances in the kitchen and granite counter top...
Rates
$200 - $295 night
$1400 - $2065 week


Swimming Pool


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5 bedroom Vacation Rental Home in Kissimmee
Home: 5 Bedroom, 3 Bathroom, Sleeps 11
Location: Kissimmee, Florida, United States
Description: We invite you to enjoy this home on your next trip to Orlando. Absolutely perfect for family groups, this property features all the comforts of hom...
Rates
$315 - $435 night
$2205 - $3045 week


Swimming Pool


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1 bedroom Vacation Rental Condo in Kissimmee
Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Kissimmee, Florida, United States
Description: One bedroom deluxe villa Unit Description: This spacious villa features a private bathroom with whirlpool tub and stall shower, a living area, a d...
Rates
$129 - $212 night
$903 - $1484 week


Non Smoking


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Please confirm the exact location with the property owner or manager.