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Kissimmee Holiday Rentals

461 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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Central Florida-Orlando-Disney Top Cities
Listings 1 - 25 of 461
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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... Learn More
Rates
$150 - $160 night
$1016 - $1089 week


Non Smoking   Swimming Pool   High-Speed Internet


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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... Learn More
Rates
$82 - $160 night
$574 - $1120 week


Non Smoking


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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: Beautiful executive villa in the gated community of Crystal Cove in Kissimmee and just 10 minutes from Disney. This single family home has been bui... Learn More
Rates
$130 - $175 night
$910 - $1225 week


Non Smoking   Swimming Pool


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3 bedroom Vacation Rental Condo in Kissimmee
Condo: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Kissimmee, Florida, United States
Description: This luxurious 3 bedroom and 2 full bath condo is tastefully furnished and tiled throughout with all the comforts of home. There are 4 TV's, a DVD ... Learn More
Rates
$91 - $143 night
$637 - $1001 week


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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... Learn More
Rates
$82 - $160 night
$574 - $1120 week


Non Smoking


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Featured


6 bedroom Vacation Rental Villa in Kissimmee
Villa: 6 Bedroom, 4 Bathroom, Sleeps 14
Location: Kissimmee, Florida, United States
Description: This tastefully decorated 2-storey villahas 6 bedrooms, 4 bathrooms and is located on cue de sac. It is spacious enough for large families or for ... Learn More
Rates
$268 - $339 night
$1876 - $2373 week


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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... Learn More
Rates
$130 - $155 night
$910 - $1085 week


Non Smoking   Swimming Pool


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


Swimming Pool


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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... Learn More
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
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 ... Learn More
Rates
$125 - $160 night
$875 - $1120 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... Learn More
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, 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... Learn More
Rates
$2200 - $3355 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 ... Learn More
Rates
$199 - $375 night
$1393 - $2625 week


Non Smoking   Swimming Pool   High-Speed Internet


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3 bedroom Vacation Rental Home in Kissimmee
Home: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: Kissimmee, Florida, United States
Description: Our deceptively spacious cute and cozy Florida home is situated on the Vista Del Lago gated residential community on Hwy 192. It has recently been... Learn More
Rates
$450 - $450 week


Non Smoking   Swimming Pool   High-Speed Internet


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5 bedroom Vacation Rental Home in Kissimmee - Lake View
Home: 5 Bedroom, 3 Bathroom, Sleeps 10
Location: Kissimmee, Florida, United States
Description: This 5 bedroom villa is situated in the Hamlets gated community, Kissimmee. It has a large living room, family room, kitchen, dining room and south... Learn More
Rates
$135 - $180 night
$945 - $1260 week


Non Smoking   Swimming Pool


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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... Learn More
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: 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... Learn More
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, 2 Bathroom, Sleeps 8
Location: Kissimmee, Florida, United States
Description: This homes location is convenient to everything- just off Hwy 192 at Marker 14. Less than 10 minutes away from Disney and about 15 minutes away fro... Learn More
Rates
$125 - $160 night
$875 - $1120 week


Non Smoking   Swimming Pool


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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 ... Learn More
Rates
$250 - $349 night
$1700 - $2400 week


Pet Friendly   Non Smoking   Handicap Accessible   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 ... Learn More
Rates
$1875 - $2925 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 6
Location: Kissimmee, Florida, United States
Description: 3 bedroom/2 bathroom condo Unit Description: This beautifully decorated three bedroom condo comes equipped with TV/DVD or VCR in every room. There... Learn More
Rates
$128 - $187 night
$896 - $1309 week


Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Home in Kissimmee - Lake View
Home: 4 Bedroom, 3 Bathroom, Sleeps 8
Location: Kissimmee, Florida, United States
Description: Tucked securely in a quaint gated community called Sunset Lakes is a 4 bedroom, 3 bathroom villa that can accommodate up to 8 people comfortably. T... Learn More
Rates
$130 - $155 night
$910 - $1085 week


Non Smoking   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 villa Unit Description: This spacious villa features a master bedroom with private bathroom and whirlpool tub, queen sleeper sofa in t... Learn More
Rates
$109 - $179 night
$763 - $1253 week


Non Smoking


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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... Learn More
Rates
$129 - $212 night
$903 - $1484 week


Non Smoking


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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... Learn More
Rates
$350 - $475 night
$2450 - $3325 week


Swimming Pool   High-Speed Internet


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Listings 1 - 25 of 461
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Please confirm the exact location with the property owner or manager.