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Kissimmee Vacation Rentals

590 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 1 - 25 of 590
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3 bedroom Vacation Rental Condo in Kissimmee
Condo: 3 Bedroom, 2 Bathroom, Sleeps 6
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
$89 - $160 night
$623 - $1120 week


Non Smoking


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Featured


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


Non Smoking   Swimming Pool


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Featured


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...
Rates
$135 - $180 night
$945 - $1260 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
$146 - $175 night
$1004 - $1204 week


Non Smoking   Swimming Pool   High-Speed Internet


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Featured


2 bedroom Vacation Rental Condo in Kissimmee
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
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
$85 - $150 night
$595 - $1050 week


Non Smoking


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Featured


4 bedroom Vacation Rental Villa in Kissimmee
Villa: 4 Bedroom, 3 Bathroom, Sleeps 8
Location: Kissimmee, Florida, United States
Description: In popular Indian Creek, under 3 miles from Disney, private pool, free Wi-Fi This Excellent Vacation Home is of the Excellent Deluxe category. The...
Rates
$104 - $129 night
$725 - $1149 week


Pet Friendly   Non Smoking   Swimming Pool   High-Speed Internet


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Featured


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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3 bedroom Vacation Rental Villa in Kissimmee - Lake View
Villa: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Kissimmee, Florida, United States
Description: This 3 bedroom 2 bath Orlando vacation home is perfectly placed to maximize your family's vacation fun here in the entertainment capital of Florida...
Rates
$95 - $140 night
$665 - $980 week


Non Smoking   Swimming Pool   High-Speed Internet


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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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Special Offer Mar 16 - 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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3 bedroom Vacation Rental Home in Kissimmee - Beach Front
Home: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Kissimmee, Florida, United States
Description: Florida Vacation Villa with Private Pool in the Orlando Disney area. Summary: Orlando Kissimmee Disney area vacation home rental villa with Priva...
Rates
$70 - $120 night
$500 - $840 week


Pet Friendly   Non Smoking   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 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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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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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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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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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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5 bedroom Vacation Rental Home in Kissimmee
Home: 5 Bedroom, 5 Bathroom, Sleeps 10
Location: Kissimmee, Florida, United States
Description: Welcome to this beautiful 5 bedroom/5 bathroom vacation pool home, with a private south facing pool with privacy screening located in the beautiful...
Rates
$370 - $500 night
$2590 - $3500 week


Non Smoking


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7 bedroom Vacation Rental Home in Kissimmee
Home: 7 Bedroom, 6 Bathroom, Sleeps 14
Location: Kissimmee, Florida, United States
Description: Gorgeous 7bedroom/6 bath in the upscale resort community Emerald Island. Pool and spa is southeast facing for your tanning pleasure. Games room inc...
Rates
$595 - $710 night
$4165 - $4970 week


Non Smoking


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5 bedroom Vacation Rental Home in Kissimmee
Home: 5 Bedroom, 5 Bathroom, Sleeps 12
Location: Kissimmee, Florida, United States
Description: Windsor Hills Pool Home. 5 Bed/5 Bath (sleeps 12). HDTVs/Cable/Wi-Fi/Games Room. Welcome to our magical 5 bedroom/5 bathroom luxury home in the 5 ...
Rates
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Non Smoking   Swimming Pool   High-Speed Internet


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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
$215 - $315 night
$1505 - $2205 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: Floor Plan (The Beach Palm) 1,914 sq. ft. 2 story townhome with splash pool We invite you to enjoy our townhome on your next trip to Orlando. Absol...
Rates
$240 - $355 night
$1680 - $2485 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: Why stay in a cramped, impersonal and expensive hotel room when you can enjoy the privacy, space and comfort for a fraction of the cost? Come and b...
Rates
$100 - $230 night
$700 - $1610 week


Non Smoking


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6 bedroom Vacation Rental Home in Kissimmee - Lake View
Home: 6 Bedroom, 5 Bathroom, Sleeps 14
Location: Kissimmee, Florida, United States
Description: Imagine sitting in Key West drinking something long and cool...the sound of the waves lapping, gentle breezes drifting over the Atlantic Ocean...go...
Rates
$205 - $475 night
$1435 - $3325 week


Non Smoking


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