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Holiday Rentals in Kissimmee

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2769 rentals in Kissimmee.
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Disney 5 Star Vacations / The Osprey Villa
5 bedrooms
4 bathrooms
Sleeps 10
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DORAL WOODS SECLUDED VILLA
4 bedrooms
4 bathrooms
Sleeps 8
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Family-Friendly Large Villa with a Pool, Jacuzzi,
5 bedrooms
4 bathrooms
Sleeps 10
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Superb 4 Bedroom Home, just 3 minutes from Disney
4 bedrooms
3 bathrooms
Sleeps 8
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*CLEAN - Afforable Townhome - 5 Miles from Disney*
3 bedrooms
2 bathrooms
Sleeps 6
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Gorgeous apartment just minutes to Disney parks, Orlando Florida.
3 bedrooms
2 bathrooms
Sleeps 6
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A stunning pool home in Kissimmee, Disney Paradi
4 bedrooms
3 bathrooms
Sleeps 9
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Disney Lakeside Villa with WiFi and a Pool, Kissimmee
4 bedrooms
4 bathrooms
Sleeps 8
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Debbie's Florida Retreat a Luxury Vacation Home
4 bedrooms
3 bathrooms
Sleeps 8
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DISNEY DREAM LUXURY HOME PRIVATE WATERPARK POOL SPA
6 bedrooms
6 bathrooms
Sleeps 12
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Spacious 4-bed lakeside pool villa near Disney
4 bedrooms
2 bathrooms
Sleeps 8
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Palm Tree Villa Florida, 5 Star Review Rating with Pool Lift & Wheel in Shower.
4 bedrooms
3 bathrooms
Sleeps 8
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BRUSONS RETREAT, 5 Bed Villa, South Facing Pool & Terrace.
5 bedrooms
4 bathrooms
Sleeps 10
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Storey Lake-6 Bedrooms home w-pool-1670ST
6 bedrooms
5 bathrooms
Sleeps 16
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Unit 19- Emerald Island 8406
3 bedrooms
3 bathrooms
Sleeps 8
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Disney Dream Villa At CLC Encantada Resort
3 bedrooms
3 bathrooms
Sleeps 8
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Regal Oaks Resort - Beautiful 4 BR/4BT,1900Sq.3 Mi to Disney,New Pool/Slide,WiFi
4 bedrooms
4 bathrooms
Sleeps 10
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Luxury Lakeside House with private solar heated pool & spa
5 bedrooms
4 bathrooms
Sleeps 13
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DisneyVacationRental 3BR 2Bath w Pool heat from $85/night
3 bedrooms
2 bathrooms
Sleeps 8
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Star Lake Villa, close to Disney with pool
4 bedrooms
3 bathrooms
Sleeps 8
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Luxury 4 Bedroom Villa with Private Pool, 2 Miles from Disney
4 bedrooms
3 bathrooms
Sleeps 8
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Come & Look At Your Future✦Premium+Affordable Family Villa w/Spa+Patio+Pool
7 bedrooms
5 bathrooms
Sleeps 14
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Kissimmee's Classic Charm
4 bedrooms
3 bathrooms
Sleeps 12
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Elegant 9 BR Mansion Center of Attractions 4515
9 bedrooms
5 bathrooms
Sleeps 22
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3 Miles Disney, Gated Resort, 4BR/3BA/pool/jacuzzi
4 bedrooms
3 bathrooms
Sleeps 10
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villanirvana
4 bedrooms
3 bathrooms
Sleeps 8
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Luxury 6 Bedroom Home with Pool at Windsor Hills Resort
6 bedrooms
4 bathrooms
Sleeps 14
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Wonderful Vacation Home with a Pool, on Russel Ridge
4 bedrooms
2 bathrooms
Sleeps 10
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Alberto Circle, Fun Vacation House with Pool
3 bedrooms
3 bathrooms
Sleeps 6
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Veranda Palms Villa
4 bedrooms
3 bathrooms
Sleeps 8
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Amazing villa at Westgate Vacation Villas Resort
2 bedrooms
2 bathrooms
Sleeps 10
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IL405 CONDO 2 BEDS/2 BATHS (SANITIZED)
2 bedrooms
2 bathrooms
Sleeps 6
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JJ401 CONDO 2 BEDS/2 BATHS (SANITIZED)
2 bedrooms
2 bathrooms
Sleeps 7
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Gorgeous 5 Bd Home Close to Disney * Storey Lake Resort 2734
5 bedrooms
5 bathrooms
Sleeps 16
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2022 is here book now
3 bedrooms
3 bathrooms
Sleeps 8
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Hamilton's Retreat - 2 Master Bedrooms
4 bedrooms
3 bathrooms
Sleeps 10
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Family Resort - 6BR Luxury Home - Private Pool, Games, BBQ!
6 bedrooms
4 bathrooms
Sleeps 12
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Free Pool and Spa Heat Offering Total Privacy, 10 Minutes from Disney!
3 bedrooms
3 bathrooms
Sleeps 6
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JA4907 TOWNHOUSE 4 BED/3 BA (SANITIZED)
4 bedrooms
3 bathrooms
Sleeps 10
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Luxurious 5 Bedroom / 3 Bathroom Villa at Lake Berkley - Southern Exposure!
5 bedrooms
3 bathrooms
Sleeps 10
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Orlando Vacation Home
4 bedrooms
3 bathrooms
Sleeps 10
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Close to Disney, 5Br/4Ba, Pool, Game Room
5 bedrooms
4 bathrooms
Sleeps 12
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Free Waterpark! Lake View! Modern 4BR- Storey Lake (3155PP)
4 bedrooms
3 bathrooms
Sleeps 8
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Kissiimmee Fl compass bay townhouse 12 people
4 bedrooms
4 bathrooms
Sleeps 12
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Amazing Lake View Home near Disney
4 bedrooms
3 bathrooms
Sleeps 10
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5 Bedroom Sunset Luxury Villa with Wireless Internet
5 bedrooms
3 bathrooms
Sleeps 10
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Safari Lodge
3 bedrooms
2 bathrooms
Sleeps 8
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Amarillo Villa Rental at Windsor Hills, Kissimmee - Location, Location, Location
4 bedrooms
4 bathrooms
Sleeps 8
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Beautiful Spacious 3 Bedroom Villa with Private Pool and Wonderful Lake View
3 bedrooms
2 bathrooms
Sleeps 6
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CRYSTAL COVE 921EG - 4 BEDROOMS -2 BATH -8 Guests
4 bedrooms
2 bathrooms
Sleeps 8
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