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Holiday Rentals in Kissimmee

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6647 rentals in Kissimmee.
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Weekly Luxury Vacation Home Rental
Debbie's Florida Retreat - Kissimmee Florida USA
Dining room seating for four
Debbie's Florida Retreat a Luxury Vacation Home
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Great views of the forest and lake from the pool deck
The front of the villa
Spacious accommodation for a relaxing vacation. Family room with digital cable TV
Spacious 4-bed lakeside pool villa near Disney
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Clubhouse - Pool and Jacuzzi
Kitchen
*CLEAN - Afforable Townhome - 5 Miles from Disney*
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Bella Vida New Phase 6 bedroom Modern Home
Holiday Rental House
6 bedrooms
7 bathrooms
Sleeps 12
Match: Sleeps
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4 Bedroom Villa at Veranda Palms Resort
Fully enclosed 30 ft x 12 ft private pool with optional heating
Bedroom 2 with en-suite, queen size bed and TV
Veranda Palms Villa
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Superb 4 Bedroom Home, just 3 minutes from Disney
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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BRUSONS RETREAT, 5 Bed Villa, South Facing Pool & Terrace.
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Magical Manor, Beautiful Emerald Island Lake View Villa
Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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Disney 5 Star Vacations / The Osprey Villa
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Disney Vacation Villa with Lake View
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Save time - get the best Kissimmee rentals sent straight to your email!
9 Br/6 Ba luxurious Pool House from $380/nt, Close To Disney
Holiday Rental House
9 bedrooms
6 bathrooms
Sleeps 18
Match: Sleeps
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A HOLIDAY HOME IN BEAUTIFUL LAKE MARION RESORT.
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Lake Berkley Holiday Villa with FREE pool heating.
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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SweetDreamsRUs - 4miles to Disney, Free WiFi, Free Pool Heat, South Facing Pool
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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DORAL WOODS SECLUDED VILLA - Pool heated included Thanksgiving 2022
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Villa Linton - Beautiful Florida Home with Themed Bedrooms
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Sonshines Florida Villa, Peaceful Getaway and Pool
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Stunning Lake View House 2mls to Disney,games room
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Family Golf Resort 'Villa Bonita' Southern Dunes
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Lovely Affordable Ground Floor Condo at Cane Island Resort
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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villanirvana
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Donald Duck's Condo
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Luxury 4 Bedroom Villa with Private Pool, 2 Miles from Disney
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Roomy and Comfy 3BR Villa Close to Disney Parks
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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1 bed/1 sofa With Kitchen
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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4BR/3BA 1650 sqft Condo from $100/nt, 2 Miles to Disney
Condo/Apartment
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Florida Jewels
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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⭐ Spacious and Comfortable Villa - Near Theme Parks ⭐
Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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The Charming Mickey's Tree House,
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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5 Stars House With WiFi, Game Room, Private Heated Spa & Pool In a Gated Area
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Buzz,Jake&Cinderella Rooms, Cars Movie Theater, Swingset, SplashPad (new4/2017)
Holiday Rental House
7 bedrooms
6 bathrooms
Sleeps 16
Match: Sleeps
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VRBO STAYED! 6 Bedrms, Free Wifi, 2.5 Miles to Disney! Theater, Mickey Pool!
Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Villa Sonrisa - 5 Bedroom/5 Bath Luxury, Minutes To Disney In Windsor Hills
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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SANITIZED | Storey Lake Luxury Resort | Private Pool/Spa
Holiday Rental House
6 bedrooms
7 bathrooms
Sleeps 6
Match: Sleeps
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Canadian Owned - South Facing Heated Pool & Spa
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Special! Near Disney World: 4BR/2BA Pool Home + Free Internet
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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"HARRY POTTER SLEPT HERE!" Incredible Home, Sleeps 8, Pool, Nesr Dis
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Tropical Lakefront Villa, Gated, Pet-Friendly, less than 10 mins to Disney!
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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EAGLE POINTE SOUTH ON THE LARGER LAKE A NEW VACATION/HOLIDAY EXPERIENCE
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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Fantasy Pool Home
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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5 STAR Lakefront Pool Home, Great Fishing! BBQ Grill, Hi-Speed Wifi, XBox 360!
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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The Beautiful Life - Family Villa, 6 miles to Disney Pk
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 9
Match: Sleeps
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BEAUTIFUL LAKEVIEW TOWNHOME, 5 MILES TO DISNEY... FULLY EQUIPED
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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WINNER! TRIP ADVISOR CERTIFICATE OF EXCELLENCE, WINDSOR HILLS 3B/ 3B TOWN HOME
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Modern Luxury Villa with Everything in Storey Lake!
Holiday Rental House
8 bedrooms
5 bathrooms
Sleeps 17
Match: Sleeps
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Conservation View - Hot Tub - Pool Heat Included - Very Private
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful Summer Home
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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PRIVATE WINDSOR HILLS RESORT UPSCALE LUXURY POOL TOWN VILLA -1.5 miles to Disney
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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!!!SEP 23-28 $65!!!GREAT PRICES & LOCATION!PRIEMER PARTNER! 100+ 5 STAR REVIEWS!
Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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DISNEY Family Vacation / Lakefront Townhome / New Bedding / 4 Miles To Disney!
Condo/Apartment
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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