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Kissimmee Vacation Rentals

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6709 rentals in Kissimmee.
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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
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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
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Your vacation home from home
Relaxing by the pool after a busy day in the parks
Relax in the living room watching (Smart) TV
Disney Family Villa pool/spa/games room, 5 bds 4 bathrooms, 15 Mins to Disney
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 12
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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
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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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Superb 4 Bedroom Home, just 3 minutes from Disney
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
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Sonshines Florida Villa, Peaceful Getaway and Pool
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Disney Vacation Villa with Lake View
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
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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
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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
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DORAL WOODS SECLUDED VILLA
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
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Villa Linton - Beautiful Florida Home with Themed Bedrooms
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
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Stunning Lake View House 2mls to Disney,games room
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
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Family Golf Resort 'Villa Bonita' Southern Dunes
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Magical Memories, Pet-Friendly Home with WiFi
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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BRUSONS RETREAT, 5 Bed Villa, South Facing Pool & Terrace.
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
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Lovely Affordable Ground Floor Condo at Cane Island Resort
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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villanirvana
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
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Donald Duck's Condo
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
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4BR/3BA 1650 sqft Condo from $100/nt, 2 Miles to Disney
Condo/Apartment
4 bedrooms
3 bathrooms
Sleeps 8
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Roomy and Comfy 3BR Villa Close to Disney Parks
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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1 bed/1 sofa With Kitchen
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
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Luxury 4 Bedroom Villa with Private Pool, 2 Miles from Disney
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
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Veranda Palms Villa
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
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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
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♥ 70' 3-D LED TV - NEW GAME ROOM - 5 MIN TO DISNEY- POOL HEAT/BBQ ALL INCLUDED
Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Family Friendly 4BR/4BA Pool Home in 5 Star Windsor Hills
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
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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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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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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Milazzo Florida Villa - 3 Miles from Disney / Orlando - Indian Creek / Kissimmee
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
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
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SANITIZED | Storey Lake Luxury Resort | Private Pool/Spa
Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 15
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Special! Near Disney World: 4BR/2BA Pool Home + Free Internet
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
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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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'HARRY POTTER SLEPT HERE!' Incredible Home, Sleeps 8, Pool, Nesr Dis!
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
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Disinfected! Wonderful 5 Bedroom w/ Pool Close to Disney 4801
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 14
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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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3 Miles From Disney - Luxury 4 Bed/3 Bath Home With Pool Backing Onto Star Lake
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
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Fantasy Pool Home
Holiday Rental House
4 bedrooms
2 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
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
2 bathrooms
Sleeps 8
Match: Sleeps
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Sun Sun Sun! Privacy, Close To Disney. Close to Disney World and Margaritaville.
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
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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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New Water Park is Now OPEN!!! Spend the summer at Disney
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
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
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About Kissimmee
Kissimmee, Florida is a budget-lover's dream with easy access to Disney parks for a fraction of the cost. Smart vacationers know that searching for a vacation rental in Kissimmee, Florida often gets you space, luxury and a great rate. This area also boasts plenty of natural beauty with a number of public parks. Kissimmee is an active community with bike trails and abundant golf courses. Baseball fans can enjoy a spring training game as Kissimmee is the (February) home of the Houston Astros.
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About Kissimmee
Kissimmee, Florida is a budget-lover's dream with easy access to Disney parks for a fraction of the cost. Smart vacationers know that searching for a vacation rental in Kissimmee, Florida often gets you space, luxury and a great rate. This area also boasts plenty of natural beauty with a number of public parks. Kissimmee is an active community with bike trails and abundant golf courses. Baseball fans can enjoy a spring training game as Kissimmee is the (February) home of the Houston Astros.
Kissimmee Vacation Rentals
Whether you’re interested in a one-bedroom condo rental in Kissimmee or a seven-bedroom luxury villa, booking a vacation rental on TripAdvisor makes your selection easy. Families that do the math will realize renting a condo or villa with multiple bedrooms in Kissimmee will be much, much cheaper than staying at a theme park or resort. The rentals often come with special amenities like a pool, hot tub, movie theater, arcade, or patio with grill for cookouts. Since the theme parks come with extreme costs, you can save a ton by cooking meals in your full kitchen at home, rather than wasting it all at a restaurant three meals a day. You’ll even save money on baggage fees with a rental—when you’ve got your own washer and dryer, you can do a few loads of laundry and pack much less clothing.
Things to do in Kissimmee
Don’t forget, there’s more to this part of Florida than Mickey and Donald and friends. From go-kart racing and miniature golf to water parks and adventure sports, Kissimmee offers family-oriented activities to suit any taste. Animal lovers will want to spend a day at Sea World, or take a day trip to the Everglades. Shoppers should save time (and suitcase space) for bargain-hunting at outlets in Kissimmee and the nearby Orlando Premium Outlets. Every Saturday night in Old Town Kissimmee, there is a classic car cruise through the city streets, accompanied by a live band. This downtown area also has plenty of shopping and restaurants for the entire family. Named after Florida's most famous reptile, Gatorland is a giant animal theme park with lots of wildlife. Bring the kids to Kissimmee Lakefront Park which is perfect for family picnics and exploring the lighthouse. Travel back in time at Oscaloosa County Pioneer Village and experience what life was like for early settlers.