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Kissimmee Vacation Rentals

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6784 rentals in Kissimmee.
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Front of villa
Pool and lanai area
Bathroom #4
Disney 5 Star Vacations / The Osprey Villa
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
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Family-Friendly Large Villa with a Pool, Jacuzzi,
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
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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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Magical Manor, Beautiful Emerald Island Lake View Villa
Magical Manor, Beautiful Emerald Island Lake View Villa
Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 14
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The Pool
The Pool
Dining Room
Villa Linton - Beautiful Florida Home with Themed Bedrooms
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
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Disney Sunshine Retreat
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
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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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Lovely Affordable Ground Floor Condo at Cane Island Resort
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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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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Oakhill Disney Villa
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
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CW2- 1 mile from Disney, nice town home in Gated Community
Holiday Rental House
3 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
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Palm Tree Villa Florida, 5 Star Review Rating with Pool Lift & Wheel in Shower.
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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✦Comfortable 4 Bedrooms Town Home - Nearby Disney World✦
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
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*CLEAN - Afforable Townhome - 5 Miles from Disney*
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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villanirvana
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
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Bass Lake Beauty with a Pool, WiFi and Air Conditioning
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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The Charming Mickey's Tree House,
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 9
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Stunning 5 Bed 4 Bath Villa with own private pool. Gated Resort close to Disney.
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
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Secret Key Villa - villa rental in Kissimmee, Florida
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
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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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6-Bedroom/5-Bathroom Private House at Storey Lake Resort | Pool/Spa
Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 6
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Canadian Owned - South Facing Heated Pool & Spa
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
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Conservation View - Hot Tub - Pool Heat Included - Very Private
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
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Like Staying In A Castle! Incredible Home, Sleeps 8, Pool, Nesr Dis
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
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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
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Sonshines Florida Villa, Peaceful Getaway and Pool
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Beautiful Summer Home
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 12
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!OPEN DEC 9-17!GREAT PRICES,LOCATION,UPDATED!PREMIER PARTNER!100+5 STAR REVIEWS!
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 6
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Fantasy Pool Home
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
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DORAL WOODS SECLUDED VILLA - Pool heated included Thanksgiving 2022
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
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The Beautiful Life - Family Villa, 6 miles to Disney Pk
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 9
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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
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BEAUTIFUL LAKEVIEW TOWNHOME, 5 MILES TO DISNEY... FULLY EQUIPED
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
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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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Special! Near Disney World: 4BR/2BA Pool Home + Free Internet
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
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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
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Beautiful 4 Bedroom/3 Bathroom Resort Townhouse w/ Private Pool Close to Disney
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 8
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Modern Luxury Villa with Everything in Storey Lake!
Holiday Rental House
8 bedrooms
5 bathrooms
Sleeps 17
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Dolphin Villa - Doral Woods, 5*Trip Advisor Rated & Inspected. Read our reviews.
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
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Ultimate Lakeview Villa with Everything!
Holiday Rental House
8 bedrooms
5 bathrooms
Sleeps 15
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Private Villa with Security Gate, Sunset Lakes in Kissimmee
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
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Amazing Home with Shared Pool on Disneys Doorstep
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
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DISNEY Family Vacation / Lakefront Townhome / New Bedding / 4 Miles To Disney!
Condo/Apartment
4 bedrooms
3 bathrooms
Sleeps 8
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Chris and Sue's Disney Condo at Windsor Palms Resort
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 7
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Chris and Elaine's Florida Home, Near Disney
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Beautiful Lakeside Villa With Pool; WiFi
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Luxury Florida Villa in Kissimmee
Holiday Rental House
3 bedrooms
2 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.