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Kissimmee Luxury Vacation Rentals

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675 rentals in Kissimmee.
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W149- 11 Br Reunion Mansion With Golf Course Views
11 bedrooms
12 bathrooms
Sleeps 30
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A Little Slice of Heaven
2 bedrooms
2 bathrooms
Sleeps 8
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W207- 8 Br Reunion Mansion With Great Golf Views
8 bedrooms
8 bathrooms
Sleeps 24
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1 other traveller has booked this property
Small World Castle 9 Br W/ Pool at Reunion-W306
9 bedrooms
8 bathrooms
Sleeps 24
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W301- 8 Br Reunion Mansion With Luxury Pool Area
8 bedrooms
8 bathrooms
Sleeps 20
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Cool & Contemporary 9BR/5BA Home at Storey Lake!
9 bedrooms
5 bathrooms
Sleeps 24
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RVH_300R Reunion Retreat
14 bedrooms
14 bathrooms
Sleeps 30
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Your own private pool, spa and an amazing game room. Just 6 miles from Disney
9 bedrooms
5 bathrooms
Sleeps 25
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11 Bedroom Luxury in Reunion Resort (550)
11 bedrooms
13 bathrooms
Sleeps 32
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Reunion Resort 2100 - private pool, home theater, game room, gym near Disney
9 bedrooms
10 bathrooms
Sleeps 18
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Incredible 9BD pool home! Game Room*Projection Screen*Themed Rooms*Sleeps 27!
9 bedrooms
5 bathrooms
Sleeps 27
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Private Pool Villa, Sleeps 25! Themed rooms *FREE water park* 5 mi to Disney.
9 bedrooms
5 bathrooms
Sleeps 25
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Luxurious 9BD/6BA Home near Disney* Sleeps 22*. Star Wars Game Room!
9 bedrooms
6 bathrooms
Sleeps 22
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Luxury 15 bedroom suites home for 30 guests
15 bedrooms
15 bathrooms
Sleeps 30
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Brand New 15 Bed Home With Themed Room!
15 bedrooms
15 bathrooms
Sleeps 30
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Huge Brand New Luxury 15 Bed Luxury Home!
15 bedrooms
15 bathrooms
Sleeps 30
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Unique luxury masterpiece with 15 suites
15 bedrooms
15 bathrooms
Sleeps 30
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Cool vibes & contemporary style makes this home the perfect Orlando getaway!
8 bedrooms
5 bathrooms
Sleeps 21
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Unique luxury masterpiece with 15 suites
15 bedrooms
15 bathrooms
Sleeps 30
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2 other travellers have booked this property
King Palmilla
8 bedrooms
11 bathrooms
Sleeps 18
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1 other traveller has booked this property
Sleek 9 Bed, 5 bath Getaway w/Game Room & Themed Bedrooms in Storey Lake
9 bedrooms
5 bathrooms
Sleeps 25
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Stunning 5 Br Ultimate Themed Reunion Villa -W236
5 bedrooms
6 bathrooms
Sleeps 12
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W231- 7 Br Luxury Villa With Pool Overlooking Golf
7 bedrooms
8 bathrooms
Sleeps 19
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Sonoma Resort 10 - Luxury and palatial villa with pool and game/theater room
15 bedrooms
15 bathrooms
Sleeps 30
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Modern Bargains - Sonoma Resort - Amazing Spacious 15 Beds 15 Baths Pool Villa
15 bedrooms
16 bathrooms
Sleeps 30
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Luxury on a budget - Sonoma Resort - Beautiful Contemporary 15 Beds 15 Baths
15 bedrooms
16 bathrooms
Sleeps 30
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2613YA Ultimate 14 Bedroom 13 Bathroom Resort
14 bedrooms
13 bathrooms
Sleeps 29
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Beautifully Decorated & Modern 8BD/5BA Home at Sonoma Resort!
8 bedrooms
5 bathrooms
Sleeps 20
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Budget Getaway - Sonoma Resort - Feature Packed Contemporary 14 Beds 11 Baths
14 bedrooms
12 bathrooms
Sleeps 31
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HUGE NEW & SPECTACULAR 2607 15 bed 15 bath for 30 people
15 bedrooms
15 bathrooms
Sleeps 30
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4 other travellers have booked this property
Solora Resort A 9Br/6Ba Sweet Vacation Home 12 min to Disney
9 bedrooms
6 bathrooms
Sleeps 21
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Brand New 5BD 5BA Villa 10 min from Walt Disney World!
5 bedrooms
5 bathrooms
Sleeps 12
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RD2441
15 bedrooms
16 bathrooms
Sleeps 30
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Sonoma Resort 47 - Deluxe villa with home theater and private pool near Disney
15 bedrooms
15 bathrooms
Sleeps 30
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Sonoma Resort 46 - Premium villa with home theater and private pool near Disney
15 bedrooms
15 bathrooms
Sleeps 30
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Sonoma Resort 18 - 5* villa - game room - home theater - pool - nr Disney
15 bedrooms
15 bathrooms
Sleeps 30
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Reunion - Orlando's #1 luxury resort community
4 bedrooms
4 bathrooms
Sleeps 8
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NEW HOUSE, NEAR DISNEY, PRIVATE POOL
6 bedrooms
6 bathrooms
Sleeps 16
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Ultimate luxury 15 bedroom suites for 30 guests
15 bedrooms
15 bathrooms
Sleeps 30
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1 other traveller has booked this property
Disney On Budget - Sonoma Resort - Feature Packed Contemporary 14 Beds 13 Baths
14 bedrooms
14 bathrooms
Sleeps 29
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Amazing Pool home with Spa 5 mi to Disney | FREE Waterpark
7 bedrooms
5 bathrooms
Sleeps 14
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Luxury home for 30 guests just 10 minutes from Dis
15 bedrooms
15 bathrooms
Sleeps 30
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1 other traveller has booked this property
Luxury 15 bedroom suites home for 30 guests
15 bedrooms
15 bathrooms
Sleeps 30
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1 other traveller has booked this property
Ultimate 14 Bed 11 Bath in Orlando The Loop Area
14 bedrooms
13 bathrooms
Sleeps 30
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EC032- 10 Bedroom Luxury Villa Near Disney
10 bedrooms
10 bathrooms
Sleeps 20
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EC006- 10 Bedroom Encore Resort Villa
10 bedrooms
10 bathrooms
Sleeps 20
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W233- 6 Br Reunion Villa With Home Theater Room
6 bedrooms
6 bathrooms
Sleeps 12
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4716 Kings Castle Circle
7 bedrooms
5 bathrooms
Sleeps 15
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Sonoma Resort 26 - 5* villa with private pool and spillover tub near Disney
14 bedrooms
11 bathrooms
Sleeps 28
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Prestige 4: New South Facing Lake View 8BR/6BA
8 bedrooms
6 bathrooms
Sleeps 20
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3 other travellers have booked this property
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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.