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Kissimmee Vacation Rentals

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4333 rentals in Kissimmee.
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Your vacation home from home
Relaxing by the pool after a busy day in the parks
Disney Family Villa pool/spa/games room, 5 bds 4 bathrooms, 15 Mins to Disney
37 reviews
Rental Home
5 bedrooms
4 bathrooms
Sleeps 12
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4 Bedroom Villa at Veranda Palms Resort
Fully enclosed 30 ft x 12 ft private pool with optional heating
Toddlers pool at Veranda Palms clubhouse.
Veranda Palms Villa
30 reviews
Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Pool Area / Hot Tub
Main Bedroom
Kitchen
Lovely Affordable Ground Floor Condo at Cane Island Resort
41 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Sunset over the large private pool and spa
Pool and spa lighting for the evening swim and easy access steps into the shallow end
Luxury Lakeside House with private solar heated pool & spa
24 reviews
Rental Home
5 bedrooms
4 bathrooms
Sleeps 12
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Enjoy the sun in the sun loungers at the poolside
This area is located next door
villanirvana
50 reviews
Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
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** The Beautiful Palm Oasis Villa at Emerald Island Resort **
21 reviews
Rental Home
7 bedrooms
6 bathrooms
Sleeps 16
Match: Sleeps
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Family-Friendly Large Villa with a Pool, Jacuzzi,
55 reviews
Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
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Timeless Memories Villa/Encore near Disney. 8 bedrooms/7bathrooms, pet friendly.
12 reviews
Rental Home
8 bedrooms
7 bathrooms
Sleeps 16
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Disney Lakeside Villa with WiFi and a Pool, Kissimmee
24 reviews
Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
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Beautiful Lakeside Villa With Pool; WiFi
38 reviews
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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Luxurious 5 Bedroom / 3 Bathroom Villa at Lake Berkley - Southern Exposure!
10 reviews
Rental Home
5 bedrooms
3 bathrooms
Sleeps 10
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Spacious 4-bed lakeside pool villa near Disney
24 reviews
Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
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A stunning pool home in Kissimmee, Disney Paradi
25 reviews
Rental Home
4 bedrooms
3 bathrooms
Sleeps 9
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Brand New 5BD/4BA & private pool home next to Disney & Universal
1 review
Rental Home
5 bedrooms
4 bathrooms
Sleeps 12
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Sonshines Florida Villa, Peaceful Getaway and Pool
75 reviews
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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Magical Memories, Pet-Friendly Home with WiFi
41 reviews
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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Villa di Lusso
15 reviews
Rental Home
6 bedrooms
10 bathrooms
Sleeps 14
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Fantasy Pool Home
56 reviews
Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
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Private Villa with Security Gate, Sunset Lakes in Kissimmee
91 reviews
Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
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Disney 5 Star Vacations / The Osprey Villa
87 reviews
Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
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5 Miles from Disney, Amazing Rental Home in Kissimmee
19 reviews
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
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The Charming Mickey's Tree House,
15 reviews
Rental Home
4 bedrooms
2 bathrooms
Sleeps 9
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Colonial type Villa in a beautiful setting.
62 reviews
Rental Home
6 bedrooms
6 bathrooms
Sleeps 14
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Magical Disney Vacation Rental
17 reviews
Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
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Debbie's Florida Retreat a Luxury Vacation Home
60 reviews
Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
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9BR Resort Home - with Private Pool and Hot Tub - Near Disney!
Rental Home
0 bedrooms
7 bathrooms
Sleeps 21
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8BR Home near Disney - Family Resort *Sleeps 16* w/ Private Pool & Games!
Rental Home
8 bedrooms
5 bathrooms
Sleeps 16
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Superb 4 Bedroom Home, just 3 minutes from Disney
53 reviews
Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Palm Tree Villa Florida, 5 Star Review Rating with Pool Lift & Wheel in Shower.
37 reviews
Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
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5BR Luxury Home - Family Resort - Private Pool, Hot Tub and BBQ!
Rental Home
5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Disneysunnyvilla- 6 Bedroom 4 Bath Villa Rental, 4 miles from Disney
12 reviews
Rental Home
6 bedrooms
4 bathrooms
Sleeps 14
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Seven Palms at Waterford Way
3 reviews
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Amazing house with private pool near Disney
2 reviews
Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Secret Key Villa - villa rental in Kissimmee, Florida
22 reviews
Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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The Retreat - Explore Disney & Florida in style
34 reviews
Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Amazing Lake View Home near Disney
11 reviews
Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Regal Oaks Resort -Lovely 1900sq 4BR/4BH,Pool & Slides,3Mi to Disney, Free WiFi
5 reviews
Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
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Family Resort - 6BR Luxury Home - Private Pool, BBQ and Theater!
Rental Home
6 bedrooms
4 bathrooms
Sleeps 12
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Renovated Venetian Bay Townhome in Quiet Location
1 review
Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Palm Heaven Villa, Relaxing Family Getaway in Kissimmee
22 reviews
Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Last minute openings available
22 reviews
Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Luxury 4 Bedroom Villa with Private Pool, 2 Miles from Disney
38 reviews
Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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CW4- Just 1 mile to Disney, Nice Townhouse in a Gated Community
24 reviews
Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
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Stunning 2 Bedroom Apartment with AquaPark ********
1 review
Rental Home
2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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✧Near to All Orlando Parks and Attractions! - 4BR Cozy Town Home✧
4 reviews
Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Family Friendly 4BR/4BA Pool Home in 5 Star Windsor Hills
133 reviews
Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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♥ 70' 3-D LED TV - NEW GAME ROOM - 5 MIN TO DISNEY- POOL HEAT/BBQ ALL INCLUDED
228 reviews
Rental Home
6 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Bella Vida Resort 4 Bdrm Private Home
Rental Home
6 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Alberto Circle, Fun Vacation House with Pool
17 reviews
Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Buzz,Jake&Cinderella Rooms, Cars Movie Theater, Swingset, SplashPad (new4/2017)
189 reviews
Rental Home
7 bedrooms
6 bathrooms
Sleeps 16
Match: Sleeps
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