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4219 rentals
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Veranda Palms Villa
30 reviews
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
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Disney 5 Star Vacations / The Osprey Villa
85 reviews
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
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Lovely Affordable Ground Floor Condo at Cane Island Resort
41 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Luxury Lakeside House with private solar heated pool & spa
23 reviews
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 12
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Family-Friendly Large Villa with a Pool, Jacuzzi,
54 reviews
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
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Disney Lakeside Villa with WiFi and a Pool, Kissimmee
24 reviews
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
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Villa di Lusso
14 reviews
Holiday Rental House
6 bedrooms
10 bathrooms
Sleeps 14
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villanirvana
50 reviews
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
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Superb 4 Bedroom Home, just 3 minutes from Disney
53 reviews
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
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** The Beautiful Palm Oasis Villa at Emerald Island Resort **
21 reviews
Holiday Rental House
7 bedrooms
6 bathrooms
Sleeps 16
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Disney Family Villa pool/spa/games room, 5 bds 4 bathrooms, 15 Mins to Disney
37 reviews
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 12
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Timeless Memories Villa/Encore near Disney. 8 bedrooms/7bathrooms, pet friendly.
12 reviews
Holiday Rental House
8 bedrooms
7 bathrooms
Sleeps 16
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Fantasy Pool Home
56 reviews
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
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A stunning pool home in Kissimmee, Disney Paradi
25 reviews
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 9
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King Palmilla
2 reviews
Holiday Rental House
8 bedrooms
11 bathrooms
Sleeps 18
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Spacious 4-bed lakeside pool villa near Disney
22 reviews
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
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Debbie's Florida Retreat a Luxury Vacation Home
60 reviews
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
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Magical Disney Vacation Rental
17 reviews
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
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CONSERVATION - HOT TUB - FREE POOL HEAT - Tax Inc
12 reviews
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
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Lovely villa on Emerald Island-4 miles from Disney
4 reviews
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
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Brand New 5BD/4BA & private pool home next to Disney & Universal
1 review
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 12
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SUPER Close To Disney, Gameroom, Private Backyard, Lake, Free WiFi, Pool, Spa
23 reviews
Holiday Rental House
7 bedrooms
5 bathrooms
Sleeps 17
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Seven Palms at Waterford Way
3 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Disneysunnyvilla- 6 Bedroom 4 Bath Villa Rental, 4 miles from Disney
12 reviews
Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 14
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Magical Memories, Pet-Friendly Home with WiFi
41 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Bella Vida New Phase 6 bedroom Modern Home
5 reviews
Holiday Rental House
6 bedrooms
7 bathrooms
Sleeps 12
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2674SC - Veranda Palms
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 12
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Colonial type Villa in a beautiful setting.
62 reviews
Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 14
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The Charming Mickey's Tree House,
15 reviews
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 9
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Beautiful Lakeside Villa With Pool; WiFi
38 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Oakhill Disney Villa
14 reviews
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
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Bass Lake Beauty with a Pool, WiFi and Air Conditioning
24 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Rider's Castle
5 reviews
Holiday Rental House
7 bedrooms
6 bathrooms
Sleeps 14
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8BR Home near Disney - Family Resort *Sleeps 16* w/ Private Pool & Games!
Holiday Rental House
8 bedrooms
5 bathrooms
Sleeps 16
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⭐Spacious 7 Bedrooms Villa w/ Private Pool - Nearby Disney World⭐
3 reviews
Holiday Rental House
7 bedrooms
5 bathrooms
Sleeps 18
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Stunning Sunset Villa includes WiFi, Grill, Gameroom
22 reviews
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
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Luxurious 5 Bedroom / 3 Bathroom Villa at Lake Berkley - Southern Exposure!
10 reviews
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
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Sonoma Resort 7 Bedroom Vacation Home with Pool (1759)
1 review
Holiday Rental House
7 bedrooms
6 bathrooms
Sleeps 17
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5BR Luxury Home - Family Resort - Private Pool, Hot Tub and BBQ!
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 12
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Luxury 6 Bedroom Home with Pool at Windsor Hills Resort
5 reviews
Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 14
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Executive Villa with Stunning Lakeviews & South Facing Pool and Spa / Jacuzzi - a dream vacation home
16 reviews
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
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Stunning 6 bedroom Bella Vida Vacation Home
Holiday Rental House
6 bedrooms
7 bathrooms
Sleeps 16
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Magical Manor, Beautiful Emerald Island Lake View Villa
4 reviews
Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 14
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Spacious 7BD En-Suite Single Home w/Pool *2606
Holiday Rental House
7 bedrooms
8 bathrooms
Sleeps 17
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Luxury 4 Bedroom Villa with Private Pool, 2 Miles from Disney
38 reviews
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
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Cute and Cozy Venetian Bay Vacation Rental Townhome Just 6 Miles to Disney
1 review
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
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Windsor Hills Luxury Home - 5 BR/5BA, Saltwater Pool, Close to Disne
67 reviews
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 12
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Secret Key Villa - villa rental in Kissimmee, Florida
21 reviews
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
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Villa Linton - Beautiful Florida Home with Themed Bedrooms
33 reviews
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
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Regal Oaks Resort -Lovely 1900sq 4BR/4BH,Pool & Slides,3Mi to Disney, Free WiFi
5 reviews
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
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Frequently Asked Questions about Kissimmee
Do any holiday rentals in Kissimmee have a pool?
Yes, here are some popular holiday rentals in Kissimmee that have a pool:\n
\n
So Close To It All With A Country Feel
\n
Watch Fireworks Over the Water Minutes From Disney
\n
Located in Emerald Island Resort Beautiful 7 Bed 4.5 Bath Villa Close 2 Disney
\n
\n
See all holiday rentals with a pool in Kissimmee on Tripadvisor
Do any holiday rentals in Kissimmee have internet access?
Yes, here are some popular holiday rentals in Kissimmee that have internet access:\n
\n
So Close To It All With A Country Feel
\n
Watch Fireworks Over the Water Minutes From Disney
\n
Located in Emerald Island Resort Beautiful 7 Bed 4.5 Bath Villa Close 2 Disney
\n
\n
See all holiday rentals in Kissimmee on Tripadvisor
What are the best pet friendly rentals in Kissimmee?
The best pet friendly rentals in Kissimmee are:\n
\n
Tropical Lakefront Villa, Gated, Pet-Friendly, less than 10 mins to Disney!
\n
❤️ Peaceful Haven Just Minutes to Disney ❤️
\n
UNLISTED Luxury on a budget - Coral Cay - Amazing Relaxing 4 Beds 3 Baths
\n
\n
See all pet friendly holiday rentals in Kissimmee on Tripadvisor
What are some great rentals in Kissimmee that are kid friendly?
Some of the most popular kid friendly rentals in Kissimmee are:\n
\n
Kissimmee FL Fabulous 2 BR Vacation Villa
\n
Venetian Bay Village 3 Bedroom Townhouse
\n
DISNEY WORLD! LOW $'S! ENTIRE NEW Home! Harry Potter Theme, Sleeps 8!
\n
\n
See all kid friendly holiday rentals in Kissimmee on Tripadvisor