Holiday Homes in Kissimmee
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3981 rentals in Kissimmee.
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Belle's Cove, Family-Friendly Villa with Gameroom and Hot Tub
4 bedrooms
4 bathrooms
Sleeps 8
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Family-Friendly Large Villa with a Pool, Jacuzzi,
5 bedrooms
4 bathrooms
Sleeps 10
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BRUSONS RETREAT, 5 Bed Villa, South Facing Pool & Terrace.
5 bedrooms
4 bathrooms
Sleeps 10
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Disney 5 Star Vacations / The Osprey Villa
5 bedrooms
4 bathrooms
Sleeps 10
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Themed rooms, lots of space no crowds!
6 bedrooms
4 bathrooms
Sleeps 14
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villanirvana
4 bedrooms
3 bathrooms
Sleeps 8
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Debbie's Florida Retreat a Luxury Vacation Home
4 bedrooms
3 bathrooms
Sleeps 8
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Disney Family Villa pool/spa/games room, 5 bds 4 bathrooms, 15 Mins to Disney
5 bedrooms
4 bathrooms
Sleeps 12
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Seasons Villa,5 Bedrooms, Pool with Spa, Gameroom Sleeps 10
5 bedrooms
4 bathrooms
Sleeps 10
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Superb 4 Bedroom Home, just 3 minutes from Disney
4 bedrooms
3 bathrooms
Sleeps 8
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Save time - get the best Kissimmee rentals sent straight to your email!
New 9br/6ba pool villa from $280/nt,Close to Disney
9 bedrooms
6 bathrooms
Sleeps 20
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New 9Br/6Ba luxurious Pool House from $300/nt, Close To Disney
9 bedrooms
6 bathrooms
Sleeps 18
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Disney Vacation Villa with Lake View
4 bedrooms
2 bathrooms
Sleeps 6
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Luxury Lakeside House with private solar heated pool & spa
5 bedrooms
4 bathrooms
Sleeps 13
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(9110-CAL) Calabria 5 Bed South Face Pool, GAMES ROOM
5 bedrooms
4 bathrooms
Sleeps 10
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SUPER Close To Disney, Gameroom, Private Backyard, Lake, Free WiFi, Pool, Spa
7 bedrooms
5 bathrooms
Sleeps 17
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Plenty of 2021 openings
3 bedrooms
3 bathrooms
Sleeps 8
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⭐Spacious 7 Bedrooms w/ Private Pool - Great Location!⭐
7 bedrooms
5 bathrooms
Sleeps 16
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New 8br/6ba pool villa from $260/nt , Close to Disney
8 bedrooms
6 bathrooms
Sleeps 18
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Luxury 4 Bedroom Villa with Private Pool, 2 Miles from Disney
4 bedrooms
3 bathrooms
Sleeps 8
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Roughtallys Villa
7 bedrooms
4 bathrooms
Sleeps 14
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New 6 Bedrooms, Special lighting ,4 miles - Disneys, CHECK THIS OUT!!
6 bedrooms
4 bathrooms
Sleeps 14
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Luxury 6 bedroom villa ✦ 3 Miles or 5 min to Disney ✦ South pool ✦Movie Room
6 bedrooms
6 bathrooms
Sleeps 14
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Star Lake Villa, close to Disney with pool
4 bedrooms
3 bathrooms
Sleeps 8
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Oakhill Disney Villa
4 bedrooms
2 bathrooms
Sleeps 8
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Bella Vida New Phase 6 bedroom Modern Home
6 bedrooms
7 bathrooms
Sleeps 12
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Hideaway Villa,Terra Verde Resort - Xbox,PS2,Games Room, Pool
5 bedrooms
4 bathrooms
Sleeps 12
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Amazing Disney Condo, Pool & Hot tub Onsite
3 bedrooms
2 bathrooms
Sleeps 6
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Family Resort - 14BR Mansion - Private Pool and BBQ!
14 bedrooms
11 bathrooms
Sleeps 31
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6 Bdr Vacation Home in Beautiful Resort
6 bedrooms
7 bathrooms
Sleeps 17
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Villa di Lusso
6 bedrooms
10 bathrooms
Sleeps 14
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6-bedroom house w/ private pool 10 min from Disney
6 bedrooms
6 bathrooms
Sleeps 14
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Wow! 7 Bed Lakeside Villa Pool/Spa Nr Disney Fast Wifi, Gamerm. Guarded Resort!
7 bedrooms
5 bathrooms
Sleeps 16
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Family Resort - 8BR Mansion - Private Pool, BBQ and Game Room!
8 bedrooms
5 bathrooms
Sleeps 18
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Unit 9- 3 Bedroom Home 7625
3 bedrooms
3 bathrooms
Sleeps 8
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New Opening 8br/6ba pool villa from $260/nt ,Close to Disney
8 bedrooms
6 bathrooms
Sleeps 18
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The Seasons Villa, lake view and 4 master bedrooms
6 bedrooms
6 bathrooms
Sleeps 13
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Exceptional 4 Bedroom/Pool Disney Vacation Home
4 bedrooms
4 bathrooms
Sleeps 10
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Family Friendly Four Bedroom w/ Pool 4896
4 bedrooms
3 bathrooms
Sleeps 12
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Villa Journey - 3 miles from Disney, 2 Masters and a Private Pool & Spa!
4 bedrooms
3 bathrooms
Sleeps 8
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A stunning pool home in Kissimmee, Disney Paradi
4 bedrooms
3 bathrooms
Sleeps 9
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Tranquil Holiday Home-Games Room, Private Pool, WiFi, Disney/Orlando
4 bedrooms
3 bathrooms
Sleeps 8
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Located in Emerald Island Resort Beautiful 7 Bed 4.5 Bath Villa Close 2 Disney
7 bedrooms
7 bathrooms
Sleeps 16
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Pat and Ron's Holiday Home, Relaxing Retreat
3 bedrooms
2 bathrooms
Sleeps 6
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Disney Dream Villa
3 bedrooms
3 bathrooms
Sleeps 8
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SPECIAL OFFER! - AMAZING NEW HOUSE with Lake View in Orlando, 5 MIN DISNEY
6 bedrooms
5 bathrooms
Sleeps 14
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Executive 4 Bedroom / 3 Bathroom Lake View Home in Gated Resort Community
4 bedrooms
3 bathrooms
Sleeps 8
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Disney Orlando House w/Private Pool
3 bedrooms
3 bathrooms
Sleeps 6
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Completely remodelled 2020. Luxury 4 Bed 3 Bath Villa with own pool. Near Disney
4 bedrooms
3 bathrooms
Sleeps 10
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Alberto Circle, Fun Vacation House with Pool
3 bedrooms
3 bathrooms
Sleeps 6
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