Fabulous Villas 5 minutes away from Disney! Pool available 
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9.0 (85 Reviews) Villa
Houses • Kitchen • Garden
Best Price Match Kissimmee Vacation Homes and Villas with Pools
Find Luxury Places to Stay Near Kissimmee with a Swimming Pool. Find pool in Kissimmee, Florida.
Pool
Only stays with pool access are shown on this page
307 stays
Casita mi Encanto a Cozy & Spacious House, 4-bedroom 3-Bath & pool Pool available Best Price Match
9.2 (45 Reviews) Holiday_home
The entire place is yours • 223 m² size • Free on-site parking
Kissimmee Plaza Del Sol • 2.0km from Plaza Del Sol
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Beautiful Family Villa - Pool and Hot Tub - Near Disney World Pool available Best Price Match
8.7 (45 Reviews) Holiday_home
The entire place is yours • 279 m² size • Free on-site parking
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Themed 6BD Home with Pool - Near Orlando Attractions Pool available Best Price Match
8.5 (44 Reviews) Apartment
The entire place is yours • 286 m² size • Free on-site parking
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Magical Themed Home - Disney 15 min Pool available Best Price Match
9.9 (24 Reviews) Holiday_home
The entire place is yours • 304 m² size • Free on-site parking
Kissimmee Plaza Del Sol • 2.3km from Plaza Del Sol
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Tranquility Hut, Spacious 4-bedrooms, 4-bathrooms, Pools, free parking Pool available Best Price Match
9.4 (22 Reviews) Villa
The entire place is yours • 204 m² size • Free on-site parking
Kissimmee Plaza Del Sol • 2.5km from Plaza Del Sol
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Disney Area 4BR Home with Heated Private Pool Pool available Best Price Match
8.9 (32 Reviews) Holiday_home
The entire place is yours • 130 m² size • Kitchen
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Disney Dream with Hot Tub, Pool, Xbox, Games Room, Lakeview, 10 min to Disney, Clubhouse Pool available Best Price Match
9.1 (33 Reviews) Holiday_home
The entire place is yours • 263 m² size • Free on-site parking
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5 Star Exceptional Luxury Villa at Storey Lake mins to Disney Pool available Best Price Match
9.4 (21 Reviews) Villa
The entire place is yours • 427 m² size • Free on-site parking
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Summer Fun - Waterfront 8BR Home with Private Pool! Pool available Best Price Match
8.8 (27 Reviews) Villa
The entire place is yours • 348 m² size • 2 swimming pools
Kissimmee Plaza Del Sol • 2.2km from Plaza Del Sol
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Fully Renovated, Quiet, Spacious Disney Themed Pool Home with Office Pool available Best Price Match
8.1 (29 Reviews) Holiday_home
The entire place is yours • 215 m² size • Kitchen
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Villa wPrivate Pool &Themed Rooms, near Disney Pool available Best Price Match
9.1 (19 Reviews) Holiday_home
The entire place is yours • 267 m² size • Kitchen
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Vacation Home near Disney World! Pool available Best Price Match
9.2 (15 Reviews) Holiday_home
The entire place is yours • 180 m² size • Free parking
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3830 Premier Villa 6Bd Private Pool and Game Room Pool available Best Price Match
8.5 (19 Reviews) Holiday_home
The entire place is yours • 314 m² size • Free on-site parking
Kissimmee Plaza Del Sol • 1.9km from Plaza Del Sol
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Luxury 9BR Villa @ Storey Lake Resort Near Disney Pool available Best Price Match
9.8 (11 Reviews) Villa
The entire place is yours • 409 m² size • Free on-site parking
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Lakeview 5BR with Game Room and Pool, Near Disney Pool available Best Price Match
9.4 (13 Reviews) Holiday_home
The entire place is yours • 198 m² size • Free on-site parking
Kissimmee Plaza Del Sol • 2.2km from Plaza Del Sol
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Amazing 6BR Villa @ Storey Lake Resort Near Disney Pool available Best Price Match
9.6 (8 Reviews) Villa
The entire place is yours • 304 m² size • Free on-site parking
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VILLA wPrivate Pool & Game Room near Disney Pool available Best Price Match
8.3 (19 Reviews) Holiday_home
The entire place is yours • 398 m² size • Free on-site parking
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Stylish Resort Villa w Pool Near Disney Gated 5BR Pool available Best Price Match
8.1 (16 Reviews) Villa
The entire place is yours • 278 m² size • Free on-site parking
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Modern Resort House Pool Wi-Fi Minutes to Disney Pool available Best Price Match
9.6 (11 Reviews) Holiday_home
The entire place is yours • 278 m² size • Kitchen
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Terra Verde Vacation Rentals Pool available Best Price Match
8.2 (14 Reviews) Villa
The entire place is yours • 119 m² size • Free on-site parking
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Grand Holiday 3BR Palms Condo near Disney Parks Pool available Best Price Match
7.0 (19 Reviews) Apartment
The entire place is yours • 113 m² size • Free on-site parking
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Making Dreams 4BR Family Villa with Pool and Game Room Near Disney Parks Pool available Best Price Match
7.7 (13 Reviews) Holiday_home
The entire place is yours • 162 m² size • Free parking
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Luxury Private Pool Villa near Disney with Fire Pit, Game Room & More Pool available Best Price Match
8.8 (8 Reviews) Holiday_home
The entire place is yours • 121 m² size • Free on-site parking
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Walkin' on Sunshine - 5 bed pool home in Terra Verde Resort near Disney Pool available Best Price Match
8.4 (9 Reviews) Holiday_home
The entire place is yours • 206 m² size • Kitchen
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Lovely Private Pool Villa wFREE Resort Access Pool available Best Price Match
9.2 (6 Reviews) Holiday_home
The entire place is yours • 311 m² size • Free on-site parking
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Exclusive 8BR Family Villa - Pool, BBQ, Game Room & Themed Bedrooms! Pool available Best Price Match
9.5 (4 Reviews) Holiday_home
The entire place is yours • 375 m² size • Kitchen
Kissimmee Plaza Del Sol • 2.2km from Plaza Del Sol
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Storey Lake 4Q/3B acesso Resort e Piscina Priv. Pool available Best Price Match
9.5 (4 Reviews) Villa
The entire place is yours • Free on-site parking • Outdoor swimming pool
Kissimmee Plaza Del Sol • 2.4km from Plaza Del Sol
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4964RS TOWNHOUSE 4 BEDROOMS & 3 BATHROOMS + POOL Pool available Best Price Match
8.3 (3 Reviews) Holiday_home
The entire place is yours • 178 m² size • Free on-site parking
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Magic Marvel Getaway Pool available Best Price Match
8.0 (3 Reviews) Villa
The entire place is yours • 1000 m² size • Free on-site parking
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Luxurious Farm Style House Pool available Best Price Match
9.9 (44 Reviews) Holiday_home
The entire place is yours • 1000 m² size • Kitchen
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Enchanting Escape 3 Bedroom Minutes from Disney! Pool available Best Price Match
8.8 (56 Reviews) Apartment
The entire place is yours • 120 m² size • Kitchen
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Roomy House Near Disney with Resort Pool and Patio BBQ Pool available Best Price Match
8.8 (49 Reviews) Apartment
The entire place is yours • 139 m² size • Kitchen
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Disney Adjacent Pool available Best Price Match
8.6 (51 Reviews) Apartment
The entire place is yours • 100 m² size • Free on-site parking
Kissimmee Plaza Del Sol • 908m from Plaza Del Sol
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WonderFul 4Bd w Pool Close to Disney at StoreyLake 2669 Pool available Best Price Match
9.6 (30 Reviews) Holiday_home
The entire place is yours • 212 m² size • Kitchen
Kissimmee Plaza Del Sol • 2.3km from Plaza Del Sol
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Relaxing, Private Family Home At Lake Berkley Resort, South Facing Pool, Near Disney, SeaWorld Pool available Best Price Match
9.0 (37 Reviews) Villa
The entire place is yours • 186 m² size • Kitchen
Best Price Match About Kissimmee Vacation Rentals with Pools on NearbyHoliday
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