Holiday rentals with a pool in Osceola County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Osceola County
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Osceola County rentals with a pool
House rentals with a pool
Home in Kissimmee
Cozy Cove on the Lake
Home in Haines City
3 Bedroom Executive with Private Pool near Disney
Home in Kissimmee
Upscale Contemporary Waterfront 3/2 Heated Pool
Home in Kissimmee
4 Bedroom House Heated Pool 20 min From All Parks
Home in Kissimmee
Stunning 6BR Lakeview @Storey Lake | Disney - 2929
Home in Kissimmee
Country Creek Villas LLC
Home in Kissimmee
Pool House in Kissimmee
Home in Kissimmee
Carpe-D Lake Marion Resort Vacation Villa
Apartment rentals with a pool
Apartment in Kissimmee
Stunning view, near Disney. 2 pools
Apartment in Kissimmee
Remodeled, Stylish and Affordable Close to Disney
Apartment in Kissimmee
Cheery 2BR Condo w/zero entry pool near Disney
Apartment in Kissimmee
Valentina’s Condo-Resort Style!
Apartment in Kissimmee
Affordable condo 3 miles from Disney and Golf!
Apartment in Kissimmee
Welcome to our Son Shine condo ....
Apartment in Kissimmee
Lakeview Escape close to Disney&retail therapy
Apartment in Kissimmee
Disney house dreams vacation/kissimmee1
Home rentals with a private pool
Townhouse in Kissimmee
Beach House with Private Pool and Clubhouse near Disney
Townhouse in Kissimmee
Stellar Five Bedroom Townhome Under Ten Minutes to Disney
Villa in Kissimmee
Family Retreat Near Disney with Pool & Hot Tub!
Villa in Kissimmee
Visit Disney World from a Sunny Home with a Pool
Home in Davenport
Luxurious 8br Palms Villa Pool Home-Champions Gate
Villa in Davenport
Amazing Dream Solterra Villa -Disney/club/pool/spa
Townhouse in Davenport
Modern Oasis Villa W/ Private Pool & Pool Table
Home in Davenport
Charming Davenport Retreat with Private Pool
Destinations to explore
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