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 Osceola County
4.86 out of 5 average rating, 140 reviewsOpen dates for July - Near Disney
Home in Haines City
4.88 out of 5 average rating, 136 reviews3 Bedroom Executive with Private Pool near Disney
Home in Kissimmee
4.97 out of 5 average rating, 103 reviewsCozy Cove on the Lake
Home in Kissimmee
4.97 out of 5 average rating, 113 reviewsMagical home! 15 minutes from all parks!
Home in Kissimmee
4.97 out of 5 average rating, 267 reviewsUpscale Contemporary Waterfront 3/2 Heated Pool
Home in Kissimmee
4.82 out of 5 average rating, 122 reviewsNice house, private community, with pool
Home in Kissimmee
4.88 out of 5 average rating, 155 reviewsPrivate 3BR Home,PrivatePool,ROKU,WiFi,GamesRoom
Home in Kissimmee
4.91 out of 5 average rating, 295 reviewsFamily Home minutes from Disney!
Apartment rentals with a pool
Apartment in Kissimmee
4.9 out of 5 average rating, 182 reviewsPerfect Condo | Pool & Tiki Bar | 15 min. Disney
Apartment in Kissimmee
4.94 out of 5 average rating, 189 reviewsLakeview Escape close to Disney&retail therapy
Apartment in Kissimmee
4.95 out of 5 average rating, 113 reviewsCheery 2BR Condo w/zero entry pool near Disney
Apartment in Kissimmee
4.78 out of 5 average rating, 155 reviewsMickey's Retreat
Apartment in Kissimmee
4.97 out of 5 average rating, 164 reviewsRemodeled, Stylish and Affordable Close to Disney
Apartment in Kissimmee
4.96 out of 5 average rating, 157 reviewsWelcome to our Son Shine condo ....
Apartment in Kissimmee
4.81 out of 5 average rating, 118 reviewsStunning view, near Disney. 2 pools
Apartment in Kissimmee
4.9 out of 5 average rating, 207 reviewsAmazing 2 Bed, 2 Bath condo only 10 min to Disney
Home rentals with a private pool
Townhouse in Kissimmee
4.88 out of 5 average rating, 128 reviewsStellar Five Bedroom Townhome Under Ten Minutes to Disney
Villa in Kissimmee
5.0 out of 5 average rating, 13 reviewsFamily Retreat Near Disney with Pool & Hot Tub!
Villa in Kissimmee
4.79 out of 5 average rating, 225 reviewsVisit Disney World from a Sunny Home with a Pool
Villa in Davenport
4.67 out of 5 average rating, 6 reviewsAmazing Dream Solterra Villa -Disney/club/pool/spa
Home in Davenport
4.75 out of 5 average rating, 4 reviewsLuxurious 8br Palms Villa Pool Home-Champions Gate
Home in Kissimmee
5 Bed 5 Bath South Facing Pool Home Storey Lake
Home in Kissimmee
New place to stay4br 3ba Disney Retreat | Kissimmee Vacation Home
Home in Kissimmee
New Listing! Bp2734ow-Storey Lake Resort
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