Holiday rentals with a pool in Kissimmee
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Kissimmee
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Kissimmee rentals with a pool
House rentals with a pool
Home in Kissimmee
4.94 out of 5 average rating, 102 reviewsJackies’s Jungle View Vacation Villa
Home in Kissimmee
4.91 out of 5 average rating, 295 reviewsFamily Home minutes from Disney!
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, 102 reviewsCozy Cove on the Lake
Home in Kissimmee
4.79 out of 5 average rating, 178 reviewsGreat Home Next To Disney!
Home in Kissimmee
4.8 out of 5 average rating, 171 reviews4 Bedroom House Heated Pool 20 min From All Parks
Home in Kissimmee
4.82 out of 5 average rating, 104 reviewsPool House in Kissimmee
Home in Kissimmee
4.82 out of 5 average rating, 121 reviewsAgradable casa, en comunidad privada, con piscina
Condo rentals with a pool
Condo in Four Corners
4.86 out of 5 average rating, 107 reviews"Ocean's Gate" - 2BD/2BA condo near Disney
Condo in Kissimmee
4.8 out of 5 average rating, 117 reviewsStunning view, near Disney. 2 pools
Condo in Kissimmee
4.84 out of 5 average rating, 105 reviewsOrlando Oasis-Refreshed luxe clean Villa by Disney
Condo in Kissimmee
4.94 out of 5 average rating, 188 reviewsLakeview Escape close to Disney&retail therapy
Condo in Kissimmee
4.91 out of 5 average rating, 266 reviewsBeautiful Beach Style Condo minutes from Disney
Condo in Kissimmee
4.86 out of 5 average rating, 129 reviewsDisney house dreams vacation/kissimmee1
Condo in Kissimmee
4.99 out of 5 average rating, 156 reviewsBright, Airy Home near Disney and Attractions
Condo in Kissimmee
4.97 out of 5 average rating, 164 reviewsRemodeled, Stylish and Affordable Close 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
Home in Davenport
4.97 out of 5 average rating, 98 reviewsAiry, Stylish Home with Pool Heat Included in Davenport
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
Home in Davenport
4.75 out of 5 average rating, 4 reviewsLuxurious 8br Palms Villa Pool Home-Champions Gate
Villa in Davenport
4.67 out of 5 average rating, 6 reviewsAmazing Dream Solterra Villa -Disney/club/pool/spa
Townhouse in Davenport
4.64 out of 5 average rating, 121 reviewsModern Oasis Villa W/ Private Pool & Pool Table
Home in Kissimmee
Vacation Resort Home Right Outside of Disney World
Quick stats about holiday rentals with a pool in Kissimmee
Total rentals
6.6K properties
Rentals with dedicated workspaces
3.2K properties have a dedicated workspace
Pet-friendly rentals
920 properties allow pets
Family-friendly rentals
5.9K properties are a good fit for families
Total number of reviews
188K reviews
Nightly prices starting at
$33 NZD before taxes and fees
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