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
4.88 out of 5 average rating, 115 reviewsNo Airbnb Fee! Thematic Rooms Pvt Pool °o° Area #2
Home in Kissimmee
4.91 out of 5 average rating, 296 reviewsFamily Home minutes from Disney!
Home in Kissimmee
4.8 out of 5 average rating, 174 reviews4 Bedroom House Heated Pool 20 min From All Parks
Home in Kissimmee
4.92 out of 5 average rating, 129 reviewsSouth Facing Pool Home! 5 Miles from Disney
Home in Kissimmee
4.9 out of 5 average rating, 117 reviewsBeautiful big pool close to Disney
Home in Kissimmee
4.97 out of 5 average rating, 105 reviewsCozy Cove on the Lake
Home in Davenport
4.98 out of 5 average rating, 107 reviewsSunset Villa
Home in Kissimmee
4.81 out of 5 average rating, 128 reviewsBeautiful private home with pool and lake
Condo rentals with a pool
Condo in Kissimmee
4.84 out of 5 average rating, 106 reviewsOrlando Oasis-Refreshed luxe clean Villa by Disney
Condo in Kissimmee
4.78 out of 5 average rating, 156 reviewsMickey's Retreat
Condo in Kissimmee
4.93 out of 5 average rating, 180 reviewsPerfect place for your Disney escape
Condo in Kissimmee
4.86 out of 5 average rating, 131 reviewsDisney house dreams vacation/kissimmee1
Condo in Kissimmee
4.91 out of 5 average rating, 213 reviewsMinutes To Disney World - Sparkling Clean Condo
Condo in Kissimmee
4.95 out of 5 average rating, 115 reviewsCheery 2BR Condo w/zero entry pool near Disney
Condo in Kissimmee
4.89 out of 5 average rating, 130 reviews4 Miles to Disney, Great Amenities & Location!
Condo in Kissimmee
4.97 out of 5 average rating, 149 reviewsSpacious 4Bedroom/3.5ba Townhome 15’ from Disney.
Home rentals with a private pool
Townhouse in Kissimmee
4.82 out of 5 average rating, 194 reviewsBeach House with Private Pool and Clubhouse near Disney
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, 14 reviewsFamily Retreat Near Disney with Pool & Hot Tub!
Villa in Kissimmee
4.78 out of 5 average rating, 227 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
Townhouse in Davenport
4.64 out of 5 average rating, 121 reviewsModern Oasis Villa W/ Private Pool & Pool Table
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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