Vacation 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.
Vacation 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
4.87 out of 5 average rating, 111 reviewsNo Airbnb Fee! Thematic Rooms Pvt Pool °o° Area #2
Home in Kissimmee
4.97 out of 5 average rating, 100 reviewsCozy Cove on the Lake
Home in Kissimmee
4.94 out of 5 average rating, 172 reviewsTito's Beachy Townhouse, 1.5 miles from Disney
Home in Davenport
4.95 out of 5 average rating, 161 reviewsDOLPHIN COVE NEAR DISNEY
Home in Kissimmee
4.81 out of 5 average rating, 126 reviewsBeautiful private home with pool and lake
Home in Kissimmee
4.82 out of 5 average rating, 250 reviewsNew Home Next To Disney!
Home in Kissimmee
4.82 out of 5 average rating, 103 reviewsPool House in Kissimmee
Home in Kissimmee
4.82 out of 5 average rating, 121 reviewsNice house, private community, with pool
Condo rentals with a pool
Condo in Kissimmee
4.91 out of 5 average rating, 265 reviewsBeautiful Beach Style Condo minutes from Disney
Condo in Kissimmee
4.95 out of 5 average rating, 112 reviewsCheery 2BR Condo w/zero entry pool near Disney
Condo in Kissimmee
4.8 out of 5 average rating, 117 reviewsStunning view, near Disney. 2 pools
Condo in Kissimmee
4.99 out of 5 average rating, 155 reviewsBright, Airy Home near Disney and Attractions
Condo in Kissimmee
4.94 out of 5 average rating, 161 reviewsLike Home Family Getaway
Condo in Kissimmee
4.93 out of 5 average rating, 123 reviewsStorey Lake Water Park Resort Condo next to Disney
Condo in Kissimmee
4.91 out of 5 average rating, 209 reviewsMinutes To Disney World - Sparkling Clean Condo
Condo in Kissimmee
4.94 out of 5 average rating, 187 reviewsLakeview Escape close to Disney&retail therapy
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!
Home in Davenport
4.97 out of 5 average rating, 98 reviewsAiry, Stylish Home with Pool Heat Included in Davenport
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
New place to stay4br 3ba Disney Retreat | Kissimmee Vacation Home
Quick stats about vacation 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
$20 before taxes and fees
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