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
4.82 out of 5 average rating, 163 reviews*Magical Ears Villa* Dog friendly w/Pool by Disney
Home in Kissimmee
4.88 out of 5 average rating, 114 reviewsNo Airbnb Fee! Thematic Rooms Pvt Pool °o° Area #2
Home in Kissimmee
4.97 out of 5 average rating, 114 reviewsMagical home! 15 minutes from all parks!
Home in Kissimmee
4.97 out of 5 average rating, 103 reviewsCozy Cove on the Lake
Home in Kissimmee
4.94 out of 5 average rating, 105 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
4.81 out of 5 average rating, 127 reviewsBeautiful private home with pool and lake
Home in Kissimmee
4.79 out of 5 average rating, 178 reviewsGreat Home Next To Disney!
Condo rentals with a pool
Condo in Kissimmee
4.86 out of 5 average rating, 114 reviewsModern Storey Lake Resort Disney Orlando 3171-107
Condo in Kissimmee
4.78 out of 5 average rating, 155 reviewsMickey's Retreat
Condo in Kissimmee
4.9 out of 5 average rating, 182 reviewsPerfect Condo | Pool & Tiki Bar | 15 min. Disney
Condo in Kissimmee
4.86 out of 5 average rating, 164 reviewsBeautiful Resort-Style Condo with Waterpark!
Condo in Kissimmee
4.94 out of 5 average rating, 189 reviewsLakeview Escape close to Disney&retail therapy
Condo in Kissimmee
4.96 out of 5 average rating, 158 reviewsWelcome to our Son Shine condo ....
Condo in Kissimmee
4.84 out of 5 average rating, 171 reviewsForest View Family Condo Disney Universal Orlando
Condo in Kissimmee
4.81 out of 5 average rating, 119 reviewsStunning view, near Disney. 2 pools
Home rentals with a private pool
Townhouse in Kissimmee
4.82 out of 5 average rating, 193 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
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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