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
No Airbnb Fee! Thematic Rooms Pvt Pool °o° Area #2
Home in Kissimmee
Family Home minutes from Disney!
Home in Kissimmee
4 Bedroom House Heated Pool 20 min From All Parks
Home in Kissimmee
Beautiful big pool close to Disney
Home in Davenport
DOLPHIN COVE NEAR DISNEY
Home in Kissimmee
Cozy Cove on the Lake
Home in Davenport
Sunset Villa
Home in Kissimmee
Nice house, private community, with pool
Condo rentals with a pool
Condo in Four Corners
"Ocean's Gate" - 2BD/2BA condo near Disney
Condo in Kissimmee
Orlando Oasis-Refreshed luxe clean Villa by Disney
Condo in Kissimmee
Welcome to our Son Shine condo ....
Condo in Kissimmee
Valentina’s Condo-Resort Style!
Condo in Kissimmee
Heavenly Bliss - 3 bed 2 bath condo near Disney!
Condo in Kissimmee
Spacious 4Bedroom/3.5ba Townhome 15’ from Disney.
Condo in Kissimmee
Newly Renovated 3/2 close to Disney parks
Condo in Kissimmee
Gated community, 5 miles from Disney
Home rentals with a private pool
Townhouse in Kissimmee
Beach House with Private Pool and Clubhouse near Disney
Townhouse in Kissimmee
Stellar Five Bedroom Townhome Under Ten Minutes to Disney
Home in Davenport
Airy, Stylish Home with Pool Heat Included in Davenport
Villa in Kissimmee
Family Retreat Near Disney with Pool & Hot Tub!
Villa in Kissimmee
Visit Disney World from a Sunny Home with a Pool
Villa in Davenport
Amazing Dream Solterra Villa -Disney/club/pool/spa
Home in Davenport
Luxurious 8br Palms Villa Pool Home-Champions Gate
Townhouse in Davenport
Modern Oasis Villa W/ Private Pool & Pool Table
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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