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 Davenport
DOLPHIN COVE NEAR DISNEY
Home in Kissimmee
No Airbnb Fee! Thematic Rooms Pvt Pool °o° Area #2
Home in Kissimmee
4 Bedroom House Heated Pool 20 min From All Parks
Home in Kissimmee
Cozy Cove on the Lake
Home in Kissimmee
Family Home minutes from Disney!
Home in Kissimmee
Lake View Near Disney - Gated community
Home in Kissimmee
Beautiful big pool close to Disney
Home in Davenport
Sunset Villa
Apartment rentals with a pool
Apartment in Kissimmee
Orlando Oasis-Refreshed luxe clean Villa by Disney
Apartment in Kissimmee
Disney Escape/First floor
Apartment in Kissimmee
Modern Storey Lake Resort Disney Orlando 3171-206
Apartment in Kissimmee
Lovely well-furnished. See fireworks from balcony!
Apartment in Kissimmee
Cheery 2BR Condo w/zero entry pool near Disney
Apartment in Kissimmee
Spacious 4Bedroom/3.5ba Townhome 15’ from Disney.
Apartment in Kissimmee
Valentina’s Condo-Resort Style!
Apartment in Kissimmee
H-Gated Resort-5 miles to Disney-2 FREE Water Park
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
Home in Davenport
Luxurious 8br Palms Villa Pool Home-Champions Gate
Villa in Davenport
Amazing Dream Solterra Villa -Disney/club/pool/spa
Townhouse in Davenport
Modern 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
€ 18 before taxes and fees
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