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Home 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.

Apartment in Orlando
2 BR/2 Bath Apt.-Disney area-w/Balcony-EV Charger
Location, luxury accommodations, shopping, pampering services, near Disney area and most importantly an incredible resort pool that will entertain the kids for hours...then look no further.• PRIVATE BALCONY, INCLUDES WIFI, FREE Parking, Full Kitchens, Full Service Spa, Pirate Themed Pool, 4 Jacuzzi's, in Units Washer/Dryer, Game Room, Convenience Store & Gift Shop, Supermarket nearby, TV's in all bedrooms, Poolside Bar and Grille, master suite includes a Jetted Whirlpool Tub. Must be 21 y. o.
Professional Host
Apartment in Kissimmee
Mickey Mouse Themed Getaway next to Disney 1
Location location location! Mickey mouse retreat in celebration! 1.5 miles to disney. 4 min drive to Disney, 2 min drive to restaurants, supermarkets, souvenir shops, highways! Gorgeous newly renovated suite w/ fully equipped kitchen & all the essentials sitting in a cozy condominum w/ pool, hot tub, kids pool, basket ball court, clubhouse w/ gym & arcade, coin laundry also at Clubhouse, BBQ area!! Free parking right beside unit! Unit located on top floor!
Individual Host
Flat in Kissimmee
Special Offer Storey Lake 2Bed&2Bath PG204
Gorgeous Brand New 2 Bedrooms, 2 Bathrooms Vacation Rental Condo located in Storey Lake Resort, will ensure you have an amazing vacation. The bedrooms consist one King bedroom on suite, one bedroom with a full over full bunk beds + a twin trundle bed. Closest community from Disney, Disney Springs, Malls, Walmart. Clubhouse Resort just opened with great amenities, Two Pools including a lazy river, restaurant, gym, business center and more.
Professional Host

House rentals with a pool

Home in Kissimmee
Special OFfer Storey Lake 2Bedr 2 Bath Free Warterpark NC207
Professional Host
Home in Kissimmee
Special Offer Storey Lake 2Bedr 2Bath Free Waterpark LG103
Professional Host
Superhost
Home in Kissimmee
Cozy Pool House Near Theme park
Home in Kissimmee
Prívate Pool with a breathtaking lake view

Condo rentals with a pool

Superhost
Apartment in Kissimmee
Lux golf view and amazing pools
Professional Host
Superhost
Apartment in Kissimmee
King Bed Studio Disney World Universal
Individual Host
Apartment in Kissimmee
Ground-Floor Lakeview Condo ~ 6 Mi to Disney World
Professional Host
Apartment in Kissimmee
Fun Filled Florida Vacations
Individual Host

Home rentals with a private pool

Plus
Townhouse in Kissimmee
Beach House with Private Pool and Clubhouse near Disney
Professional Host
Plus
Townhouse in Kissimmee
Stellar Five Bedroom Townhome Under Ten Minutes to Disney
Professional Host
Plus
Home in Davenport
Airy, Stylish Home with Pool Heat Included in Davenport
Plus
Villa in Kissimmee
Visit Disney World from a Sunny Home with a Pool
Professional Host