Vacation rentals with a pool in Haines City
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Haines City
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 Haines City rentals with a pool
House rentals with a pool
Home in Winter Haven
4.99 out of 5 average rating, 109 reviewsCheerful 4 Bed, 3 Bath Home with Screened Pool
Home in Davenport
4.91 out of 5 average rating, 122 reviewsThe Shire -Private Pool & Hot Tub, Close to parks!
Home in Davenport
4.89 out of 5 average rating, 9 reviewsSplash & Play ~ Poolside Bliss ~ 15 Mins to Disney
Home in Kissimmee
4.89 out of 5 average rating, 18 reviewsVacation Home with Pool & Spa near Disney
Home in Davenport
5 out of 5 average rating, 6 reviewsCasa El Paraiso pool house w| 5 bedrooms.
Home in Clermont
4.91 out of 5 average rating, 138 reviewsStylish Villa Private Pool-SPA Near Parks Disney!
Home in Davenport
4.81 out of 5 average rating, 174 reviews4BR-2KingMasters-Private Pool-Spa*-Fully Remodeled
Home in Davenport
4.78 out of 5 average rating, 9 reviewsBeautiful Lake View Pool House *Brand new Hot Tub*
Condo rentals with a pool
Condo in Kissimmee
4.76 out of 5 average rating, 207 reviewsPool View Family Condo Disney Universal Orlando
Condo in Kissimmee
4.77 out of 5 average rating, 93 reviewsCondo Minutes from Disney - No Hidden Fees
Condo in Kissimmee
4.79 out of 5 average rating, 200 reviewsCondo near Disney Orlando 3 Bdr
Condo in Kissimmee
4.92 out of 5 average rating, 112 reviewsDisney Lux Resort - 2BR w/ Pool, Hot Tub & Lanai
Condo in Kissimmee
4.85 out of 5 average rating, 112 reviewsBeautiful Windsor Palms Condo near Disney!
Condo in Kissimmee
4.86 out of 5 average rating, 118 reviewsLovely 3-BR Condo With Pool 5.7mi from Disney!
Condo in Kissimmee
4.82 out of 5 average rating, 115 reviewsLovely 3BR 2BA condo, great amenities and location
Condo in Kissimmee
4.82 out of 5 average rating, 222 reviewsStunning condo close to everything!
Home rentals with a private pool
Home in Davenport
4.96 out of 5 average rating, 104 reviewsAiry, Stylish Home with Pool Heat Included in Davenport
Villa in Kissimmee
4.79 out of 5 average rating, 238 reviewsVisit Disney World from a Sunny Home with a Pool
Villa in Kissimmee
4.9 out of 5 average rating, 31 reviewsFamily Retreat Near Disney with Pool & Hot Tub!
Home in Haines City
New place to stayBeautiful Lakeview Retreat Drivable to Theme Parks
Home in Davenport
4.43 out of 5 average rating, 7 reviewsCharming Davenport Retreat with Private Pool
Home in Davenport
4.92 out of 5 average rating, 36 reviewsYour Kids Will Love This House! Pool & Arcade!
Townhouse in Kissimmee
4.89 out of 5 average rating, 132 reviewsStellar Five Bedroom Townhome Under Ten Minutes to Disney
Quick stats about vacation rentals with a pool in Haines City
Total rentals
650 properties
Nightly prices starting at
$20 before taxes and fees
Total number of reviews
9.1K reviews
Family-friendly rentals
580 properties are a good fit for families
Pet-friendly rentals
60 properties allow pets
Rentals with dedicated workspaces
350 properties have a dedicated workspace
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