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 Davenport
4.95 out of 5 average rating, 161 reviewsDOLPHIN COVE NEAR DISNEY
Apr. 21 – 28
Home in Davenport
4.98 out of 5 average rating, 104 reviewsSunset Villa
Sep. 21 – 28
Home in Winter Haven
4.9 out of 5 average rating, 154 reviewsHidden Haven Lakehouse Pool by Legoland
Aug. 28 – Sep. 4
Home in Davenport
4.9 out of 5 average rating, 104 reviewsCharming Home near Disney with Private Heated Pool
Oct. 31 – Nov. 7
Home in Davenport
4.86 out of 5 average rating, 205 reviewsDisney World Area Villa Orlando * Pool * Sleeps 10
Sep. 7 – 14
Home in Davenport
4.95 out of 5 average rating, 59 reviewsSweet vacation home.
May 13 – 20
Home in Haines City
4.91 out of 5 average rating, 53 reviewsQuiet house with pool on a Top golf course
Mar. 16 – 23
Home in Haines City
4.81 out of 5 average rating, 16 reviewsVilla Blanca Villa Villa
Apr. 20 – 27
Condo rentals with a pool
Condo in Davenport
4.94 out of 5 average rating, 135 reviewsIsland Style at Bahama Bay - Minutes to Disney!
May 9 – 16
Condo in Davenport
4.92 out of 5 average rating, 377 reviewsMediterranean Resort! 2+2 Condo. 10 mins to Disney
Dec. 10 – 17
Condo in Davenport
4.81 out of 5 average rating, 226 reviewsw POOL 2BR Near Disney & ChampionsGate - Sleeps 6
Aug. 23 – 30
Condo in Davenport
4.84 out of 5 average rating, 140 reviewsFull Service Gated Resort, Close to Disney & MCO!
Sep. 8 – 15
Condo in Davenport
4.97 out of 5 average rating, 152 reviewsDisney Orlando Bahama Bay Resort Theme Parks &More
Nov. 24 – Dec. 1
Condo in Kissimmee
4.99 out of 5 average rating, 153 reviewsBright, Airy Home near Disney and Attractions
Aug. 27 – Sep. 3
Condo in Davenport
4.91 out of 5 average rating, 159 reviewsThe Smuggler's Gateway
Jul. 21 – 28
Condo in Davenport
4.8 out of 5 average rating, 132 reviews3BR/2BA Mediterranean Style Condo Near Disney
Jun. 4 – 11
Home rentals with a private pool
Townhouse in Kissimmee
4.83 out of 5 average rating, 191 reviewsBeach House with Private Pool and Clubhouse near Disney
Sep. 7 – 14
Townhouse in Kissimmee
4.88 out of 5 average rating, 128 reviewsStellar Five Bedroom Townhome Under Ten Minutes to Disney
Nov. 3 – 10
Home in Davenport
4.97 out of 5 average rating, 97 reviewsAiry, Stylish Home with Pool Heat Included in Davenport
Mar. 28 – Apr. 4
Villa in Kissimmee
5.0 out of 5 average rating, 13 reviewsFamily Retreat Near Disney with Pool & Hot Tub!
Nov. 23 – 30
Villa in Kissimmee
4.79 out of 5 average rating, 223 reviewsVisit Disney World from a Sunny Home with a Pool
Dec. 9 – 16
Home in Davenport
4.75 out of 5 average rating, 4 reviewsLuxurious 8br Palms Villa Pool Home-Champions Gate
May 20 – 27
Home in Davenport
4.61 out of 5 average rating, 23 reviewsSolterra Resort 7br Family Home Pool Near Disney
Mar. 14 – 21
Villa in Davenport
4.67 out of 5 average rating, 6 reviewsAmazing Dream Solterra Villa -Disney/club/pool/spa
Aug. 1 – 8
Quick stats about vacation rentals with a pool in Haines City
Total rentals
640 properties
Rentals with dedicated workspaces
310 properties have a dedicated workspace
Pet-friendly rentals
60 properties allow pets
Family-friendly rentals
580 properties are a good fit for families
Total number of reviews
7.7K reviews
Nightly prices starting at
$41 CAD before taxes and fees
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