Holiday 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.
Holiday 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
21–28 Apr
Home in Davenport
4.98 out of 5 average rating, 104 reviewsSunset Villa
21–28 Sept
Home in Winter Haven
4.9 out of 5 average rating, 154 reviewsHidden Haven Lakehouse Pool by Legoland
28 Aug – 4 Sept
Home in Davenport
4.9 out of 5 average rating, 104 reviewsCharming Home near Disney with Private Heated Pool
31 Oct – 7 Nov
Home in Davenport
4.86 out of 5 average rating, 205 reviewsDisney World Area Villa Orlando * Pool * Sleeps 10
7–14 Sept
Home in Davenport
4.95 out of 5 average rating, 59 reviewsSweet vacation home.
13–20 May
Home in Haines City
4.91 out of 5 average rating, 53 reviewsQuiet house with pool on a Top golf course
16–23 Mar
Home in Haines City
4.81 out of 5 average rating, 16 reviewsVilla Blanca Villa Villa
20–27 Apr
Apartment rentals with a pool
Apartment in Davenport
4.94 out of 5 average rating, 135 reviewsIsland Style at Bahama Bay - Minutes to Disney!
9–16 May
Apartment in Davenport
4.92 out of 5 average rating, 377 reviewsMediterranean Resort! 2+2 Condo. 10 mins to Disney
10–17 Dec
Apartment in Davenport
4.81 out of 5 average rating, 226 reviewsw POOL 2BR Near Disney & ChampionsGate - Sleeps 6
23–30 Aug
Apartment in Davenport
4.84 out of 5 average rating, 140 reviewsFull Service Gated Resort, Close to Disney & MCO!
8–15 Sept
Apartment in Davenport
4.97 out of 5 average rating, 152 reviewsDisney Orlando Bahama Bay Resort Theme Parks &More
24 Nov – 1 Dec
Apartment in Kissimmee
4.99 out of 5 average rating, 153 reviewsBright, Airy Home near Disney and Attractions
27 Aug – 3 Sept
Apartment in Davenport
4.91 out of 5 average rating, 159 reviewsThe Smuggler's Gateway
21–28 Jul
Apartment in Davenport
4.8 out of 5 average rating, 132 reviews3BR/2BA Mediterranean Style Condo Near Disney
4–11 Jun
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
7–14 Sept
Townhouse in Kissimmee
4.88 out of 5 average rating, 128 reviewsStellar Five Bedroom Townhome Under Ten Minutes to Disney
3–10 Nov
Home in Davenport
4.97 out of 5 average rating, 97 reviewsAiry, Stylish Home with Pool Heat Included in Davenport
28 Mar – 4 Apr
Villa in Kissimmee
5.0 out of 5 average rating, 13 reviewsFamily Retreat Near Disney with Pool & Hot Tub!
23–30 Nov
Villa in Kissimmee
4.79 out of 5 average rating, 223 reviewsVisit Disney World from a Sunny Home with a Pool
9–16 Dec
Home in Davenport
4.75 out of 5 average rating, 4 reviewsLuxurious 8br Palms Villa Pool Home-Champions Gate
20–27 May
Home in Davenport
4.61 out of 5 average rating, 23 reviewsSolterra Resort 7br Family Home Pool Near Disney
14–21 Mar
Villa in Davenport
4.67 out of 5 average rating, 6 reviewsAmazing Dream Solterra Villa -Disney/club/pool/spa
1–8 Aug
Quick stats about holiday 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
£24 before taxes and fees
Destinations to explore
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