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 Winter Haven
4.9 out of 5 average rating, 154 reviewsHidden Haven Lakehouse Pool by Legoland
30 Aug – 6 Sep
Home in Winter Haven
4.98 out of 5 average rating, 98 reviewsSpectacular Waterfront Home in Winter Haven
24 Jun – 1 Jul
Home in Davenport
4.87 out of 5 average rating, 135 reviewsInsta-worthy getaway near Disney w/ free parking!💎
24–31 Oct
Home in Davenport
4.9 out of 5 average rating, 105 reviewsCharming Home near Disney with Private Heated Pool
19–26 Oct
Home in Davenport
4.8 out of 5 average rating, 136 reviewsKing bed pool in 4 corners area near shopping
16–23 Mar
Home in Haines City
4.9 out of 5 average rating, 20 reviewsHermies House
13–20 Oct
Home in Haines City
5.0 out of 5 average rating, 3 reviewsGolf Course Retreat
28 Aug – 4 Sep
Home in Haines City
4.88 out of 5 average rating, 25 reviewsVacation Villa in Haines City
11–18 Sep
Apartment rentals with a pool
Apartment in Davenport
4.92 out of 5 average rating, 379 reviewsMediterranean Resort! 2+2 Condo. 10 mins to Disney
22–29 Aug
Apartment in Davenport
4.9 out of 5 average rating, 128 reviewsPremium Tuscana Resort Condo - Minutes to Disney!
31 Aug – 7 Sep
Apartment in Davenport
4.84 out of 5 average rating, 141 reviewsFull Service Gated Resort, Close to Disney & MCO!
10–17 Sep
Apartment in Davenport
4.93 out of 5 average rating, 189 reviewsDisney Vacation Bahama Bay Resort Orlando Retreat
18–25 Aug
Apartment in Kissimmee
4.99 out of 5 average rating, 154 reviewsBright, Airy Home near Disney and Attractions
9–16 Apr
Apartment in Davenport
4.81 out of 5 average rating, 226 reviewsw POOL 2BR Near Disney & ChampionsGate - Sleeps 6
7–14 Nov
Apartment in Davenport
4.91 out of 5 average rating, 159 reviewsThe Smuggler's Gateway
23–30 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
4.82 out of 5 average rating, 192 reviewsBeach House with Private Pool and Clubhouse near Disney
10–17 Sep
Townhouse in Kissimmee
4.88 out of 5 average rating, 128 reviewsStellar Five Bedroom Townhome Under Ten Minutes to Disney
16–23 Mar
Home in Davenport
4.97 out of 5 average rating, 97 reviewsAiry, Stylish Home with Pool Heat Included in Davenport
15–22 Jan
Villa in Kissimmee
5.0 out of 5 average rating, 13 reviewsFamily Retreat Near Disney with Pool & Hot Tub!
13–20 Feb
Villa in Kissimmee
4.79 out of 5 average rating, 223 reviewsVisit Disney World from a Sunny Home with a Pool
8–15 Jan
Townhouse in Davenport
4.64 out of 5 average rating, 121 reviewsModern Oasis Villa W/ Private Pool & Pool Table
20–27 May
Home in Davenport
4.61 out of 5 average rating, 23 reviewsSolterra Resort 7br Family Home Pool Near Disney
5–12 Feb
Home in Davenport
4.75 out of 5 average rating, 4 reviewsLuxurious 8br Palms Villa Pool Home-Champions Gate
24–31 Oct
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
$40 SGD before taxes and fees
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