Holiday rentals with a pool in Cypress Gardens
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Cypress Gardens
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 Cypress Gardens rentals with a pool
House rentals with a pool
Home in Lakeland
4.86 out of 5 average rating, 108 reviewsHollingsworth Pool Home
23–30 Aug
Home in Davenport
4.78 out of 5 average rating, 130 reviewsBeautiful 4 bed home, south-facing pool,games room
10–17 May
Home in Davenport
4.9 out of 5 average rating, 105 reviewsCharming Home near Disney with Private Heated Pool
28 Oct – 4 Nov
Home in Winter Haven
4.94 out of 5 average rating, 17 reviewsKid-friendly Home w/ Pool & BBQ
6–13 Nov
Home in Winter Haven
4.91 out of 5 average rating, 33 reviewsLake Front Lego Land Estate
1–8 May
Home in Winter Haven
4.93 out of 5 average rating, 27 reviewsParaiso de relax Legoland
30 Dec – 6 Jan
Home in Haines City
4.81 out of 5 average rating, 16 reviewsVilla Blanca Villa Villa
2–9 Mar
Home in Davenport
4.93 out of 5 average rating, 60 reviewsSweet vacation home.
15–22 May
Apartment rentals with a pool
Apartment in Davenport
4.85 out of 5 average rating, 268 reviewsNear Disney w POOL 3BR/2BA Tuscany-style -Sleeps 8
1–8 Sept
Apartment in Davenport
4.91 out of 5 average rating, 211 reviews3/2 King Bed Apartment near Disney Universal
13–20 May
Apartment in Kissimmee
4.99 out of 5 average rating, 154 reviewsBright, Airy Home near Disney and Attractions
17–24 May
Apartment in Four Corners
4.86 out of 5 average rating, 107 reviews"Ocean's Gate" - 2BD/2BA condo near Disney
30 Oct – 6 Nov
Apartment in Kissimmee
4.94 out of 5 average rating, 186 reviewsLakeview Escape close to Disney&retail therapy
13–20 Apr
Apartment in Kissimmee
4.92 out of 5 average rating, 264 reviewsBeautiful Beach Style Condo minutes from Disney
21–28 Oct
Apartment in Davenport
4.9 out of 5 average rating, 128 reviewsPremium Tuscana Resort Condo - Minutes to Disney!
15–22 Sept
Apartment in Kissimmee
4.9 out of 5 average rating, 180 reviewsPerfect Condo | Pool & Tiki Bar | 15 min. Disney
21–28 Jul
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
4–11 Sept
Townhouse in Kissimmee
4.88 out of 5 average rating, 128 reviewsStellar Five Bedroom Townhome Under Ten Minutes to Disney
30 Jan – 6 Feb
Home in Davenport
4.97 out of 5 average rating, 97 reviewsAiry, Stylish Home with Pool Heat Included in Davenport
24–31 Aug
Villa in Kissimmee
5.0 out of 5 average rating, 13 reviewsFamily Retreat Near Disney with Pool & Hot Tub!
21–28 Mar
Villa in Kissimmee
4.79 out of 5 average rating, 223 reviewsVisit Disney World from a Sunny Home with a Pool
4–11 Oct
Home in Davenport
4.61 out of 5 average rating, 23 reviewsSolterra Resort 7br Family Home Pool Near Disney
3–10 Dec
Home in Davenport
4.75 out of 5 average rating, 4 reviewsLuxurious 8br Palms Villa Pool Home-Champions Gate
25 Jun – 2 Jul
Villa in Davenport
4.67 out of 5 average rating, 6 reviewsAmazing Dream Solterra Villa -Disney/club/pool/spa
16–23 Nov
Quick stats about holiday rentals with a pool in Cypress Gardens
Total rentals
30 properties
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
1.8K reviews
Nightly prices starting at
£32 before taxes and fees
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