Holiday rentals with a pool in Lake Mary
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Lake Mary
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 Lake Mary rentals with a pool
House rentals with a pool
Home in Deltona
4.85 out of 5 average rating, 363 reviewsBeautiful lake view house
3–10 Jan
Home in Oviedo
4.92 out of 5 average rating, 283 reviews4 bedroom Modern pool home, close to UCF&Boombah
7–14 Mar
Home in Deltona
4.94 out of 5 average rating, 110 reviewsExecutive Lake House w/Solar Heated Saltwater Pool
15–22 Jul
Home in Mount Dora
4.94 out of 5 average rating, 109 reviewsModern Farmhouse & Pool in Mount Dora by Lake Ola
22–29 Jul
Home in Maitland
4.94 out of 5 average rating, 148 reviewsOrlando area pool home in Maitland
20–27 Dec
Home in Orlando
4.91 out of 5 average rating, 117 reviewsLakefront presidential suite / resort pool
9–16 Jun
Home in Orlando
4.94 out of 5 average rating, 123 reviewsThe Orlando Retreat.
21–28 Aug
Home in Winter Park
4.87 out of 5 average rating, 104 reviewsComfy 3 Bedrooms - 2 Bathrooms home with pool.
24–31 Aug
Apartment rentals with a pool
Apartment in Orlando
4.87 out of 5 average rating, 167 reviewsBeautiful Lakeview ★ 1 Mile to Disney ★ 1BDR/2BA
21–28 May
Apartment in Orlando
4.91 out of 5 average rating, 149 reviewsHuge/Terrace Studio. Universal Studios Area.
15–22 Dec
Apartment in Orlando
4.89 out of 5 average rating, 327 reviewsFantasticView, 1 BR/2BA, 1 MILE TO DISNEY-Sleeps 6
23–30 Nov
Apartment in Kissimmee
4.96 out of 5 average rating, 136 reviews55B-DISNEY-STAR ISLAND, 1 BR DELUX-TENNIS/POOL/SPA
1–8 May
Apartment in Kissimmee
4.98 out of 5 average rating, 289 reviewsGorgeous❤️ Pool & Lake View Condo near Disney Parks
30 Aug – 6 Sep
Apartment in Orlando
4.86 out of 5 average rating, 199 reviewsAirbnb's Choice- Best at Blue Heron- Stunning View
27 Jul – 3 Aug
Apartment in Orlando
4.9 out of 5 average rating, 128 reviews[Lake View, Modern Decor, 1 Mile to Disney!]
28 May – 4 Jun
Apartment in Orlando
4.97 out of 5 average rating, 295 reviewsLuxurious Waterfront Resort near Disney &Universal
31 Aug – 7 Sep
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
22–29 Aug
Townhouse in Kissimmee
4.88 out of 5 average rating, 128 reviewsStellar Five Bedroom Townhome Under Ten Minutes to Disney
3–10 Nov
Villa in Kissimmee
5.0 out of 5 average rating, 13 reviewsFamily Retreat Near Disney with Pool & Hot Tub!
26 Nov – 3 Dec
Home in Davenport
4.97 out of 5 average rating, 97 reviewsAiry, Stylish Home with Pool Heat Included in Davenport
22–29 Mar
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
4.61 out of 5 average rating, 23 reviewsSolterra Resort 7br Family Home Pool Near Disney
14–21 Nov
Home in Davenport
4.75 out of 5 average rating, 4 reviewsLuxurious 8br Palms Villa Pool Home-Champions Gate
11–18 Dec
Villa in Davenport
4.67 out of 5 average rating, 6 reviewsAmazing Dream Solterra Villa -Disney/club/pool/spa
26 Oct – 2 Nov
Quick stats about holiday rentals with a pool in Lake Mary
Total rentals
30 properties
Popular amenities
Kitchen, Wifi and Pool
Wifi availability
30 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
720 reviews
Destinations to explore
- Orlando Holiday rentals
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- Rentals with pools United States
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