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, 365 reviewsBeautiful lake view house
29 Apr – 6 May
Home in Oviedo
4.92 out of 5 average rating, 283 reviews4 bedroom Modern pool home, close to UCF&Boombah
7 – 14 Apr
Home in Deltona
4.94 out of 5 average rating, 110 reviewsExecutive Lake House w/Solar Heated Saltwater Pool
16 – 23 July
Home in Mount Dora
4.94 out of 5 average rating, 109 reviewsModern Farmhouse & Pool in Mount Dora by Lake Ola
22 – 29 June
Home in Maitland
4.94 out of 5 average rating, 148 reviewsOrlando area pool home in Maitland
4 – 11 Apr
Home in Orlando
4.94 out of 5 average rating, 124 reviewsThe Orlando Retreat.
20 – 27 Apr
Home in Minneola
4.98 out of 5 average rating, 111 reviewsSpacious Home ~ Heated LED Pool & Ping Pong
21 – 28 Sept
Home in Altamonte Springs
4.82 out of 5 average rating, 110 reviewsQuiet Place, convenient to everything!
7 – 14 Sept
Condo rentals with a pool
Condo in Orlando
4.91 out of 5 average rating, 150 reviewsHuge/Terrace Studio. Universal Studios Area.
15 – 22 Dec
Condo in Orlando
4.97 out of 5 average rating, 297 reviewsLuxurious Waterfront Resort near Disney &Universal
29 Aug – 5 Sept
Condo in Orlando
4.87 out of 5 average rating, 200 reviewsAirbnb's Choice- Best at Blue Heron- Stunning View
21 – 28 Sept
Condo in Kissimmee
4.98 out of 5 average rating, 290 reviewsGorgeous❤️ Pool & Lake View Condo near Disney Parks
21 – 28 Nov
Condo in Orlando
4.91 out of 5 average rating, 407 reviewsCozy Cay Condo Convn Ctr Vista Cay 2BR 2Ba 4 bds
19 – 26 Oct
Condo in Kissimmee
4.94 out of 5 average rating, 186 reviewsLakeview Escape close to Disney&retail therapy
13 – 20 Apr
Condo in Orlando
4.85 out of 5 average rating, 246 reviewsBreathtakingView-1BR/2BA-1 MILE TO DISNEY-Sleeps 6
23 – 30 Sept
Condo in Orlando
4.87 out of 5 average rating, 167 reviewsBeautiful Lakeview ★ 1 Mile to Disney ★ 1BDR/2BA
30 July – 6 Aug
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 June – 2 July
Villa in Davenport
4.67 out of 5 average rating, 6 reviewsAmazing Dream Solterra Villa -Disney/club/pool/spa
6 – 13 Dec
Quick stats about holiday rentals with a pool in Lake Mary
Total rentals
30 properties
Popular amenities
Kitchen, Wi-Fi and Pool
Wi-Fi availability
30 properties include access to Wi-Fi
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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