Vacation 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.
Vacation 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, 364 reviewsBeautiful lake view house
Sep 3 – 10
Home in Deltona
4.94 out of 5 average rating, 110 reviewsExecutive Lake House w/Solar Heated Saltwater Pool
Jul 15 – 22
Home in Mount Dora
4.94 out of 5 average rating, 109 reviewsModern Farmhouse & Pool in Mount Dora by Lake Ola
Sep 15 – 22
Home in Oviedo
4.92 out of 5 average rating, 283 reviews4 bedroom Modern pool home, close to UCF&Boombah
Mar 27 – Apr 3
Home in Orlando
4.91 out of 5 average rating, 117 reviewsLakefront presidential suite / resort pool
May 28 – Jun 4
Home in Maitland
4.94 out of 5 average rating, 148 reviewsOrlando area pool home in Maitland
Jun 10 – 17
Home in Orlando
4.94 out of 5 average rating, 123 reviewsThe Orlando Retreat.
Feb 23 – Mar 2
Home in Winter Park
4.87 out of 5 average rating, 104 reviewsComfy 3 Bedrooms - 2 Bathrooms home with pool.
Oct 31 – Nov 7
Condo rentals with a pool
Condo in Orlando
4.91 out of 5 average rating, 149 reviewsHuge/Terrace Studio. Universal Studios Area.
Dec 15 – 22
Condo in Orlando
4.89 out of 5 average rating, 327 reviewsFantasticView, 1 BR/2BA, 1 MILE TO DISNEY-Sleeps 6
Nov 9 – 16
Condo in Orlando
4.87 out of 5 average rating, 167 reviewsBeautiful Lakeview ★ 1 Mile to Disney ★ 1BDR/2BA
May 21 – 28
Condo in Kissimmee
4.98 out of 5 average rating, 289 reviewsGorgeous❤️ Pool & Lake View Condo near Disney Parks
Aug 30 – Sep 6
Condo in Orlando
4.87 out of 5 average rating, 200 reviewsAirbnb's Choice- Best at Blue Heron- Stunning View
Jul 27 – Aug 3
Condo in Orlando
4.97 out of 5 average rating, 296 reviewsLuxurious Waterfront Resort near Disney &Universal
Sep 24 – Oct 1
Condo in Kissimmee
4.95 out of 5 average rating, 110 reviewsCheery 2BR Condo w/zero entry pool near Disney
Oct 11 – 18
Condo in Kissimmee
4.94 out of 5 average rating, 186 reviewsLakeview Escape close to Disney&retail therapy
Oct 3 – 10
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
Sep 5 – 12
Townhouse in Kissimmee
4.88 out of 5 average rating, 128 reviewsStellar Five Bedroom Townhome Under Ten Minutes to Disney
Jun 19 – 26
Home in Davenport
4.97 out of 5 average rating, 97 reviewsAiry, Stylish Home with Pool Heat Included in Davenport
Mar 22 – 29
Villa in Kissimmee
5.0 out of 5 average rating, 13 reviewsFamily Retreat Near Disney with Pool & Hot Tub!
Nov 23 – 30
Villa in Kissimmee
4.79 out of 5 average rating, 223 reviewsVisit Disney World from a Sunny Home with a Pool
Dec 9 – 16
Home in Davenport
4.75 out of 5 average rating, 4 reviewsLuxurious 8br Palms Villa Pool Home-Champions Gate
May 20 – 27
Home in Davenport
4.61 out of 5 average rating, 23 reviewsSolterra Resort 7br Family Home Pool Near Disney
Mar 14 – 21
Villa in Davenport
4.67 out of 5 average rating, 6 reviewsAmazing Dream Solterra Villa -Disney/club/pool/spa
Aug 1 – 8
Quick stats about vacation 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
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- Rentals with pools United States
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