Vacation rentals with a pool in Maitland
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Maitland
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 Maitland rentals with a pool
House rentals with a pool
Home in Orlando
4.94 out of 5 average rating, 125 reviewsThe Orlando Retreat.
Home in Orlando
4.95 out of 5 average rating, 314 reviews*HALF HOME* (read desc) Pool/Disney/Universal
Home in Orlando
4.92 out of 5 average rating, 118 reviewsLakefront presidential suite / resort pool
Home in Altamonte Springs
4.8 out of 5 average rating, 111 reviewsQuiet Place, convenient to everything!
Home in Sanford
4.86 out of 5 average rating, 214 reviewsPrivate Pool at Flamingo Cottage
Home in Mount Dora
4.94 out of 5 average rating, 109 reviewsModern Farmhouse & Pool in Mount Dora by Lake Ola
Home in Winter Park
4.87 out of 5 average rating, 104 reviewsComfy 3 Bedrooms - 2 Bathrooms home with pool.
Home in Edgewood
4.93 out of 5 average rating, 149 reviewsTropical Paradise in the heart of Orlando
Condo rentals with a pool
Condo in Orlando
4.87 out of 5 average rating, 167 reviewsBeautiful Lakeview ★ 1 Mile to Disney ★ 1BDR/2BA
Condo in Orlando
4.88 out of 5 average rating, 328 reviewsFantasticView, 1 BR/2BA, 1 MILE TO DISNEY-Sleeps 6
Condo in Orlando
4.9 out of 5 average rating, 151 reviewsHuge/Terrace Studio. Universal Studios Area.
Condo in Orlando
4.87 out of 5 average rating, 200 reviewsAirbnb's Choice- Best at Blue Heron- Stunning View
Condo in Orlando
4.97 out of 5 average rating, 297 reviewsLuxurious Waterfront Resort near Disney &Universal
Condo in Orlando
4.81 out of 5 average rating, 343 reviewsLuxury Apt on I-Drive & view of Universal Orlando
Condo in Orlando
4.82 out of 5 average rating, 108 reviewsDesigner Orlando Retreat near UCF & Outdoor Space
Condo in Kissimmee
4.95 out of 5 average rating, 111 reviewsCheery 2BR Condo w/zero entry pool near Disney
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
Townhouse in Kissimmee
4.88 out of 5 average rating, 128 reviewsStellar Five Bedroom Townhome Under Ten Minutes to Disney
Home in Davenport
4.97 out of 5 average rating, 97 reviewsAiry, Stylish Home with Pool Heat Included in Davenport
Villa in Kissimmee
5.0 out of 5 average rating, 13 reviewsFamily Retreat Near Disney with Pool & Hot Tub!
Villa in Kissimmee
4.79 out of 5 average rating, 223 reviewsVisit Disney World from a Sunny Home with a Pool
Home in Davenport
4.61 out of 5 average rating, 23 reviewsSolterra Resort 7br Family Home Pool Near Disney
Townhouse in Davenport
4.64 out of 5 average rating, 121 reviewsModern Oasis Villa W/ Private Pool & Pool Table
Home in Davenport
4.75 out of 5 average rating, 4 reviewsLuxurious 8br Palms Villa Pool Home-Champions Gate
Quick stats about vacation rentals with a pool in Maitland
Total rentals
30 properties
Wifi availability
30 properties include access to wifi
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
1.7K reviews
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