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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
![](https://a0.muscache.com/im/pictures/edd84c60-b08f-4fea-8a47-2cff990be867.jpg?im_w=720)
Home in Sanford
4.87 out of 5 average rating, 219 reviewsPrivate Pool at Flamingo Cottage
![](https://a0.muscache.com/im/pictures/e3654f1e-a7e1-40d6-839a-03a7d4253330.jpg?im_w=720)
Home in Winter Park
4.87 out of 5 average rating, 104 reviewsComfy 3 Bedrooms - 2 Bathrooms home with pool.
![](https://a0.muscache.com/im/pictures/miso/Hosting-607371676087038974/original/70960bf2-bfce-4145-a09a-bf712933c963.jpeg?im_w=720)
Home in Orlando
4.94 out of 5 average rating, 133 reviewsThe Orlando Retreat.
![](https://a0.muscache.com/im/pictures/miso/Hosting-739909282892497172/original/a264c958-efa9-440c-8449-128d9e3e3890.jpeg?im_w=720)
Home in Delaney Park
4.91 out of 5 average rating, 103 reviews3,000 Sqft Historic Home with Pool near Downtown
![](https://a0.muscache.com/im/pictures/61d46310-0dd4-48e5-a081-bdfd500e3093.jpg?im_w=720)
Home in Orlando
4.95 out of 5 average rating, 319 reviews*HALF HOME* (read desc) Pool/Disney/Universal
![](https://a0.muscache.com/im/pictures/9555b976-a6ea-4725-b34e-920ed6df7534.jpg?im_w=720)
Home in Edgewood
4.92 out of 5 average rating, 159 reviewsTropical Paradise in the heart of Orlando
![](https://a0.muscache.com/im/pictures/59153fd9-6e21-4128-916c-42024734a687.jpg?im_w=720)
Home in Mount Dora
4.99 out of 5 average rating, 100 reviewsMount Dora, FL Private Corner Home w/pool
![](https://a0.muscache.com/im/pictures/a9018d2c-6b4f-4bec-a1cb-6f71fce5ba4f.jpg?im_w=720)
Home in Apopka
4.88 out of 5 average rating, 164 reviews* Luxury Pool * Hot Tub * 86 Inch TV *
Condo rentals with a pool
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Condo in Florida Center
4.89 out of 5 average rating, 160 reviewsHuge/Terrace Studio. Universal Studios Area.
![](https://a0.muscache.com/im/pictures/miso/Hosting-13017929/original/381eb252-6f55-4566-9e6f-bf93327dee59.jpeg?im_w=720)
Condo in Florida Center
4.82 out of 5 average rating, 409 reviewsModern Studio with Private Terrace near Universal
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Condo in Kissimmee
4.91 out of 5 average rating, 217 reviewsMinutes To Disney World - Sparkling Clean Condo
![](https://a0.muscache.com/im/pictures/miso/Hosting-50490847/original/1cdcb65a-edba-4a64-88c6-d382ab29af7f.png?im_w=720)
Condo in Kissimmee
4.98 out of 5 average rating, 196 reviewsAmazing ❤️ Water View Condo near Disney & Universal
![](https://a0.muscache.com/im/pictures/miso/Hosting-41506802/original/2ba63690-835f-474d-ac4a-2bcf6b5835b6.jpeg?im_w=720)
Condo in Orlando
4.82 out of 5 average rating, 110 reviewsDesigner Orlando Retreat near UCF & Outdoor Space
![](https://a0.muscache.com/im/pictures/4f526d83-1eb3-4206-95f0-39be0d3efac2.jpg?im_w=720)
Condo in Orlando
4.88 out of 5 average rating, 171 reviewsBeautiful Lakeview ★ 1 Mile to Disney ★ 1BDR/2BA
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Condo in Florida Center
4.81 out of 5 average rating, 351 reviewsPool/Universal Orlando view at International Drive
![](https://a0.muscache.com/im/pictures/hosting/Hosting-19823387/original/9c7fe1ef-21ef-410d-acfc-fe0c6a8e7fa3.jpeg?im_w=720)
Condo in Orlando
4.91 out of 5 average rating, 419 reviewsCozy Cay 2BR 4beds *low cleaning fee for May
Home rentals with a private pool
![](https://a0.muscache.com/im/pictures/c087f51c-66ce-45b5-8c4e-302b1e8c5965.jpg?im_w=720)
Townhouse in Kissimmee
4.82 out of 5 average rating, 198 reviewsBeach House with Private Pool and Clubhouse near Disney
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-24780456/original/a86be43f-8051-4f22-be83-deaa6d72e23a.jpeg?im_w=720)
Townhouse in Kissimmee
4.88 out of 5 average rating, 128 reviewsStellar Five Bedroom Townhome Under Ten Minutes to Disney
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Home in Davenport
4.97 out of 5 average rating, 99 reviewsAiry, Stylish Home with Pool Heat Included in Davenport
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Home in Davenport
5 out of 5 average rating, 15 reviewsResort Home with Arcade, Play Room and Pool!
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-963613729037081843/original/1d1cee06-da1b-4f6c-a345-9be1d280841f.jpeg?im_w=720)
Villa in Kissimmee
5 out of 5 average rating, 14 reviewsFamily Retreat Near Disney with Pool & Hot Tub!
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Villa in Kissimmee
4.79 out of 5 average rating, 228 reviewsVisit Disney World from a Sunny Home with a Pool
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-34080626/original/ac233a75-6b15-4b5a-a3bd-50d6d80b10c5.jpeg?im_w=720)
Villa in Davenport
4.67 out of 5 average rating, 6 reviewsAmazing Dream Solterra Villa -Disney/club/pool/spa
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-52181703/original/40e74006-5dc7-4e08-8826-000c0dcf7425.jpeg?im_w=720)
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
Total number of reviews
1.7K reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi
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