Holiday rentals with a pool in Orlando
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Orlando
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 Orlando rentals with a pool
House rentals with a pool
Home in Kissimmee
4.79 out of 5 average rating, 256 reviews3 bedroom Orlando Florida pool home
7–14 Jan
Home in Kissimmee
4.88 out of 5 average rating, 107 reviews°o° Comfy Disney Area & Theme Parks Pvt Pool! 5240
15–20 Aug
Home in Kissimmee
4.9 out of 5 average rating, 294 reviewsFamily Home minutes from Disney!
29 Jul – 5 Aug
Home in Davenport
4.87 out of 5 average rating, 135 reviewsInsta-worthy getaway near Disney w/ free parking!💎
18–25 Oct
Home in Kissimmee
4.92 out of 5 average rating, 125 reviewsSouth Facing Pool Home! 5 Miles from Disney
10–17 May
Home in Kissimmee
4.97 out of 5 average rating, 111 reviewsMagical home! 15 minutes from all parks!
17–24 Jan
Home in Davenport
4.98 out of 5 average rating, 104 reviewsSunset Villa
16–23 Sep
Home in Davenport
4.9 out of 5 average rating, 200 reviewsDisney Area Luxury Villa with Private Pool
22–29 Aug
Condo rentals with a pool
Condo in Orlando
4.81 out of 5 average rating, 342 reviewsLuxury Apt on I-Drive & view of Universal Orlando
20–27 Aug
Condo in Kissimmee
4.98 out of 5 average rating, 288 reviewsGorgeous❤️ Pool & Lake View Condo near Disney Parks
28 Sep – 5 Oct
Condo in Kissimmee
4.92 out of 5 average rating, 263 reviewsBeautiful Beach Style Condo minutes from Disney
24–31 Aug
Condo in Orlando
4.86 out of 5 average rating, 199 reviewsAirbnb's Choice- Best at Blue Heron- Stunning View
27 Jul – 3 Aug
Condo in Orlando
4.91 out of 5 average rating, 149 reviewsHuge/Terrace Studio. Universal Studios Area.
15–22 Dec
Condo in Kissimmee
4.94 out of 5 average rating, 185 reviewsLakeview Escape close to Disney&retail therapy
11–18 Sep
Condo in Kissimmee
4.9 out of 5 average rating, 202 reviewsAmazing 2 Bed, 2 Bath condo only 10 min to Disney
18–25 Apr
Condo in Davenport
4.94 out of 5 average rating, 135 reviewsIsland Style at Bahama Bay - Minutes to Disney!
19–26 May
Home rentals with a private pool
Townhouse in Kissimmee
4.88 out of 5 average rating, 128 reviewsStellar Five Bedroom Townhome Under Ten Minutes to Disney
30 Oct – 6 Nov
Home in Davenport
4.97 out of 5 average rating, 97 reviewsAiry, Stylish Home with Pool Heat Included in Davenport
6–13 Nov
Villa in Kissimmee
5.0 out of 5 average rating, 13 reviewsFamily Retreat Near Disney with Pool & Hot Tub!
18–25 Nov
Villa in Kissimmee
4.79 out of 5 average rating, 222 reviewsVisit Disney World from a Sunny Home with a Pool
7–14 Sep
Home in Davenport
4.61 out of 5 average rating, 23 reviewsSolterra Resort 7br Family Home Pool Near Disney
10–17 Feb
Home in Davenport
4.75 out of 5 average rating, 4 reviewsLuxurious 8br Palms Villa Pool Home-Champions Gate
26 May – 2 Jun
Villa in Davenport
4.67 out of 5 average rating, 6 reviewsAmazing Dream Solterra Villa -Disney/club/pool/spa
6–13 Oct
Home in Davenport
4.17 out of 5 average rating, 6 reviewsZoe & Zach's Golf Villa at Ella Mae
11–18 Sep
Quick stats about holiday rentals with a pool in Orlando
Total rentals
7.1K properties
Wi-Fi availability
6.8K properties include access to Wi-Fi
Rentals with dedicated workspaces
3.8K properties have a dedicated workspace
Pet-friendly rentals
1.3K properties allow pets
Family-friendly rentals
4.4K properties are a good fit for families
Total number of reviews
149K reviews
Destinations to explore
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