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
4.84 out of 5 average rating, 205 reviews3 bedroom Villa in Kissimmee
21–28 Apr
Home in Kissimmee
4.79 out of 5 average rating, 257 reviews3 bedroom Orlando Florida pool home
17–24 Jan
Home in Kissimmee
4.88 out of 5 average rating, 108 reviewsNo Airbnb Fee! Thematic Rooms w/ Pvt Pool °o° Area
24–29 Sep
Home in Orlando
4.91 out of 5 average rating, 117 reviewsLakefront presidential suite / resort pool
27 May – 3 Jun
Home in Kissimmee
4.9 out of 5 average rating, 294 reviewsFamily Home minutes from Disney!
17–24 Aug
Home in Kissimmee
4.97 out of 5 average rating, 111 reviewsMagical home! 15 minutes from all parks!
2–9 Feb
Home in Orlando
4.91 out of 5 average rating, 137 reviewsGreat location close to Disney
30 May – 6 Jun
Home in Davenport
4.95 out of 5 average rating, 161 reviewsDOLPHIN COVE NEAR DISNEY
24–31 Jan
Condo rentals with a pool
Condo in Orlando
4.87 out of 5 average rating, 200 reviewsAirbnb's Choice- Best at Blue Heron- Stunning View
19–26 Jun
Condo in Kissimmee
4.98 out of 5 average rating, 291 reviewsGorgeous❤️ Pool & Lake View Condo near Disney Parks
23 Feb – 2 Mar
Condo in Orlando
4.9 out of 5 average rating, 151 reviewsHuge/Terrace Studio. Universal Studios Area.
27 Dec – 3 Jan
Condo in Orlando
4.81 out of 5 average rating, 342 reviewsLuxury Apt on I-Drive & view of Universal Orlando
28 Aug – 4 Sep
Condo in Orlando
4.88 out of 5 average rating, 328 reviewsFantasticView, 1 BR/2BA, 1 MILE TO DISNEY-Sleeps 6
13–20 Nov
Condo in Kissimmee
4.86 out of 5 average rating, 263 reviewsCozy Chic Renovated 3/2 Condo- Near Disney World!
16–23 Oct
Condo in Kissimmee
4.94 out of 5 average rating, 186 reviewsLakeview Escape close to Disney&retail therapy
15–22 Jan
Condo in Orlando
4.91 out of 5 average rating, 184 reviewsDeluxe Studio:Lakeview, parking, pool
31 Aug – 7 Sep
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
1–8 Jan
Home in Davenport
4.97 out of 5 average rating, 97 reviewsAiry, Stylish Home with Pool Heat Included in Davenport
17–24 Feb
Villa in Kissimmee
5.0 out of 5 average rating, 13 reviewsFamily Retreat Near Disney with Pool & Hot Tub!
22 Feb – 1 Mar
Villa in Kissimmee
4.79 out of 5 average rating, 223 reviewsVisit Disney World from a Sunny Home with a Pool
11–18 Sep
Townhouse in Davenport
4.64 out of 5 average rating, 121 reviewsModern Oasis Villa W/ Private Pool & Pool Table
7–14 May
Home in Davenport
4.61 out of 5 average rating, 23 reviewsSolterra Resort 7br Family Home Pool Near Disney
1–8 Oct
Home in Davenport
4.75 out of 5 average rating, 4 reviewsLuxurious 8br Palms Villa Pool Home-Champions Gate
24–31 Oct
Home in Kissimmee
New place to stay4br 3ba Disney Retreat | Kissimmee Vacation Home
20–27 Dec
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
- St Petersburg Holiday rentals
- Anna Maria Island Holiday rentals
- Sarasota Holiday rentals
- Tampa Holiday rentals
- Key West Holiday rentals
- Naples Holiday rentals
- Miami Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Boca Raton Holiday rentals
- West Palm Beach Holiday rentals
- Kissimmee Holiday rentals
- Hotel rentals Orlando
- Fitness-friendly rentals Orlando
- Rentals with a fireplace Orlando
- Rentals with a kayak Orlando
- Rentals with a sauna Orlando
- Kid-friendly rentals Orlando
- Apartment rentals Orlando
- Serviced apartment rentals Orlando
- Beachfront rentals Orlando
- Rentals with an EV charger Orlando
- Wheelchair accessible rentals Orlando
- Rentals with outdoor seating Orlando
- Waterfront rentals Orlando
- Family-friendly rentals Orlando
- Villa rentals Orlando
- Condo rentals Orlando
- Rentals with breakfast Orlando
- Ski-in/ski-out rentals Orlando
- Cabin rentals Orlando
- Tiny house rentals Orlando
- Rentals with a patio Orlando
- Rentals with a fire pit Orlando
- Smoking-friendly rentals Orlando
- Aparthotel rentals Orlando
- Pet-friendly rentals Orlando
- Rentals with lake access Orlando
- Resort rentals Orlando
- Private suite rentals Orlando
- Rentals with a home theatre Orlando
- Monthly Rentals Orlando
- Rentals with an accessible height toilet Orlando
- Townhouse rentals Orlando
- Mansion rentals Orlando
- Cottage rentals Orlando
- Guesthouse rentals Orlando
- Rentals with a hot tub Orlando
- Rentals with a washing machine and dryer Orlando
- Rentals with an accessible height bed Orlando
- Rentals with beach access Orlando
- House rentals Orlando
- Boutique hotel rentals Orlando
- Rentals with pools United States
- Rentals with pools Florida
- Rentals with pools Florida
- Rentals with pools Kissimmee
- Rentals with pools Tampa
- Rentals with pools Orange County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom