Holiday rentals with a pool in Williamsburg
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Williamsburg
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 Williamsburg rentals with a pool
House rentals with a pool
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
4.79 out of 5 average rating, 256 reviews3 bedroom Orlando Florida pool home
10–17 Dec
Home in Kissimmee
4.9 out of 5 average rating, 294 reviewsFamily Home minutes from Disney!
16–23 Aug
Home in Kissimmee
4.97 out of 5 average rating, 111 reviewsMagical home! 15 minutes from all parks!
8–15 Feb
Home in Kissimmee
4.81 out of 5 average rating, 125 reviewsBeautiful private home with pool and lake
29 Sep – 6 Oct
Home in Kissimmee
4.79 out of 5 average rating, 168 reviews4 Bedroom House Heated Pool 20 min From All Parks
2–9 Aug
Home in Kissimmee
4.84 out of 5 average rating, 205 reviews3 bedroom Villa in Kissimmee
28 Jun – 5 Jul
Home in Orlando
4.79 out of 5 average rating, 120 reviewsPrivate Home w/ Pool/3 Bd 2 Bath/Close to Disney
26 Feb – 5 Mar
Condo rentals with a pool
Condo in Kissimmee
4.98 out of 5 average rating, 289 reviewsGorgeous❤️ Pool & Lake View Condo near Disney Parks
30 Aug – 6 Sep
Condo in Orlando
4.87 out of 5 average rating, 200 reviewsAirbnb's Choice- Best at Blue Heron- Stunning View
27 Jul – 3 Aug
Condo in Orlando
4.9 out of 5 average rating, 128 reviews[Lake View, Modern Decor, 1 Mile to Disney!]
18–25 Jul
Condo in Orlando
4.81 out of 5 average rating, 342 reviewsLuxury Apt on I-Drive & view of Universal Orlando
22–29 Sep
Condo in Orlando
4.97 out of 5 average rating, 296 reviewsLuxurious Waterfront Resort near Disney &Universal
24 Sep – 1 Oct
Condo in Orlando
4.86 out of 5 average rating, 118 reviewsGorgeous 1 Bed 2 Bath Condo just 1 mile to Disney
8–15 Dec
Condo in Kissimmee
4.96 out of 5 average rating, 154 reviewsWelcome to our Son Shine condo ....
25 Mar – 1 Apr
Condo in Kissimmee
4.86 out of 5 average rating, 160 reviewsBeautiful Resort-Style Condo with Waterpark!
18–25 Aug
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
5–12 Sep
Townhouse in Kissimmee
4.88 out of 5 average rating, 128 reviewsStellar Five Bedroom Townhome Under Ten Minutes to Disney
19–26 Jun
Villa in Kissimmee
5.0 out of 5 average rating, 13 reviewsFamily Retreat Near Disney with Pool & Hot Tub!
23–30 Nov
Home in Davenport
4.97 out of 5 average rating, 97 reviewsAiry, Stylish Home with Pool Heat Included in Davenport
22–29 Mar
Villa in Kissimmee
4.79 out of 5 average rating, 223 reviewsVisit Disney World from a Sunny Home with a Pool
9–16 Dec
Home in Davenport
4.75 out of 5 average rating, 4 reviewsLuxurious 8br Palms Villa Pool Home-Champions Gate
20–27 May
Home in Davenport
4.61 out of 5 average rating, 23 reviewsSolterra Resort 7br Family Home Pool Near Disney
14–21 Mar
Villa in Davenport
4.67 out of 5 average rating, 6 reviewsAmazing Dream Solterra Villa -Disney/club/pool/spa
1–8 Aug
Quick stats about holiday rentals with a pool in Williamsburg
Total rentals
530 properties
Rentals with dedicated workspaces
280 properties have a dedicated workspace
Pet-friendly rentals
60 properties allow pets
Family-friendly rentals
330 properties are a good fit for families
Total number of reviews
17K reviews
Nightly prices starting at
$34 NZD before taxes and fees
Destinations to explore
- Kissimmee Holiday rentals
- Orlando Holiday rentals
- Tampa Holiday rentals
- Sarasota Holiday rentals
- Anna Maria Island Holiday rentals
- West Palm Beach Holiday rentals
- Naples Holiday rentals
- Boca Raton Holiday rentals
- Fort Lauderdale Holiday rentals
- Miami Beach Holiday rentals
- Miami Holiday rentals
- Key West Holiday rentals
- Rentals with pools United States
- Rentals with pools Orlando
- Rentals with pools Florida
- Rentals with pools Florida
- Rentals with pools Kissimmee
- Rentals with pools Orange County
- Fitness-friendly rentals Williamsburg
- Rentals with breakfast Williamsburg
- Resort rentals Williamsburg
- Monthly Rentals Williamsburg
- Rentals with lake access Williamsburg
- Serviced apartment rentals Williamsburg
- Family-friendly rentals Williamsburg
- Pet-friendly rentals Williamsburg
- Rentals with outdoor seating Williamsburg
- Rentals with a fire pit Williamsburg
- Wheelchair accessible rentals Williamsburg
- Rentals with a patio Williamsburg
- Rentals with a hot tub Williamsburg
- Rentals with an EV charger Williamsburg
- Hotel rentals Williamsburg
- Waterfront rentals Williamsburg
- Condo rentals Williamsburg
- Apartment rentals Williamsburg
- Rentals with a washing machine and dryer Williamsburg
- House rentals Williamsburg
- Kid-friendly rentals Williamsburg
- 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