Vacation 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.
Vacation 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
4.97 out of 5 average rating, 112 reviewsMagical home! 15 minutes from all parks!
Dec 12 – 19
Home in Kissimmee
4.9 out of 5 average rating, 294 reviewsFamily Home minutes from Disney!
Oct 4 – 11
Home in Kissimmee
4.87 out of 5 average rating, 110 reviewsNo Airbnb Fee! Thematic Rooms Pvt Pool °o° Area #3
Oct 16 – 21
Home in Orlando
4.79 out of 5 average rating, 120 reviewsPrivate Home w/ Pool/3 Bd 2 Bath/Close to Disney
Apr 19 – 26
Home in Kissimmee
4.79 out of 5 average rating, 258 reviews3 bedroom Orlando Florida pool home
Jan 9 – 16
Home in Orlando
4.82 out of 5 average rating, 107 reviewsContemporary home w/ beautiful pool near parks
Dec 6 – 13
Home in Kissimmee
4.83 out of 5 average rating, 249 reviewsNew Home Next To Disney!
Feb 11 – 18
Home in Kissimmee
4.79 out of 5 average rating, 170 reviews4 Bedroom House Heated Pool 20 min From All Parks
Apr 25 – May 2
Condo rentals with a pool
Condo in Orlando
4.85 out of 5 average rating, 247 reviewsBreathtakingView-1BR/2BA-1 MILE TO DISNEY-Sleeps 6
Sep 19 – 26
Condo in Orlando
4.87 out of 5 average rating, 167 reviewsBeautiful Lakeview ★ 1 Mile to Disney ★ 1BDR/2BA
Oct 21 – 28
Condo in Kissimmee
4.98 out of 5 average rating, 291 reviewsGorgeous❤️ Pool & Lake View Condo near Disney Parks
Mar 17 – 24
Condo in Kissimmee
4.95 out of 5 average rating, 106 reviewsLuxurious Spot 10 Mins Away to Most Attractions!!!
Sep 2 – 9
Condo in Orlando
4.91 out of 5 average rating, 184 reviewsDeluxe Studio:Lakeview, parking, pool
Jun 4 – 11
Condo in Orlando
4.86 out of 5 average rating, 118 reviewsGorgeous 1 Bed 2 Bath Condo just 1 mile to Disney
May 15 – 22
Condo in Kissimmee
4.86 out of 5 average rating, 162 reviewsBeautiful Resort-Style Condo with Waterpark!
Sep 15 – 22
Condo in Orlando
4.81 out of 5 average rating, 343 reviewsLuxury Apt on I-Drive & view of Universal Orlando
Oct 23 – 30
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
Sep 26 – Oct 3
Townhouse in Kissimmee
4.88 out of 5 average rating, 128 reviewsStellar Five Bedroom Townhome Under Ten Minutes to Disney
Mar 19 – 26
Villa in Kissimmee
5.0 out of 5 average rating, 13 reviewsFamily Retreat Near Disney with Pool & Hot Tub!
Sep 9 – 16
Home in Davenport
4.97 out of 5 average rating, 98 reviewsAiry, Stylish Home with Pool Heat Included in Davenport
Oct 17 – 24
Villa in Kissimmee
4.79 out of 5 average rating, 224 reviewsVisit Disney World from a Sunny Home with a Pool
Jan 12 – 19
Home in Davenport
4.75 out of 5 average rating, 4 reviewsLuxurious 8br Palms Villa Pool Home-Champions Gate
Jul 5 – 12
Villa in Davenport
4.67 out of 5 average rating, 6 reviewsAmazing Dream Solterra Villa -Disney/club/pool/spa
Oct 25 – Nov 1
Townhouse in Davenport
4.64 out of 5 average rating, 121 reviewsModern Oasis Villa W/ Private Pool & Pool Table
May 18 – 25
Quick stats about vacation 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
€ 19 before taxes and fees
Destinations to explore
- Kissimmee Vacation rentals
- Orlando Vacation rentals
- Tampa Vacation rentals
- Sarasota Vacation rentals
- Anna Maria Island Vacation rentals
- West Palm Beach Vacation rentals
- Naples Vacation rentals
- Boca Raton Vacation rentals
- Fort Lauderdale Vacation rentals
- Miami Beach Vacation rentals
- Miami Vacation rentals
- Key West Vacation 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
- Rentals with an EV charger Williamsburg
- Waterfront rentals Williamsburg
- Serviced apartment rentals Williamsburg
- Family-friendly rentals Williamsburg
- Rentals with a fire pit Williamsburg
- Rentals with lake access Williamsburg
- Apartment rentals Williamsburg
- Rentals with outdoor seating Williamsburg
- Pet-friendly rentals Williamsburg
- Fitness-friendly rentals Williamsburg
- Rentals with a patio Williamsburg
- Kid-friendly rentals Williamsburg
- Wheelchair accessible rentals Williamsburg
- Rentals with a washer and dryer Williamsburg
- Hotel rentals Williamsburg
- Resort rentals Williamsburg
- Monthly Rentals Williamsburg
- Rentals with breakfast Williamsburg
- Rentals with a hot tub Williamsburg
- Condo rentals Williamsburg
- House 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