
Vacation rentals with a pool in James City County
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Top-rated rentals with a pool in James City County
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Kingsmill 1bed/1ba on Golf Course 9th Fairway
This beautiful 1 bed-1 bath unit is a cozy 400 sq.ft. and is located in the exclusive Kingsmill neighborhood. This first floor unit offers a king-size bed with a private patio that walks out onto the 9th Fairway of the River Course at Kingsmill. You'll enjoy the luxurious full bathroom with shower/tub combination and upgraded finishes. In the bedroom, you'll also find a computer desk, an over-sized sitting chair, a mini-fridge, a microwave, a Keurig coffee maker, and 50" Roku Smart TV w cable!
4.95 out of 5 average rating, 224 reviews
WaterVue at Kingsmill
Welcome to WaterVue; our Kingsmill, home-away-from-home in historic Williamsburg, Virginia. Be one of the first to stay in spacious style with completely updated amenities. You will be treated to fresh, clean accommodations, soft linens; everything you need is available for your stay. Sit and relax on any of the balconies that overlook Wareham's Pond. Catch wildlife passing by or hear the memorable train whistle from Busch Gardens next door. Close your eyes and experience serenity and peace.
4.93 out of 5 average rating, 30 reviews
Marriott's Manor Club Ford's Colony 2BD Villa Slee
Discover for yourself where the United States began. Surrounding your resort are some of the most iconic spots in our nation's glorious past, including Yorktown and the amazing Jamestown Settlement replica, where costumed historical interpreters describe and demonstrate daily life in pre-Revolutionary War America. Williamsburg also offers fun modern-day attractions for the whole family. Thrill to fantastic rides at the Busch Gardens Williamsburg theme park, or cool down at Water Country USA.
4.96 out of 5 average rating, 55 reviews
Charming 3BR Colonial Condo at Wyndham Kingsgate
Welcome to our charming 3BR/3BA condo close to Williamsburg! Located just minutes from historic Williamsburg, you can explore the area or stay on property and relax by the pool and enjoy the many family friendly amenities on site. Experience all that Williamsburg has to offer from historic landmarks along one of Williamsburg's many walking and biking trails like Powhatan Creek Trail, Historic Jamestown Bike Trail, and Freedom Park, historic downtown Williamsburg, and Busch Gardens.
4.84 out of 5 average rating, 67 reviews
3bdr Williamsburg Townhouse, sleeps 8
Discover Historic Powhatan, a Hilton Vacation Club managed property, in Williamsburg, Virginia. Nestled amidst timeless beauty, our resort offers a unique blend of history and modern comfort. Explore nearby historic sites, unwind by the pool, or embark on a culinary journey in our on-site restaurant. Experience a stay that bridges the gap between the rich heritage of Williamsburg and the indulgence of contemporary relaxation. 1,736sq ft 3BDR, 2BTH, 3-STORY SUITE
4.89 out of 5 average rating, 47 reviews
Log Cabin - Williamsburg Pet-Friendly, Heated Pool
Pet-friendly log cabin with 2 rooms, A/C & heat, free Wi-Fi, and cable TV. Includes a queen bed, breakfast bar, mini-fridge, microwave, and ceiling fan. No bathroom inside, but just steps from our first-class, professionally cleaned bathhouse. No kitchen. Outside: charcoal grill, picnic table, and fire ring. $20 per pet per stay. Linens/pillows not included—bring your own or rent a set for $20. Enjoy our 85° heated pool, free game room, and playground.
4.79 out of 5 average rating, 112 reviews
Great family vacation resort condo. Sleeps 12.
Welcome to Greensprings Vacation Resort. We combine two adjacent 2BDR/2BA units to create one huge 4BDR unit with 2 full kit/dining and 2 LR, each with a queen sofa sleeper. And we are near everything! Busch Gardens 7 miles (10-15 minutes) Colonial Williamsburg 5 miles (8 minutes ) Water Country USA 7 miles (10-15 minutes) Historic Jamestowne 5 miles (8 minutes) Newport News/Williamsburg International Airport 19 miles (30 minutes)
4.72 out of 5 average rating, 147 reviews
Cozy Fall Retreat - Creek Views & Fire Pits
A cozy waterfront escape tucked into 10 wooded acres above Bland Creek. Perfect for crisp fall days and peaceful evenings. - Elevated screened porch with colorful water and wooded views - Creekside fire pits for crisp fall nights - Dock, kayaks, fishing, and direct water access - Outdoor dining and hammocks beneath the trees - Immaculately clean and thoughtfully stocked for a seamless stay - Just 15 minutes from downtown Gloucester
5.0 out of 5 average rating, 206 reviews
1br Colonial in Williamsburg -Fun by Busch Gardens
Discover Club Wyndham Kingsgate in historic Williamsburg! This cozy 1-bedroom resort suite sleeps up to 4 and features a king bed, queen sleeper sofa, mini kitchen, washer/dryer, and comfortable living space. Enjoy indoor & outdoor pools, mini golf, tennis, fitness center, movie theater, arcade, and easy access to Colonial Williamsburg, Busch Gardens, shopping, dining, and Virginia's top historic attractions.
4.86 out of 5 average rating, 37 reviews
3 Bed, 3 Bath Sleeps 8 in Kingsmill
Welcome to your luxurious retreat at Kingsmill on the James River. This spacious and elegantly appointed 3-bedroom, 3-bathroom condominium is located on the serene first floor, offering refined comfort in a private, gated community, overlooking the 9th fairway of the famed Kingsmill River Course. For smaller groups, we also have a 2 bed, 2 bath option available. Please, no parties or pets.
4.98 out of 5 average rating, 43 reviews
Perfect for the family! 4BR townhouse near it all!
The Historic Powhatan Williamsburg. Enjoy the convenience offered by these two two-bedroom condo units combined into a large four bedroom townhouse. Two king size master suites, queen and twin bed guest units and two kitchens and dining rooms. The two living areas each have fireplaces and each has a sleeper sofa. Prepare those family meals in two well-appointed fully equipped kitchens.
4.91 out of 5 average rating, 55 reviews
Clay Bank River Front Cottage
Recently updated waterfront cottage 2 bedroom - 2 queen beds, a pull out sofa, 28 private acres on the York River in Gloucester, Va. Great remote getaway with a pool, kayaks and private pier for fishing/crabbing. Lightly traveled river. Access to Yorktown, Newport News, Williamsburg, Jamestown, Richmond, Norfolk, Urbanna. Shares the property with the main house where owner lives.
4.93 out of 5 average rating, 123 reviewsPopular amenities for James City County rentals with a pool
House rentals with a pool

Williamsburg Kingsgate 2BR Condo
4.8 out of 5 average rating, 30 reviews
Stand Alone 3 Bedroom Cottage
4.8 out of 5 average rating, 5 reviews
Parkside Williamsburg | 3BR Next to Busch Gardens!
5.0 out of 5 average rating, 3 reviews
Kingsgate Resort 1 BR w/ POOL

Squeaky Shores on the York River
4.79 out of 5 average rating, 24 reviews
1800's Manor House on the James River
4.86 out of 5 average rating, 37 reviews
Busch Gardens and Colonial villa in Williamsburg
4.75 out of 5 average rating, 4 reviews
Lovely 3 bedroom cottage
4.71 out of 5 average rating, 7 reviewsCondo rentals with a pool

Colonial Williamsburg Spacious 4 Bedroom Suite!
4.91 out of 5 average rating, 156 reviews
Family reunion? Here ya go! 8BDR/8BA sleeps 24!
4.8 out of 5 average rating, 15 reviews
Williamsburg Vacation Villages Resort 2BR, 2BA
4.79 out of 5 average rating, 29 reviews
Wyndham Kingsgate- 1BR- Apartment with Resort Acce
4.86 out of 5 average rating, 35 reviews
Minutes from shopping and theme parks sleeps 6!
4.96 out of 5 average rating, 23 reviews
Wyndham Kingsgate (2 BR)
5.0 out of 5 average rating, 22 reviews
Wyndham Governor's Green, 3 BR Deluxe
4.83 out of 5 average rating, 53 reviews
Wyndham Kingsgate 3BD/3BA LO
4.93 out of 5 average rating, 15 reviewsOther vacation rentals with a pool

Kingsgate Resort 3 Bedroom Lockoff
4.87 out of 5 average rating, 75 reviews
Williamsburg Vacation Villages 4BR, 4BA
4.86 out of 5 average rating, 93 reviews
Kingsgate one BEDroom
4.89 out of 5 average rating, 9 reviews
*Historic Powhatan Resort- 4 bedroom sleeps 12
4.92 out of 5 average rating, 87 reviews
Family-friendly 1BR/1BA condo @ Kingsgate
4.91 out of 5 average rating, 55 reviews
Kingsgate 2BR w/ Kitchen
4.96 out of 5 average rating, 24 reviews
Two Bedroom Suite in Charming Williamsburg
4.57 out of 5 average rating, 301 reviews
Family Fun Escape – Pools & Historic Adventure
5.0 out of 5 average rating, 11 reviewsDestinations to explore
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- Rentals with pools Virginia
- Rentals with pools United States
- Chesapeake Bay
- Busch Gardens Williamsburg
- Buckroe Beach
- Cape Charles Beachfront
- Water Country USA
- Jamestown Settlement
- Pocahontas State Park
- Greater Richmond Convention Center
- Outlook Beach
- Old Dominion University
- Norfolk Botanical Garden
- Regent University
- First Landing Beach
- Colonial Williamsburg's Merchants Square
- Brown's Island
- Forest Hill Park
- The National
- Virginia Holocaust Museum
- Libby Hill Park
- The Mariners' Museum
- Town Point Park
- The Poe Museum
- Nauticus
- Hampton University





