
Vacation rentals with a pool in James City County
Find and book unique homes with a pool on Airbnb
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!

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.

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.

Family-friendly 1BR/1BA condo @ Kingsgate
Welcome to our charming 1BR/1BA 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.

Summer Escape - Dock, Pool, Firepits, & Kayaks
A waterfront summer retreat tucked into 10 secluded wooded acres above Bland Creek, perfect for long days and relaxed evenings - Screened porch with water views and cool creek breezes - A Pool is available for rent for private use (open Memorial Day–Labor Day) - Dock, kayaks, fishing, firepits, and direct water access -Outdooring dining options and family-friendly - Immaculately clean and thoughtfully stocked for a seamless stay - Just 15 minutes from downtown Gloucester

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

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.

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)

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.

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.

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.

Historic Powhatan Resort- 2 bedroom condo!
Peacefully situated amid 256 acres of rolling woodland hills, and boasting all the character of a distinguished manor house, The Historic Powhatan Resort captures the essence of its Colonial surroundings. Sumptuous, spacious accommodations offer a private balcony, loft and hot tub. Originally built circa 1735, this restored manor house offers a serene getaway during any season.
Popular amenities for James City County rentals with a pool
House rentals with a pool

Estates at King's Creek: 1-BR, 1-Baths, Sleeps 4

Private 3 bedroom Cottage

Stand Alone 3 Bedroom Cottage

1800's Manor House on the James River

Kingsgate Resort 1 BR w/ POOL

Spacious 2BR at Kingsgate Condos

Lovely 3 bed cottage sleeps 10

Squeaky Shores on the York River
Condo rentals with a pool

Wyndham Kingsgate 3BD/3BA LO

Charming 2BR Colonial Condo at Wyndham Kingsgate

Wyndham Kingsgate 2BR Apartment with Resort Access

Wyndham Kingsgate (3 BD LO)

Lovely 2 Bedroom Condo With Pool And Amenities

Wyndham Kingsgate (3 BD LO)

2BR Suite @ Historic Resort! Amenities Galore!

2br Deluxe Colonial Stay Near Fun Attractions!
Other vacation rentals with a pool

Williamsburg Vacation Villages 4BR, 4BA

Tucked into a quiet neighborhood in Williamsburg.

1BR Suite in Williamsburg @ All Inclusive Resort!

Two Bedroom Suite in Charming Williamsburg

Vacation Village at Williamsburg Timeshare Condo

Quiet Villa with Bowling Alley, Pools, +Mini Golf

Kingsgate Resort 3 Bedroom Lockoff

Kingsgate 2BR w/ Kitchen
Destinations to explore
- Rentals with a kayak James City County
- Rentals with a hot tub James City County
- Hotel rooms James City County
- Rentals with a sauna James City County
- Townhouse rentals James City County
- House rentals James City County
- Apartment rentals James City County
- Villa rentals James City County
- Resort rentals James City County
- Rentals with lake access James City County
- Rentals with beach access James City County
- Family-friendly rentals James City County
- Pet-friendly rentals James City County
- Serviced apartment rentals James City County
- Bed and breakfasts James City County
- Condo rentals James City County
- Waterfront rentals James City County
- Rentals with pools Virginia
- Rentals with pools United States
- Chesapeake Bay
- Cape Charles Beachfront
- Buckroe Beach
- Water Country USA
- Pocahontas State Park
- Outlook Beach
- Norfolk Botanical Garden
- Old Dominion University
- Greater Richmond Convention Center
- Regent University
- Brown's Island
- First Landing Beach
- Forest Hill Park
- Libby Hill Park
- Colonial Williamsburg's Merchants Square
- The National
- The Mariners' Museum
- Chrysler Museum of Art
- Virginia Holocaust Museum
- The Poe Museum
- Town Point Park
- Nauticus
- Altria Theater
- Virginia Living History Museum





