
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!

Summer Waterfront • Dock, Pool, & 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 - Firepit evenings, and true outdoor living - Dock, kayaks, fishing, and direct water access -Outdooring dining options and family-friendly - Immaculately clean and thoughtfully stocked for a seamless stay - Peaceful setting just minutes from downtown Gloucester

Kingsgate 2BR w/ Kitchen
Furnished in the Colonial style, this resort offers all the modern amenities and activities you could want. Surrounded by the area's top attractions and historic landmarks, there's plenty to explore, ensuring that your getaway is one to remember. Located just 5 minutes from historic Williamsburg, Club Wyndham Kingsgate provides convenient access to historic attractions, wineries, beaches, and local artisan shops. Relax by the pool or indulge in the natural splendor surrounding this resort.

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.

Charming 1 BR Retreat in the Heart of Kingsgate!
Furnished in the Colonial style, this resort offers all the modern amenities and activities you could want. Surrounded by the area's top attractions and historic landmarks, there's plenty to explore, ensuring that your getaway is one to remember. • Guest checking in must be 21+ with valid ID. • Guest must have debit/credit card to put $250 refundable security deposit on hold at resort check-in. . Resort Fee at $7 per night. • Name on reservation must match photo ID at check-in.

Relax in Style: 1BR Condo w/ Balcony at Wyndham GG
Welcome to our beautiful 1BR Condo close to Historic Williamsburg! Everything needed for a memorable getaway to historic Williamsburg is right here. Take advantage of on-site recreation and endless amenities in a picturesque setting. The well-manicured lawns and pristine lakes make a lovely retreat after a day of adventuring in Colonial Williamsburg. Just three miles north of historic Williamsburg, we offer easy access to some of Williamsburg's most popular destinations.

Colonial Williamsburg Spacious 4 Bedroom Suite!
This Resort is located on 256 acres of rolling woodland hills in historic Williamsburg, Virginia. The resort’s distinguished manor house that was originally built in 1735 captures the true essence of its Colonial surroundings. Discover the nation’s history at one of Williamsburg’s history museums, monuments or battlefields. The Resort features an indoor & outdoor pool, tennis court, playground. All suites have full kitchens, living/dining rooms & sleeper sofa.

2 Bedroom Greensprings Vacation Resort (Sleeps 6)
Located in historic Williamsburg, Virginia, Greensprings Vacation Resort features the essential amenities you need for an unforgettable vacation. Covid-19 Enhanced cleaning protocols in place. • Guest checking in must be 21+ with valid ID. • Guest must have debit/credit card to put $100 refundable security deposit on hold at resort check-in. • Name on reservation must match photo ID at check-in.

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.

Westgate Historic Williamsburg One Bedroom
Offering a one bedroom apartment in Westgate Historic Williamsburg Resort with a king size bed, sofa bed and full kitchen. This fabulous resort has fantastic amenities and is a great location to visit the area attractions such as Colonial Williamsburg, Busch Gardens Williamsburg and Water Country USA. A great location to visit the local attractions.

Cozy 2BR Condo in Williamsburg
Welcome to your getaway in Williamsburg, Virginia! Escape to our luxurious condo located in Kingmill resort on a pristine golf course in the heart of historic Williamsburg, Virginia. This beautifully furnished 2-bedroom, 2-bathroom retreat offers the perfect blend of relaxation and adventure for families and vacationers alike.

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. 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

Governor's Green Resort 1 BR w/ POOL & HOT TUB

Patriot's Place Resort Condo 1BR

Stand Alone 3 Bedroom Cottage

Cozy Getaway in Gated Community | 12 Mins to CW

1800's Manor House on the James River

Lovely 3 bed cottage sleeps 10

spacious 4 bedroom 4/12 bath estate home

Squeaky Shores on the York River
Condo rentals with a pool

Williamsburg Plantation ThanksGiving Large Condo 2

4BDR Williamsburg Resort Living!

Marriott's Manor Club Ford's Colony 2BD Villa Slee

1-Bedroom Condo in Williamsburg, VA

Charming 1BR Colonial Condo at Wyndham Kingsgate

Lovely 2 Bedroom Condo in 4Diamond Historic Resort

Patriots Place 2 Bedroom

Williamsburg 2bdr for 6 from $129 near everything!
Other vacation rentals with a pool

GOVernor’s Green 1 Bedroom

Historic Powhatan Resort- 4 bedroom condo!

1 Bedroom @ The Historic Powhatan Resort

2 Bedroom Suite in Beautiful & Historic Resort!

Williamsburg Plantation: 2-BR, Sleep 6, Kitchen

1 Bedroom @ The Historic Powhatan Resort

Historic Powhatan Resort- 2 bedroom

Historic Powhatan Resort- 2 bedroom condo!
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- Rentals with pools Virginia
- Rentals with pools United States
- Chesapeake Bay
- Busch Gardens Williamsburg
- Carytown
- Greater Richmond Convention Center
- Water Country USA
- Buckroe Beach
- Pocahontas State Park
- Jamestown Settlement
- Brown's Island
- Cape Charles Beachfront
- Outlook Beach
- Norfolk Botanical Garden
- Libby Hill Park
- Chrysler Museum of Art
- Science Museum of Virginia
- The Poe Museum
- Hollywood Cemetery
- Virginia Zoological Park
- Colonial Williamsburg's Merchants Square
- Town Point Park
- Nauticus
- Old Dominion University
- Altria Theater
- First Landing Beach




