
Holiday 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 Dlx w/Full Kitchen, Washer & Dryer
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 access to historic attractions, wineries, beaches, and local artisan shops. Relax by the pool or indulge in the natural splendor surrounding this charming resort.

Charming 1BR Colonial Condo at Wyndham 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.

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.

Chic Urban Living: 1BR in 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.

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.

1 Bedroom @ The Historic Powhatan Resort
Step back in time at The Historic Powhatan Resort, located on 256 acres of rolling woodland hills in historic Williamsburg, Virginia. • 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.

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

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

Kingsgate Resort 1 BR w/ POOL

Lovely 3 bed cottage sleeps 10

Squeaky Shores on the York River

Lovely 3 bedroom cottage
Apartment rentals with a pool

Williamsburg Plantation ThanksGiving Large Condo 2

4BDR Williamsburg Resort Living!

Great value! Popular Powhatan Resort 2BDR

Vacation Village at Williamsburg

Charming 1BR Colonial Condo at Wyndham Kingsgate

Lovely 2 Bedroom Condo in 4Diamond Historic Resort

Charming 2BR Colonial Condo at Wyndham Kingsgate

Wyndham Patriots Place: 2 Bedroom
Other holiday rentals with a pool

Historic Powhatan Resort- 2 bedroom condo!

Suitable 1BR Near Top Attractions!

Spacious 4 BD Suite near Colonial Williamsburg

2 Bedroom(4 beds) @ The Historic Powhatan Resort

Refresh & Relax w/ Pool • Full Kitchen • WiFi

Historic Powhatan Resort- 2 bedroom

Williamsburg Plantation: 2-BR, Sleep 6, Kitchen

2 Bedroom Greensprings Vacation Resort (Sleeps 6)
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- Chesapeake Bay
- Busch Gardens Williamsburg
- Carytown
- Greater Richmond Convention Center
- Water Country USA
- Buckroe Beach
- Pocahontas State Park
- Jamestown Settlement
- Brown's Island
- Outlook Beach
- Cape Charles Beachfront
- Norfolk Botanical Garden
- Libby Hill Park
- Chrysler Museum of Art
- Science Museum of Virginia
- The Poe Museum
- Hollywood Cemetery
- Colonial Williamsburg's Merchants Square
- Virginia Zoological Park
- Town Point Park
- First Landing Beach
- Virginia Living History Museum
- Old Dominion University
- Virginia Holocaust Museum




