
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!

Creekside, Pool, Dock & Firepits, Elevated Porch
- Waterfront retreat on 10 wooded acres above Bland Creek - Immaculately clean, frequently described as spotless and pristine - Private screened-in porch with peaceful creek and marsh views - Kayaks, a floating dock, fishing, firepits, and nature right outside your door - Well-stocked kitchen plus full-size washer and dryer - Thoughtful hosting with local recommendations, guidebook, and fresh cookies - Peaceful setting just minutes from downtown Gloucester and 45 minutes from Williamsburg

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.

Suitable 1BR Near Top Attractions!
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.

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.

3 BR Cottage on Mallardee Farm in Williamsburg
Enjoy all the comforts of home during your Williamsburg vacation at Mallardee Farm! Allow us to make our home, your home while you explore all of Williamsburgâs attractions-just a 15 minute drive away! Youâll find that Mallardee Farm will serve as its own attraction with our friendly, rescued farm pets, walking trails through the 57 acre property, complimentary fishing poles, canoe, row boat & kayaks to use on our 7 acre pond. Covid-19 precautions followed.

Wyndham Governor's Green, 3 BR Deluxe
The Wyndham Governorâs Green welcomes guests with perfectly manicured grounds and gentle southern hospitality. Softly rolling hills rise to expose placid ponds and tree-lined paths.Guests of the resort have full access to indoor and outdoor swimming pools, hot tubs, and even an adult-only pool. Children are sure to soak the day away at the kids pool and splash zone. Tennis courts, billiards room, and miniature golf will keep you as active as you desire.

Governorâs Green 2 BR DLX
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, Club Wyndham Governor's Green offers easy access to some of Williamsburg's most popular destinations.

*Historic Powhatan Resort- 2 bedroom
Step back in time at The Historic Powhatan Resort, located on 256 acres of rolling woodland hills in historic Williamsburg, Virginia. The resort features a distinguished manor house that was originally built in 1735 and captures the true essence of its Colonial surroundings. Discover the nationâs history at one of Williamsburgâs history museums, monuments or battlefields, and immerse yourself in the cityâs Colonial spirit.

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.
Popular amenities for James City County rentals with a pool
House rentals with a pool

Estates at King's Creek: 2-BR, 2 Baths, Sleeps 6

Patriot's Place Resort Condo 1BR

Stand Alone 3 Bedroom Cottage

1800's Manor House on the James River

Kingsgate Resort 1 BR w/ POOL

Our Home Away from Home

Lovely 3 bed cottage sleeps 10

Squeaky Shores on the York River
Apartment rentals with a pool

Williamsburg Plantation ThanksGiving Large Condo 2

Charming 3BR Colonial Condo at Wyndham Kingsgate

Great value! Popular Powhatan Resort 2BDR

Greensprings Vacation Resort-2 bdrm

Lovely 2 Bedroom Condo in 4Diamond Historic Resort

Charming 1BR Colonial Condo at Wyndham Kingsgate

Wyndham Patriots' Place one bedroom

1br Colonial in Williamsburg -Fun by Busch Gardens
Other holiday rentals with a pool

Amazing 2 bdrm at The Colonies

Kingsgate one bedroom

Spacious 4 BD Suite near Colonial Williamsburg

Historic Charm & Modern Comfort at Hilton Powhatan

Historic Powhatan Resort- 2 bedroom condo!

Historic Powhatan Resort- 2 bedroom condo!

Trendsetting 2BR in Kingsgate Gem!

2 Bedroom @ The Historic Powhatan Resort!
Destinations to explore
- Rentals with a hot tub James City County
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- Rentals with a patio James City County
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- Flat rentals James City County
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- Rentals with outdoor seating James City County
- Fitness-friendly rentals James City County
- Rentals with a firepit James City County
- Pet-friendly rentals James City County
- Family-friendly rentals James City County
- Serviced apartment rentals James City County
- Rentals with lake access James City County
- Resort rentals James City County
- Waterfront rentals James City County
- Rentals with beach access James City County
- Cottage rentals James City County
- Rentals with a washing machine and dryer James City County
- Bed and breakfasts James City County
- Rentals with pools Virginia
- Rentals with pools United States
- Chesapeake Bay
- Busch Gardens Williamsburg
- Carytown
- Water Country USA
- Pocahontas State Park
- Buckroe Beach
- Jamestown Settlement
- Brown's Island
- Outlook Beach
- Norfolk Botanical Garden
- Cape Charles Beachfront
- Chrysler Museum of Art
- Libby Hill Park
- The Poe Museum
- Science Museum of Virginia
- Hollywood Cemetery
- The NorVa
- Nauticus
- Old Dominion University
- Greater Richmond Convention Center
- First Landing Beach
- Colonial Williamsburg's Merchants Square
- Hampton University
- Regent University




