
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!

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.

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 CW Governo
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.

Relax in Style: 2BR Condo w/ Balcony at CW Governo
Welcome to our beautiful 2BR 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.

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 Williamsburg’s attractions-just a 15 minute drive away! You’ll 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.

Waterfront Escape • Pool, Dock & Creek View
A peaceful waterfront retreat tucked into 10 wooded acres above Bland Creek, perfect for long summer days and relaxed evenings. - Private screened-in porch with cooling creek breezes - Pool days, firepits under the stars, and quiet moments outdoors - Kayaks, a floating dock, fishing, and nature right outside your door - Immaculately clean and thoughtfully stocked for a stress-free stay - Quiet setting just minutes from downtown Gloucester

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.

Governor’s Green 1BR Dlx Condo w/ Full Kitchen
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. This suite includes a King bed, and a Queen sleeper sofa in the main living area.

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.

1BR Suite in Williamsburg @ All Inclusive 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.
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

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

Busch Gardens and Colonial villa in Williamsburg

Our Home Away from Home

Lovely 3 bed cottage sleeps 10
Apartment rentals with a pool

Apartment Resort Williamsburg 2bdrm

Williamsburg Plantation ThanksGiving Large Condo 2

Charming 3BR Colonial Condo at Wyndham Kingsgate

Wyndham Kingsgate (3 BD LO)

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

Lovely 2 Bedroom Condo in 4Diamond Historic Resort

1br Colonial in Williamsburg -Fun by Busch Gardens

Colonial Williamsburg Spacious 4 Bedroom Suite!
Other holiday rentals with a pool

Suitable 1BR Near Top Attractions!

2 Bedroom(4 beds) @ The Historic Powhatan Resort

3 Bedroom Suite in Historic Williamsburg!

4 Bedroom at The Historic Powhatan Resort

1 Bedroom @ The Historic Powhatan Resort

Trendsetting 2BR in Kingsgate Gem!

Comfortable 1BR Retreat in Williamsburg

Relax in Style: 1BR Condo w/ Balcony at Wyndham GG
Destinations to explore
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- Serviced apartment rentals James City County
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- Pet-friendly rentals James City County
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- Bed and breakfasts James City County
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- Apartment rentals James City County
- Rentals with a hot tub James City County
- Resort rentals James City County
- Rentals with pools Virginia
- Rentals with pools United States
- Chesapeake Bay
- Busch Gardens Williamsburg
- Carytown
- Water Country USA
- Pocahontas State Park
- Jamestown Settlement
- Buckroe Beach
- Brown's Island
- Cape Charles Beachfront
- Norfolk Botanical Garden
- Outlook Beach
- Libby Hill Park
- Chrysler Museum of Art
- Science Museum of Virginia
- The Poe Museum
- Hollywood Cemetery
- Greater Richmond Convention Center
- Chrysler Hall
- The NorVa
- First Landing Beach
- Nauticus
- Forest Hill Park
- Altria Theater
- Virginia Zoological Park




