
Vacation rentals with a pool in James City County
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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!

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.

Beautiful 1BR at Williamsburg + Amenities
Built on the lush grounds of a former golf course, this quiet resort community is surrounded by the stunning landscape and historic spirit of Williamsburg. A great retreat any time of year, its central location also provides convenient access to explore all the area has to offer. • 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. • Name on reservation must match photo ID at check-in.

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.

Lovely 1 bedroom suite, GG Williamsburg, VA
Enjoy everything that is wonderful about Williamsburg, Virginia. Relax in this beautiful serene setting including an indoor and outdoor pull, plan a day at the spa, play some games in the activities room, put put or tennis. This suite is located three miles north of historic Williamsburg where you can enjoy walking trails to wineries, beaches, and artisan shops. The location also offers crafts for children, wine and cheese tastings, muffins and mimosas and so much more.

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

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.

Creekside Guesthouse - Dock and Pool on 10 acres
With stunning views overlooking Bland Creek, this guesthouse is the perfect place to unwind or start your adventure. This two-bedroom apartment is nestled high in the treetops, perfectly situated on 10 acres of wooded and coastal beauty. When the time comes to explore, guests are only minutes away from eclectic shopping and dining in historic downtown Gloucester, with Williamsburg and Richmond an easy 45 minutes away.

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.

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.
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

1800's Manor House on the James River

Peaceful Stay in Williamsburg

Our Home Away from Home

Lovely 3 bed cottage sleeps 10

Squeaky Shores on the York River

2 BR Cottage sleeps up to 6

Lovely 3 bedroom cottage
Condo rentals with a pool

Williamsburg Plantation ThanksGiving Large Condo 2

Historic Charm & Modern Comfort at Hilton Powhatan

Wyndham Patriots Place | King Bed Studio

Vacation Village at Williamsburg

1br Colonial in Williamsburg -Fun by Busch Gardens

Club Wyndham Kingsgate One-Bedroom Condo

Wyndham Patriots Place | King Bed Studio

Wyndham Patriots Place | King Bed Studio
Other vacation rentals with a pool

Amazing 2 bdrm at The Colonies

2-Bedroom Vacation Village at Williamsburg Resort

Peaceful Escape | Fireplace + Pool & Kitchen

2 bedroom at The Historic Powhatan Resort

Williamsburg Plantation: 2-BR, Sleep 6, Kitchen

Quiet Villa with Access to Amazing Amenities

Relax in Style: 1BR Condo w/ Balcony at CW Governo

Wyndham Patriots Place | King Bed Studio
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- Rentals with pools Virginia
- Rentals with pools United States
- Chesapeake Bay
- Busch Gardens Williamsburg
- Buckroe Beach
- Carytown
- Water Country USA
- Haven Beach
- Buckroe Beach and Park
- Pocahontas State Park
- Brown's Island
- Grandview Beach
- Jamestown Settlement
- Bethel Beach
- Outlook Beach
- Royal New Kent Golf Club
- Kiptopeke Beach
- Norfolk Botanical Garden
- Chrysler Museum of Art
- Golden Horseshoe Golf Club
- Cape Charles Beachfront
- James River Country Club
- Wilkins Beach
- The Country Club of Virginia - James River
- Little Creek Beach
- Sarah Constant Beach Park