
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!

The Serene Retreat; 2 bedrooms & 2 full baths
Make some memories at this unique and family-friendly place, featuring 2 bedrooms with queen beds, 2 baths, a comfortable reading nook, & a pristine kitchen. It is perfect for individual and family relaxation, & less than 14 mins to Busch garden, Colonial Williamsburg, Water park USA, William & Mary college, Governor’s palace, & Jamestown Sightseeing. Only 5 minutes to Sentara Regional, and many shopping malls; Walmart, Williamsburg premium outlets, Ross, etc, making it easy to plan your visits.

Big family 4BR (12) townhouse.
We've combined two two-bedroom condo units into a large 2460 sq. ft. four bedroom. Enjoy two king size master suites, queen and twin bed guest units and two kitchens and dining rooms. Four full bathrooms. The two living areas each have fireplaces and each has a sleeper sofa. Prepare those family meals in two well-appointed kitchens each equipped with a refrigerator, microwave, toaster, coffee maker and utensils. Only minutes from area shopping, dining and attractions, including Busch Gardens.

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.

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.

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.

Governor’s 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.

4 Bedroom at 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. • This 4BR is a lockoff suite, meaning two separate 2BR units secured in one corridor.

The Bluebird — Waterfront, Pool, Dock & Firepits
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.

3 Bed, 3 Bath Sleeps 8 in Kingsmill
Welcome to your luxurious retreat at Kingsmill on the James River. This spacious and elegantly appointed 3-bedroom, 3-bathroom condominium is located on the serene first floor, offering refined comfort in a private, gated community, overlooking the 9th fairway of the famed Kingsmill River Course. For smaller groups, we also have a 2 bed, 2 bath option available. Please, no parties or pets.

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.

Wyndham Kingsgate, 2 BR Deluxe
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 charming resort. Experience scenic vistas and historic landmarks along one of Williamsburg's many walking and biking trails.
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

1800's Manor House on the James River

Our Home Away from Home

Lovely 3 bed cottage sleeps 10

Squeaky Shores on the York River

Lovely 3 bedroom cottage
Condo rentals with a pool

Williamsburg Plantation ThanksGiving Large Condo 2

The Colonies at Williamsburg Resort

Greensprings Vacation Resort- 2 bdrm

2-Bedroom Vacation Village at Williamsburg Resort

1-Bedroom Condo in Williamsburg, VA

Wyndham Patriots' Place one bedroom

1br Colonial in Williamsburg -Fun by Busch Gardens

Club Wyndham Kingsgate One-Bedroom Condo
Other vacation rentals with a pool

Amazing 2 bdrm at The Colonies

1 Bedroom Suite at Historic Resort+Amenities!

Historic Powhatan Resort- 2 bedroom

Williamsburg Plantation: 2-BR, Sleep 6, Kitchen

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

Calm & Beautiful

Kingsmill 2bd2ba Condo on Golf Course 9th Fairway!

Modern City Retreat | WiFi, BBQ & Private Balcony
Destinations to explore
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- Rentals with pools United States
- Chesapeake Bay
- Busch Gardens Williamsburg
- Buckroe Beach
- Carytown
- Water Country USA
- Pocahontas State Park
- Haven Beach
- Buckroe Beach
- Brown's Island
- Jamestown Settlement
- Grandview Beach
- Bethel Beach
- Kiptopeke Beach
- Outlook Beach
- Royal New Kent Golf Club
- Norfolk Botanical Garden
- Golden Horseshoe Golf Club
- Chrysler Museum of Art
- Cape Charles Beachfront
- Wilkins Beach
- James River Country Club
- Libby Hill Park
- Little Creek Beach
- Sarah Constant Beach Park




