
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!

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

Big family? 4BR (12) resort unit. Pools, tennis
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.

WaterVue at Kingsmill
Welcome to WaterVue; our Kingsmill, home-away-from-home in historic Williamsburg, Virginia. Be one of the first to stay in spacious style with completely updated amenities. You will be treated to fresh, clean accommodations, soft linens; everything you need is available for your stay. Sit and relax on any of the balconies that overlook Wareham's Pond. Catch wildlife passing by or hear the memorable train whistle from Busch Gardens next door. Close your eyes and experience serenity and peace.

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.

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.

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.

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

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 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.

Historic Powhatan Resort- 4 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. 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

Governor's Green Resort 1 BR w/ POOL & HOT TUB

Stand Alone 3 Bedroom Cottage

Cozy Getaway in Gated Community | 12 Mins to CW

1800's Manor House on the James River

Busch Gardens and Colonial villa in Williamsburg

Lovely 3 bed cottage sleeps 10

Squeaky Shores on the York River

Lovely 3 bedroom cottage
Condo rentals with a pool

The Colonies at Williamsburg Resort

Charming 1BR Colonial Condo at Wyndham Kingsgate

Kingsgate, VA, 2-Bdrm Dlx #3

Wyndham Governors Green Resort- 2 bdrm -2 nt min

Williamsburg Plantation: 2-BR, Sleep 6, Kitchen

Vacation Village at Williamsburg

Family sized & value priced. 4BDR/4BA; $219 up

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

Amazing 2 bdrm at The Colonies

Kingsgate 1 BedrooM

Spacious 4 BD Suite near Colonial Williamsburg

3-BDR @ Historic Powhatan Resort

Quiet Villa with Bowling Alley, Pools, +Mini Golf

Williamsburg 3 Bedroom Suite!

*Historic Powhatan Resort- 4 bedroom sleeps 12

Log Cabin
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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
- Cape Charles Beachfront
- Outlook Beach
- Norfolk Botanical Garden
- Libby Hill Park
- Chrysler Museum of Art
- Science Museum of Virginia
- The Poe Museum
- Hollywood Cemetery
- Virginia Zoological Park
- Colonial Williamsburg's Merchants Square
- Nauticus
- Town Point Park
- Old Dominion University
- Altria Theater
- Virginia Living History Museum




