
Holiday 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 2bd2ba Condo on Golf Course 9th Fairway!
This beautiful, 2B2Ba condo is 1400 sq.ft. in the exclusive Kingsmill neighborhood. This 1st floor unit has two master suites w/ king beds. One features a luxurious bathroom w/ a walk-in shower & dual shower heads, the other has a shower/tub combo as well as a private patio, stepping out onto the 9th Fairway. The open-concept living space has dining for 6, a queen sleeper sofa, a fully stocked kitchen, and an additional private patio. Golf course views from anywhere in the main living space!

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

Kingsgate 2BR w/ Kitchen
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. 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 resort.

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.

Fabulous 1 bedroom suite - Kingsgate, Williamsburg
Located approximately one mile from historic Williamsburg, this property has everything you need. The resort boasts a range of amenities, including three indoor/outdoor pools, two tennis courts, a fitness center, a movie theater, a game room, a playground, miniature golf, and a barbecue area. Additionally, they offer an engaging activities program for guests. The perfect combination for a great visit to Williamsburg. the whole family to this great place with lots of room for fun.

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.

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.

*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 nation’s history at one of Williamsburg’s history museums, monuments or battlefields, and immerse yourself in the city’s 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.

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.

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

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

Lovely 3 bedroom cottage
Apartment rentals with a pool

Williamsburg Plantation ThanksGiving Large Condo 2

Greensprings Resort- 2 bdrm

Charming 3BR Colonial Condo at Wyndham Kingsgate

3BDR 2 bath, Sleeps up to 8 Guests

Lovely 2 Bedroom Condo in 4Diamond Historic Resort

Wyndham Patriots' Place one bedroom

Big family 4BR (12) townhouse.

Wyndham Governor's Green (3 BD Deluxe)
Other holiday rentals with a pool

Kingsgate one bedroom

Amazing 2 bdrm at The Colonies

Kingsmill 1bed/1ba on Golf Course 9th Fairway

Patriots Place studio

The Colonies at Williamsburg Resort

Historic Powhatan Resort- 2 bedroom condo!

Historic Powhatan Resort- 2 bedroom

Quiet Villa with Access to Amazing Amenities
Destinations to explore
- Rentals with a kayak James City County
- Rentals with outdoor seating James City County
- Rentals with an EV charger James City County
- Villa rentals James City County
- Rentals with a patio James City County
- Hotel rooms James City County
- Flat rentals James City County
- Cottage rentals James City County
- Rentals with a cinema James City County
- Rentals with a hot tub James City County
- Townhouse rentals James City County
- Rentals with beach access James City County
- Rentals with a sauna James City County
- Rentals with a firepit James City County
- Pet-friendly rentals James City County
- Bed and breakfasts James City County
- Resort rentals James City County
- Rentals with a washing machine and dryer James City County
- Apartment rentals James City County
- Fitness-friendly rentals James City County
- Family-friendly rentals James City County
- Serviced apartment rentals James City County
- Waterfront rentals James City County
- Rentals with a fireplace James City County
- House rentals James City County
- Rentals with lake access 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
- Hollywood Cemetery
- Science Museum of Virginia
- Nauticus
- First Landing Beach
- Harrison Opera House




