
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!

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.

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.

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.

Wyndham Governor's Green, 2 BR Deluxe
The Wyndham Governor’s Green welcomes guests with perfectly manicured grounds and gentle southern hospitality. Softly rolling hills rise to expose placid ponds and tree-lined paths. Guests of the resort have full access to indoor and outdoor swimming pools, hot tubs, and even an adult-only pool. Children are sure to soak the day away at the kids pool and splash zone. Tennis courts, billiards room, and miniature golf will keep you as active as you desire.

Great family vacation resort condo. Sleeps 12.
Welcome to Greensprings Vacation Resort. We combine two adjacent 2BDR/2BA units to create one huge 4BDR unit with 2 full kit/dining and 2 LR, each with a queen sofa sleeper. And we are near everything! Busch Gardens 7 miles (10-15 minutes) Colonial Williamsburg 5 miles (8 minutes ) Water Country USA 7 miles (10-15 minutes) Historic Jamestowne 5 miles (8 minutes) Newport News/Williamsburg International Airport 19 miles (30 minutes)

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.

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 Bedroom Suite in Historic Williamsburg!
Step back in time at The Historic Powhatan Resort, located on 256 acres of rolling woodland hills in historic Williamsburg, Virginia. Bring the whole family to this great place with lots of room for fun • 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..

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

Patriot's Place Resort Condo 1BR

Cozy Getaway in Gated Community | 12 Mins to CW

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
Apartment rentals with a pool

Williamsburg Plantation ThanksGiving Large Condo 2

2-Bedroom Vacation Village at Williamsburg Resort

Williamsburg K, VA,2-Bdrm Dlx #3

Lovely 2 Bedroom Condo With Pool And Amenities

1br Colonial in Williamsburg -Fun by Busch Gardens

Club Wyndham Kingsgate One-Bedroom Condo

Wyndham Patriots Place | King Bed Studio

Timeshare Resort condo- 1 bdrm
Other holiday rentals with a pool

Amazing 2 bdrm at The Colonies

Patriots Place studio

Charming 1BR Colonial Condo at Wyndham Kingsgate

Peaceful Escape | Fireplace + Pool & Kitchen

Spacious 4 BD Suite near Colonial Williamsburg

Historic Charm & Modern Comfort at Hilton Powhatan

Historic Powhatan Resort- 2 bedroom condo!

Quiet Villa with Bowling Alley, Pools, +Mini Golf
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- Chesapeake Bay
- Busch Gardens Williamsburg
- Buckroe Beach
- Carytown
- Water Country USA
- Haven Beach
- Pocahontas State Park
- Buckroe Beach and Park
- Brown's Island
- Jamestown Settlement
- Grandview Beach
- Bethel Beach
- Royal New Kent Golf Club
- Outlook Beach
- Kiptopeke Beach
- Golden Horseshoe Golf Club
- Norfolk Botanical Garden
- Chrysler Museum of Art
- James River Country Club
- Cape Charles Beachfront
- Wilkins Beach
- Libby Hill Park
- Little Creek Beach
- Sarah Constant Beach Park




