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Vacation rentals with a pool in James City County

Find and book unique homes with a pool on Airbnb

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.

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Top guest favorite
A cozy bedroom features a king-size bed with crisp white linens and decorative pillows. A large window offers a view of a green space beyond, with a sitting area including a chair and small table. A 50" TV and coffee station are positioned on a wooden dresser.
Condo in Williamsburg
4.94 out of 5 average rating, 189 reviews

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!

Top guest favorite
Guesthouse in Gloucester
5 out of 5 average rating, 163 reviews

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

Superhost
A group of individuals dressed in colonial American military uniforms marches in formation. The vibrant red and blue attire, complete with knickers and tricorn hats, contrasts with the green grass and trees in the background. Various flags feature prominently, adding a colorful element to the scene.
Condo in Williamsburg
4.76 out of 5 average rating, 21 reviews

Greensprings 4BDR for 12. Great location. $269 up

Sparkling clean, sanitized and ready for your family. What a great place to anchor your Williamsburg vacation. This beautiful 4-bedroom unit (2-2 bedrooms combined) features 2 living/dining areas with fireplaces, 2 Master suites with private baths, 2 guest rooms and 2 guest bathrooms sleeps 12 with the 2 sofa sleepers. This unit is truly for the large family or group. Greensprings is a full-fledged resort complex with great amenities. It is one of the most sought-after resorts in Williamsburg.

Guest favorite
Condo in Williamsburg
5 out of 5 average rating, 20 reviews

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.

Guest favorite
Condo in Williamsburg
5 out of 5 average rating, 5 reviews

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.

Guest favorite
Aerial view of Club Wyndham Governor's Green, showcasing a large pool area surrounded by lounge chairs and an inviting waterfront. The well-kept lawn extends towards the building, with water features enhancing the scenery. A clear blue sky with scattered clouds complements the serene atmosphere.
Apartment in Williamsburg
5 out of 5 average rating, 5 reviews

Cozy 2BR/2BA w/resort amenities @ Governor's Green

Your family will be close to everything when you stay at this centrally located place. The well-manicured lawns and pristine lakes are the perfect setting to enjoy an endless list of on-site recreation activities and exceptional amenities, including a day spa. Play a round of miniature golf, croquet or horseshoes, or challenge your friends to a friendly match at the tennis courts. If a day of splashing and sunbathing are your thing, head out to one of many pools or hot tubs to relax.

Guest favorite
A large outdoor pool reflects the clear blue sky, surrounded by numerous lounge chairs. Umbrellas provide shade in select areas. In the background, the resort buildings stand, adding context to the inviting recreational space.
Apartment in Williamsburg
4.86 out of 5 average rating, 21 reviews

Perfect 1 bdrm condo Kingsgate

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.

Guest favorite
Condo in Williamsburg
4.92 out of 5 average rating, 130 reviews

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.

Guest favorite
A serene river view is captured at sunset, showcasing vibrant hues of orange, pink, and purple across the sky. A wooden pier extends into the water, backed by silhouetted trees. The calm surface reflects the colorful sky, creating a tranquil atmosphere.
Guesthouse in Gloucester
4.93 out of 5 average rating, 112 reviews

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.

Top guest favorite
The image showcases a row of two-story condos with light-colored exteriors set against a vibrant green lawn. Neatly trimmed bushes and small trees add to the landscape, which is touched by sunshine and soft clouds, creating an inviting environment.
Apartment in Williamsburg
4.9 out of 5 average rating, 302 reviews

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.

Guest favorite
The exterior of the building displays a welcoming layout, featuring multiple covered porches and classical architectural elements. Lush landscaping surrounds the entrance, with well-maintained shrubs and trees complementing the brick facade. The sky adds a soft evening glow to the scene.
Apartment in Williamsburg
4.83 out of 5 average rating, 29 reviews

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.

Guest favorite
A resort pool area is depicted, featuring a vibrant blue swimming pool surrounded by lounge chairs. The brick building in the background is characterized by rows of windows and a variety of green umbrellas, set against a clear blue sky.
Apartment in Williamsburg
4.85 out of 5 average rating, 178 reviews

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.

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