Vacation rentals with a pool in Williamsburg

Find and book unique homes with a pool on Airbnb

Quick stats about vacation rentals with a pool in Williamsburg

  • Total vacation rentals

    Explore 800 vacation rentals in Williamsburg

  • Nightly prices starting at

    Williamsburg vacation rentals start at G$10,462 GYD per night before taxes and fees

  • Verified guest reviews

    Over 23,190 verified reviews to help you choose

  • Family-friendly vacation rentals

    530 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 60 rentals that welcome pets

  • Rentals with dedicated workspaces

    520 properties have a dedicated workspace

  • Wi-Fi availability

    800 of Williamsburg vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Williamsburg rentals

  • 4.8 Average rating

    Williamsburg stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated rentals with a pool in Williamsburg

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favorite
A sparkling pool is set in a sunny courtyard, surrounded by palm trees and lounge chairs. The three-story building features yellow exterior with red-tiled roofs, and a secure fence encloses the area for privacy and safety.
Apartment in Orlando
4.94 out of 5 average rating, 161 reviews

2 bedrooms 2 baths near Disney Universal Seaworld

Full apart hotel on the best location of Orlando. 6 mins to Sea World, 17 mins to Disney and Universal parks, 20 mins Airport It provides a kitchen, 2 bedrooms and 2 full bathrooms, along with concierge, restaurant, gym, pool, jacuzzi, 24/7 store and free parking within the premises. Located on 3rd floor with elevator. 1 master bedroom with en suite bathroom 1 bedroom with 2 beds and en suite bathroom Fully equipped kitchen Dining and living room Terrace BBQ zone Pool Jacuzzi Gym Free parking

Guest favorite
Condo in Orlando
4.93 out of 5 average rating, 28 reviews

Sea World Orlando Apts - Parks/Convention Centre

Prime Location on International Drive! • 9 min to Convention Center • 5 min to SeaWorld, Aquatica, Discovery Cove • 15 min to Universal/Disney • 15 min to Airport • 7-15 min to Shopping • 24 hr check in Newly renovated condo with king bed, full bath & kitchen, living room + sofa bed (sleeps 4). Gated community with secure parking, pool, gym, BBQ area, EV charger, onsite restaurant/shop. Free shuttle to parks. Ideally located & packed with convenient amenities for a relaxing stay.

Superhost
Villa in Orlando
New place to stay

New! Universal retreat just 10 min to all Parks

Disney is only 10 minutes away, Seaworld 5 minutes, and universal only 10 minutes! WE HAVE 24/7 CUSTOMER SERVICE! Only home with 5 private parking spots Beautiful themed home with a private pool, and a fully equipped kitchen. Located at Paradiso Grande , a quiet and family-friendly community that offers a Clubhouse with a pool, game room, spa, activities, playground, beach volleyball, and a gym. It's also conveniently located near restaurants and shopping malls. 12BD/11.5BA/Sleeps 36

Guest favorite
A modern two-story home is viewed from the front, showcasing a neatly paved driveway and lush landscaping. The exterior features a combination of white and gray elements, with strategically placed windows and a stylish entryway that leads to the main door.
Home in Orlando
4.91 out of 5 average rating, 127 reviews

InternationalDr. Private Theater. Salt Pool. Sauna

This special place is close to everything, making it easy to plan your visit. • Community: Paradiso Grande • 6 Bedrooms/6 Baths/Sleeps 16 • Disney - 10 miles • SeaWorld - 1.5 miles • ICON PARK - 4 miles • Convention Center - 3 miles • Universal - 7 miles • Exercise Equipment • Private SALT WATER Pool (new!) • Game Room with Arcade with 7500 Games, Pinball, Air Hockey • Private $35,000 Home Theater with 133" Screen and shakers on seats • Business Grade Internet • Sauna • EV CHARGER

Top guest favorite
Home in Orlando
5 out of 5 average rating, 30 reviews

Lux 5BR Home, Game Room, 4 Suites & Private Pool

Imagine waking up in a luxury villa with 5 bedrooms, 4 of them suites, designed to host up to 12 guests with comfort and privacy. Just minutes from Disney and Orlando’s top attractions, this stunning home at Paradiso Grande Resort is the perfect retreat for families and groups. Spend your days exploring the parks, relax in the resort’s sparkling pool and lazy river, and enjoy evenings together in spacious living areas built for memories.

Superhost
A private pool area is enclosed with a mesh screen, featuring a uniquely shaped pool surrounded by lush greenery and potted plants. Lounge chairs in vibrant blue are positioned beside the pool, creating a relaxing outdoor space. Sunlight filters through the surrounding trees.
Home in Orlando
4.87 out of 5 average rating, 252 reviews

Exquisite Pool Villa Sleeps 7+

Ideal location to all Attractions, Shopping & Airport! Only 20 Minutes to Disney, Universal, Orlando Airport, Sea World and Outlet Malls. This beautiful pool home sleeps up to 7 people. Wifi, is included. Other features include: Private Pool, Barbecue, Indoor Fire Place, Sky Lights, Gourmet Kitchen, TripleFilter drinking water system, DVD player flat screen TV. Pre-stocked fridge upon request!

Superhost
A spacious kitchen area features dark wooden cabinetry and granite countertops, with appliances visible including a refrigerator and a dishwasher. A dining table can be seen in the background, surrounded by stylish chairs. Large windows allow natural light to fill the adjoining living space.
Home in Orlando
4.79 out of 5 average rating, 270 reviews

Perfect location near Sea World and Disney

Welcome to our perfectly located 2 bedrooms, 2 bathrooms condo on international drive. We are located in the heart of Orlando. Only a few minutes from most major attractions that Orlando as to offer. We are 2.5 miles from Sea World, 5 miles from Disney World main entrance, 2.7 miles from Orange County Convention center and 1.8 miles from the Vineyard vine outlet for your shopping experience.

Top guest favorite
A clear, inviting pool is featured with a water fountain, surrounded by a spacious patio area. The screened enclosure allows natural light to enhance the relaxation space, while a summer kitchen and outdoor dining area are visible in the background.
Home in Orlando
4.92 out of 5 average rating, 72 reviews

Villa w/ Pvt Pool + Summer Kitchen | Intl Drive

Explore Orlando’s best from this spacious 5-bedroom home, just a short walk from the clubhouse. Ideally located on International Drive, you’ll be minutes from Discovery Cove, SeaWorld, Universal, the Orange County Convention Center, and Orlando’s top dining and shopping. Set on a premium lot with no rear neighbors, the home offers both privacy and convenience for your family retreat.

Superhost
Home in Bay Hill
5 out of 5 average rating, 3 reviews

Exquisite Luxury Home Minutes from All Theme Parks

Luxurious Mid Century Modern decorated and newly renovated stylish home at the heart of Orlando in the famous Dr. Phillips area, just minutes away from all Orlando major theme parks, the famous restaurant row with variety of major chain/award wining restaurants and specialty grocery stores. Perfect for family or group up to 8 people to enjoy a comfortable stay. Enjoy!

Superhost
Home in Orlando
5 out of 5 average rating, 4 reviews

5BR Brand-New Townhouse with Game Room 10352

Welcome to this brand-new 5-bedroom townhouse located in Paradiso Grande, thoughtfully designed to accommodate up to 14 guests in comfort and style. Perfect for families and groups, the home features spacious living areas and modern finishes throughout. Kindly note that the area is currently under construction, so some daytime noise may be experienced.

Guest favorite
Condo in Orlando
4.9 out of 5 average rating, 179 reviews

VISTA CAY RESORT, 2 BEDROOM STANDARD APARTMENT

VISTA CAY RESORT 2 Bedroom 2 Bath apartments right off of International Drive and near all the theme parks. This is a perfect central location for any Orlando vacation, and we are also adjacent to the Orange County Convention Center. The 2 Bedroom Standard apartments are located on Cayview Avenue and Breakview Drive within the resort.

Superhost
Condo in Orlando
4.8 out of 5 average rating, 71 reviews

Balcony Lake View 3BR Condo near Epic Universe!

Your next adventure starts here—this 3BR condo in Vista Cay is just minutes from Universal, Disney, and the brand-new Epic Universe park. Wake up to lake views, chill on the balcony, and enjoy the space to cook, rest, and recharge. Fast Wi-Fi, pools, hot tub, gym—everything you need for an easy, fun Orlando stay.

Popular amenities for Williamsburg rentals with a pool

When is the best time to visit Williamsburg?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$44,152 GYDG$48,127 GYDG$50,220 GYDG$34,945 GYDG$31,387 GYDG$46,035 GYDG$42,268 GYDG$33,480 GYDG$33,480 GYDG$34,108 GYDG$40,385 GYDG$40,594 GYD
Avg. temp16°C18°C20°C22°C25°C27°C28°C28°C27°C24°C20°C17°C

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