Holiday rentals with a pool in Williamsburg

Find and book unique homes with a pool on Airbnb

Quick stats about holiday rentals with a pool in Williamsburg

  • Total holiday rentals

    Explore 800 holiday rentals in Williamsburg

  • Nightly prices starting at

    Williamsburg holiday rentals start at €44 per night before taxes and fees

  • Verified guest reviews

    Over 23,190 verified reviews to help you choose

  • Family-friendly holiday rentals

    530 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 60 rentals that welcome pets

  • Rentals with dedicated workspaces

    520 properties have a dedicated workspace

  • Wifi availability

    800 of Williamsburg holiday rentals include wifi 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 favourite
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.
Flat 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

Top guest favourite
An aerial view of the clubhouse area is displayed, featuring a large pool surrounded by lounge chairs. Palm trees provide greenery around the poolside, while guests can be seen enjoying the water. The architecture of the clubhouse complements the inviting outdoor space.
Apartment in Orlando
4.92 out of 5 average rating, 151 reviews

Location,Location 3bd 2bth near parks conv.ct/Int.

Beautiful updated 3bedroom 2 full bathrooms, sleeps 8; only 200 ft from club house. Located near Universal Studios, Sea World and within walking distance to Orange County convention center and International Drive. For your convenience we offer valet wagon for those heavy bags and electronic door lock for easy access. Our club house has a large hot tub, 2 pools ( 1 large adult and 1 large children's pool ), pools are heated during winter, poolside tiki bar, fitness room, gated community .

Guest favourite
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 favourite
A bright living area is shown with a modern grey sofa, elegant dining table set for four, and a smart TV. Large glass doors lead to a private balcony with palm trees visible outside, enhancing the spaciousness of the room.
Apartment in Orlando
4.92 out of 5 average rating, 91 reviews

Chic 2BR Condo w Balcony Near Epic Universe

Experience a magical stay at this 2BR condo near Epic Universe. - Close to Disney World, Universal Studios, and Magic Kingdom. - Features a private balcony, a spacious living area, cozy bedrooms, and a full kitchen. - Offers smart TVs, high-speed free Wi-Fi, and free parking for convenience. - Easy access to the International airport and nearby restaurants. - Enjoy full access to resort amenities including pools, a gym, and more. Book now to create unforgettable Orlando memories.

Guest favourite
Home in Orlando
4.83 out of 5 average rating, 18 reviews

Luxury 12BR Pool Home at Paradiso 85HI

Welcome to Paradiso Grande, Orlando's newest and most exclusive luxury community! Nestled just minutes away from the city's renowned theme parks, championship golf courses, and vibrant dining and entertainment options, Paradiso Grande offers an unmatched blend of elegance and convenience. Whether you're looking for a serene escape or a lively hub for family fun, Paradiso Grande  delivers the perfect blend of resort-style living and urban sophistication.

Guest favourite
Flat in Meadow Woods
5 out of 5 average rating, 6 reviews

Luxury King Bed, Close to Park, PetFriendly, Pool

Welcome to our Modern 1-Bedroom, 1-Bathroom Apartment in Orlando! This chic and cozy apartment offers the ideal base for your Florida adventure. It combines comfort with convenience, featuring easy access to nearby theme parks, shopping, and dining options. Relax with resort-style amenities in the charming community. The whole apartment will be yours and NOT shared. Please reach out for potential multi-day discounts.

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, 271 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 favourite
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, 3 reviews

11BR Brand New | Themed Rooms | Sleeps 24 - 11121

This spacious house in Paradiso Grande features 11 suites and an additional guest restroom, comfortably accommodating up to 24 guests. Designed for both comfort and privacy, it’s the perfect choice for large groups, family gatherings, or special occasions, offering plenty of space for everyone to relax and enjoy.

Guest favourite
Home in Orlando
4.94 out of 5 average rating, 51 reviews

NEW Themed 9BDR/LED Screen/Paradiso Grande

* Accommodates: 26 * Bedrooms: 9 * Bathrooms: 9 * Property type: Single Family * Location: Paradiso Grande

Popular amenities for Williamsburg rentals with a pool

When is the best time to visit Williamsburg?

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Avg. price€185€202€211€147€132€193€177€140€140€143€169€170
Avg. temp16°C18°C20°C22°C25°C27°C28°C28°C27°C24°C20°C17°C

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