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Vacation rentals with a pool in Williamsburg

Find and book unique homes with a pool on Airbnb

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
Condo in Orlando
4.98 out of 5 average rating, 133 reviews

Private Rooftop Suite! No resort fees!

Enjoy a stylish experience at this centrally-located rooftop terrace. Located at the Enclave Suites, this unit features a rooftop terrace with views overlooking Sandy Lake. Recently remodeled, it boasts practical functionality with beautiful design. This unit is everything you need to enjoy a vacation in Orlando. It is centrally located off of International Drive and minutes from Universal Studios, Volcano Bay, SeaWorld, Disney World and much more. Enjoy a luxurious stay without the hefty price.

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.
Apartment in Orlando
4.93 out of 5 average rating, 133 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
A circular seating area is featured, surrounded by vibrant turquoise chairs set around a central fire pit. Lush palm trees and colorful landscaping enhance the outdoor space, with a gazebo visible in the background under a partly cloudy sky.
Condo in Orlando
4.93 out of 5 average rating, 546 reviews

Cozy Cay Epic OCCC Shingle 2br2ba4bd+slpr

2:2 2nd floor Condo behind Publix in Lake Cay Shopping Center 3/4 mile from Convention Center and right across from Shingle Creek Resort. 1.25 miles to Hilton; 1.5 miles to Hyatt; 1 mi SeaWorld; 3 mi Universal; 6 mi Disney; 3.5 mi Universal; 1 mi Orlando Eye sits beside Little Lake Cay - pool across from parking and hottub. Walk to Larger Lake Cay and over to the Large Amenity Center of the Resort community which has a gym and large pools. 8 miles to OIA. Highly sought after location pixotw

Guest favourite
The living area features a spacious gray sectional sofa and a wooden coffee table atop a round, textured rug. A large TV is mounted on a media console, and natural light flows through the floor-to-ceiling sliding doors leading to a balcony with lake views.
Condo in Orlando
4.88 out of 5 average rating, 177 reviews

[Lake View, Modern Decor, 1 Mile to Disney!]

K&J Orlando is located less than 10 minutes away from the gates of Disney. The space has been recently updated with new furniture, lighting, and appliances. You will love the floor to ceiling views of Lake Bryan and the modern decor. The resort itself features a heated pool, hot tub, tiki bar, game room, weight room, and kiddie pool. Its also has a beautiful boardwalk where you can experience the stunning natural beauty of the marsh at the edge of the lake. We hope you will visit soon!

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.
Condo in Orlando
4.92 out of 5 average rating, 134 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 back patio area features a refreshing pool surrounded by paved stones. Two lounge chairs sit beside the water, and a swing is positioned nearby under a shaded structure. Lush greenery and potted plants are visible, creating a relaxed outdoor environment.
Guest suite in Orlando
4.88 out of 5 average rating, 152 reviews

✨️Modern Suite with POOL- Close to All Parks!🎡

Private independent studio with a POOL! is located in Orlando, a safe and fun neighborhood surrounded by a variety of great restaurants, shops, malls, but most of all close to ALL the parks. 9 min to Sea World, 7 min to Aquatica, 13 min to Disney World, 13 min to Universal Studios and many more fun places to visit. The studio is perfect for 2, it has a laundry, a spacious bathroom & a fully equipped kitchenette. You will also have access to a gorgeous pool and grill in the backyard

Guest favourite
An open living area features a comfortable seating arrangement with two armchairs and a sectional sofa. A modern coffee table sits atop a soft rug. Large sliding glass doors lead to a balcony, offering a view of the tranquil lake.
Condo in Kissimmee
4.86 out of 5 average rating, 163 reviews

3171-107 Resort Lake View Disney Universal Orlando

Relax in our Stylish & Modern 2Bed/2bath fully equipped apartment for up to 7 guests, located in the family friendly Storey Lake Resort. Minutes from DISNEY World Theme Parks in Orlando Florida. Close to UNIVERSAL STUDIOS & SEAWORLD. Enjoy our lake view from the balcony. Close to restaurants, supermarkets, outlet malls & retail stores. Great amenities: Heated Pools, Kids Splash Zone, Water Slides, Lazy River, Gym, Mini Golf, Kayak, Tiki Bar & Ice Cream Shop, security guard!

Top guest favourite
A vibrant living area features a Super Mario-themed mural depicting iconic characters against a blue backdrop. Plush seating surrounds a coffee table styled with bright colors, while a playful rug showcases a character from the Mario universe, creating a fun and inviting atmosphere for relaxation and gaming.
Condo in Orlando
4.95 out of 5 average rating, 158 reviews

Super Mario's Sky Suite - Epic Universe 3 BD SUITE

Welcome to your ultimate Nintendo getaway where every room is artfully and thoughtfully designed with a unique Super Mario theme. From custom decor to playful details, every corner is a tribute to the beloved world of Mario and friends. With classic Nintendo consoles at your fingertips, you’ll have everything you need to relive your favorite gaming memories in style. Unwind, play, and immerse yourself in the colorful world of Nintendo - TRUE SUPER MARIO ENTHUSIASTS ONLY :)

Top guest favourite
A bright and airy living space features a cozy sofa and a circular coffee table surrounded by wooden chairs. Natural light fills the area through a large window adorned with light curtains, while greenery adds a touch of nature to the decor.
Apartment in Orlando
4.98 out of 5 average rating, 120 reviews

Top5% *Sunny Oasis* Boho Retreat |FreeParkShuttle

Welcome to Sunny Oasis, your perfect escape in the heart of Orlando. Immerse yourself in a beautifully curated Boho ambiance, filled with natural textures, earthy tones, and sunlit spaces. Whether you’re relaxing after a day at the parks or enjoying a peaceful getaway, Sunny Oasis offers the comfort and serenity you deserve. Book your stay with us and experience the allure of Orlando’s attractions in a clean, serene, and superbly located getaway.

Guest favourite
Apartment in Orlando
4.88 out of 5 average rating, 269 reviews

Vista Cay Orlando Convention Luxury 3 bed condo

Vista Cay. Walk to EPIC UNIVERSE and Conventions 3 bedroom 2 bath condominium is located in Orlando’s resort community Vista Cay at Harbor Square. Vista Cay, which is Tuscan themed offers spacious accommodations that are ideal for either the family wanting to be close to the excitement of International Drive, couples getting away for a short break, as well as the discerning business traveler in town for a meeting or a big convention.

Guest favourite
A cozy bedroom is presented with a spacious bed covered in a deep blue quilt. Wall sconces provide ambient lighting on either side of the bed, while light filters through partially opened window treatments, highlighting the room's warm tones.
Condo in Orlando
4.73 out of 5 average rating, 174 reviews

Flat in Orlando

Nosso apartamento está localizado no agradável condomínio Parc Corniche na International Drive. O local é perfeito para casais ou famílias pequenas, acomodando confortavelmente até 4 pessoas (uma cama e um sofá cama). Há uma cozinha equipada com geladeira, forno elétrico, cooktop e micro-ondas. O apartamento é muito bem localizado, próximo das principais atrações da cidade. Contamos com estacionamento gratuito no local e wi-fi grátis.

Guest favourite
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
4.81 out of 5 average rating, 253 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.

Popular amenities for Williamsburg rentals with a pool

When is the best time to visit Williamsburg?

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Avg. price$235 CAD$245 CAD$269 CAD$228 CAD$205 CAD$301 CAD$276 CAD$219 CAD$219 CAD$223 CAD$264 CAD$265 CAD
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Quick stats about vacation rentals with a pool in Williamsburg

  • Total vacation rentals

    Explore 810 vacation rentals in Williamsburg

  • Nightly prices starting at

    Williamsburg vacation rentals start at $68 CAD per night before taxes and fees

  • Verified guest reviews

    Over 21,470 verified reviews to help you choose

  • Family-friendly vacation rentals

    520 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 50 rentals that welcome pets

  • Rentals with dedicated workspaces

    500 properties have a dedicated workspace

  • Wifi availability

    800 of Williamsburg vacation 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!

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