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Holiday 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
The expansive lake is showcased during sunset, reflecting vibrant colors in the sky. Surrounding greenery adds a natural touch, while a dock extends into the water, offering a serene view of the landscape. Soft light illuminates the pathway along the lake's edge.
Hotel room in Orlando
4.96 out of 5 average rating, 196 reviews

PentHouse Suite with 2X View

Located at the gates of Walt Disney World, this Awesome PentHouse Suite offers easy access to area theme parks, and entertainment venues in the surrounding area, including Walt Disney World, Universal Studios, Sea-world, Legoland + Amazing Restaurants, Shopping and many more. Best of all wonderful views with 2 Large Balcony's, 1 for Sunrise @ East Side and 1 for Sunset @ West side overlooking Disney World with amazing fireworks every night, Enjoy! **Security camera for safety @ Entry door only!

Guest favourite
A dining area features a glass table surrounded by six upholstered chairs, creating a welcoming space. A sideboard is positioned against the wall, and artwork adorns the adjacent walls. Natural light filters in through a set of sliding glass doors, leading to the balcony.
Condo in Orlando
4.89 out of 5 average rating, 294 reviews

Vista Cay Orlando Lakeview Condo

Modern luxury apartment (1800 sqft). 3 bedrooms, 2 bathrooms and 2 living rooms. Self catering. Sheets, pillows, towels, kitchen utensils are provided Corner balcony with view to Sea World Vista Cay has 2 pool areas with a nice club house, exercise room, game room, cinema, tennis/basket Easy checkin - guests receive a code to the condo so they are able to self-checkin without any delay on their arrival Local agent on site that can assist if there are any problems during your stay Free WI-FI

Top Guest favourite
A dining area on a spacious terrace features a wrought-iron table with seating for six. The table is set with plates, glasses, and utensils, accompanied by a bottle of sparkling wine. A large umbrella provides shade, with distant views of nearby buildings.
Condo in Orlando
4.87 out of 5 average rating, 323 reviews

🕶Your Private Terrace In The Sky🕶 Great Views

Great location for Universal Studios and EPIC, the Convention Center and amazing restaurants. This beautiful 2/2 apartment isone of the nicest at The Enclave Hotel & Suites. Relax on your own spacious private terrace while enjoying 270° views over Universal Studios, International Drive and the Orlando Eye. Newly renovated with Granite and travertine throughout. Stainless steel appliances and oversized smart TVs. Hotel amenities include indoor and outdoor pools, tennis, food court, pub and gym.

Guest favourite
Apartment in Orlando
4.92 out of 5 average rating, 126 reviews

5 Minutes to Disney Free Shuttle King & queen bed

* FREE SHUTTLES * PREMIUM OUTLET MALL * EPIC * DISNEY * UNIVERSAL & SEA WORLD * FREE PARKING * NO RESORT FEE* Margarita Machine * Coffee Bar * Kitchen * Private Pool View Suite * 1 Bath * 1 KING BED 1 QUEEN * ADJUSTABLE BASE BEDS! Disney Springs 2 miles, Universal & Epic 6 miles * Heated Pool * Hot Tub * Gas BBQ Grills & Pizza Oven * OnSite Stroller Rental * Onsite Laundry * Ice Machines * Basketball * Game Room * Walk to Restaurant's & Shopping * Plush towels & Linens * MCO airport 20 Minutes

Superhost
A bright living room showcases a high ceiling and large windows allowing natural light. Two brown sofas and a light grey armchair surround a circular coffee table on a decorative rug. A large flat-screen TV is mounted on the wall, complementing the serene outdoor view visible through glass doors.
Home in Kissimmee
4.93 out of 5 average rating, 108 reviews

Neverland Found-Minutes from Disney Free Waterpark

Welcome to Neverland Found! This unique property inspires us to never grow up with themed rooms of Peter Pan, The Lost Boys, and Tinkerbell. Our home has 2 Master Suites, a fully equipped kitchen, 5 bedrooms, 5 baths, pool and spa, Pirates of the Caribbean game room, and loft area. Our home is located in the resort community of Storey Lake with access to multiple clubhouses and pools and all of it's amenities. Located within minutes of the theme parks & attractions that Orlando has to offer.

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, 136 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 .

Top Guest favourite
The kitchen features rich wooden cabinetry and granite countertops. Stainless steel appliances, including a refrigerator and oven, are visible. Under-cabinet lighting enhances the workspace, while a patterned rug adds a touch of color. An open layout connects to the living area, promoting interaction.
Condo in Orlando
4.85 out of 5 average rating, 199 reviews

Spacious lakefront - Epic & Convention Center

Vista Cay is a resort haven. The unit is lakefront with a nice back porch with lake view perfect for all kinds of travelers. Close to the Orlando Convention Center and within minutes from the airport, Sea World, Universal Studios, and the Walt Disney Parks. There are many options for shopping and dining very close. This gated community has a clubhouse, infinity-edge pool and multilevel deck space, spa, kids pool, movie theater, game room, fitness center, basketball court, and more!

Top Guest favourite
A living room is presented with green accent walls and hardwood flooring. A comfortable sofa with orange throw pillows faces two small coffee tables. Wall decorations include woven art pieces. A ceiling fan hangs above, and a door leads to a balcony, allowing natural light into the space.
Apartment in Kissimmee
4.95 out of 5 average rating, 149 reviews

Cozy 2Bed Boho Hideaway 10 Min to Parks Allows Pet

Welcome to Your Magical Gateway – Just 10 Minutes from Orlando's Magical Parks! Location: Perfectly located for Disney and Universal, our apartment offers a peaceful retreat with all the comforts of home. Whether you’re here to explore the magic unwind, or even stay for longer terms, you’ll love every moment of our cozy space. The property sleeps 8 people! PLEASE CONTACT US TO INQUIRY ABOUT ADDITIONAL POTENTIAL DISCOUNTS FOR MULTIPLE DAYS STAY

Guest favourite
A welcoming living area features a white sofa and a dark coffee table set against light walls. Two lamps provide soft illumination, while a sleek chair adds comfort. Natural light enters through a large window dressed with sheer curtains, enhancing the tranquil atmosphere.
Condo in Orlando
4.97 out of 5 average rating, 116 reviews

Vista Cay Island Breeze, Next to EPIC & OCCC

Large 2100 sf 3 Bedroom/2 Bathroom 2nd floor Lake view corner condo, sleeps 8. Large balcony w/seating. Close to Pool/Clubhouse. NEXT TO EPIC, OCCC, Supermarket, Walgreens, Tourist attractions & restaurants. Minutes to Universal Studios, Disney, Aquatica, Discovery Cove & SeaWorld. Upgraded with new flooring, furniture & decor. Free resort amenities & free self-parking for several cars. Dog friendly, for nightly fee.

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
4.81 out of 5 average rating, 255 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.

Guest favourite
Condo in Orlando
4.78 out of 5 average rating, 195 reviews

Amazing Pet-Friendly 3BR condo near Epic Universe!

Luxury meets convenience in this spacious 3BR condo on the third floor with a walkout balcony. Fully equipped kitchen, cozy dining, and pet-friendly for your magical stay. Just minutes from Epic Universe, Walt Disney World, and Universal Studios. Comfortable bedrooms, sleek bathrooms, and nearby stores make it the perfect home base for your Orlando adventure.

Top Guest favourite
Condo in Orlando
4.91 out of 5 average rating, 174 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.

Popular amenities for Williamsburg rentals with a pool

When is the best time to visit Williamsburg?

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Avg. price$248 AUD$258 AUD$284 AUD$241 AUD$216 AUD$317 AUD$291 AUD$230 AUD$230 AUD$235 AUD$278 AUD$279 AUD
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Quick stats about holiday rentals with a pool in Williamsburg

  • Total holiday rentals

    Explore 810 holiday rentals in Williamsburg

  • Nightly prices starting at

    Williamsburg holiday rentals start at $72 AUD per night before taxes and fees

  • Verified guest reviews

    Over 21,470 verified reviews to help you choose

  • Family-friendly holiday rentals

    520 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 50 rentals that welcome pets

  • Rentals with dedicated workspaces

    500 properties have a dedicated workspace

  • Wi-Fi availability

    800 of Williamsburg holiday 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!

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