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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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Guest favourite
Apartment in Orlando
4.9 out of 5 average rating, 31 reviews

Epic stay at Vista Cay!

This 2-bedroom, 2-bathroom apartment at Vista Cay Resort, Orlando, offers an exceptional location for enjoying the best of the city. Just minutes from Orlando International Airport and Walt Disney World, it provides unparalleled convenience for both travelers and residents. Additionally, its proximity to the Convention Center, Universal Studios, SeaWorld, and International Drive grants easy access to major attractions, dining, and shopping, offering a complete experience in the heart of Orlando.

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, 556 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
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, 137 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
4.9 out of 5 average rating, 120 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
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, 201 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 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, 167 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 :)

Superhost
A resort-style swimming pool is surrounded by lounge chairs, offering a relaxing space for sunbathing. Lush palm trees provide shade, while the clubhouse entrance exudes a welcoming vibe. The clear blue water reflects the sky, creating a refreshing atmosphere.
Apartment in Orlando
4.91 out of 5 average rating, 188 reviews

Charming 3Bdrm 2Bath Apt in the heart of Orlando

This charming 3 bedroom, 2 bath, 1450 sqft apartment, is located minutes away from International Drive, Universal Studios, the Convention Center, SeaWorld, and much more! Right across the street you will find a Publix, Chick-Fil-A, Walgreens, all within walking distance of the apartment. This apartment is newly renovated (November 2021), perfect for a nice and relaxing family stay or a business stay with colleagues who are attending events at the Convention Center.

Top Guest favourite
A cozy balcony is furnished with a comfortable seating area, featuring a blue sofa and a light-colored table. Palm trees are visible in the foreground, along with a serene waterfront view that stretches into the distance under a clear blue sky.
Apartment in Orlando
4.99 out of 5 average rating, 103 reviews

Lake View Penthouse

"By far the nicest unit in all of Vista Cay." - Hannah, Past(and future) guest. Vista Cay Resort Community is across the street from Universal's new EPIC park, 1 block from International Drive and the Convention Center. Your condo is a rare waterfront Penthouse unit. The largest floorplan(2,000 sq. ft. vs 1,200 sq. ft.) with the highest ceilings (9" 10"). Fully renovated in 2023 to the highest standards. Please add us to your Favorites.

Top Guest favourite
A spacious outdoor area is seen featuring a crystal-clear swimming pool, surrounded by a sun-soaked patio. Two large umbrellas provide shade over comfortable lounge chairs, while a dining area with multiple seats is located nearby under a screened enclosure.
Home in Orlando
4.98 out of 5 average rating, 63 reviews

Retreat w/ Pvt Pool + Summer Kitchen | Intl Drive

Welcome to your dream vacation home in the heart of Orlando! Ideally located on International Drive, our 8-bedroom luxury retreat offers the perfect balance between comfort, fun, and convenience. You’ll be just minutes from SeaWorld, Discovery Cove, Icon Park, and Orlando’s best restaurants, shops, and attractions all within easy reach.

Top Guest favourite
Condo in Orlando
4.91 out of 5 average rating, 175 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.

Top Guest favourite
A wooden pier extends towards a gazebo, surrounded by calm waters reflecting shades of orange and purple from a vibrant sunset. The structure is bordered by wooden railings, enhancing the serene atmosphere of the setting.
Hotel room in Orlando
4.95 out of 5 average rating, 100 reviews

Modern Rock Star Suite

Located at the gates of Walt Disney World, this modern Rockstar Suite offers easy access to area theme parks, and entertainment venues in the surrounding area, including Walt Disney World, Universal Studios, Sea-world, Legoland + Restaurants, Shopping and many more. Wonderful lake / pool view with sunrise. Enjoy!

Guest favourite
Home in Orlando
5 out of 5 average rating, 7 reviews

NEW Elegant 5 BRD At Paradiso Grande

*The Space * Accommodates: 12 * Bathrooms: 5 * Bedrooms: 5 * Property type: Luxury Villa * Location: Paradiso Grande Resort

Popular amenities for Williamsburg rentals with a pool

When is the best time to visit Williamsburg?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$294 NZD$306 NZD$337 NZD$285 NZD$256 NZD$376 NZD$345 NZD$273 NZD$273 NZD$279 NZD$330 NZD$332 NZD
Avg. temp16°C18°C20°C22°C25°C27°C28°C28°C27°C24°C20°C17°C

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 $85 NZD 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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