Vacation rentals with a pool in Williamsburg

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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
The exterior of a single-story home is depicted, featuring a neatly landscaped front yard with green grass and decorative plants. A driveway accommodates a vehicle, while a garage door is visibly closed. The entrance is framed by a small porch and an arching window above the door.
Home in Orlando
4.81 out of 5 average rating, 150 reviews

Private Home w/ Pool/3 Bd 2 Bath/Close to Disney

The private home is in the Wellington sub-division in Southchase, Orlando, close to the intersection of SR417 (Greeneway)/Orange Blossom Trail and the Florida Turnpike. It is therefore only minutes to the Walt Disney World, Universal Studios and Sea World theme parks plus some of the world’s best golf courses. There are supermarkets and dining (both formal and informal) nearby. We have a Super Target and a Costco within 2 mile radius. Everything you could possibly need really is close at hand.

Superhost
Home in Orlando
4.84 out of 5 average rating, 176 reviews

Huge pool & Lakeview home | 5 Min Universal

Welcome to your ideal vacation retreat! This spacious and cozy lakefront pool house offers everything you need for a memorable family getaway. Perfectly designed for unforgettable trips with 4 BD and 2 BTH, there's plenty of room for everyone to relax. Located just minutes from Universal, Disney and SeaWorld, this house offers the perfect blend of convenience and tranquility. After a day of adventures, return to your serene lakeside retreat and create lasting memories with your loved ones.

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!

Guest favourite
A spacious outdoor pool area is highlighted by a private sparkling pool surrounded by a sunbathing deck. Modern outdoor furniture, including a dining table and lounge seating, is arranged for relaxation. A grill is visible, perfect for outdoor cooking under an inviting sunshade.
Home in Orlando
4.91 out of 5 average rating, 232 reviews

Amazing Pool • Huge Yard • 5 Min Universal

Welcome to your Orlando Family Oasis! Just 5 min to Universal, 15 min to Disney, and 10 min to Epic Universe. Enjoy a heated pool, huge backyard, outdoor grill, and plenty of space to relax after the parks. This comfortable 4BR/3BA home is perfect for families and groups. Modern living, a fully equipped kitchen, and an unbeatable location make this the ideal base for your Orlando getaway! This property offers both excitement and relaxation in one incredible package.

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
An aerial view of the resort reveals a beautifully landscaped area with palm trees and pathways. The inviting outdoor pool is surrounded by lounge chairs, while nearby, a serene waterway meanders through the lush green landscape. The villas are nestled harmoniously among the greenery.
Condo in Orlando
4.97 out of 5 average rating, 151 reviews

Marriott Sabal Palms 2BD Villa

Discover the magic of Orlando vacations. Welcome to a tranquil retreat in the heart of Orlando, the world's theme park capital. The resort's lush landscape offers a feeling of seclusion, while the expansive grounds provide an outdoor pool, shuffleboard court and life-size chess set. Choose from an array of activities, from poolside relaxation to theme park thrills, plus fabulous dining, shopping and golf just steps away from your villa.

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
4.8 out of 5 average rating, 260 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
4.91 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.

Guest favourite
A comfortable living area is showcased with modern furnishings, including a sectional sofa adorned with colorful accent pillows. A coffee table is positioned on a patterned rug, while large glass doors lead to a balcony offering views of the surrounding area. A wall-mounted television is available for entertainment.
Apartment in Orlando
4.8 out of 5 average rating, 177 reviews

Top-Floor Lakeview Condo at Vista Cay Resort

Bright and airy top floor corner unit, conveniently secluded from traffic. This lovely and spacious 3BD/2BA condo is located at The Isles at Vista Cay. The 4th floor location is accessible via two elevators. It's the perfect home for your business trip or your family's next get away to Orlando!

Guest favourite
A spacious living area features a comfortable sectional sofa and a coffee table atop a textured area rug. Decorative elements include wall art and plants. The open layout connects to a dining area with a wooden table and chairs, illuminated by natural light from nearby windows.
Townhouse in Orlando
4.88 out of 5 average rating, 124 reviews

Modern 3 suites | Walk to Epic Universe & I-Drive

TownHome at Vista Cay Resort. No extra fee to access the resort, the pool, heated pool, gym. The resort has a mini market and bar, which are charged separately. Starter amenities are provided for your arrival, intended for short stays or your first night convenience.

Superhost
A spacious studio room features a king bed with decorative bedding and a leather sofa. Natural light filters through the sheer balcony curtains, and a wooden desk with a chair is positioned near the window. The warm-toned walls complement the patterned carpet.
Apartment in Orlando
4.8 out of 5 average rating, 472 reviews

Westgate Lakes+Spa Studio Sleeps 4

Offering a 493 sq foot studio with a King Bed Queen Sleeper Sofa, & Kitchenette in Westgate Lakes Resort & Spa. Ideally located close to the Orlando area attractions and with amazing on site amenities Westgate Lakes & Spa is a fabulous place to stay.

Popular amenities for Williamsburg rentals with a pool

When is the best time to visit Williamsburg?

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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 $69 CAD 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 and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 60 rentals that welcome pets

  • Rentals with dedicated workspaces

    520 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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