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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 favorite
Apartment in Orlando
4.98 out of 5 average rating, 130 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.

Guest favorite
A spacious studio is furnished with a large bed and a blue couch. Elegant decor is highlighted by a chandelier above, while a backdrop of a city skyline adorns one wall. Natural light filters through large windows, creating an open and bright atmosphere.
Apartment in Orlando
4.89 out of 5 average rating, 355 reviews

Carmen Romantic Studio W/Private Beautiful Terrace

Beautiful Studio!! Amazing private TERRACE!! King side bed. Enjoy the Jacuzzi bathtub!! Our Studio It is located one block from the International Dr. in Orlando city. In the center of everything!!! Universal Studios area. Washing the video on YouTube: https://youtu.be/tJ1QXsomuY8 The resort has 2 open swimming pools and 1 swimming pool with a closed roof with tempered water. Pool hours may change due to COVID Enjoy the Gym and movies in Netflix! This property is not recommended for children’s

Guest favorite
An open living area features a modern design with a spacious layout. A comfortable sofa with accent pillows and a coffee table is set in front of a large window. The adjacent kitchen is equipped with sleek cabinetry and modern appliances, complemented by a dining space visible in the background.
Apartment in Kissimmee
4.93 out of 5 average rating, 105 reviews

3180-207 Resort Pool View Disney Universal Orlando

Brand New Bohemian & Chic 2bedroom /2bath fully equipped apartment . Pool View for up to 6 guests. Located in the family friendly Storey Lake Resort minutes from Disney. The open floor plan blends kitchen, dining, living room with 70"TV & Relax Room. Master suite has a King bed & 65"TV. Second bedroom has a Queen & Twin bed w/ Smart TV. Close to outlet malls & retail stores. FREE Water Park & Amenities: POOLS, KIDS SPLASH ZONE, WATER SLIDES, LAZY RIVER, GYM, TIKI-BAR, ICE CREAM SHOP & More.

Guest favorite
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 favorite
A view of the Universal Orlando Resort is visible in the distance, featuring iconic amusement rides and attractions. The scene includes a lush green area in the foreground, complemented by the tranquil lake, offering a glimpse of the recreational surroundings.
Condo in Orlando
4.8 out of 5 average rating, 398 reviews

Pool/Universal Orlando view at International Drive

Renovated Studio Apt with balcony, pool view & view of Universal Orlando Parks. Located in the heart of International Drive. World-class dining, attractions, shopping, entertainment & nightlife are walking distance. Condo was remodeled with several upgrades. Fully furnished with full-size refrigerator, kitchenette, queen bed & balcony. Three community pools & hot tubs, restaurant, basic gym, tennis, laundry facility ($), free wifi & free onsite parking. No "resort fee" or hidden fees.

Top guest favorite
The living area features a comfortable gray sofa adorned with accent pillows, complemented by a wooden coffee table. A large TV is mounted on the wall, with a stylish chair placed nearby. Natural light enters through glass doors, which lead to a balcony.
Apartment in Kissimmee
4.99 out of 5 average rating, 133 reviews

Chic Vibes Comfy King Bed Next to Parks/Food/shops

Welcome to our stylish oasis in Kissimmee, which seamlessly blends sophistication with a laid-back vibe. Your stay begins in a professionally cleaned apartment for your full enjoyment. Discover resort-style amenities – a sparkling pool, a fitness center, and hammocks, offering the luxuries of a five-star retreat. Conveniently located with in walking distance of theme parks, restaurants, and shopping. Book now. We can't wait to host you in our little slice of paradise!

Top guest favorite
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
4.97 out of 5 average rating, 118 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 favorite
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, 248 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 favorite
A large outdoor pool is surrounded by lounge chairs and shade trees. The pool area features a covered structure, and a connected whirlpool is visible. Apartment buildings are seen in the background against a clear blue sky.
Apartment in Kissimmee
4.89 out of 5 average rating, 392 reviews

3BR/2Bath Spacious condo 15min to Disney

Excellent location! Usually, it 15 minutes to get to Disney main gate and 25 minutes to get to Orlando international airport. Nearby most Orlando attractions. The house easily fits a moderate size group it boasts 3 bedrooms 2 baths and a beautiful view balcony. This residence is located in a resort with a fitness room and a beautiful pool. The house made to feel like your home.

Top guest favorite
A balcony view captures a vibrant sunset over Lake Bryan, with hues of pink and orange reflected on the water. Outdoor seating includes two chairs and a small round table, inviting relaxation while enjoying the scenic surroundings.
Condo in Orlando
4.98 out of 5 average rating, 231 reviews

Lakefront Resort Condo near Disney and Universal

Your magical getaway starts here—just minutes from Disney & Universal Parks ! Relax on your balcony overlooking stunning Lake Bryan, splash in the heated pool, sip at the Tiki bar, and stream your favorite shows with HBO & Netflix. Concierge for park tickets, free parking, 24-hr security. No deposit, no extra fees—just fun, sun, and memories waiting!

Top guest favorite
A patio area is presented under a covered porch, featuring a round table set for two with a white tablecloth and colorful cups. Two comfortable chairs with blue cushions are positioned around the table. A scenic view of a lake with greenery can be seen in the background.
Condo in Kissimmee
4.84 out of 5 average rating, 147 reviews

Stunning view, near Disney.

Very comfortable unit with a stunning view of the pond. Full equipped kitchen , close to everything (grocery, shopping,3 miles from Disney, sea world, universal, etc). Shuttle to Disney and Universal studio. Free access to all amenities to the hotel beside ( mini putt, pools, zip line ($), hot tubs, starbucks). Just waiting for you.

Guest favorite
The open living space features a well-equipped kitchen with modern cabinetry and stainless-steel appliances. A dining table with white chairs is positioned near a window, while a sofa bed is located in the living area. Soft lighting is provided by a stylish ceiling fixture.
Condo in Orlando
4.88 out of 5 average rating, 156 reviews

Suites at Lake Buena Vista close Disney Spring A2

Lake Buena Vista Suite – 1Bedroom/1Bath – Sleeps 4 Enjoy a renovated one-bedroom suite at Hawthorn Suites Orlando – Lake Buena Vista, just minutes from Disney Springs, Walt Disney World, Universal, and SeaWorld. ✔ Free shuttle to parks ✔ Free self-parking

Popular amenities for Williamsburg rentals with a pool

When is the best time to visit Williamsburg?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR2,757 ZARR2,870 ZARR3,158 ZARR2,677 ZARR2,405 ZARR3,527 ZARR3,238 ZARR2,565 ZARR2,565 ZARR2,613 ZARR3,094 ZARR3,110 ZAR
Avg. temp16°C18°C20°C22°C25°C27°C28°C28°C27°C24°C20°C17°C

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 R802 ZAR 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 & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 50 rentals that welcome pets

  • Rentals with dedicated workspaces

    500 properties have a dedicated workspace

  • Wi-Fi availability

    800 of Williamsburg vacation 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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