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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
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.

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, 124 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
The living area features a modern design, showcasing a large wall-mounted television opposite a comfortable seating arrangement on a tiled floor. Natural light pours in through expansive windows, enhancing the spaciousness. Decorative plants add a touch of greenery, while stylish curtains frame the view outside.
Apartment in Kissimmee
4.98 out of 5 average rating, 101 reviews

3161-402 Resort Lake View Disney Universal Orlando

Minutes from Disney World Orlando Florida, Modern & Stylish 2bed/2bath fully equipped apartment for up to 6 guests, located in the family friendly Storey Lake Resort. FREE Clubhouse & WATERPARK amenities: Heated Pool, Hot Tub, Kids Splash Zone, Water Slides, Lazy River, Gym, Tiki Bar, Ice Cream Shop & more. The apt is located: 10 min drive to DISNEY, 25 min to UNIVERSAL STUDIOS, 18 min to SEA WORLD. FREE Parking. FREE Waterpark. No extra FEES. Gated Resort with Security 24/7 & Self check-in!

Top Guest favourite
A modern kitchen features crisp white cabinetry and sleek stainless-steel appliances. A spacious island is complemented by contemporary stools, with an organized countertop housing kitchen essentials. Gray tile backsplash adds a subtle texture, while natural light brightens the open layout.
Apartment in Kissimmee
4.94 out of 5 average rating, 158 reviews

BRAND NEW 2BR Apt, 5mi to Disney - Storey Lake 401

BRAND NEW UNIT! This magnificently clean and luxurious 2 bedroom and 2 bathroom condo is located in the prestigious Story Lake Resort. The master BR has a king size bed and the second BR has a double/full and a twin bed with new comfy mattresses. Storey Lake Resort is the closest community from Disney, Disney Springs, Malls and Walmart. The clubhouse has great amenities including water slides, a lazy river, hot tubs, a tiki bar, putt putt, a beach volleyball court, gym, restaurants and more!

Guest favourite
A cozy living area features a spacious gray sofa positioned in front of a large window, allowing natural light to fill the room. A decorative vase of vibrant flowers is placed on a dark dining table. A wall adorned with imagery adds character to the space.
Condo in Orlando
4.82 out of 5 average rating, 467 reviews

Amaranta/Studio beautiful balcony LAKE VIEW 🫶❤️

Beautiful Studio 8m. Universal/Epic. 1 queen bed, 1 XL sofa bed, in the living. You can enjoy a wonderful lake view!! Free parking, 2 outside pool and 1 heated inside pool. The Studio have in the kitchen: Top stove with two burners, refrigerator, microwave oven, coffee maker, toaster, blender, pots, plates and silverware, for your convenience. In the bathroom. A nice jacuzzi!! The laundry is two doors away from the Studio. Under cost. This Studio not accept children, baby’s or pets.

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 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 favourite
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 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
4.97 out of 5 average rating, 117 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
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 favourite
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 favourite
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!

Popular amenities for Williamsburg rentals with a pool

When is the best time to visit Williamsburg?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$245 AUD$255 AUD$281 AUD$238 AUD$214 AUD$314 AUD$288 AUD$228 AUD$228 AUD$232 AUD$275 AUD$277 AUD
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 $71 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, Wi-Fi 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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