
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.

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.

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

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!

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!

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.

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 .

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.

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!

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.

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.

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.

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
House rentals with a pool

3BR / 2BR Heated Pool Home 7 Min to Disney |

South Facing Pool Home! 5 Miles from Disney

Contemporary home with pool near MCO airport

10 Min to Disney • Cozy Townhome + Jacuzzi + BBQ

3 bedroom Villa in Kissimmee

Entire Modern Home near Disney • Pool & Game Room

8bds/3BR/3Fl/3.5ba Convention Ctr/Shingle Creek

Your All in One Home, 17 mins from Disney World
Condo rentals with a pool

Luxury Condo On I-Drive & One Mile from Universal

5 mins Universal 10 mins Epic park | Rustic LOFT

Magically Close to Disney-A Serene LakeView

2 Bed Condo near Sea World, Disney

Newly Renovated 3/2 close to Disney parks

Luxurious Spot 10 Mins Away to Most Attractions!!!

Hotel Alluzion Close to Disney/Free parking/nofees

Incredible Water View Only One mile to Disney!805
Other vacation rentals with a pool

Modern Vacation Home Just Minutes from Disney 8

Studio # 5 One bed, one sofa bed, no smoking 4 people

Westgate Lakes + Spa 1 Bed Deluxe Sleeps 4

Disney Area Apt Up to 5 guests!

6Bd/6 Ba (International Drive) Paradiso Grande 6140

Carri-Vision Suite, (Theme-Parks)Orlando/Kissimmee

Charming King Suite, Near Universal & Pet-Friendly

Boutique Suite in Orlando
When is the best time to visit Williamsburg?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$35,822 GYD | G$37,280 GYD | G$41,029 GYD | G$34,781 GYD | G$31,240 GYD | G$45,819 GYD | G$42,070 GYD | G$33,323 GYD | G$33,323 GYD | G$33,948 GYD | G$40,196 GYD | G$40,404 GYD |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 17°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 G$10,413 GYD 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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- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Walt Disney World Resort Golf
- Disney Springs
- SeaWorld Orlando
- Orlando / Kissimmee KOA
- Give Kids the World Village
- Magic Kingdom Park
- Discovery Cove
- ESPN Wide World of Sports
- Disney's Animal Kingdom Theme Park
- Epcot
- Old Town
- Kia Center
- Reunion Resort Golf Courses - Palmer & Watson
- Universal's Volcano Bay
- Aquatica
- Disney's Hollywood Studios
- ICON Park
- Island H2O Live!
- Camping World Stadium
- ChampionsGate Golf Club
- Southern Dunes Golf and Country Club




