
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.

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

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.

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!

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.

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
House rentals with a pool

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

Cozy House with Private Pool. Kissimmee/Orlando

Contemporary home with pool near MCO airport

3 bedroom Villa in Kissimmee

Large House | Near Disney | Private Pool | 6 beds

Entire Modern Home near Disney • Pool & Game Room

Disney & Universal Retreat| Heated Pool | Fire Pit

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

Luxury Condo On I-Drive & One Mile from Universal

Stylish Condo 20 mins to Disney/King Bed

Magically Close to Disney-A Serene LakeView

2 Bed Condo near Sea World, Disney

Newly Updated 2BR/2BA Luxury Unit at Storey Lake

O-Gated Resort-5 miles to Disney-2 FREE Water Park

[Lake View, Modern Decor, 1 Mile to Disney!]

Cozy Cay Epic OCCC Shingle 2br2ba4bd+slpr
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

Cottage minutes to Disney | Pool, Mini Golf, W/D

Westgate Lakes + Spa 1 Bed Deluxe Sleeps 4

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

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

Boutique Suite in Orlando

Modern Luxury Kissimmee Retreat
When is the best time to visit Williamsburg?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R2,757 ZAR | R2,870 ZAR | R3,158 ZAR | R2,677 ZAR | R2,405 ZAR | R3,527 ZAR | R3,238 ZAR | R2,565 ZAR | R2,565 ZAR | R2,613 ZAR | R3,094 ZAR | R3,110 ZAR |
| 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 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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- 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




