
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.

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

3171-206 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!

BreathtakingView-1BR/2BA-1 Mile to Disney-Sleeps 5
Located 1 mile to Disney Springs in a Gated-Community A NEWLY REFURBISHED Spacious 1-bedroom, 2-bath Condo in Lakefront luxury @ Blue Heron Beach Resort nestled on shores of 400+ acre Lake Bryan, 2 blocks off I4 @ Lake Buena Vista exit. This luxurious condo overlooks the Pool & Lake Bryan. Sleeps 4 It’s all here! The ultimate Walt Disney World vacation right here at your fingertips! From the best of Disney or Work Travel this property offers the perfect environment to spend a lifelong memory

Cozy Cay Epic OCCC Shingle 2br2ba4bd+slpr
2:2 2nd floor Condo behind Publix in Lake Cay Shopping Center 3/4 mile from Convention Center and right across from Shingle Creek Resort. 1.25 miles to Hilton; 1.5 miles to Hyatt; 1 mi SeaWorld; 3 mi Universal; 6 mi Disney; 3.5 mi Universal; 1 mi Orlando Eye sits beside Little Lake Cay - pool across from parking and hottub. Walk to Larger Lake Cay and over to the Large Amenity Center of the Resort community which has a gym and large pools. 8 miles to OIA. Highly sought after location pixotw

Airbnb's Choice- Best at Blue Heron- Stunning View
"Airbnb's Choice" - When it was time for Airbnb to select a home to feature in their Instagram ad campaign, of the hundreds of homes in the Orlando area, they selected this one. "Shouldn't it be your choice as well?" Tastefully and professionally decorated - This is a spacious one-bedroom, two-bath lakefront condominium located at the Blue Heron Beach Resort. It's conveniently located just two blocks off I-4 and just 1 mile from the entrance to Disney with breathtaking views of Lake Bryan.

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 .

Sunny Oasis *FreeParkShuttle*Boho-inspired retreat
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.

Livingston Pool House- In The Heart of Downtown
Welcome to the Pool House! Our newly renovated detached pool house is located in the heart of downtown Orlando, in the Lake Eola Heights Historic District. We are two blocks to beautiful Lake Eola and all the dining and entertainment that Orlando has to offer. The Pool House has everything you need for a relaxing time at home, yet all the entertainment at your finger tips! Downtown living with a tropical escape!

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.

It's too much like a elegant mini-hotel (4)
It's too much like a elegant mini hotel with rich artistic atmosphere! All the pictures on this page are a reflection of the real condition of the house. All the furniture has been carefully selected, and comfortable mattress and pillows will quickly accompany you into sweet dreams. The biggest feature of this house are comfort, economy and convenience.

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 |

Cozy House with Private Pool. Kissimmee/Orlando

Contemporary home with pool near MCO airport

3 bedroom Villa in Kissimmee

Resort TH 2b/2.5b With Private Hot Tub near Disney

*Pool-Jacuzzi & Palm Trees/ 8 Universal/ 15 Disney

Large House | Near Disney | Private Pool | 6 beds

Free Waterpark! Fantasy World - Fun at BnB
Apartment rentals with a pool

Luxury Condo On I-Drive & One Mile from Universal

NUEVO APTO CON PARQUE DE AGUA Y CERCA DE DISNEY

Stunning view, near Disney.

207_ Sparkle Apartment Close to Disney Free Waterp

2 Bed Condo near Sea World, Disney

Luxury Studio, Near to Universal-Epic ,And Disney!

Hotel Alluzion Close to Disney/Free parking/nofees

2 Miles from Disney, 2 BR. Lake Front, 19Th Floor
Other holiday rentals with a pool

3141-208 - 3BD -Sunset View – Minutes from Disney

Studio # 5 Una cama, un sofá cama, no smoking 4 pe

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

Sea World Orlando Apt - Minutes From The Parks

Aqua sol phase II 1 bedroom apartment

Modern Luxury Kissimmee Retreat

Lakefront Resort | 5 Min to Disney |Sleeps 8+Views

Resort 3bd/3.5bth New Epic, Conv Center Walkable
When is the best time to visit Williamsburg?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $222 SGD | $231 SGD | $254 SGD | $215 SGD | $193 SGD | $283 SGD | $260 SGD | $206 SGD | $206 SGD | $184 SGD | $211 SGD | $247 SGD |
| 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 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 $64 SGD 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 & child-friendly amenities

Pet-friendly holiday rentals
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
500 properties have a dedicated workspace

Wifi availability
800 of Williamsburg holiday 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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- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Give Kids the World Village
- Disney Springs
- Walt Disney World Resort Golf
- SeaWorld Orlando
- Orlando / Kissimmee KOA
- Magic Kingdom Park
- 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
- Discovery Cove
- Aquatica
- Bluegreen Vacations Fountains, Ascend Resort Collection
- Disney's Hollywood Studios
- Island H2O Live!
- ICON Park
- Southern Dunes Golf and Country Club
- ChampionsGate Golf Club




