
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.

Epic stay at Vista Cay!
This 2-bedroom, 2-bathroom apartment at Vista Cay Resort, Orlando, offers an exceptional location for enjoying the best of the city. Just minutes from Orlando International Airport and Walt Disney World, it provides unparalleled convenience for both travelers and residents. Additionally, its proximity to the Convention Center, Universal Studios, SeaWorld, and International Drive grants easy access to major attractions, dining, and shopping, offering a complete experience in the heart of Orlando.

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

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 .

InternationalDr. Private Theater. Salt Pool. Sauna
This special place is close to everything, making it easy to plan your visit. • Community: Paradiso Grande • 6 Bedrooms/6 Baths/Sleeps 16 • Disney - 10 miles • SeaWorld - 1.5 miles • ICON PARK - 4 miles • Convention Center - 3 miles • Universal - 7 miles • Exercise Equipment • Private SALT WATER Pool (new!) • Game Room with Arcade with 7500 Games, Pinball, Air Hockey • Private $35,000 Home Theater with 133" Screen and shakers on seats • Business Grade Internet • Sauna • EV CHARGER

Spacious lakefront - Epic & Convention Center
Vista Cay is a resort haven. The unit is lakefront with a nice back porch with lake view perfect for all kinds of travelers. Close to the Orlando Convention Center and within minutes from the airport, Sea World, Universal Studios, and the Walt Disney Parks. There are many options for shopping and dining very close. This gated community has a clubhouse, infinity-edge pool and multilevel deck space, spa, kids pool, movie theater, game room, fitness center, basketball court, and more!

Super Mario's Sky Suite - Epic Universe 3 BD SUITE
Welcome to your ultimate Nintendo getaway where every room is artfully and thoughtfully designed with a unique Super Mario theme. From custom decor to playful details, every corner is a tribute to the beloved world of Mario and friends. With classic Nintendo consoles at your fingertips, you’ll have everything you need to relive your favorite gaming memories in style. Unwind, play, and immerse yourself in the colorful world of Nintendo - TRUE SUPER MARIO ENTHUSIASTS ONLY :)

Charming 3Bdrm 2Bath Apt in the heart of Orlando
This charming 3 bedroom, 2 bath, 1450 sqft apartment, is located minutes away from International Drive, Universal Studios, the Convention Center, SeaWorld, and much more! Right across the street you will find a Publix, Chick-Fil-A, Walgreens, all within walking distance of the apartment. This apartment is newly renovated (November 2021), perfect for a nice and relaxing family stay or a business stay with colleagues who are attending events at the Convention Center.

Lake View Penthouse
"By far the nicest unit in all of Vista Cay." - Hannah, Past(and future) guest. Vista Cay Resort Community is across the street from Universal's new EPIC park, 1 block from International Drive and the Convention Center. Your condo is a rare waterfront Penthouse unit. The largest floorplan(2,000 sq. ft. vs 1,200 sq. ft.) with the highest ceilings (9" 10"). Fully renovated in 2023 to the highest standards. Please add us to your Favorites.

Retreat w/ Pvt Pool + Summer Kitchen | Intl Drive
Welcome to your dream vacation home in the heart of Orlando! Ideally located on International Drive, our 8-bedroom luxury retreat offers the perfect balance between comfort, fun, and convenience. You’ll be just minutes from SeaWorld, Discovery Cove, Icon Park, and Orlando’s best restaurants, shops, and attractions all within easy reach.

VISTA CAY RESORT, 2 BEDROOM STANDARD APARTMENT
VISTA CAY RESORT 2 Bedroom 2 Bath apartments right off of International Drive and near all the theme parks. This is a perfect central location for any Orlando vacation, and we are also adjacent to the Orange County Convention Center. The 2 Bedroom Standard apartments are located on Cayview Avenue and Breakview Drive within the resort.

Modern Rockstar Suite
Located at the gates of Walt Disney World, this modern Rockstar Suite offers easy access to area theme parks, and entertainment venues in the surrounding area, including Walt Disney World, Universal Studios, Sea-world, Legoland + Restaurants, Shopping and many more. Wonderful lake / pool view with sunrise. Enjoy!

NEW Elegant 5 BRD At Paradiso Grande
*The Space * Accommodates: 12 * Bathrooms: 5 * Bedrooms: 5 * Property type: Luxury Villa * Location: Paradiso Grande Resort
Popular amenities for Williamsburg rentals with a pool
House rentals with a pool

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

Villa Resort Club

Huge pool & Lakeview home | 5 Min Universal

Contemporary home with pool near MCO airport

5Bd/ 5 Ba Sleeps 12! Storey Lake (4729 SH)

Waterfront Wizarding Near Universal's Harry Potter

Year around Heated Pool 7 min from MCO Airport!

The Perfect Home - Heated Pool - Next to Universal
Apartment rentals with a pool

Vista Cay Luxury Vision, Next to EPIC and OCCC

Marriott Grande Vista Luxury Studio

Epic Universe 4BR Lake View Condo, Vista Cay, 1008

Private Rooftop Suite! No resort fees!

Disney Area Updated Lakefront Resort Condo 2 POOLS

Westgate Palace Resort 2 bedroom

Modern Lake view Condo 1 mile from Disney

Vista Cay Orlando Lakeview Condo
Other holiday rentals with a pool

9BR DLuxx Themed Home with Private Pool 10018

Luxury Designer Villa 6 Suites Pool BBQ Arcade

Private Heated Pool & Spa | King Suite | By Disney

Luxury Home w/ Pool & 6 Beds near Disney

Boutique Suite in Orlando

5BR Stunning Lilo & Stitch Pool Home – 10269

Parkside on I-Drive - Stay near ALL theme parks

Modern Home|Heated Pool|Game Room|Near Mco|Central
When is the best time to visit Williamsburg?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $219 SGD | $228 SGD | $251 SGD | $213 SGD | $191 SGD | $280 SGD | $257 SGD | $204 SGD | $204 SGD | $208 SGD | $246 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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- Walt Disney World Resort
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Walt Disney World Resort Golf
- Disney Springs
- Magic Kingdom Park
- SeaWorld Orlando
- Universal's Volcano Bay
- Discovery Cove
- Orlando / Kissimmee KOA
- ESPN Wide World of Sports
- Epcot
- Disney's Animal Kingdom Theme Park
- Kia Center
- Old Town
- Reunion Resort Golf Courses - Palmer & Watson
- Camping World Stadium
- Aquatica
- Disney's Hollywood Studios
- ICON Park
- Island H2O Live!
- Southern Dunes Golf and Country Club
- ChampionsGate Golf Club




