
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.

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

Private Home w/ Pool/3 Bd 2 Bath/Close to Disney
The private home is in the Wellington sub-division in Southchase, Orlando, close to the intersection of SR417 (Greeneway)/Orange Blossom Trail and the Florida Turnpike. It is therefore only minutes to the Walt Disney World, Universal Studios and Sea World theme parks plus some of the world’s best golf courses. There are supermarkets and dining (both formal and informal) nearby. We have a Super Target and a Costco within 2 mile radius. Everything you could possibly need really is close at hand.

The Lakeview Oasis - XL Pool & Jacuzzi - Orlando
Welcome to our stunning lakefront resort, where luxury meets tranquility! Dive into our expansive 100,000-gallon pool, enjoying a refreshing swim surrounded by breathtaking views. Inside, our tastefully designed space features midcentury modern amenities ensuring you have everything for a perfect getaway. Each bedroom offers serene views and plush bedding for a restful night’s sleep. Whether you seek adventure or relaxation, this is your ideal getaway. Book now for unforgettable memories!

Luxury Lakeview Penthouse, Vista Cay Orlando 1025
Luxury Vacation Condo Close to all major theme parks, attractions, shops, and next to the Orange County Convention Center 24 hour Check in/Service desk. Pristine amenities include 2 large pools, 2 hot tubs, pool bars, children’s splash pad, fitness center, business media room, playground, basketball court, 1.5-mile jogging trail. This luxurious condominium, boasting over 2,300 square feet, is tastefully decorated and furnished with everything you need to call this your home away from home.

Villa Resort Club
VILLA LUJOSA - BARRIO SÚPER HERMOSO POOL HEATER HOUSE - Diviértete con toda la familia en este alojamiento con estilo moderno , te encantará el área de picnic frente de la casa , el área de juegos y piscina con calentador , un espacioso lugar de hierba artificial para jugar tus niños y en una zona muy trankila cerca de los parques de Disney y del aereopuerto MCO . TE ENCANTARÁ LA CASA Local utility or county personnel may access exterior areas for maintenance without prior notice.

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

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.
Popular amenities for Williamsburg rentals with a pool
House rentals with a pool

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

Relax at Paradiso Grande Resort with private pool

Huge pool & Lakeview home | 5 Min Universal

Harmony | Heated Pool | 10 min Universal & Epic.

Contemporary home with pool near MCO airport

Waterfront Wizarding Near Universal's Harry Potter

“Casa Del Sol”

Disney Themed Home w/pool 7mins from Universal
Apartment rentals with a pool

Vista Cay Luxury Vision, Next to EPIC and OCCC

Marriott Grande Vista Luxury Studio-like

Location,Location 3bd 2bth near parks conv.ct/Int.

Private Rooftop Suite! No resort fees!

Vista Cay Orlando Lakeview Condo

Vista Cay 3 Bedrooms Theme Parks Convention Center

2 Bed Condo near Sea World, Disney

Cozy Cay Epic OCCC Shingle 2br2ba4bd+slpr
Other holiday rentals with a pool

Modern Vacation Home Just Minutes from Disney 8

BEST HOUSE! Potter, CARS, Princesses, StarWars

3B/3B king bed, parking, recently remodeled.

Luxury Designer Villa 6 Suites Pool BBQ Arcade

Cozy 1BR Suite w/ Full Kitchen & Pool Access

Luxe Windsor Hills w/Poolside Theatre & GameRoom

Luxury Home w/ Pool & 6 Beds near Disney

Near Disney World, Universal+Game Room+Heated Pool
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 | $281 SGD | $258 SGD | $204 SGD | $204 SGD | $208 SGD | $246 SGD | $248 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




