
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.

303_To Infinity & the Ocean Breeze Apartment
Welcome to your ultimate family getaway near Disney! This spacious 3-bedroom apartment is perfectly located just minutes from the magic of Disney. Designed with families in mind, it features two beautifully themed kids’ bedrooms—a Toy Story adventure and a Moana-inspired tropical escape—guaranteed to delight the little ones. Enjoy full access to an amazing waterpark, included free of charge, making every day feel like a vacation. Whether you're unwinding after a day at the parks or splashing th

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!

ORLANDO SUITE@ UNIVERSAL/DISNEY/CONVENTION CENTER
The suite is spacious, very nice with swimming pool view from windows and located just one block from famous international Drive. The suite is just walking distance to shops, nightlife, restaurants, boutiques, easy access to the Orlando International Airport and close to all orlando major attractions: Convention center (5 min.) Universal/vocano bay (7 min.), Disney world (15 min.), Seaworld (7 min.), Millenia Mall & Outlet mall (10 min.) and Orlando international airport (20 min). FREE PARKING

Int. Dr. Private Theater and Pool.EVCharger. 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 at the house • Fully Equipped Kitchen • Game Room with Arcade with 7500 Games, Pinball, Air Hockey • PRIVATE $35,000 HOME THEATER with 133" Screen and shakers on the seats • Business Grade Internet • Sauna • EV CHARGER

King-size Studio 4 min to Universal
Amazing location! king-size private studio, perfectly situated in the desirable Dr. Phillips area, You'll be just 4 minutes from the excitement of Universal Studios and CityWalk. "Restaurant Row," home to some of Orlando’s finest dining only 7 minutes away. The Orlando Convention Center is a quick 10-minute drive, MCO Airport is about 20 minutes away, and Disney is just 18 minutes from your doorstep. Newly remodeled bathroom, a convenient kitchenette, a fridge, a microwave, and a 65-inch TV

1924 Spanish Carriage House Lower
Enjoy a shared but private compound resort in the heart of downtown Orlando! Centrally located and within walking distance to major events at the Kia Center, Dr. Phillips Performing Arts Center, restaurants, and downtown nightlife. Park on site, relax and enjoy all that this historic home has to share! Besides a fresh and clean private lodging, you'll enjoy use of the tropical pool, hot tub, gas grill, covered seating and dining area. A washer and dryer are just steps away for your use.

Waterfront Condo minutes to Disney & Universal
Just minutes from Disney World and Universal Studios, this condo places you in the heart of Orlando’s top attractions, including Disney Springs, Islands of Adventure, SeaWorld, Magic Kingdom, Epcot, two outlet malls, and more. Relax on your private balcony with breathtaking views of Lake Bryan, or enjoy the resort-style pool with a full Tiki bar and dining menu. Additional perks include free parking, 24-hour security, and complimentary HBO & Netflix. No deposit required and no extra fees.

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 :)

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!

~Chic Oasis • 6-Guest Suite • Pool Heat • Near All
From our family to yours, welcome to our Elegant Oasis in Orlando. Enjoy a fully equipped guest suite with access to a heated pool and shared backyard, just minutes from Disney, Universal Studios, and the NEW Epic Universe. Unwind in comfort and style after exploring world-renowned attractions. We are dedicated to making your stay unforgettable and look forward to welcoming you again soon. 😊

It's too much like a elegant mini-hotel (5)
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.

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

Contemporary home with pool near MCO airport

Modern 4bdr Storey Lake w/themed rooms near disney

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

Disney New Neighbor

Disney Retreat | BBQ, King Bed, Pool, Game Room +

Disney & Universal Retreat| Heated Pool | Fire Pit

*NEW* Space Odyssey: Pool, Spa, Cinema, Games+PS5

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

NEW APARTMENT WITH WATER PARK AND NEAR DISNEY

5 mins Universal 10 mins Epic park | Rustic LOFT

Spacious Orlando 2 bdrm near Disney attractions.

2608 Luxury Lakeview • Universal & Epic Universe

VISTA CAY RESORT, 2 BEDROOM STANDARD APARTMENT

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

Disney & Epic Free Shuttle, Kitchen

lovely entire Suite with kitchen 5 Min to Disney
Other holiday rentals with a pool

Classy Disney Themed Condo with FREE shuttle!

Charming Lakeside small House

Relax at Paradiso Grande Resort

*NEW* Villa Amalfi Boho• FreeParksShuttle•PoolView

Harmony | 10 Min Universal Studios | Heated Pool

Lake View Penthouse

Golden Retreat | 15 MIN from Kissimmee Main Street

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 | $220 SGD | $229 SGD | $252 SGD | $214 SGD | $192 SGD | $282 SGD | $259 SGD | $205 SGD | $205 SGD | $183 SGD | $210 SGD | $246 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 $26 SGD per night before taxes and fees

Verified guest reviews
Over 21,310 verified reviews to help you choose

Family-friendly holiday rentals
540 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
520 properties have a dedicated workspace

Wifi availability
810 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
- Disney Springs
- SeaWorld Orlando
- Walt Disney World Resort Golf
- Magic Kingdom Park
- Disney's Animal Kingdom Theme Park
- Old Town
- Epcot
- ESPN Wide World of Sports
- Kia Center
- Reunion Resort Golf Courses - Palmer & Watson
- Universal's Volcano Bay
- Discovery Cove
- Aquatica
- Island H2O Live!
- Disney's Hollywood Studios
- ICON Park
- Southern Dunes Golf and Country Club
- ChampionsGate Golf Club
- Universal's Islands of Adventure
- Ventura Country Club
- Shingle Creek Golf Club




