
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.

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

Vista Cay Orlando Lakeview Condo
Modern luxury apartment (1800 sqft). 3 bedrooms, 2 bathrooms and 2 living rooms. Self catering. Sheets, pillows, towels, kitchen utensils are provided Corner balcony with view to Sea World Vista Cay has 2 pool areas with a nice club house, exercise room, game room, cinema, tennis/basket Easy checkin - guests receive a code to the condo so they are able to self-checkin without any delay on their arrival Local agent on site that can assist if there are any problems during your stay Free WI-FI

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.

Luxury 2B2B APT Near Convention Center, Universal
*Location: On Universal BLVD, right next to International Dr Driving: 2 Min to Orange County Convention Center 7 Min to Sea World 12 Min to Universal Studio 15 Min to MCO airport 18 Min to Disney World Luxury 2b2b APT: (Designed by Danna) 1800 sqft, 2 King beds free community parking, gated community Access to community swimming pool, gym, sports court Free private wifi + spectrum cable TV We provide all supplies including towels, kitchen ware, cleaning supplies, shower supply

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 :)

Cozy space 5/10 universal & epic
Take it easy at this unique oasis and tranquil getaway that is located in the heart of Orlando!! Want to have fun?! Literally walking distance from Universal Studios, Want to go shopping?! 5 mins from Millenia Mall and Premium Outlets. Want to experience Orlandos hottest nightlife or stroll through the city it’s 15 mins from Downtown , Do you want to meet Mickey Mouse or shamu?! 15 mins from Disney and sea-world. Even take a dip in the complex pool or play tennis!!

Exquisite Pool Villa Sleeps 7+
Ideal location to all Attractions, Shopping & Airport! Only 20 Minutes to Disney, Universal, Orlando Airport, Sea World and Outlet Malls. This beautiful pool home sleeps up to 7 people. Wifi, is included. Other features include: Private Pool, Barbecue, Indoor Fire Place, Sky Lights, Gourmet Kitchen, TripleFilter drinking water system, DVD player flat screen TV. Pre-stocked fridge upon request!

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.

Exquisite Luxury Home Minutes from All Theme Parks
Luxurious Mid Century Modern decorated and newly renovated stylish home at the heart of Orlando in the famous Dr. Phillips area, just minutes away from all Orlando major theme parks, the famous restaurant row with variety of major chain/award wining restaurants and specialty grocery stores. Perfect for family or group up to 8 people to enjoy a comfortable stay. Enjoy!

Stunning Luxury 5BR w/ Private Pool & Modern Style
Step into your dream family getaway at this luxurious 5-bedroom, 5-bathroom Paradiso Grande home in Orlando. Thoughtfully designed with modern décor, it features a fully equipped kitchen, spacious living areas, and a private pool for ultimate relaxation. Enjoy added perks like an optional grill, making it perfect for memorable gatherings and effortless comfort.

Modern Rock Star 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!
Popular amenities for Williamsburg rentals with a pool
House rentals with a pool

Villa Resort Club

Huge pool & Lakeview home | 5 Min Universal

5Bedrooms/5.5 Bathrooms Windsor Westside (8973RS)

Waterfront Wizarding Near Universal's Harry Potter

Modern Clean home Private Pool close Disney 2968

Year around Heated Pool 7 min from MCO Airport!

Unique Spacious Home w/ Pool near Downtown Orlando

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

Classy Disney Themed Condo with FREE shuttle!

Welcome In! Epic/OCCC/Shingle 1-floor

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

Penthouse Lakeview Minutes to Disney/ Universal

*BRAND NEW!* ORLANDO *VISTA CAY* CONDO 3BR/ 2BATH

Modern Lake view Condo 1 mile from Disney

2 Bed Condo near Sea World, Disney

3BR Condo w Resort Access near Epic Universe
Other vacation rentals with a pool

Private Heated Pool & Spa | King Suite | By Disney

3B/3B Sleeps 10; across from EPIC; Min to Disney

Luxury Home w/ Pool & 6 Beds near Disney

Modern Luxury Kissimmee Retreat

Luxurious Pool Villa Sleeps 8+

Orlando Resort Home | Vista Cay

Paradiso Grande Luxury Corner Unit

1 Mile Disney Area + EPIC & Universal Free Shuttle
When is the best time to visit Williamsburg?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $291 CAD | $317 CAD | $331 CAD | $230 CAD | $207 CAD | $304 CAD | $279 CAD | $221 CAD | $221 CAD | $225 CAD | $266 CAD | $268 CAD |
| 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 800 vacation rentals in Williamsburg

Nightly prices starting at
Williamsburg vacation rentals start at $69 CAD per night before taxes and fees

Verified guest reviews
Over 23,190 verified reviews to help you choose

Family-friendly vacation rentals
530 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 60 rentals that welcome pets

Rentals with dedicated workspaces
520 properties have a dedicated workspace

Wifi availability
800 of Williamsburg vacation 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
- Walt Disney World Resort
- Universal Orlando Resort
- Orange County Convention Center
- Disney Springs
- SeaWorld Orlando
- Universal's Volcano Bay
- Orlando / Kissimmee KOA
- Magic Kingdom Park
- Discovery Cove
- 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
- University of Central Florida
- Island H2O Live!
- Southern Dunes Golf and Country Club
- ChampionsGate Golf Club
- ESPN Wide World of Sports





