
Vacation rentals with a pool in Williamsburg
Find and book unique homes with a pool on Airbnb
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 G$10,462 GYD 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 & kid-friendly amenities

Pet-friendly vacation rentals
Find 60 rentals that welcome pets

Rentals with dedicated workspaces
520 properties have a dedicated workspace

Wi-Fi availability
800 of Williamsburg vacation rentals include wi-fi 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!
Top-rated rentals with a pool in Williamsburg
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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

Sea World Orlando Apts - Parks/Convention Centre
Prime Location on International Drive! • 9 min to Convention Center • 5 min to SeaWorld, Aquatica, Discovery Cove • 15 min to Universal/Disney • 15 min to Airport • 7-15 min to Shopping • 24 hr check in Newly renovated condo with king bed, full bath & kitchen, living room + sofa bed (sleeps 4). Gated community with secure parking, pool, gym, BBQ area, EV charger, onsite restaurant/shop. Free shuttle to parks. Ideally located & packed with convenient amenities for a relaxing stay.

New! Universal retreat just 10 min to all Parks
Disney is only 10 minutes away, Seaworld 5 minutes, and universal only 10 minutes! WE HAVE 24/7 CUSTOMER SERVICE! Only home with 5 private parking spots Beautiful themed home with a private pool, and a fully equipped kitchen. Located at Paradiso Grande , a quiet and family-friendly community that offers a Clubhouse with a pool, game room, spa, activities, playground, beach volleyball, and a gym. It's also conveniently located near restaurants and shopping malls. 12BD/11.5BA/Sleeps 36

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

Lux 5BR Home, Game Room, 4 Suites & Private Pool
Imagine waking up in a luxury villa with 5 bedrooms, 4 of them suites, designed to host up to 12 guests with comfort and privacy. Just minutes from Disney and Orlando’s top attractions, this stunning home at Paradiso Grande Resort is the perfect retreat for families and groups. Spend your days exploring the parks, relax in the resort’s sparkling pool and lazy river, and enjoy evenings together in spacious living areas built for memories.

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.

Villa w/ Pvt Pool + Summer Kitchen | Intl Drive
Explore Orlando’s best from this spacious 5-bedroom home, just a short walk from the clubhouse. Ideally located on International Drive, you’ll be minutes from Discovery Cove, SeaWorld, Universal, the Orange County Convention Center, and Orlando’s top dining and shopping. Set on a premium lot with no rear neighbors, the home offers both privacy and convenience for your family retreat.

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!

5BR Brand-New Townhouse with Game Room 10352
Welcome to this brand-new 5-bedroom townhouse located in Paradiso Grande, thoughtfully designed to accommodate up to 14 guests in comfort and style. Perfect for families and groups, the home features spacious living areas and modern finishes throughout. Kindly note that the area is currently under construction, so some daytime noise may be experienced.

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.

Balcony Lake View 3BR Condo near Epic Universe!
Your next adventure starts here—this 3BR condo in Vista Cay is just minutes from Universal, Disney, and the brand-new Epic Universe park. Wake up to lake views, chill on the balcony, and enjoy the space to cook, rest, and recharge. Fast Wi-Fi, pools, hot tub, gym—everything you need for an easy, fun Orlando stay.
Popular amenities for Williamsburg rentals with a pool
House rentals with a pool

Paradise pool home /5 Min Universal /13 min Disney

DLuxx Vacay Next to New Epic Uviversal Park 6086

Harmony | Heated Pool | 10 min Universal & Epic.

Montego Bay Retreat | 15 Min to Disney

Experience Luxury in Your 11 En-Suites Mansion

NEW Themed 10 Bedrooms At Paradiso Grande

Brand New 12 Bedrooms Single Family Paradiso 85HI

12BR Disney Luxury Retreat - Pool, Theater & Fun!
Condo rentals with a pool

Vista Cay Luxury Vision, Next to EPIC and OCCC

Welcome In! Epic/OCCC/Shingle 1-floor

Cozy space 5/10 universal & epic

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

Beautiful Lake View Condo, Vista Cay-1004

2 Bed Condo near Sea World, Disney

Modern Condo with Lake View Near Disney 3151

Luxury 2B2B APT Near Convention Center, Universal
Other vacation rentals with a pool

Epic stay at Vista Cay!

Private Pool Home Near Disney | 4BR Sleeps 10

Affordable Disney Family Townhome Pool/BBQ/Gym

Cozy King Bed, Resort Amenities & Pet-Friendly

Tropical Private Oasis | Pool & Spa near Airport

Private Heated Pool & Spa | King Suite | By Disney

3B/3B Sleeps 10; walk to EPIC; Minutes to Disney

Parkside on I-Drive - Stay near ALL theme parks
When is the best time to visit Williamsburg?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$44,152 GYD | G$48,127 GYD | G$50,220 GYD | G$34,945 GYD | G$31,387 GYD | G$46,035 GYD | G$42,268 GYD | G$33,480 GYD | G$33,480 GYD | G$34,108 GYD | G$40,385 GYD | G$40,594 GYD |
| 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 |
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- Walt Disney World Resort
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Disney Springs
- SeaWorld Orlando
- Orlando / Kissimmee KOA
- Magic Kingdom Park
- Camping World Stadium
- Epcot
- Universal's Volcano Bay
- Kia Center
- Disney's Animal Kingdom Theme Park
- Reunion Resort Golf Courses - Palmer & Watson
- Discovery Cove
- University of Central Florida
- Old Town
- ESPN Wide World of Sports
- LEGOLAND Florida Resort
- Disney's Hollywood Studios
- Aquatica
- ICON Park
- Tinker Field
- ChampionsGate Golf Club





