
Holiday rentals with a pool in Williamsburg
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Williamsburg

Total holiday rentals
Explore 800 holiday rentals in Williamsburg

Nightly prices starting at
Williamsburg holiday rentals start at €44 per night before taxes and fees

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

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

Pet-friendly holiday rentals
Find 60 rentals that welcome pets

Rentals with dedicated workspaces
520 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!
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

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

Chic 2BR Condo w Balcony Near Epic Universe
Experience a magical stay at this 2BR condo near Epic Universe. - Close to Disney World, Universal Studios, and Magic Kingdom. - Features a private balcony, a spacious living area, cozy bedrooms, and a full kitchen. - Offers smart TVs, high-speed free Wi-Fi, and free parking for convenience. - Easy access to the International airport and nearby restaurants. - Enjoy full access to resort amenities including pools, a gym, and more. Book now to create unforgettable Orlando memories.

Luxury 12BR Pool Home at Paradiso 85HI
Welcome to Paradiso Grande, Orlando's newest and most exclusive luxury community! Nestled just minutes away from the city's renowned theme parks, championship golf courses, and vibrant dining and entertainment options, Paradiso Grande offers an unmatched blend of elegance and convenience. Whether you're looking for a serene escape or a lively hub for family fun, Paradiso Grande delivers the perfect blend of resort-style living and urban sophistication.

Luxury King Bed, Close to Park, PetFriendly, Pool
Welcome to our Modern 1-Bedroom, 1-Bathroom Apartment in Orlando! This chic and cozy apartment offers the ideal base for your Florida adventure. It combines comfort with convenience, featuring easy access to nearby theme parks, shopping, and dining options. Relax with resort-style amenities in the charming community. The whole apartment will be yours and NOT shared. Please reach out for potential multi-day discounts.

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!

11BR Brand New | Themed Rooms | Sleeps 24 - 11121
This spacious house in Paradiso Grande features 11 suites and an additional guest restroom, comfortably accommodating up to 24 guests. Designed for both comfort and privacy, it’s the perfect choice for large groups, family gatherings, or special occasions, offering plenty of space for everyone to relax and enjoy.

NEW Themed 9BDR/LED Screen/Paradiso Grande
* Accommodates: 26 * Bedrooms: 9 * Bathrooms: 9 * Property type: Single Family * Location: Paradiso Grande
Popular amenities for Williamsburg rentals with a pool
House rentals with a pool

Paradise pool home /5 Min Universal /13 min Disney

Huge pool & Lakeview home | 5 Min Universal

DLuxx Vacay Next to New Epic Uviversal Park 6086

5 Bedrooms/5.5 Bathrooms/WindsorWestside (8973 RS)

Experience Luxury in Your 11 En-Suites Mansion

Pool House near Theme Parks & Convention Center

9 Bedroom Home with Pool Near Parks

Spacious Home with Pool & Hot Tub near Downtown
Apartment 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

Beautiful Lake View Condo, Vista Cay-1004

Modern Lake view Condo 1 mile from Disney

2 Bed Condo near Sea World, Disney

Modern Condo with Lake View Near Disney 3151

VISTA CAY RESORT, 2 BEDROOM STANDARD APARTMENT
Other holiday rentals with a pool

Harmony | Heated Pool | 10 min Universal & Epic.

Montego Bay Retreat | 15 Min to Disney

Epic stay at Vista Cay!

Taylor Inn II @Vista Cay Resort

Affordable Disney Family Townhome Pool/BBQ/Gym

Tropical Oasis|Lounge|Putting Green|Heated Pool

Tropical Private Oasis | Pool & Spa near Airport

Private Heated Pool & Spa | King Suite | By Disney
When is the best time to visit Williamsburg?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €185 | €202 | €211 | €147 | €132 | €193 | €177 | €140 | €140 | €143 | €169 | €170 |
| 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





