
Vacation rentals in Williamsburg
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Quick stats about vacation rentals in Williamsburg

Total vacation rentals
Explore 860 vacation rentals in Williamsburg

Nightly prices starting at
Williamsburg vacation rentals start at $43 CAD per night before taxes and fees

Verified guest reviews
Over 24,760 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 60 rentals that welcome pets

Vacation rentals with a pool
800 properties feature pools

Rentals with dedicated workspaces
550 properties have a dedicated workspace

Wifi availability
860 of Williamsburg vacation rentals include wifi access

Popular amenities for guests
Guests love Gym, BBQ grill, and Laptop-friendly workspace across Williamsburg rentals

4.8 Average rating
Williamsburg stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated vacation rentals in Williamsburg
Guests agree: these stays 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.

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!

Modern Boutique Retreat Near MCO Airport
Experience a modern boutique retreat in Meadow Woods! This new private studio offers comfort, style, and convenience. Enjoy a queen bed, fast Wi-Fi, a fully equipped kitchenette, a modern bathroom, and a private outdoor area. Located mins from Orlando International Airport, 15 mins from SeaWorld, and about 20 mins from Disney World and Universal Studios. Ideal for business travelers, small groups, extended stays, and weekend escapes, with easy access to shopping, dining, and major highways.

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

Fun Family Townhome with Pool and Game Room!
Perfect for families and groups of up to 13 guests! Enjoy themed kids’ rooms, a modern decor, a fully-equipped kitchen, spacious common areas, Wi-Fi, and TVs throughout. Relax by the resort-style pool, stay active in the fitness center, and enjoy the premium location. Minutes from Disney, Universal, shopping, dining, and Orlando’s top attractions, our home is your perfect vacation retreat!

Cozy Guest House Near MCO & Theme Parks
Modern and private guest house just minutes from the airport. This cozy space features 1 bedroom, a comfortable living and dining area, a fully equipped kitchen, and a spacious bathroom. Enjoy easy self check-in and your own outdoor patio with seating, umbrella, and BBQ—perfect for relaxing after a long day. Ideal for couples or small families seeking comfort, privacy, and convenience.

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!

Beautiful garage suite w/washer and dryer
Enjoy a peaceful, centrally-located garage suite in Southwest Orlando—perfect for convention goers! Just 15 minutes from the airport, and Universal theme parks, 25 min drive to Disney theme parks , 10 min to Sea World and only a 20-minute walk to the JW Marriott and Ritz Carlton. Washer and dryer inside of the unit.

Great place to stay in Orlando!
Casa particular with exceptional location in the City of Orlando - Florida📍 The house has a smart front door, kitchen and bathrooms, accessories equipped with everything you need! It also has completely free parking. Minutes from Orlando and Universal water parks!

Brand NEW 8Bedrooms/8Bathrooms At Paradiso Grande
* Accommodates: 22 * Bedrooms: 8 * Bathrooms: 8 * Property type: Single Family * Location: Paradiso Grande

NEW Themed 9BDR/LED Screen/Paradiso Grande
* Accommodates: 26 * Bedrooms: 9 * Bathrooms: 9 * Property type: Single Family * Location: Paradiso Grande
Popular amenities for Williamsburg vacation rentals
Other great vacation rentals in Williamsburg

Luxury condo in Orlando 1 br/1 ba

Modern 3BR Family Home Near Shops & Disney

Orlando Dream Escape | Private Pool | Disney

Paradiso Grande - Luxurious Home - PG6133

9 Bedrooms/ 9 Bathrooms/ Paradiso Grande (6157HS)

Pool House near Theme Parks & Convention Center

Sea World Orlando Apts - Parks/Convention Centre

12BR Disney Luxury Retreat - Pool, Theater & Fun!
When is the best time to visit Williamsburg?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $295 CAD | $290 CAD | $334 CAD | $227 CAD | $200 CAD | $288 CAD | $263 CAD | $227 CAD | $210 CAD | $227 CAD | $256 CAD | $260 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 |
Frequently Asked Questions
What are the best places to stay in Williamsburg?
Many visitors choose vacation rentals in Williamsburg’s residential neighborhoods for a comfortable atmosphere and access to area parks. For stays close to entertainment, options near the main thoroughfares are frequently suggested.
What are the best things to do in Williamsburg with kids?
Enjoying pools, playgrounds, and nearby theme parks is often recommended when visiting Williamsburg with children. Families can also explore miniature golf courses and hands-on museums around the area.
What are some of the best things to do in Williamsburg?
Explore local parks, try family-friendly attractions, and discover a variety of restaurants serving regional and international cuisine. Many guests enjoy combining time at nearby theme parks with relaxing residential experiences in Williamsburg.
How is the weather in Williamsburg?
Williamsburg has warm weather year-round, with summer highs around 92°F (33°C) and mild winters near 49–72°F (10–22°C). Summer is humid and features frequent rain showers, while fall and spring are generally drier and more comfortable.
When is the best time to visit Williamsburg?
Late fall through early spring is often recommended for comfortable weather, with temperatures ranging from around 49 to 84°F (10 to 29°C) and lower humidity. Seasonal festivals and fewer crowds also attract many travelers outside of summer.
What are the best places to visit in Williamsburg?
Popular stops in Williamsburg include community parks, local eateries, and family-friendly attractions around the area. Many travelers also explore nearby theme parks or nature preserves for a broader experience.
What are some hiking trails in Williamsburg?
Williamsburg has several paved and natural trails in area parks, welcoming visitors for relaxed walks, jogging, or birdwatching. Nature preserves around the region provide more opportunities for exploring local flora and fauna.
What are some family activities we can do in Williamsburg?
Families often explore nearby theme parks, play at local recreational centers, or enjoy time at community pools in Williamsburg. Mini-golf, movie theaters, and interactive museums are also frequently suggested for all ages.
What are some of the best day trip ideas from Williamsburg?
Explore nearby Orlando for world-renowned theme parks, botanical gardens, and cultural museums, or head to local wildlife reserves for outdoor adventures. Beach outings and spring-fed parks around Central Florida are also frequently suggested.
Are there any pet friendly accommodations available in Williamsburg?
Many Williamsburg rentals welcome pets, especially in residential neighborhoods with nearby parks and walking areas. Hosts may provide amenities such as fenced yards, making it easier to travel with your pet.
What are some local tips for visiting Williamsburg?
Start outings early to enjoy cooler parts of the day, especially in summer. Explore local markets, consider driving for flexible sightseeing, and pack sunscreen and insect repellent for outdoor activities in Williamsburg.
What is Williamsburg known for?
Williamsburg is known for its peaceful residential feel and proximity to major Orlando attractions. Visitors appreciate its easy access to theme parks, golf courses, and a variety of dining options.
What are the best hidden gems to explore in Williamsburg?
Williamsburg has locally owned restaurants, small community parks, and nature spots that are less visited but appreciated by those who seek quieter experiences. Independent art galleries or local markets can also reveal a distinct side of the area.
What are the best foods to try in Williamsburg?
Williamsburg’s food scene features Southern-inspired dishes, fresh seafood, and Cuban-influenced cuisine, alongside American favorites. Local bakeries and family-run restaurants frequently earn praise for their welcoming atmosphere and homemade desserts.
What should I bring for a trip to Williamsburg?
Pack light, comfortable clothing, swimwear for pools, and a hat for sun protection, as Williamsburg is often warm and sunny. Rainfall can be frequent in summer, so a light rain jacket or umbrella is helpful.
What is the nightlife in Williamsburg like?
Nightlife in Williamsburg is casual, centering on friendly bars, relaxed eateries, and venues with live entertainment. Nearby Orlando's entertainment district draws visitors for music, performance spaces, and late-night dining options.
What are the most popular events or festivals in Williamsburg?
Williamsburg has a lively calendar, with frequent community festivals celebrating food, music, and cultural traditions throughout the year. Visitors often find larger seasonal events and parades happening around holiday weekends or during the spring and fall.
Are there family friendly vacation rentals in Williamsburg?
Williamsburg has a range of family-friendly vacation stays, including entire homes, condos, and properties with communal pools. Many neighborhoods welcome travelers of all ages and provide easy access to parks and popular attractions.
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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
- Tinker Field
- Aquatica
- ICON Park
- ChampionsGate Golf Club





