Williamsburg vacation rentals

We found 34,551 vacation rentals — enter your dates for availability

Scroll through and select from vacation rentals in Williamsburg to find one that's perfect for your trip. Whether you're traveling with family, friends, or just your furry companion, vacation homes have the best amenities for hanging out with the people that matter most, which might include WiFi and a washer and dryer. You'll be sure to find a rental for everyone's needs, including options that are accessible or non-smoking.

Vacation rentals with weekly discounts - Williamsburg

Showing deals for:Jul 24 - Jul 31

Image gallery for Emerald Pleasure Villa - Private Pool, Resort Community, Near Disney

Exterior
8.4 out of 10, Very Good, (24 reviews)
Very Good
(24 reviews)

Emerald Pleasure Villa - Private Pool, Resort Community, Near Disney

Kissimmee

8% off
Price is $254
$1,781 for 7 nights
All fees included
Emerald Pleasure Villa - Private Pool, Resort Community, Near Disney

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Find out more about Williamsburg

Why visit Williamsburg

  • Family-friendly attractions: Williamsburg offers a range of thrilling theme parks and outdoor adventures suitable for all ages.
  • Charming atmosphere: Experience the old-town vibe, perfect for couples seeking romance or families looking for fun.
  • Convenient beach access: Enjoy nearby beaches for a relaxing day by the water, enhancing your vacation experience.
  • Variety of accommodations: Choose from private homes, spacious villas, and cozy condos tailored to your needs.
  • Friendly locals and sunny weather: Engage with welcoming residents and bask in the pleasant climate throughout your stay.

Popular types of accommodation around Williamsburg

When planning your getaway to Williamsburg, you'll find a variety of vacation rentals to suit your needs. From inviting houses and spacious villas to cozy condos, there's something for everyone. Whether you're searching for homes for rent, apartments in Williamsburg, or hotel rooms, we have options that provide the comfort and convenience you desire. Don't forget to check out rentals with home theaters for an added touch of entertainment during your stay.

  • Houses: The top choice for visitors to Williamsburg, these homes offer spacious living and a home-like atmosphere, perfect for families or groups.
  • Villas: A luxurious option, villas provide upscale amenities and often come with private pools, ideal for a lavish getaway.
  • Condos: A popular choice for those wanting convenience, condos offer a blend of comfort and access to community facilities.
  • Apartments: These cozy spaces are perfect for solo travelers or couples seeking a home base to explore the area.
  • Cottages: Charming and quaint, cottages offer a unique, intimate experience for those wanting a peaceful retreat.**

Top attractions near Williamsburg

Williamsburg, Orlando, is perfect for family vacations, entertainment, and business trips. Visitors can explore a variety of attractions, including thrilling theme parks, serene lakes, and scenic golf courses. This vibrant area caters to families seeking outdoor adventures and cultural experiences, ensuring there's something for everyone to enjoy during their stay.

  • Walt Disney World® Resort: A magical theme park offering thrilling rides, enchanting shows, and beloved characters. Perfect for families seeking unforgettable experiences and entertainment.
  • Orange County Convention Center: A vibrant arts center showcasing cultural events, exhibitions, and conventions. Immerse yourself in the local art scene and enjoy a variety of artistic displays.
  • Universal CityWalk: An energetic tourist precinct featuring outdoor dining, shopping, and entertainment. Ideal for families looking to enjoy a lively atmosphere and fun activities.

Things to do recommended for couples

For a romantic getaway in Williamsburg, explore the luxury vibes at nearby country clubs. Enjoy a round of golf at Windermere Country Club, relax at Rio Pinar Country Club, or unwind at Ridgewood Lakes Golf and Country Club, all within a short drive for a perfect couples retreat.

Things to do recommended for families

Families can explore the exciting attractions at Busch Gardens, where thrilling rides and animal encounters await. Additionally, the historic Jamestown Settlement offers engaging exhibits and hands-on experiences that bring America's history to life, making it a perfect outing for all ages.

Things to do recommended for groups

Explore the magic at Busch Gardens with thrilling rides and live shows, or enjoy a day at the beautiful Water Country USA. For a unique twist, take a group tour of the historic Jamestown Settlement to delve into early American history.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around Williamsburg

If you're planning a trip with friends, family, pets, or need accommodations for an extended stay, it's important to prioritize your search effectively. Here are some helpful Vrbo booking tips to guide you.

  • Traveling to Williamsburg with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor areas for group events. Thankfully, you can easily filter for these options and many more on Vrbo.
  • Traveling to Williamsburg with young kids: Traveling with young kids can be quite demanding. It's important to prioritize their comfort and safety, as well as find suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Williamsburg: For many families, a trip isn’t truly fulfilling without their beloved pet by their side. If this resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and beds, ensuring that all members of your family feel comfortable and at home.
  • Planning for a long term stay visiting Williamsburg: If you’re searching for vacation rentals with great offers for stays of a month or more, you’ve come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Williamsburg

Williamsburg in Orlando is a perfect family-friendly destination that offers a blend of entertainment and relaxation. Enjoy convenient beach access and explore nearby areas for a peaceful getaway. The neighborhood boasts a charming old-town atmosphere, providing a romantic backdrop for couples and a lively vibe for families. With friendly locals and sunny weather, your vacation will be filled with memorable excursions and delightful experiences.

  • Orlando: Orlando is a bustling metropolis known for its vibrant atmosphere and family-friendly attractions. Located in Central Florida, Williamsburg is nestled within this dynamic city. Visitors flock to Orlando for its entertainment and business offerings, making it a versatile destination. The city boasts an array of popular activities, including luxurious resorts, expansive shopping areas, and a rich arts scene. Notable landmarks include world-famous theme parks, exciting film studios, and beautiful beaches, offering a variety of experiences for every traveler, from thrill-seekers to those looking for relaxation.
  • Kissimmee: Kissimmee is a charming city situated just 9 miles from Williamsburg, making it an easily accessible destination for visitors. Like its neighbor, Kissimmee attracts families and business travelers alike with its entertaining atmosphere. The city features a plethora of resorts and shopping areas, including vibrant shopping mall centers. Local attractions include renowned theme parks and film studios, along with beautiful beaches that provide perfect spots for relaxation. The family-friendly vibe and diverse entertainment options make Kissimmee a must-visit location during your Orlando vacation.
  • Lake Buena Vista: Located 6 miles from Williamsburg, Lake Buena Vista is a lively city that draws visitors for its entertainment and family-oriented experiences. This area is home to numerous resorts and shopping venues, including expansive shopping mall centers. Notably, Lake Buena Vista is near iconic theme parks and film studios, as well as a sports facility stadium, catering to diverse interests. Whether you're seeking adventure or leisure, Lake Buena Vista offers a vibrant experience that complements your Orlando vacation perfectly.

Best time to go to Williamsburg

If you're planning a trip to Williamsburg, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs in February to March and July, while off-peak times, like August to October tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January60.6°F (15.9°C)Light RainMostly SunnyAverageAverage
February64.4°F (18.0°C)Light RainMostly SunnySlightly HighSlightly Low
March67.6°F (19.8°C)Light RainMostly SunnySlightly HighAverage
April72.7°F (22.6°C)Light RainMostly SunnyAverageAverage
May77.2°F (25.1°C)Light RainMostly SunnyAverageAverage
June81.1°F (27.3°C)Light RainMostly SunnyAverageSlightly High
July82.4°F (28.0°C)Moderate RainMostly SunnySlightly HighSlightly High
August82.6°F (28.1°C)Moderate RainMostly SunnySlightly LowAverage
September80.4°F (26.9°C)Moderate RainMostly SunnySlightly LowSlightly Low
October75.2°F (24.0°C)Light RainMostly SunnySlightly LowSlightly Low
November68.5°F (20.3°C)Light RainMostly SunnyAverageAverage
December64.4°F (18.0°C)No Rain (Dry)Mostly SunnyAverageSlightly High

Booking with Vrbo is simple

Are you interested in saving money on your upcoming travel plans? One effective strategy is to be flexible with your travel dates, as prices can vary significantly. Additionally, opting for a longer stay often leads to substantial savings. To help you find the perfect Vrbo property that fits your budget, utilize our filters to sort by price, location, and type of vacation rental. We're here to assist you in making the most of your travel experience.

Vrbo Trips: Effortless planning

Vrbo's cutting-edge Trip Board offers you a convenient way to plan your trips, pick up right where you left off, or organize your travel plans. You can easily access the properties you've saved and booked under Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental in Williamsburg?
In Williamsburg, vacation houses are the most popular type of rental accommodation, with several available throughout the area. These homes typically feature multiple bedrooms, spacious living areas, and fully equipped kitchens, making them ideal for families or groups. Many properties also include outdoor spaces, such as patios or gardens, allowing guests to relax and enjoy the pleasant Florida weather.
Are there any beach house rentals in Williamsburg?
In Williamsburg, Florida, there are indeed beach house rentals available, particularly appealing for those looking to enjoy the nearby coastal attractions. These vacation rentals are typically found in neighborhoods that provide easy access to the beach and local points of interest. Travelers can expect amenities such as spacious living areas, fully equipped kitchens, and outdoor patios or decks for relaxing and entertaining. Many homes also feature private pools, BBQ grills, and multiple bedrooms, making them ideal for families or groups looking for a comfortable and enjoyable beach getaway.
How much does it cost to rent a vacation home in Williamsburg?
Prices for vacation rentals in Williamsburg vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Williamsburg to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Williamsburg vacation house rentals?
You can find great discounts on house rentals in Williamsburg on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What are popular rental amenities in Williamsburg?
In Williamsburg, popular rental amenities include onsite parking and WiFi, making it convenient for travelers to explore the area without worrying about vehicle accommodations or staying connected.
Are there any Williamsburg vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Williamsburg with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Can I find long-stay vacation rentals in Williamsburg?
A long-stay vacation rental in Williamsburg is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
When is the best time to visit Williamsburg for a vacation rental?
The best time to book a vacation rental in Williamsburg is during the peak season from February to April, with March being particularly popular. This time of year attracts travelers seeking a blend of rich history and outdoor activities, as the pleasant weather makes it ideal for exploring the area's renowned attractions. Visitors can enjoy comfortable temperatures ranging from the low 50s to mid-70s Fahrenheit, superb for leisurely strolls through Colonial Williamsburg or enjoying the lush surroundings of the historic gardens.

During these months, the region buzzes with activity. Families and history enthusiasts flock to the various sites, including Busch Gardens and the Historic Triangle, making it an exciting time to immerse yourself in the local culture. The vibrant setting enhances the experience of outdoor activities, from exploring the scenic trails to taking part in seasonal events.

For those seeking a more budget-friendly option, consider planning your visit in October. While this month falls outside the peak tourist season, it offers the chance to enjoy the beauty of fall foliage and a quieter experience. October is superb for enjoying the area's natural beauty and the charm of Williamsburg without the crowds, making it a great option for travelers seeking relaxation.
Are there any remote work vacation rentals in Williamsburg?
In Williamsburg, Florida, there are several vacation rentals that cater to remote work needs. Many properties in this area offer reliable internet through third-party services, ensuring that travelers can stay connected while enjoying their getaway. These rentals typically feature comfortable workspaces, allowing for productivity during your stay.

Williamsburg is also close to various attractions, such as the historic sites of Colonial Williamsburg and the scenic beauty of nearby parks. The vacation rentals often come equipped with amenities like fully stocked kitchens, cozy living areas, and outdoor spaces where guests can relax after a day of work or exploration. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Williamsburg vacation rental?
Book your Williamsburg vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Williamsburg, Florida, United States of America?
In Williamsburg, Florida, visitors can enjoy a range of attractions that highlight both natural beauty and local culture. The neighborhood is conveniently located near the bustling area of Orlando, making it easy to access major attractions such as Walt Disney World® and Universal Studios, which are just a short drive away.

For those interested in outdoor activities, the nearby Lake Buena Vista offers opportunities for fishing and boating, while the surrounding parks provide walking trails and picnic spots.

Additionally, Williamsburg is close to shopping and dining options, with the Orlando International Premium Outlets just a short distance away, providing a variety of retail options for visitors.
Can I change or cancel my Williamsburg home rental booking on Vrbo?
To find Williamsburg vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Williamsburg vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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