Photo by Cindy Simmonds

Middleburg vacation rentals

We found 89 vacation rentals — enter your dates for availability

Discover a selection of 17 homes and other vacation rentals in Middleburg that are perfect for your trip. Vacation rentals offer the best amenities for your family, friends, or furry companion, such as parking and a hot tub. You'll be able to choose a rental to meet everyone's needs, including options that are accessible or non-smoking.

Vacation rentals with weekly discounts - Middleburg

Showing deals for:Oct 17 - Oct 24
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Find out more about Middleburg

Why visit Middleburg

  1. Outdoor Adventures: Middleburg offers a variety of scenic parks and nature trails perfect for hiking and exploring.
  2. Family-Friendly Activities: The area features engaging community events and activities suitable for all ages.
  3. Local Marina: Enjoy water activities and relaxation at the inviting local marina.
  4. Military Museum: Discover fascinating exhibits at the intriguing military museum showcasing local history.
  5. Diverse Accommodations: Choose from a range of vacation rentals, including cozy homes and modern condos for a comfortable stay.

Popular types of accommodation in Middleburg

Planning a getaway to Middleburg? You're in for a treat! Discover a variety of vacation rentals, including houses, cozy apartments, and modern condos. Whether you’re looking for spacious home rentals or friendly accommodations, Middleburg has options to suit every traveler. Start exploring your perfect rental today and make your trip unforgettable!

  • Houses: These are the top choice for visitors to Middleburg, offering spacious accommodations perfect for families, friends, or couples looking for a home away from home.
  • Apartments: A popular option, apartments provide convenience and comfort, ideal for travelers seeking a more urban experience.
  • Condos: Offering a blend of luxury and practicality, condos are a favored choice for those wanting resort-style amenities.
  • Cottages: These quaint, charming retreats are perfect for a cozy getaway, surrounded by nature.
  • Cabins: A great option for those wanting a rustic experience, cabins provide a peaceful escape in the woods.**

Top attractions near Middleburg

Middleburg, Florida, offers a delightful blend of outdoor adventures and family-friendly activities, making it an ideal vacation spot. Visitors can explore urban parks, enjoy the local marina, and discover the intriguing military museum. With its scenic surroundings and diverse attractions, Middleburg caters to those seeking both outdoor experiences and a taste of city life.

  1. Camp Blanding Museum and Memorial Park: Located 10 miles from Middleburg, this military museum offers a deep dive into military history with fascinating exhibits and artifacts. The park's cultural vibes create a reflective atmosphere, perfect for honoring those who served.
  2. Clay County Fairgrounds: Situated 9 miles away, this lively fairground hosts various events and attractions, making it ideal for family outings. With outdoor activities and a welcoming community vibe, it’s a great spot for fun and entertainment.
  3. Kingsley Lake: Found 11 miles from Middleburg, this picturesque lake is perfect for romantic getaways. Enjoy scenic views, outdoor adventures, and beach vibes, making it an ideal spot to relax and soak up nature.

Things to do recommended for couples

If you're seeking a romantic getaway in Middleburg, consider a visit to Magnolia Point Golf and Country Club, located 10 miles away. Enjoy the luxury ambiance while playing a round of golf or simply relax and take in the beautiful surroundings together.

Things to do recommended for families

During your family vacation in Middleburg, explore the exciting Jacksonville Equestrian Center for sports vibes, unwind at Westside Regional Park for wellness and relaxation, and have a blast at Latitude 30, the ultimate adventure arcade, just 20 miles away.

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

When planning your trip—whether you're traveling with a group, with family, bringing along pets, or seeking extended stays—it's important to prioritize your preferences. Here are some helpful tips for booking on Vrbo.

  • Traveling to Middleburg with a group: Think about how many bedrooms you’ll require, along with features like a full kitchen or outdoor area for group gatherings. Luckily, Vrbo allows you to filter for these options and many more.
  • Traveling to Middleburg with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with ensuring access to age-appropriate facilities 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 Middleburg: For many families, a vacation isn't truly fulfilling without their furry companions. If you relate to this, take a look at Vrbo listings that welcome pets. Most of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that all family members feel comfortable and at home.
  • Planning for a long term stay visiting Middleburg: If you're searching for vacation rentals that offer discounts for month-long stays, you've come to the right spot. Utilizing the right filter will help you easily discover and save on monthly rentals. Don’t forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Middleburg

Middleburg, Florida, offers a delightful blend of outdoor adventures and family-friendly experiences. Visitors can explore its inviting neighborhoods, enjoy scenic parks, and connect with friendly locals. Nearby cities provide a trendy atmosphere and budget-friendly options, making it an ideal spot for a memorable vacation. From nature trails to community events, Middleburg promises a warm and welcoming getaway for all types of travelers.

  • Penney Farms: Located a brief 7 miles from Middleburg, Penney Farms is a charming city that invites travelers to immerse themselves in its serene outdoor environment. Known for its picturesque scenery, this quaint community offers family-friendly activities and venues, including a resort and golf course. Nature enthusiasts will appreciate the nearby lake and park, as well as the expansive national state park that provides opportunities for hiking and wildlife watching. Penney Farms is a delightful destination for those seeking relaxation and family bonding amidst beautiful landscapes.
  • Lakeside: Also situated 7 miles from Middleburg, Lakeside is a vibrant neighborhood that combines family-friendly experiences with urban convenience. Visitors can enjoy a variety of shopping options at local shopping centers and malls, while the area also features resorts for a more leisurely stay. Lakeside is perfect for families looking to have fun outdoors, with attractions like a nearby theme park and beautiful beaches. The serene lake invites relaxation, making Lakeside an ideal spot for those seeking both adventure and leisure on their vacation.
  • OakLeaf Plantation: Just 7 miles from Middleburg, OakLeaf Plantation is a thriving neighborhood that offers a unique blend of family, city, and business experiences. With shopping centers and malls within easy reach, it’s a convenient destination for visitors looking to indulge in retail therapy. Families can also enjoy recreational activities, including golf at local courses. Attractions such as urban parks, a marina, and a nearby theme park provide ample opportunities for outdoor fun. OakLeaf Plantation is a great choice for those wanting a balance of urban amenities and outdoor activities.

Best time to go to Middleburg

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

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January55.8°F (13.2°C)Light RainMostly SunnyAverageSlightly Low
February59.9°F (15.5°C)Light RainMostly SunnySlightly HighSlightly Low
March64.2°F (17.9°C)Light RainMostly SunnyAverageAverage
April70.2°F (21.2°C)Light RainMostly SunnyAverageAverage
May75.7°F (24.3°C)Light RainMostly SunnySlightly LowAverage
June80.4°F (26.9°C)Light RainMostly SunnyAverageSlightly High
July82.0°F (27.8°C)Light RainMostly SunnySlightly HighSlightly High
August82.0°F (27.8°C)Light RainMostly SunnyAverageAverage
September79.0°F (26.1°C)Light RainMostly SunnySlightly HighSlightly Low
October72.3°F (22.4°C)Light RainMostly SunnySlightly LowAverage
November64.0°F (17.8°C)Light RainMostly SunnySlightly LowSlightly High
December59.7°F (15.4°C)Light RainMostly SunnyAverageAverage

Booking with Vrbo is a breeze

Are you hoping to save money on your upcoming travels? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, booking a longer stay can lead to substantial savings. To discover a Vrbo property that meets your financial needs, feel free to use our filters to narrow down options by price, location, and type of vacation rental. We're here to help you find the perfect fit!

Unlock savings with One Key

When you reserve a qualifying Vrbo for your group getaway, you'll earn OneKeyCash™ on the full booking amount. Being the organizer truly has its rewards! Enroll in our One Key rewards program to unlock exclusive member discounts and accumulate OneKeyCash™ on eligible stays. Sign up today and begin enjoying the benefits!

Vrbo Trips: Planning as easy as it gets

Vrbo's cutting-edge Trip Board offers you a convenient way to plan your travel. You can create new trips, pick up right where you left off, or easily view and organize your travel plans. The properties you've saved and booked are now categorized into Potential, Upcoming, or Current Trips for your convenience. To get started with Trip Boards, simply visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Find the perfect vacation rental for your Middleburg getaway

Enjoy the festivals and other features of Middleburg. This city's shopping, baseball games and restaurants draw many visitors. With a vacation rental, you get a home away from home. Many rentals offer full kitchens and outdoor grills for some home cooking.

Activities and attractions in and around Middleburg

Are you looking for attractions to visit while you're in town? Venture out of your cozy vacation rental and experience everything that Middleburg has to offer. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Eagle Harbor Golf Club (8.4 mi / 13.6 km)
  • The Champions Club at Julington Creek (15.2 mi / 24.5 km)
  • Golf Club at South Hampton (18.7 mi / 30.2 km)
  • Latitude 30 (19.8 mi / 31.9 km)
  • St. John's Golf and Country Club (21.1 mi / 33.9 km)
  • The Golf Club At Fleming Island (8.6 mi / 13.9 km)

Exploring the natural landscape of Middleburg

Whether you're looking for adventure or just want to appreciate the scenery, Middleburg is a great place to spend some time outside. These are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city center:

  • Clay County Fairgrounds (9.3 mi / 14.9 km)
  • Kingsley Lake (11 mi / 17.7 km)
  • Spring Park (12.1 mi / 19.5 km)
  • Crystal Springs Park (16.4 mi / 26.3 km)
  • Cummer Museum of Art and Gardens (20.2 mi / 32.6 km)
  • Dog Wood Park of Jacksonville (20.7 mi / 33.3 km)

How to get to and around Middleburg

The nearest airport is in Jacksonville, FL (CRG-Jacksonville Executive at Craig), located 27.7 mi (44.5 km) from the city center. If you're unable to find a flight that fits your schedule, you could book a flight to Jacksonville International Airport (JAX), which is 31 mi (50 km) away.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Middleburg?
According to our data, cottages are the most in-demand vacation property type in Middleburg. But having said that, everyone's idea of the perfect trip isn't going to be the same. Vrbo has vacation rentals of all sizes and shapes, and we'll help you locate the perfect fit for you.
How much does it cost to rent a vacation rental in Middleburg?
A number of things can influence how much you'll pay for a vacation rental in Middleburg, such as the length of stay, season and type of property. But, all Vrbo homes have one thing in common --- incredible value. Just enter your travel dates to find your ideal match.
How much does it cost to rent a beach house in Middleburg?
The average price for a vacation home near the beach in Middleburg depends on when you're visiting the area and the size and type of property you're looking for. You can easily find prices on Vrbo by entering your preferred travel dates. Then use the filters to choose the number of bedrooms and amenities important to you, like WiFi, air conditioning and a hot tub.
Are there pet-friendly vacation rentals in Middleburg?
With 13 properties that allow pets, your furry best friend can join in on your Middleburg getaway. Use the filter tool to browse our pet-friendly vacation rentals and find your pawfect pad on Vrbo.
Can I rent a house with a pool in Middleburg?
Add an extra element of fun to your getaway by staying in one of the three houses with a private pool in Middleburg. Use our handy search filter to find the kind of property you want on Vrbo, and then spend your downtime splashing around in a swimming pool that's for your exclusive use.
What are popular rental amenities in Middleburg?
A water view, a nearby waterfront and a barbecue grill rank as the most popular rental amenities in Middleburg. Whether you're taking to the road by yourself, with a partner or as a family group, Vrbo will help you find a vacation home that suits your tastes with all the options you need.
Are there large group vacation rentals in Middleburg?
Take your pick of seven Vrbo vacation homes in Middleburg that can sleep five or more people. You'll get all the room and privacy you need to relax with your loved ones --- and no one else.
Are there vacation rentals in Middleburg that welcome kids?
Bring the whole group together for a fun-filled adventure in Middleburg at one of our 13 family-friendly vacation rentals. These stays provide amenities that are perfect for getaways with children, including laundries, multiple bedrooms and patios. Just check the "Properties good for families" filter and pick out your favorite.
Are there one-bedroom vacation rentals in Middleburg?
Yes, you can take your pick from three one-bedroom rentals in Middleburg. Whether you're on the lookout for a secluded cottage or a fancy condo, our one-bedroom rentals are great if you don't need tons of space. One of the best things about having your own place? You'll never need to share your vacation with strangers.
Are there vacation rentals with WiFi in Middleburg?
You can choose from nine vacation rentals with WiFi in Middleburg. If you want to disconnect from the world on your trip, but still need to be connected to the web, these getaways are for you. Narrow your search by applying the WiFi filter on Vrbo.
How can I find vacation rentals with air conditioning in Middleburg?
Choose from 11 Vrbo vacation homes with air conditioning in Middleburg giving you that cooling breeze and extra level of comfort. Just enter your preferred travel dates and then take advantage of our filter tool to help you find stays with air conditioning.
How old do you have to be to rent a vacation rental in Middleburg?
The minimum age requirements can differ across properties on Vrbo, so double-check the rules of the vacation home in Middleburg you're considering. But normally, it's 16, 18 or 21.
How long can I rent a vacation rental in Middleburg for?
The amount of time you can stay in a Middleburg vacation home for is down to each property. Simply put in your dates of travel to view available options offering extended stays. They include everything you need to make your extended trip more comfortable and enjoyable, like air conditioning and kitchens. Some Vrbo vacation properties may also offer discounted weekly or monthly prices, so you can hang around longer for less.
Does Vrbo offer discounts for vacation homes in Middleburg?
In Middleburg, you'll find some great deals and discounts for weekly and monthly discounts on vacation rentals, as well as newly listed homes on Vrbo. Whether you're wanting a mini vacay or a longer stay, we offer plenty of options to suit your style.

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