Middleburg vacation rentals

We found 110 vacation rentals — enter your dates for availability

Discover a selection of 21 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.

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Find out more about Middleburg

Why visit Middleburg

  • Outdoor Adventures: Enjoy various parks and marinas perfect for hiking, fishing, and family outings.
  • Local History: Explore military museums that provide insight into the region's rich heritage.
  • Charming Neighborhoods: Discover nearby areas that offer a taste of city living with friendly locals.
  • Cozy Accommodations: Choose from a range of vacation rentals, including spacious homes and apartments.
  • Budget-Friendly Options: Experience a variety of activities and attractions without breaking the bank.

Popular types of accommodation in Middleburg

Planning a getaway to Middleburg? You're in for a treat. This charming destination offers a variety of vacation rentals, including houses, condos, and apartments. Whether you're seeking a spacious family rental home with a cozy family room or a sleek residential property, you'll find the perfect next rental home to accommodate your needs. Dive into the options available and make your Middleburg stay unforgettable.

  • Houses: The top choice for visitors in Middleburg, offering spacious accommodations ideal for families and groups seeking comfort and privacy.
  • Condos: A favored option for those looking for a modern and convenient stay with amenities, perfect for both short and extended vacations.
  • Apartments: Popular with travelers who prefer a home-like atmosphere, providing flexibility and easy access to local attractions.
  • Cottages: Charming and cozy, these rentals are perfect for a peaceful retreat amidst nature.
  • Cabins: A rustic option that appeals to nature lovers, offering a unique experience in the great outdoors.**

Top attractions near Middleburg

Middleburg, Florida, is perfect for outdoor and family vacations, offering a blend of scenic beauty and urban experiences. Visitors can enjoy various attractions, including parks, marinas, and military museums. Whether you're looking to relax in nature or explore local history, Middleburg has something for everyone, making it an ideal destination for travelers seeking adventure and family-friendly activities.

  • Clay County Fairgrounds: Located 9 miles from Middleburg, this lively fairground is perfect for families, featuring various outdoor events, festivals, and activities that capture the spirit of community and fun.
  • Ronnie Van Zant Park: Just 4 miles away, this urban park offers a family-friendly atmosphere with playgrounds, picnic areas, and scenic walking trails, making it an ideal spot for outdoor recreation in a vibrant city setting.
  • Camp Blanding Museum and Memorial Park: Situated 10 miles from Middleburg, this military museum showcases rich history and culture, featuring exhibits and memorials that honor the sacrifices of service members.

Things to do recommended for couples

For a romantic getaway in Middleburg, enjoy a day at Magnolia Point Golf and Country Club, just 10 miles away. Indulge in luxury vibes while playing golf or relaxing at the clubhouse, making it a perfect spot for couples to unwind and connect.

Things to do recommended for families

Families visiting Middleburg can enjoy an exciting day at the Jacksonville Equestrian Center, just 12 miles away, for some sports action. For relaxation, head to Westside Regional Park, 14 miles away, or explore the fun at Latitude 30, an arcade adventure zone located 20 miles from town.

Things to do recommended for groups

Explore the Orange Park Mall for shopping and entertainment, tee off at the Eagle Harbor Golf Club for some outdoor fun, or enjoy a show at the Strand Theater Site for a mix of culture and family entertainment—all within a short drive from Middleburg.

*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 in Middleburg

When planning your trip—whether you’re traveling with a group, family, pets, or seeking extended stays—be sure to prioritize your filters accordingly. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Middleburg with a group: Think about how many bedrooms you require, as well as features like a complete kitchen or outdoor area for group gatherings. Luckily, you can easily filter for all these options and more on Vrbo.
  • Traveling to Middleburg with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, think about how close you are to family-friendly attractions.
  • Taking your pets with you to Middleburg: For many families, a getaway isn’t truly satisfying without their furry companion by their side. If that resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Middleburg: If you're in search of vacation rentals that offer discounts for month-long stays, you've come to the right 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 criteria as well.

Where to stay near Middleburg

Middleburg, Florida, is a hidden gem perfect for outdoor enthusiasts and families alike. Nestled in Clay County, this charming city offers a blend of scenic beauty and a welcoming atmosphere. Explore nearby neighborhoods for a taste of city living, all while enjoying budget-friendly options and friendly locals. With prime locations for outdoor activities and cozy vacation rentals, your stay in Middleburg promises relaxation and adventure in equal measure.

  • Penney Farms: Located a mere 7 miles from Middleburg, Penney Farms is a charming city that offers visitors a refreshing outdoor experience surrounded by natural beauty. Known for its scenic vistas, this destination is perfect for families looking to unwind. Enjoy activities at the local golf course or take advantage of the recreational areas available. Notable landmarks include picturesque lakes, serene parks, and winding rivers, making it an ideal spot for nature enthusiasts and those seeking a peaceful retreat.
  • Lakeside: Just 7 miles from Middleburg, Lakeside is a vibrant neighborhood that combines family-friendly activities with a city-themed atmosphere. With a variety of shopping centers and a popular mall, it caters to those looking to indulge in retail therapy. Additionally, the area boasts attractions such as a fun-filled theme park and beautiful beaches, perfect for a day of sun and sand. The tranquil lake offers opportunities for relaxation and outdoor activities, ensuring a memorable visit for all ages.
  • OakLeaf Plantation: OakLeaf Plantation, also located 7 miles from Middleburg, is a bustling neighborhood that appeals to families and business travelers alike. With numerous shopping centers and malls, it’s an excellent place for those who enjoy a city vibe. Golf enthusiasts can take advantage of the nearby courses, while urban parks and a marina provide perfect spots for leisure. The area also features a conference venue, making it suitable for business events and gatherings, blending work and play seamlessly.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
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 SunnyAverageSlightly Low
September79.0°F (26.1°C)Light RainMostly SunnySlightly HighAverage
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 simple

Looking to save on your next vacation? Consider being flexible with your travel dates, as prices can fluctuate significantly. Moreover, extending your stay can often result in substantial savings. To discover the ideal Vrbo property that fits your budget, take advantage of our filters to search by price, location, and type of vacation rental. We're here to help you find the best options for your travel needs.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board offers an easy-to-use area for you to plan new trips, continue from where you last stopped, or manage your existing travel arrangements. You can view the properties you've saved or booked, organized into sections for Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, simply head over to: https://www.vrbo.com/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)
  • 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)
  • Magnolia Point Golf and Country Club (10.1 mi / 16.3 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)
  • Mandarin Park (14.2 mi / 22.9 km)
  • Crystal Springs Park (16.4 mi / 26.3 km)
  • Memorial Park (19.9 mi / 32 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 best area to stay in Middleburg, Florida, United States of America when booking a vacation rental?
When considering the best area to stay in Middleburg, Florida, you might want to explore the charming neighborhood surrounding the scenic Black Creek. This area offers a serene atmosphere with a mix of nature and community, making it ideal for a relaxing getaway. You'll find a variety of vacation rental options that cater to different preferences and budgets.

One of the top attractions nearby is the beautiful Black Creek Park, which boasts walking trails, picnic areas, and opportunities for fishing, allowing guests to immerse themselves in the natural beauty of the region. Additionally, the Middleburg Historical Society offers insights into the local history and culture, showcasing the area's rich heritage.

Another appealing neighborhood is the area near the St. Johns River, where you can enjoy outdoor activities such as kayaking and boating. This picturesque setting not only provides a peaceful retreat but also gives you access to local dining and shopping options that enhance your stay.
How much does it cost to rent a vacation home in Middleburg?
Prices for vacation rentals in Middleburg 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 Middleburg 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 Middleburg vacation house rentals?
You can find great discounts on house rentals in Middleburg 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 is the most popular type of vacation rental accomodation in Middleburg?
In Middleburg, vacation houses are the most popular type of rental, with about 18 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 also include outdoor spaces, such as backyards or patios, where guests can enjoy the warm Florida weather. Additionally, there are several apartments, mobile homes, and condos available for those looking for alternative accommodations.
Are there any family house rentals in Middleburg?
In Middleburg, Florida, visitors can find around 15 family-friendly house rentals available, making it a great choice for groups. These homes often feature spacious living areas, full kitchens for convenient meal preparation, and outdoor spaces where children can play and families can gather. Many properties also come equipped with modern amenities such as Wi-Fi and air conditioning, ensuring a comfortable stay.

The area is close to various parks and recreational spots, allowing families to enjoy outdoor activities together. Additionally, the nearby St. Johns River offers opportunities for fishing, boating, and picnicking, ideal for those looking to connect with nature. See all family-friendly rentals in Middleburg.
Can I rent a vacation home with a pool or hot tub in Middleburg?
In Middleburg, Florida, there are several vacation homes available for rent that feature pools and hot tubs, making it an attractive option for travelers seeking relaxation and leisure. Many of these properties are situated in serene neighborhoods, providing a peaceful atmosphere while still being accessible to local amenities. Guests can expect to find private pools, spacious outdoor areas for lounging, and hot tubs that offer a superb way to unwind after a day of exploring. Fully equipped kitchens are common, allowing for convenient meal preparation.
Can I find long-stay vacation rentals in Middleburg?
A long-stay vacation rental in Middleburg 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.
Are there pet-friendly house rentals in Middleburg?
In Middleburg, Florida, there are numerous pet-friendly house rentals available, providing a welcoming environment for travelers with furry companions. Many of these rentals come equipped with amenities such as spacious backyards, fully equipped kitchens, and cozy living areas, making them great for families or groups.

The area offers a mix of suburban charm and access to natural beauty, with several parks and outdoor spaces nearby that are ideal for walks and playtime with pets. The local community is known for its friendly atmosphere, and travelers can find nearby pet-friendly cafes and shops to enhance their stay. See all pet-friendly rentals in Middleburg.
Are there any remote work vacation rentals in Middleburg?
In Middleburg, Florida, there are several remote work vacation rentals available, with around 22 options to choose from. These properties are well-suited for remote work, featuring amenities such as reliable Wi-Fi, dedicated workspaces, and comfortable living areas conducive to productivity. Many rentals offer free internet access, making it easy to stay connected.

As for the surroundings, Middleburg is a charming area that provides a peaceful environment, great for balancing work and relaxation. Nearby attractions include local parks and natural reserves, which are great for outdoor activities during breaks. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Middleburg vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Middleburg 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.
What are popular rental amenities in Middleburg?
In Middleburg, popular vacation rental amenities cater to a variety of traveler needs. Many properties permit pets, making it a great option for those who want to bring their furry friends along. Most rentals come equipped with kitchens, allowing guests to prepare their own meals and enjoy family dining. Outdoor spaces such as decks or patios are common, providing a great spot for relaxation or outdoor gatherings. Additionally, amenities for service animals are available, ensuring comfort for all guests. Many rentals also include coffee and tea makers, adding a touch of convenience for morning routines.
When is the best time to visit Middleburg for a vacation rental?
September is the most popular time to visit Middleburg, Florida, offering a delightful blend of warm weather and vibrant local activities. The peak season spans from July to September, when visitors flock to enjoy the area's scenic beauty and outdoor adventures. This period is particularly appealing for those seeking to explore the natural surroundings, with opportunities for hiking, fishing, and experiencing the local wildlife.

During September, temperatures are typically pleasant, ranging from the low 70s to mid-80s Fahrenheit, making it comfortable for outdoor activities and sightseeing. This month not only allows for enjoyable days spent at local parks or along the St. Johns River but also provides a chance to immerse yourself in the community's rich culture through various events and festivals.

For those looking for more budget-friendly options, October presents a wonderful alternative. While it marks the start of the lower tourist season, this month still offers lovely weather and the beauty of early autumn, making it an ideal time for a tranquil getaway. The quieter atmosphere allows visitors to explore the area at a leisurely pace, enjoying the charm of Middleburg without the summer rush.
How early should I book a Middleburg vacation rental?
Book your Middleburg 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 Middleburg, Florida, United States of America?
In Middleburg, Florida, visitors can enjoy a mix of natural beauty and local charm. One of the main attractions is the Jennings State Forest, which offers trails for hiking, horseback riding, and opportunities for wildlife viewing. This expansive area is great for outdoor enthusiasts looking to explore the lush landscapes.

Another popular spot is the Middleburg Historical Society, where travelers can learn about the town's rich history and heritage. The quaint downtown area features local shops and eateries, providing a cozy atmosphere for browsing and dining.

For those interested in water activities, the nearby St. Johns River offers fishing, boating, and scenic views. Properties near the river can provide a serene getaway while still being close to these attractions.
Can I change or cancel my Middleburg home rental booking on Vrbo?
To find Middleburg 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 Middleburg 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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