Best Vacation rentals and Airbnb offers in Middleburg, FL
9.6 9 reviews
Middleburg, FL
07/31 – 11/12
$99/nighttotal: $10296 (104 )
Retreat At The Ravines |King Studio |Full Kitchen |Dogs Ok |Screened Porch |Wooded Views |Quiet
1 2
studio , Middleburg
This studio apartment is located in the Ravines neighborhood of Middleburg, Florida, a short drive from both downtown Jacksonville and Blanding Boulevard. The 510 square foot studio features a king-size bed, a full kitchen, a washer/dryer, a screened-in patio, and can accommodate up to two guests.
10 1 review
Middleburg, FL
07/31 – 11/12
$115/nighttotal: $11960 (104 )
Country Home
1 2
apartment , Asbury Lake
This Green Cove Springs studio apartment, near the Strand Theater Site and Clay County Historical Society Library, offers convenient access to recreational facilities like Eagle Harbor Golf Club and Ronnie Van Zant Park. This pet-friendly rental features a queen and twin bed, accommodating up to five guests, and includes amenities such as air conditioning, Wi-Fi, and access to an on-site fitness room.
Middleburg, FL
06/27 – 07/04
$218/nighttotal: $1526 (7 )
Modern 3br: Will Furnish For Mtr/insurance
3 2
apartment , Oakleaf Plantation
This 3-bedroom, 2-bathroom apartment is located in the Oakleaf Plantation district, offering convenient access to local amenities. This fully furnished rental, ideal for up to 6 guests, features a renovated kitchen, a screened lanai, an attached 2-car garage, and access to resort-style amenities like a swimming pool and fitness center.
10 22 reviews
Middleburg, FL
06/27 – 07/04
$204/nighttotal: $1428 (7 )
Black Creek Private Dock, Pets Free, King Bed
2 2
apartment , Middleburg
This ground-level Middleburg, Florida apartment boasts direct access to Black Creek, perfect for kayaking and fishing, and is conveniently located for day trips to Jacksonville, Gainesville, and St. Augustine. The recently renovated two-bedroom, one-bathroom unit sleeps six, offering free Wi-Fi, a full kitchen with fridge, freezer, and microwave, air conditioning, a garden, parking, and a military discount.
9.7 32 reviews
Middleburg, FL
06/27 – 07/04
$103/nighttotal: $721 (7 )
The Tiny Great Escape
1 2
cabin , Middleburg
The Tiny Great Escape is a cozy cabin located just a short drive from the charming town of Middleburg, offering a peaceful escape on the banks of Black Creek. Guests consistently rate this property as excellent for its cleanliness, location, and overall experience. The cabin features one bedroom and one bathroom, perfect for a couple or a solo traveler. Amenities include a private deck with creek views, air conditioning, internet, and a swimming pool, along with parking for your convenience.
Middleburg, FL
06/27 – 07/04
$502/nighttotal: $3514 (7 )
Home Away From Home
1 2
apartment , Lakeside
This Lakeside vacation rental is situated in a peaceful area, a short drive from the Lakeside Marina and within walking distance of Lakeside Park. The 3-bedroom, 2-bathroom home comfortably sleeps 6 guests and features a kitchen, air conditioning, internet, parking, and pet-friendly accommodations.
Middleburg, FL
06/27 – 07/04
$344/nighttotal: $2408 (7 )
Cozy Modern Family Home - Firepit - Pool Access
3 2
apartment , Jacksonville
This Jacksonville rental condo is situated 10 to 11 miles from the Cummer Museum of Art & Gardens, Mandarin Museum, and Prime F. Osborn III Convention Center, with Jacksonville Naval Air Station Towers Field airport just 5.6 miles away. This 3-bedroom, 2-bathroom dwelling spans 1910 square feet, accommodates up to 12 guests, and features a full kitchen, complimentary Wi-Fi, a private terrace, an outdoor pool, private parking, and a firepit, with no bachelor/bachelorette parties permitted.
Middleburg, FL
07/31 – 11/12
$156/nighttotal: $16224 (104 )
Family Getaway W/ Fenced Yard In Orange Park!
3 2
apartment , Lakeside
This Lakeside apartment in Orange Park is located near Doctors Lake and the St. Johns River, with shops and restaurants just a short drive away. This 1260 sq ft, 3-bedroom, 2-bathroom home accommodates up to 6 guests and features a fenced backyard, air conditioning, and parking for 2-3 vehicles.
9.6 4 reviews
Middleburg, FL
06/27 – 07/04
$252/nighttotal: $1764 (7 )
Family-sized Townhome, Mins From Wedding Venue & Shopping @ Oakleaf Town Center
3 2
apartment , Oakleaf Plantation
This house is located in OakLeaf Plantation, Orange Park, Florida, within easy reach of Bent Creek Golf Course and Panther Creek Golf Club, as well as Camp Milton and Ringhaver Park. The house is a great option for families visiting OakLeaf Plantation, with enough space for up to 8 guests. This property features 3 bedrooms and 3 bathrooms, a modern and elegant design, a screened-in patio, a fully stocked coffee bar, blackout curtains, and a variety of board games for family fun.
9.1 20 reviews
Middleburg, FL
06/27 – 07/04
$238/nighttotal: $1666 (7 )
Orange Park Townhome Vacation Rental With Patio!
3 2
apartment , Oakleaf Plantation
This apartment is located in Oakleaf Plantation, just a short distance from the city center and the Oakleaf Plantation Museum. The apartment has received excellent ratings for location, cleanliness, and overall user experience. This 3-bedroom, 3-bathroom rental comfortably sleeps 8 guests in its 1310 square feet of space. The apartment comes equipped with a full kitchen, free Wi-Fi, parking, air conditioning, and a garden.
8.6 7 reviews
Middleburg, FL
07/31 – 11/12
$472/nighttotal: $49088 (104 )
Beautiful Home With Pool
3 2
apartment , Oakleaf Plantation
This apartment is located in a peaceful community in Oakleaf Plantation, close to shopping and dining options. It has received very good ratings for its location, cleanliness, and overall experience. The apartment has 3 bedrooms and 2 bathrooms, comfortably accommodating up to 4 guests. Enjoy amenities like a swimming pool, jacuzzi, terrace, garden, and spa, perfect for relaxing and unwinding during your stay.
10 7 reviews
Middleburg, FL
06/27 – 07/04
$120/nighttotal: $840 (7 )
Florida Postcard Getaway
1 2
apartment , Middleburg
This sun-filled studio is located in Middleburg, FL, near local cafes, shops, and Black Creek, with Jacksonville beaches a short drive away. This studio offers a king bed, a kitchenette, Wi-Fi, and on-site parking, accommodating up to two guests for a comfortable stay.
Choose the Right Family-Friendly Vacation Rentals in Middleburg, FL
Ideal for family vacations, these Middleburg, FL rentals or Airbnbs offer spacious layouts near top city attractions.
10 4 reviews
Middleburg, FL
07/31 – 11/12
$153/nighttotal: $15912 (104 )
Waterfront Retreat-dock, Fishing & More!
1 2
apartment , Asbury Lake
This Asbury Lake rental offers direct waterfront access on Black Creek with a private dock, ideal for boaters and jet skiers with a nearby public boat ramp. This family-friendly one-bedroom, one-bathroom unit accommodates up to four guests and features a kitchen with a fridge and microwave, air conditioning, a private porch, an on-site grill, and complimentary parking for one vehicle and a boat trailer.
9.7 54 reviews
Middleburg, FL
07/31 – 11/12
$157/nighttotal: $16328 (104 )
The Tree House
1 2
house , Middleburg
This Middleburg vacation rental is conveniently located within 20 kilometers of Camp Blanding Museum, Kingsley Lake, Orange Park Medical Center, and Clay County Fairgrounds. It has received excellent ratings for location, cleanliness, and user experience. The 1140 square foot house has one bedroom and two bathrooms, and offers a range of amenities including a fully equipped kitchen, a balcony, a garden, and free Wi-Fi. You can also enjoy a smoke-free environment, a washing machine, and barbecue grills.
9.8 7 reviews
Middleburg, FL
07/31 – 11/12
$165/nighttotal: $17160 (104 )
Lakeside, Water View, Kayak, Bbq Grill, Fire Pit
2 2
apartment , Asbury Lake
This waterfront vacation home near Asbury Lake offers scenic views and is 2.4 miles from Ronnie Van Zant Park, with Poochie's Park and Martina C. Kohler Park within 9 miles. The 1300-square-foot property features two bedrooms, one bathroom, a sofa bed accommodating up to six guests, a fully equipped kitchen, a private garden, a swimming pool, and a spa, plus on-site water park access.
9.8 56 reviews
Middleburg, FL
07/31 – 11/12
$200/nighttotal: $20800 (104 )
Lakeside, Water View, Kayak, Bbq Grill, Fire Pit
2 2
apartment , Asbury Lake
This charming lakeside house sits on Lake Asbury, just two miles from the Old Ferry Boat Ramp and a short drive from the St. Johns River, offering a peaceful retreat near local attractions. This two-bedroom vacation rental comfortably accommodates up to six guests, making it perfect for families or groups of friends. Guests can enjoy lake views from the backyard, relax by the fire pit, and take advantage of the kayaks and paddleboards provided for exploring the lake.
Best Middleburg, FL vacation rentals with parking
9.4 12 reviews
Middleburg, FL
07/31 – 11/12
$99/nighttotal: $10296 (104 )
The Den At The Ravines |Queen Studio |Full Kitchen |Screened Balcony |Dogs Ok |Wooded Scenery |Quiet
1 2
studio , Middleburg
This Middleburg studio apartment is located in the peaceful Ravines neighborhood, just a short distance from Blanding Boulevard and a short drive from downtown Jacksonville. The 510 square foot studio features a screened-in balcony, a full kitchen, a queen-size bed, a 55-inch smart TV, and a washer and dryer, perfect for a couple looking to explore the area.
9.4 13 reviews
Middleburg, FL
07/31 – 11/12
$165/nighttotal: $17160 (104 )
Family & Dog-friendly 3br Home W/ Fenced Yard & Firepit
3 2
apartment , Asbury Lake
This 3-bedroom house is located in Middleburg, Florida, a 15-minute drive from Asbury Lake and popular attractions like Ronnie Van Zant Park and Eagle Harbor Golf Club. It has received excellent user ratings. The 1400 square foot house comfortably accommodates up to 6 guests. The home offers a fully equipped kitchen, free WiFi, air conditioning, a garden, and parking.
9.0 4 reviews
Middleburg, FL
07/31 – 11/12
$171/nighttotal: $17784 (104 )
Brand New Construction - 3 Br / 2 1/2 Bath / Small Dogs Ok / Bonus Tv Room
3 2
apartment , Lakeside
This end-unit townhome in Lakeside, Orange Park, offers a rural lakeside setting 40 minutes southwest of Jacksonville International Airport and a 10-minute drive to Doctor's Lake, with proximity to Eagle Harbor Golf Club and The Golf Club at Fleming Island. This 1650 square foot residence accommodates up to six guests with three bedrooms and two bathrooms, featuring a King bed in the main-level owner's suite, SMART TVs, a full kitchen with a dishwasher, air conditioning, parking, and is pet-friendly for small dogs.
Middleburg, FL
06/27 – 07/04
$357/nighttotal: $2499 (7 )
Cozy Modern Family Home W/firepit + Pool Access
3 2
apartment , Jacksonville
This 1,900+ square foot single-level residence is located in Jacksonville's Westside, offering easy access to St. Johns Town Center Mall, Whole Foods, Riverside, Downtown, EverBank Stadium, and the Mayo Clinic. This pet-friendly condo accommodates up to 8 guests with 3 bedrooms, features two living rooms with 65" Smart TVs, a fully equipped kitchen, and an in-unit washer/dryer, with access to a shared community pool for recreation.
Frequently Asked Questions about vacation rentals in Middleburg, FL
What are the top family-friendly attractions in Middleburg, FL?
Middleburg is a great place for families. The Middleburg Public Library is a great place for kids to spend an afternoon, and the Middleburg Community Park is a great place for a picnic or to let the kids run around. The Clay County Fairgrounds is a great place to visit during the annual Clay County Fair.
What are the best Airbnb and vacation rentals in Middleburg, FL?
When is the best time to book a vacation rental in Middleburg, FL?
The best time to book a vacation rental in Middleburg is during the spring or fall. The weather is mild and there are fewer crowds. If you're looking for a more budget-friendly option, consider booking during the off-season.
What are the most popular Airbnbs in Middleburg, FL?
What events or festivals should visitors check out in and around Middleburg, FL?
The Middleburg Fall Festival is a popular event that takes place in October. It features live music, food vendors, and craft booths. The Clay County Fair is another popular event that takes place in October. It features carnival rides, live entertainment, and agricultural exhibits.
What are the best vacation rentals with a pool in Middleburg, FL?
What are the best restaurants with local dishes in Middleburg, FL?
Middleburg is home to a few great restaurants that serve local dishes. The Middleburg Cafe is a popular spot for breakfast and lunch, and they have a great selection of Southern comfort food. The Middleburg Grill is a great place for dinner, and they have a wide variety of dishes to choose from.
What are the best rentals for families and kids in Middleburg, FL?
What are the best walking or cycling routes in Middleburg, FL?
Middleburg is a great place to go for a walk or bike ride. The Middleburg Greenway is a paved trail that runs through the town, and it's a great option for a leisurely stroll or bike ride. The Middleburg Country Club also has a great walking and biking trail.
What are the best rentals or Airbnbs with a jacuzzi in Middleburg, FL?
Are there pet-friendly attractions in Middleburg, FL?
Middleburg is a very pet-friendly town. Many of the restaurants and shops allow pets on the patio, and there are several dog parks in the area. The Middleburg Community Park is a great place to take your dog for a walk, and it has a designated dog park area.
What are the benefits of choosing a vacation rental in Middleburg, FL?
Vacation rentals in Middleburg offer a number of benefits over traditional hotels. They are often more spacious and offer more privacy, and they can be a more affordable option, especially if you are traveling with a family or a group of friends.
Destinations nearby
Guest-Favorite Vacation Rentals with a Terrace in Middleburg, FL
Enjoy stunning views from your private terrace when you book one of these vacation rentals in Middleburg, FL.
9.6 14 reviews
Middleburg, FL
07/31 – 11/12
$99/nighttotal: $10296 (104 )
The Escape At The Ravines |King Studio W/daybed |Full Kitchen |Dogs Ok |Screened Porch |Wooded Views
1 2
studio , Middleburg
This Middleburg, Florida studio apartment is situated in the Ravines neighborhood, a short drive from Blanding Boulevard and downtown Jacksonville. The 500-square-foot unit features a king-size bed, a twin daybed, a full kitchen, a screened patio (130 sq ft), on-site laundry, and accommodates up to three guests, with proximity to Ronnie Van Zant Park and Penney Farms Recreation Center.
Middleburg, FL
06/27 – 07/04
$300/nighttotal: $2100 (7 )
2-bedroom House On Peaceful Black Creek With Private Dock
2 2
apartment , Middleburg
This Middleburg waterfront home offers scenic views and easy access to Kingsley Lake (21-minute drive) and the Camp Blanding Museum and Memorial (18-minute drive). This two-bedroom, one-bathroom vacation rental features a fully equipped kitchen, in-unit laundry, air conditioning, Wi-Fi, a private terrace, garden, and covered parking; it comfortably accommodates a family and is perfect for exploring nearby attractions.
Best Middleburg, FL vacation rentals with air conditioning
Middleburg, FL
06/27 – 07/04
$229/nighttotal: $1603 (7 )
Spacious & Private Getaway In Green Cove Springs!
4 2
apartment , Green Cove Springs
This four-bedroom house in Green Cove Springs is located a short distance from the St. Johns River and attractions such as Spring Park and the Downtown Green Cove Springs Historic District. This residence accommodates up to eight guests with a fully equipped kitchen, a private backyard featuring a BBQ grill and fire pit, and an open-concept living area with a Smart TV, offering onsite parking and high-speed WiFi.
9.6 24 reviews
Middleburg, FL
07/31 – 11/12
$85/nighttotal: $8840 (104 )
Private Loft At A Working Show Barn ~ Pets Welcome!
1 2
apartment , Middleburg
This farm stay is located on the outskirts of Jacksonville, Florida, offering easy access to nearby natural springs, beaches, and restaurants. Guests have consistently rated this unique accommodation as "excellent" for its charming country experience. The loft, situated above a barn, comfortably sleeps four guests and is recently renovated. Enjoy horseback riding with the friendly horses on the farm, relax in the peaceful country setting, or take advantage of amenities like air conditioning, internet, and a crib upon request.
10 17 reviews
Middleburg, FL
07/31 – 11/12
$178/nighttotal: $18512 (104 )
3 Br Townhome, Main Level Suite, Bonus Room, Small Dogs, Orange Park
3 2
apartment , Lakeside
This Lakeside vacation rental is conveniently located within 9 miles of Orange Park Medical Center, Eagle Harbor Golf Club, and Ronnie Van Zant Park, offering easy access to local attractions. Guests consistently rate this property as excellent, making it a popular choice for travelers. This 3-bedroom, 3-bathroom home spans 1650 square feet and comfortably accommodates up to 6 guests. Enjoy amenities like a fully equipped kitchen, outdoor grilling, a relaxing patio, and free Wi-Fi for a comfortable and enjoyable stay.
9.9 16 reviews
Middleburg, FL
07/31 – 11/12
$136/nighttotal: $14144 (104 )
Chic And Comfortable Condo In The Woods!
1 2
apartment , Middleburg
This Middleburg condo rental is located in a gated community offering a tranquil escape near walking trails ideal for wildlife viewing. The one-bedroom, one-bathroom apartment features a fully equipped kitchen with dishwasher, in-unit laundry, a king-sized bed, and a private patio; it comfortably accommodates two guests.
