Best Vacation rentals and Airbnb offers in Middleburg, FL
9.6 27 reviews
Middleburg, FL
07/31 – 11/12
$198/nighttotal: $20592 (104 )
Sunny Lemon
3 2
house , Asbury Lake
This 3-bedroom, 2-bathroom apartment is located in Middleburg, Florida, about 45 minutes south of Jacksonville International Airport and 30 minutes from downtown Jacksonville, offering a peaceful retreat near Asbury Lake. The apartment has received excellent ratings for its cleanliness, location, and overall user experience. The 1400 square foot apartment comfortably accommodates up to 6 guests and features a spacious living area, a fully equipped kitchen, and a unique "Escape Cave" bonus area with a queen sleeper sofa, washer/dryer, and SMART ROKU TV. Guests can enjoy the fenced yard, relax by the lake, or explore nearby restaurants and activities like fishing, kayaking, and boating.
Middleburg, FL
06/21 – 07/02
$282/nighttotal: $3102 (11 )
Furnished 4-bedroom House With Ac In Vibrant Best Neighborhood Jacksonville, Fl.
4 4
apartment , Jacksonville
This Westside vacation rental in Jacksonville is located within walking distance to Costco, Walmart, Publix, and Starbucks, and is a 7-10 minute drive to NAS Naval Base, major restaurants, and a shopping mall. This 4-bedroom, 2-bathroom house accommodates up to 8 guests and includes a fenced yard, onsite washer and dryer, two living rooms with Smart TVs, and is a 30-minute drive to Jacksonville beaches.
9.7 268 reviews
Middleburg, FL
07/31 – 11/12
$102/nighttotal: $10608 (104 )
A Private Loft At Grand Landings Equestrian Center
1 2
gîte , Middleburg
This charming cottage is located just outside of Jacksonville, Florida, offering easy access to natural springs, beaches, and restaurants. The property has received excellent ratings for its location, cleanliness, and overall experience. The one-bedroom apartment comfortably sleeps four guests and features a king-sized bed and a daybed with a pull-out bed. Guests can enjoy the fully equipped kitchen, fast Wi-Fi, a smart TV, and the option of horseback riding on the property.
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.
9.6 58 reviews
Middleburg, FL
07/31 – 11/12
$82/nighttotal: $8528 (104 )
Country Home
1 2
house , Asbury Lake
This guest house is located in a central neighborhood of Asbury Lake, close to the owner's home office. The house offers a private patio, a kitchenette, a coffee station, a laundry service, and an outdoor gym for guests to enjoy.
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.
10 2 reviews
Middleburg, FL
07/31 – 11/12
$147/nighttotal: $15288 (104 )
Waterfront Retreat-dock, Fishing & More!
1 2
apartment , Asbury Lake
This Green Cove Springs apartment is located 15-20 minutes by car from Clay County Fairgrounds, Spring Park, Eagle Harbor Golf Club, and Orange Park Mall. This rental offers Wi-Fi, air conditioning, and toiletries, with proximity to Ronnie Van Zant Park, Little Jessie Island, and Eagle Landing Tennis Center for outdoor recreation.
Middleburg, FL
06/21 – 07/02
$751/nighttotal: $8261 (11 )
Near Fleming Island Luxe-pool-fire Pit-games-more
4 4
apartment , Fleming Island
This 4-bedroom, 2-bathroom rental house is situated in Middleburg, just a short drive from Eagle Harbor Golf Club and The Golf Club at Fleming Island, with Ronnie Van Zant Park and Clay County Fairgrounds also nearby. This pet-friendly vacation home accommodates up to 8 guests and features a private pool, an outdoor entertainment area with a fire pit, a game room with a pool table, and a fully equipped kitchen, all within 1 mile of local attractions.
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.
Middleburg, FL
06/21 – 07/02
$146/nighttotal: $1606 (11 )
Sunset Pond Views|townhouse For Families & Workers
1 4
apartment , Middleburg
This 3-bedroom townhouse in Middleburg offers serene pond views and is a 20-30 minute drive from Jacksonville. This private townhouse accommodates up to 6 guests and features a gated backyard, air conditioning, internet, and a full kitchen.
Middleburg, FL
06/21 – 07/02
$290/nighttotal: $3190 (11 )
Cozy Modern Family Home W/firepit + Pool Access
3 4
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.
Middleburg, FL
06/21 – 07/02
$286/nighttotal: $3146 (11 )
2-bedroom House On Peaceful Black Creek With Private Dock
2 4
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.
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 6 reviews
Middleburg, FL
07/31 – 11/12
$129/nighttotal: $13416 (104 )
Villa Marita B&b
1 2
apartment , Lakeside
This recently remodeled duplex unit is located in the Middleburg area, southwest of Jacksonville, offering a nature-surrounded environment near nature parks, museums, the St. Johns River, beaches, and historical sites. This 2-bedroom, 1-bathroom apartment accommodates up to 4 guests with queen-sized beds, featuring new AC, electrical wiring, roof, flooring, and plumbing, plus internet, kitchen, and parking, with outdoor areas including a porch and a soon-to-be-ready covered BBQ area.
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.
Middleburg, FL
07/31 – 11/12
$117/nighttotal: $12168 (104 )
172 M² House ∙ 4 Bedrooms ∙ 6 Guests
4 2
house , Asbury Lake
This fully furnished 4-bedroom, 2-bathroom single-family home is located in the Rolling Hills community of Green Cove Springs, offering a peaceful retreat within a short drive of local amenities. This 1850 square foot residence accommodates up to 6 guests and features a private yard, patio, driveway and garage parking, in-unit washer/dryer, air conditioning, a swimming pool, and a fitness center, with all utilities and lawn care included.
Best Middleburg, FL vacation rentals with parking
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.
9.4 70 reviews
Middleburg, FL
07/31 – 11/12
$174/nighttotal: $18096 (104 )
Rainey 5577
3 2
house , Lakeside
The Rainey House is located in Southwest Jacksonville, Florida, just a short drive from Jacksonville International Airport, NAS Jax, and several golf courses. This Lakeside home has earned excellent ratings for its location, cleanliness, and overall user experience. The three-bedroom, two-bathroom house comfortably accommodates six guests. The Rainey House offers a fully equipped kitchen, a Florida room for relaxation, two bikes for exploring the area, and a washer and dryer for added convenience.
8.4 5 reviews
Middleburg, FL
06/21 – 07/02
$242/nighttotal: $2662 (11 )
Waterfront 2-story Home With Water Views, Patio, Streaming, Washer/dryer, & Ac
4 4
apartment , Jacksonville
This 4-bedroom, 2-bathroom apartment in Jacksonville's Westside neighborhood is located 17 miles from downtown Jacksonville and offers convenient access to Jacksonville Beach, the Museum of Contemporary Art Jacksonville, the Cummer Museum of Art & Gardens, the Jacksonville Zoo and Gardens, St. Johns Town Center, and The Avenues Mall. This 1770 square foot residence accommodates up to 8 guests and features a fully equipped kitchen with a fridge, microwave, and dishwasher, air conditioning, a garden, parking, and a patio, with a check-out time of 10:00 AM.
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.
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 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.
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.
10 4 reviews
Middleburg, FL
06/21 – 07/02
$171/nighttotal: $1881 (11 )
3 Bdr Clubhouse Near 295/17/blanding Blvd/yard/games: Sleeps 8-10
3 4
apartment , Jacksonville
This 3-bedroom, 2-bathroom apartment in Jacksonville's Westside neighborhood is located near the Florida Yacht Club Marina and Lambs Marina. This spacious unit accommodates up to 9 guests, offering air conditioning, parking, and a kitchen equipped with a microwave and dishwasher, situated 1.5 miles from EverBank Stadium and the Ritz Theatre & LaVilla Museum.
Best Middleburg, FL vacation rentals with air conditioning
10 22 reviews
Middleburg, FL
06/21 – 07/02
$196/nighttotal: $2156 (11 )
Black Creek Private Dock, Pets Free, King Bed
2 4
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.
10 3 reviews
Middleburg, FL
06/21 – 07/02
$324/nighttotal: $3564 (11 )
The Moo-tel Yurt
1 4
yurt , Middleburg
This unique farm-style glamping yurt in Middleburg offers a peaceful retreat with pasture views and on-site farm animals. The yurt accommodates up to 6 guests with 1 bedroom and 1 bathroom, featuring a queen bed, electric fireplace, mini fridge, and an outdoor propane-heated shower, with optional add-on activities like 'Ollie llama Pizza Delivery'.
10 1 review
Middleburg, FL
06/21 – 07/02
$281/nighttotal: $3091 (11 )
Waterfront 2-story Home With Water Views, Patio, Streaming, Washer/dryer, & Ac
4 4
house , Jacksonville
This 2-story house in Orange Park, Jacksonville, offers waterfront views and is located 13-15 miles from the Cummer Museum of Art and Gardens, Prime F. Osborn III Convention Center, and the Museum of Science & History. This family-friendly vacation home features 4 bedrooms, 2 bathrooms, air conditioning, a full kitchen with a dishwasher, and outdoor dining, accommodating up to 15 guests with 1770 square feet of living space and complimentary WiFi.
10 337 reviews
Middleburg, FL
06/21 – 07/02
$254/nighttotal: $2794 (11 )
Single House: 12guests,4bds/2baths,large Backyard.
4 4
apartment , Jacksonville
This family-friendly vacation rental is located in Jacksonville, just a short drive from the Strand Theater Site, Orange Park Mall, and Bent Creek Golf Course, offering easy access to attractions and shopping. Guests consistently rate the home excellent for its cleanliness, location, and overall experience. The 2000-square-foot home comfortably accommodates up to 12 guests with 4 bedrooms and 2 bathrooms. Enjoy amenities like a fully equipped kitchen, a private terrace or balcony, a garden, and parking, perfect for relaxing and enjoying your stay.