
Places to stay in Middleburg
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Top-rated places to stay in Middleburg
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Vacation rentals for every style
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Popular amenities for Middleburg places to stay
Other great vacation rentals in Middleburg

Cowboy Pool, Beach, Bike, Grill, Stroller, Dogs OK
Perfect two night stay for our family of 4. The first rental in a while that everyone, even our teenagers, had zero complaints about. Our hosts were extremely responsive and bent over backwards to get us a corkscrew the day we checked in and wanted to open a bottle to celebrate my wife's birthday. A very quick drive to the public access point of our favorite beach or a reasonable walk to the private boardwalk. The house was very clean and comfortable and good value. It was a nice spot to take a few zoom meetings for my work.

Family Beach Getaway w/ Pool & Sports Playground
This property was perfect for our family and friends spring break trip. The backyard is amazing and kept the kids entertained for hours. The house was well equipped and the beds were comfortable. The walk to the beach is about 10 minutes and the property has tons of really nice beach chairs and a wagon. The property is also minutes away from tons of restaurants and things to do. I only had one high maintenance request (squeaky doors waking my toddler up) while we were there and they had someone out within an hour to help which I appreciated so much. We would definitely stay here again!

Walk to beautiful Vilano beach
Clay was the nicest Airbnb host our family has ever had. He was super friendly and made great local restaurant suggestions for us. The rental was clean, had plenty of extra linens/towels, kitchen supplies and was a short walk to beach access. The neighborhood was very nice and we felt very safe to take family walks in the evenings.

Cozy Beach House Of Your Dreams
I love the charm of this home, chefs kitchen, the house felt spacious, we loved hanging out in the backyard and the front porch, close walk into town but close to the beaches too and lots of local restaurants in walking distance

Paradise Retreat*Vilano Beach*Sand & Ocean Breeze
A slice of heaven for the week. We would definitely return to Inga's beautiful beach house. We already recommended it to our family and friends! The location is great. Quiet community and within minutes to beach, and about 10 mins. to the Publix grocery store. The St. Augustine historic center is about 20 minutes away. Inga is quick to respond and adequately communicated. The home is spotless and well appointed with all you need for a comfortable and memorable reprieve. Thank you!

"The Coastal House" Water Views and a Golf cart!
We are so grateful to Tim and Melody for providing a space where our family could be at home for a long weekend. My partner and I are in the process of creating a blended family, so this time together - and the need for it to be peaceful and joyful - was especially important for our young kids. It was everything we could have hoped for and more. We will be back!

Beachfront Bliss w/Swim Jacuzzi l Victoria Shores
We are so grateful for Randy! This was an amazing location. Everything we needed to make our stay enjoyable was already there waiting for us. I would 100% recommend staying here. My kids had the best time and loved all of the beach toys that were neatly waiting for them. I can’t even tell you my favorite part. Everything was perfect.

Sweet Sandcastle Vacations: A Luxury Beach Getaway
PLEASE READ!! I know the repercussions negative ratings can do for business which is why I rated this 5 star but you should def read this review if traveling with a larger party. We booked this place because myself and another mom were bringing our sons and a few friends down for a concert at the amphitheater. We particularly liked the outdoor space for them. We saw the rule about 10pm being quiet hours and knew we’d be at the concert at 10pm but mainly wanted the outdoor space to enjoy for the afternoon hours after the beach and before leaving out for the concert. Not an hour into being there (6pm) we get a message from the host threatening to kick us out for noise. We had LIGHT music playing and just the voices of some playing ping pong. No one was partying/excessive noise. Point being it seems quiet hours are really for all hours. The rest of the trip we walked on eggshells wondering if we were too loud. Not recommended for large groups or groups with young adults looking to enjoy
Quick stats about vacation rentals in Middleburg
Total rentals
30 properties
Nightly prices starting at
$50 before taxes and fees
Total number of reviews
1.1K reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Frequently Asked Questions
How much does it cost to stay in house rentals in Middleburg?
Experience the best of Middleburg with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there vacation rentals with a dedicated workspace in Middleburg?
Yes! Work meets play with ease at over 20 vacation rentals in Middleburg featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Middleburg?
Four-legged friends are welcome in Middleburg. Choose from more than 10 vacation rentals for guests traveling with pets.
Do house rentals in Middleburg have wifi?
Absolutely! We offer over 10 house rentals with wifi in Middleburg. Enjoy a tailored experience with all the comforts you desire.
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- Ponte Vedra Beach
- Old A1A Beach
- St. Augustine Alligator Farm Zoological Park
- TIAA Bank Field
- Matanzas Beach
- Lightner Museum
- Bent Creek Golf Course
- Fountain of Youth Archaeological Park
- Butler Beach
- Guana Reserve Middle Beach
- Eagle Landing Golf Club
- North Beach Guana River Preserve
- Autobahn Indoor Speedway & Events - Jacksonville, FL
- Amelia Island Lugar Lindo
- The Golf Club at North Hampton
- St. Marys Aquatic Center
- Florida Museum of Natural History
- Depot Park
- Fort Mose Historic State Park
- South Ponte Vedra Beach Recreation Area
- Paynes Prairie Preserve State Park
- Hanna Park's Dolphin Plaza
- Green Road - St. Johns County Beach Access
- Ravine Gardens State Park
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