Places to stay in Middleburg

Book unique places to stay, houses, and more on Airbnb

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Popular amenities for Middleburg places to stay

Stay near Middleburg's top sights

Ronnie Van Zant Memorial Park6 locals recommend
Yume Fusion Sushi & Grill4 locals recommend
Dalton's Sports Grill4 locals recommend
Bono's Pit Bar-B-Q3 locals recommend
Creek Life Food Shack3 locals recommend
Zaxby's Chicken Fingers & Buffalo Wings3 locals recommend

Other great vacation rentals in Middleburg

Guest favorite
Home in St. Augustine
4.91 out of 5 average rating, 44 reviews

Cowboy Pool, Beach, Bike, Grill, Stroller, Dogs OK

BenjaminRating, 5 stars1 month ago
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.
Guest favorite
Home in Beaches
5 out of 5 average rating, 5 reviews

Family Beach Getaway w/ Pool & Sports Playground

AlisaRating, 5 stars2 weeks ago
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!
Superhost
Apartment in St. Augustine
4.87 out of 5 average rating, 141 reviews

Walk to beautiful Vilano beach

AshleyRating, 5 stars3 days ago
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.
Superhost
Home in St. Augustine
4.68 out of 5 average rating, 34 reviews

Cozy Beach House Of Your Dreams

SarahRating, 5 stars3 weeks ago
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
Guest favorite
Townhouse in St. Augustine
4.91 out of 5 average rating, 129 reviews

Paradise Retreat*Vilano Beach*Sand & Ocean Breeze

Ann MarieRating, 5 stars1 week ago
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!
Guest favorite
Home in St. Augustine
4.89 out of 5 average rating, 112 reviews

"The Coastal House" Water Views and a Golf cart!

Lindsay Rating, 5 stars2 weeks ago
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!
Superhost
Home in Ponte Vedra Beach
4.92 out of 5 average rating, 61 reviews

Beachfront Bliss w/Swim Jacuzzi l Victoria Shores

AshleyRating, 5 stars1 month ago
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.
Superhost
Home in St. Augustine
4.86 out of 5 average rating, 101 reviews

Sweet Sandcastle Vacations: A Luxury Beach Getaway

LeannRating, 5 stars1 month ago
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.

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Clay County
  5. Middleburg