Photo by Cindy Simmonds

Holiday Homes in Middleburg

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Featured Holiday Homes in Middleburg

Grande Villas at World Golf Village

3.5 star property
8.6 out of 10, Excellent, (281)
"Very friendly staff"
Grande Villas at World Golf Village

Private Paradise in a Pristine Neighborhood - Fenced back yard, patio & firepit

9.8 out of 10, Exceptional, (37)
"Great place. Nice area. Very clean. "
The price is AU$374
includes taxes & fees
1 Sept - 2 Sept
Private Paradise in a Pristine Neighborhood - Fenced back yard, patio & firepit

Heated Pool Oasis! 4bd/2ba, Arcades & Ping Pong!

9.8 out of 10, Exceptional, (17)
"Good location, felt very safe "
Heated Pool Oasis! 4bd/2ba, Arcades & Ping Pong!

Gorgeous circa 1875 Plantation House (in city)

9.8 out of 10, Exceptional, (78)
"This place is so beautiful. We all just loved the history of this place. It’s large and very clean, with amazing hot water in the showers. Great family vacation spot. "
Gorgeous circa 1875 Plantation House (in city)

Single house: 12guests,4bds/2baths,large backyard.

10.0 out of 10, Exceptional, (38)
"Ok place to stay."
Single house: 12guests,4bds/2baths,large backyard.

Charming Riverside/Avondale Award Winning Historical Home! Family/pet friendly!

9.8 out of 10, Exceptional, (16)
"Lovely place and 5 minute walk to shops and restaurants and 10 minute walk to the River. Comfy beds too!"
Charming Riverside/Avondale Award Winning Historical Home! Family/pet friendly!

Central 2BR Near Mayo Clinic with Fenced Yard and Patio!

2.0 star property
10.0 out of 10, Exceptional, (2)
"Comfortable and relaxing"
Central 2BR Near Mayo Clinic with Fenced Yard and Patio!

The Water Oak Bungalow quaint and cozy Murray Hill Riverside Home close downtown

9.4 out of 10, Exceptional, (10)
"Jesika was a very accommodating host. I needed to change our booking several times, and she was really responsive and helpful. The property was comfy and we enjoyed our stay so much."
The price is AU$432
includes taxes & fees
2 Sept - 3 Sept
The Water Oak Bungalow quaint and cozy Murray Hill Riverside Home close downtown

Jacksonville Lake House with Heated Pool

10.0 out of 10, Exceptional, (4)
"everything was as described"
Jacksonville Lake House with Heated Pool

Welcome to The Charming Jacksonvilla 2-bedroom house great location!

2.0 star property
9.8 out of 10, Exceptional, (6)
"My family went to Jacksonville to tour Tulsa Welding School for my son, it was the perfect spot, close to everything we needed. Clean and cozy little cottage home."
The price is AU$463
includes taxes & fees
14 Sept - 15 Sept
Welcome to The Charming Jacksonvilla 2-bedroom house great location!

Cozy 3-bedroom house with WiFi, AC in awesome Jacksonville

9.0 out of 10, Wonderful, (2)
"Great "
Cozy 3-bedroom house with WiFi, AC in awesome Jacksonville

Prime Urban Home Close To Downtown Jacksonville

9.6 out of 10, Exceptional, (5)
"Had a business trip to Jax and staying her made it a great time I felt like I was home. Will recommend "
The price is AU$420
includes taxes & fees
8 Sept - 9 Sept
Prime Urban Home Close To Downtown Jacksonville

Charming 2-bedroom house in welcoming Jacksonville with WiFi, Laundry, Sunroom

8.4 out of 10, Very good, (9)
"It was a pleasant stay, though we didn't spend much time there, the time we did spend was exceptional. "
The price is AU$268
includes taxes & fees
13 Sept - 14 Sept
Charming 2-bedroom house in welcoming Jacksonville with WiFi, Laundry, Sunroom

Luxury Residence in Jacksonville's Riverside

9.6 out of 10, Exceptional, (8)
"Extremely clean,very well maintained and furnished, convenient to waterfront and other downtown attractions."
The price is AU$414
includes taxes & fees
14 Sept - 15 Sept
Luxury Residence in Jacksonville's Riverside

Charming Retreat w/ Bikes

10.0 out of 10, Exceptional, (1)
"Looks and feels brand new. Was comfortable, clean and well supplied. I’d consider staying there again. "
Charming Retreat w/ Bikes

Kingsley Lake Home w wide lawn, dock, central air, 4 kayaks. Near Camp Blanding

9.2 out of 10, Wonderful, (69)
"Great location on the lake"
Kingsley Lake Home w wide lawn, dock, central air, 4 kayaks. Near Camp Blanding

Northeast Florida Retreat

9.4 out of 10, Exceptional, (19)
"Stayed for a few days to end a longer vacation. Was everything we needed and wanted. Owners were responsive when we had a question about the AC. Pool was great."
Northeast Florida Retreat

KINGSLEY LAKE! MOST BEAUTIFUL LAKE in Florida! Dock 115💦

10.0 out of 10, Exceptional, (34)
"We had a wonderful stay. Our grandkids as well as our grown kids said it was the best vacation ever! We can’t wait to go back next year!"
KINGSLEY LAKE! MOST BEAUTIFUL LAKE in Florida! Dock 115💦

4-bedroom house in lovely Saint Johns with enclosed 16’ X 32’ pool, WiFi, AC

9.0 out of 10, Wonderful, (2)
"This house was in an ideal location as we were visiting family nearby. Plus, we had a very large and clean backyard private pool!John, was over and above in accommodating our needs."
4-bedroom house in lovely Saint Johns with enclosed 16’ X 32’ pool, WiFi, AC

Graceful House Retreat

10.0 out of 10, Exceptional, (9)
"Wonderful place for us to stay while in Florida"
The price is AU$631
includes taxes & fees
13 Sept - 14 Sept
Graceful House Retreat
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Top Middleburg Hotel Reviews

Find out more about Middleburg

Find out more about Middleburg

Middleburg Holiday Homes information

Number of reviews
Accommodation
710 Holiday Homes
Lowest Price
AU$268
Highest Price
AU$631