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Vacation Homes in Middleburg

Private Loft at a Working Show Barn ~ Pets Welcome!
9.6 out of 10, Exceptional, (21)
"We were in town for our oldest grandson's graduation. Our younger grandsons loved coming to see the horses and learning about them. This property is perfectly located, convenient to everything, yet quiet and private. Perfect stay, will be back when visiting in the future!"
United States
Susan G.
The price is AED 314
AED 654 total
includes taxes & fees
28 Oct - 29 Oct
Private Loft at a Working Show Barn ~ Pets Welcome!
Colorful Family Friendly, Pet Friendly Bungalow, Sleeps 6 - Jacksonville, FL
9.8 out of 10, Exceptional, (27)
"Relazing weekend, nice property!"
United States
Michelle M.
The price is AED 436
AED 631 total
includes taxes & fees
26 Oct - 27 Oct
Colorful Family Friendly, Pet Friendly Bungalow, Sleeps 6 - Jacksonville, FL
Charming 2-bedroom house 2 Porches, WiFi, AC & Firepit in Historic Neighborhood
10.0 out of 10, Exceptional, (1)
"Clean good location"
United States
Gena G.
The price is AED 408
AED 986 total
includes taxes & fees
26 Oct - 27 Oct
Charming 2-bedroom house 2 Porches, WiFi, AC & Firepit in Historic Neighborhood
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."
United States
Randi D.
The price is AED 430
AED 1,109 total
includes taxes & fees
26 Oct - 27 Oct
Welcome to The Charming Jacksonvilla 2-bedroom house great location!
La Casita by Amarelys and lazaro
10.0 out of 10, Exceptional, (4)
"Great location, easy access to route 95. Nice neighborhood ."
United States
herman c.
The price is AED 217
AED 978 total
includes taxes & fees
9 Nov - 10 Nov
La Casita by Amarelys and lazaro
AWESOME/LUXURY/PERFECT LOCATION/PVT HOME @SE/Mandarin
10.0 out of 10, Exceptional, (43)
"This was an overnight stop. Great location, easy to get back on the road. Nice fenced yard, spacious home, quiet neighborhood!We will be staying here again."
United States
Richard G.
AWESOME/LUXURY/PERFECT LOCATION/PVT HOME @SE/Mandarin
Charming 2-bedroom house close to stadium and hospitals
2.0 star property
10.0 out of 10, Exceptional, (2)
"This house was very clean and stocked with almost everything you need for a comfortable stay. Check in was a breeze and checking out was even easier. All they ask you to do when leaving is to lock the door on your way out! It's in a quiet neighborhood and convenient to the downtown San Marco area. "
United States
Derrel M.
The price is AED 404
AED 1,216 total
includes taxes & fees
26 Oct - 27 Oct
Charming 2-bedroom house close to stadium and hospitals
Spacious Murray Hill Getaway for One or Two
10.0 out of 10, Exceptional, (3)
"Is a very quiet neighborhood."
United States
Rena M.
The price is AED 275
AED 799 total
includes taxes & fees
11 Nov - 12 Nov
Spacious Murray Hill Getaway for One or Two
Roomy Murray Hill Couples Retreat
10.0 out of 10, Exceptional, (4)
"Location was convenient. Communication timely. Place as pictured. Wpyld stay again!!"
United States
E R.
The price is AED 331
AED 883 total
includes taxes & fees
27 Oct - 28 Oct
Roomy Murray Hill Couples Retreat
Lakefront Home with Outdoor Pool Table, Firepit, and Grill in Jacksonville
10.0 out of 10, Exceptional, (1)
"We had an absolutely amazing stay at this Lakefront Home in Jacksonville! From the moment we arrived, the peaceful lake views set the tone for a relaxing getaway. The outdoor amenities were a dream—grilling by the water, shooting pool under the stars, and gathering around the firepit made every evening feel special. The home was clean, spacious, and thoughtfully stocked with everything we needed. Whether we were sipping coffee on the deck or enjoying sunset chats by the fire, this place...
United States
sharika m.
Lakefront Home with Outdoor Pool Table, Firepit, and Grill in Jacksonville
Relaxing 3-Bedroom w/ 150" Projector & Pool Table
9.8 out of 10, Exceptional, (7)
"We had a wonderful stay. No problems. Highly recommend. "
United Kingdom
Thomas K.
Relaxing 3-Bedroom w/ 150" Projector & Pool Table
Cozy Timuquana Townhome Private Yard & Parking Family and Pet-friendly
The price is AED 314
AED 618 total
includes taxes & fees
7 Nov - 8 Nov
Cozy Timuquana Townhome Private Yard & Parking Family and Pet-friendly
Cozy House close To Downtown
10.0 out of 10, Exceptional, (3)
"The house was nice, clean, and felt very homey. The host was wonderful. Had a big front and back yard for my dog. Can’t wait to book this home again. "
United States
Anonymous traveler
The price is AED 250
AED 785 total
includes taxes & fees
26 Oct - 27 Oct
Cozy House close To Downtown
Boutique Home in Jax City
9.6 out of 10, Exceptional, (17)
"The property is extremely clean. The owner was extremely accessible, responsive, and accommodating. The property is centrally located near the river and multiple stadiums. Additionally, this property has massive TVs!"
United States
Mckay R.
The price is AED 257
AED 699 total
includes taxes & fees
19 Nov - 20 Nov
Boutique Home in Jax City
Sunset near the lake up to 12 guests,4bds,2baths
10.0 out of 10, Exceptional, (8)
"Stayed for a long weekend and the house is exactly as advertised! It’s a great place for those with small children."
United States
Cindy S.
The price is AED 433
AED 1,430 total
includes taxes & fees
26 Oct - 27 Oct
Sunset near the lake up to 12 guests,4bds,2baths
Bright and trendy, newly-renovated duplex in walkable Riverside
9.0 out of 10, Wonderful, (10)
"The host was very responsive. We had our needs provided, as far as, daily use of what we needed for the stay. Convenient to where we were going during our stay. "
United States
Tamra S.
The price is AED 290
AED 611 total
includes taxes & fees
3 Nov - 4 Nov
Bright and trendy, newly-renovated duplex in walkable Riverside
The Water Oak Bungalow quaint and cozy Murray Hill Riverside Home close downtown
9.6 out of 10, Exceptional, (12)
"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."
United States
Susan F.
The price is AED 342
AED 1,019 total
includes taxes & fees
26 Oct - 27 Oct
The Water Oak Bungalow quaint and cozy Murray Hill Riverside Home close downtown
Single house: 12guests,4bds/2baths,large backyard.
10.0 out of 10, Exceptional, (39)
"Everything was great!"
United States
Crystal G.
The price is AED 479
AED 1,487 total
includes taxes & fees
6 Nov - 7 Nov
Single house: 12guests,4bds/2baths,large backyard.
The Van Zant House Annex (Skynyrd) | Queen | Full Kitchen
9.4 out of 10, Exceptional, (3)
"Loved the house.very clean n spacious wish it was closer to the beach...very nice very clean not a bad house....close to stores walmart n restaurants...my only complaint was not on the beach but i would definitely reccomend this house for a short geaway"
United States
Donna G.
The Van Zant House Annex (Skynyrd) | Queen | Full Kitchen
Chic Riverside Residence
10.0 out of 10, Exceptional, (4)
"Great property! Very clean and convenient to everything "
United States
Shelby O.
The price is AED 264
AED 802 total
includes taxes & fees
26 Oct - 27 Oct
Chic Riverside Residence
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.
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Top Middleburg Hotel Reviews