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Compare 706 Vacation Homes in Middleburg with updated reviews, rates, and availability.

Grande Villas at World Golf Village

3.5 star property
8.6 out of 10, Excellent, (273)
"Room and service waa great. Would benefit from having a pool bar and restaurant on property."
Grande Villas at World Golf Village

Coziest House In JAX | 3BR, 7 Minutes To Downtown

8.4 out of 10, Very Good, (21)
"Clean space. It was a nice stay. "
The price is AED 184
AED 574 total
includes taxes & fees
28 Apr - 29 Apr
Coziest House In JAX | 3BR, 7 Minutes To Downtown

Riversides Relaxing Retreat

10.0 out of 10, Exceptional, (18)
"This was a great stay, and I will recommend it to all my friends."
Riversides Relaxing Retreat

Swim in Large Salt Water Pool, Ride Bikes, Relax On Deck, Enjoy Theater Room

9.6 out of 10, Exceptional, (141)
"My wife and my son and his wife and our two teenage grandsons spent the week at this property while we isit attended a family reunion in Baker County, then dinner and a performance of West Side Story at the Alhambra in Jacksonville, and a trip to Universal Studios in Orlando. This was a comfortable and well-appointed place to return to every evening to relax, stretch out, unwind, and get a good night's sleep. We spent the last full day of our visit playing in the pool, watching streaming films...
Swim in Large Salt Water Pool, Ride Bikes, Relax On Deck, Enjoy Theater Room

Modern 4 bedroom with Patio and Pool -- Sleeps 10

9.8 out of 10, Exceptional, (16)
"What a great experience. From the time we booked until the morning we checked out the process was flawless. 4 cozy bedrooms, plenty of space inside and out, shaded patio adjacent the beautiful pool. 10/10 recommend. "
Modern 4 bedroom with Patio and Pool -- Sleeps 10

Private Loft at a Working Show Barn ~ Pets Welcome!

9.4 out of 10, Exceptional, (20)
"This stay was wonderful! It is a large loft (master BR, large kitchen and a good-sized living room) on top of the horse barn. There is also a big porch to view all the horse activities. It was wonderful to watch them in the pasture in the evenings and early mornings - similar to watching boats moored at night. Very peaceful!"
The price is AED 349
AED 693 total
includes taxes & fees
2 May - 3 May
Private Loft at a Working Show Barn ~ Pets Welcome!

Mandarin Pearl close to everything

9.2 out of 10, Wonderful, (23)
"My solo visit for 4 nights could not have been easier at the Mandarin Pearl. Owner was very attentive/responsive leading into my arrival and I never needed anything from him during my stay. I did not need to use the yard. I did need to use the shower and it could best be described as worn but clean. All in all, the Pearl was clean, suited my needs and was easy to access. There might not a better walk to coffee/breakfast in America than the mere steps from the Pearl to Bagels R Us."
Mandarin Pearl close to everything

Spring has Sprung - 15% off 4 night stays!

9.4 out of 10, Exceptional, (58)
"Hosts were nice answered emailed fast. "
Spring has Sprung - 15% off 4 night stays!

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

9.8 out of 10, Exceptional, (33)
"Great place. Nice area. Very clean. "
The price is AED 441
AED 924 total
includes taxes & fees
28 Apr - 29 Apr
Private Paradise in a Pristine Neighborhood - Fenced back yard, patio & firepit

2 Cozy bedroom house W/ huge patio!

9.4 out of 10, Exceptional, (12)
"Big backyard..clean house. Pets enjoyed big backyard."
The price is AED 360
AED 899 total
includes taxes & fees
6 May - 7 May
2 Cozy bedroom house W/ huge patio!

South Hampton 75” TV Golf Club Saint Augustine Golf Course View!

9.0 out of 10, Wonderful, (35)
"House was great - just as described!! this house is perfect for a guys golf trip - lots of restaurants and courses near by!!"
South Hampton 75” TV Golf Club Saint Augustine Golf Course View!

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

8.8 out of 10, Excellent, (6)
"Nice stay. Had everything we needed."
The price is AED 349
AED 678 total
includes taxes & fees
27 Apr - 28 Apr
Charming 2-bedroom house in welcoming Jacksonville with WiFi, Laundry, Sunroom

3-bedroom bungalow in fabulous downtown Springfield area in JAX FL- WiFi, AC

4.0 out of 10, (1)
"The pictures of this property make it look a lot better than it is. There were holes in the walls, a huge gap in the side door, and other defects such as a sink faucet that was barely attached. There was no soap/shampoo, no internet and the remotes for the TV did not work. The host was kind and check in was good, but this place could use some serious TLC. Also, please be cautious when booking this place because the surrounding neighborhood is suspect. There were people sifting through trash and...
The price is AED 231
AED 670 total
includes taxes & fees
1 May - 2 May
3-bedroom bungalow in fabulous downtown Springfield area in JAX FL- WiFi, AC

Nocatee Family Retreat – Private Yard & Lanai

10.0 out of 10, Exceptional, (4)
"This house is perfect for family vacation. They have toys for the kids which was very helpful whenever we were home. There is a shaded park in walking distance which was great for evening and early morning walks. The house is VERY clean and well kept. Having access to the garage was very convenient. Next time we come into town we will absolutely be staying here ! "
The price is AED 882
AED 1,885 total
includes taxes & fees
27 Apr - 28 Apr
Nocatee Family Retreat – Private Yard & Lanai

Historic Green Cove Springs Home - Walk to Coast!

9.8 out of 10, Exceptional, (47)
"This was my first ever rental and my wife and I couldn’t have been happier! The home was beautiful and full of history. The check in/out process was so easy. We will definitely find a reason to travel down and book this place again in the future!"
Historic Green Cove Springs Home - Walk to Coast!

Beautiful 4-bedroom Vacation home in fabulous Green Cove Springs

2.0 star property
10.0 out of 10, Exceptional, (2)
"The property was spacious, super clean, and perfectly located for our visit. We'll definitely be returning soon!"
Beautiful 4-bedroom Vacation home in fabulous Green Cove Springs

Come Live on the farm

10.0 out of 10, Exceptional, (129)
"We stayed two nights for a family wedding. Everything was perfect, and the home is in a gorgeous, quiet setting, while still close to restaurants and stores. We had a wonderful time and would definitely stay again if we were in the area."
Come Live on the farm

Spring has Sprung - 15% off 4 night stays!

9.2 out of 10, Wonderful, (28)
"As a girls weekend getaway, we felt totally safe in this family feel neighborhood. Seems to be in a good area of Fleming Island. We were perfect distance between Green Cove Springs and Thrasher Horne Center in Orange Park where we wanted to be. Supermarket & some restaurants in reasonable driving distance. Management was instantly responsive and wonderfully understanding when I had confusion over the lock. My confusion, not theirs, I'm older and do not have much experience with door codes. ...
Spring has Sprung - 15% off 4 night stays!

Cheerful three bedroom home with a pool

9.6 out of 10, Exceptional, (24)
"Dawn was great with very fast response! The house was perfect and just what I needed to host my daughter's graduation gathering and hosting family. Only thing is the neighbors are very nosy and called the sheriffs 3 times about my gathering between the hours of 7pm-730pm, which was not very pleasant because no one was loitering in front of residence or hanging outside and everyone parked on one side not blocking driveways. Nor was the music super loud. Other than that everything was great!"
The price is AED 735
AED 1,623 total
includes taxes & fees
7 May - 8 May
Cheerful three bedroom home with a pool

Exquisite Waterfront Retreat - Pet Friendly by RedAwning

9.2 out of 10, Wonderful, (7)
"We came into town for a soccer tournament . The house was very convenient for what we needed."
Exquisite Waterfront Retreat - Pet Friendly by RedAwning
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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Other property types in Middleburg

Spring has Sprung - 15% off 4 night stays!

10.0 out of 10, Exceptional, (19)
"Really, really nice! Quite surprised at the spaciousness, the general accommodations, the amenities (soaps, shampoos, grill w/ full propane, pool toys, kitchenware, cooking supplies)! Very clever door lock system and password control. Cleanliness and orderliness were well above expectations!"
Spring has Sprung - 15% off 4 night stays!

Grande Villas at World Golf Village

3.5 star property
8.6 out of 10, Excellent, (273)
"Room and service waa great. Would benefit from having a pool bar and restaurant on property."
Grande Villas at World Golf Village

Kasa Southside Jacksonville

3.5 star property
9.2 out of 10, Wonderful, (23)
"It was convenient clean and friendly"
Kasa Southside Jacksonville
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.