Photo by Cindy Simmonds

Search Vacation Homes in Middleburg

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

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

Bluegreen Vacations Grande Villas at World Golf Village

3.5 star property
8.6 out of 10, Excellent, (271)
"Our third stay at Bluegreen and it was the best. We had a very nice room in the corner and top floor, Room 250 in building 2. Very nice and quiet. The room suite was very clean and well maintained. The kitchenette was totally equipped for cooking whenever you desired. They seem to be taking care of the property better than before. And if you are golfer it is one of the best places to stay in the area. And now you have a Costco and a Bucees in the entrance. "
Bluegreen Vacations Grande Villas at World Golf Village

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

8.6 out of 10, Excellent, (19)
"Host was very gracious and easy to work with. Eduard....Thank you a million for providing such a beautiful accommodation for my employees to stay in while working out of town. "
The price is AED 202
AED 595 total
includes taxes & fees
31 Mar - 1 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, (138)
"Looking for a place to stay while in town to visit family. This location was close, gave us all the space we needed, and was quite comfortable. And bonus-the master bathroom shower had a grab bar for my 86 year old mom. Tim was a great host! Keeping his number for future visits! "
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, (14)
"We loved the outdoor space. The kitchen was well stocked. Bathrooms were very clean and had complimentary shampoo and conditioners. Plenty of towels and bedding. Beds were comfortable. I’m glad there was a privacy fence. It’s located near grocery stores and places to eat. Not far from beaches and activities. Great price too!"
Modern 4 bedroom with Patio and Pool -- Sleeps 10

Private Loft at a Working Show Barn ~ Pets Welcome!

9.4 out of 10, Exceptional, (17)
"All around great experience with a fantastic atmosphere. 10/10 would recommend to everyone. "
The price is AED 349
AED 693 total
includes taxes & fees
30 Mar - 31 Mar
Private Loft at a Working Show Barn ~ Pets Welcome!

Mandarin Pearl close to everything

9.4 out of 10, Exceptional, (21)
"We spent a month here in December/January. The house is three bedrooms and one full bath. The Beds were comfortable. The house is a great place if you have pets with a nice yard. There is laundry on site. The main kitchen pots, pans, utensils, table settings, were all there. Appliances are all fairly new and work well. The host were very nice and accommodating with a couple requests while we were there and they were very nice about helping out. The only thing I would point out is for folks so...
Mandarin Pearl close to everything

Private Pool |1/2 Acre Wooded Lot |Feels Like an Authentic English Cottage |Fenced |Dogs Ok |3 Bikes

9.4 out of 10, Exceptional, (56)
"The house was bigger than what we expected. Lots of room and space. The house had 3 full baths which was nice. Upstairs game/play area added bonus. Pool and outside area was great as well. I'd book again."
Private Pool |1/2 Acre Wooded Lot |Feels Like an Authentic English Cottage |Fenced |Dogs Ok |3 Bikes

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

9.6 out of 10, Exceptional, (30)
"The house is spacious, plenty of room for our party of 3 adults. Location is great. I would probably stay here again with a few minor improvements: The bathroom needs a little attention-the light in the shower area was hanging out of the ceiling, the shower curtain liner was covered in soap scum, and the baseboards were pretty dirty. Overall it was a comfortable stay, very easy to get to, and in a cute neighborhood. "
The price is AED 441
AED 924 total
includes taxes & fees
31 Mar - 1 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, (8)
"We had a great time.Had an issue with the washing machine and it was replaced the same day.I wish there was another chair or couch in tv room.There wasn’t a large selection of pots and pans, I ran to the dollar store and grabbed a few items that I would “assume” it would have but as I said, foe the price we were overall happy."
The price is AED 360
AED 899 total
includes taxes & fees
1 Apr - 2 Apr
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

10.0 out of 10, Exceptional, (2)
"This house was extremely well kept and had some cute details. Everything was seamless and very secure. I received a quick response when I asked any questions. I will definitely rent again whenever I’m back in Jacksonville. "
The price is AED 349
AED 678 total
includes taxes & fees
29 Mar - 30 Mar
Charming 2-bedroom house in welcoming Jacksonville with WiFi, Laundry, Sunroom

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

The price is AED 264
AED 707 total
includes taxes & fees
5 Apr - 6 Apr
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, (2)
"Great stay at the Nocatee Retreat for a long overdue family gathering. It was a great house for all of us (4 adults, 3 teens/young adults) to play games, eat, and just relax. It's in a beautiful and quiet neighborhood close to everything you need - grocery stores, etc... Also a great neighborhood to get a morning walk or run in. The communication with the owners was fantastic, quick and responsive. We will book again if we come back to the area."
The price is AED 1,264
AED 2,403 total
includes taxes & fees
16 Apr - 17 Apr
Nocatee Family Retreat – Private Yard & Lanai

Historic Green Cove Springs Home - Walk to Coast!

9.8 out of 10, Exceptional, (45)
"We enjoyed our stay. The communication was excellent. The property was clean. The kitchen was well-appointed. There are a couple of things to be aware of about this property. One is that is in a mixed-use area of residential and commercial properties. It is not an issue as far as noise and convenience. It was just a surprise looking at the photos. Also, if you like to watch TV, there isn't one area that accommodates more than a couple of people to view a program together. There is a small set in...
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, (1)
"We stayed here for over a month while waiting to move into our home in Magnolia Point. It was the perfect location which made our move seamless. The owner was very helpful and responsive!The house was immaculate and a sanctuary after a long day. Lots of space and very well appointed.The neighborhood is quiet and conveniently located close to Fleming island restaurants, shops, and most importantly for us Home Depot.Thank you for sharing your home with us!"
Beautiful 4-bedroom Vacation home in fabulous Green Cove Springs

Come Live on the farm

10.0 out of 10, Exceptional, (128)
"We couldn’t have asked for more!!!!!!!!Anyone staying here would be beyond happy with the place!! Hope to come back some day!!!"
Come Live on the farm

Fleming Island |Dogs Ok |Fenced Yard |Family Friendly |Nearby Park |10 Mins to Doctor's Lake Marina

9.0 out of 10, Wonderful, (25)
"Our stay was fine. We had everything that we needed there. The property could use some updating, landscaping, and fresh decor in our opinion though. Make sure you are aware that dogs are allowed if you pan to stay there (fur)."
Fleming Island |Dogs Ok |Fenced Yard |Family Friendly |Nearby Park |10 Mins to Doctor's Lake Marina

Cozy 3 Bedroom home in Riverside

6.8 out of 10, (3)
"I was escaping a hurricane and got all the way to Jacksonville and after midnight which means you can’t reserve anything else same day and the just emails and says sorry it’s over booked and basically no remorse so my family of 5 and one service dog had to be homeless for a couple days while we waited out the storm. Pathetic of a host and poor communication. "
Cozy 3 Bedroom home in Riverside

Cheerful three bedroom home with a pool

9.8 out of 10, Exceptional, (23)
"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 1,579 total
includes taxes & fees
30 Mar - 31 Mar
Cheerful three bedroom home with a pool
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.
Don't see what you're looking for?
See all available properties in Middleburg
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Middleburg

3BR Home w/Private Pool |King En Suite w/Soaking Tub |Large Yard |Pet Friendly |Screened Patio |BBQ

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!"
3BR Home w/Private Pool |King En Suite w/Soaking Tub |Large Yard |Pet Friendly |Screened Patio |BBQ

Kasa Southside Jacksonville

3.5 star property
9.2 out of 10, Wonderful, (21)
"This was an amazing SUPER LAST MINUTE find! It was all virtual HOWEVER, they were so attentive and communicative whenever I just had questions and even checked in on us via text to make sure my family’s stay was going well! 10/10 my family and I will be back to book again here on future stays in Jacksonville "
Kasa Southside Jacksonville

Bluegreen Vacations Grande Villas at World Golf Village

3.5 star property
8.6 out of 10, Excellent, (271)
"Our third stay at Bluegreen and it was the best. We had a very nice room in the corner and top floor, Room 250 in building 2. Very nice and quiet. The room suite was very clean and well maintained. The kitchenette was totally equipped for cooking whenever you desired. They seem to be taking care of the property better than before. And if you are golfer it is one of the best places to stay in the area. And now you have a Costco and a Bucees in the entrance. "
Bluegreen Vacations Grande Villas at World Golf Village
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.