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Compare 585 Vacation Homes in Middleburg with updated reviews, rates, and availability.

Northeast Florida Retreat

10.0 out of 10, Exceptional, (2)
"Great stay & accommodating"
Northeast Florida Retreat

Bluegreen Vacations Grande Villas at World Golf Village

3.5 star property
8.6 out of 10, Excellent, (269)
"The accommodations were awesome. The bed was the most comfortable. Would definitely stay again"
Bluegreen Vacations Grande Villas at World Golf Village

Luxurious Home w/ Spectacular Glass Room & Patios

9.8 out of 10, Exceptional, (148)
"Great house and great neighborhood! "
The price is AED 547
AED 1,371 total
includes taxes & fees
18 Feb - 19 Feb
Luxurious Home w/ Spectacular Glass Room & Patios

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

10.0 out of 10, Exceptional, (26)
"During our second stay at Svitlana's beautiful home, we again enjoyed the comfortable elegance and convenient location. Uniquely, there are not only multiple choices of towels but of body washes, lotions, soaps, shampoos and conditioners. The wooden crib is gorgeous; 2 sets of adorable, high quality sheets For young children, there are toys, a high chair, and a toddler's bouncy seat. Two very large sitting rooms boast a 65 and an 80" TV. There is a filtered water ice maker on the counter,...
The price is AED 419
AED 1,389 total
includes taxes & fees
19 Feb - 20 Feb
Single house: 12guests,4bds/2baths,large backyard.

Downtown Jacksonville - La Casa De Blues

9.6 out of 10, Exceptional, (54)
"The house fit our needs. We enjoyed the porch, relaxing & reading & watching the locals walk their dogs. The location worked well for us & we enjoyed Jacksonville Zoo & local museums. Any small problems we had Heather was very quick to respond and address. We would stay here again. "
The price is AED 459
AED 1,201 total
includes taxes & fees
24 Feb - 25 Feb
Downtown Jacksonville - La Casa De Blues

Northeast Florida Retreat

9.0 out of 10, Wonderful, (17)
"This home was exactly as described and pictured and is very spacious. The fenced in yard made it great for our dog to roam free and she just Loved it!!!"
Northeast Florida Retreat

2 Cozy bedroom house W/ huge patio!

9.2 out of 10, Wonderful, (7)
"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 220
AED 741 total
includes taxes & fees
5 Mar - 6 Mar
2 Cozy bedroom house W/ huge patio!

Charming Springfield Hideaway near downtown Jacksonville

2.0 star property
10.0 out of 10, Exceptional, (8)
"Very clean. Hosts were very flexible and very nice."
Charming Springfield Hideaway near downtown Jacksonville

Spacious 4-Bed Oasis with Patio & Games in Quiet Area

2.0 star property
10.0 out of 10, Exceptional, (4)
"Stay was amazing ! Highly recommend !!"
Spacious 4-Bed Oasis with Patio & Games in Quiet Area

~Spacious 4/2 in Oakleaf, pet friendly

10.0 out of 10, Exceptional, (6)
"Communication was great throughout whole experience. House is very nice with a big backyard for the dogs. We highly recommend this host."
~Spacious 4/2 in Oakleaf, pet friendly

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

Bettys Place a Cozy Modern 3BR/2BA SFH w/ Fenced Yard, Inside W/D, Gig WiFi

10.0 out of 10, Exceptional, (16)
"The house was great. Very spacious. We would stay there again. "
Bettys Place a Cozy Modern 3BR/2BA SFH w/ Fenced Yard, Inside W/D, Gig WiFi

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

9.4 out of 10, Exceptional, (54)
"Very nice place with plenty of room to visit with Kids and take in the a few of the sights of Jacksonville. "
Private Pool |1/2 Acre Wooded Lot |Feels Like an Authentic English Cottage |Fenced |Dogs Ok |3 Bikes

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

9.6 out of 10, Exceptional, (136)
"We spent Christmas at this home and we had a great time. The property is clean and spacious, it was like being back home. Plenty of rooms and a nice theater room. Ideal location to stores and restaurants. "
Swim in Large Salt Water Pool, Ride Bikes, Relax On Deck, Enjoy Theater Room

Northeast Florida Retreat

9.6 out of 10, Exceptional, (24)
"I wish we could have had a better stay. But the host was extremely nice and accommodating. "
Northeast Florida Retreat

Private Loft at a Working Show Barn ~ Pets Welcome!

9.6 out of 10, Exceptional, (15)
"This is my second year on the property and it continues to be a perfect experience. Thanks for the wonderful stay!"
The price is AED 349
AED 693 total
includes taxes & fees
18 Feb - 19 Feb
Private Loft at a Working Show Barn ~ Pets Welcome!

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

9.8 out of 10, Exceptional, (26)
"We really enjoyed the games and outdoor area! "
The price is AED 441
AED 942 total
includes taxes & fees
20 Feb - 21 Feb
Private Paradise in a Pristine Neighborhood - Fenced back yard, patio & firepit

In Green Cove Springs, Fenced Bikes, Boat/RV Parking, Near Public Ramp, Seasonal Pool, Dogs Ok

9.6 out of 10, Exceptional, (26)
"Overall, def a 4.5 for the property as a whole. The fenced back yard was great for the pups, although it needed a good debris removal for several dead branches and such. And patio furniture showed some strain from weathering. But the layout of the house is very family-friendly and spacious. We managed to sit 6 comfortably at the little kitchen nook table that looks like it should only seat four. But it worked out just fine. We had a couple of repair concerns and the property manager replied...
In Green Cove Springs, Fenced Bikes, Boat/RV Parking, Near Public Ramp, Seasonal Pool, Dogs Ok

Hidden Garden Apartment

4.0 out of 10, (2)
"A bio hazard of a bed with unreasonable property owners. The bed had been urinated on in the past. To cover the smell the owners used large air fresheners. I did not smell it until after sleeping a few hrs. By that time it was 0400. By this time it was too late. The owners were not responding to my messages. "
The price is AED 294
AED 574 total
includes taxes & fees
28 Feb - 1 Mar
Hidden Garden Apartment

2BR Cozy Haven • Walk to River, Dining + Shopping • 3 Mi. to Stadium

2.0 star property
9.0 out of 10, Wonderful, (2)
"The house was great…very clean, conveniently located and comfortable."
2BR Cozy Haven • Walk to River, Dining + Shopping • 3 Mi. to Stadium
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

Bluegreen Vacations Grande Villas at World Golf Village

3.5 star property
8.6 out of 10, Excellent, (269)
"The accommodations were awesome. The bed was the most comfortable. Would definitely stay again"
Bluegreen Vacations Grande Villas at World Golf Village

Kasa Southside Jacksonville

3.5 star property
9.2 out of 10, Wonderful, (20)
"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

The Van Zant House

3.5 star property
5.2 out of 10, (5)
"This Property is seem racist to me and its very dirty and it needs upgrading i will not be back!"
The price is AED 242
AED 900 total
includes taxes & fees
18 Feb - 19 Feb
The Van Zant House
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.