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Check prices for these dates

Next weekend
9 May - 11 May
In two weeks
16 May - 18 May
In one month
30 May - 1 Jun
In two months
27 Jun - 29 Jun

Compare 705 Vacation Homes in Middleburg with updated reviews, rates, and availability.

Grande Villas at World Golf Village
Outdoor pool

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
Interior

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

8.4 out of 10, Very Good, (21)
"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 239
AED 636 total
includes taxes & fees
12 May - 13 May
Coziest House In JAX | 3BR, 7 Minutes To Downtown
Riversides Relaxing Retreat
Private kitchen

Riversides Relaxing Retreat

10.0 out of 10, Exceptional, (18)
"We needed a place close to hospital while family member was having surgery. This place was perfect! Very close, great neighborhood. Lovely little apartment. "
Riversides Relaxing Retreat
Swim in Large Salt Water Pool, Ride Bikes, Relax On Deck, Enjoy Theater Room
Outdoor pool

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

9.6 out of 10, Exceptional, (141)
"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
Modern 4 bedroom with Patio and Pool -- Sleeps 10
Outdoor pool

Modern 4 bedroom with Patio and Pool -- Sleeps 10

9.8 out of 10, Exceptional, (16)
"If you’re looking for a clean, cozy stay this is the place fore you"
Modern 4 bedroom with Patio and Pool -- Sleeps 10
Private Loft at a Working Show Barn ~ Pets Welcome!
Exterior

Private Loft at a Working Show Barn ~ Pets Welcome!

9.4 out of 10, Exceptional, (20)
"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
4 May - 5 May
Private Loft at a Working Show Barn ~ Pets Welcome!
Mandarin Pearl close to everything
Smart TV, books

Mandarin Pearl close to everything

9.2 out of 10, Wonderful, (24)
"Mandarin Pearl was clean, quiet, well located, and cozy. My husband and I stayed for one week and our host, Richard, answered all our questions quickly. The house was well stocked and comfortable. We would book again!"
Mandarin Pearl close to everything
Spring has Sprung - 15% off 4 night stays!
Pool

Spring has Sprung - 15% off 4 night stays!

9.4 out of 10, Exceptional, (58)
"Nice house, very clean, beds were uncomfortable and bath towels were very rough but otherwise we had a nice stay"
Spring has Sprung - 15% off 4 night stays!
Private Paradise in a Pristine Neighborhood - Fenced back yard, patio & firepit
Property grounds

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

9.8 out of 10, Exceptional, (33)
"We really enjoyed the games and outdoor area! "
The price is AED 441
AED 928 total
includes taxes & fees
15 May - 16 May
Private Paradise in a Pristine Neighborhood - Fenced back yard, patio & firepit
2 Cozy bedroom house W/ huge patio!
Outdoor dining

2 Cozy bedroom house W/ huge patio!

9.4 out of 10, Exceptional, (15)
"Great place, great neighborhood very quiet "
The price is AED 316
AED 849 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!
Beach nearby

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

9.0 out of 10, Wonderful, (36)
"Great place especially if you have a lot of guests!"
South Hampton 75” TV Golf Club Saint Augustine Golf Course View!
Charming 2-bedroom house in welcoming Jacksonville with WiFi, Laundry, Sunroom
Fridge, microwave, oven, stovetop

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

8.8 out of 10, Excellent, (6)
The price is AED 349
AED 678 total
includes taxes & fees
4 May - 5 May
Charming 2-bedroom house in welcoming Jacksonville with WiFi, Laundry, Sunroom
3-bedroom bungalow in fabulous downtown Springfield area in JAX FL- WiFi, AC
Interior

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
3 May - 4 May
3-bedroom bungalow in fabulous downtown Springfield area in JAX FL- WiFi, AC
Nocatee Family Retreat – Private Yard & Lanai
Fridge, microwave, oven, stovetop

Nocatee Family Retreat – Private Yard & Lanai

10.0 out of 10, Exceptional, (4)
"My wife and I visited with our 3 year old and 1 year old. This place is nice and spacious, and the outdoor area was great for kids. "
The price is AED 984
AED 2,040 total
includes taxes & fees
4 May - 5 May
Nocatee Family Retreat – Private Yard & Lanai
Historic Green Cove Springs Home - Walk to Coast!

Historic Green Cove Springs Home - Walk to Coast!

9.8 out of 10, Exceptional, (47)
"Nice area "
Historic Green Cove Springs Home - Walk to Coast!
Beautiful 4-bedroom Vacation home in fabulous Green Cove Springs
View from property

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
Outdoor dining

Come Live on the farm

10.0 out of 10, Exceptional, (129)
"Really enjoyed our stay"
Come Live on the farm
Spring has Sprung - 15% off 4 night stays!
Pool

Spring has Sprung - 15% off 4 night stays!

9.2 out of 10, Wonderful, (28)
"We booked this VRBO because of the proximity to the surgery center where my husband was having a procedure done. This home also offered a recliner which was a must have and this was the only VRBO we found that had one."
Spring has Sprung - 15% off 4 night stays!
Cheerful three bedroom home with a pool
Outdoor pool

Cheerful three bedroom home with a pool

9.6 out of 10, Exceptional, (24)
"Great place to stay!"
The price is AED 735
AED 1,612 total
includes taxes & fees
4 May - 5 May
Cheerful three bedroom home with a pool
Exquisite Waterfront Retreat - Pet Friendly by RedAwning
Exterior detail

Exquisite Waterfront Retreat - Pet Friendly by RedAwning

8.4 out of 10, Very Good, (8)
"Nice, clean, and just what we were looking for."
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!
Interior

Spring has Sprung - 15% off 4 night stays!

10.0 out of 10, Exceptional, (19)
"The property was very nice - exactly as advertised. Great rental property "
Spring has Sprung - 15% off 4 night stays!
Grande Villas at World Golf Village
Outdoor pool

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
Beach

Kasa Southside Jacksonville

3.5 star property
9.2 out of 10, Wonderful, (24)
"Nice place to stay "
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.