Photo by Cindy Simmonds

Middleburg Holiday Rentals

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Check prices for these dates

In two weeks
19 Sept - 21 Sept
In one month
3 Oct - 5 Oct
In two months
31 Oct - 2 Nov
In three months
28 Nov - 30 Nov

Holiday Rentals in Middleburg

Our top choices for Middleburg holiday rentals

Relax in our cozy 3 BR home with a spacious master suite with soaking tub, large yard, pool, BBQ
Dining

Relax in our cozy 3 BR home with a spacious master suite with soaking tub, large yard, pool, BBQ

10.0 out of 10, Exceptional, (23)
"Very responsive management and a great property for families."
Relax in our cozy 3 BR home with a spacious master suite with soaking tub, large yard, pool, BBQ
Grande Villas at World Golf Village
Outdoor pool

Grande Villas at World Golf Village

3.5 star property
8.6 out of 10, Excellent, (282)
"Nice place !!"
Grande Villas at World Golf Village
InTown Suites Extended Stay Jacksonville FL - St. Johns Bluff Rd
1 bedroom, bed sheets

InTown Suites Extended Stay Jacksonville FL - St. Johns Bluff Rd

2.5 star property
6.0 out of 10, (25)
"The manager was nice the hotel was nice even the cleaning service was nice I would love to stay there they were always playing everything was beautiful"
InTown Suites Extended Stay Jacksonville FL - St. Johns Bluff Rd
Relaxing & charming home
Fridge, microwave, oven, stovetop

Relaxing & charming home

9.4 out of 10, Exceptional, (43)
"Great place to stay! Luis was very helpful and responsive, thank you!"
Relaxing & charming home
Kasa Southside Jacksonville
Seasonal outdoor pool

Kasa Southside Jacksonville

3.5 star property
9.0 out of 10, Wonderful, (29)
"Nice place to stay "
Kasa Southside Jacksonville
Cozy Hideaway in Jacksonville
Property grounds

Cozy Hideaway in Jacksonville

7.6 out of 10, Good, (19)
"Comfortable, Clean & Just As Described ! "
The price is HK$421
HK$832 total
includes taxes & fees
15 Sept - 16 Sept
Cozy Hideaway in Jacksonville
Heated Pool Oasis! 4bd/2ba, Arcades & Ping Pong!
Outdoor pool, a heated pool

Heated Pool Oasis! 4bd/2ba, Arcades & Ping Pong!

9.8 out of 10, Exceptional, (17)
"Good location, felt very safe "
Heated Pool Oasis! 4bd/2ba, Arcades & Ping Pong!
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, (37)
"Great place. Nice area. Very clean. "
The price is HK$912
HK$1,974 total
includes taxes & fees
4 Sept - 5 Sept
Private Paradise in a Pristine Neighborhood - Fenced back yard, patio & firepit
Mi CASA es su CASA
Outdoor pool, a heated pool

Mi CASA es su CASA

10.0 out of 10, Exceptional, (85)
"Great stay with no issues. Great communication with host."
The price is HK$625
HK$1,599 total
includes taxes & fees
4 Sept - 5 Sept
Mi CASA es su CASA
Spacious Historic Residence
Terrace/patio

Spacious Historic Residence

9.8 out of 10, Exceptional, (7)
"This property is spacious and beautiful! right next to a lot of night life. Safe neighborhood and great host!"
The price is HK$977
HK$1,968 total
includes taxes & fees
4 Sept - 5 Sept
Spacious Historic Residence
Charming Springfield Hideaway near downtown Jacksonville
1 bedroom, iron/ironing board, free WiFi, bed sheets

Charming Springfield Hideaway near downtown Jacksonville

2.0 star property
10.0 out of 10, Exceptional, (19)
"I stay here regularly and everything is always perfect, private and well put together. Highly recommended! "
Charming Springfield Hideaway near downtown Jacksonville
Remodeled house in San Marco steps from San Marco Square and Riverwalk
Interior

Remodeled house in San Marco steps from San Marco Square and Riverwalk

9.2 out of 10, Wonderful, (17)
"Very well set up for a home away from home in a great location Had everything we needed "
The price is HK$702
HK$1,926 total
includes taxes & fees
29 Sept - 30 Sept
Remodeled house in San Marco steps from San Marco Square and Riverwalk
Gorgeous circa 1875 Plantation House (in city)
Fridge, microwave, oven, stovetop

Gorgeous circa 1875 Plantation House (in city)

9.8 out of 10, Exceptional, (78)
"This place is so beautiful. We all just loved the history of this place. It’s large and very clean, with amazing hot water in the showers. Great family vacation spot. "
The price is HK$1,396
HK$3,949 total
includes taxes & fees
9 Sept - 10 Sept
Gorgeous circa 1875 Plantation House (in city)
Remodeled unit steps from San Marco cafes and shops and near Riverwalk
Outdoor dining

Remodeled unit steps from San Marco cafes and shops and near Riverwalk

The price is HK$758
HK$2,036 total
includes taxes & fees
8 Sept - 9 Sept
Remodeled unit steps from San Marco cafes and shops and near Riverwalk
Single house: 12guests,4bds/2baths,large backyard.
Terrace/patio

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

10.0 out of 10, Exceptional, (38)
"Ok place to stay."
The price is HK$1,241
HK$3,389 total
includes taxes & fees
2 Oct - 3 Oct
Single house: 12guests,4bds/2baths,large backyard.
Northeast Florida Retreat
Pool

Northeast Florida Retreat

9.4 out of 10, Exceptional, (19)
"Stayed for a few days to end a longer vacation. Was everything we needed and wanted. Owners were responsive when we had a question about the AC. Pool was great."
Northeast Florida Retreat
Colorful Family Friendly, Pet Friendly Bungalow, Sleeps 6 - Jacksonville, FL
Outdoor dining

Colorful Family Friendly, Pet Friendly Bungalow, Sleeps 6 - Jacksonville, FL

9.8 out of 10, Exceptional, (24)
"Relazing weekend, nice property!"
The price is HK$926
HK$1,340 total
includes taxes & fees
4 Sept - 5 Sept
Colorful Family Friendly, Pet Friendly Bungalow, Sleeps 6 - Jacksonville, FL
Private Pool and Patio
Fridge, microwave, stovetop, coffee/tea maker

Private Pool and Patio

10.0 out of 10, Exceptional, (14)
"Nice, clean, well-appointed property. Loved the pool and the location was exactly what we needed."
Private Pool and Patio
Private pool in a spacious 3/2 NORTH FL home.
Outdoor pool

Private pool in a spacious 3/2 NORTH FL home.

7.8 out of 10, Good, (25)
"Good location close but far enough from the city, quite place, spacious with plenty of room, big pool, beds seemed fine "
Private pool in a spacious 3/2 NORTH FL home.
Westside home away from home-Live like local and chill in privacy. Super safe
Sun-loungers

Westside home away from home-Live like local and chill in privacy. Super safe

9.8 out of 10, Exceptional, (18)
"Great stay!"
Westside home away from home-Live like local and chill in privacy. Super safe
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

Find out more about Middleburg

Find out more about Middleburg

Search for holiday rentals in Middleburg on Expedia! You can easily find your home rentals, villas, holiday apartments in Middleburg using one of the methods below:

  • View our selection of featured holiday rentals in Middleburg
  • Use the map to find apartments and other holiday homes in the Middleburg neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Middleburg while they last

Look no further and take a look at our great range of rental properties in Middleburg!

Frequently asked questions

Are there holiday rentals in Middleburg?

Yes, there are holiday rentals close to the most popular sights in Middleburg, or you can select a more secluded option if you're looking for a relaxing stay. Middleburg is known for its shopping and baseball games. Make sure you have time to check out the restaurants and festivals during your trip.

What are some of the best holiday rentals that Middleburg has to offer?

Grande Villas at World Golf Village: This holiday home rental outside of Middleburg is located on a lake, and has an outdoor pool, a terrace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. It offers an outdoor tennis court, a garden and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals are there in Middleburg?

Expedia has 18 holiday rentals for your stay in Middleburg.

What’s there to see and do in Middleburg?

While exploring the area, visit family-friendly sights like Ronnie Van Zant Park, or get outside and enjoy nature at Clay County Fairgrounds. In the wider area, you’ll find Jacksonville Naval Air Station and Eagle Harbor Golf Club.

What’s a holiday rental in Middleburg like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Middleburg. Holiday rentals feature amenities such as hot tubs, fire pits and patios so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from public hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular option for a family trip or a small group gathering.