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Middleburg Vacation Rentals

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Vacation Rentals in Middleburg

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

3.5 star property
8.6 out of 10, Excellent, (282)
"Nice place !!"
Grande Villas at World Golf Village

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

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

Luxury Residence in Jacksonville's Riverside

9.6 out of 10, Exceptional, (8)
"Extremely clean,very well maintained and furnished, convenient to waterfront and other downtown attractions."
The price is CA $138
CA $341 total
includes taxes & fees
Oct 6 - Oct 7
Luxury Residence in Jacksonville's Riverside

Cozy Hideaway in Jacksonville

7.6 out of 10, Good, (19)
"Comfortable, Clean & Just As Described ! "
The price is CA $75
CA $147 total
includes taxes & fees
Sep 15 - Sep 16
Cozy Hideaway in Jacksonville

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!

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

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 CA $173
CA $348 total
includes taxes & fees
Sep 10 - Sep 11
Spacious Historic Residence

Mi CASA es su CASA

10.0 out of 10, Exceptional, (85)
"Great stay with no issues. Great communication with host."
The price is CA $123
CA $303 total
includes taxes & fees
Sep 14 - Sep 15
Mi CASA es su CASA

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.

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 CA $124
CA $341 total
includes taxes & fees
Sep 29 - Sep 30
Remodeled house in San Marco steps from San Marco Square and Riverwalk

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 CA $247
CA $699 total
includes taxes & fees
Sep 9 - Sep 10
Gorgeous circa 1875 Plantation House (in city)

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 CA $166
CA $356 total
includes taxes & fees
Sep 22 - Sep 23
Private Paradise in a Pristine Neighborhood - Fenced back yard, patio & firepit

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

9.8 out of 10, Exceptional, (24)
"Relazing weekend, nice property!"
The price is CA $164
CA $237 total
includes taxes & fees
Sep 10 - Sep 11
Colorful Family Friendly, Pet Friendly Bungalow, Sleeps 6 - Jacksonville, FL

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

10.0 out of 10, Exceptional, (38)
"Ok place to stay."
The price is CA $220
CA $600 total
includes taxes & fees
Oct 2 - Oct 3
Single house: 12guests,4bds/2baths,large backyard.

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

Cozy Treetop Hideaway

10.0 out of 10, Exceptional, (81)
"Perfect place for my husband and I to stay while visiting family in Jacksonville. Daiv was a fantastic host and easy to communicate with. "
The price is CA $109
CA $206 total
includes taxes & fees
Sep 21 - Sep 22
Cozy Treetop Hideaway

The Van Zant House

3.5 star property
6.0 out of 10, (6)
"It was a great experience for my children and I bc this house was / used to be my family home…. My great grandparents home where my grandfather and other family members grew up and we had lots of family holidays!! It was wonderful to share that with my own children! Thank you!!"
The price is CA $87
CA $334 total
includes taxes & fees
Sep 6 - Sep 7
The Van Zant House

Charming 3-bedroom House with AC and WiFi in lovely Jacksonville

2.0 star property
9.2 out of 10, Wonderful, (13)
"Traveling from Virginia to destin Florida. Place was a great pit stop in between road trip for some rest. I would definitely recommend "
The price is CA $124
CA $299 total
includes taxes & fees
Sep 10 - Sep 11
Charming 3-bedroom House with AC and WiFi in lovely 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.
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Top Middleburg Hotel Reviews

Find out more about Middleburg

Find out more about Middleburg

Everything you need to know about Middleburg vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Middleburg vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Middleburg vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Middleburg vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Middleburg. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Middleburg vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Middleburg vacation rentals we have selected for you start as low as CA $75 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Middleburg rentals

At Expedia, we put the best Middleburg vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Middleburg rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Middleburg vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Middleburg. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there vacation rentals in Middleburg?

Yes, you can find vacation rentals close to the most popular sights in Middleburg, or you can go with a secluded option if you're looking for relaxation. 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 vacation rentals in Middleburg?

Grande Villas at World Golf Village: This vacation home rental near Middleburg is located on a lake and has an outdoor pool, a terrace, and a barbecue grill 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 a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Middleburg?

Expedia has 18 vacation 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 larger area, you’ll find Jacksonville Naval Air Station and Eagle Harbor Golf Club.

What’s a vacation rental in Middleburg like?

A vacation rental is a private property you can stay in for a long or short time in Middleburg. Vacation rentals offer extras 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 a sanitized environment, vacation rentals can provide a sense of seclusion away from public hotel elevators and bustling concierge desks while still allowing you to travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive choice for family trips.