Middleburg Vacation Rentals

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Vacation Rentals in Middleburg

Dining
Baby it's Cold Outside Winter Promo on 4 - 6 night stays

Vacation Home in Middleburg

9.6 out of 10, Exceptional, (24)
"What a wonderful home. Neighborhood was beautiful and quiet."
United States
Richard F.
Baby it's Cold Outside Winter Promo on 4 - 6 night stays
BBQ/picnic area
Landing Apartments Jacksonville - Windy Hill

Apartment in Southside

4.0 star property
Landing Apartments Jacksonville - Windy Hill
Upgrade 2 Doubles | Bed sheets
InTown Suites Extended Stay Jacksonville FL - St. Johns Bluff Rd

Aparthotel in Jacksonville

2.5 star property
6.4 out of 10, (27)
"It was nice"
United States
Dhante
InTown Suites Extended Stay Jacksonville FL - St. Johns Bluff Rd
Fridge, microwave, oven, stovetop
Cozy Timuquana Townhome Private Yard & Parking Family and Pet-friendly

Vacation Home in Westside

7.0 out of 10, Good, (2)
"It was a really good stay. Beds were comfortable,clean and very inviting. We were provided with all amenities. The neighborhood was safe. Check in was easy. The place looked exactly like the photos. Instructions were easy to follow and the host was very responsive. I would definitely book this place again if available."
United States
Jennie B.
Cozy Timuquana Townhome Private Yard & Parking Family and Pet-friendly
Front of property
The Van Zant House

Apartment in Westside

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!!"
United States
Ashley
$252 nightly
The price is $274
Nov 25 - Nov 26
Total with taxes and fees
The Van Zant House
Property amenity
Landing Apartments Rolling Hills

Apartment in Northwest

3.0 star property
10.0 out of 10, Exceptional, (1)
"The apartment was well appointed, so much so that I ordered a kitchen gadget for my own home that was in the apartment. There were plenty of towels, kitchen supplies (dishes, pots and pans, storage containers). A kitchen kit with dish soap, sponge and laundry detergent was provided. The area has everything that you would need. Very close to grocery stores and restaurants. Also close to freeway access. The bed was super comfortable and the rooms were spacious. The shower was HUGE. The...
United States
Michelle
Landing Apartments Rolling Hills
Interior
Remodeled house in San Marco steps from San Marco Square and Riverwalk

Vacation Home in San Marco

9.4 out of 10, Exceptional, (19)
"The house was cute, comfortable, well stocked, and located within a short walking distance of fantastic restaurants and bars! Couldn't have asked for a better place to stay!"
United States
Kirkland L.
$212 nightly
The price is $238
Nov 30 - Dec 1
Total with taxes and fees
Remodeled house in San Marco steps from San Marco Square and Riverwalk
Property grounds
Cozy Hideaway in Jacksonville

Apartment in Arlington

7.6 out of 10, Good, (27)
"It was nice and cozy"
United States
Brandon G.
$94 nightly
The price is $107
Dec 1 - Dec 2
Total with taxes and fees
Cozy Hideaway in Jacksonville
Seasonal outdoor pool
Kasa Southside Jacksonville

Aparthotel in Southside

3.5 star property
9.2 out of 10, Wonderful, (32)
"Nice place to stay "
United States
Lovely Charles
Kasa Southside Jacksonville
Fridge, microwave, oven, stovetop
Relaxing & charming home

Condo in Southside

9.4 out of 10, Exceptional, (50)
"Great place to stay! Luis was very helpful and responsive, thank you!"
United States
Heather L.
Relaxing & charming home
Terrace/patio
Cozy House close To Downtown

Vacation Home in Northwest

8.4 out of 10, Very Good, (5)
"The house was nice, clean, and felt very homey. The host was wonderful. Had a big front and back yard for my dog. Can’t wait to book this home again. "
United States
Anonymous traveler
$172 nightly
The price is $193
Nov 25 - Nov 26
Total with taxes and fees
Cozy House close To Downtown
Exterior
Charming 3-bedroom House with AC and WiFi in lovely Jacksonville

Vacation Home in Northwest

2.0 star property
9.2 out of 10, Wonderful, (13)
"This was such a cute quaint home that so cozy! Great location that was close to so many unique places and restaurants! It was surprisingly quiet for being so close to the interstate and train but overall a wonderful stay! "
United States
Courtney C.
$172 nightly
The price is $193
Nov 25 - Nov 26
Total with taxes and fees
Charming 3-bedroom House with AC and WiFi in lovely Jacksonville
Lobby
The Peaceful Green - A Relaxing St. Augustine Getaway

Condo in St. Augustine

9.2 out of 10, Wonderful, (9)
"Nice place. Very easy to get in and out of."
United States
Phillip S.
The Peaceful Green - A Relaxing St. Augustine Getaway
Property grounds
RelaxJax - a Private Paradise in a Pristine Neighborhood Fenced yard w/grill.

Vacation Home in Avondale

9.6 out of 10, Exceptional, (44)
"This home was in a great and safe location. Planning on going back!"
United States
Heidi M.
$226 nightly
The price is $253
Dec 1 - Dec 2
Total with taxes and fees
RelaxJax - a Private Paradise in a Pristine Neighborhood Fenced yard w/grill.
Exterior
Spacious 4-Bedroom Retreat Near Downtown & San Marco – Jacksonville Charm

Vacation Home in Spring Park

2.0 star property
10.0 out of 10, Exceptional, (1)
"Very clean and great "
United States
Nahjai T.
$239 nightly
The price is $269
Dec 24 - Dec 25
Total with taxes and fees
Spacious 4-Bedroom Retreat Near Downtown & San Marco – Jacksonville Charm
Property grounds
Southern Charm w/Modern Comfort in peaceful Jacksonville

Vacation Home in Northwest

10.0 out of 10, Exceptional, (3)
"House was very clean and exactly as pictured. Communication was excellent, check in was easy and check out was the easiest I’ve ever experienced."
United States
Megan S.
$305 nightly
The price is $340
Nov 30 - Dec 1
Total with taxes and fees
Southern Charm w/Modern Comfort in peaceful Jacksonville
Property grounds
Cozy Treetop Hideaway

Apartment in Northwest

10.0 out of 10, Exceptional, (84)
"Adorable, private and easy access to great restaurants. Host was very quick to respond to all questions and was very personable! Neighborhood is extremely quiet with great sidewalks to walk your pet and a dog park within walking distance. Will definitely stay again. "
United States
Renee J.
$127 nightly
The price is $141
Nov 25 - Nov 26
Total with taxes and fees
Cozy Treetop Hideaway
Outdoor dining
Colorful Family Friendly, Pet Friendly Bungalow, Sleeps 6 - Jacksonville, FL

Vacation Home in Northwest

9.8 out of 10, Exceptional, (31)
"We were in town for a concert, so our trip was short…The house was perfect and Heidi made us feel “at home.” We hope to visit again soon!"
United States
Jennifer W.
$154 nightly
The price is $172
Nov 30 - Dec 1
Total with taxes and fees
Colorful Family Friendly, Pet Friendly Bungalow, Sleeps 6 - Jacksonville, FL
Outdoor dining
White Sands Lake 2-bedroom Cottage, Sleeps 6, Kayaks/Fishing

Cottage in Keystone Heights

2.0 star property
9.6 out of 10, Exceptional, (14)
"Awesome location, great cabin! Had everything I needed to see my family ❤️ Will request to stay again!"
United States
Bonnie
$176 nightly
The price is $196
Nov 25 - Nov 26
Total with taxes and fees
White Sands Lake 2-bedroom Cottage, Sleeps 6, Kayaks/Fishing
Pool
Luxe 2BR Retreat, Resort Style Pool, Near Mayo Clinic, Beaches & Town Center

Apartment in Deerwood

10.0 out of 10, Exceptional, (4)
"The pool is amazing! There is a nice game room. The security of the location is very good as well. We really enjoyed our stay. About 15-20 minutes to just about anywhere you want to go. Would definitely stay again. "
United States
Tina W.
Luxe 2BR Retreat, Resort Style Pool, Near Mayo Clinic, Beaches & Town Center
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

San Marco Inn East

San Marco Inn East

10/10 Excellent
"Excellent staff, location and room. Do recommend it."
Alexander 1-night trip
Posted 2 days ago
San Marco Inn East

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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Middleburg in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $107 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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.

Explore a world of travel with Expedia

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?

Cozy House close To Downtown: This vacation home rental near Middleburg is equipped with a barbecue grill, air-conditioning, and laundry facilities to help you feel comfortable during your stay. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and an oven, so you can cook with friends or family.

How many vacation rentals are there in Middleburg?

Expedia has 21 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 Latitude 30, or get outside and enjoy nature at Jennings State Forest. In the larger area, you’ll find Eagle Harbor Golf Club and Clay County Fairgrounds.

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.