Middleburg Holiday Rentals

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Our top choices for Middleburg holiday rentals

9.6 out of 10, Exceptional, (23 reviews)
"We were in town for our oldest grandson's graduation. Our younger grandsons loved coming to see the horses and learning about them. This property is perfectly located, convenient to everything, yet quiet and private. Perfect stay, will be back when visiting in the future!"
United States
Susan G.
The price is AU$269
includes taxes & fees
20 Jan - 21 Jan
Private Loft at a Working Show Barn ~ Pets Welcome!
2.0 star property
NEAR Fleming island LUXE-POOL-FIRE pit-games-more

Mobile Home in Middleburg

Country living at its best!
9.4 out of 10, Exceptional, (3 reviews)
"We had a wonderful stay at this quiet, country home. Spacious and renovated interior with a lovely side yard for relaxing in the evening. The host was fabulous and quick to respond to all our questions. We will definitely stay here again. "
United States
Amy M.
The price is AU$492
includes taxes & fees
20 Jan - 21 Jan
Country living at its best!
2.0 star property
9.6 out of 10, Exceptional, (14 reviews)
"Awesome location, great cabin! Had everything I needed to see my family ❤️ Will request to stay again!"
United States
Bonnie
The price is AU$274
includes taxes & fees
2 Feb - 3 Feb
White Sands Lake 2-bedroom Cottage, Sleeps 6, Kayaks/Fishing
2.0 star property
The price is AU$197
includes taxes & fees
20 Jan - 21 Jan
Quaint 1-bedroom cabin with AC in Jacksonville
2.0 star property
10.0 out of 10, Exceptional, (5 reviews)
"The property was great & in a good location. It was very nicely decorated and was in excellent condition. It was updated completely & very well taken care of by owners. The garden was very nice. The only problem I had was the stairs - I’m almost 70 & had a little trouble. I wouldn’t recommend for elderly & handicap persons. "
United States
Frances
The price is AU$212
includes taxes & fees
20 Jan - 21 Jan
Magical Midsummer Night Glamping Loft w Bikes
The price is AU$173
includes taxes & fees
20 Jan - 21 Jan
Charming 1-bedroom queen bed cottage in tranquil Jacksonville with AC
2.0 star property
10.0 out of 10, Exceptional, (1 review)
"A lovely place to stay! Small but never felt that way with the furnishings and smart storage design. We loved the area, walking distance to 3 different sections with dining and stores. Perfect location if you need to be at St Vincent’s. Laundry was convenient and street parking was always available. Highly recommend!"
United States
Michelle S.
The price is AU$218
includes taxes & fees
19 Jan - 20 Jan
Soul O Studio - Walkable Riverside w Bikes
9.0 out of 10, Wonderful, (14 reviews)
"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.
The price is AU$293
includes taxes & fees
19 Jan - 20 Jan
Charming 3-bedroom House with AC and WiFi in lovely Jacksonville
2.0 star property
8.4 out of 10, Very good, (10 reviews)
"Quiet, and very nice home to enjoy a getaway. Will stay here again"
United States
Mc H.
The price is AU$297
includes taxes & fees
25 Jan - 26 Jan
2B1BA Central - Airport, Riverside, Zoo, Beach

Apartment in Westside

The Van Zant House
3.5 star property
6.0 out of 10, (6 reviews)
"Always a great time ! "
United States
Katherine
The Van Zant House

Apartment in San Marco

San Marco/Downtown Modern Suite
2.0 star property
9.8 out of 10, Exceptional, (9 reviews)
"Great place, great location! "
United States
Meghan C.
The price is AU$271
includes taxes & fees
19 Jan - 20 Jan
San Marco/Downtown Modern Suite
9.8 out of 10, Exceptional, (6 reviews)
"Our host (Luke) was VERY responsive when we had questions prior to & during our stay. The rooms were a good size and each had their own bathroom, which was nice. The location was good for us in relation to where our daughter moved, but also to the beach, shopping, restaurants and just a short drive to St. Augustine. We wouldn’t hesitate to stay here again."
United States
Nicholas B.
The price is AU$555
includes taxes & fees
18 Jan - 19 Jan
Sunshine Haven: 2BR w/Pool, Theater, Gym, Tennis
2.0 star property
The price is AU$339
includes taxes & fees
25 Jan - 26 Jan
2-bedroom house with/huge yard near Mayo

Holiday Home in Northwest

Cozy House close To Downtown
8.8 out of 10, Excellent, (11 reviews)
"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 traveller
The price is AU$305
includes taxes & fees
20 Jan - 21 Jan
Cozy House close To Downtown
8.6 out of 10, Excellent, (7 reviews)
"Place was clean and as advertised. One or two people fits comfortably. I really only slept there after spending the days traveling or with my father at River Gardens which was easy walking distance. Great sports/hookah bar, Pizza Joint, sushi spot and taco shoppe nearby. "
United States
Whit H.
The price is AU$235
includes taxes & fees
20 Jan - 21 Jan
Cozy Entire Suite / Studio Completely Private / Mandarin Area
2.0 star property
10.0 out of 10, Exceptional, (4 reviews)
"Good location. Nice property."
United States
Steve H.
Heart of San Marco • Porch • BBQ • Bikes

Holiday Home in Southside Estates

2-COZY BR house W/HUGE PATIO!
2.0 star property
The price is AU$337
includes taxes & fees
25 Jan - 26 Jan
2-COZY BR house W/HUGE PATIO!
2.0 star property
10.0 out of 10, Exceptional, (3 reviews)
"Everything was ready for us to move right in."
United States
Norma B.
The price is AU$465
includes taxes & fees
17 Feb - 18 Feb
Charming 2-bedroom house close to stadium and hospitals

Holiday Home in Southside

La Casita by Amarelys and lazaro
10.0 out of 10, Exceptional, (6 reviews)
"Great location, easy access to route 95. Nice neighborhood ."
United States
herman c.
The price is AU$430
includes taxes & fees
16 Feb - 17 Feb
La Casita by Amarelys and lazaro
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

Everything you need to know about Middleburg holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Middleburg holiday rental for you. At Expedia, you can take your pick from private holiday 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Middleburg holiday 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Middleburg holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Middleburg holiday rentals we have selected for you start as low as AU$160 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Middleburg rentals

At Expedia, we put the best Middleburg holiday 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 holiday.

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 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?

RelaxJax - a Private Paradise in a Pristine Neighborhood Fenced yard w/grill.: This holiday home rental outside of Middleburg offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

How many holiday rentals are there in Middleburg?

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

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.