Middleburg Holiday Rentals

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Check prices for these dates

In two weeks
6 Feb - 8 Feb
In two months
20 Mar - 22 Mar
In three months
17 Apr - 19 Apr
In four months
15 May - 17 May

Our top choices for Middleburg holiday rentals

Property grounds

Private Loft at a Working Show Barn ~ Pets Welcome!

Private Loft at a Working Show Barn ~ Pets Welcome!
Middleburg
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 HK$667
HK$1,388 total
includes taxes & fees
20 Jan - 21 Jan
Private Loft at a Working Show Barn ~ Pets Welcome!
Interior

NEAR Fleming island LUXE-POOL-FIRE pit-games-more

NEAR Fleming island LUXE-POOL-FIRE pit-games-more
2.0 star property
Middleburg
NEAR Fleming island LUXE-POOL-FIRE pit-games-more
Interior

Country living at its best!

Country living at its best!
Middleburg
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 HK$1,248
HK$2,522 total
includes taxes & fees
1 Feb - 2 Feb
Country living at its best!
Property grounds

White Sands Lake 2-bedroom Cottage, Sleeps 6, Kayaks/Fishing

White Sands Lake 2-bedroom Cottage, Sleeps 6, Kayaks/Fishing
2.0 star property
Keystone Heights
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 HK$477
HK$1,351 total
includes taxes & fees
2 Feb - 3 Feb
White Sands Lake 2-bedroom Cottage, Sleeps 6, Kayaks/Fishing
1 bedroom, WiFi

Quaint 1-bedroom cabin with AC in Jacksonville

Quaint 1-bedroom cabin with AC in Jacksonville
2.0 star property
Arlington
The price is HK$362
HK$1,009 total
includes taxes & fees
20 Jan - 21 Jan
Quaint 1-bedroom cabin with AC in Jacksonville
1 bedroom, desk, iron/ironing board, WiFi

Magical Midsummer Night Glamping Loft w Bikes

Magical Midsummer Night Glamping Loft w Bikes
2.0 star property
Northwest
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 HK$530
HK$1,090 total
includes taxes & fees
20 Jan - 21 Jan
Magical Midsummer Night Glamping Loft w Bikes
Exterior detail

Charming 1-bedroom queen bed cottage in tranquil Jacksonville with AC

Charming 1-bedroom queen bed cottage in tranquil Jacksonville with AC
2.0 star property
Arlington
The price is HK$563
HK$884 total
includes taxes & fees
20 Jan - 21 Jan
Charming 1-bedroom queen bed cottage in tranquil Jacksonville with AC
Interior

Soul O Studio - Walkable Riverside w Bikes

Soul O Studio - Walkable Riverside w Bikes
2.0 star property
Northwest
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 HK$554
HK$1,115 total
includes taxes & fees
20 Jan - 21 Jan
Soul O Studio - Walkable Riverside w Bikes
Exterior detail

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

Charming 3-bedroom House with AC and WiFi in lovely Jacksonville
2.0 star property
Northwest
8.8 out of 10, Excellent, (15 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 HK$561
HK$1,501 total
includes taxes & fees
20 Jan - 21 Jan
Charming 3-bedroom House with AC and WiFi in lovely Jacksonville
TV

2B1BA Central - Airport, Riverside, Zoo, Beach

2B1BA Central - Airport, Riverside, Zoo, Beach
2.0 star property
Northwest
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 HK$582
HK$1,525 total
includes taxes & fees
25 Jan - 26 Jan
2B1BA Central - Airport, Riverside, Zoo, Beach
Living area

The Van Zant House

The Van Zant House
3.5 star property
Westside
6.0 out of 10, (6 reviews)
"Always a great time ! "
United States
Katherine
The Van Zant House
1 bedroom, desk, iron/ironing board, free WiFi

San Marco/Downtown Modern Suite

San Marco/Downtown Modern Suite
2.0 star property
San Marco
9.8 out of 10, Exceptional, (9 reviews)
"Great place, great location! "
United States
Meghan C.
The price is HK$554
HK$1,396 total
includes taxes & fees
20 Jan - 21 Jan
San Marco/Downtown Modern Suite
Outdoor dining

Sunshine Haven: 2BR w/Pool, Theater, Gym, Tennis

Sunshine Haven: 2BR w/Pool, Theater, Gym, Tennis
Jacksonville
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.
Sunshine Haven: 2BR w/Pool, Theater, Gym, Tennis
Fridge, microwave, oven, stovetop

2-bedroom house with/huge yard near Mayo

2-bedroom house with/huge yard near Mayo
2.0 star property
Southside
The price is HK$586
HK$1,706 total
includes taxes & fees
25 Jan - 26 Jan
2-bedroom house with/huge yard near Mayo
Dining

Cozy House close To Downtown

Cozy House close To Downtown
Northwest
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 HK$405
HK$1,501 total
includes taxes & fees
20 Jan - 21 Jan
Cozy House close To Downtown
1 bedroom, iron/ironing board, WiFi, bed sheets

Cozy Entire Suite / Studio Completely Private / Mandarin Area

Cozy Entire Suite / Studio Completely Private / Mandarin Area
Jacksonville
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 HK$538
HK$1,209 total
includes taxes & fees
26 Jan - 27 Jan
Cozy Entire Suite / Studio Completely Private / Mandarin Area
Exterior

Heart of San Marco • Porch • BBQ • Bikes

Heart of San Marco • Porch • BBQ • Bikes
2.0 star property
San Marco
10.0 out of 10, Exceptional, (4 reviews)
"Good location. Nice property."
United States
Steve H.
Heart of San Marco • Porch • BBQ • Bikes
Outdoor dining

2-COZY BR house W/HUGE PATIO!

2-COZY BR house W/HUGE PATIO!
2.0 star property
Southside Estates
The price is HK$586
HK$1,714 total
includes taxes & fees
25 Jan - 26 Jan
2-COZY BR house W/HUGE PATIO!
Exterior

Charming 2-bedroom house close to stadium and hospitals

Charming 2-bedroom house close to stadium and hospitals
2.0 star property
South Riverside
10.0 out of 10, Exceptional, (3 reviews)
"Everything was ready for us to move right in."
United States
Norma B.
The price is HK$722
HK$2,318 total
includes taxes & fees
1 Feb - 2 Feb
Charming 2-bedroom house close to stadium and hospitals
Fridge, microwave, stovetop, coffee/tea maker

La Casita by Amarelys and lazaro

La Casita by Amarelys and lazaro
Southside
10.0 out of 10, Exceptional, (6 reviews)
"Great location, easy access to route 95. Nice neighborhood ."
United States
herman c.
The price is HK$639
HK$2,204 total
includes taxes & fees
9 Feb - 10 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

Embassy Suites by Hilton Jacksonville Baymeadows

Embassy Suites by Hilton Jacksonville Baymeadows

10/10 Excellent
"Great room and location and breakfast "
Robin 1-night trip
Posted 2 days ago
Embassy Suites by Hilton Jacksonville Baymeadows

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?

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.