Middleburg Vacation Rentals

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Check prices for these dates

In two weeks
Feb 20 - Feb 22
In two months
Apr 3 - Apr 5
In three months
May 1 - May 3
In four months
May 29 - May 31

Our top choices for Middleburg vacation rentals

Property grounds

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

White Sands Lake 2-bedroom Cottage, Sleeps 6, Kayaks/Fishing
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
$212 nightly
The price is $236
Feb 25 - Feb 26
Total with taxes and fees
White Sands Lake 2-bedroom Cottage, Sleeps 6, Kayaks/Fishing
1 bedroom

Relaxing Loft Apartment at Liberty Park

Relaxing Loft Apartment at Liberty Park
Urban Core
10.0 out of 10, Exceptional, (1 review)
"The bed was amazing. Close to the Vystar arena."
United States
Robert G.
$175 nightly
The price is $196
Feb 5 - Feb 6
Total with taxes and fees
Relaxing Loft Apartment at Liberty Park
1 bedroom, desk, iron/ironing board, WiFi

Magical Midsummer Night Glamping Loft w Bikes

Magical Midsummer Night Glamping Loft w Bikes
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
$133 nightly
The price is $140
Feb 8 - Feb 9
Total with taxes and fees
Magical Midsummer Night Glamping Loft w Bikes
Exterior detail

Artsy Cozy Garden Retreat

Artsy Cozy Garden Retreat
Northwest
10.0 out of 10, Exceptional, (42 reviews)
"Owner is very responsive, thinks of things in advance, very accommodating. Well appointed property, near many dining options"
United States
Rudy F.
$139 nightly
The price is $155
Feb 5 - Feb 6
Total with taxes and fees
Artsy Cozy Garden Retreat
Exterior

The Van Zant House Annex (Skynyrd) | Queen | Full Kitchen

The Van Zant House Annex (Skynyrd) | Queen | Full Kitchen
Westside
9.4 out of 10, Exceptional, (3 reviews)
"Loved the house.very clean n spacious wish it was closer to the beach...very nice very clean not a bad house....close to stores walmart n restaurants...my only complaint was not on the beach but i would definitely reccomend this house for a short geaway"
United States
Donna G.
$170 nightly
The price is $181
Feb 9 - Feb 10
Total with taxes and fees
The Van Zant House Annex (Skynyrd) | Queen | Full Kitchen
Exterior

Charming 2-bedroom house close to stadium and hospitals

Charming 2-bedroom house close to stadium and hospitals
South Riverside
10.0 out of 10, Exceptional, (3 reviews)
"Everything was ready for us to move right in."
United States
Norma B.
$269 nightly
The price is $301
Feb 5 - Feb 6
Total with taxes and fees
Charming 2-bedroom house close to stadium and hospitals
Fridge, microwave, stovetop, coffee/tea maker

Cozy 2BR Retreat w/ Workspace & Projector

Cozy 2BR Retreat w/ Workspace & Projector
Westside
10.0 out of 10, Exceptional, (1 review)
"Property was very nice and clean. Tyler was a great help. Shower was the only kinda let down of our stay"
United States
Darrick S.
$236 nightly
The price is $265
Feb 8 - Feb 9
Total with taxes and fees
Cozy 2BR Retreat w/ Workspace & Projector
Interior

Soul O Studio - Walkable Riverside w Bikes

Soul O Studio - Walkable Riverside w Bikes
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.
$137 nightly
The price is $144
Feb 8 - Feb 9
Total with taxes and fees
Soul O Studio - Walkable Riverside w Bikes
Outdoor pool

Guest Favorite! 8th Floor Luxe King Suite PetOK

Guest Favorite! 8th Floor Luxe King Suite PetOK
Downtown Jacksonville
$223 nightly
The price is $251
Feb 5 - Feb 6
Total with taxes and fees
Guest Favorite! 8th Floor Luxe King Suite PetOK
Smart TV

Charming 2-bedroom house 2 Porches, WiFi, AC & Firepit in Historic Neighborhood

Charming 2-bedroom house 2 Porches, WiFi, AC & Firepit in Historic Neighborhood
Westside
10.0 out of 10, Exceptional, (1 review)
"Clean good location"
United States
Gena G.
$237 nightly
The price is $265
Feb 9 - Feb 10
Total with taxes and fees
Charming 2-bedroom house 2 Porches, WiFi, AC & Firepit in Historic Neighborhood
Smart TV

Fancy Dancy

Fancy Dancy
Avondale
10.0 out of 10, Exceptional, (5 reviews)
"Fabulous all-around gem in a great neighborhood - from ease of check-in and communicating with the host, to its pristine cleanliness, being equipped/furnished with everything we could have have-possibly needed, and just general quality of the decor...will stay again when we are in JAX!"
United States
Jennifer
$263 nightly
The price is $295
Feb 5 - Feb 6
Total with taxes and fees
Fancy Dancy
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.
$139 nightly
The price is $155
Feb 5 - Feb 6
Total with taxes and fees
Cozy Entire Suite / Studio Completely Private / Mandarin Area
Smart TV

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

Remodeled unit steps from San Marco cafes and shops and near Riverwalk
San Marco
9.6 out of 10, Exceptional, (5 reviews)
"A wonderful spot to stay with lovely accommodations and within walking distance to many shops and restaurants. We were there for events at Bolles so was perfect for us. As a decaffeinated coffee drinker I appreciated it was available along with other options."
United States
Sharon L.
$229 nightly
The price is $257
Feb 5 - Feb 6
Total with taxes and fees
Remodeled unit steps from San Marco cafes and shops and near Riverwalk
3 bedrooms, iron/ironing board, WiFi, bed sheets

LED Lighting Reclining Sofas - Cozy 3 Bedroom Home In Jacksonville fl

LED Lighting Reclining Sofas - Cozy 3 Bedroom Home In Jacksonville fl
Northwest
10.0 out of 10, Exceptional, (4 reviews)
"Very clean and great communication with the host! Super comfy couches, board games available, would recommend! "
United States
Cailyn
$245 nightly
The price is $274
Feb 7 - Feb 8
Total with taxes and fees
LED Lighting Reclining Sofas - Cozy 3 Bedroom Home In Jacksonville fl
Exterior detail

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

Charming 3-bedroom House with AC and WiFi in lovely Jacksonville
Northwest
8.2 out of 10, Very Good, (17 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.
$175 nightly
The price is $196
Feb 5 - Feb 6
Total with taxes and fees
Charming 3-bedroom House with AC and WiFi in lovely Jacksonville
1 bedroom, iron/ironing board, WiFi, bed sheets

Cozy Private Entire Studio Suite Independent Guest Entrance

Cozy Private Entire Studio Suite Independent Guest Entrance
Westside
9.8 out of 10, Exceptional, (17 reviews)
"Nice place to chill out before you go on vacation cruise. "
United States
Christopher W.
$126 nightly
The price is $140
Feb 8 - Feb 9
Total with taxes and fees
Cozy Private Entire Studio Suite Independent Guest Entrance
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)
"Very clean and neat place, the host is also very responsive. In General it was very good place to stay at."
United States
Hanna S.
$238 nightly
The price is $267
Feb 11 - Feb 12
Total with taxes and fees
La Casita by Amarelys and lazaro
Private kitchen

The Golden Egret- brand new luxury apartment near NAS JAX and Orange Park

The Golden Egret- brand new luxury apartment near NAS JAX and Orange Park
Westside
10.0 out of 10, Exceptional, (1 review)
"Clean and pretty "
United States
Bidshardine S.
$194 nightly
The price is $218
Feb 5 - Feb 6
Total with taxes and fees
The Golden Egret- brand new luxury apartment near NAS JAX and Orange Park
Microwave, oven, stovetop, dishwasher

Stylish Remodeled Townhouse – Entire Home - Great Location!

Stylish Remodeled Townhouse – Entire Home - Great Location!
Southside
10.0 out of 10, Exceptional, (1 review)
"This was a quiet and cozy getaway property that was centrally located in Jax. The host was welcoming and extremely helpful. The property was exactly as advertised and we will definitely use again on a future visit."
United States
Michael C.
$277 nightly
The price is $310
Feb 8 - Feb 9
Total with taxes and fees
Stylish Remodeled Townhouse – Entire Home - Great Location!
2 bedrooms, iron/ironing board, WiFi, bed sheets

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

Remodeled house in San Marco steps from San Marco Square and Riverwalk
San Marco
9.4 out of 10, Exceptional, (26 reviews)
"Great location, very clean, smooth stay"
United States
Matthew C.
$235 nightly
The price is $263
Feb 5 - Feb 6
Total with taxes and fees
Remodeled house in San Marco steps from San Marco Square and Riverwalk
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
"No issues"
Elizabeth 2-night trip
Posted 2 days ago
Embassy Suites by Hilton Jacksonville Baymeadows

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?

Heated Pool Oasis! 4bd/2ba, Arcades & Ping Pong!: This vacation home rental near Middleburg is located on a lake and has an outdoor pool, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

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.