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Middleburg Holiday Rentals

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Holiday Rentals in Middleburg

3BR Home w/Private Pool |King En Suite w/Soaking Tub |Large Yard |Pet Friendly |Screened Patio |BBQ
10.0 out of 10, Exceptional, (10)
"The house was in a lovely quiet neighborhood. The space was nice for all of us to spread out and not be on top of each other. The pool area was perfect. Lots of floaties to enjoy! Great stay!"
3BR Home w/Private Pool |King En Suite w/Soaking Tub |Large Yard |Pet Friendly |Screened Patio |BBQ
Bluegreen Vacations Grande Villas at World Golf Village
3.5 star property
8.6 out of 10, Excellent, (259)
"The resort is well laid out but is showing signs of wear and tear. The hot tub didn’t work until the last day of our week there. They have played Jenna with other features. They used to have a high end coffee and hot drink machine. That has been replaced with a cheaper and more basic one, with fewer options. Less staff available and the main building closed overnight. The World Golf Hall of Fame is no longer in the adjacent facility and the whole space feels like a ghost town. The people...
Bluegreen Vacations Grande Villas at World Golf Village
Swim in Large Salt Water Pool, Ride Bikes, Relax On Deck, Enjoy Theater Room
9.6 out of 10, Exceptional, (120)
"My husband works in jacksonville often. Check in was easy. Pool was great. Owners were very responsive as well. We will definately use this property in the future. Thank you for everything."
Swim in Large Salt Water Pool, Ride Bikes, Relax On Deck, Enjoy Theater Room
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New Floating Luxury: Unique Houseboat Retreat
9.4 out of 10, Exceptional, (12)
"My husband and I stayed here for 4 nights to celebrate our 30th wedding anniversary & had a great time. The boat is amazingly spacious, and the views (particularly the gorgeous sunsets) are lovely. Having the tiki bar nearby was a nice plus. We look forward to coming back!"
New Floating Luxury: Unique Houseboat Retreat
Newly renovated condo close to St Augustine beaches and golf clubs
10.0 out of 10, Exceptional, (51)
"If you're looking for a great rental experience, look no further. The quality of the property, with a amazing location. The landlord clearly took pride in the property, and it showed in the quality of the finishes and the overall upkeep"
The price is NZ$441
includes taxes & fees
30 May - 31 May
Newly renovated condo close to St Augustine beaches and golf clubs
Experience Jacksonville's Rich Culture & Nature in Style! Pets Allowed, Kitchen!
9.2 out of 10, Wonderful, (7)
"Room was small. They never cleaned the room when we were there. Roaches were found in our room alive. The elevator was out of service and I am handicapped and both persons are over 70. The price was extremely high for the accommodation ."
The price is NZ$186
includes taxes & fees
30 May - 31 May
Experience Jacksonville's Rich Culture & Nature in Style! Pets Allowed, Kitchen!
Studio loft w/ pool, spa & gardens near downtown
9.8 out of 10, Exceptional, (19)
"We loved this property. It had a fun vibe and the outside area was just beautiful. Highly recommend!"
Studio loft w/ pool, spa & gardens near downtown
Mi CASA es su CASA
10.0 out of 10, Exceptional, (64)
"It was a beautiful property with exceptional grounds. The pool and hot tub were wonderful! We really enjoyed the stay. If we could change or add anything, it would be safety bars in the tub, a map of the facility telling us if we had access to any of the other areas and much more time to enjoy it! Thanks so much!"
The price is NZ$370
includes taxes & fees
9 Jun - 10 Jun
Mi CASA es su CASA
Cheerful three bedroom home with a pool
9.8 out of 10, Exceptional, (16)
"This was a nice home for our family and friend group. My husband and I were in town to see George Strait in Jacksonville. Our childcare plans had to change and we brought our daughter and had a friend meet us with her family to watch her. The host was accommodating and understood the situation. The place was clean and had plenty of space for our last minute addition. The pool was BIG hit with the kids. Getting them out almost made us late for checkout!!! Much nicer than any hotel I have stayed...
The price is NZ$719
includes taxes & fees
30 May - 31 May
Cheerful three bedroom home with a pool
Luxurious Home w/ Spectacular Glass Room & Patios
9.8 out of 10, Exceptional, (136)
"12 of our family stayed, 8 adults and 4 under 18. The house was safe in a quiet neighborhood, easy to find, well stocked, clean, and spacious. The back room was so peaceful! The electricity went off in the neighborhood while there but this was no fault of the owner's, she was quick to respond and it wasn't off long. Grateful for a relaxing home to borrow for a few days! Plan to return again!"
Luxurious Home w/ Spectacular Glass Room & Patios
Unique Design Bungalow in Jax Riverside Area.
9.6 out of 10, Exceptional, (10)
"Was the perfect location for us. Close to I10 and Riverfront."
The price is NZ$468
includes taxes & fees
30 May - 31 May
Unique Design Bungalow in Jax Riverside Area.
Large Pool🐬Billiards🎱Hammock & Grill 🔥Mural🦋Comfy Mattresses🔥Sleeps 10!
9.4 out of 10, Exceptional, (6)
"We had a great stay. Would definitely recommend"
Large Pool🐬Billiards🎱Hammock & Grill 🔥Mural🦋Comfy Mattresses🔥Sleeps 10!
Family Living: 4 mins from St Johns Shopping, 7 mins from Mayo
9.2 out of 10, Wonderful, (53)
"Had everything we needed. Plenty of room, right by pool, comfy beds, can cook at home and close to everything. "
Family Living: 4 mins from St Johns Shopping, 7 mins from Mayo
Tropical Retreat with Pool View - World Golf Village
9.6 out of 10, Exceptional, (16)
"Great location for the event we were attending, indoor and outdoor pool area were great! Super clean- loved the small patio off of the room. Would have loved beach towels bit would definitely stay there again!!!"
Tropical Retreat with Pool View - World Golf Village
Modern 4 bedroom with Patio and Pool -- Sleeps 10
10.0 out of 10, Exceptional, (2)
"Beautiful stay for our quick family getaway. House layout is perfect for a family. Plenty of room, open spaces, great beds, linens, etc. Pool area was perfect and very safe with kids age 5+."
Modern 4 bedroom with Patio and Pool -- Sleeps 10
Cozy Treetop Hideaway
10.0 out of 10, Exceptional, (62)
"As a frequent user of VRBO properties this is the first house that I’ve been to that I felt right at home!! The owners absolutely thought of everything from shaving cream to fingernail polish remover. From the cleanliness to the decor, this property sets the standard very high and other property owners should take note. The very cute and cozy hideaway is a must!!! Next time I’m in Jacksonville I will check to see if this property is available. Thank you gentlemen for your southern hospitality!"
The price is NZ$260
includes taxes & fees
2 Jun - 3 Jun
Cozy Treetop Hideaway
Private Pool |1/2 Acre Wooded Lot |Feels Like an Authentic English Cottage |Fenced |Dogs Ok |3 Bikes
9.4 out of 10, Exceptional, (39)
"Pool and back yard area was awesome! We will be back!"
Private Pool |1/2 Acre Wooded Lot |Feels Like an Authentic English Cottage |Fenced |Dogs Ok |3 Bikes
Romantic Sugar Magnolia House in Historic Springfield neighborhood near downtown
10.0 out of 10, Exceptional, (16)
"We absolutely loved the place! The kids didn’t want to leave, they had so many rooms to explore and enjoyed just lounging around and relaxing. The house is beautiful, huge and was very clean! We were provided plenty of towels and soap. The kitchen also provided everything we needed to cook a meal. We would definitely love to stay again in the near future!"
Romantic Sugar Magnolia House in Historic Springfield neighborhood near downtown
The Van Zant House
3.0 star property
6.0 out of 10, (4)
"Nice quiet place to get work done or relax. Seemed to be a safe neighborhood with multiple stores and restaurants within a 10 min drive."
The price is NZ$261
includes taxes & fees
30 May - 31 May
The Van Zant House
This newly renovated home will instantly make you feel like you're in a tropical oasis
9.0 out of 10, Wonderful, (10)
"The house was very clean and it accommodated us all well! Location was perfect! We enjoyed our stay!"
This newly renovated home will instantly make you feel like you're in a tropical oasis
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See all available properties in Middleburg
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.

Other types of properties in Middleburg you may be interested in

Wyndham Garden Jacksonville
3.0 star property
7.0 out of 10, Good, (1449)
"Overall is good stay, the door to back parking lot was broken, it takes little walk to access. "
The price is NZ$138
includes taxes & fees
4 Jun - 5 Jun
Wyndham Garden Jacksonville
Apm Inn and Suite
2.0 star property
6.0 out of 10, (226)
"It's a nice place to be at"
The price is NZ$97
includes taxes & fees
9 Jun - 10 Jun
Apm Inn and Suite
Southbank Hotel by Marriott Jacksonville Riverwalk
3.5 star property
8.2 out of 10, Very good, (1006)
"Wonderful hotel! Stayed for one night and everything was great. Close to everything and very convenient. "
The price is NZ$225
includes taxes & fees
2 Jun - 3 Jun
Southbank Hotel by Marriott Jacksonville 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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Middleburg holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Middleburg. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Middleburg. Seeing all the best attractions is bound to make you fall in love with Middleburg. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Middleburg short-term rentals, that won’t be hard to do.

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?

Bluegreen Vacations Grande Villas at World Golf Village: This holiday home rental outside of Middleburg is located on a lake, and has an outdoor pool, a terrace and a BBQ 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 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals are there in Middleburg?

Expedia has 18 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 Clay County Fairgrounds. In the wider area, you’ll find Jacksonville Naval Air Station and Eagle Harbor Golf Club.

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.

Recent reviews of Middleburg properties
Expedia verified reviews