Photo by Cindy Simmonds

Middleburg Vacation Rentals

Vacation Rentals in Middleburg

Interior
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
Outdoor pool
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
Property grounds
Swim in Large Salt Water Pool, Ride Bikes, Relax On Deck, Enjoy Theater Room
9.6 out of 10, Exceptional, (119)
"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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View from property
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
Outdoor pool
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 $150
$264 total
includes taxes & fees
May 28 - May 29
Newly renovated condo close to St Augustine beaches and golf clubs
Exterior
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 $84
$115 total
includes taxes & fees
May 27 - May 28
Experience Jacksonville's Rich Culture & Nature in Style! Pets Allowed, Kitchen!
Pool
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
Pool | Outdoor pool, a heated pool
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 $99
$230 total
includes taxes & fees
May 28 - May 29
Mi CASA es su CASA
Outdoor pool
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 $200
$442 total
includes taxes & fees
May 30 - May 31
Cheerful three bedroom home with a pool
Lobby
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
Terrace/patio
Unique Design Bungalow in Jax Riverside Area.
9.6 out of 10, Exceptional, (9)
"Cute and nice inside. Comfy beds."
The price is $125
$287 total
includes taxes & fees
May 30 - May 31
Unique Design Bungalow in Jax Riverside Area.
Outdoor pool
Large Pool🐬Billiards🎱Hammock & Grill 🔥Mural🦋Comfy Mattresses🔥Sleeps 10!
9.2 out of 10, Wonderful, (5)
"The place was beautiful and colorful, nice area, not too far from shopping center and UNF. I think it would have been even more interesting if there was tvs in all room, and dressers for table space, the double twin bed needed another mattress on the bottom bump cause it was like you were sleeping on the floor, which is not good for adults, also I didn’t know you had to go thru another bedroom to get to that room, the trees around the pool need to be cut down cause it’s was to many leaves in the...
Large Pool🐬Billiards🎱Hammock & Grill 🔥Mural🦋Comfy Mattresses🔥Sleeps 10!
Outdoor pool
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
Outdoor pool
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
Fridge, microwave, oven, stovetop
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
Property grounds
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 $88
$154 total
includes taxes & fees
May 27 - May 28
Cozy Treetop Hideaway
Pool
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
Property grounds
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
Signature Apartment | Living area | 32-inch Smart TV with satellite channels, DVD player, streaming services
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 $76
$247 total
includes taxes & fees
Jun 7 - Jun 8
The Van Zant House
Fridge, microwave, oven, stovetop
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
Don't see what you're looking for?
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.

Middleburg Vacation Rental Travel Info

Popular accommodation
Middleburg private vacation homes
Known landmarks
Clay County Fairgrounds
International airport
Jacksonville, FL (JAX-Jacksonville Intl.)

Other types of properties in Middleburg you may be interested in

Memory foam beds, in-room safe, individually furnished, desk
Wyndham Garden Jacksonville
3.0 star property
7.0 out of 10, Good, (1449)
"Ok"
The price is $75
$85 total
includes taxes & fees
May 27 - May 28
Wyndham Garden Jacksonville
Outdoor pool
Apm Inn and Suite
2.0 star property
6.0 out of 10, (222)
"It's a nice place to be at"
The price is $54
$62 total
includes taxes & fees
Jun 4 - Jun 5
Apm Inn and Suite
Bar (on property)
Southbank Hotel by Marriott Jacksonville Riverwalk
3.5 star property
8.2 out of 10, Very Good, (1014)
"Nice place. Valet staff friendly and helpful"
The price is $122
$138 total
includes taxes & fees
May 27 - May 28
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.

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 $76 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.

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?

Bluegreen Vacations Grande Villas at World Golf Village: This vacation home rental near Middleburg is located on a lake and has an outdoor pool, a terrace, and a barbecue grill 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 a spa tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Middleburg?

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

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.

Recent reviews of Middleburg properties
Expedia verified reviews

Holiday Inn Express Jacksonville South Bartram Prk, an IHG Hotel

Holiday Inn Express Jacksonville South Bartram Prk, an IHG Hotel

5/5 Excellent
"Was a great stay! Walls are thin like every other newer hotel but no issues whatsoever."
A verified traveler stayed at Holiday Inn Express Jacksonville South Bartram Prk, an IHG Hotel
Posted 1 day ago
Holiday Inn Express Jacksonville South Bartram Prk, an IHG Hotel