Photo by Cindy Simmonds

Holiday Rentals in Middleburg

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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, (16)
"This is a beautiful house! Was able to relax and have fun!"
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, (265)
"My family and I had a blast. It was beautiful. Did not need to travel far for some great food. Will definitely be back. Staff were so friendly, pool closed at 8:30p every night, that was the only disappointment, due to lighting or something. Overall great place! "
Bluegreen Vacations Grande Villas at World Golf Village
Mi CASA es su CASA
10.0 out of 10, Exceptional, (66)
"Perfect place! Our family of four comfortably stayed and loved every minute. All the essentials are here with an excellent view of the pool! "
The price is €209
includes taxes & fees
6 Oct - 7 Oct
Mi CASA es su CASA
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
Unique Design Bungalow in Jax Riverside Area.
9.8 out of 10, Exceptional, (17)
"Wonderful and charming property centrally located to dining and activities. The fenced in yard was plenty of room for our small dog."
The price is €252
includes taxes & fees
30 Sept - 1 Oct
Unique Design Bungalow in Jax Riverside Area.
Studio loft w/ pool, spa & gardens near downtown
9.4 out of 10, Exceptional, (24)
"We enjoyed our stay. Host was very responsive and accommodating!! We didn’t get to enjoy the pool and hot tub due to our schedule and the weather, but the area surrounding it was peaceful and relaxing. I wouldn’t consider the one parking spot that’s allotted for guest behind the house as it’s difficult to get to and space is tight. But parking wasn’t an issue as there was always ample street parking in front of the main house. Would definitely stay again."
Studio loft w/ pool, spa & gardens near downtown
Seconds away from the fun in Historic Riverside!
10.0 out of 10, Exceptional, (97)
" My wife and I recently stayed here in Riverside, and it was a fantastic experience! The property was clean and well-maintained, making it a comfortable retreat. The location is a major plus—just a short walk to a variety of great restaurants and local shops. I loved being able to explore the area without needing a car. Overall, I highly recommend this spot for anyone looking to enjoy Jacksonville!"
Seconds away from the fun in Historic Riverside!
Swim in Large Salt Water Pool, Ride Bikes, Relax On Deck, Enjoy Theater Room
9.6 out of 10, Exceptional, (130)
"Nice place, quiet neighborhood, excellent owner communication. Pool is great!"
Swim in Large Salt Water Pool, Ride Bikes, Relax On Deck, Enjoy Theater Room
Cozy Treetop Hideaway
10.0 out of 10, Exceptional, (64)
"The place was very nice. Great location, just minutes away from great restaurants and entertainment. Will definitely be returning."
The price is €139
includes taxes & fees
30 Sept - 1 Oct
Cozy Treetop Hideaway
Gorgeous circa 1875 Plantation House (in city)
9.8 out of 10, Exceptional, (61)
"Beautiful home in a quiet neighborhood, in a great location. Short distance to supermarket, drug stores, etc... House was stocked with all the needed amenities. I would definitely stay here again."
The price is €468
includes taxes & fees
30 Sept - 1 Oct
Gorgeous circa 1875 Plantation House (in city)
Downtown Jacksonville - La Casa De Blues
9.6 out of 10, Exceptional, (45)
"What can I say except 10/10. Would def recommend to anyone and will definitely be renting this property again for future visits to the area‼️"
The price is €293
includes taxes & fees
14 Oct - 15 Oct
Downtown Jacksonville - La Casa De Blues
Cheerful three bedroom home with a pool
10.0 out of 10, Exceptional, (22)
"Great place to stay!"
The price is €406
includes taxes & fees
7 Oct - 8 Oct
Cheerful three bedroom home with a pool
Football fans! Sugar Magnolia House in Historic neighborhood near EverBank Field
10.0 out of 10, Exceptional, (21)
"This place was great!! Easy check in & great communication!!! Held our group well for a short labor day weekend trip to the zoo. We so enjoyed the backyard grill & front porch. Great neighborhood & we just loved the house. The location was 10 mins from everywhere The wwanted to go "
Football fans! Sugar Magnolia House in Historic neighborhood near EverBank Field
Cozy house on the river, enjoy the view or fish right off the river bank
10.0 out of 10, Exceptional, (78)
"The property was clean and just the right size for us. It had everything we needed for a two-night stay near the water. We plan to fish and chill right off the back of the property. But unfortunately with rain for two days and the low tides fishing was a bust."
Cozy house on the river, enjoy the view or fish right off the river bank
Central & Cozy 4bed/2Bath Home in DownTown, next to Jaguars Stadium, Sleeps 17
5.2 out of 10, (5)
"Comfy and close to downtown"
Central & Cozy 4bed/2Bath Home in DownTown, next to Jaguars Stadium, Sleeps 17
Coastal Retreat.
9.6 out of 10, Exceptional, (4)
"Our experience with this property was top notch all around. The condo is even roomier in person than it looks in the pics. It was plenty spacious for two adults and a teenager. The property has been well maintained and cared for. It was super clean and comfortable. The host was responsive to questions, and was friendly. There were even extra items available for renters that were not mentioned as part of the listing. For example, a hair dryer, which happened to be a life saver, as I forgot mine....
Coastal Retreat.
Northeast Florida Retreat
9.6 out of 10, Exceptional, (18)
"Wife and I were in town for the game and we couldn't of picked a better spot! Property is very nice, clean and comfy. It's just minutes from the stadium and everything we wanted to check out. Will definitely stay here the next time the Browns are in town."
Northeast Florida Retreat
Large Pool🐬Billiards🎱Hammock & Grill 🔥Mural🦋Comfy Mattresses🔥Sleeps 10!
8.6 out of 10, Excellent, (11)
"We booked an extended weekend to visit my mom in her final days with terminal cancer. Just a couple days after booking, Hurricane Debby hit the east coast. We traveled in from Virginia, down the I-95 corridor, heading south on Thursday, the day Ole Debbie made the 2nd landfall in SC. Somehow we managed to avoid the worst of Debby and we were able to spend a few days with my mom. The little time we were able to spend at the house was great. We played a few games of billiards with the kids...
Large Pool🐬Billiards🎱Hammock & Grill 🔥Mural🦋Comfy Mattresses🔥Sleeps 10!
Family Living: 4 mins from St Johns Shopping, 7 mins from Mayo
9.0 out of 10, Wonderful, (60)
"Trip was fun the property could use some upgrades. Toilet needed to be tightened and re caulked out side needs some attention nothing crazy but use some loving outside of that the place is not bad. "
Family Living: 4 mins from St Johns Shopping, 7 mins from Mayo
Luxurious Home w/ Spectacular Glass Room & Patios
9.8 out of 10, Exceptional, (142)
"Wow what a beautiful home. We enjoyed playing pool in the front room and cards within the back porch area. Everything was very nice and we enjoyed being in the center of the things we needed to do. I would recommend staying here - great for a family."
The price is €347
includes taxes & fees
30 Sept - 1 Oct
Luxurious Home w/ Spectacular Glass Room & Patios
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Other types of properties in Middleburg you may be interested in

Wyndham Garden Jacksonville
3.0 star property
7.2 out of 10, Good, (1469)
"Ok"
The price is €75
includes taxes & fees
30 Sept - 1 Oct
Wyndham Garden Jacksonville
DoubleTree by Hilton Hotel Jacksonville Riverfront
4.0 star property
6.8 out of 10, (1065)
"The balcony with a riverview"
The price is €117
includes taxes & fees
6 Oct - 7 Oct
DoubleTree by Hilton Hotel Jacksonville Riverfront
Embassy Suites by Hilton Jacksonville Baymeadows
3.5 star property
8.4 out of 10, Very good, (1004)
"Had a great experience. The staff were all nice. The only issues I had were there not being any sheets in the room for the pullout bed and the tub’s drain was clogged."
The price is €113
includes taxes & fees
13 Oct - 14 Oct
Embassy Suites by Hilton Jacksonville Baymeadows
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.

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 16 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.