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Middleburg Vacation Rentals

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Vacation Rentals in Middleburg

Newly renovated condo close to St Augustine beaches and golf clubs
Outdoor pool
Newly renovated condo close to St Augustine beaches and golf clubs
10.0 out of 10, Exceptional, (48)
"The property itself was beautiful, even romantic with the Spanish style architecture. The owner of the property provided excellent communication and the the condo amenities made our stay peaceful and relaxing. "
The price is $108
$207 total
includes taxes & fees
May 5 - May 6
Newly renovated condo close to St Augustine beaches and golf clubs
Tucked away amidst a lush canopy of trees, this pool home offers a secluded retreat
Fridge, microwave, oven, stovetop
Tucked away amidst a lush canopy of trees, this pool home offers a secluded retreat
10.0 out of 10, Exceptional, (9)
"We took our 4 teens to Jax Beach for spring and while it was cooler weather, we still had a great time. One downside was the pool was not clean for use. House was renovated and very nice and fit us perfectly. If you plan to cook, bring what you need."
Tucked away amidst a lush canopy of trees, this pool home offers a secluded retreat
Mi CASA es su CASA
Pool | Outdoor pool, a heated pool
Mi CASA es su CASA
10.0 out of 10, Exceptional, (61)
"This property was perfect for our family to stay for a couple nights before our cruise. It was quiet and relaxing after a long drive from Michigan. The area is beautiful and quiet, perfect for early morning walks. The pool and hot tub were very nice. The bed was extremely comfortable! The condo had everything we needed. I would love to stay here again to enjoy it for a longer stay."
The price is $99
$226 total
includes taxes & fees
May 9 - May 10
Mi CASA es su CASA
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Modern 4 bedroom with Patio and Pool -- Sleeps 10
Fridge, microwave, oven, stovetop
Modern 4 bedroom with Patio and Pool -- Sleeps 10
10.0 out of 10, Exceptional, (2)
"We had a great time! The property was very clean. Management was fantastic — they responded to every question + request in a timely manner. ☀️"
Modern 4 bedroom with Patio and Pool -- Sleeps 10
Hidden Hideaway on the St. Johns River
Beach | Sun loungers
Hidden Hideaway on the St. Johns River
10.0 out of 10, Exceptional, (64)
"This was our second stay here and just as before it doesn’t disappoint!!! It is a hard place to leave for sure!!"
Hidden Hideaway on the St. Johns River
Delighted Modern Home private pool&patio
Property grounds
Delighted Modern Home private pool&patio
10.0 out of 10, Exceptional, (12)
"Six of us stayed here while we were visiting the area for a family reunion. The location was nice and central, between the reunion location in Fleming Island and the tourist spots in and around Jacksonville. Not too far from St. Augustine and just over an hour to Amelia Island. The house was spacious and the perfect size for our group. The pool was great, especially during the hot week. The property was maintained well. Overall, we had a very nice visit!"
Delighted Modern Home private pool&patio
Beautiful 4/3 in the Heart of Jacksonville - 5 mins from Downtown
Shower, towels, soap, toilet paper
Beautiful 4/3 in the Heart of Jacksonville - 5 mins from Downtown
10.0 out of 10, Exceptional, (4)
"This is a great house, conveniently located minutes from downtown Jax. I highly recommend it."
Beautiful 4/3 in the Heart of Jacksonville - 5 mins from Downtown
Cozy house on the river, enjoy the view or fish right off the river bank
Fridge, microwave, oven, stovetop
Cozy house on the river, enjoy the view or fish right off the river bank
10.0 out of 10, Exceptional, (72)
"Had a great stay, host was wonderful!"
Cozy house on the river, enjoy the view or fish right off the river bank
Seconds away from the fun in Historic Riverside!
Smart TV, DVD player
Seconds away from the fun in Historic Riverside!
10.0 out of 10, Exceptional, (88)
"Nice neighborhood to stay in We liked the living area and the eating places"
Seconds away from the fun in Historic Riverside!
Luxury Fairfax Retreat!
Smart TV
Luxury Fairfax Retreat!
9.8 out of 10, Exceptional, (22)
"It was so peaceful!! It was clean!! And great response from owner!! I loved it and I will be back!! The backyard was the oasis that I needed!! 10 stars❤️"
The price is $70
$156 total
includes taxes & fees
May 6 - May 7
Luxury Fairfax Retreat!
Luxurious Home w/ Spectacular Glass Room & Patios
Lobby
Luxurious Home w/ Spectacular Glass Room & Patios
9.8 out of 10, Exceptional, (134)
"The home is located in a beautiful, quiet neighborhood and can easily accommodate large families. Its location provides easy access to Jacksonville and surrounding areas. Booking, check in, and communication went very smoothly. Great stay with family."
Luxurious Home w/ Spectacular Glass Room & Patios
Cheerful three bedroom home with a pool
Outdoor pool
Cheerful three bedroom home with a pool
9.8 out of 10, Exceptional, (14)
"Neighbors were friendly, house was beautiful and very large. The host was definitely the best part, was super friendly and communicative and was so genuine. I loved every moment of my stay even if it was just for a night !"
The price is $188
$423 total
includes taxes & fees
May 7 - May 8
Cheerful three bedroom home with a pool
30 People Comfortably Gorgeous Home on Canal Boat Kayak access Two 85" & 75” TVs
Exterior
30 People Comfortably Gorgeous Home on Canal Boat Kayak access Two 85" & 75” TVs
9.8 out of 10, Exceptional, (13)
"Easter family reunion. Four generations!"
30 People Comfortably Gorgeous Home on Canal Boat Kayak access Two 85" & 75” TVs
Studio loft w/ pool, spa & gardens near downtown
Pool
Studio loft w/ pool, spa & gardens near downtown
9.6 out of 10, Exceptional, (15)
"We stayed here for a few nights on our way to our first cruise in Orlando, we loved the atmosphere and how close it was to everything. We were super excited to find the little corner restaurant less than a block from our location. If ever back in the are will definitely be staying again."
Studio loft w/ pool, spa & gardens near downtown
Tropical Retreat with Pool View - World Golf Village
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
Experience Jacksonville's Rich Culture & Nature in Style! Pets Allowed, Kitchen!
Exterior
Experience Jacksonville's Rich Culture & Nature in Style! Pets Allowed, Kitchen!
9.6 out of 10, Exceptional, (5)
"Everything as advertised- clean and easy checkout"
The price is $85
$116 total
includes taxes & fees
May 5 - May 6
Experience Jacksonville's Rich Culture & Nature in Style! Pets Allowed, Kitchen!
Downtown Jacksonville - La Casa De Blues
Terrace/patio
Downtown Jacksonville - La Casa De Blues
9.6 out of 10, Exceptional, (37)
"The property was awesome, plenty of space!"
The price is $120
$323 total
includes taxes & fees
May 6 - May 7
Downtown Jacksonville - La Casa De Blues
Swim in Large Salt Water Pool, Ride Bikes, Relax On Deck, Enjoy Theater Room
Property grounds
Swim in Large Salt Water Pool, Ride Bikes, Relax On Deck, Enjoy Theater Room
9.6 out of 10, Exceptional, (115)
"The kids loved the pool. It was cold but we bought them wet suits and they worked perfectly fine. Another big hit was the theater room. Movie or a kids show every night before bed. The house was great for our 3 generation family get away."
Swim in Large Salt Water Pool, Ride Bikes, Relax On Deck, Enjoy Theater Room
Wake up in this cute home located right in the heart of San Marco
Fridge, microwave, oven, stovetop
Wake up in this cute home located right in the heart of San Marco
9.6 out of 10, Exceptional, (13)
"I was in town for a professional conference and wanted a comfortable place to “get away”. This was perfect choice. I had everything I needed and felt at ease there alone."
Wake up in this cute home located right in the heart of San Marco
New Floating Luxury: Unique Houseboat Retreat
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!"
The price is $220
$462 total
includes taxes & fees
May 23 - May 24
New Floating Luxury: Unique Houseboat Retreat
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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.

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

Southbank Hotel by Marriott Jacksonville Riverwalk
Bar (on property)
Southbank Hotel by Marriott Jacksonville Riverwalk
3.5 star property
8.2 out of 10, Very Good, (1013)
"Clean, beautiful setting on riverfront. "
The price is $122
$138 total
includes taxes & fees
May 8 - May 9
Southbank Hotel by Marriott Jacksonville Riverwalk
Embassy Suites by Hilton Jacksonville Baymeadows
Lobby
Embassy Suites by Hilton Jacksonville Baymeadows
3.5 star property
8.2 out of 10, Very Good, (1005)
"Very friendly and clean"
The price is $116
$131 total
includes taxes & fees
Jun 3 - Jun 4
Embassy Suites by Hilton Jacksonville Baymeadows
Wyndham Garden Jacksonville
Memory foam beds, in-room safe, individually furnished, desk
Wyndham Garden Jacksonville
3.0 star property
7.0 out of 10, Good, (1432)
"Housekeeping ran out of face towels one day of stay."
The price is $73
$83 total
includes taxes & fees
May 16 - May 17
Wyndham Garden Jacksonville
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 $70 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

Southbank Hotel by Marriott Jacksonville Riverwalk

Southbank Hotel by Marriott Jacksonville Riverwalk

5/5 Excellent
"Clean, beautiful setting on riverfront. "
A verified traveler stayed at Southbank Hotel by Marriott Jacksonville Riverwalk
Posted 2 days ago
Southbank Hotel by Marriott Jacksonville Riverwalk