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Vacation rentals in Middleburg

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Top-rated vacation rentals in Middleburg

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Camper/RV in Middleburg

4.8 out of 5 average rating, 10 reviews

Delightful Camper in the Countryside

A delightful Camper in the Countryside to stay, sleep, cook and relax with all the amenities and privacy of home. Away from the bustle of the city at the end of the road You'll find a little slice of Old Florida paradise, Private trail around property leads to Pond and hiking in state forest adjoining property to flowing stream. Starlink internet ensures your connectivity with a great wifi mesh network. 2 HDTV Living and Bedroom, Parking for large vehicles, Large bathroom with twin vanities.

Jan. 27 – Feb. 3

$90 CAD per night

Guest favourite

Guest suite in St. Augustine

5.0 out of 5 average rating, 187 reviews

Entire guest suite short walk to beach.

Enjoy exploring beautiful, historical St. Augustine then kick back and take it easy at this private, quiet beach retreat within a short walk to the beach. Separate keyless entry allows for self check-in. Queen size bed, fully furnished, with amenities including a Keurig coffee maker, iron, hair dryer, beach cruiser bicycles, beach chairs, towels, umbrella and gas grill for cooking out. Flat screen TVs in both the living room and bedroom with Netflix and Amazon Prime included and Free WiFi

Nov. 28 – Dec. 5

$184 CAD per night

Guest favourite

Guest suite in Middleburg

5.0 out of 5 average rating, 41 reviews

Secluded, Cozy Guest Suite on Black Creek

Come down the driveway and escape the world. Situated on the North Prong of Black Creek, this cute studio suite offers rural with benefits. There's something for all outdoor lovers- birdwatching, kayaking, fishing, paddle boarding, wildlife, and more. If you want to just listen to the birds and cicadas that's ok, too. The apt has a microwave, toaster, small fridge, and there's also a propane grill to use. Wifi is fast for remote working. Continental breakfast or Happy Hour is an optional fee.

Sep. 16 – 23

$137 CAD per night

Guest favourite

Farm stay in Middleburg

4.93 out of 5 average rating, 179 reviews

A Private Loft at Grand Landings Equestrian Center

Welcome to "The Loft" at Grand Landings LLC! Enjoy a taste of the country in our over-the-barn apartment, conveniently located on the outskirt of Jacksonville, Florida. Our recently renovated loft offers all the luxuries of home and comfortably sleeps 4 (with the option of a crib upon request). Enjoy a one-of-a-kind experience and go on a ride on our friendly horses, or venture out and enjoy easy access to nearby natural springs, beaches and restaurants. There's something here for everyone!

Jul. 13 – 20

$191 CAD per night

Guest favourite

Tent in Middleburg

4.97 out of 5 average rating, 113 reviews

2-Relax- Retreat-Revive-boutique camping -A/C-Pool

- If having difficulty booking your preferred date or you have a group, message us for more info on 2 additional tents located on property . -Experience nature with all the comforts of home-A/C keeps you cool! see below for special bundle options - Casper King size bed, deck,fire pit, coffee maker, kayaks - Located on Black Creek - Large above ground pool with deck - Grill - Less than 15 min from grocery stores/local restaurants - 40 min from downtown Jax - 50 min to St. Augustine

Jan. 27 – Feb. 3

$162 CAD per night

Guest favourite

Farm stay in Middleburg

4.97 out of 5 average rating, 174 reviews

Haystays Farm-Cozy, Charming, Country, Modern Home

Welcome to our special farm house! The home sits on 1.5 acres that is perfectly located on the Orange Park and Fleming Island line. Our location is ideal to everyone! We have plenty of space that makes our farmhouse so AMAZING! You will experience the feel of country living with all the perks of great restaurants, shopping and convenience of being near everything Jacksonville has to offer. Our home is super clean with many amenities to make you feel at home. We love it here and so will you!

Oct. 13 – 20

$250 CAD per night

Guest favourite

Home in Jacksonville

4.98 out of 5 average rating, 109 reviews

Unwind. Cozy Creekside Cottage near Ortega/NAS

Enjoy this charming creekfront cottage in the heart of Jacksonville. Unwind as the sun sets over the water, relax under shady cypress trees while wildlife travel about the tidal creek, enjoy cocktails on the dock, engage in boating or try your luck fishing. A boat ramp is nearby for boat launching. (Plenty of room to park Boat/Trailer on the nearly 1 acre lot ) While this unique retreat provides a tranquil getaway, it is also centrally located making it convenient for you to get around.

Oct. 9 – 16

$158 CAD per night

Guest favourite

Home in Middleburg

5.0 out of 5 average rating, 19 reviews

Creek House hideaway NEW HOT TUB !

Make some memories at this unique and family-friendly Creek house. Our 3 bedroom 3 bath offers water access on Black creek. Bring your boat, jet skis, kayaks and explore ! Main Street boat ramp is a little over mile away. The home is elevated 16 feet guests must be comfortable with stairs. the double staircase leading to the entry of home with large deck and pathway to upstairs boat house with the 3rd bathroom. large yard for parking and covered parking available for small boat or jet skis.

Feb. 15 – 22

$387 CAD per night

Guest favourite

Guest suite in Middleburg

4.93 out of 5 average rating, 46 reviews

No cleaning fees, No chores! Just relax and enjoy!

Remember when AirBnb offered a fun alternative to hotels, with no chores or cleaning fees? Those days are back at beautiful North Fork Suites! Relax and enjoy historic Middleburg in our 2 room Guest Suite offering a private entrance, separate living and bedroom areas, a comfortable king size bed, and a private bathroom in our rural home. See horses across the street, but still be within 3 miles of many shops and restaurants, all with friendly hosts normally on site. Welcome home!

May 19 – 26

$123 CAD per night

Guest favourite

Guesthouse in Saint Johns

4.97 out of 5 average rating, 208 reviews

Entire Cottage in St Johns, FL with a Water View

We are an easy 35-minute drive to downtown Jacksonville and 45 minutes to historic St. Augustine. Our property is nestled in a serene, tree-lined neighborhood on a canal that flows into the St. Johns River. The cottage is thoroughly cleaned and sanitized before your arrival with a minimum of 24 hours between bookings. The nightly rate INCLUDES St Johns County's bed tax, but Florida sales tax will be added to your booking fees by Airbnb.

Jul. 9 – 16

$178 CAD per night

Guest favourite

Home in Keystone Heights

4.86 out of 5 average rating, 105 reviews

Lake house - Kayaks and Fishing Poles

Awesome sunsets - Silver Sands is one of the few area lakes that is full and natural spring fed. Water is crystal clear and soft yes soft. 2 private decks, laundry room, and 2 carports. Two kayaks, Lake front swimming and fishing - come relax. 5 minute drive to groceries and gas. New fast WiFi , interior paint and metal roof. Pets are welcome but don’t we do charge a fee. We also charge a late checkout fee.

Nov. 8 – 15

$213 CAD per night

Guest favourite

Home in Middleburg

4.88 out of 5 average rating, 24 reviews

Picturesque Middleburg Creek-view Vacation Home

Peaceful and serene retreat with lovely panoramic close-up waterfront views of large, winding, lazy Black Creek from a screened creek-side verandah. The elevated porch which extends 2/3 of the way around the house contains a fire-pit, lounging chairs, platform rockers, and a dining table for 6. It is ideal for socializing, dining, or simply dreaming. Tranquility!

May 8 – 15

$284 CAD per night

Vacation rentals for every style

Get the amount of space that is right for you.

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for Middleburg vacation rentals

Free parking on premises

Air conditioning

Stay near Middleburg's top sights

Dalton's Sports Grill4 locals recommend

Zaxby's Chicken Fingers & Buffalo Wings3 locals recommend

Bono's Pit Bar-B-Q3 locals recommend

Other great vacation rentals in Middleburg

Guest favourite

Guest suite in Jacksonville

4.93 out of 5 average rating, 61 reviews

Cozy Private Guest Room - Entire Studio Suite

Sep. 16 – 23

$118 CAD per night

Guest favourite

Farm stay in Starke

5.0 out of 5 average rating, 80 reviews

Cute Cottage on 85-Acre Farm

Jan. 5 – 12

$227 CAD per night

Guest favourite

Home in Green Cove Springs

4.92 out of 5 average rating, 60 reviews

CozyHome Near Jacksonville&St.Augustine

Sep. 27 – Oct. 4

$178 CAD per night

Guest favourite

Home in Middleburg

4.92 out of 5 average rating, 36 reviews

Country Ranch Retreat Entire House Pool RV Parking

Mar. 14 – 21

$474 CAD per night

Guest favourite

Cottage in Keystone Heights

4.9 out of 5 average rating, 78 reviews

Charming lake front cottage

Jan. 13 – 20

$143 CAD per night

Home in Green Cove Springs

5.0 out of 5 average rating, 3 reviews

GovernorsFishCamp for 7/ Boating

Nov. 26 – Dec. 3

$222 CAD per night

Guest favourite

Guesthouse in Orange Park

4.82 out of 5 average rating, 28 reviews

little dream

Sep. 9 – 16

$138 CAD per night

Guest favourite

Apartment in Macclenny

4.98 out of 5 average rating, 55 reviews

Cottage @ Freckled Face Farm

Jun. 26 – Jul. 3

$162 CAD per night

Quick stats about vacation rentals in Middleburg

Total rentals
30 properties
Wifi availability
20 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
720 reviews

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