Vacation rentals in Middleburg

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Top-rated vacation rentals in Middleburg

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Guest favorite

Home in Middleburg

4.92 out of 5 average rating, 36 reviews

Country Ranch Retreat Entire House Pool RV Parking

Welcome our home is ideal for those wishing to escape the busy hustle of life and city noise . Beautiful country setting just 45 minutes from everything perfect gathering place for Family reunions, weddings huge back or just chill and relax enjoy a soak in the hot tub and take a nap pool side. Pool is heated winter season at 72 degrees, if you prefer to be warmer a fee will apply. The property is totally private and fully fenced in one acre. About a 15 drive to All 4 One Farms wedding venue.

Jul 21 – 28

R4,941 ZAR per night

Guest favorite

Guest suite in Middleburg

5.0 out of 5 average rating, 40 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.

May 10 – 17

R1,636 ZAR per night

Guest favorite

Farm stay in Middleburg

4.93 out of 5 average rating, 177 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!

Sep 20 – 27

R2,046 ZAR per night

Guest favorite

Tent in Middleburg

4.97 out of 5 average rating, 112 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

May 21 – 28

R1,835 ZAR per night

Guest favorite

Home in Orange Park

4.89 out of 5 average rating, 129 reviews

Cheerful three bedroom home with a pool

Relax with the whole family at this peaceful place to stay. Have a pool party or just lay out in the pool area with friends. Have a bbq and enjoy family. Spacious backyard with two hammocks and a tree swing. Front porch has a nice sitting area and tree swing. Connect to your favorite streaming platforms on the smart TV's, tv room has karaoke and free WiFi. Board games in hall closet to enjoy with family. 3 miles from Orange Park Mall, AMC movie theatre and many restaurants just minutes away.

Mar 29 – Apr 5

R3,327 ZAR per night

Guest favorite

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!

Jul 30 – Aug 6

R2,593 ZAR per night

Guest favorite

Home in Middleburg

5.0 out of 5 average rating, 17 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.

Oct 19 – 26

R4,137 ZAR per night

Guest favorite

Guesthouse in Jacksonville

4.94 out of 5 average rating, 169 reviews

Large 1 bedroom Cottage with full kitchen

This is a full size one bedroom house with full brand new kitchen and private entrance. The entire place was renovated late 2021. A luxurious king size bed awaits you and a twin sized sofa bed for one adult or two kids. The kitchen has a full sized brand new oven, stove, microwave, dishwasher and fridge and is stocked with utensils etc so you can easily make full meals or stay for an extended time. There's one free off-street parking spot available and plentiful free street parking.

May 12 – 19

R2,009 ZAR per night

Guest favorite

Guest suite in Middleburg

4.93 out of 5 average rating, 44 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!

Jun 1 – 8

R1,531 ZAR per night

Guest favorite

Guesthouse in Saint Johns

4.98 out of 5 average rating, 207 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 8 – 15

R2,255 ZAR per night

Superhost

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.

Dec 28 – Jan 4

R2,176 ZAR per night

Guest favorite

Guest suite in Saint Johns

4.92 out of 5 average rating, 170 reviews

Adorable studio with river access.

Relax with your friend or with family at this peaceful place with direct Saint John's river access. You can watch the beautiful sunset on the river. Bring your kayaks and fishing accessories. The river at the property is more than two and a half miles wide. You may fish or do a BBQ at the river. Motor home or RV parking is OK.

Mar 18 – 25

R2,175 ZAR per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Middleburg vacation rentals

Kitchen

Wifi

Pool

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

Superhost

Apartment in Middleburg

4.8 out of 5 average rating, 5 reviews

Queen Studio |Ravines |Full Kitchen| Dogs Ok|Porch

Oct 9 – 16

R3,077 ZAR per night

Guest favorite

Guest suite in Jacksonville

4.93 out of 5 average rating, 60 reviews

Cozy Private Guest Room - Entire Studio Suite

Jan 13 – 20

R1,419 ZAR per night

Guest favorite

Apartment in Macclenny

4.98 out of 5 average rating, 53 reviews

Cottage @ Freckled Face Farm

Mar 30 – Apr 6

R2,167 ZAR per night

Guest favorite

Farm stay in Starke

5.0 out of 5 average rating, 79 reviews

Cute Cottage on 85-Acre Farm

Jan 14 – 21

R2,659 ZAR per night

Guest favorite

Home in Green Cove Springs

4.9 out of 5 average rating, 89 reviews

Cozy 3 bedroom house in town, bikes included!

Sep 5 – 12

R2,760 ZAR per night

Guest favorite

Cottage in Keystone Heights

4.89 out of 5 average rating, 76 reviews

Charming lake front cottage

Dec 9 – 16

R1,577 ZAR per night

Guest favorite

Home in Middleburg

4.88 out of 5 average rating, 24 reviews

Picturesque Middleburg Creek-view Vacation Home

Feb 27 – Mar 6

R10,202 ZAR per night

Guest favorite

Home in Green Cove Springs

4.92 out of 5 average rating, 60 reviews

CozyHome Near Jacksonville&St.Augustine

Mar 21 – 28

R2,036 ZAR per night

Show all

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

Frequently Asked Questions

Do house rentals in Middleburg have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Middleburg. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Middleburg?
Middleburg has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for House Rentals in Middleburg?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with free parking, over 10 homes with air conditioning, over 10 homes with a kitchen, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there pet-friendly vacation rentals in Middleburg?
Four-legged friends are welcome in Middleburg. Choose from more than 10 vacation rentals for guests traveling with pets.
Do house rentals in Middleburg have wifi?
Absolutely! We offer over 10 house rentals with wifi in Middleburg. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in house rentals in Middleburg?
Experience the best of Middleburg with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Middleburg have a kitchen?
Absolutely! We offer over 10 house rentals with a kitchen in Middleburg. Enjoy a tailored experience with all the comforts you desire.
Are there vacation rentals with a dedicated workspace in Middleburg?
Yes! Work meets play with ease at over 10 vacation rentals in Middleburg featuring dedicated workspaces. Stay connected and productive in your home away from home.

Vacation rentals in Middleburg

Top-rated vacation rentals in Middleburg

Vacation rentals for every style

Hotels

Unique stays

Homes

Popular amenities for Middleburg vacation rentals

Stay near Middleburg's top sights

Other great vacation rentals in Middleburg

Apartment in Middleburg

Guest suite in Jacksonville

Apartment in Macclenny

Farm stay in Starke

Home in Green Cove Springs

Cottage in Keystone Heights

Home in Middleburg

Home in Green Cove Springs

Quick stats about vacation rentals in Middleburg

Total rentals

Wifi availability

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Frequently Asked Questions

Do house rentals in Middleburg have air conditioning?

Are there family-friendly vacation rentals in Middleburg?

What are the most popular amenities for House Rentals in Middleburg?

Are there pet-friendly vacation rentals in Middleburg?

Do house rentals in Middleburg have wifi?

How much does it cost to stay in house rentals in Middleburg?

Do house rentals in Middleburg have a kitchen?

Are there vacation rentals with a dedicated workspace in Middleburg?

Destinations to explore