
Holiday rentals with outdoor seating in Middleburg
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in Middleburg
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

Studio Suite in Beautiful Central Neighborhood
Studio guest suite with queen bed and kitchenette in beautiful Miramar neighborhood, just 5 minutes from historic San Marco. Close to restaurants, grocery, MD Anderson Cancer Center and Wolfson Children's Hospital. Owners live in main house on site but suite has its own private entrance and parking. You will have access to an outdoor dining space and fenced in backyard. Dogs live on premises but will not interfere, although you may hear barking. Sofa bed available if needed, please inquire.

Modern Green Cove Springs 7 Bed Fence Beach 45 min
New Stylishly renovated home in Green Cove Springs just South of Fleming Island, Orange Park, Middleburg, West of Jacksonville Florida. Christmas 365! Farmhouse style with a touch of Christmas theme. 7 beds, Fenced yard, 65" LED TV, fast internet, front/back porches available up to 10 people. Beaches approx. 45 minutes. Camp Blanding 25min Close to restaurants, grocery stores, banks, gas stations, main hospital 8+miles). There are lakes and rivers locally to fish/boat, parks, and shopping:).

Tent 2-Relax,Retreat, Revive-boutique camping -A/C
-Experience nature with all the comforts of home-A/C keeps you cool! Heater keeps you warm! - Casper King size bed, deck,fire pit, coffee maker, kayaks -Private bathhouse - 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 If having difficulty booking your preferred date or you have a group, message us for more info on 1 additional tent and cabin on property .

Lake View Escape to The Exchange
Give us your worries and we will give you an escape. Welcome to the Exchange! This Orange Park unit supports your work requirements and your playful desires. Multiple high volume healthcare facilities surround the area and the Naval Air Station is in the backyard. Luxury dinning and outdoor water activities abound. This new unit offers access to a resort style salt water pool, private garages, state of the art fitness center and wellness studio, dog park, clubhouse and lounge, and much more.

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!

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.

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 king size bed (inc tv) 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.

Cozy Private Guest Room - Entire Studio Suite
This gorgeous and elegant Suite style room with a great Westside location. Very private, warm and Comfortable large Bedroom where you can have some privacy to work or just relax after a long day. Most of our guests are coming from all over the country for special events, or simply for a getaway as a couple. Brand new furniture’s, smart TV, WIFI, and Netflix. Electronic lock door and security measures, safety and friendly neighborhood You'll love this unique and romantic escape.

Cozy Cottage in Springfield, Downtown Jax
🤍 We can't wait to host you! The Cottage on 4th is located in the eclectic Historic Springfield neighborhood in Jacksonville's urban core. Situated in close proximity to awesome restaurants, coffee shops, breweries, and entertainment venues. Located 1.5 miles or less from TIAA Bank Field, Daily’s Place, Vystar Veterans Memorial Arena, and 121 Financial Ballpark (Jacksonville Jumbo Shrimp stadium). 13 miles from JAX airport and 16 miles from the beach.

Charming lake front cottage
Keep it simple at this peaceful and centrally-located cottage on Little Lake Geneva. Clean and freshly updated interior with canoe and fishing gear for your outdoor enjoyment. This charmer is located near popular springs for diving as well as hiking and biking trails. Jacksonville and Gainesville are within easy driving distance. Come to “get away from it all” and enjoy the peaceful, quiet atmosphere that helps to unwind and recharge.

Guest Suite
Enjoy your stay at this vivid private space! This suite is a colorful paradise that is surrounded by nature on a 2 acre property. Guests will be surrounded by color and outdoorsy scenery. The designated parking area is to right at a colored bee post. As you walk up the steps that lead you to the patio, you will see the door that will lead you to your lively suite. Our Suite is attached to the main house, with everything private.

Enchanted Forest: a Magical Luxury Studio
Lost to time, at the end of a long forgotten forest path, where dappled sunlight outline trees, moss, and stone. Enjoy the luxurious richness of satin, velvet, chandeliers and candles. Looking to escape, we’d love to share the path to this hidden destination in Historical Riverside. Equipped for work travel, date night, solo escapes, or longer vacations, this enchanted forest destination is right for you.
Popular amenities for Middleburg outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Quiet Ortega Bungalow by TCC & NAS 15mins to DT

Stunning Modern Oasis with a Huge Pool

Mr. Rogers Place (Family Friendly , Cozy, Clean)

Historic Hollywood House w/Pool

Cozy 3 bedroom house in town, bikes included!

Cozy Home with Heated Private Pool and Patio

Cheerful three bedroom home with a pool

Lakefront Escape | Hot Tub + Kayaks & Paddleboards
Apartment rentals with outdoor seating

A+Area * In-unit Laundry * Blackout shades * Quiet

Near Downtown Jacksonville

SeaGlass on Vilano Beach~St. Augustine, FL

Traveler’s Nest of uptown St. Augustine with pool!

Villa Tizoc

*2BR* Luxe Loft Close to Everything | Balcony

Fancy's Historic Apartment

Lake View King Ste Nr DWTN & NAS w/POOL/Pet Frdly
Condo rentals with outdoor seating

Riverfront direct views-Get it ALL in St Augustine

Ocean Side Complex w/ Heated Pool B-15

The Bohemian Rhapsody! In the middle of it ALL!

Gorgeous 2/2 condo in luxury golf community, StAug

A - Mid Century Modern Beach Getaway Walk to Sand

Family Beach Condo - Steps To The Sand Or Pool

Boutique Beachside condo with easy access to beach

Oceanview beach condo Jax Beach
When is the best time to visit Middleburg?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $220 NZD | $220 NZD | $224 NZD | $224 NZD | $218 NZD | $218 NZD | $218 NZD | $218 NZD | $215 NZD | $233 NZD | $233 NZD | $234 NZD |
| Avg. temp | 13°C | 15°C | 17°C | 20°C | 24°C | 27°C | 28°C | 28°C | 26°C | 22°C | 17°C | 14°C |
Quick stats about holiday rentals with outdoor seating in Middleburg

Total holiday rentals
Explore 20 holiday rentals in Middleburg

Nightly prices starting at
Middleburg holiday rentals start at $107 NZD per night before taxes and fees

Verified guest reviews
Over 1,070 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Middleburg holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Middleburg rentals

4.9 Average rating
Middleburg stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Seminole Holiday rentals
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- Ponte Vedra Beach
- TIAA Bank Field
- Old A1A Beach
- Summer Haven st. Augustine FL
- San Sebastian Winery
- Vilano Beach
- Paynes Prairie Preserve State Park
- Lightner Museum
- Kathryn Abbey Hanna Park
- Boneyard Beach
- Crescent Beach
- Fountain of Youth Archaeological Park
- Butler Beach
- Depot Park
- Eagle Landing Golf Club
- Pablo Creek Club
- Adventure Landing Jacksonville Beach
- Matanzas Beach
- Amelia Island State Park
- Ravine Gardens State Park
- Ironwood Golf Course
- St. Augustine Alligator Farm Zoological Park
- Amelia Island Lugar Lindo
- Bent Creek Golf Course




