
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.

Wabi-Sabi Inspired Studio w Bikes, Walk to River
Tucked away behind a historic building, is a wabi sabi inspired studio: a blend of natural charm & modernity. A minimalist interior features a warm wooden beam, glass dividing wall, and earthy tones. Modern comforts coexist with aged ceramics and jute rugs. Large windows invite natural light and provide a view of the backyard garden. The space embodies tranquility, celebrating simplicity & imperfection. This harmonious retreat offers a peaceful escape, where past & present beautifully converge.

The Flemingo- Game Room 3 Kings
Welcome to the Flemingo where can relax on the back patio with a glass of wine and twinkling string lights above. You'll watch the dogs and kids play in the large fenced yard while throwing a frisbee (provided). You'll love cooking a delicious meal in the spacious kitchen. You’ll have a blast in the garage game room! Battle it out on the air hockey table, foosball, darts or boxing bag. At night, the kids will hang out in the garage game room, in the living room playing board games or on

Beautiful 3 bedroom 2 bathroom waterfront home
Welcome to Cedar house, located on Drs. lake in orange park Fl. Conveniently located to 295 and just 15 mins from N.A.S. Jax ,30 mins from down town Jax, and 30 mins from the shopping at St johns town center, our home has been recently remodeled in 2022 and is a cosy and relaxing escape. With brand new kitchen, bathrooms, and open floor plan and the new dock/ boat house its perfect for getting the boat on the water or relaxing with friends/family and enjoying the fishing under the Florida sun.

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 6 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:)

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.

Nature Cozy Home
Located in Orange Park FL , this rural, rustic, colorful getaway can be your home away from home! Guests can enjoy the forested and vintage scenery that reminds one of simpler times. The designated parking area is indicated by the, sign of three flowers at the left side of the driveway. Guests will also have their own seating area. Please note we have another Listings: Retreat Mobile Camper (back to house) and Guest Suite (attached to house)on the property! , with everything private Thanks

The Castle Cottage
Tucked away in the trees of Vilano Beach is a little known magical hideaway, the Castle Cottage. This cottage was hand-crafted by a master carpenter in the 80s and displays beautiful woodwork throughout. This perfect getaway location allows you to be free from the crowds but still within five miles of downtown St. Augustine. It is located within a half mile of three popular local restaurants and only steps to the beach! It also features a magnificent view of the nearby Castle Otttis.

Rustic Owl in Fleming Island with 2 Kings
From our family to yours. Located in the heart of Fleming Island, Rustic Owl was designed and appointed with extended family in mind. We wanted a space for families to visit, relax and enjoy each other.... while being comfortable. This gem offers comfy beds, smart TVs, an open floor plan, laundry facilities, upgrades throughout and with inviting outdoor spaces that overlook a rustic nature preserve. Super clean, Super Fast Wifi and well appointed amenities. Level 2 EV Charger.

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.
Popular amenities for Middleburg outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Private FL Home with Pool, Hot tub & Luxury Master

Quiet Ortega Bungalow by TCC & NAS 15mins to DT

Cozy Riverside Home. Walking Distance To 5-Points!

Luxurious Oceanfront Home

Entire House w/ Backyard Hideaway - WALK TO BEACH

Private oasis, heated pool, exceeds expectations

Luxury 4BR Retreat w/ Heated Pool•Taste of Britain

Riverside Retreat with Bikes & Fire Pit
Apartment rentals with outdoor seating

Seahorse Studio (Very Walkable + Free Parking)

Beachside Studio

Jax Jaguars Family Frdly Ste w/POOL/Pet Frdly

SEA & SALT|2-min walk Beach|2x Sparkling Pools

SleepyTurtle-BEACH FRONT BLISS!

Short Scenic walk into Historic St Augustine

Bougainvillea way, steps to town center, romantic.

"Sweet Water" Waterfront Studio Apartment
Condo rentals with outdoor seating

Riverfront direct views-Get it ALL in St Augustine

2 BR Condo in St Augustine across from Beach

Be A Nomad | Rear Top | Stylish unit w Ocean views

Seagrass Condo - ocean front, 1 bedroom/1bath

Boutique Beachside condo with easy access to beach

Family Beach Condo - Steps To The Sand Or Pool

Beach Condo, Pools, Bikes, Short Walk 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 | $206 NZD | $206 NZD | $209 NZD | $209 NZD | $204 NZD | $204 NZD | $204 NZD | $204 NZD | $201 NZD | $204 NZD | $182 NZD | $189 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 $84Â NZD per night before taxes and fees

Verified guest reviews
Over 1,140 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, Wifi 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
- Augusta Holiday rentals
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- Tampa Bay Holiday rentals
- EverBank Stadium
- University of Florida
- Summer Haven st. Augustine FL
- Paynes Prairie Preserve State Park
- Lightner Museum
- Kathryn Abbey Hanna Park
- Fountain of Youth Archaeological Park
- St Augustine Amphitheatre
- Depot Park
- Adventure Landing Jacksonville Beach
- VyStar Veterans Memorial Arena
- Ravine Gardens State Park
- Saint Augustine Town Plan Historic District
- St Johns Town Center
- St. Augustine Alligator Farm Zoological Park
- TPC Sawgrass
- University of North Florida
- Florida Museum of Natural History
- Memorial Park
- Fort Clinch State Park
- Little Talbot
- Vilano Beach Fishing Pier
- Anastasia State Park
- Lochloosa Lake




