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

1920 Carriage House on Riverfront Estate- Weddings
1920 Carriage House on lush private estate. Renovated and charming! Situated on secluded, majestic 6 acre riverfront property on the St. John’s River. Enjoy park like grounds filled with azaleas, ancient oak and hickory trees, dripping in Spanish moss. Sit back and watch and listen to hawks and bald eagles overhead! Wake up to a magical sunrise each day! See the manatees lazily grazing! Bass Pro Shop shot their Spring Catalogue here! Owners home is on the property and they are always available

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.

Tree Tops: Where Everything is brand new
Take it easy at this unique and tranquil getaway nestled in the Tree Tops. All new appliances, furniture, electronics, sheets, and towels are found in this totally remodeled home. No expense was spared in making your stay as comfortable as possible. This is your perfect get away from the hustle and bustle of life. Enjoy your first cup of coffee on one of 3 porches. Tree Tops is also close to popular attractions, located 6 miles to Vilano Beach and 4 miles to St. Augustine’s historic district.

Modern Green Cove Springs 6 Bed Fence Beach 45min
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!

Charming Lakefront Log Home
Welcome to your perfect lake retreat! Located on a no public access lake. This charming log home has a private dock and boat ramp suitable for launching your boat for fishing or skiing. There are kayaks on premises for use. This is an ideal location to enjoy North Florida’s lake life with family, friends, or work retreat. Includes a fully stocked kitchen, covered porch, fire pit, gas grill, and WiFi if you feel the need to plug in. NOT suitable for parties or events. NO loud noise, please.

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.

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, -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 .

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.

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, Keurig, toaster, and small fridge. Wifi is fast for remote working.

Single House:12guests/4beds/2baths/huge backyard
Spacious, cozy and clean house inside and outside relaxation, for either a large family or a large company. The house accommodates up to 12 guests. The house is located 3 minutes away from Oakleaf Town Center( Ross, Target, HomeGoods, Cafes, Restaurants, etc). THE HOUSE IS A PERFECT GET AWAY HOME TO RELAX AND ENJOY MUCH NEEDED R & R. LOOKING FORWARD TO SHARING OUR BEAUTIFUL HOME WITH YOU AND YOUR GUESTS.
Popular amenities for outdoor seating rentals in Middleburg
House rentals with outdoor seating

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

Historic Hollywood House w/Pool

Cozy 3 bedroom house in town, bikes included!

Private oasis, heated pool, exceeds expectations

4BR w/ Pool • Sleeps 8 • Spacious Family Home

The Hothouse-Couples Escape: Play-Relax-Reconnect

Condé Nast Featured | Lakefront Escape + Hot Tub

*Office, Laundry, Patio & Walkable to restaurants!
Apartment rentals with outdoor seating

Lakefront Retreat Apartment Remodeled, Premium Bed

C5 Perfect location in city center, patio, beaches

Condo near Downtown St Augustine/beach/golf

Jax Jaguars Family Frdly Ste w/POOL/Pet Frdly

Cozy Canvas- Kng Bd w/ kitchenette & private deck

*2BR* Luxe Loft Close to Everything | Balcony

Better than your average Jacksonville hotel room!

Fernbank on beautiful Lake Alto. Laketime Getaway
Apartment rentals with outdoor seating

B - Mid Century Modern Beach Getaway Walk to Sand

Fun in the Sun - OCEAN FRONT!

Oceanfront Oasis: Top Floor Paradise

Be A Nomad | Ocean View 2BR Steps to Beach

Beachcomber Oceanfront 180* panoramic view

Oceanfront Condo with Views, Pool, Park

Luxury Golf & Spa condo in Beautiful St. Augustine

Oceanfront Paradise, Steps from the Beach!
When is the best time to visit Middleburg?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £84 | £85 | £103 | £92 | £90 | £90 | £90 | £90 | £88 | £90 | £80 | £83 |
| 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 £52 per night before taxes and fees

Verified guest reviews
Over 1,230 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Middleburg holiday rentals include wifi 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
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- Crescent Beach
- EverBank Stadium
- University of Florida
- St Augustine Amphitheatre
- VyStar Veterans Memorial Arena
- Paynes Prairie Preserve State Park
- Lightner Museum
- Kathryn Abbey Hanna Park
- Saint Augustine Town Plan Historic District
- Summer Haven st. Augustine FL
- Fountain of Youth Archaeological Park
- Depot Park
- St Johns Town Center
- TPC Sawgrass
- Adventure Landing Jacksonville Beach
- Ravine Gardens State Park
- University of North Florida
- Vilano Beach Fishing Pier
- Lochloosa Lake
- St. Augustine Alligator Farm Zoological Park
- Memorial Park
- Fort Clinch State Park
- Guana Reserve Middle Beach
- Little Talbot





