
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.

Sand Lake Getaway
Enjoy stunning lake views while sipping your morning coffee on the back deck. Lots of paddling options exist here on spring-fed Sand Lake. Hosts offer a paddle boat, canoe, and paddle boards for your enjoyment. Practice yoga on your own private deck, fish from the dock, or star gaze around the campfire each night. Discover nearby Florida Springs and beaches all within 30 - 60 minutes. This 800 sq. ft cottage is centrally located between Gainesville & Saint Augustine. Netflix | Hulu | Wifi | BBQ

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.

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.

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:)

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!

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 .

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.

Quiet Private Entrance Backyard Guest Suite
Our small, clean, cozy, guest suite (about 220 sq ft) is located in our fenced backyard. It is detached from our house with a private entrance, in a quiet and safe residential neighborhood. It isn't fancy, but it's a good space for spending a few days while visiting Jax. We offer keyless check-in and free parking is in our driveway. A queen Sealy Posturepedic bed provides ultimate comfort. The suite has a mini-fridge and microwave for simple meals (no full kitchen).

Avondale Studio
Located in Avondale, Jacksonvilles historic district, this Garage Studio offers everything one needs for a getaway or a business trip. Walking distance to the Shoppes of Avondale. There are multiple restaurants/bars/outdoor cafe dining all within walking distance in either direction. The 2nd story garage apartment offers a balcony with views into Boone Park. Fully renovated in 2021 offering a full kitchen and bathroom. You have a private parking space as well.

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.

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.
Popular amenities for outdoor seating rentals in Middleburg
House rentals with outdoor seating

Stunning Modern Oasis with a Huge Pool

Historic Hollywood House w/Pool

Lakeside, Water View, Kayak, BBQ Grill, Fire Pit

Condé Nast Featured | Lakefront Escape + Hot Tub

Waterfront Sunrise! • Beach & Historic Close!

*Office, Laundry, Patio & Walkable to restaurants!

Urban Oasis with Private Garden

Fabulous Home on the Black Creek, firepit, water
Apartment rentals with outdoor seating

TreeHouse on the River

Lakefront Retreat Apartment Remodeled, Premium Bed

C5 Perfect location in city center, patio, beaches

Seahorse Studio (Very Walkable + Free Parking)

Villa Tizoc

Bohemia

Better than your average Jacksonville hotel room!

Fancy's Historic Apartment
Apartment rentals with outdoor seating

The Bohemian Rhapsody! In the middle of it ALL!

Middle of Historic District + Quiet at Night

Beachcomber Oceanfront 180* panoramic view

Be A Nomad | Oceanfront | Beach view paradise

Beautiful Beach Condo - just steps to the beach!

Oceanfront Condo with Views, Pool, Park

Luxury Golf & Spa condo in Beautiful St. Augustine

The Octopus Sanctuary
When is the best time to visit Middleburg?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $158 SGD | $158 SGD | $161 SGD | $161 SGD | $157 SGD | $157 SGD | $157 SGD | $157 SGD | $154 SGD | $167 SGD | $167 SGD | $169 SGD |
| 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 $64 SGD 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 & 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
- Seminole Holiday rentals
- Central Florida Holiday rentals
- St Johns River Holiday rentals
- Orlando Holiday rentals
- Atlanta Holiday rentals
- Fort Lauderdale Holiday rentals
- Four Corners Holiday rentals
- Tampa Holiday rentals
- Kissimmee Holiday rentals
- Tampa Bay Holiday rentals
- Panama City Beach Holiday rentals
- Charleston Holiday rentals
- EverBank Stadium
- Anastasia State Park
- Summer Haven st. Augustine FL
- Whetstone Chocolates
- University of Florida
- Paynes Prairie Preserve State Park
- Lightner Museum
- Kathryn Abbey Hanna Park
- Fountain of Youth Archaeological Park
- Main Beach Park
- Ravine Gardens State Park
- Depot Park
- Adventure Landing Jacksonville Beach
- St. Augustine Alligator Farm Zoological Park
- Little Talbot
- St Augustine Amphitheatre
- Florida Museum of Natural History
- Autobahn Indoor Speedway & Events - Jacksonville, FL
- Memorial Park
- Fort Clinch State Park
- TPC Sawgrass
- Friendship Fountain
- San Sebastian Winery
- Museum of Science and History




