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

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

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

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.

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.

Modern E. Orange Park Home 6 bed Fence Beach 45Mn
New Stylishly renovated home just West of Fleming Island in Middleburg, South of Orange Park, West of Jacksonville Florida. Christmas 365! Farmhouse style, TV’s in all bedrooms, with a touch of Christmas theme. 6 beds, Fenced yard, 75" LED TV, front/back porches available up to 10 people. Beaches approx. 40 minutes The home is close to restaurants, grocery stores, banks, gas stations, main hospital(2+miles). There are lakes and rivers locally to fish/boat, parks, shopping, and trails:).

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 .

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).

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.

Cute Cottage on 85-Acre Farm
Reconnect with nature and your loved ones when you spend a few days on our 85 acre hobby farm in a newly renovated 2 bedroom cottage! The kids will love our free range chickens, mini cows and horses and you are welcome to explore the pastures and surrounding woods, or bring your fishing poles to try for some catfish from our small pond.
Popular amenities for Middleburg outdoor seating rentals
House rentals with outdoor seating

Quiet Ortega Bungalow by TCC & NAS 15mins to DT

Sunset near the Lake/12guests/4bdrs/2baths

Cozy 3 bedroom house in town, bikes included!

Cozy Home with Heated Private Pool and Patio

Private oasis, heated pool, exceeds expectations

Urban Oasis with Private Garden

Paradise Palms Estate

Fancy Dancy
Apartment rentals with outdoor seating

Lakefront Retreat Apartment Remodeled, Premium Bed

Near Downtown Jacksonville

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

Villa Tizoc

Better than your average Jacksonville hotel room!

The Cozy Basement in San Marco

Lake View King Ste Nr DWTN & NAS w/POOL/Pet Frdly

Sunset Retreat | 1BR | 1.5BA | Pool | Gym | Garage
Condo rentals with outdoor seating

Middle of Historic District + Quiet at Night

Fun in the Sun - OCEAN FRONT!

F1, Downtown, POOL, beaches, porch, parking!

Gorgeous 2/2 condo in luxury golf community, StAug

Beachcomber Oceanfront 180* panoramic view

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

Oceanfront Condo with Views, Pool, Park

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 | G$25,748 GYD | G$25,748 GYD | G$26,167 GYD | G$26,167 GYD | G$25,539 GYD | G$25,539 GYD | G$25,539 GYD | G$25,539 GYD | G$25,120 GYD | G$27,214 GYD | G$27,214 GYD | G$27,423 GYD |
| 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 vacation rentals with outdoor seating in Middleburg

Total vacation rentals
Explore 20 vacation rentals in Middleburg

Nightly prices starting at
Middleburg vacation rentals start at G$12,560 GYD per night before taxes and fees

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

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Middleburg vacation 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
- Seminole Vacation rentals
- Central Florida Vacation rentals
- St Johns River Vacation rentals
- Orlando Vacation rentals
- Atlanta Vacation rentals
- Fort Lauderdale Vacation rentals
- Four Corners Vacation rentals
- Tampa Vacation rentals
- Kissimmee Vacation rentals
- Tampa Bay Vacation rentals
- Panama City Beach Vacation rentals
- Charleston Vacation rentals
- Ponte Vedra Beach
- EverBank Stadium
- Old A1A Beach
- Summer Haven st. Augustine FL
- San Sebastian Winery
- Vilano Beach
- Paynes Prairie Preserve State Park
- Lightner Museum
- Fountain of Youth Archaeological Park
- Kathryn Abbey Hanna Park
- Boneyard Beach
- Crescent Beach
- Butler Beach
- Depot Park
- Matanzas Beach
- Pablo Creek Club
- Eagle Landing Golf Club
- Ravine Gardens State Park
- St. Augustine Alligator Farm Zoological Park
- Adventure Landing Jacksonville Beach
- Ironwood Golf Course
- Amelia Island State Park
- Amelia Island Lugar Lindo
- Bent Creek Golf Course




