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.

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Guest favourite

Tent

4.96 out of 5 average rating, 107 reviews

3-Retreat-Relax-Revive-Boutique camping -A/C-pool

- If you are having trouble with availability for your preferred date, check out the two other tents located on property or message us. -Experience nature with the comforts of home-A/C keeps you cool or heater will keep you warm - Casper King size bed, deck,fire pit, coffee maker, record player, kayak - Large above ground pool with deck - Located on Black Creek - Grill - 40 min from downtown Jax - 50 min to St. Augustine - Great for groups, retreats, celebrations, romantic getaways

Guest favourite

Home

4.98 out of 5 average rating, 168 reviews

Serenity Now - On The Beach

Welcome to Serenity Now! This immaculate beachfront home was completely renovated with beautiful, new furniture and comfortable beds. Sleeps 10 easily in 5 bedrooms, 2.5 baths & hot, outdoor shower. Fully equipped kitchen & BBQ for easy family meals. Enjoy covered, wrap around decks & ocean views from nearly every room! Keyless entry & self check-in. *Service/emotional support animals not allowed b/c our family is severely allergic. 5/27-8/17 weekly rentals; but inquire for shorter stay.

Superhost

Cottage

4.85 out of 5 average rating, 138 reviews

Live Oak Oasis on Morris Lake

Unspoiled nature greets your every turn at this charming 650 SF lakefront retreat. A short distance from 10 of Florida's finest 1st magnitude springs, ranging from 30 - 90 minute drive, makes the location a perfect basecamp for adventure travel. Rest beneath the shade of Live oaks that pull the breeze ashore. Enjoy Sand hill cranes and hummingbirds from the cabana. Incredible sunsets from new dock. Paddle boat & paddle boards available for adventures. WiFi, Netflix, Laundry, HOT outdoor shower!

Guest favourite

Home

5 out of 5 average rating, 111 reviews

Unmatched Luxury + Just Renovated + Dream Getaway!

🏡Luxurious modern design w/ historic charm 🔥Enjoy the cozy outdoor fire pit for relaxing evenings 🛏️Best Sleep Guarantee - Mattresses are Westin Heavenly beds 👩‍💻Dedicated workspace & reliable top-speed internet for top productivity ✔️Guest-centric amenities, including luxury toiletries, plush linens and household supplies 🐕Bring your whole family, pet-friendly space! 🏖️Complimentary beach gear for fun in the sun 🚴5-minute bike ride to downtown 🚗Parking for up to 4 cars 🍳Fully stocked

Guest favourite

Treehouse

4.93 out of 5 average rating, 459 reviews

courtyardtreehouseinthehistoricdistrict

You have found your cozy oasis tucked in a (Real) Treehouse lodged in Ancient Oak. Set in a lush tropical garden in the historic district. It’s a minimalist’s dream, exemplifying the appeal of tiny living: compact, clean, efficient and 2 1/2 blocks to the historic districts shopping and restaurants. Relax on the Sun Deck, Rain Deck or in the Courtyard’s Tropical Garden The day time peaceful beauty is only eclipsed by the the nighttime display of laser lights projected onto the oaks canopy.

Guest favourite

Campervan/Motorhome

4.99 out of 5 average rating, 156 reviews

Couples clothing optional escape hot tub nude deck

You'll love this unique and romantic escape. Designed to create an intimate setting to enhance your time together. The RV is quite large and fully equipped . Master bedroom features a cashmere topped California king bed. The property has so many amenities starting with a very large pool, lighted at night. A dock on the river to enjoy the views. Access to kayaks on premises. There’s a private clothing optional area/deck with a massage table , hot tub and loungers. We recently added a fire pit

Guest favourite

Guest house

4.9 out of 5 average rating, 127 reviews

Island’s Edge Guest Cottage on Anastasia Island.

Fresh and clean, marsh front private cottage with bright new path lights and amazing views. Walk or pedal from this adorable cottage to any of the local attractions. Nestled between the state park, our famous AMP, great beaches & downtown, everything is close by. Your deck is perfect for a bbq, bird watching & cocktail sunsets. Sorry no marsh access. Park trails are close as is the beach. You have to stroll over to the Saturday morning market at “the Amp”. You’re gonna love it here.

Guest favourite

Bungalow

4.96 out of 5 average rating, 269 reviews

Updated Downtown Cottage / Pet Friendly Sanitized

Located in the Historic Abbott District of St Augustine, Florida in the heart of it all. Walk to everything, you will never need your car! This 2-bedroom cottage has all the historic charm was lovingly updated with an open floor plan is beautifully decorated and tastefully furnished. Enjoy a five-minute walk through the neighborhood to famed Castillo De San Marcos (the fort) and Historic St. George Street in the ancient “Colonial Quarter”. Extremely clean, and well-maintained.

Superhost

Home

4.89 out of 5 average rating, 128 reviews

Designer Beach House •Gourmet Kitchen •BeachAccess

No Cleaning Fee! 5 Min Walk to Vilano Beach 10 Min Drive to Historic St. Augustine 1-7 Min Walks to Water Front Restaraunts Fitness Club Passes, Full Gym/Suana-Steam Rm/Yoga This Designer seaside home is perfect for a staycation at the beach. It has been renovated into a peaceful retreat, minutes from the sand and sea. With 3 gorgeous bedrooms, spa bathrooms, large living spaces, a gourmet kitchen and a shaded porch, this roomy home invites you to vacation in the lap of luxury.

Guest favourite

Campervan/Motorhome

4.82 out of 5 average rating, 165 reviews

Location!Riverfront Oceanview Turtletime dock/ramp

Timucuan Preserves. Scenic A1A, Buccaneer Trail. Kingsley Plantation, Ribault Club. Cruise ship, Amelia Island/Fernandina golf 8 mi 1/2 mi to St. John's River Ferry to Mayport & Huguenot Park. 2 mi Little Talbot Island. View Mayport Naval Base, Lighthouse with Oceanview. 20 mins. to Airport/Zoo. Peaceful living. Read, relax, shell, kayak, deep sea fish, private dock, 3 boat ramps within 2 mi. No pets, children or Guest of guest. Limit 2 adults.

Guest favourite

Villa

4.98 out of 5 average rating, 252 reviews

Perfect location 2 Bedroom Private Hot Tub

Couples retreat, grill out in your own private courtyard while listening to the relaxing water fountain. “Wine” down and watch the sunset. Private brand new 4 person hot tub. Beautiful courtyard night lighting. 0.5 miles walking distance to the bridge of lions and historic downtown. Off-street parking. Food bars and fun within 300 feet location is directly off the downtown boulevard entrance. Special requests are available.

Superhost

Home

4.88 out of 5 average rating, 133 reviews

Relaxing Florida Style - Home Away From Home

Perfect get away! Very quiet!. Located on the outskirts of old town Palatka. Near St Johns River, boat ramps are close by. Well known for bass fishing and my favorite is shrimping. Located a block away from the famous Cheyenne Saloon in East Palatka. Bike Week! Race Week! Great location! Centrally Located! Within an hour from Daytona. St Augustine 30 minutes, Jacksonville an hour, Orlando an hour and a half.