Vacation rentals with outdoor seating in Middleburg

Home in Green Cove Springs

The two-story white house features a welcoming entrance with a central door flanked by large windows. Adjacent to the entrance, two armchairs are positioned around a small table on a circular patio, surrounded by lush green grass and decorative potted plants.

5 out of 5 average rating, 119 reviews

1920 Carriage House on Riverfront Estate

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

4.96 out of 5 average rating, 178 reviews

The back patio features a cozy seating arrangement with a modern sofa and a small table. Twinkling string lights illuminate the area as evening approaches, providing a warm ambiance. A dining table for four is visible on the patterned outdoor rug, amidst a spacious fenced yard with trees.

Home in Fleming Island

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

Place to stay in Orange Park

An outdoor patio area features a wooden table and chairs, providing a relaxing space to enjoy views of the water. A flag flies in the distance, while a covered structure offers shade. Lush green grass surrounds the area, enhancing the natural setting.

4.93 out of 5 average rating, 108 reviews

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.

4.94 out of 5 average rating, 152 reviews

A light-colored tent is situated on a wooden deck surrounded by lush greenery. Two wooden chairs with armrests are positioned on either side of the entrance. Potted plants are placed near the tent, enhancing the natural setting.

Tent in Middleburg

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, kayaks -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 .

A modern living area features a light-colored sofa adorned with dark cushions and a soft throw blanket. A glass coffee table is positioned on a textured area rug, complemented by a stylish floor lamp and a leafy plant beside it. A large abstract artwork adds a striking focal point.

4.85 out of 5 average rating, 103 reviews

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.

4.89 out of 5 average rating, 251 reviews

Two horses are seen within a barn, each housed in individual stalls crafted from wood. A wooden storage chest is positioned on the ground, with various items visible in the background, including containers and a gated outdoor area.

Farm stay in Middleburg

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!

A wooden dock extends over calm waters, reflecting the soft colors of a sunset. Cypress trees line the shore, offering shade. Nearby structures and boats can be seen along the river, which is highlighted by the warm glow of the evening sky.

4.97 out of 5 average rating, 200 reviews

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.

Guesthouse in Murray Hill

4.93 out of 5 average rating, 130 reviews

The Treehouse - Murray Hill

Enjoy all the comforts of home in this remodeled guesthouse. Features keyless entry for easy self check-in, mini kitchenette with one-burner induction cooktop, microwave, Keurig coffee maker, utensils, and cookware. Free Wi-Fi, 43" Smart TV, linens, full-size bed in the sleeping area with a private deck off the back sitting high amongst the trees. Parking on well-lit quiet street with security camera coverage in select areas. No indoor smoking/vaping allowed. DM for questions/exceptions!

Guesthouse in Murray Hill

The kitchen features modern white cabinetry and stainless steel appliances, including a gas range and a large refrigerator. A spacious countertop provides ample preparation area, complemented by a stylish pendant light overhead. Natural light streams in through the window, highlighting the inviting space.

4.92 out of 5 average rating, 265 reviews

Large 1 bedroom Cottage with full kitchen

This is a full size one bedroom house with full brand new kitchen and private entrance. The entire place was renovated late 2021. A king size bed (inc tv) awaits you and a twin sized sofa bed for one adult or two kids. The kitchen has a full sized brand new oven, stove, microwave, dishwasher and fridge and is stocked with utensils etc so you can easily make full meals or stay for an extended time. There's one free off-street parking spot available and plentiful free street parking.

4.99 out of 5 average rating, 159 reviews

An outdoor space features a stone patio with a circular arrangement of four black chairs surrounding a fire pit on gravel. Verdant landscaping and trees provide a natural backdrop, enhancing the tranquility of the area.

Home in Fleming Island

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.

Guest suite in Jacksonville

A spacious bedroom features a king-size bed with white bedding and decorative pillows. A bright yellow throw blanket adds a pop of color. Two modern artworks are displayed above the bed, while a large mirror reflects the room's design, enhancing the sense of space.

4.94 out of 5 average rating, 150 reviews

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.

4.96 out of 5 average rating, 268 reviews

A well-appointed studio apartment features an open layout with a combined kitchen and living area. Warm wood tones mingle with soft white walls, while leather seating surrounds a coffee table. A spacious bed with crisp linens is positioned near large windows, allowing natural light to fill the space.

Guesthouse in Avondale

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.

Popular amenities for Middleburg outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

4.95 out of 5 average rating, 150 reviews

A modern living room features a light gray sofa adorned with colorful cushions and a vibrant orange chair. A wooden coffee table sits atop an area rug, with a large window allowing natural light to illuminate the space. Green plants enhance the inviting atmosphere.

Home in Venetia

Quiet Ortega Bungalow by TCC & NAS 15mins to DT

4.83 out of 5 average rating, 183 reviews

A modern living area features a sleek white sofa positioned in front of a large wall-mounted TV displaying vibrant colors. Bright recessed lighting highlights the space, while large windows with blinds allow natural light to fill the room. A decorative electric fireplace adds a contemporary touch.

Home in Orange Park

Stunning Modern Oasis with a Huge Pool

Home in Green Cove Springs

An open-concept living area features light wood flooring and neutral-colored walls. A spacious sectional sofa faces a large television. The kitchen showcases wooden cabinets and modern appliances, with a breakfast bar that includes several stools. Natural light enters through multiple windows.

4.87 out of 5 average rating, 124 reviews

Cozy 3 bedroom house in town, bikes included!

4.97 out of 5 average rating, 635 reviews

The exterior of a historic two-story building is shown, featuring blue siding and dark shutters. A set of stairs leads to the entrance, which is framed by a white picket fence and lush greenery. American and Coca-Cola flags hang from the front facade.

Home in Riverside

The 1910 General Store - residence

The pool area is enclosed by a protective screen, illuminated by soft lighting, creating a serene atmosphere. The turquoise water reflects a tranquil ambiance, while the surrounding space is designed for relaxation and recreation.

4.93 out of 5 average rating, 147 reviews

Cozy Home with Heated Private Pool and Patio

5 out of 5 average rating, 142 reviews

The outdoor area features a private pool surrounded by palm trees and greenery. Lounge chairs with blue cushions are arranged by the poolside, complemented by striped umbrellas. Potted plants with vibrant flowers add color to the space, creating a tranquil setting for relaxation.

Home in St. Augustine

Private oasis, heated pool, exceeds expectations

5 out of 5 average rating, 237 reviews

The Hothouse-Couples Escape: Play-Relax-Reconnect

4.94 out of 5 average rating, 144 reviews

Serene Heaven in an Urban Setting

Apartment rentals with outdoor seating

Apartment in St. Augustine

A cozy sleeping area features a spacious bed adorned with a patterned bedspread and accented by a decorative pillow. A bedside table holds a small lamp, while a dark cabinet provides additional storage. Light filters in through a window dressed with textured blinds.

4.97 out of 5 average rating, 191 reviews

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

4.88 out of 5 average rating, 128 reviews

A spacious pool area is showcased with a large swimming pool reflecting the sky. A modern building with large windows and a sloped roof sits in the background, complemented by lounge chairs along the poolside. Palm trees and sunny skies enhance the vibrant setting.

Apartment in Regency

Regency Retreat, 10 minutes from Downtown

4.96 out of 5 average rating, 431 reviews

A front porch features two white rocking chairs and a bench against a wooden floor. A blue and white decorative stool is positioned nearby. Lush green trees and the street can be seen in the background, highlighting the community atmosphere.

Apartment in Springfield

This May Be the Nicest Suite in Jacksonville

4.98 out of 5 average rating, 285 reviews

A modern living area features a light gray sectional sofa adorned with various patterned cushions. A black coffee table sits at the center, complemented by a wooden bowl. An air conditioning unit is visible near the window, framed by natural light and minimalist decor.

Apartment in Beaches

Palm Villa Apt #1-bungalow a block to beach/dining

The studio features a spacious bed with a light-colored blanket and decorative pillows. A cozy sofa sits in the corner, accompanied by a coffee table. Green plants are placed throughout, and ample natural light enters through a window, complemented by thoughtful décor on the walls.

5 out of 5 average rating, 134 reviews

The Cozy Basement in San Marco

A comfortable bedroom features a spacious bed with crisp white linens and a soft blue throw blanket. Decorative artwork adorns the wall above the bed, complemented by a stylish nightstand with a lamp. Natural light filters through the window, accented by sheer curtains.

4.86 out of 5 average rating, 120 reviews

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

A modern kitchen with granite countertops and stainless steel appliances opens to a spacious living area. Large windows provide natural light and a view of the outdoors. A comfortable seating area with blue furniture and a dedicated workspace can be seen, enhancing the inviting atmosphere.

4.95 out of 5 average rating, 231 reviews

Sunset Retreat | 1BR | 1.5BA | Pool | Gym | Garage

4.98 out of 5 average rating, 170 reviews

A clean, functional kitchen area is visible, featuring a white tiled countertop and a stainless-steel sink. In the background, a cozy studio living space offers comfortable seating and colorful furniture. A doorway leads to a private bathroom, enhancing the apartment's practicality.

Apartment in Waldo

Fernbank on beautiful Lake Alto. Laketime Getaway

Condo rentals with outdoor seating

4.87 out of 5 average rating, 110 reviews

An aerial view showcases the condominium complex alongside a serene waterway. The property features a large swimming pool surrounded by palm trees and lounge chairs, with well-maintained landscaping that complements the access to nature.

Condo in St. Augustine

Gorgeous 2/2 condo in luxury golf community, StAug

A vibrant sunset casts warm orange and pink hues across the sky, reflecting on the calm ocean waters. The beach is visible below, with gentle waves lapping at the shore. Lush green dunes frame the scene, creating a serene coastal atmosphere.

4.95 out of 5 average rating, 100 reviews

Oceanfront Oasis: Top Floor Paradise

An aerial view captures the beachside neighborhood, showcasing a mix of greenery and residential buildings. The expansive coastline stretches towards the horizon, with the ocean reflecting the sky. The location marker highlights the property within the community, providing context to the surrounding area.

4.85 out of 5 average rating, 165 reviews

A - Mid Century Modern Beach Getaway Walk to Sand

A modern kitchen space is showcased with stainless steel appliances, granite countertops, and a stylish backsplash. A cozy living area is visible, featuring a couch and a coffee table, with large windows revealing scenic views of the beach and ocean.

4.86 out of 5 average rating, 246 reviews

Jacksonville Beach Front A-Wave-From-It-All!

An aerial view showcases the expansive sandy beach bordered by gentle waves and the ocean. Towering buildings are visible in the background, with the highlighted condo location marked in red. Sunbathers and walkers can be seen along the shoreline, emphasizing the beach's inviting atmosphere.

4.97 out of 5 average rating, 210 reviews

Beachcomber Oceanfront 180* panoramic view

A bright living room features a comfortable white sofa and a decorative coffee table atop a patterned area rug. Natural light enters through multiple windows, complemented by a ceiling fan. Relaxed seating options include a woven chair, enhancing the room's inviting arrangement.

4.83 out of 5 average rating, 109 reviews

Beautiful Beach Condo - just steps to the beach!

An ocean view is presented from the private balcony, showcasing a spacious pool area and palm trees dotted along the shoreline. The horizon blends blue and gray tones, with clouds casting soft shadows over the beach, creating a calming seaside atmosphere.

4.89 out of 5 average rating, 121 reviews

Oceanfront Condo with Views, Pool, Park

The exterior of the blue multi-unit building is visible, surrounded by minimal landscaping. A staircase leads to the upper level. Inside, a bright, airy living space features light-colored flooring and a ceiling fan. A bunk bed setup in a cozy nook contributes to the whimsical beach vibe.