Vacation rentals with outdoor seating in St. Augustine South

Guesthouse in St. Augustine

A spacious living area features a light-colored sofa, complemented by a wooden coffee table with books. A cozy bed is visible in the background, alongside a modern fan and decorative wall art. Soft gray tones create a relaxing ambiance throughout the room.

4.99 out of 5 average rating, 385 reviews

Pelican Guesthouse-Spacious/Quiet/Comfortable

Quiet, spacious guesthouse. Comfortable beds and immaculately kept. Read our reviews :) A few miles from gorgeous beaches, historic downtown and St Augustine Amphitheater. Friendly neighborhood, accessible to beautiful walks along the Matanza River. Public park and playground at the end of the street. Self check in, private entrance, flat screened TV's, full kitchen. Thoughtful decor and local artwork to enjoy. Full laundry room and off street parking for two car. Strictly a pet-free listing.

A living space features a white sofa adorned with a patterned throw, complemented by a rustic wooden coffee table. A large round mirror and star decorations hang on the walls, while a ceiling fan adds functionality. Doorways lead to adjacent rooms, including a bathroom.

4.98 out of 5 average rating, 493 reviews

Winter Hawk Hideout

15 minutes from ol' St Augui. Located in the heart of this typical Florida woods and nested by oaks that saw the Seminole War as we are walking distance from Ft Peyton and 2 miles away from where Osceola was captured. The house sits on half acre of gardens and the decor is ranch, asian and whimsical .The goal is for you to feel transported away for a while. I do have 2 very small, well behaved and quiet dogs and one never seen cat. They do not have access to your quarters or are allowed in.

The exterior of a single-story house is displayed, featuring a sloped roof and an inviting entryway. Green grass surrounds the home, complemented by mature trees and landscaped bushes. A concrete driveway leads up to the entrance, providing accessible access.

4.99 out of 5 average rating, 422 reviews

Your Home Away From Home

1,800 SF, 2 bedrooms, 2 1/2 bathrooms, on a secluded 5 acre lot just minutes from Historic Downtown and St. Augustine Beach. The home is 100% HANDICAPPED ACCESSIBLE! Convenient shopping and close by restaurants. Full kitchen, spacious living area, large bedrooms (1 with TWINKLE mattress) ceiling fans. Pet friendly! (Some restrictions apply, advance notice required!) Base rate covers up to 4 guests and there's a small upcharge for 5 or more. Motorcycle friendly! We also do live on the property!

A panoramic view of a beach scene at sunset, featuring vibrant clouds in shades of pink, orange, and purple. The sun dips below the horizon, reflecting off the water's surface. Grassy dunes are visible in the foreground, framing the tranquil scene.

5 out of 5 average rating, 309 reviews

Entire guest suite short walk to beach.

Enjoy exploring beautiful, historical St. Augustine then kick back and take it easy at this private, quiet beach retreat within a short walk to the beach. Separate keyless entry allows for self check-in. Queen size bed, fully furnished, with amenities including a Keurig coffee maker, iron, hair dryer, beach cruiser bicycles, beach chairs, towels, umbrella and gas grill for cooking out. Flat screen TVs in both the living room and bedroom with Netflix and Amazon Prime included and Free WiFi

A shared outdoor space showcases a private pool surrounded by a large patio. The pool reflects the nearby yellow house, with stairs leading to the upper level. Comfortable seating areas are positioned beside the pool, inviting relaxation amidst the greenery of the backyard.

4.9 out of 5 average rating, 110 reviews

Mermaid relaxing studio. King bed. Pool.

Dear Guests, let us introduce our "Mermaid Relaxing" studio! KING BED! This studio is a private, compact, above-garage guest suite, with a private entrance upstairs from the (shared with our family) backyard. The Mermaid suite is ideal for a couple and features a King bed! Guests have own sitting area on the deck and are welcome to share the underground pool with us. Easy, ample free parking. Breathtaking pine forest outdoor views. Free wi-fi, Netflix, and Hulu apps on smart TV are included!

Superhost

A decorative three-tiered fountain is set within a lush tropical courtyard, surrounded by dense greenery and tropical plants. Stone benches are positioned near the fountain, inviting guests to sit and enjoy the serene ambiance of the outdoor space.

Place to stay in St. Augustine

4.89 out of 5 average rating, 1,028 reviews

The Courtyard Studio in the Historic District

You have found your cozy oasis tucked under an Ancient Shady Oak trees in a private, lush tropical courtyard in the Historic District of St. Augustine. It is a minimalist's dream and exemplifies the appeal of tiny living : compact, clean, efficient, and convenient. A short walk to all of the Shops, Restaurants and Attractions. Enjoy and relax in the courtyard cool by day and at night the tree canopy is lit by hundreds of tiny laser lights at night. Solar powered/low carbon footprint.

An enclosed lanai features a heated saltwater pool surrounded by a sleek concrete deck. Colorful lounge chairs are positioned nearby, and greenery is visible outside the mesh screens. The walls exhibit a calming light hue, contributing to a serene poolside atmosphere.

4.98 out of 5 average rating, 121 reviews

The Salty Seashell, Coastal Pool Home, Sleeps 8

Relaxing heated pool home in a quiet and safe neighborhood. Our home is clean and spacious located a few steps from the Intracoastal Waterway equipped with a boat launch. We are 10-mins from Old Town or the beach and less than 5 mins from restaurants, grocery stores, and shopping. Experience our lovely saltwater pool enclosed in a lanai. Our home has 3 bedrooms and two bathrooms, full kitchen, and a open family room. Each bedroom has brand new beds. Fast WIFI. Boat/Trailer/RV Friendly :-)

A light-filled living area is depicted, featuring a spacious couch positioned against a vibrant artwork of a clownfish. Sliding glass doors lead to a serene outdoor space, while colorful paintings adorn the walls, adding artistic charm to the room.

4.99 out of 5 average rating, 461 reviews

Art Studio Space – Quiet – Walk to Beach

This very private studio apartment is on Anastasia Island, with its own entrance across the street to Anastasia State Park, which includes the St. Augustine Amphitheater in a quiet, friendly beach neighborhood. This ideal location is quite literally "a walk in the park" to a beautiful undeveloped Florida beach; or a 10 minute drive across the famous Bridge of Lions to historic downtown St. Augustine – with quick access to the many local attractions and great restaurants in the area.

A spacious studio features a king bed with a patterned blanket, complemented by a cozy sofa and armchair. A kitchenette is visible in the background, along with a modern ceiling fan overhead. Large windows allow natural light to fill the room.

4.98 out of 5 average rating, 352 reviews

Cozy studio 15 min to beaches & historic downtown

Outstanding location + amenities, 15 minutes to beaches + historic downtown (Nights of Lights!) minutes walk to the intercostal w/ piers, boat ramps, perfect for pleasant walks w/ swings + benches. Close to shopping/dining. Quiet, friendly neighborhood, ample parking-trailers & boats welcome. Kid friendly w/ toys, pack & play + more. Laundry, walk-in shower, private entrance. Private deck w/ cheerful seating. Well equipped kitchenette. Easy drive to theme parks, Daytona and more.

A bright and airy bedroom features a spacious bed with a light blue blanket, flanked by matching bedside tables with lamps. A comfortable chair sits in the corner, and decorative art in shades of turquoise adorns the walls. Natural light filters through the window, enhancing the serene ambiance.

4.96 out of 5 average rating, 384 reviews

SeaGlass on Vilano Beach~St. Augustine, FL

Beach & Ocean lovers retreat- Steps to ocean & close to historic area. Walk to grocery/waterfront dining/roof top cocktails Gem w/lots of outdoor living. Bright, spacious cottage-style apartment w/kitchenette (No oven/stove). Fenced/gated garden property. Short 1 min walk to lovely quiet beach! Convenient walkable beach neighborhood. Short Uber ride to historic district. Perfect for couple (baby up to 2 yrs welcome) solo traveler, Flagler College parents.

4.97 out of 5 average rating, 100 reviews

>< Resort Style Retreat ><

Welcome to our cozy and stylish 1-bedroom, 1-bathroom apartment situated in the serene and picturesque coastal town of Saint Augustine Beach. This thoughtfully designed space offers a blend of comfort and relaxation—ideal for individuals or couples looking for a peaceful getaway. Nestled by the intercoastal waterway, the apartment boasts one of the most stunning views from the balcony where you can unwind and soak in the beauty of your surroundings.

Guesthouse in St. Augustine

The exterior of the studio features a welcoming entryway with a wooden deck bordered by tropical plants. Light green shutters frame the door, while a shaded pathway leads to the entrance, invoking a serene atmosphere enhanced by natural greenery.

4.96 out of 5 average rating, 503 reviews

Newly Renovated, Clean, Private, Studio

Aunt Suzie's Hideaway. Experience St. Augustine like a local. Fun, relaxing, tropical, historic, magical. Bring your bike, board, boat, or kayak. Safe, quiet neighborhood, walk, bike, fish or picnic along the intracoastal waterway and marsh. 1 mile to Shands Flagler Hospital, 4 miles to downtown historic district and 5 miles to the beach and Amphitheater. Small fully equipped kitchen, queen bed, large bathroom, sitting area, dining or worktable.

Popular amenities for St. Augustine South outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

A cozy outdoor seating area is arranged underneath a wooden structure, featuring a central black fire table surrounded by six gray chairs. The space is enhanced by greenery in the background, and string lights are hung above, creating an inviting setting for gatherings.

4.98 out of 5 average rating, 156 reviews

Uncle Reggie's Beach House

A spacious sleeping area features a large king-sized bed dressed in crisp white linens, complemented by a couch with a light patterned cover. Natural light filters through the windows, which are dressed in soft curtains, illuminating the warm wooden flooring.

4.77 out of 5 average rating, 175 reviews

Palmetto Loft w/ Balcony 2 blocks from Lighthouse!

4.96 out of 5 average rating, 265 reviews

A wooden walkway leads from a grassy area to the sandy beach, flanked by two benches on either side. The beach is visible in the distance, with gentle waves and a clear blue sky above.

Home in Treasure Beach

St Augustine Beachside Home - Walk to Beach

The living room features a comfortable sofa and a cozy accent chair, set on a circular area rug. A stone fireplace adds texture to the space, while soft lighting from a nearby floor lamp enhances the ambiance. A dining area is visible in the background.

4.89 out of 5 average rating, 166 reviews

Chelsea House 3/2, sleeps 6 Free parking Downtown!

The historic home features a grand façade with white siding and tall columns supporting a covered balcony. Decorative lights and a festive wreath adorn the front entrance. A beautifully detailed wrought-iron gate opens to a landscaped pathway leading to the door.

4.94 out of 5 average rating, 431 reviews

Genovar Mansion Master Suite Private Entrance

The exterior of La Casita features a welcoming porch with seating for two, surrounded by greenery and flowering plants. The entrance is marked by a decorative clock, while the landscape includes gravel areas and a fire pit, creating an inviting outdoor atmosphere.

4.95 out of 5 average rating, 177 reviews

“La Casita” A Charming Uptown St Augustine Cottage

4.97 out of 5 average rating, 163 reviews

The contemporary two-story home features a modern exterior with a mix of horizontal and vertical siding. A balcony is visible on the second floor, accompanied by a small table and chairs. A fully fenced yard surrounds the property, with palm trees adding to the landscaping.

Home in Lincolnville

LUX Riberia – 311 | 12-min walk to Historic DTN

4.99 out of 5 average rating, 150 reviews

A modern kitchen features sleek gray cabinetry and a striking wood-accented range hood. An island with seating for four complements a large dining table with additional seating for six. Stylish decor and ample lighting create a functional and inviting cooking space.

Home in Lincolnville

Unmatched Luxury + Just Renovated + Dream Getaway!

Apartment rentals with outdoor seating

A spacious bedroom features a large bed with white bedding. Natural light enters through multiple windows, complemented by white shutters. A comfortable armchair is situated near the window, enhancing the cozy atmosphere of the room.

4.96 out of 5 average rating, 381 reviews

Updated Victorian apt in heart of downtown +VIEWS!

A bright sleeping area features a spacious bed with a light-colored coverlet. Flanking the bed are two bedside tables, each with a lamp providing soft illumination. The room is accented with light blue walls and a piece of serene artwork, enhancing the relaxed atmosphere.

4.98 out of 5 average rating, 240 reviews

Seahorse Studio (Very Walkable + Free Parking)

A cozy living area features a comfortable sofa paired with a light-colored armchair and a round coffee table. Natural light flows through multiple windows, illuminating the space. The full kitchen is visible, showcasing modern appliances and blue cabinetry, complemented by woven wall decor.

4.96 out of 5 average rating, 208 reviews

Charming 1 Bedroom apt, Historic St Augustine

A charming two-story apartment stands above a pool area framed by lush greenery. The balcony offers a view of the pool, while the surrounding landscape features vibrant foliage and mature oak trees. The pool is bordered by textured paving stones and a patio set in the background.

4.99 out of 5 average rating, 587 reviews

Villa Tizoc

Two white rocking chairs are positioned on a concrete patio, accompanied by a small table featuring a potted floral arrangement. The entrance to the studio, framed by double doors, is visible in the background, enhancing the inviting outdoor space.

4.99 out of 5 average rating, 200 reviews

Beachside Studio

Apartment in Lincolnville

A charming porch area is framed by vibrant pink bougainvillea flowers. The white railing and lattice provide a bright contrast to the floral elements. A comfortable seating area with patterned cushions can be seen in the background, inviting relaxation and enjoyment of the outdoor space.

4.93 out of 5 average rating, 411 reviews

Bougainvillea way, steps to town center, romantic.

A large swimming pool is framed by palm trees and decorative blue tiles. Lounge chairs line the poolside, providing ample space for relaxation. Bright sunlight reflects off the water's surface, enhancing the inviting ambiance of the surrounding area.

4.86 out of 5 average rating, 133 reviews

1 Bedroom Condo with Heated Pool

A well-lit living area features a plush dark recliner and a light-colored sofa, arranged around a small coffee table. A decorative lamp adds warmth beside a window. A TV is positioned on a black stand, while framed artwork and a plant enhance the welcoming space.

4.97 out of 5 average rating, 237 reviews

Dog-friendly, Walk Everywhere apt with FREE BIKES

Condo rentals with outdoor seating

A screened-in balcony offers views of the lush greenery and marshlands beyond. Colorful cushions adorn a comfortable seating area, while a small wooden table sits centrally. Natural light fills the space, creating a peaceful atmosphere for relaxation.

4.99 out of 5 average rating, 116 reviews

Riverfront direct views-Get it ALL in St Augustine

4.94 out of 5 average rating, 114 reviews

A bright living area features soft pastel walls and wooden flooring. Cozy, floral-patterned seating is arranged around a light-colored coffee table. Large glass sliding doors lead to an outdoor space, while natural light enhances the room's warmth. A television is mounted on the wall.

Condo in Treasure Beach

++Perfect Romantic Getaway - Walk to the Sea

Condo in St. Augustine Beach

A balcony table is set for two, featuring white plates and cups, with expansive ocean views. Lush greenery and sandy beach can be seen in the distance under a clear blue sky, creating a serene and inviting outdoor space.

4.97 out of 5 average rating, 233 reviews

Ocean Front Gem: Top Floor Corner Unit

The living area is furnished with a comfortable sofa and armchair, providing a relaxed seating space. A media console holds a television, and large sliding doors lead to a private balcony. Natural light fills the room, highlighting a neutral color palette.

4.92 out of 5 average rating, 338 reviews

Oceanside complex M33 1 Bed 1 Bath w/Heated Pool

A sandy beach extends towards the horizon, meeting rolling waves under a clear blue sky. Dune grass sways gently in the foreground, with a wooden boardwalk leading to the shore. Beach chairs and umbrellas are visible in the distance, indicating a welcoming recreational area.

4.94 out of 5 average rating, 145 reviews

Pelican Inlet 2 Bedroom Condo Steps from the Beach

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.

4.87 out of 5 average rating, 109 reviews

Gorgeous 2/2 condo in luxury golf community, StAug

A bright living area features large floor-to-ceiling windows that provide sweeping ocean views. Comfortable seating is arranged around a central coffee table adorned with decorative items. A Smart TV is positioned for easy viewing, while a ceiling fan adds a cooling breeze.

4.98 out of 5 average rating, 107 reviews

Family Beach Condo - Steps To The Sand Or Pool