Holiday rentals with outdoor seating in St. Augustine South

Guest house in St. Augustine

An outdoor seating area features multiple blue Adirondack chairs arranged around a circular stone patio, complemented by a small green table. A lamp post stands nearby, and a flag flutters gently in the breeze, surrounded by lush greenery and tall palm trees.

4.91 out of 5 average rating, 601 reviews

Captain's Quarters Tiny House

Welcome to our newly spacious and private renovated bathroom with our outdoor shower. See photos! This Tiny House has all you need for a cozy, private stay while visiting St. Augustine. The Tiny House sits on 3/4 acres. You will feel the tranquility of this magical property and only 10 minutes to Vilano Beach or the Historic Downtown. The studio is equipped with a sink, toilet, kitchenette, coffee/tea. Commune with nature in your Private Exotic Outdoor Shower, hottub (closed July & August).

An expansive backyard features a refreshing saltwater pool and a hot tub, surrounded by lush turf landscaping. A two-story building with a wooden staircase overlooks the serene outdoor space, framed by palm trees and vibrant plants. Lounge chairs are positioned nearby for relaxation.

4.98 out of 5 average rating, 126 reviews

Driftmark Cabin - RV friendly, Pool + Beach!

Experience the ultimate beachside getaway at our fully renovated Airbnb, just steps away from the sun-kissed sands. This luxurious retreat offers modern comfort with a private pool and inviting hot tub, allowing you to unwind in style. The recently upgraded interior boasts premium amenities, ensuring a relaxing stay. Outside, lush turf landscaping surrounds the pool, creating an oasis of comfort. Whether you're lounging by the pool, or enjoying the beach a stone's throw away, Driftmark delivers.

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.

4.97 out of 5 average rating, 506 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, 431 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!

An expansive view of a serene beach is captured, featuring soft sand and gently lapping waves. Sparse vehicles are seen along the shoreline, with stretches of greenery and dunes adding texture to the landscape. The horizon showcases a clear blue sky, merging with the ocean.

4.91 out of 5 average rating, 223 reviews

St Augustine Beach, comfy condo

Relax on the beach or unwind at the pools. Close to shopping and restaurants. 15 min drive to historic downtown. Perfect for families, couples, friends, solo travelers. You're an 8 minute walk on property to beach with beach chairs, umbrella, and a beach mat. Fully equipped kitchen, free WiFi, 2 pools (one heated), fitness room, full size washer/dryer in unit, Smart TV, pet friendly 1 Dog Only, $50 cash reg fee plus a flat $15 Pet Fee for those bringing a dog **Strictly NON-SMOKING**

A charming entrance to a cozy guest suite is framed by lush greenery and wooden structures. A wooden deck leads up to the door, which is complemented by a decorative orange light fixture. The surrounding plants enhance the natural ambiance.

4.97 out of 5 average rating, 163 reviews

MarshMellow-Island Guest Suite nights of lights

Your own cozy guest suite with private entry. Lovely little bedroom and beautiful bathroom . Private porch and sitting area. Located adjacent our guest studio but the suite is entirely yours and private. These two share a lush garden path, but have separate porches and entrances. The MarshMellow is a well thought out accommodation that has everything we think you'll need for a lovely stay in St. Augustine. A 20 minute stroll to the Amp and short drive or bike to the beaches or downtown.

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, 328 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

5 out of 5 average rating, 241 reviews

A charming two-story cottage is seen behind an ornate wrought-iron gate, framed by vibrant green grass and well-maintained landscaping. Large windows allow natural light to fill the exterior, and a cheerful yellow door adds a welcoming touch.

Cottage in Lincolnville

Walk Historic Downtown! “Blue Heaven”

Stunningly renovated cottage combines modern amenities with vintage charm... * 2 master suites with queen beds * Quiet neighborhood walking distance to explore The Nation's Oldest City * Clawfoot tubs inside and out (along with showers, of course!) * Big screened-in porch with hanging daybed * Off-street paved parking * Fenced yard, Weber grill, gas fire pit * Fast Wi-Fi and Smart TV * 2 blocks to Fish Camp, Ice Plant and LaNuvelle * 10 minute walk to central downtown St Augustine

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, 119 reviews

Riverfront direct views-Get it ALL in St Augustine

Do not compromise-Just get it all! This is the hidden gem you were waiting to find. Only a few minutes from historic downtown and the area's best beaches, The Conquistador offers 3 swimming pools, tennis, tennis/pickleball courts, trails, a fishing pier, playgrounds, BBQ area, pavilion and plenty of space to roam and relax under the amazing Oak canopy. The beach or Downtown a mere 12 minute drive. Stay in your very private condo and enjoy the gorgeous views of the Manatee River.

A sunny courtyard is framed by two yellow apartment buildings, surrounded by well-maintained landscaping. Palm trees and shrubs add greenery, while a pathway leads through the center, enhancing the inviting outdoor space.

4.97 out of 5 average rating, 205 reviews

C5 Perfect location in city center, patio, beaches

Relax in this cozy and comfortable downstairs apartment with patio. Don't worry about the struggle of downtown parking, PARKING IS FREE on site (1 designated spot for your apartment). So many nearby attractions just steps (or a trolley ride) from the door including shopping on St. George St, restaurants and sandy beaches where you can rent paddle boards, kayaks, small sailboats and more. We have a drip coffee maker, coffee, decaf, creamers, and sugar. We offer Roku TV.

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, 373 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. Close to lots of 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 + more.

A hot tub is positioned on the deck, offering a view of the ocean and white sandy beach in the distance. Two houses flank the view, while lounge chairs are visible in the shared yard, contributing to the inviting outdoor space.

4.96 out of 5 average rating, 197 reviews

Luxurious Oceanfront Home

Beautiful, oceanfront home professionally designed with luxurious finishes and incredible ocean views. Relax on the sprawling back deck overlooking the water after a game of bocce ball. Stroll down the private sidewalk, just steps to the beautiful, white-sand beach. Cook a gourmet meal in the state-of-the-art kitchen, or grill out on the deck using the gas grill. Sit around the fire pit under the stars and roast marsh mellows while listening to the ocean waves.

Popular amenities for outdoor seating rentals in St. Augustine South

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

A spacious living area features a large 75-inch television mounted on the wall. A stylish leather couch and wooden coffee table provide seating, while a modern kitchen with bar stools offers additional space for dining. Warm lighting from pendant fixtures enhances the inviting atmosphere.

4.96 out of 5 average rating, 192 reviews

Close to downtown, 3BR,6Beds,Movies, Ping Pong,Fun

4.96 out of 5 average rating, 279 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

A modern home with a distinctive triangular roof stands among lush greenery. A manicured lawn extends in front, bordered by palm trees. The building features a combination of light-colored siding and wooden accents, with a small balcony that adds to its architectural charm.

5 out of 5 average rating, 112 reviews

Luxury Modern Home in Prime Location 2BDR-3BTH

An open living area features a light-colored sofa with accent pillows, positioned near a wooden coffee table. A modern kitchen is visible in the background, showcasing white cabinetry and stainless steel appliances. Warm wooden flooring complements the bright, neutral decor enhanced by natural light.

4.97 out of 5 average rating, 136 reviews

Coastal Haven Mins 2 Town & 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, 175 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.

4.95 out of 5 average rating, 446 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.

4.96 out of 5 average rating, 186 reviews

“La Casita” A Charming Uptown St Augustine Cottage

4.96 out of 5 average rating, 171 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

Apartment rentals with outdoor seating

A spacious bedroom showcases a king-size bed with decorative pillows and a tufted headboard. Natural light streams in from adjacent doorways, highlighting wooden flooring. Two bedside lamps provide soft illumination, while a ceiling fan with leaf-shaped blades adds a touch of charm.

4.93 out of 5 average rating, 233 reviews

Elegant, FREE BIKES dog-friendly downtown apart.

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, 271 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.

4.95 out of 5 average rating, 219 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, 601 reviews

Villa Tizoc

A light and airy living space features a sectional sofa with a mix of decorative pillows. A round wooden coffee table sits on a patterned area rug, while floor plants and a standing lamp softly illuminate the corner. An open layout leads to the dining and kitchen areas.

4.99 out of 5 average rating, 255 reviews

Cozy condo near everything!

A well-lit bedroom features a spacious bed adorned with decorative linens. A mirror and wooden table add functional charm. Natural light filters through the window, which leads to a small deck area. A painting on the wall complements the room’s calming atmosphere.

4.87 out of 5 average rating, 201 reviews

Old Town "Gem"

A tranquil courtyard is depicted with a tiered fountain at its center, surrounded by lush greenery and tropical plants. Two benches are positioned near the fountain, inviting relaxation. Soft light filters through the tall trees overhead, creating a serene atmosphere.

4.9 out of 5 average rating, 183 reviews

Carriage Hse in the trees, Historic St. Augustine

4.93 out of 5 average rating, 418 reviews

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.

Flat in Lincolnville

Bougainvillea way, steps to town center, romantic.

Apartment rentals with outdoor seating

A refreshing pool area surrounded by palm trees and well-maintained greenery is depicted. A decorative fountain adds a charming element, while lounge chairs are arranged along the pool's edge. The clear water reflects sunlight, inviting relaxation in the outdoor space.

4.86 out of 5 average rating, 161 reviews

Luxury 2/2 condo w/patio, beautiful golf community

An open living area features a light-toned laminate floor and a spacious dark sofa facing a wall-mounted TV. A white coffee table sits in front of the sofa, while two wooden stools are positioned nearby. The kitchen is visible in the background, with natural light coming through the window.

4.86 out of 5 average rating, 282 reviews

Oceanside complex B17 1 Bed 1 Bath w/Heated Pool

Apartment in Lincolnville

A brightly lit living area features a comfortable brown sofa and two accent chairs with blue cushions. A coffee table is positioned centrally, complementing the light rug beneath. The dining area is visible, showcasing a dark table set for six, with wall art enhancing the space.

4.97 out of 5 average rating, 134 reviews

Middle of Historic District + Quiet at Night

Superhost

A sandy beach stretches into the distance, meeting calm ocean waters under a clear blue sky. Gentle waves can be seen lapping at the shore. A wooden boardwalk winds through the grassy area, leading down to the beach, where a few umbrellas and people can be spotted.

4.86 out of 5 average rating, 347 reviews

Oceanfront 1st Floor-Crescent Beach

Apartment in St. Augustine Beach

A cozy living area features soft beige furnishings and decorative blue pillows. A wooden coffee table occupies the center, while a stone fireplace adds warmth. Large sliding doors provide natural light and reveal views of the outdoors, framed by sheer curtains.

4.94 out of 5 average rating, 129 reviews

Cozy Beach Townhome - Bikes, Garage & Pickle Ball!

5 out of 5 average rating, 101 reviews

2 BR Condo in St Augustine across from Beach

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, 121 reviews

Family Beach Condo - Steps To The Sand Or Pool