Holiday rentals with outdoor seating in St. Augustine Shores

Guest suite in St. Augustine

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, 540 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.

Guest suite in St. Augustine

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.

4.99 out of 5 average rating, 420 reviews

Cozy studio 15 mins to beaches & historic downtown

Outstanding location & amenities, 15 minutes to beaches and historic downtown with a quiet, neighborhood vibe. Minutes walk to the intercostal, with piers & boat ramps, gorgeous views, perfect for walks. Close to lots of shopping and dining. Ample parking-trailers & boats welcome. Kid friendly w/ toys, pack & play + more. Very pet friendly as well. Laundry, walk-in shower, private entrance. Private deck w/ cheerful seating. Well equipped kitchenette. Easy drive to theme parks, Daytona + more.

The exterior of the two-story property is shown, surrounded by lush greenery and trees. A spacious gravel driveway leads to the home, which features a covered porch on the upper level. The lower area includes a decorative railing and opens up to a well-maintained yard.

4.89 out of 5 average rating, 110 reviews

Tree Tops: Where Everything is brand new

Take it easy at this unique and tranquil getaway nestled in the Tree Tops. All new appliances, furniture, electronics, sheets, and towels are found in this totally remodeled home. No expense was spared in making your stay as comfortable as possible. This is your perfect get away from the hustle and bustle of life. Enjoy your first cup of coffee on one of 3 porches. Tree Tops is also close to popular attractions, located 6 miles to Vilano Beach and 4 miles to St. Augustine’s historic district.

5 out of 5 average rating, 265 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 * Fully fenced backyard, Weber grill, gas fire pit * Fast Wi-Fi and Smart TV * 2 blocks to Fish Camp, Ice Plant, LaNuvelle, trolley stop * 10 minute walk to central downtown

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, 158 reviews

Coastal Haven | Quiet River View Near Downtown

😎 Quiet neighborhood ideal for families, walking, & biking ☀️ Stunning sunrise water view 🛏️ Sleeps 8 comfortably 🚗 Short drive 2 beach & historic downtown St Augustine 💥 New Years & 4th of July fireworks visible from just steps away 🍳Fully equipped kitchen for all cooking levels 🔥 Fire pit & Grill ⚽️ Kid friendly space w/ playground and fenced yard 🛜 Fast internet ⚓️Public boat ramp ¼ mile away, bring jet skis, kayaks, & boats 3️⃣➕Days of supplies provided (TP, trash bags, pods…)

The living area features a modern design with custom wood paneling on one wall. A leather sofa is positioned in the foreground, while a decorative coffee table and a small workstation with a chair are visible. Soft lighting highlights a piece of scenic artwork above the table.

4.96 out of 5 average rating, 113 reviews

St Augustine Entire Home, King Bed, Pet Friendly

Casita Luxe Retreat Near Historic St. Augustine – Pet-Friendly Haven! Discover this luxurious 3-bedroom, 2-bath retreat! Designed with a modern luxe aesthetic, it features custom wood paneling, a fully equipped kitchen with a chic island, and a king-size plush mattress. Enjoy the large, fenced yard, fire pit, outdoor shower, and fun family games. Pet-friendly, with Wi-Fi, smart TVs, and parking included this home offers comfort and style in an up-and-coming neighborhood. Book now!

Guest suite in St. Augustine

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, 507 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 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, 123 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 vibrant sunset casts warm hues across the sky, with wispy clouds highlighted by the fading light. A palm tree stands prominently in the foreground, while a wooden boardwalk leads toward the beach and the ocean, framed by patches of greenery.

5 out of 5 average rating, 147 reviews

BEAUTIFUL OCEAN VIEW 2 BEDROOM CONDO WITH POOL

BEAUTIFUL OCEAN VIEW 2 BEDROOM CONDO JUST STEPS TO THE BEACH. COME AND STAY IN THIS RECENTLY REMODELED CONDO WITH PRIVATE TROPICAL COURTYARD, AND 2 OCEAN VIEW COURTYARDS OFF THE MASTER BEDROOM AND LIVING ROOM. WITH SO MUCH TO DO IN ST. AUGUSTINE, YOU CAN CHOOSE AN ADVENTUROUS, HISTORICAL, OR RELAXING VACATION TO MAKE YOUR BEST MEMORIES. THERE IS PLENTY OF SPACE IN THIS LARGE 1300 SQFT CONDO. THE BEACH IS VERY LARGE WITH LOTS OF PLAY SPACE AND CAN EVEN FEEL LIKE A PRIVATE BEACH.

A bright living area showcases a comfortable gray sofa adorned with decorative cushions, paired with a stylish armchair. A white coffee table sits centered on a striped rug, while artwork frames and a wall-mounted TV add character to the space.

5 out of 5 average rating, 118 reviews

Beachside Bliss. Walk to restaurants and shopping.

Easy beach access 2 minutes away by car with free parking. Walk to Starbucks, restaurants, grocery and shopping. Newly renovated with beautiful furnishings and everything you need including coffee bar, bikes, beach chairs and grill. Top of the line mattresses. Outdoor furniture and gorgeous private patio with rocking chairs for lounging and outdoor dining table. Drive 10 to 15 minutes to the old city of St. Augustine. Perfect location. Easy self check-in.

Superhost

An open living area features a comfortable seating arrangement with a leather couch and an armchair. The space transitions smoothly into a dining area, accompanied by a wooden table and chairs. Natural light enters through the window, illuminating the warm wooden floors.

4.86 out of 5 average rating, 291 reviews

Charming home with great amenities

Are you looking for a great family friendly place to relax close to St. Augustine and the beaches? This charming home with a relaxed vibe in St Augustine Shores is the place for you. You are just 5 miles from downtown and the beaches in a quiet neighborhood. Relax on the lanai, listen to sound of the fountain in the koi pond in private fenced back yard. You can access the community pool on the intracoastal for a $7 fee. Two kayaks available for your use.

4.97 out of 5 average rating, 178 reviews

"CORAL COTTAGE" in St. Augustine near the Beach

CORAL COTTAGE is a cute little "beach house" located at St. Augustine Beach. It is tastefully decorated, newly renovated and in an ocean community. The Atlantic Ocean is just a short walk away with a crosswalk for safety. The house has a new deck and railing for sunbathing, outdoor shower, full kitchen, etc. Separate downstairs space efficiency space sleeps 3 and only for upstairs guests for an additional charge. Only shared space is the laundry room.

Popular amenities for St. Augustine Shores outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with Outdoor Seating

A charming white cottage showcases a welcoming porch adorned with hanging planters. An American flag flutters by the entrance, while a gravel pathway leads up to the home, surrounded by manicured greenery and shaded by large trees, creating a serene exterior setting.

5 out of 5 average rating, 130 reviews

Historic 1918 Cottage in Downtown St. Augustine

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, 442 reviews

Your Home Away From Home

A private heated pool is encased in a screened enclosure, featuring clear blue water. Adjacent to the pool, a hot tub is visible, offering a relaxing retreat. Access to the pool area is framed by glass doors leading from the main house.

4.88 out of 5 average rating, 120 reviews

Zen Oasis | Heated Pool | Hot Tub | Beach 12-Min!

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.

4.99 out of 5 average rating, 129 reviews

Luxury Modern Home in Prime Location 2BDR-3BTH

4.89 out of 5 average rating, 456 reviews

A screened-in back porch features a round dining table surrounded by four wicker chairs. The red deck flooring contrasts with the green lawn visible beyond glass panels. A peaceful canal is seen in the background, with trees lining the opposite bank.

Home in Treasure Beach

Waterfront Fisherman’s Treasure at Crescent 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, 184 reviews

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

4.81 out of 5 average rating, 107 reviews

Water View, Hot Tub, Games, Fire Pit, Boat Parking

A spacious waterfront deck offers lounge seating with blue cushions, set against a vibrant sunset sky filled with pink and orange hues. A hammock is positioned nearby, with palm trees framing the stunning view of the water and docks in the background.

5 out of 5 average rating, 148 reviews

Fan Fave Waterfront: Lion’s Bridge & Old Town View

Apartment rentals with outdoor seating

The kitchen features modern white cabinetry and a spacious countertop with a light gray surface. Stainless steel appliances, including a microwave and stove, are visible. Natural light enters through a window, illuminating the area, while a dining table is seen nearby.

4.93 out of 5 average rating, 219 reviews

Spacious Beach Side Sanctuary King Bed & Sunny

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, 318 reviews

Seahorse Studio (Very Walkable + Free Parking)

A welcoming living room features a comfortable couch and accent chairs with geometric patterns. A wooden coffee table sits in the center, surrounded by light-colored walls and wood flooring. Natural light enters from sliding glass doors that lead to a private balcony, enhancing the spacious feel.

4.94 out of 5 average rating, 108 reviews

SEA & SALT|2-min walk Beach|2x Sparkling Pools

The exterior of a two-story building showcases a contemporary design with a vibrant turquoise front door and matching chairs on the balcony. White wooden siding contrasts with dark railings, while lush greenery and landscaping enhance the entrance.

4.98 out of 5 average rating, 499 reviews

*2BR* Luxe Loft Close to Everything | Balcony

A spacious living area features a brown leather couch centered on a light-colored coffee table. Natural light fills the room from large windows, highlighting the open layout that connects to the kitchen and dining area. Decorative artwork and plants add subtle touches of character.

5 out of 5 average rating, 127 reviews

Sun Seekers Beach House- Steps from Butler Beach

Apartment in Treasure Beach

A cozy living area features comfortable seating arrangements, including a rocking chair and a sofa. A wooden coffee table is centered on a patterned area rug. Natural light filters through shuttered windows, creating a bright and inviting ambiance.

4.94 out of 5 average rating, 187 reviews

Updated and clean, private beach access condo

A modern living area is highlighted by a black leather sofa, a round glass coffee table, and a large area rug featuring geometric patterns. Natural light filters through the window, illuminating the space. A chandelier adds an elegant touch, complementing the hardwood flooring.

4.98 out of 5 average rating, 396 reviews

Short Scenic walk into Historic St Augustine

4.92 out of 5 average rating, 141 reviews

Cozy Garden - Sleeps 4- hottub/outdoor shower!

Condo rentals with outdoor seating

A community pool is surrounded by a paved deck, featuring several lounge chairs and umbrellas for shade. Tall palm trees are visible in the background alongside lush greenery. The clear blue water reflects the sky, creating a refreshing atmosphere.

4.88 out of 5 average rating, 192 reviews

Escape to Paradise at Hibiscus Condo!

4.97 out of 5 average rating, 156 reviews

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.

Condo in Lincolnville

Middle of Historic District + Quiet at Night

A tranquil beach scene captures the gentle curve of a sandy shoreline at dusk, with soft waves reflecting shades of orange and purple in the sky. Sparse grasses and bushes frame the edges of the beach, leading the eye towards the calm water.

4.97 out of 5 average rating, 120 reviews

2 bed 1 bath 1st floor condo on Anastasia Island

A spacious bedroom is equipped with a large bed adorned with plush, blue pillows. A sliding glass door opens to a private balcony offering a scenic view. A small seating area with two chairs is visible outside. A flat-screen TV is positioned on a dresser.

4.95 out of 5 average rating, 200 reviews

After Dune Delight, BEACH FRONT w/Fishing Pier

A large swimming pool is surrounded by lounge chairs under a clear blue sky, with palm trees swaying gently nearby. The pool's serene water reflects the adjacent condominium buildings, creating a tranquil atmosphere for guests.

4.91 out of 5 average rating, 247 reviews

The Salty Suite Resort style condo

4.98 out of 5 average rating, 105 reviews

A private balcony is presented, offering panoramic ocean views. The space includes a textured table and four chairs, with one set featuring floral upholstery. Green grass and sandy shorelines blend into the sea under a clear blue sky, enhancing the sense of tranquility.

Condo in Treasure Beach

Wade n Sea Ocean Front Condo

5 out of 5 average rating, 125 reviews

Lush greenery frames a wooden pathway leading to a sandy beach, with palm trees and residential buildings visible in the background. The sky is illuminated by soft hues of sunset, creating a serene backdrop for the coastal environment.

Condo in Treasure Beach

Boutique Beachside condo with easy access to beach

A view framed by lush tropical plants reveals the expansive waterway, with its calm, reflective surface. The image captures a serene outdoor space, featuring stone flooring leading towards the grassy area and water, emphasizing the natural surroundings.