Holiday rentals with outdoor seating in St. Augustine

A charming view of the Italian restaurant Pizzalley's, featuring a decorative balcony adorned with hanging plants. The building’s colorful facade complements the vibrant street lined with trees and vintage-style street lamps, creating a lively atmosphere in the historic district.

4.97 out of 5 average rating, 784 reviews

Balcony apt on USA’s oldest Street (St. George St)

"The Heart of St. Augustine" Voted #1 Airbnb in St Augustine by Trip 101, # 5 Top 10 Airbnb's in St. Augustine" by Territory Supply and in the "Top 15 Best Airbnb's in Florida" by Road Affair. Live music, scrumptious food, craft drinks, and the hustle and bustle of people walking the historic St. George St, all surround you. Relax and people watch from your balcony. Sightseeing, restaurants, trolley stop and nightlife are steps away. This apt is in the center of it all. NYE is a 3 night min

5 out of 5 average rating, 111 reviews

The sitting room features a blend of warm green and golden hues. A brown leather sofa is adorned with colorful pillows, complemented by a green accent chair. Sunlight filters through the white window blinds, illuminating a vibrant area rug and a piece of art depicting a pelican.

Home in Lincolnville

La Rêverie | Downtown Boutique, Historical Chic

Step inside La Rêverie, a distinguished 19th-century residence steeped in American heritage, meticulously restored & reimagined for today's discerning traveler. Centrally located on original coquina pillars, La Rêverie boasts cathedral ceilings suffused with sunlight and a bespoke French kitchen with chef-grade amenities. Invite guests to the sitting room, carefully designed to foster camaraderie. Choose from three plush bedrooms, each with an en-suite bath for a luxurious, yet private retreat.

Treehouse in St. Augustine

A three-tiered fountain is situated in a lush tropical garden, surrounded by various palm and fern plants. Water flows gently from the top tier and cascades down to the basin below, creating a peaceful ambiance in this serene outdoor space.

4.93 out of 5 average rating, 578 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 suite in St. Augustine

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, 166 reviews

MarshMellow-Island Guest Suite Beach Amphitheater

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.

Guest suite in St. Augustine

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, 329 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

Guest house in St. Augustine

The exterior of the casita features a gabled roof with large glass windows, allowing natural light to enter. Two double doors provide access, surrounded by lush green plants and palms. A covered entryway leads to the main entrance, enhancing the inviting appearance.

4.95 out of 5 average rating, 417 reviews

The Garden Casita in St. Augustine Florida

Secluded garden casita tucked away three tenths of a mile from the city gates. Take the private garden pathway to serenity's doorstep, and gain access to WIFI, free parking, and a kitchenette equipped with the basic necessities. The zen garden serves as a wonderful resting space to relax and unwind from your day. The casita features a queen size bed with luxury linens, desk nook and a full bathroom. Come find your peace at the Garden Casita on the grounds of a 100 year old private home.

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, 139 reviews

Waterfront - Lion’s Bridge & Old Town View

Walk across the Bridge of Lions to downtown St. Augustine with amazing restaurants and attractions. Half a mile to historic downtown! Less than 1 mile to the Castillo de San Marcos fort. Anastasia State Park Beach, the world famous Alligator Farm and Zipline, and the lighthouse are less than two miles away. Several restaurants and bars only a few blocks away. Whether going to the old fort, lighthouse or Flagler College, our home provides a great base for exploring an amazing part of Florida!

The outdoor area features a private saltwater pool with a custom spa, surrounded by lush tropical landscaping. A spacious cabana is included, with comfortable seating beneath flowing white drapes. A shaded umbrella is positioned beside the pool, enhancing the relaxation space.

4.99 out of 5 average rating, 135 reviews

2023 Lux Home 4bd/3.5ba+SaltPool+HotTub+Walk2Beach

* Built in 2023- luxe coastal furnishings & linens * Featured in 2024 Good Housekeeping Mag🌟 * 2 King Suites (1 on each floor) | 2 Queen Bedrooms | 3.5 Baths * Private Saltwater Pool & Spa/Hot Tub * Poolside Cabana | Outdoor Kitchen | Front Porch * Bikes, Beach Toys, Beach Chairs * Lush Tropical Landscaping * 0.2 miles - gorgeous quiet beach * 5.5 miles- historic downtown St Augustine- The oldest city in the United States! * 0.2 miles - Cap's Restaurant for sunset dinner on the water

5 out of 5 average rating, 242 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

The exterior of the house features a wrap-around porch with white railings, complemented by shaded areas and lush landscaping. A brick pathway leads up to the entrance, framed by palm trees and greenery, showcasing a welcoming facade against a clear blue sky.

4.99 out of 5 average rating, 228 reviews

Downtown • Historic Luxury • DesignerKitchen&Baths

Off Street Parking 2 Min. walk to St George St 5 Min drive to Anastasia State Park Beach 6 Min drive to Fitness Club/Pool High Speed Starlink Internet! Luxury 3-BR Retreat in Historic Downtown. Indulge in a charming vacation rental featuring a spacious living room, gourmet kitchen, and luxury bath. Immerse yourself in the rich history and vibrant culture, with its charming streets and local attractions. Whether seeking adventure or relaxation, this retreat offers the perfect base.

Superhost

A newly renovated historic home is set against a serene natural backdrop, featuring a large deck accessible via a wooden walkway. The exterior showcases multiple arched windows and a modern roof deck, surrounded by lush vegetation and reflected in the calm waters of the marsh.

Cottage in St. Augustine

4.92 out of 5 average rating, 160 reviews

The Shire on 1 acre marshfront with dock and Spa

One of a kind 1930s historic home, newly renovated and transformed into a beautiful secluded getaway. new luxury finishes, while holding its traditional charm. No Events allowed. Rooftop deck, sunrise views of the Atlantic ocean, Downtown, and sunsets over the river. The new dock with covered roof hosts a national geographic like eco system. It’s short walk to the beach and 3 miles to downtown St George street. Follow along @carcabaroad for weekly content of the home.

A modern dining area features a round wooden table surrounded by four upholstered chairs, offering comfort during meals. Large windows allow natural light to fill the space, showcasing views of greenery outside. A minimalist wall art piece enhances the stylish and welcoming atmosphere.

4.95 out of 5 average rating, 102 reviews

Cozy Garden - Sleeps 4- hottub/outdoor shower!

This is a lovely vacation home in downtown St. Augustine. This charming retreat offers a perfect blend of modern amenities and charm, while providing an unforgettable getaway experience. This two-bedroom, one-bath home is designed for comfort and tranquility. The main bedroom features large French doors that open onto a private deck with modern decor, while the second bedroom also offers access to the private deck with a hot tub, creating an equally inviting space.

Popular amenities for outdoor seating rentals in St. Augustine

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

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, 106 reviews

Palo Haus 1918 Cottage in Downtown St. Augustine

A serene outdoor space is surrounded by lush green palm trees and various potted plants. Soft gravel covers the ground, with pathways leading to a green door, enhancing the natural ambiance of the area.

4.96 out of 5 average rating, 108 reviews

Luxe Lemon Lower in Historic Downtown St Aug.

The exterior of the home features a two-story structure with a welcoming porch. Potted plants hang from the posts, and a decorative sign is positioned near the entrance. Lush greenery and various plants are arranged along the pathway leading to the front steps.

4.99 out of 5 average rating, 210 reviews

Historic St. Augustine 2/2 Duplex & Pool

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, 113 reviews

Luxury Modern Home in Prime Location 2BDR-3BTH

A cozy living area features a comfortable sofa positioned near a stone fireplace. Large windows provide expansive views of the ocean, while a wall-mounted TV displays beach imagery. A wooden coffee table rests on a patterned rug, complemented by a decorative side table.

4.85 out of 5 average rating, 191 reviews

Oceanfront, Blissful Sunrises, Beach Gear, BBQ

Two blue patio chairs are positioned on a wooden deck, facing the ocean. The expansive beach and gentle waves are visible in the background, under a clear blue sky dotted with soft clouds.

4.87 out of 5 average rating, 143 reviews

Oceanfront Barefoot Beach Retreat

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, 190 reviews

“La Casita” A Charming Uptown St Augustine Cottage

An outdoor cabana area is presented, featuring a pool table and bar seating alongside a private heated pool. Surrounding lush turf and palm trees create a serene environment. The space is illuminated by recessed lighting, enhancing the inviting vibe for relaxing and entertaining.

5 out of 5 average rating, 113 reviews

Pink Palms *Heated Pool* Walk to Downtown

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, 391 reviews

Updated Victorian apt in heart of downtown +VIEWS!

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, 221 reviews

Charming 1 Bedroom apt, Historic 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.

4.96 out of 5 average rating, 197 reviews

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

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, 206 reviews

Beachside Studio

A comfortable living area is showcased with a gray sofa adorned with decorative pillows. A glass coffee table sits in front, accented by a floral arrangement. Two windows provide natural light, and stylish curtains frame the view. A small bookshelf stands against the wall.

4.94 out of 5 average rating, 166 reviews

Charming Vintage Intracoastal Apartment

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, 257 reviews

Cozy condo near everything!

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, 480 reviews

*2BR* Luxe Loft Close to Everything | Balcony

4.97 out of 5 average rating, 106 reviews

>•< Resort Style Retreat >•<

Apartment rentals with outdoor seating

Apartment 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, 238 reviews

Ocean Front Gem: Top Floor Corner Unit

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, 227 reviews

St Augustine Beach, comfy condo

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, 135 reviews

Middle of Historic District + Quiet at Night

5 out of 5 average rating, 102 reviews

2 BR Condo in St Augustine across from Beach

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.

4.92 out of 5 average rating, 237 reviews

The Salty Suite Resort style condo

The living room features a comfortable gray sofa facing a wall-mounted television. A round coffee table sits on a light area rug, complemented by decorative plants. Bright natural light fills the space through sliding glass doors, leading to a balcony.

4.98 out of 5 average rating, 162 reviews

Pretty walk to Old Town, Anastasia Island 2 bdrm

A view from the balcony showcases a wooden walkway leading to the ocean, bordered by lush greenery. The expansive sea is visible, with gentle waves and a clear sky dotted with clouds. Two cups are placed on a table in the foreground, inviting relaxation.

4.92 out of 5 average rating, 107 reviews

Seagrass Condo - ocean front, 1 bedroom/1bath