Some info is shown in its original language. Translate

Places to stay near San Sebastian Winery

Book unique holiday rentals, homes and more on Airbnb

Top-rated holiday rentals near San Sebastian Winery

Guests agree: these stays are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1
Superhost
The exterior of the turquoise tiny house is presented, featuring a welcoming front porch with wooden railings. Lush greenery and palm trees surround the home, creating a serene atmosphere. The entrance is highlighted by a small set of steps leading to the porch.
Tiny home in St. Augustine
4.8 out of 5 average rating, 825 reviews

The St Augustine Tiny House - park and walk!

Charming TINY HOUSE in the heart of St Augustine! Discover downtown’s most unique stay, steps from downtown attractions. Easily walk to shops and dining, with 3 onsite parking spots. Relax in a private fenced yard. This is a true Tiny House (400 sq ft) features 1 bedroom, 1 bath, cozy living space, and a kitchen. Enjoy Cable TV, WiFi, and a quaint patio with table for outdoor moments. Near Ice Plant Restaurant & St Aug Fish Camp. Pet-friendly with fee. Unforgettable charm awaits! Hammocks ready

Top Guest favourite
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.
Home in St. Augustine
4.95 out of 5 average rating, 489 reviews

Genovar Mansion Master Suite Private Entrance

The direct view of the gorgeous live oak canopy on Magnolia Avenue and incredible architecture make this historic home a memorable place to stay. This romantic master suite is perfect for couples with a private entrance, queen poster bed, spacious bathroom with two shower heads and body jets, private balcony, individual climate control and parking spot. The home is located within the historic district, close to trolley stops and within easy walking distance to downtown. 6 minutes to the beach.

Guest favourite
Home in St. Augustine
4.94 out of 5 average rating, 222 reviews

Downtown • Historic Whitney House • Luxury Baths!

Off Street Parking for 2 vehicles 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 Retreat in Historic Downtown. Indulge in a charming vacation rental featuring a spacious living room, gourmet kitchen, and luxury baths. 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.

Top Guest favourite
A spacious sleeping area features a king-sized bed, adorned with a light green quilt. Natural light filters through skylights and windows, illuminating a cozy seating area with a dark sofa. A desk with two wooden stools and a lamp complements the space.
Guesthouse in St. Augustine
4.95 out of 5 average rating, 168 reviews

Historic Downtown Studio

Experience the charm and elegance of historic St. Augustine, Fl in our quaint carriage house. Located with in walking distance of many iconic landmarks, such as Flagler College, and the San Sebastián winery. Immerse yourself in the city culture, unique shops and dining scene. Whether you're seeking a romantic getaway or a cozy solo retreat, our carriage house offers a blend of comfort and convenience. Book your stay with us and experience the charm of this historic destination like a local.

Top Guest favourite
Apartment in St. Augustine
4.95 out of 5 average rating, 309 reviews

Apt B - Historic District Home Away from Home

Key Lime Oasis is nestled on a tree lined residential street in historic Saint Augustine. There is lots to see and do starting a mere two block walk away, and multiple beaches within 3-4 miles. I provide 2 beach chairs, a cooler, umbrella and beach towels.. The apartment features all new appliances, a quiet back porch, French doors leading from the bedroom to a delightful bathroom with a large shower with a Bluetooth speaker. A complimentary parking pass to the city garage is provided.

Top Guest favourite
The property features a two-story yellow building with a welcoming porch and a separate adjacent structure. Lush green grass surrounds a paved pathway that winds through the well-maintained garden, accented by scattered shrubs and palm trees, creating an inviting outdoor space.
Apartment in St. Augustine
4.96 out of 5 average rating, 193 reviews

C6 Close to beaches, downtown, history, parking!

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.

Guest favourite
The sleeping area features a plush queen bed adorned with soft linens, complemented by decorative pillows. Exposed wooden beams highlight the vaulted ceiling. Two bedside tables with lamps provide ambient lighting, creating a restful atmosphere. A partially open door leads to a private bathroom.
Condo in St. Augustine
4.89 out of 5 average rating, 104 reviews

Private Suite Located Across The Lightner Museum

House #4 Constructed in 1880, this Victorian carriage house has been fully restored to offer modern comforts in the Historic District! Stroll the cobblestone streets in your neighborhood to find museums, striking architecture, and historic sites. After your adventures, dine at Lobstah on a Roll, a Boston-based restaurant attached to your carriage house. Inside, vaulted ceilings with exposed beams, a well-appointed kitchen, and antique accents provide comfort and allure.

Top Guest favourite
An open living space is highlighted by a ceiling fan and includes a cozy sofa, a television on a stand, and a small dining table with a chair. Sunlight fills the adjacent sunroom, featuring large windows and a view of greenery.
Apartment in St. Augustine
4.98 out of 5 average rating, 200 reviews

1 BR Apt with Sunroom-Walk to Historic Hub

This St. Augustine apt. is an 5-7 minute walk to St. Augustine's downtown hub and a 15 min. drive to the beach. This centrally located upper level apt. has an open concept kitchen and living room area which flows into a sunroom that is the perfect place to enjoy your morning coffee. This apt. is a one bedroom (queen) with master bath and is perfect for 2 guests. ** Off street parking for one car; free street parking for additional cars

Guest favourite
A serene sleeping area features a spacious bed covered with a patterned blanket showcasing sea life themes. Two soft pillows rest against the headboard. A ceiling fan provides gentle airflow, while artwork inspired by the beach decorates the walls.
Apartment in St. Augustine
4.91 out of 5 average rating, 396 reviews

Beach Charm in Downtown St. Augustine.

Newly renovated beach themed studio apartment located on historic St. George Street in downtown St. Augustine. Centrally located to restaurants, shops, bars and all major attractions. Relax in the heart of downtown St. Augustine. Soak up the history, stroll the ancient city's brick streets and never be far from your own private beach styled oasis. Dedicated parking space provided approximately a 2 minute walk form the building.

Guest favourite
The two-story exterior of the home is highlighted by wooden details and an inviting green door. A spacious balcony is visible on the upper level, adorned with seating, while lush palm trees and a landscaped area add a touch of greenery to the property.
Apartment in St. Augustine
4.9 out of 5 average rating, 624 reviews

Experience Downtown / 2 Balconies / LUX BATH

Experience downtown St. Augustine! Just 3 blocks from St. George St, this upper level apartment is walking distance to all downtown and uptown attractions. The space has a large kitchen, private and large bedroom with a huge balcony overlooking the street (great for the parades and festivals). The lux bathroom, on site laundry, and private rear (and front) balconies create a comfortable setting for families or groups.

Top Guest favourite
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.
Home in St. Augustine
4.96 out of 5 average rating, 209 reviews

“La Casita” A Charming Uptown St Augustine Cottage

La Casita is located in the Uptown Shopping District. We have darling coffee shops just at the end of the block. Shopping and a convenience store too. We are just 2 blocks from the trolley shop snd visitors center..and, just a 10 min walk to downtown and the fort! We are just a 2 min walk to Francis Field, where many festivals are held. A 7 minute drive to Vilano beach! We are in a quiet and charming neighborhood.

Guest favourite
Condo in St. Augustine
4.87 out of 5 average rating, 252 reviews

Rooftop Bay Views | Near Historical Attractions

- Enjoy breathtaking city and bay views from the shared rooftop terrace. - Steps from the historic district, museums, shops, restaurants, and attractions. - Spacious and modern condo with a dedicated work area and a full kitchen. - A perfect blend of comfort and convenience with easy access to everything. - Book now for a peaceful retreat with unbeatable location and views!

Popular amenities for holiday rentals near San Sebastian Winery