
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.

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

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.

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.

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.

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!

Charming Old-Florida Apartment
This darling Uptown apartment is in the thick of it! Next door to fabulous uptown shops and eateries -- including our own bodega and taproom. Walkable to bustling historic downtown, the fort, the Bridge of Lions, and the Matanzas River. Bikeable to Vilano Beach and Anastasia State Park. And a short drive to additional beaches on Anastasia Island or in Vilano. Enjoy a slice of Saint Augustine typically only enjoyed by the locals, and relax in the friendly historic Abbott Tract neighborhood.

Charming 2/2 Cottage ~ Walk to Historic Downtown
This St. Augustine home is right in the heart of quaint & historic downtown! The lovely two level cottage has an upstairs full bath and two private bedrooms each with a queen bed. Downstairs is a second full bath, as well as a living room and full kitchen. The space is perfect for 1-4 guests. A short 8-10 minute walk allows visitors to explore the many downtown historic sites, museums & restaurants. One parking spot is available on our lot. Free street parking for additional cars.

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

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.

~Romantic Historic 1888 Cottage~Walk to Downtown
Come live in history! This cottage traces its roots back to humble beginnings and it still stands today as one of Lincolnville's original historic treasures. Nestled in the heart of America's oldest city, this endearing circa 1888 cottage offers an intimate, refined escape with a boutique ambiance. This is the ideal retreat for travelers seeking a romantic getaway or guests who wish to be transported to a more graceful time. Discreet in scale but grand in experience.

Luxe Lemon Lower in Historic Downtown St Aug.
Stay in the heart of Historic Downtown St Augustine in this 100yr old 2BR/1B completely renovated in 2023! Only a 7 min walk to Downtown a 12 min drive to the beach, you'll love this charming home! Guests should be adults or older children. 1 parking space available. Note: The loft atop this unit is also rentable, w/ connected or disconnected private entrance, & sleeps 2. Ask us or search "AirBNB Lemon LOFT" or "AirBNB Lemon WHOLE" to rent loft or the whole house.

Charming 1 Bedroom apt, Historic St Augustine
You will love this newly remodeled one bedroom apartment in Historic St. Augustine. Originally built in 1910 and completely updated in 2023. Just two blocks from St. George St, walking distance to Flagler and all of downtown St Augustine. This apartment offers one bedroom with king size bed, full kitchen and private patio. Free off street parking, so you are able to park, walk around and enjoy everything downtown has to offer.
Popular amenities for holiday rentals near San Sebastian Winery
Apartment rentals with wifi

Middle of Historic District + Quiet at Night

F1, Downtown, POOL, beaches, porch, parking!

King Suite With Balcony & View Of Lightner Museum

St. Augustine Condo, Bay Views & Historic Sites

Pretty walk to Old Town, Anastasia Island 2 bdrm

Family Beach Condo - Steps To The Sand Or Pool

The Octopus Sanctuary

Walk to town, short drive to the beach.
Family-friendly house rentals

Palo Haus 1918 Cottage in Downtown St. Augustine

Historic St. Augustine 2/2 Duplex & Pool

West Augustine Harmony House

Driftmark Cabin - RV friendly, Pool + Beach!

1mi to Downtown, 3BR, 7BD, Arcade Games

Uptown Attic - Your Secret Escape

Cozy, Pet-friendly Private House near downtown

“La Casita” A Charming Uptown St Augustine Cottage
Apartment rentals with air conditioning

Lil’ Abbottry - 1/1 Apt - 5 Min Walk to City Gates

FREE BIKES Dog-friendly apt in the heart of St A

Experience Downtown / 2 Balconies / LUX BATH

DOWNTOWN COTTAGECORE, 7 min walk to historic ctr.

*2BR* Luxe Loft Close to Everything | Balcony

Apt A - Comfort of Home in Historic St Augustine

St. Augustine Studio Oasis In The Middle Of It All

Short Scenic walk into Historic St Augustine
Other great holiday rentals near San Sebastian Winery

The Piney House

Captain's Quarters Tiny House

Historic Home in Downtown St. Augustine

Funshine - Vacation on a 43' Gulfstar Yacht

The Hideaway

New Romantic Tiny Home Wellness Jungle Retreat Tub

Little Sister's Carriage House w/ Parking

The St Augustine Tiny House - nights of lights!
Destinations to explore
- Ponte Vedra Beach
- EverBank Stadium
- Old A1A Beach
- Summer Haven st. Augustine FL
- Daytona Boardwalk Amusements
- Vilano Beach
- Daytona Lagoon
- Lightner Museum
- Kathryn Abbey Hanna Park
- Boneyard Beach
- Fountain of Youth Archaeological Park
- Crescent Beach
- Butler Beach
- Pablo Creek Club
- Matanzas Beach
- Eagle Landing Golf Club
- Ravine Gardens State Park
- MalaCompra Park
- Worlds Most Famous Beach Daytona Beach
- Adventure Landing Jacksonville Beach
- St. Augustine Alligator Farm Zoological Park
- Neptune Approach
- Amelia Island State Park
- Amelia Island Lugar Lindo




