
Places to stay near San Sebastian Winery
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Top-rated vacation rentals near San Sebastian Winery
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HistoricDowntown•DesignerKitchen&Baths•WalkTrolley
No Cleaning Fee! 7 Min. walk to St George St 7 Min drive to the Beach 4 Min drive to Gym/Pool 1 Min to Community Pool Luxury 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. Book your stay now and embark on an unforgettable journey.

The St Augustine Tiny House - park and walk 2 town
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 await

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

Uptown Attic - Your Secret Escape
Located in the desirable Uptown District in Historical Downtown St. Augustine, this charming early 1900’s home is the perfect local experience. Featuring alley access to a private driveway with a designated one car parking spot, this newly renovated apartment is steps from all of the city’s hot spots. Guests can easily walk or bike to all of the famous tourist attractions, fantastic dining, and even the area’s famous beaches. This cozy space is also the perfect escape to just stay in and relax.

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.

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.

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

Inviting 2/2 BR - Walk to Town
This St. Augustine apartment is right in the heart of quaint & historic downtown! This lower level apartment is furnished with a king bed in the master bedroom with a bath and a queen bed in the second bedroom with bath and is perfect for 1-4 guests. A short 5-8 minute walk allows visitors to explore the many downtown historic sites, museums & restaurants. One parking spot is available on site. There is free parking on the surrounding streets for additional vehicles.

~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.

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.

DOWNTOWN COTTAGECORE, 7 min walk to historic ctr.
The cottage/apt is in downtown St Augustine. You are 3 blocks or about a 7 min. walk away from the historic center (St George Street, Bayfront, the fort,..) It takes +- 10 min. to drive to Vilano Beach or St. Aug. Beach. The interior of the cottage, part of the house that was built by Henry Flagler in 1896, has been completely renovated into a contemporary charming living space. The kitchen corner has fridge, microwave, small cooktop, ...

*2BR* Luxe Loft Close to Everything | Balcony
This newly renovated 2 bedroom apartment is nestled above small office space and sits in an area being re-juvenated in St. Augustine. Walk to Back 40 Urban Cafe, a favorite with the locals. The interior is professionally designed and is ideal for guests who appreciate fun, funky, eclectic touches. Centrally located in such a way that you easily access numerous activities throughout St Augustine without being stuck in downtown traffic!
Popular amenities for vacation rentals near San Sebastian Winery
Condo rentals with wifi

Ocean Side Complex w/ Heated Pool B-15

The Bohemian Rhapsody! In the middle of it ALL!

Ocean Front Gem: Top Floor Corner Unit

Middle of Historic District + Quiet at Night

34|Ocean at St Augustine Beach

King Suite With Balcony & View Of Lightner Museum

Historic Building with Bay Views & City Access

Pretty walk to Old Town, Anastasia Island 2 bdrm
Family-friendly house rentals

Historic St. Augustine Cottage - Walk everywhere!

Luxury Vacation Experience Getaway

Perfect One Bedroom Cottage in Lighthouse Park

Historic St. Augustine 2/2 Duplex & Pool

Calm cozy couples cottage close to Downtown & Bch

“La Casita” A Charming Uptown St Augustine Cottage

Cozy, Pet-friendly Private House near downtown

Pink Palms - Heated Mermaid Pool & Cabana - Downtn
Apartment rentals with air conditioning

Studio Apartment, king bed, Downtown St Augustine

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

Villa Tizoc

Experience Downtown / 2 Balconies / LUX BATH

Charming Old-Florida Apartment

Apothecary - Upper Unit Downtown 2BR

Bougainvillea way, steps to town center, romantic.

Beach Charm in Downtown St. Augustine.
Other great vacation rentals near San Sebastian Winery

Palo Haus 1918 Cottage in Downtown St. Augustine

Cozy 2BR on Charlotte St. Downtown St. Augustine

The Piney House

The Garden Casita in St. Augustine Florida

Historic Home in Downtown St. Augustine

St. Augustine Studio*Private Entrance & Bath*Bikes

1 Block to Dtown!☆Kitchen☆Free Parking☆Super Clean

Waterfront - Lion’s Bridge & Old Town View
Destinations to explore
- Ponte Vedra Beach
- TIAA Bank Field
- Summer Haven st. Augustine FL
- Old A1A Beach
- Daytona Beach Boardwalk and Pier
- Daytona Lagoon
- Vilano Beach
- Boneyard Beach
- Crescent Beach
- Kathryn Abbey Hanna Park
- Lightner Museum
- Fountain of Youth Archaeological Park
- Butler Beach
- Eagle Landing Golf Club
- Pablo Creek Club
- Adventure Landing Jacksonville Beach
- MalaCompra Park
- Amelia Island State Park
- St. Augustine Alligator Farm Zoological Park
- Matanzas Beach
- Worlds Most Famous Beach Daytona Beach
- Ravine Gardens State Park
- Jungle Hut Park
- Old Salt Park