
Places to stay near San Sebastian Winery
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Top-rated vacation rentals near San Sebastian Winery
Guests agree: these stays are highly rated for location, cleanliness, and more.

The Hideaway ~ half mile from downtown
Welcome to "The Hideaway." Enjoy this 2bd/1ba coastal inspired bungalow, stocked and furnished with your comfort and convenience in mind. Enter through a screened porch, and unwind as you step into the main living area - spacious enough for up to six guests, yet exceedingly cozy for a romantic stay for two. Located in Historic Lincolnville - A half mile walk from downtown St. Augustine, and a 10 minute scenic drive to St. Augustine or Vilano Beach. Truly a perfect location and hidden gem.

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

The St Augustine Tiny House - park/walk to town!
The original 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. Enjoy your time away! Hammocks ready

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

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.

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.

Funshine - Vacation on a 43' Gulfstar Yacht
A unique, memorable place, anything but ordinary. Try living the boating lifestyle on a classic and quaint vintage 43 foot Gulf Star yacht. Only 1.2 miles to the historical St. Augustine Bayfront and less than 10 miles to many of our gorgeous beaches. This 2-bedroom 1.5 bath beauty allows you to experience a life on a live-a-board. You will vacation within a reasonable walking distance to many of the attractions in St Augustine, a winery, distillery, several museums, many restaurants.

Carriage Hse in the trees, Historic St. Augustine
You have found your cozy oasis tucked under tall shade trees in a private, lush tropical courtyard in the historic district. This relaxing space is walking distance to everything. It's adorned with 2 covered porches, the Courtyard porch and breakfast porch. Enjoy and relax in the courtyard lit by hundreds of tiny laser lights at night. You will likely see our tortoises roaming the completely fenced property. In warm weather enjoy the shared pool. *Guests must be quiet ish after 9:30

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.

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.

Cute & Compact 1BR-Walk to town
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 lower level apt. has an open concept kitchen and living room area. There is a small porch that allows guests to sit outside to enjoy their morning coffee. This apt. is a one BR (queen) with master bath and is perfect for 2 guests. ** One parking space provided on site and Free street parking for additional cars

192 Riberia Downtown Luxury Home
Summary: Located in historic Lincolnville neighborhood is this stunning luxury home perched along the tidal marshes of Oyster Creek and just steps from St. Augustine’s historic district. This unique home features a gourmet kitchen, an open living area with Netflix included, a handy workspace, 2 king bedrooms each with a full bath, queen memory foam sleeper sofa and stunning views out to the marsh from the custom windows and decked patio.
Popular amenities for vacation rentals near San Sebastian Winery
Condo rentals with wifi

Middle of Historic District + Quiet at Night

Surf Side Six C-3

361 Fun in the Sun | Direct Oceanfront Ground Floor

King Suite With Balcony & View Of Lightner Museum

Rooftop Terrace & Bay Views, Historic District

Pretty walk to Old Town, Anastasia Island 2 bdrm

The Ray - Penthouse Suite - Rooftop View

Marina View|Camachee Harbor Waterfront Escape
Family-friendly house rentals

Historic 1918 Cottage in Downtown St. Augustine

Luxe Lemon Lower in Historic Downtown St Aug.

Charming Home in historic downtown, walk to it all

St Augustine Entire Home, King Bed, Pet Friendly

Leonardi Downtown Craftsman

Uptown Attic - Your Secret Escape

Cozy, Pet-friendly Private House near downtown

HtdPool w/Arcade, Fire, GolfCart Access, 1.2 mi DT
Apartment rentals with air conditioning

Updated Victorian apt in heart of downtown +VIEWS!

Walk Everywhere from a Quaint Downtown Studio

Charming 1 Bedroom apt, Historic St Augustine

Apt C - Historic St Augustine Charm and Comfort

Uptown Oasis

Cozy Canvas- Kng Bd w/ kitchenette & private deck

Top Floor Loft - Park and Walk everywhere!

*2BR* Luxe Loft Close to Everything | Balcony
Other great vacation rentals near San Sebastian Winery

City Limit Casita/ New Tiny Home

2 Steps to Ice Plant, Apt in Downtown St. Aug

Eclectic•Colorful• Fun designer home

Historic Home in Downtown St. Augustine

Perfect location 2 Bedroom Private Hot Tub

Historical Beauty in the Heart of St. Augustine

Rare Downtown Oasis | Private Pool + Parking

Oceanfront Rustic Cottage by the Sea
Destinations to explore
- EverBank Stadium
- St Augustine Amphitheatre
- Ocean Center
- Daytona Boardwalk Amusements
- Saint Augustine Town Plan Historic District
- VyStar Veterans Memorial Arena
- University of North Florida
- St Johns Town Center
- Kathryn Abbey Hanna Park
- Lightner Museum
- Daytona Lagoon
- TPC Sawgrass
- Fountain of Youth Archaeological Park
- Vilano Beach Fishing Pier
- Adventure Landing Jacksonville Beach
- Daytona Beach Bandshell
- Summer Haven st. Augustine FL
- Crescent Beach
- Daytona Beach International Airport
- Little Talbot
- Flagler College
- Memorial Park
- St. Augustine Alligator Farm Zoological Park
- Huguenot Memorial Park





