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

Surfside Six, Direct Ocean Front, Ampitheatre
BEST spot to watch the sunrise, (and moonrise) on St Augustine Beach from every room in the condo and from the two direct beach front balconies! CORNER UNIT! TOP FLOOR! One balcony off the upstairs corner primary bedroom suite, walk in closet and ocean view King size beds in each bedroom. Anytime is a good time to be on the beach in St. Augustine! Winter Spring, Summer, or Fall! Besides being steps from the beach there are plenty of local eateries,great food, live music within walking distance.

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

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.

Moon Over the Courtyard in the Historic District
You have found your cozy oasis tucked under an ancient Oak tree in a private, lush tropical Courtyard in the Historic District of St Augustine. Sit by the fountain, feed the roaming tortoises day or enjoy the fire and the 1000's of tiny lights reflected on the tree canopy by night. This small studio and exemplifies the appeal of tiny living: compact, clean, efficient, and convenient. The Courtyard is a short walk from all of the Historic Districts Shops, Restaurants and Attractions.

C8 Perfect location in city, balcony, free parking
Relax in this cozy and comfortable upstairs apartment with balcony. Don't worry about the struggle of downtown parking, PARKING IS FREE on site (2 designated spots 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 offer Roku TV. We have a drip coffee maker, coffee, decaf, creamers, and sugar.

~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. Modest in scale but grand in experience.

SeaGlass on Vilano Beach~St. Augustine, FL
Beach & Ocean lovers retreat- Steps to ocean, close to historic area, walk to grocery/waterfront dining/roof top cocktails Gem w/lots of outdoor living. Bright, spacious cottage-style apartment w/kitchenette (No oven/stove). Fenced/gated large property. Easy 1 min walk to quiet beach! Convenient walkable beach neighborhood. Short Uber ride to historic district. Perfect for couple (baby up to 2yrs welcome) solo traveler, Flagler College parents.

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

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, ...

1-Bdrm Apt Historic St Augustine
Come enjoy this lovely carriage house apartment located in the heart of Historic Downtown 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, full kitchen and private patio. Free off street parking, so you are able to park, walk around and enjoy everything downtown has to offer.

St. George Historic Bungalow
Come stay at this St. George Historic 1915 Bungalow featured in the well known book, The Houses of St. Augustine. Enjoy being in one of the city’s most pleasant and distinctive neighborhoods. Be reminded of the history that surrounds you as horse carriages stroll by while you enjoy your coffee or wine on the large front porch. The house borders on the lovely Maria Sanchez Lake that inhabits many birds year round.

Lemon Street Studio (Very Walkable + Free Parking)
Located just a few blocks from all that downtown has to offer, the Lemon Street Studio is the perfect way to enjoy your trip to St Augustine. Less than a 10 minute walk to St George Street, the Castillo de San Marcos, the Bayfront, and Flagler College. The one bedroom apartment welcomes you with free off-street parking, a private entrance, and a stylish space to relax after hitting the town.
Popular amenities for holiday rentals near San Sebastian Winery
Condo rentals with Wi-Fi

Riverfront direct views-Get it ALL in St Augustine

The Bohemian Rhapsody! In the middle of it ALL!

Ocean Front Gem: Top Floor Corner Unit

Middle of Historic District + Quiet at Night

Newly renovated! Steps to BEACH & POOL!

Pretty walk to Old Town, Anastasia Island 2 bdrm

Family Beach Condo - Steps To The Sand Or Pool

The Octopus Sanctuary
Family-friendly house rentals

Anastasia Steps to Downtown - MCM - Island Home #B

Luxe Lemon Lower in Historic Downtown St Aug.

Perfect One Bedroom Cottage in Lighthouse Park

Calm cozy couples cottage close to Downtown & Bch

Leonardi Downtown Craftsman

Uptown Attic - Your Secret Escape

Htd Poolw/Arcade, FirePit& PuttingGreen 1.2 mi DT

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

Updated Victorian apt in heart of downtown +VIEWS!

Home away from Home close to everything!

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

Old Town "Gem"

*2BR* Luxe Loft Close to Everything | Balcony

Top Floor Loft - Park and Walk everywhere!

Bougainvillea way, steps to town center, romantic.

The Rohde House, The Rohde Guest House
Other great holiday rentals near San Sebastian Winery

The Castle Cottage

The Garden Casita in St. Augustine Florida

The Hideaway

Marsh Studio Anastasia Island Beach Amphitheater

The Hideaway: Cozy Studio with Private Entrance

St. Augustine Studio*Private Entrance & Bath*Bikes

The St Augustine Tiny House - park and walk!

1 Block to Dtown!☆Kitchen☆Free Parking☆Super Clean
Destinations to explore
- EverBank Stadium
- Daytona Boardwalk Amusements
- Summer Haven st. Augustine FL
- Lightner Museum
- Daytona Lagoon
- Kathryn Abbey Hanna Park
- Fountain of Youth Archaeological Park
- St Augustine Amphitheatre
- Adventure Landing Jacksonville Beach
- VyStar Veterans Memorial Arena
- Ravine Gardens State Park
- Saint Augustine Town Plan Historic District
- St Johns Town Center
- St. Augustine Alligator Farm Zoological Park
- TPC Sawgrass
- Ocean Center
- Daytona Beach Bandshell
- University of North Florida
- Ocean Walk Shops
- Memorial Park
- Little Talbot
- Vilano Beach Fishing Pier
- Anastasia State Park
- Marineland Dolphin Adventure




