
Places to stay near San Sebastian Winery
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Top-rated holiday rentals near San Sebastian Winery
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Lux Coastal Cottage in Historic District
Inviting remodeled cottage boasts luxury finishes on the interior while maintaining the appeal of historic downtown Saint Augustine. Come & enjoy the authentic experience of nestling in one of the few ‘shotgun cottages’ still standing in historic Lincolnville. Offering 2 King bedrooms where you’ll relish luxury linens, memory foam mattresses, ceiling fans, large closets & custom art. Enjoy a spa-like restroom with cascading waterfall tile & pebble laid shower floor offering endless hot water.

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.

LUX Riberia – 315 | 12-min walk to Historic DTN
LUX RIBERIA COLLECTION - Contemporary, architectural magnificence located in the heart of the eclectic Lincolnville neighborhood in Downtown St. Augustine. Effortlessly explore the Oldest City with a quick 12-min walk into the Historical Downtown for all the top sights, hottest bars & restaurants. Two-story, minimalist style home with double heighted ceilings, fits 6 guests spaciously across the 2 BD, 2.5 BA layout. Views of the San Sebastian River perfect for Sunsets right off our west deck.

Dog-friendly, FREE BIKES next to Historic Downtown
This apartment is one of five units in a completely renovated 1880's mansion and is sanitized between guests. It is a sun-filled pet-friendly unit on the second floor with large windows and old pine floors. Sit in the rocking chairs on the front balcony. The location is perfect, so close to the historic district with all the shopping, restaurants and bars, Bikes are available to roam around town. There is one guaranteed parking space. Dogs are allowed for a $40 pet fee per dog (max of 2)

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.

Top Floor Loft - Park and Walk everywhere!
Located in Historic District and ready to welcome you! - Our spacious Upper Floor Loft can accommodate 2 - Walk to the waterfront, shops, great local eats & attractions. - A short drive to beaches/ chairs and umbrella provided - Kitchenette with basics/ minifridge/toaster and a Keurig coffee maker to get your day started - Electric fireplace for cozy ambiance to relax after exploring the town - WiFi/ laptop-friendly workspace, Smart TV (connect to your own accounts) or use YouTube TV

C7 Perfect location in city center, free 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 (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.

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 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

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.

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
Apartment rentals with wifi

Riverfront direct views-Get it ALL in St Augustine

The Bohemian Rhapsody! In the middle of it ALL!

Middle of Historic District + Quiet at Night

Newly renovated! Steps to BEACH & POOL!

Rooftop Bay Views | Near Historical Attractions

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

Historic St. Augustine Cottage - Walk everywhere!

Perfect One Bedroom Cottage in Lighthouse Park

Newly built w/garage In The Heart of St.Augustine

Leonardi Downtown Craftsman

Hen House Saint Augustine

Uptown Attic - Your Secret Escape

Genovar Mansion Master Suite Private Entrance

Htd Pool/Arcade, FirePit& PuttingGreen 1.2 mi DT
Apartment rentals with air conditioning

Home away from Home close to everything!

SeaGlass on Vilano Beach~St. Augustine, FL

*2BR* Luxe Loft Close to Everything | Balcony

Clean simple and cozy home in St. Augustine

Apt A - Comfort of Home in Historic St Augustine

Bougainvillea way, steps to town center, romantic.

Surfside Six, Direct Ocean Front, Ampitheatre

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

The Castle Cottage

Updated Victorian apt in heart of downtown +VIEWS!

The Garden Casita in St. Augustine Florida

Tropical Bungalow Near Beaches Downtown &

The Hideaway

Marsh Studio Anastasia Island Beach Amphitheater

1920's Cottage by the Coast Near Beach & Downtown

St. Augustine Studio*Private Entrance & Bath*Bikes
Destinations to explore
- EverBank Stadium
- Daytona Boardwalk Amusements
- Summer Haven st. Augustine FL
- Lightner Museum
- St Augustine Amphitheatre
- Daytona Lagoon
- Fountain of Youth Archaeological Park
- Kathryn Abbey Hanna Park
- VyStar Veterans Memorial Arena
- Adventure Landing Jacksonville Beach
- Ravine Gardens State Park
- St Johns Town Center
- Saint Augustine Town Plan Historic District
- Ocean Center
- TPC Sawgrass
- St. Augustine Alligator Farm Zoological Park
- University of North Florida
- Daytona Beach Bandshell
- Ocean Walk Shops
- Vilano Beach Fishing Pier
- Memorial Park
- Anastasia State Park
- Little Talbot
- Marineland Dolphin Adventure




