
Places to stay near San Sebastian Winery
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Top-rated holiday rentals near San Sebastian Winery
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The St Augustine Tiny House - park and walk!
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 ready

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.

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 Designer Home • Luxury Baths • Steps2DWTN
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.

Luxury Modern Home in Prime Location 2BDR-3BTH
Book your Spring Break vacation with us! Our contemporary home offers comfort, elegance, and curated amenities. Explore the historic downtown, climb the lighthouse, enjoy live performances, indulge in local cuisine, and relax on the nearby beach. The Lighthouse Beacon is the perfect retreat for families and friends, catering to all preferences. Experience the magic of Saint Augustine and create cherished memories. Book your stay now and let us be your guiding light in this captivating city.

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.

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.

Apt C - Historic St Augustine Charm and Comfort
Nestled in the historic district on a quiet street, this apartment in the trees is just a block from the start of restaurants, shops, bars and historic sites and just 3-4 miles from multiple beaches. We provide 2 beach chairs, cooler, umbrella and towels. A few amenities of this renovated apartment include a deck and massage chair designed to provide deep R&R after a day of sightseeing and beach play. Access to the apartment is via the staircase on the west side of the building.

C6 Close to beaches, downtown, history, 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 (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.

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 holiday rentals near San Sebastian Winery
Apartment rentals with wifi

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

The Ray - Penthouse Suite - Rooftop View

Private Suite Located Across The Lightner Museum

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

Luxe Lemon Lower in Historic Downtown St Aug.

Charming Home in historic downtown, walk to it all

Leonardi Downtown Craftsman

Uptown Attic - Your Secret Escape

HtdPool w/Arcade, Fire, GolfCart Access, 1.2 mi DT

Downtown Charmer on La Quinta

Riberia Place - Pet Friendly & Walk to Downtown

Tree Tops: Where Everything is brand new
Apartment rentals with air conditioning

Updated Victorian apt in heart of downtown +VIEWS!

Walk Everywhere from a Quaint Downtown Studio

Uptown Oasis

Charming 1 Bedroom apt, Historic St Augustine

Charming Old-Florida Apartment

DOWNTOWN COTTAGECORE, 7 min walk to historic ctr.

*2BR* Luxe Loft Close to Everything | Balcony

Bougainvillea way, steps to town center, romantic.
Other great holiday rentals near San Sebastian Winery

Historic Full House 2min walk to Historic Downtown

Historic Home in Downtown St. Augustine

The Hideaway ~ half mile from downtown

St Augustine Entire Home, King Bed, Pet Friendly

Romantic Tiny Home Tubs Wellness Jungle Oasis New

uptown blue cottage

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

~Romantic Historic 1888 Cottage~Walk to Downtown
Destinations to explore
- Ocean Center
- Crescent Beach
- EverBank Stadium
- Daytona Boardwalk Amusements
- St Augustine Amphitheatre
- VyStar Veterans Memorial Arena
- Saint Augustine Town Plan Historic District
- Lightner Museum
- Kathryn Abbey Hanna Park
- Daytona Lagoon
- Fountain of Youth Archaeological Park
- Summer Haven st. Augustine FL
- St Johns Town Center
- Vilano Beach Fishing Pier
- TPC Sawgrass
- Adventure Landing Jacksonville Beach
- University of North Florida
- Ravine Gardens State Park
- Daytona Beach International Airport
- Memorial Park
- Daytona Beach Bandshell
- St. Augustine Alligator Farm Zoological Park
- Huguenot Memorial Park
- Kingsley Plantation





