
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.

The St Augustine Tiny House -walk2 nites of lights
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

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

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.

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.

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

Southern Comfort - Downtown|Hot Tub|Heated Pool
The Southern Comfort is a 4BR/3.5BA home located right in the heart of Downtown St. Augustine on the famous King Street. High-end, designer touches will be found in all features of the home with respect to the 110+ year old character preserved in the 2020 renovation. Centrally located with a blend of privacy, convenience and a modern luxury design. Private, sparkling heated pool and hot tub with lounges perfect for lazy days by the water. #1 Vacation Rental in Downtown St. Augustine.

Downtown • Historic Luxury • DesignerKitchen&Baths
Off Street Parking 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 3-BR Retreat in Historic Downtown. Indulge in a charming vacation rental featuring a spacious living room, gourmet kitchen, and luxury bath. 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.

C4 Close to beaches, downtown, history, parking!
Relax in this cozy and comfortable Upstairs 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.

Luxe Lemon Lower in Historic Downtown St Aug.
Stay in the heart of Historic Downtown St Augustine in this 100yr old 2BR/1B completely renovated in 2023! Only a 7 min walk to Downtown a 12 min drive to the beach, you'll love this charming home! Guests should be adults or older children. 1 parking space available. Note: The loft atop this unit is also rentable, w/ connected or disconnected private entrance, & sleeps 2. Ask us or search "AirBNB Lemon LOFT" or "AirBNB Lemon WHOLE" to rent loft or the whole house.

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

FREE BIKES Dog-friendly apt in the heart of St A
A beautiful, renovated, pet-friendly, first-floor apt in a historic house . A fully-stocked kitchen for cooking, beautiful bathroom, comfy bed. A shaded, shared backyard with picnic tables and charcoal bbq grills. A few minute walk to the Historic District , Francis Field and Flagler College, while still being in a quiet neighborhood. Free use of bicycles. One parking space. Pet fee is $40 per dog per stay (max of 2 dogs). No cats.
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!

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 Beach Condo - Steps To The Sand Or Pool

Boutique Beachside condo with easy access to beach
Family-friendly house rentals

Hen House Saint Augustine

Uptown Attic - Your Secret Escape

“La Casita” A Charming Uptown St Augustine Cottage

Cozy, Pet-friendly Private House near downtown

Welcome to Pink Palms - Heated Pool - Walk to DT

Downtown Charmer on La Quinta

Genovar Mansion Rose Garden Suite Private Entrance

Unmatched Luxury + Just Renovated + Dream Getaway!
Apartment rentals with air conditioning

Updated Victorian apt in heart of downtown +VIEWS!

Lil’ Abbottry - 1/1 Apt - 5 Min Walk to City Gates

Charming 1 Bedroom apt, Historic St Augustine

SeaGlass on Vilano Beach~St. Augustine, FL

Villa Tizoc

Charming Old-Florida Apartment

*2BR* Luxe Loft Close to Everything | Balcony

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

Palo Haus 1918 Cottage in Downtown St. Augustine

Couples Boho Bungalow close to Beach and Downtown

Historic Home in Downtown St. Augustine

The Surf Shack - Walk to Downtown, the Amp & More

Historic Downtown Studio

Tree Top View 2

~Romantic Historic 1888 Cottage~Walk to Downtown

Enjoy St. Aug's Best Tiny House
Destinations to explore
- Ponte Vedra Beach
- TIAA Bank Field
- Old A1A Beach
- Summer Haven st. Augustine FL
- Daytona Beach Boardwalk and Pier
- Daytona Lagoon
- Vilano Beach
- Lightner Museum
- Kathryn Abbey Hanna Park
- Boneyard Beach
- Crescent Beach
- Fountain of Youth Archaeological Park
- Butler Beach
- Eagle Landing Golf Club
- Pablo Creek Club
- Matanzas Beach
- Worlds Most Famous Beach Daytona Beach
- Adventure Landing Jacksonville Beach
- Ravine Gardens State Park
- MalaCompra Park
- St. Augustine Alligator Farm Zoological Park
- Amelia Island State Park
- Neptune Approach
- Amelia Island Lugar Lindo




