
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.

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

Uptown Attic - Your Secret Escape
Located in the desirable Uptown District in Historical Downtown St. Augustine, this charming early 1900’s home is the perfect local experience. Featuring alley access to a private driveway with a designated one car parking spot, this newly renovated apartment is steps from all of the city’s hot spots. Guests can easily walk or bike to all of the famous tourist attractions, fantastic dining, and even the area’s famous beaches. This cozy space is also the perfect escape to just stay in and relax.

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.

Downtown HistoricLuxury • Designer Kitchen & 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.

The Garden Casita in St. Augustine Florida
Secluded garden casita tucked away three tenths of a mile from the city gates. Take the private garden pathway to serenity's doorstep, and gain access to WIFI, free parking, and a kitchenette equipped with the basic necessities. The zen garden serves as a wonderful resting space to relax and unwind from your day. The casita features a queen size bed with luxury linens, desk nook and a full bathroom. Come find your peace at the Garden Casita on the grounds of a 100 year old private home.

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

Walk Everywhere, dog-friendly with free bike use
Very funky and sparkling clean efficiency apartment, which includes limited cooking facilities (microwave and hot plate). Comfy queen bed, small dining table and sofa. Just a few long blocks to the historic district of beautiful St. Augustine and all the fun restaurants, bars and shopping. You'll have first-come, first-serve use of bicycles, a private small back deck, and a great backyard with charcoal grills available Pet fee is $40 per dog per stay (max of 2 dogs).

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.

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

Charming 1 Bedroom apt, Historic St Augustine
You will love this newly remodeled one bedroom apartment in Historic 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 with king size bed, 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.
Popular amenities for holiday rentals near San Sebastian Winery
Apartment rentals with wifi

The Bohemian Rhapsody! In the middle of it ALL!

St Augustine Beach, comfy condo

Middle of Historic District + Quiet at Night

Newly renovated! Steps to BEACH & POOL!

King Suite With Balcony & View Of Lightner Museum

Oceanside Condo-2 pools, 5 hot tubs, pickleball

St. Augustine Condo, Bay Views & Historic Sites

Pretty walk to Old Town, Anastasia Island 2 bdrm
Family-friendly house rentals

Palo Haus 1918 Cottage in Downtown St. Augustine

Perfect One Bedroom Cottage in Lighthouse Park

Historic St. Augustine 2/2 Duplex & Pool

Oceanfront Barefoot Beach Retreat

Cozy, Pet-friendly Private House near downtown

“La Casita” A Charming Uptown St Augustine Cottage

Waterfront - Lion’s Bridge & Old Town View

Beachfront | Game Room | Kayaks + Toys | Sunrises
Apartment rentals with air conditioning

Old Mission Guest Suite - 15 Min Walk to Downtown!

SeaGlass on Vilano Beach~St. Augustine, FL

Experience Downtown / 2 Balconies / LUX BATH

Charming Old-Florida Apartment

DOWNTOWN COTTAGECORE, 7 min walk to historic ctr.

*2BR* Luxe Loft Close to Everything | Balcony

Apt A - Comfort of Home in Historic St Augustine

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

City Limit Casita/ New Tiny Home

Captain's Quarters Tiny House

Funshine - Vacation on a 43' Gulfstar Yacht

New Romantic Tiny Home Wellness Jungle Retreat Tub

uptown blue cottage

Historic Downtown Studio

Little Sister's Carriage House w/ Parking

The St Augustine Tiny House - nights of lights!
Destinations to explore
- Ponte Vedra Beach
- EverBank Stadium
- Old A1A Beach
- Summer Haven st. Augustine FL
- Daytona Boardwalk Amusements
- Vilano Beach
- Daytona Lagoon
- Lightner Museum
- Fountain of Youth Archaeological Park
- Kathryn Abbey Hanna Park
- Boneyard Beach
- Crescent Beach
- Butler Beach
- Matanzas Beach
- Pablo Creek Club
- Eagle Landing Golf Club
- Ravine Gardens State Park
- Worlds Most Famous Beach Daytona Beach
- MalaCompra Park
- St. Augustine Alligator Farm Zoological Park
- Adventure Landing Jacksonville Beach
- Neptune Approach
- Amelia Island State Park
- Amelia Island Lugar Lindo




