
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 - nights 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

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.

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.

Waterfront - Lion’s Bridge & Old Town View
Walk across the Bridge of Lions to downtown St. Augustine with amazing restaurants and attractions. Half a mile to historic downtown! Less than 1 mile to the Castillo de San Marcos fort. Anastasia State Park Beach, the world famous Alligator Farm and Zipline, and the lighthouse are less than two miles away. Several restaurants and bars only a few blocks away. Whether going to the old fort, lighthouse or Flagler College, our home provides a great base for exploring an amazing part of Florida!

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.

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

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.

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, ...

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
Condo rentals with Wi-Fi

The Bohemian Rhapsody! In the middle of it ALL!

Middle of Historic District + Quiet at Night

F1, Downtown, POOL, beaches, porch, parking!

Newly renovated! Steps to BEACH & POOL!

King Suite With Balcony & View Of Lightner Museum

St. Augustine Condo, Bay Views & Historic Sites

The Ray - Penthouse Suite - Rooftop View

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

Perfect One Bedroom Cottage in Lighthouse Park

Historic St. Augustine 2/2 Duplex & Pool

Downtown St Augustine, Steps to Ice Plant, Upscale

1mi to Downtown, 3BR, 7BD, Arcade Games

Uptown Attic - Your Secret Escape

“La Casita” A Charming Uptown St Augustine Cottage

Cozy, Pet-friendly Private House near downtown

La Rêverie | Downtown Boutique, Historical Chic
Apartment rentals with air conditioning

1-Bdrm Apt Historic St Augustine

Experience Downtown / 2 Balconies / LUX BATH

Villa Tizoc

Charming Old-Florida Apartment

*2BR* Luxe Loft Close to Everything | Balcony

Apt A - Comfort of Home in Historic St Augustine

Short Scenic walk into Historic St Augustine

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

The Piney House

Historic Home in Downtown St. Augustine

The Hideaway

New Romantic Tiny Home Wellness Jungle Retreat Tub

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

Cozy studio 15 min to beaches & historic downtown

~Romantic Historic 1888 Cottage~Walk to Downtown

Lincolnville's First Schoolhouse!
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
- Kathryn Abbey Hanna Park
- Boneyard Beach
- Fountain of Youth Archaeological Park
- Crescent Beach
- Butler Beach
- Pablo Creek Club
- Matanzas Beach
- Eagle Landing Golf Club
- MalaCompra Park
- Worlds Most Famous Beach Daytona Beach
- Ravine Gardens State Park
- Adventure Landing Jacksonville Beach
- St. Augustine Alligator Farm Zoological Park
- Neptune Approach
- Amelia Island State Park
- Amelia Island Lugar Lindo




