Cottage holiday rentals in Vilano Beach

Little Sister's Carriage House w/ Parking

Welcome to Little Sister's Carriage House, a bright and delightful historic cottage located only steps from all St. Augustine has to offer. Beautifully furnished and full of vintage touches, this home is the perfect blend of modern comfort and historic charm. With a personal garden, full vintage kitchen and tons of character, it's a one of a kind stay. Sip coffee on your porch, or take a short stroll into town. Park your car and walk everywhere! Locally operated by lifelong St. Augustinians.

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

Driftwood Cottage by the Sea

Great couples' getaway! Beautifully appointed cottage, just steps to the beach. Miles of beaches to walk, run or just sit in place and enjoy. Grocery stores, restaurants and shops a 5-minute walk away. Or, a 5-minute drive into the heart of St. Augustine, a charming Old World town filled with historic sites, unique restaurants, museums and art galleries. Our weather is usually great all year round but don't let a little rain, cold or wind spoil your visit. Adjust your attire accordingly.

Coastal Cottage -firepit, pet fence, kayaks, bikes

Located in the historic Lighthouse Park neighborhood, this charming 1940s coastal cottage is easy strolling distance to the Lighthouse, Alligator Farm, mini-golf, cafes & more! It is only a 0.8-mi walk to the Bridge of Lions, where you can walk over the Bay to downtown St. Augustine. You couldn't ask for a better location! It's on Anastasia Island so you're a short walk/bike/car ride from the beach & Ampitheater. It's cozy, pet & kid-friendly with a big backyard. Kayaks & bikes available!

The Castle Cottage

Tucked away in the trees of Vilano Beach is a little known magical hideaway, the Castle Cottage. This cottage was hand-crafted by a master carpenter in the 80s and displays beautiful woodwork throughout. This perfect getaway location allows you to be free from the crowds but still within five miles of downtown St. Augustine. It is located within a half mile of three popular local restaurants and only steps to the beach! It also features a magnificent view of the nearby Castle Otttis.

~Romantic Historic 1888 Cottage~Walk to Downtown

Come live in history! This cottage traces its roots back to humble beginnings and it still stands today as one of Lincolnville's original historic treasures. Nestled in the heart of America's oldest city, this endearing circa 1888 cottage offers an intimate, refined escape with a boutique ambiance. This is the ideal retreat for travelers seeking a romantic getaway or guests who wish to be transported to a more graceful time. Modest in scale but grand in experience.

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.

Couples Boho Bungalow close to Beach and Downtown

Enjoy St. Augustine – the nation’s oldest city – and everything it has to offer from this cozy, Boho themed 1 bed / 1 bath getaway. Located near the heart of the city, it is close enough to walk to the historic St. George Street while also maintaining privacy and quiet comfort. With new, modern amenities, a back porch, a yard, and ample dedicated parking, this home is everything you could want on your trip to beautiful St. Augustine, Florida.

Vilano Charmer, Capo’s Cottage, 1/2 block to beach

Charming 3/2 beach cottage located in the historic Surfside Community of Vilano. Once this home belonged to the Capo Family who brought visitors from downtown St Augustine across the Intercoastal on a ferry to the beach in the 1920’s. Today, you can enjoy the vintage vibe, with modern conveniences. Only 2 min walk to Surfside Beach! Under new ownership, formerly an Airbnb for many years. One small dog will be considered.

Cane Cottage Oceanfront Oasis

Cane Cottage was renovated in 2018-2019 after extensive damage from multiple hurricanes. Our vision was to bring this old Florida beach cottage back to its original charm while also adding new life and modern amenities. From the outdoor entertaining spaces to the lavish interior finishes this AirBnB makes for the perfect beach retreat. Well designed and functional home with many well-thought-out touches.

1920's Cottage by the Coast Near Beach & Downtown

Light-filled 1920's cottage with historic charm and modern updates. It's walking distance to the beautiful Salt Run inlet, famous St. Augustine Amphitheater and Lighthouse, Anastasia State Park, The Alligator Farm, a boat ramp, public tennis courts and amazing restaurants. A short bike ride will take you to the beach, pier, historic downtown, and amazing places to dine and shop.

uptown blue cottage

The past is present in ancient Saint Augustine where you can stay steps away from everything you want to explore. The cottage overlooks the tranquil setting of the Mission Nombre de Dios as Uptown awaits exploration right around the corner with its boutique shops and restaurants. Just a few steps more lies the Castillo de San Marcos and all the action of downtown.