Cottage vacation rentals in St. Johns County

Charming Guest House on Riverfront Estate

Pretty Guest House situated on majestic 5 acre riverfront estate on the St. John’s River with park-like grounds filled with colorful azaleas, ancient oak and hickory trees, dripping in Spanish moss. Sit back and watch and listen to incredible hawks and bald eagles overhead! Wake up to a magical sunrise each day! Bass Pro Shop did a photo shoot here for their Spring 2025 catalogue! Owners home is on the property and they are always available. 45 minutes to JAX Beaches. 35 min to St. Augustine.

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!

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.

Cottage w/pool on horse property, St. Augustine.

This 860 sf. cottage has all you need for a comfortable, private stay while visiting St. Augustine. Victoria Place sits on a 13-acre equestrian property, Enchanted Horse Acres, a magical place for nature lovers. Beautiful and quiet country setting only 20 minutes from the hustle and bustle of historic St. Augustine and the white sands of Crescent Beach. This is an ideal location between Orlando and Jacksonville with easy access to the freeway, only 45 minutes to Daytona Beach.

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.

Charming Downtown Historic Cottage

This home is situated in the historic Uptown district just a short walk to the City's most popular restaurants, site seeing, shopping and recreation. Beautiful beaches are just a short drive away. Enjoy modern comfort in this newly renovated circa 1900 cottage. Our home is completely sanitized after each guest, following strict CDC guidelines. We hope all our future guests will feel confident in traveling again. We hope to see you soon.

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.