Holiday rentals with a fireplace in Anastasia Island

A single-story house is framed by a freshly mowed lawn and leafy trees. The home features a light grey exterior with white shutters and a bold red door, complemented by a decorative diamond window. A driveway and walkway provide access to the front entrance.

4.96 out of 5 average rating, 175 reviews

Alcazar House walk to Historic District .

Located in North Davis Shores, Alcazar House is a short walk to the Historic District and all the many attractions of Downtown including the Fort, St George Street and many of the wedding venues just to name a few. It is less than 2 miles to Anastasia Park and the beach. It is also close to the Amphitheater, Lighthouse, Alligator Farm and many restaurants and shops. Recent renovations to our home include a new kitchen, two electric fireplaces and smart TV 's in the living room and bedrooms.

The exterior of the two-story property is shown, surrounded by lush greenery and trees. A spacious gravel driveway leads to the home, which features a covered porch on the upper level. The lower area includes a decorative railing and opens up to a well-maintained yard.

4.89 out of 5 average rating, 110 reviews

Tree Tops: Where Everything is brand new

Take it easy at this unique and tranquil getaway nestled in the Tree Tops. All new appliances, furniture, electronics, sheets, and towels are found in this totally remodeled home. No expense was spared in making your stay as comfortable as possible. This is your perfect get away from the hustle and bustle of life. Enjoy your first cup of coffee on one of 3 porches. Tree Tops is also close to popular attractions, located 6 miles to Vilano Beach and 4 miles to St. Augustine’s historic district.

The living room is furnished with two light-colored sofas and a central coffee table, creating a spacious and inviting space. A decorative fireplace is framed by mirrors and artwork, while natural light filters in through shuttered windows and greenery adds a touch of nature.

4.94 out of 5 average rating, 221 reviews

Historic Designer Home • Luxury Baths • Steps2DWTN

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.

4.93 out of 5 average rating, 104 reviews

Beach Bums Paradise|Private Pool|8-min walk to BCH

Welcome to Beach Bums Paradise, where sun-kissed days and relaxation await you. Nestled in only an 8-min walk from the sandy shores, this idyllic property seamlessly blends the best of both worlds: an exquisite private pool, private hot tub, fire pit and the enchanting allure of the beach, just three short blocks away. If you dream of a vacation filled with sun-soaked days, gentle ocean waves, and blissful poolside lounging, then look no further! New private fully fenced backyard!

4.93 out of 5 average rating, 219 reviews

The kitchen features modern white cabinetry and a spacious countertop with a light gray surface. Stainless steel appliances, including a microwave and stove, are visible. Natural light enters through a window, illuminating the area, while a dining table is seen nearby.

Flat in St. Augustine

Spacious Beach Side Sanctuary King Bed & Sunny

Walk to everything! Beach side 2nd floor unit with lofted ceilings provides ample comfort for 2 couples or 1 family. 2 bedroom, 2 bath with laundry in unit & a wrap around porch. This beach home is spacious and luminous. Sunlight streams in through four sets of sliding glass doors. The decor is also bright and beachy, featuring two stone faced fireplaces (electric). Only 8 lots from the beach and has a gorgeous and newly renovated all white kitchen and dining room.

A wooden walkway leads from a grassy area to the sandy beach, flanked by two benches on either side. The beach is visible in the distance, with gentle waves and a clear blue sky above.

4.96 out of 5 average rating, 302 reviews

St Augustine Beachside Home - Walk to Beach

Relax at our St Augustine Canal-front getaway! Great family destination just 15 min. to Historic Downtown St Augustine. Neighborhood features PRIVATE Beach Access with about a 10 minute walk to the Beach. Boating and Fishing at your Fingertips with private, over-the-water dock and ramp to floating dock where you can tie up your own boat/kayak/jet skis. The perfect end to your beachside dream day will be watching the sunset while on your private dock.

4.97 out of 5 average rating, 178 reviews

"CORAL COTTAGE" in St. Augustine near the Beach

CORAL COTTAGE is a cute little "beach house" located at St. Augustine Beach. It is tastefully decorated, newly renovated and in an ocean community. The Atlantic Ocean is just a short walk away with a crosswalk for safety. The house has a new deck and railing for sunbathing, outdoor shower, full kitchen, etc. Separate downstairs space efficiency space sleeps 3 and only for upstairs guests for an additional charge. Only shared space is the laundry room.

Apartment in St. Augustine

Lush greenery frames a wooden pathway leading to a sandy beach, with palm trees and residential buildings visible in the background. The sky is illuminated by soft hues of sunset, creating a serene backdrop for the coastal environment.

5 out of 5 average rating, 125 reviews

Boutique Beachside condo with easy access to beach

Skipper’s Hideaway is a charming beachside retreat that sleeps up to six, with a king bed, queen sofa pull-out, and twin daybed with trundle. Located on the ground floor for easy access, the condo offers a partial Atlantic Ocean view from the living room window. Just steps from Crescent Beach, this peaceful spot is perfect for relaxing. For more excitement, the shops, restaurants, and nightlife of downtown St. Augustine are only a 15-minute drive away.

5 out of 5 average rating, 214 reviews

Villa in St. Augustine

Quiet Villa

Nestled just across the Bridge of Lions on Anastasia Island, this peaceful retreat welcomes you in. Newly renovated duplex, the space is fresh, open and natural light pours in providing a tranquil feel. Centrally located, the site is a short walk over the bridge to Historic downtown or stay on the island where nearby restaurants, Lighthouse Park, Alligator Farm and Anastasia State Park await your visit.

Bungalow in St. Augustine

A spacious living area features a large, comfortable couch adorned with decorative pillows. A wall-mounted 50" Smart TV is positioned above a white fireplace. Natural light fills the room through multiple windows, and a small coffee table is set near a potted plant.

4.97 out of 5 average rating, 115 reviews

Historic Bungalow Between Beach & Downtown

Welcome to Salt Run Stay — a lovingly restored 1928 beachy bungalow in the heart of St. Augustine. Ideal for couples, friends, families and solo travelers, the bungalow is walking distance to the famous Lighthouse, Salt Run Inlet, a boat launch, restaurants, cafes and the Alligator Farm. You can also easily bike to the Amphitheater, Anastasia State Park and beach, and the historic downtown area.

Guest house in St. Augustine

The front entrance of a duplex is visible, featuring a light pink facade with decorative brick accents. A welcoming front door is framed by two potted plants with vibrant yellow flowers. A well-maintained lawn and a paved walkway enhance the inviting appearance of the home.

4.94 out of 5 average rating, 293 reviews

Sunset Casita

This is a duplex located off A1A in beautiful St. Augustine Beach. There is an oceanfront boardwalk to the beach nearby. Beach access by car is 2 blocks away. Publix, Winn Dixie and Starbucks are within walking distance as are many wonderful restaurants and shops. We are located five minutes from St. Augustine Amphitheater and 10 minutes to historic St. Augustine.