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Island’s Edge Guest Cottage on Anastasia Island.

Professionally cleaned marsh front private cottage with amazing views. Nestled between the state park, our famous AMP, great beaches & downtown. Your deck is perfect for a bbq, bird watching & sunset cocktails. ☹️Sorry no marsh access.☹️ Please Note: this is a space where the main house is visible from the cottage. We do have a small dog that will be contained for the entirety of stay. Park trails and beach are close by. Stroll over to the Saturday morning market at “the Amp”. You’ll love it.

Surfside House

This special vacation home is close to everything, making it easy to plan your visit. Ideal location across from the beach, just minutes to drive or bike into historic downtown St. Augustine. The 1950's coastal bungalow is set on Vilano Beach's historical Street. The home has been completely remodeled, plenty of parking and is pet friendly. Surfside's pet friendly beach access/parking and North Shore Community Park is 1 block away with tennis/ pickle ball courts, playground and dog park.

Art Studio Space – Quiet – Walk to Beach

This very private studio apartment is on Anastasia Island, with its own entrance across the street to Anastasia State Park, which includes the St. Augustine Amphitheater in a quiet, friendly beach neighborhood. This ideal location is quite literally "a walk in the park" to a beautiful undeveloped Florida beach; or a 10 minute drive across the famous Bridge of Lions to historic downtown St. Augustine – with quick access to the many local attractions and great restaurants in the area.

Music on Marilyn- Steps from the Amp! •Jacuzzi•

Nights of Lights & mere seconds from the St. Augustine Amphitheater— a short bike ride to the beach and downtown, this modern escape is 3 beds and 2 baths. Welcome to Music on Marilyn! This is the quintessential St. Augustine experience. Nestled on a quiet street that dead ends to the intracoastal, walking distance to the St. Augustine Amphitheater, Lighthouse, Anastasia Park, Alligator Farm and much more! St. Augustine Beach and historic downtown are just a short bike ride away.

Luxury Retreat in St. Augustine

Escape to Isla Antiguas in St. Augustine, FL, and indulge in luxury at this stunning 2-bed, 2-bath Airbnb. Perfectly designed for comfort and style, this upscale retreat offers a fully equipped kitchen, elegant living spaces, and plush bedrooms. Enjoy top-tier amenities, including a sparkling pool, fitness center, and scenic surroundings. Just minutes from historic downtown and pristine beaches, this getaway is ideal for relaxation and adventure. Book now for an unforgettable stay!

Moondance- near Amphitheater, City, Beach, pier

WALK TO AMPHTHEATER FOR CONCERTS! 6 blocks away. Almost new built 3 full BR, 2 1/2 bath 2 story cute " cabin", open plan with loft. Creative decorating, good separation of space for multiple guests. Big great kitchen, formal dining and bar, 2 TV watching areas plus MBR tv , lots of room for family get togethers. Nice shaded rear porch. First floor MBR with bath and TV. Close to everything.. close to town, lighthouse pier and beach.. Close to fishing, Park and boat launch.

VILLA ONE • 1 Block to the Ocean

One block from the ocean in St. Augustine Beach, this design-forward 2BR/2BA villa is made for easy beach stays. Warm tones, natural finishes and local art create a relaxed, laid-back feel. Outside, enjoy a private tropical backyard with lounge area, outdoor dining and outdoor shower. Walk to the beach, coffee and local favorites, with Historic Downtown just 10 minutes away. One of four individually styled St. Augustine Beach Villas. Not pet friendly. @staugustinebeachvillas

Sheepdog Hideway - on Anastasia Island near Amp!

Welcome to your relaxing island retreat on Anastasia Island, just minutes from the St. Augustine Amphitheatre and Anastasia State Park. This cozy private suite is attached to family home, however it has its own entrance and no shared inside space for complete privacy. Enjoy complimentary beach cruiser bikes for a 1.5-mile ride to the beach or 3 miles to historic downtown. We do have two friendly dogs on site, but then can be kept away if requested.

Scenic 3BR/2BA Marsh & Birding Coastal Retreat

🌿 Wake up to peaceful tidal marsh views from the picture window, where herons, spoonbills, and egrets visit daily. Our home sits in one of St. Augustine’s most desirable neighborhoods, perfectly located between historic downtown and the beaches. Enjoy quick access to the Alligator Farm, Lighthouse, Anastasia State Park, local dining, shopping, and scenic outdoor adventures. Ideal for families, couples, and pet-friendly stays.

Anastasia Island Tropical Treehouse

I am a beautiful beach house located 2 blocks from the back gate of Anastasia State Park, walking distance to the Beach, St. Augustine amphitheater, located in a quiet neighborhood on Anastasia Island. Two bedroom 1 bath private upstairs with a big covered porch where ocean waves can be heard often and full moons are seen rising. It's called the treehouse because the house is surrounded by a canopy of native Florida foliage.

Perfect One Bedroom Cottage in Lighthouse Park

One bedroom one bath cozy cottage vibe! Perfect couples retreat. This is one half of a duplex. The second half is currently vacant. Excellent location. 5 blocks to the lighthouse. 1 mile to historic downtown. 1.3 miles to the Amphitheater. 0.8 miles to Anastasia State park. 3 miles to the St. Augustine Beach Pier. Walking distance to many great restaurants and bars, mini golf, and boutique shops! Walk or bike to downtown!

1920s Coastal Cottage | Walk to Amp & Downtown

Light-filled, historic charm meets modern coastal living. Built in the 1920s, this meticulously updated 2-bedroom, 1-bathroom cottage features original heart pine floors, walls of windows, and a breezy, open feel that instantly makes you feel at home. Nestled in the quiet, historic Lighthouse Park neighborhood, you are right between the beach and historic downtown — 5 minutes to both.