
Where Madison By The Sea is
Madison By The Sea sits on the south end of Anastasia Island, St. Augustine. Fort Matanzas is about 7 minutes south. Anastasia State Park and the St. Augustine Lighthouse are about 15 minutes north.
The quiet south end of the island
Madison By The Sea is on the south end of Anastasia Island, on a residential street where the nights are calm and the porch is yours.
Crescent Beach is about 4 minutes on foot, so the sand is part of every day of your stay.
Fort Matanzas is about 7 minutes south, Anastasia State Park about 15 minutes north and historic downtown about 18 minutes from the house.
A whole house on the island, room by room
Come back from the lighthouse, the state park or Fort Matanzas to a house with space for everyone, a covered hot tub on the screened porch and a fenced yard.








Island day trips from the house
Fort Matanzas National Monument
4.4 miles south, about 7 minutes
A coquina watchtower completed in 1742 that guarded the southern approach to Spanish St. Augustine. The park also protects about 300 acres of dunes, marsh and maritime forest, with a boardwalk nature trail and both river and ocean beaches.
Anastasia State Park
8.2 miles north, about 15 minutes
Four miles of protected shoreline, the Ancient Dunes Nature Trail, wildlife viewing, and kayak and paddleboard rentals through Anastasia Watersports. There is an entrance fee per vehicle.
St. Augustine Lighthouse
8.6 miles north, about 16 minutes
The island's landmark lighthouse and maritime museum, right on the way into town.
St. Augustine Beach pier park
6.2 miles north, about 12 minutes
Splash pad, playground, pavilion and a farmers market every Wednesday. More on St. Augustine Beach.
Room for everyone after a day out
Come back to 3 bedrooms and a separate hang out room with a large smart TV, a full size sleeper sofa and a kitchenette. The bunk room has a twin XL over a queen, the kitchen has counter seating for 3, and the dining table seats 6, so the whole group can spread out or come together.




What guests say about the house
"Madison by the Sea is the perfect place for a family getaway to reconnect and make memories. The house is sparkling clean with up to date appliances and furnishings. There are many extras in the kitchen and baths. The bonus room for the kids to play in gave everyone space."
Terry · iTrip · 5 stars
"Home had everything needed for a comfortable stay. Lots of room for the five of us. Had room for more."
Tracy I. · VRBO · 5 stars
"Everything was smooth, very clean and equipped home. Would stay again!"
Alicia A. · VRBO · 5 stars
Questions about Anastasia Island
Where on Anastasia Island is Madison By The Sea?
On the southern part of the island in Crescent Beach, about 4 minutes on foot from the beach.
How far is Anastasia State Park?
About 8 miles north, roughly a 15 minute drive. The park charges an entrance fee per vehicle.
How close is Fort Matanzas?
About 4.4 miles south, roughly a 7 minute drive.
Can I bring my dog?
Yes, small dogs are welcome at the house with approval before booking, and leashed dogs are allowed on St. Johns County beaches.
More of the island
St. Augustine Beach · Crescent Beach · Historic St. Augustine · Local guide
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