A wooden pier extending into calm water at sunset.

Boutique Hotels in Anastasia Island, St. Augustine

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Anastasia Island Boutique Hotels

Tonight
Sep 23 - Sep 24
Tomorrow
Sep 24 - Sep 25
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

Our top choices for Anastasia Island boutique hotels

A covered porch with wicker furniture and potted plants, overlooking a street with parked cars and palm trees.
A two-story Victorian-style house with a balcony, a porch, and a staircase leading to the entrance.
A bedroom with a large bed, wooden headboard, and blue patterned curtains.
A coffee maker on a table by a window with a view of a beach and a road.

1. Bayfront Westcott House St Augustine B&B

Bayfront Westcott House St Augustine B&B
St. Augustine Historic District
United States
Kelah Dlynn
P12,446
P13,877 total
includes taxes & fees
Oct 19 - Oct 20
Bayfront Westcott House St Augustine B&B
View all properties

Top Anastasia Island Hotel Reviews

La Fiesta Ocean Inn And Suites

La Fiesta Ocean Inn And Suites

8/10 Good
"Location was good. Everything was good but for the floors could have been cleaner. The staff and breakfasts were great."
R 5-night trip
Posted 23 hours ago
La Fiesta Ocean Inn And Suites
Castillo Real St. Augustine Beach,Tapestry Collection Hilton

Castillo Real St. Augustine Beach,Tapestry Collection Hilton

10/10 Excellent
"I love the Coffe machine. Staff are excellent."
Maria 2-night trip
Posted 1 day ago
Castillo Real St. Augustine Beach,Tapestry Collection Hilton

Explore a world of travel with Expedia