
Anastasia Island Romantic Vacations
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Top Romantic Anastasia Island Hotels

Castillo Real St. Augustine Beach,Tapestry Collection Hilton
530 A1a Beach Blvd, St. Augustine, FL
Celebrate with a romantic getaway at this Art Deco hotel, featuring a hot tub and premium mattresses. Couples will love the luxury bedding and outdoor pool.
8.8/10 Excellent! (30 reviews)
"Loved this place- will definitely return there"
Reviewed on Sep 22, 2025

Beautiful First Floor Ocean Gallery Condo 3 bedrooms/ 2 full bathrooms
Saint Augustine
Make beautiful memories on a trip to this romantic condo, where you'll find a garden and a hot tub. You're sure to appreciate onsite facilities like the outdoor ...
9.6/10 Exceptional! (109 reviews)
Great vacation!
"Really clean and well equipped. Owners obviously stay here frequently. We Will be back!"
Reviewed on Jul 7, 2025

1ST STREET II BEACH HOUSE, UPDATED DOG FRIENDLY FENCED IN YARD 1 BLOCK TO BEACH
St. Augustine
Stay at this vacation home in St. Augustine. Enjoy laundry facilities, patios, and cable/satellite TV service. Popular attractions St. Augustine Beach and St. ...
10/10 Exceptional! (84 reviews)
Sibling get together!
"Easy walk to beach and four restaurants. Park your car unload and enjoy. Everything was perfect! A1A Burritos was awesome but a very popular spot so plan to wait in line for a bit:)We woul return:)"
Reviewed on May 5, 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.