Anastasia Island Romantic Vacations

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Top Romantic Anastasia Island Hotels

Castillo Real St. Augustine Beach,Tapestry Collection Hilton

Castillo Real St. Augustine Beach,Tapestry Collection Hilton

3 out of 5
530 A1a Beach Blvd, St. Augustine, FL
  • 4 min drive from St. Augustine Beach
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

Castillo Real St. Augustine Beach,Tapestry Collection Hilton
Beautiful First Floor Ocean Gallery Condo 3 bedrooms/ 2 full bathrooms

Beautiful First Floor Ocean Gallery Condo 3 bedrooms/ 2 full bathrooms

Saint Augustine
  • 18 min walk from St. Augustine Beach
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

Beautiful First Floor Ocean Gallery Condo 3 bedrooms/ 2 full bathrooms
1ST STREET II BEACH HOUSE, UPDATED DOG FRIENDLY  FENCED IN YARD 1 BLOCK TO BEACH

1ST STREET II BEACH HOUSE, UPDATED DOG FRIENDLY FENCED IN YARD 1 BLOCK TO BEACH

St. Augustine
  • 25 min walk from St. Augustine Beach
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

1ST STREET II BEACH HOUSE, UPDATED DOG FRIENDLY FENCED IN YARD 1 BLOCK TO BEACH
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.