Anastasia Island Romantic Vacations
Book a Romantic Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ￥45,448 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
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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! (34 reviews)
Great property, friendly staff.
Reviewed on Nov 29, 2025
Beautiful First Floor 3 bedroom Ocean Gallery condo. Winter 28 day discounts.
Saint Augustine FL
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 FL
Stay at this vacation home in St. Augustine. Enjoy laundry facilities, patios, and cable/satellite TV service. Popular attractions St. Augustine Beach and Anastasia ...
10/10 Exceptional! (85 reviews)
We loved our stay. The house was super clean, close to the beach, and within easy walking distance to several eateries. Being pet friendly was a huge bonus! Perfect spot for a relaxing beach getaway.
Reviewed on Oct 31, 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.
