Romantic Holidays in Anastasia Island 2026

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Castillo Real St. Augustine Beach,Tapestry Collection Hilton

530 A1a Beach Blvd St. Augustine FL

4 min drive from St. Augustine Beach

Stay at this business-friendly hotel in St. Augustine. Enjoy free Wi-Fi, breakfast (surcharge) and a fitness centre. Our guests praise the pool and the restaurant ...

8.6/10 Excellent! (125 reviews)

Couples like: bar, Hot tub

Travellers say...

"Air conditioning in the room was awful! It was so humid my clothes were damp😳 woke up several times during the night because it was so hot & humid. Property clean, & recently updated. Not oceanfront but a good view from our room. Convenient location to w everything"

Reviewed on 8 Aug 2026

Beautiful First Floor 3 bedroom Ocean Gallery condo. Winter 28 day discounts.

Saint Augustine FL

18 min walk from St. Augustine Beach

Stay at this beach condo in St. Augustine. Enjoy free Wi-Fi, a fitness centre and a garden. Popular attractions St. Augustine Beach and Anastasia State Park ...

9.6/10 Exceptional! (127 reviews)

"Absolutely love this property! The owners were great with communication and it was very reasonably price."

Reviewed on 17 Jul 2026

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

St. Augustine FL

25 min walk from St. Augustine Beach

Stay at this holiday home in St. Augustine. Enjoy laundry facilities, patios and cable/satellite TV service. Popular attractions St. Augustine Beach and Anastasia ...

10/10 Exceptional! (99 reviews)

"Thank you."

Reviewed on 25 Jul 2026

See all 3,465 properties in Anastasia Island

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.