Find Romantic Hotels in Anastasia Island, FL from $99

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Top Anastasia Island Romantic Hotels

Welcome to Paradise! Cinnamon Beach at Ocean Hammock Resort.

9.8 out of 10, Exceptional, (175)
"The condo was beautiful as well as the amenities. I will come back! "
$450 nightly
The price is $497
Sep 10 - Sep 11
Total with taxes and fees
Welcome to Paradise! Cinnamon Beach at Ocean Hammock Resort.

Best Western Historic Bayfront

2.5 star property
8.8 out of 10, Excellent, (1008)
"Great location clean rooms great service"
$89 nightly
The price is $99
Sep 18 - Sep 19
Total with taxes and fees
Best Western Historic Bayfront

Victorian House Bed & Breakfast

3.0 star property
9.4 out of 10, Exceptional, (557)
" Beautiful property fantastic breakfast and nice staff"
$143 nightly
The price is $160
Sep 3 - Sep 4
Total with taxes and fees
Victorian House Bed & Breakfast

Carriage Way Inn

3.5 star property
9.8 out of 10, Exceptional, (605)
"Best bed& breakfast in St Augustine "
$169 nightly
The price is $189
Sep 3 - Sep 4
Total with taxes and fees
Carriage Way Inn

Hampton Inn St. Augustine Downtown Historic District

2.5 star property
9.2 out of 10, Wonderful, (502)
"Great location, great room, breakfast was really good. "
$118 nightly
The price is $132
Sep 7 - Sep 8
Total with taxes and fees
Hampton Inn St. Augustine Downtown Historic District

1880 Victorian In Heart of Downtown

9.8 out of 10, Exceptional, (142)
"It was a great stay. "
$159 nightly
The price is $175
Sep 2 - Sep 3
Total with taxes and fees
1880 Victorian In Heart of Downtown

C6, Romantic apartment in city center, Flagler location, near beaches, parking!

10.0 out of 10, Exceptional, (186)
"My wife and I loved our stay. Conveniently located with easy parking."
$177 nightly
The price is $195
Sep 17 - Sep 18
Total with taxes and fees
C6, Romantic apartment in city center, Flagler location, near beaches, parking!

C5, Flagler location in downtown, close to beaches, private patio, free parking!

10.0 out of 10, Exceptional, (139)
"Beautiful and Clean!"
$183 nightly
The price is $202
Sep 25 - Sep 26
Total with taxes and fees
C5, Flagler location in downtown, close to beaches, private patio, free parking!

Enjoy an "Old Florida" property close to downtown.

9.0 out of 10, Wonderful, (121)
"House was awesome for two people. Plenty of room. Bed was so comfortable. The location was close to historical area. "
$181 nightly
The price is $199
Sep 2 - Sep 3
Total with taxes and fees
Enjoy an "Old Florida" property close to downtown.

C1, Perfect location in city center with balcony, near beaches, free parking!

10.0 out of 10, Exceptional, (226)
"Special city, great food, history, super walkable. Really enjoyed it. "
$218 nightly
The price is $240
Sep 13 - Sep 14
Total with taxes and fees
C1, Perfect location in city center with balcony, near beaches, free parking!
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.

Top Anastasia Island Hotel Reviews

Find out more about Anastasia Island

Find out more about Anastasia Island

Anastasia Island attractions for couples

Anastasia Island is a paradise of experiences for travelers seeking both adventure and relaxation. Begin your journey at the stunning Anastasia State Park, where picturesque beaches and natural trails await. Families can explore the park’s diverse ecosystems, from salt marshes to tidal creeks, perfect for birdwatching and picnicking. For a taste of local history, visit the Fort Matanzas National Monument, where you can take a short ferry ride to explore this historic fort and learn about its role in protecting St. Augustine. Adventure seekers will enjoy surfing or paddleboarding at the vibrant St. Augustine Beach, which boasts warm waters and friendly waves. Make sure to stop by the charming local shops and eateries in the nearby town of St. Augustine, where you can savor fresh seafood and artisanal treats. For a comfortable stay, consider the beachfront hotels along the coast, offering family-friendly amenities and stunning ocean views. Relax by the pool after a day of exploration, and indulge in attentive service that caters to your every need, ensuring a memorable vacation experience for you and your family.

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