A wooden pier extending into calm water at sunset.

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Check prices for these dates

Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18
In one month
Oct 30 - Nov 1
In two months
Nov 27 - Nov 29

Our top choices for Anastasia Island bed & breakfast

A resort with a swimming pool, beach view, and a large building.

1. Beachfront Bed & Breakfast

Beachfront Bed & Breakfast
3.0 star property
St. Augustine
9.2 out of 10, Wonderful, (651 reviews)
"My wife and I had a great stay! The staff were very nice and helpful. They always had a smile and were willing to help freshen up the room or have breakfast ready on time. The Sail Away room was very nice and clean and had plenty of space for us. The cottage is just a walk through the dunes to the beach."
United States
Edward
The price is P12,508
P15,571 total
includes taxes & fees
Oct 6 - Oct 7
Beachfront Bed & Breakfast
A two-story building with a balcony, decorated with lights and plants.

2. 44 Spanish Street Inn - Adults Only

44 Spanish Street Inn - Adults Only
3.5 star property
St. Augustine Historic District
9.2 out of 10, Wonderful, (822 reviews)
"beautiful place for couples, very nice people, breakfast was amazing!"
United States
kendall
The price is P7,764
P8,657 total
includes taxes & fees
Oct 1 - Oct 2
44 Spanish Street Inn - Adults Only
A two-story house with a porch, a front door, and a small front yard with plants.

3. Carriage Way Inn

Carriage Way Inn
3.5 star property
St. Augustine Historic District
9.6 out of 10, Exceptional, (881 reviews)
"Everything about this place was amazing!! Will definitely be back!!"
United States
Christopher
The price is P10,306
P11,491 total
includes taxes & fees
Oct 1 - Oct 2
Carriage Way Inn
A covered porch with wicker furniture and potted plants, overlooking a street with parked cars and palm trees.

4. Bayfront Westcott House St Augustine B&B

Bayfront Westcott House St Augustine B&B
3.5 star property
St. Augustine Historic District
9.8 out of 10, Exceptional, (325 reviews)
"The food made to order for breakfast was outstanding!!"
United States
Kelah Dlynn
The price is P12,419
P13,848 total
includes taxes & fees
Oct 4 - Oct 5
Bayfront Westcott House St Augustine B&B
A two-story house with a balcony and a porch.

5. Peace & Plenty Inn Bed & Breakfast

Peace & Plenty Inn Bed & Breakfast
3.0 star property
Downtown Historic District
9.4 out of 10, Exceptional, (372 reviews)
"It was a great over night for my husband and I it was quiet clean and comfortable staff was friendly and nice we booked more for the location was walking distance to the colonial quarters restaurants and sites property could use a few upgrades but hey thats part of staying in a bnb built in the early 1900s it added to our experience of St.augustine everything overall was lovely"
United States
Kimberly
Peace & Plenty Inn Bed & Breakfast
A crowded beach with people walking and swimming.

6. St Francis Inn

St Francis Inn
3.0 star property
St. Augustine Historic District
8.8 out of 10, Excellent, (1,000 reviews)
"Staff and breakfast was great."
United States
Ana
The price is P12,196
P13,599 total
includes taxes & fees
Oct 1 - Oct 2
St Francis Inn
A porch with a wooden staircase, a door with a stained glass window, and two tables with chairs.

7. Victorian House Bed & Breakfast

Victorian House Bed & Breakfast
3.0 star property
St. Augustine Historic District
9.4 out of 10, Exceptional, (610 reviews)
"Beautiful room. Wonderful breakfast."
United States
Laura
The price is P10,464
P11,667 total
includes taxes & fees
Oct 6 - Oct 7
Victorian House Bed & Breakfast
A covered porch with a swing chair, a table, and a chair with a monogrammed chair backrest.

8. Penny Farthing Inn

Penny Farthing Inn
3.0 star property
Downtown Historic District
9.4 out of 10, Exceptional, (1,000 reviews)
"Always a perfect stay here! We absolutely love it! The staff is amazing!"
United States
Heather
The price is P11,194
P12,481 total
includes taxes & fees
Oct 7 - Oct 8
Penny Farthing Inn
A cozy room with a ceiling fan, a large mirror, a sofa with cushions, a coffee table, and a side table with a lamp and decorative items.

9. The Kenwood Inn

The Kenwood Inn
3.5 star property
St. Augustine Historic District
9.6 out of 10, Exceptional, (404 reviews)
"Great stay."
United States
Erica
The price is P14,738
P16,433 total
includes taxes & fees
Oct 14 - Oct 15
The Kenwood Inn
A covered porch with white chairs and red flooring, featuring American flags and hanging plants.

10. Cedar House Inn

Cedar House Inn
3.5 star property
Downtown Historic District
9.8 out of 10, Exceptional, (266 reviews)
"This is a lovely, charming bed and breakfast! The rooms were so neat, they really kept the authentic look with the more modern upgrades. The food was amazing and the inn-keepers were so nice and genuine. We stayed in The Gables room"
United States
Sue
The price is P13,777
P15,362 total
includes taxes & fees
Oct 13 - Oct 14
Cedar House Inn
A covered porch with wicker furniture, a potted plant, and a view of a building with a red roof.

11. Old Powder House Inn

Old Powder House Inn
3.0 star property
Downtown Historic District
9.4 out of 10, Exceptional, (320 reviews)
"Clean, great location , delicious breakfast"
United States
Nancy
The price is P14,573
P16,249 total
includes taxes & fees
Oct 4 - Oct 5
Old Powder House Inn
A hallway with large windows, wooden floors, and metal chairs with glass tops.

12. Carriage Way Centennial

Carriage Way Centennial
3.5 star property
Downtown Historic District
9.6 out of 10, Exceptional, (403 reviews)
"We really enjoyed our time at your Bed and Breakfast."
United States
Victoria
Carriage Way Centennial
A garden with a statue, a gazebo, and a building with a balcony.

13. Casa De Solana Bed & Breakfast

Casa De Solana Bed & Breakfast
3.0 star property
St. Augustine Historic District
9.4 out of 10, Exceptional, (418 reviews)
"Truly a wonderful stay and property! The staff puts their whole heart into making sure the guest have a great experience from delicious breakfast to the tasty social hour! This is the only place we will stay in Saint Augustine!"
United States
Cameron
The price is P12,959
P14,450 total
includes taxes & fees
Oct 5 - Oct 6
Casa De Solana Bed & Breakfast
An upper front porch with a white floor, black railings, and two rocking chairs.

14. Zora's Sojourn

Zora's Sojourn
3.0 star property
St. Augustine
10.0 out of 10, Exceptional, (14 reviews)
"We had a wonderful stay! The place was very nice, clean, and well kept. Everything was exactly as described, and you can tell the owners take great care of the property. We really enjoyed our time here and felt comfortable throughout our stay. We would definitely love to come back and highly recommend it to anyone looking for a great place to stay!"
United States
Daniela
The price is P6,333
P8,804 total
includes taxes & fees
Oct 1 - Oct 2
Zora's Sojourn
A covered balcony with wicker furniture, hanging flower baskets, and a view of the sea and boats.

15. Bayfront Marin House

Bayfront Marin House
3.5 star property
St. Augustine Historic District
9.4 out of 10, Exceptional, (580 reviews)
"The view of the sunrise and ocean was epic"
United States
HENRY
The price is P13,080
P14,584 total
includes taxes & fees
Oct 1 - Oct 2
Bayfront Marin House
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.
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Top Anastasia Island Hotel Reviews

Regency Inn & Suites

Regency Inn & Suites

8/10 Good
"Buen lugar, limpio y Buen precio"
Ramon 1-night trip
Posted 19 hours ago
Regency Inn & Suites

Find out more about Anastasia Island

Anastasia Island B&B information

Number of reviews
6,344
Accommodation
1 B&B
Lowest Price
P8,657
Highest Price
P16,433