A wooden pier extending into calm water at sunset.

Search Bed and Breakfast in Anastasia Island

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
25 Sept - 27 Sept
In two weeks
2 Oct - 4 Oct
In one month
16 Oct - 18 Oct
In two months
13 Nov - 15 Nov

Our top choices for Anastasia Island bed & breakfast

Aerial view

1. Beachfront Bed & Breakfast

Beachfront Bed & Breakfast
3.0 star property
St. Augustine
9.2 out of 10, Wonderful, (650 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 S$289
includes taxes & fees
20 Sept - 21 Sept
Beachfront Bed & Breakfast
Balcony

2. Agustin Inn

Agustin Inn
3.5 star property
St. Augustine Historic District
9.2 out of 10, Wonderful, (1,002 reviews)
"Perfect location"
United States
Yamir
The price is S$147
includes taxes & fees
24 Sept - 25 Sept
Agustin Inn
Front of property – evening/night

3. Carriage Way Inn

Carriage Way Inn
3.5 star property
St. Augustine Historic District
9.8 out of 10, Exceptional, (878 reviews)
"Everything about this place was amazing!! Will definitely be back!!"
United States
Christopher
The price is S$203
includes taxes & fees
20 Sept - 21 Sept
Carriage Way Inn
Front of property

4. 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, (815 reviews)
"Location was perfect. The breakfast was great, not your standard complementary breakfast"
United States
derick
The price is S$177
includes taxes & fees
20 Sept - 21 Sept
44 Spanish Street Inn - Adults Only
Terrace/patio

5. 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, (324 reviews)
"The food made to order for breakfast was outstanding!!"
United States
Kelah Dlynn
The price is S$268
includes taxes & fees
20 Oct - 21 Oct
Bayfront Westcott House St Augustine B&B
Front of property

6. Peace & Plenty Inn Bed & Breakfast

Peace & Plenty Inn Bed & Breakfast
3.0 star property
Downtown Historic District
9.4 out of 10, Exceptional, (371 reviews)
" great,fresh breakfast, easy check in and parking, great location"
United States
Dawn
The price is S$175
includes taxes & fees
24 Sept - 25 Sept
Peace & Plenty Inn Bed & Breakfast
Interior

7. The Kenwood Inn

The Kenwood Inn
3.5 star property
St. Augustine Historic District
9.6 out of 10, Exceptional, (403 reviews)
"Fantastic location and wonderful breakfast."
United States
Dacia
The price is S$288
includes taxes & fees
14 Oct - 15 Oct
The Kenwood Inn
Beach nearby, beach towels

8. St Francis Inn

St Francis Inn
3.0 star property
St. Augustine Historic District
8.8 out of 10, Excellent, (1,000 reviews)
"Very clean and roomy"
Canada
RICCARDO
The price is S$221
includes taxes & fees
20 Sept - 21 Sept
St Francis Inn
View from room

9. 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 S$239
includes taxes & fees
29 Sept - 30 Sept
Penny Farthing Inn
Terrace/patio

10. Victorian House Bed & Breakfast

Victorian House Bed & Breakfast
3.0 star property
St. Augustine Historic District
9.4 out of 10, Exceptional, (608 reviews)
"The property was decorated in Victorian era furnishings”very nice” the breakfast was delicious, I would stay again. Don’t forget to check out the polish-Greek restaurant great stuffed cabbage."
United States
Coey
The price is S$238
includes taxes & fees
20 Sept - 21 Sept
Victorian House Bed & Breakfast
Property grounds

11. Zora's Sojourn

Zora's Sojourn
3.0 star property
St. Augustine
10.0 out of 10, Exceptional, (13 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 S$177
includes taxes & fees
21 Sept - 22 Sept
Zora's Sojourn
Porch

12. 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 S$283
includes taxes & fees
1 Oct - 2 Oct
Cedar House Inn
Exterior

13. Old Powder House Inn

Old Powder House Inn
3.0 star property
Downtown Historic District
9.4 out of 10, Exceptional, (317 reviews)
"Clean, great location , delicious breakfast"
United States
Nancy
The price is S$234
includes taxes & fees
20 Sept - 21 Sept
Old Powder House Inn
Exterior

14. 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 S$295
includes taxes & fees
24 Sept - 25 Sept
Casa De Solana Bed & Breakfast
Exterior

15. Carriage Way Centennial

Carriage Way Centennial
3.5 star property
Downtown Historic District
9.6 out of 10, Exceptional, (400 reviews)
"Loved our stay! Room was so cute and perfect. Breakfast was so good and the kitchen accommodated for a GF option for my daughter. Priced right. We will come back!"
United States
Nikki
The price is S$220
includes taxes & fees
20 Sept - 21 Sept
Carriage Way Centennial
Balcony view

16. Bayfront Marin House

Bayfront Marin House
3.5 star property
St. Augustine Historic District
9.4 out of 10, Exceptional, (575 reviews)
"The view of the sunrise and ocean was epic"
United States
HENRY
The price is S$283
includes taxes & fees
20 Sept - 21 Sept
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Anastasia Island Hotel Reviews

Hampton Inn St. Augustine Beach

Hampton Inn St. Augustine Beach

8/10 Good
"Great location. Staff were very accommodating. Balconies sre covered and large size."
Dianna 3-night trip
Posted 2 hours ago
Hampton Inn St. Augustine Beach

Find out more about Anastasia Island

Anastasia Island B&B information

Number of reviews
8,669
Accommodation
1 B&B
Lowest Price
S$147
Highest Price
S$295

Explore a world of travel with Expedia