Title: Anastasia Island Guest Houses from CA $290 | Expedia.ca [Anastasia Island Travel Guide](https://expedia.ca/Anastasia-Island.dx553248635083907403)[Hotels in Anastasia Island](https://expedia.ca/Anastasia-Island-Hotels.d553248635083907403.Travel-Guide-Hotels)[Vacation Rentals in Anastasia Island](https://expedia.ca/Anastasia-Island-Vacation-Rentals.d553248635083907403.Travel-Guide-VacationRentals)[Flights to Anastasia Island](https://expedia.ca/Cheap-Flights-To-Anastasia-Island.d553248635083907403.Travel-Guide-Flights)[Things to do in Anastasia Island](https://expedia.ca/Things-To-Do-In-Anastasia-Island.d553248635083907403.Travel-Guide-Activities)[Anastasia Island Car Rentals](https://expedia.ca/Car-Rentals-In-Anastasia-Island.d553248635083907403.Car-Rental-Guide)[Anastasia Island Vacation Packages](https://expedia.ca/Anastasia-Island.d553248635083907403.Destination-Travel-Guides) ![Aerial view of Saint Augustine Lighthouse at Anastasia Island in Florida , Shutterstock ID 1239342721, Purchase Order: Wave 0 First Batch, Order Number: , Client/Licensee: Hotels.com / BEX, Other: Mix](https://images.trvl-media.com/place/553248635083907403/849b0c75-b8df-4659-a3be-dff8f4ba0b05.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Guest Houses in Anastasia Island from CA $290 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=553248635083907403&startDate=2026-01-02&endDate=2026-01-04&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=553248635083907403&startDate=2026-01-09&endDate=2026-01-11&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=553248635083907403&startDate=2026-01-23&endDate=2026-01-25&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=553248635083907403&startDate=2026-02-20&endDate=2026-02-22&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Anastasia Island guest houses ![Porch](https://images.trvl-media.com/lodging/11000000/10380000/10379000/10378970/ec2e2a61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, coffee/tea maker, freezer](https://images.trvl-media.com/lodging/11000000/10380000/10379000/10378970/77c19f98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Suite, 1 King Bed, Refrigerator, Bay View | Room amenity](https://images.trvl-media.com/lodging/11000000/10380000/10379000/10378970/ebd522f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony](https://images.trvl-media.com/lodging/11000000/10380000/10379000/10378970/21d1987e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bella Bay Inn [](https://www.expedia.ca/St-Augustine-Hotels-Bella-Bay-Inn.h10378970.Hotel-Information) St. Augustine Historic District 8.0/10 Very good (164) "The only problem was the walk to parking." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) brian CA $260 CA $290 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/St-Augustine-Hotels-Bella-Bay-Inn.h10378970.Hotel-Information) ![TV, DVD player, books, video library](https://images.trvl-media.com/lodging/30000000/29630000/29627900/29627845/5f7358d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/30000000/29630000/29627900/29627845/14e4c136.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker, electric kettle](https://images.trvl-media.com/lodging/30000000/29630000/29627900/29627845/594490ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/30000000/29630000/29627900/29627845/55001ecb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### PINE BREEZE COTTAGE - A Beautiful Place To Rest Your Head [](https://www.expedia.ca/St-Augustine-Hotels-Pine-Breeze-Cottage-A-Beautiful-Place-To-Rest-Your-Head.h29627845.Hotel-Information) St. Augustine 10/10 Exceptional (103) "We needed a place to stay while traveling from Edisto SC to Orlando. This cottage was the perfect spot! We felt just like we were at home. The cottage was extremely clean and comfy! We will be back." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sharon A. CA $160 CA $320 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/St-Augustine-Hotels-Pine-Breeze-Cottage-A-Beautiful-Place-To-Rest-Your-Head.h29627845.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/109000000/108620000/108618600/108618550/4c4e6385.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/109000000/108620000/108618600/108618550/w640h952x0y0-24f6e34f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/109000000/108620000/108618600/108618550/e776cba6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/109000000/108620000/108618600/108618550/77a52705.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Amazing Location! Balcony Bikes Free Parking Dntwn [](https://www.expedia.ca/St-Augustine-Hotels-FALL-Special-Romantic-Couples-Getaway-Walk-Dntwn.h108618550.Hotel-Information) Downtown Historic District 9.0/10 Wonderful (17) "Cozy guest house. Walking distance for events at Francis field. Tim was a great and communicative host. Would book again! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Corey F. CA $133 CA $308 total includes taxes & fees Jan 14 - Jan 15, 2026 [](https://www.expedia.ca/St-Augustine-Hotels-FALL-Special-Romantic-Couples-Getaway-Walk-Dntwn.h108618550.Hotel-Information) ![Fridge, microwave, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/118000000/117450000/117445300/117445296/fa511a8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/118000000/117450000/117445300/117445296/0dc0aba5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117450000/117445300/117445296/e50ce319.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/118000000/117450000/117445300/117445296/447c59f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Northeast Florida Retreat [](https://www.expedia.ca/St-Augustine-Hotels-Northeast-Florida-Retreat.h117445296.Hotel-Information) Downtown Historic District 10/10 Exceptional (1) "10/10 the cottage was cozy and clean. We had five adults and slept very comfortably. The queen size bunk beds are perfect! They even have a door to have privacy in the bunks. Our two dogs were more than comfortable. There is no grass on property, but there’s grassy areas near by. Our neighbors in the house out front were very nice and we didn’t cross paths much. The outdoor cameras made me feel safer when leaving our pups inside while we went for dinner. The area was safe I felt very comfortable... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Leah B. CA $172 CA $515 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/St-Augustine-Hotels-Northeast-Florida-Retreat.h117445296.Hotel-Information) 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](https://expedia.ca/Hotel-Search?startDate=2026-01-07&endDate=2026-01-08®ionId=553248635083907403&adults=2&lodging=GUEST_HOUSE&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FAnastasia-Island-Guest-Houses.d553248635083907403-aaGuestHouses.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FAnastasia-Island-Guest-Houses.d553248635083907403-aaGuestHouses.Travel-Guide-Accommodation) ## Top Anastasia Island Hotel Reviews ![Hampton Inn St. Augustine Beach](https://images.trvl-media.com/lodging/1000000/60000/55200/55129/d30717ae_y.jpg) ### Hampton Inn St. Augustine Beach 10/10 Excellent "Nice place " [](https://expedia.ca/St-Augustine-Hotels-Hampton-Inn-St-Augustine-Beach.h55129.Hotel-Information) ![Holiday Inn Express St. Augustine Dtwn - Historic by IHG](https://images.trvl-media.com/lodging/1000000/490000/484600/484510/133e5f29_y.jpg) ### Holiday Inn Express St. Augustine Dtwn - Historic by IHG 10/10 Excellent "Good place to stay" [](https://expedia.ca/St-Augustine-Hotels-St-Augustine-Inn.h484510.Hotel-Information) ![La Fiesta Ocean Inn And Suites](https://images.trvl-media.com/lodging/1000000/590000/582300/582279/e3565e21_y.jpg) ### La Fiesta Ocean Inn And Suites 10/10 Excellent "Great location, friendly, and informative, check-in, very clean with a comfy bed. We thoroughly enjoyed our stay." [](https://expedia.ca/St-Augustine-Hotels-La-Fiesta-Ocean-Inn-And-Suites.h582279.Hotel-Information) ![Castillo Real St. Augustine Beach,Tapestry Collection Hilton](https://images.trvl-media.com/lodging/2000000/1190000/1189600/1189517/e32cc7eb_y.jpg) ### Castillo Real St. Augustine Beach,Tapestry Collection Hilton 10/10 Excellent "Very clean rooms, nice staff, excellent hotel. Didnt have a good view however still worth the stay 5 star." [](https://expedia.ca/St-Augustine-Hotels-Castillo-Real.h1189517.Hotel-Information) ![Embassy Suites By Hilton St Augustine Beach-Oceanfront Resort](https://images.trvl-media.com/lodging/2000000/1050000/1047500/1047488/91aa9fcd_y.jpg) ### Embassy Suites By Hilton St Augustine Beach-Oceanfront Resort 10/10 Excellent "Staff were curteous" [](https://expedia.ca/St-Augustine-Hotels-Embassy-Suites-By-Hilton-St-Augustine-Beach-Oceanfront-Resor.h1047488.Hotel-Information) ![Courtyard by Marriott St. Augustine Beach](https://images.trvl-media.com/lodging/13000000/12570000/12569800/12569703/44d87f33_y.jpg) ### Courtyard by Marriott St. Augustine Beach 10/10 Excellent "Friendly staff, great service " [](https://expedia.ca/St-Augustine-Hotels-Courtyard-By-Marriott-St-Augustine-Beach.h12569703.Hotel-Information) ![Budget Inn St. Augustine](https://images.trvl-media.com/lodging/12000000/11110000/11108600/11108503/819aedd2_y.jpg) ### Budget Inn St. Augustine 10/10 Excellent "Check in was easy, the room is very clean. The location is perfect for seeing the historic downtown amenities." [](https://expedia.ca/St-Augustine-Hotels-Budget-Inn-St-Augustine.h11108503.Hotel-Information) ![Americas Best Value Inn Ocean Inn](https://images.trvl-media.com/lodging/1000000/30000/23300/23272/4954fc7b_y.jpg) ### Americas Best Value Inn Ocean Inn 10/10 Excellent "Room is good. The gentleman at the front desk, Yussef, is very nice. " [](https://expedia.ca/St-Augustine-Hotels-Americas-Best-Value-Inn-Ocean-Inn.h23272.Hotel-Information) ![Guy Harvey Resort on St Augustine Beach](https://images.trvl-media.com/lodging/1000000/10000/6500/6477/ae448125_y.jpg) ### Guy Harvey Resort on St Augustine Beach 10/10 Excellent "Our second stay here. Love the view, the store, the restaurant. Will keep coming back!" [](https://expedia.ca/St-Augustine-Hotels-Guy-Harvey-Resort-On-St-Augustine-Beach.h6477.Hotel-Information) ## Find out more about Anastasia Island ## Anastasia Island Guest Houses information | Number of reviews | 284 | | ----------------- | -------------- | | Accommodation | 0 Guest Houses | | Lowest Price | CA $290 | | Highest Price | CA $515 | ## Frequently asked questions ### What is the nightly rate for a guest house in Anastasia Island? ### What's the difference between a Anastasia Island guest house and a B&B? ## Explore a world of travel with Expedia - Lodging - Packages - Cars - Other - More ways to book - [5 Star Hotels in St. Augustine Beach ](https://www.expedia.ca/5Star-St-Augustine-Beach-Hotels.s50-0-d553248634999246432.Travel-Guide-Filter-Hotels) - [Hotels near Anastasia State Park ](https://www.expedia.ca/Anastasia-State-Park-Hotels.0-l6069653-0.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Coquina Gables ](https://www.expedia.ca/Coquina-Gables-St-Augustine-Hotels-Adults-Only-Resorts.0-n553248635976480490-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - 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