Title: Book the Best Anastasia Island LUXURY Hotels - Upscale Hotels in Anastasia Island, FL | 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) ![St. Augustine Alligator Farm Zoological Park featuring dangerous animals, zoo animals and a bridge](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/241000/241944-St-Augustine-Alligator-Farm.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find luxury hotels in Anastasia Island, FL ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Anastasia Island Luxury Hotels Tonight [Sep 27 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=553248635083907403&startDate=2025-09-27&endDate=2025-09-28&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 28 - Sep 29](https://www.expedia.ca/Hotel-Search?regionId=553248635083907403&startDate=2025-09-28&endDate=2025-09-29&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=553248635083907403&startDate=2025-10-03&endDate=2025-10-05&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=553248635083907403&startDate=2025-10-10&endDate=2025-10-12&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Anastasia Island Luxury Hotels ![Beach nearby, white sand, 3 beach bars](https://images.trvl-media.com/lodging/1000000/900000/898100/898020/8a55c4b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/900000/898100/898020/d6e702e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/900000/898100/898020/8b38cea3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/900000/898100/898020/42b60f14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ocean Breeze Inn St. Augustine 8.0/10 Very good (1047) "Wonderful as always we stay here at least once every couple of months!" CA $84 CA $94 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/St-Augustine-Hotels-Ocean-Breeze-Inn.h898020.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/15100/15028/777252aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/20000/15100/15028/d9d8fc1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, white sand](https://images.trvl-media.com/lodging/1000000/20000/15100/15028/268bb858.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/15100/15028/39262960.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn & Suites St Augustine Beach Area St. Augustine 7.0/10 Good (1016) "Great place for the price. " CA $111 CA $124 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/St-Augustine-Hotels-Quality-Inn-Suites-St-Augustine-Beach-Area.h15028.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/2000000/1190000/1189600/1189517/e32cc7eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Castillo Real St. Augustine Beach,Tapestry Collection Hilton St. Augustine 9.0/10 Wonderful (30) "Loved this place- will definitely return there" CA $165 CA $213 total includes taxes & fees Oct 1 - Oct 2 [](https://www.expedia.ca/St-Augustine-Hotels-Castillo-Real.h1189517.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/30000/23300/23272/4954fc7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/23300/23272/cc146c23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/23300/23272/w3680h2453x0y0-744134d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/30000/23300/23272/88b5054b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Americas Best Value Inn Ocean Inn St. Augustine 8.2/10 Very good (1008) "Clean and everyone was friendly. I will definitely stay here Again! " CA $99 CA $111 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/St-Augustine-Hotels-Americas-Best-Value-Inn-Ocean-Inn.h23272.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/10000000/9730000/9724600/9724571/e4e3d58d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Check-in/check-out kiosk](https://images.trvl-media.com/lodging/10000000/9730000/9724600/9724571/0130df0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/10000000/9730000/9724600/9724571/b177465d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/10000000/9730000/9724600/9724571/b5946db0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Anastasia Inn Davis Shores 8.2/10 Very good (1004) "Good value, clean room, good location " CA $92 CA $103 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/St-Augustine-Hotels-The-Anastasia-Inn.h9724571.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/1000000/870000/860500/860444/68554b01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/870000/860500/860444/385ac93e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/870000/860500/860444/08c27a5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/870000/860500/860444/6177eefd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### St. Augustine Island Inn St. Augustine 6.2/10 (524) "Owner is very nice and accommodating Older hotel, that needs some updating." CA $85 CA $95 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/St-Augustine-Hotels-St-Augustine-Island-Inn.h860444.Hotel-Information) ![Senior Condo, 1 King Bed with Sofa bed | Private kitchen](https://images.trvl-media.com/lodging/2000000/1310000/1305400/1305390/85160e4b_edited_8204.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Condo, 1 Queen Bed with Sofa bed | Balcony view](https://images.trvl-media.com/lodging/2000000/1310000/1305400/1305390/6541440f_edited_83e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1310000/1305400/1305390/7ace355d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Senior Condo, 1 King Bed with Sofa bed | Private kitchen](https://images.trvl-media.com/lodging/2000000/1310000/1305400/1305390/994bae47_edited_844c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beacher's Lodge Oceanfront Suites Crescent Beach 8.4/10 Very good (88) "We really enjoyed our stay! The staff were great, and we had a beautiful beach view. " CA $368 CA $411 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/St-Augustine-Hotels-Beachers-Lodge-Oceanfront-Suites.h1305390.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/1000000/590000/582300/582279/e3565e21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/590000/582300/582279/100103fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/590000/582300/582279/b9bf45ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Two Story Townhouse Suite, Partial Oceanview, Jetted Tub | Balcony view](https://images.trvl-media.com/lodging/1000000/590000/582300/582279/269c78f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Fiesta Ocean Inn And Suites St. Augustine 9.0/10 Wonderful (1014) "Liked the location to the beach, even liked the breakfast delivered to the room. " CA $124 CA $171 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/St-Augustine-Hotels-La-Fiesta-Ocean-Inn-And-Suites.h582279.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/580000/574400/574321/c4f69afc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/1000000/580000/574400/574321/f25915a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/580000/574400/574321/8d8c1bbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/1000000/580000/574400/574321/28bb3ab3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Regency Inn & Suites St. Augustine 8.6/10 Excellent (1081) "For the price, it was a good location and clean." CA $79 CA $89 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/St-Augustine-Hotels-Regency-Inn-Suites.h574321.Hotel-Information) ![Boating](https://images.trvl-media.com/lodging/1000000/490000/484600/484510/133e5f29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/490000/484600/484510/2ba93e84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/1000000/490000/484600/484510/d1748040.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/490000/484600/484510/w9495h6325x0y0-aa3e504e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express St. Augustine Dtwn - Historic by IHG Davis Shores 8.0/10 Very good (1006) "Friendly staff, location is close to Light House and Amphitheater. Lots of dining options I would stay here again " CA $150 CA $168 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/St-Augustine-Hotels-St-Augustine-Inn.h484510.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=2025-10-11&endDate=2025-10-12®ionId=553248635083907403&adults=2&star=50&sort=RECOMMENDED&openPlayBack=true) ## Find out more about Anastasia Island ### Anastasia Islandand its attractions for luxury travelers Anastasia Island offers a splendid combination of natural beauty and refined experiences, perfect for luxury travellers. Begin your journey at the St. Augustine Lighthouse & Maritime Museum, where you can climb the historic tower for breathtaking views of the coastline, and explore the museum's fascinating exhibits on maritime history. For those seeking relaxation, the pristine beaches of Anastasia State Park provide a tranquil setting for sunbathing or picnicking, with opportunities for kayaking in the scenic salt marshes. Adventure awaits at the Anastasia Island State Park, where you can indulge in eco-tours that unveil the local flora and fauna, or enjoy a guided fishing expedition in the abundant waters. The nearby historic district of St. Augustine, just a short drive away, is rich with Spanish historic architecture, boutique shopping, and fine dining options, making it a perfect day trip for luxury seekers. Finally, consider staying at one of the upscale beachfront resorts or boutique hotels that offer stunning ocean views, spa services, and gourmet dining. These accommodations not only provide top amenities but also allow easy access to the island's attractions, ensuring a memorable and opulent getaway. ## Top Anastasia Island Hotel Reviews ![Guy Harvey Resort on St Augustine Beach](//images.trvl-media.com/lodging/1000000/10000/6500/6477/ae448125_y.jpg) ### Guy Harvey Resort on St Augustine Beach 10/10 Excellent "Friendly staff, family friendly, beach access" [](https://expedia.ca/St-Augustine-Hotels-Guy-Harvey-Resort-On-St-Augustine-Beach.h6477.Hotel-Information) ![La Fiesta Ocean Inn And Suites](//images.trvl-media.com/lodging/1000000/590000/582300/582279/e3565e21_y.jpg) ### La Fiesta Ocean Inn And Suites 10/10 Excellent "Absolute gem of a place!" [](https://expedia.ca/St-Augustine-Hotels-La-Fiesta-Ocean-Inn-And-Suites.h582279.Hotel-Information) ![Hampton Inn St. Augustine Beach](//images.trvl-media.com/lodging/1000000/60000/55200/55129/d30717ae_y.jpg) ### Hampton Inn St. Augustine Beach 10/10 Excellent "Great Location to restaurants!" [](https://expedia.ca/St-Augustine-Hotels-Hampton-Inn-St-Augustine-Beach.h55129.Hotel-Information) ![Quality Inn & Suites St Augustine Beach Area](//images.trvl-media.com/lodging/1000000/20000/15100/15028/777252aa_y.jpg) ### Quality Inn & Suites St Augustine Beach Area 10/10 Excellent "It worked" [](https://expedia.ca/St-Augustine-Hotels-Quality-Inn-Suites-St-Augustine-Beach-Area.h15028.Hotel-Information) ![Holiday Inn Express St. Augustine Dtwn - Historic by IHG](//images.trvl-media.com/lodging/1000000/490000/484600/484510/133e5f29_y.jpg) ### Holiday Inn Express St. Augustine Dtwn - Historic by IHG 10/10 Excellent "Very clean room and good food " [](https://expedia.ca/St-Augustine-Hotels-St-Augustine-Inn.h484510.Hotel-Information) ![Castillo Real St. Augustine Beach,Tapestry Collection Hilton](//images.trvl-media.com/lodging/2000000/1190000/1189600/1189517/e32cc7eb_y.jpg) ### Castillo Real St. Augustine Beach,Tapestry Collection Hilton 10/10 Excellent "Very nicely remodeled by Hilton Tapestry Collection. We'd be happy to stay at the Castillo again. The pool is especially nice, and the view from the upper floor ocean-facing rooms is an added pleasure." [](https://expedia.ca/St-Augustine-Hotels-Castillo-Real.h1189517.Hotel-Information) ![Edgewater Inn](//images.trvl-media.com/lodging/8000000/7670000/7663000/7662956/348e595d_y.jpg) ### Edgewater Inn 10/10 Excellent "Room is small but actually perfect size for me and the wife. Bed was super comfortable. View was amazing to say the least. Great deal and breakfast was free and quite good. No BS hidden fees. Room also has a fridge. Location was perfect for walking St Augustine. Never got in the vehicle my entire visit. " [](https://expedia.ca/St-Augustine-Hotels-Edgewater-Inn.h7662956.Hotel-Information) ![Best Western Seaside Inn](//images.trvl-media.com/lodging/1000000/30000/22100/22040/edba0e8c_y.jpg) ### Best Western Seaside Inn 10/10 Excellent "Very clean and close to the beach and restaurants. It does not have an elevator so if you have a lot of luggage or disabled ask fpr a room on the first floor. Nice pool is a bonus!" [](https://expedia.ca/St-Augustine-Hotels-Best-Western-St-Augustine-Beach-Inn.h22040.Hotel-Information) ![Americas Best Value Inn Ocean Inn](//images.trvl-media.com/lodging/1000000/30000/23300/23272/4954fc7b_y.jpg) ### Americas Best Value Inn Ocean Inn 10/10 Excellent "Clean and everyone was friendly. I will definitely stay here Again! 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