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 Lighthouse and Museum which includes night scenes and a bridge](https://images.trvl-media.com/place/6068741/eeeda462-c8aa-428f-beb6-2d42f518e7f4.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6068741/eeeda462-c8aa-428f-beb6-2d42f518e7f4.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 availability on Anastasia Island Luxury Hotels Tonight [Jan 29 - Jan 30](https://www.expedia.ca/Hotel-Search?regionId=553248635083907403&startDate=2026-01-29&endDate=2026-01-30&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Tomorrow [Jan 30 - Jan 31](https://www.expedia.ca/Hotel-Search?regionId=553248635083907403&startDate=2026-01-30&endDate=2026-01-31&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) This weekend [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=553248635083907403&startDate=2026-01-30&endDate=2026-02-01&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Next weekend [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=553248635083907403&startDate=2026-02-06&endDate=2026-02-08&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) ## Our top choices for Anastasia Island luxury hotels ![Condo (3 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/93000000/92210000/92200600/92200528/1a77d932.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo (3 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/93000000/92210000/92200600/92200528/57e65d14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo (3 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/93000000/92210000/92200600/92200528/66acb9ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo (3 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/93000000/92210000/92200600/92200528/a6e7dd4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hibiscus 102-D by Distinctive Beach Rentals [](https://www.expedia.ca/St-Augustine-Hotels-Hibiscus-102-D.h92200528.Hotel-Information) Butler Beach CA $150 CA $797 total includes taxes & fees Feb 23 - Feb 24 [](https://www.expedia.ca/St-Augustine-Hotels-Hibiscus-102-D.h92200528.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/20000/14500/14483/2fc3962f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/20000/14500/14483/cea75835.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/20000/14500/14483/0a10153a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/20000/14500/14483/a144618c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton St. Augustine Historic District [](https://www.expedia.ca/St-Augustine-Hotels-DoubleTree-By-Hilton-Hotel-St-Augustine-Historic-District.h14483.Hotel-Information) Uptown 8.6/10 Excellent (1,004 reviews) "Staff were very efficient and friendly especially at the bar and breakfast area." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) JOSEPH CA $158 CA $177 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/St-Augustine-Hotels-DoubleTree-By-Hilton-Hotel-St-Augustine-Historic-District.h14483.Hotel-Information) ![Indoor pool, 9 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/1000000/994200/994170/efacd58c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![9 restaurants, breakfast, lunch, dinner served; seafood](https://images.trvl-media.com/lodging/1000000/1000000/994200/994170/6e775897.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, 9 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/1000000/994200/994170/ce7d3746.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/1000000/994200/994170/a64a9fec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hammock Beach Golf Resort & Spa [](https://www.expedia.ca/Daytona-Beach-Hotels-Hammock-Beach-Golf-Resort-Spa.h994170.Hotel-Information) Palm Coast 8.6/10 Excellent (1,015 reviews) "Fantastic place to stay at!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marina CA $255 CA $325 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Daytona-Beach-Hotels-Hammock-Beach-Golf-Resort-Spa.h994170.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/330000/329700/329630/dd02bbe2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; Mediterranean cuisine ](https://images.trvl-media.com/lodging/1000000/330000/329700/329630/12976fe3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/330000/329700/329630/affccb1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; Mediterranean cuisine ](https://images.trvl-media.com/lodging/1000000/330000/329700/329630/ff4a33c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casa Monica Resort & Spa, Autograph Collection [](https://www.expedia.ca/St-Augustine-Hotels-Casa-Monica-Resort-Spa.h329630.Hotel-Information) St. Augustine Historic District 9.0/10 Wonderful (1,001 reviews) "The best place in Saint Augustine Marvelous wonderful majestic " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Moab CA $351 CA $424 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/St-Augustine-Hotels-Casa-Monica-Resort-Spa.h329630.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/210000/200400/200389/399dc11d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; Mediterranean cuisine ](https://images.trvl-media.com/lodging/1000000/210000/200400/200389/68e2ccf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/210000/200400/200389/310b3edf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, pillowtop beds, minibar](https://images.trvl-media.com/lodging/1000000/210000/200400/200389/f68032e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### World Golf Village Renaissance St. Augustine Resort [](https://www.expedia.ca/St-Augustine-Hotels-World-Golf-Village-Renaissance-St-Augustine-Resort.h200389.Hotel-Information) St. Augustine 8.6/10 Excellent (1,000 reviews) "Very professional and welcoming staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anna CA $183 CA $204 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/St-Augustine-Hotels-World-Golf-Village-Renaissance-St-Augustine-Resort.h200389.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/120000000/119060000/119056700/119056697/b36c0ed8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family House | Private kitchen](https://images.trvl-media.com/lodging/120000000/119060000/119056700/119056697/20ec9aa0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/120000000/119060000/119056700/119056697/4a38bb31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/120000000/119060000/119056700/119056697/1a2309ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Flagler Beach BNB [](https://www.expedia.ca/Flagler-Beach-Hotels-Flagler-Beach-BNB.h119056697.Hotel-Information) Flagler Beach CA $993 CA $1,924 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Flagler-Beach-Hotels-Flagler-Beach-BNB.h119056697.Hotel-Information) ![Poolside bar](https://images.trvl-media.com/lodging/17000000/16350000/16340900/16340802/c92f4f31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/17000000/16350000/16340900/16340802/45a41946.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/17000000/16350000/16340900/16340802/3ab17986.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/17000000/16350000/16340900/16340802/604dd1ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Collector Inn - Adults Only [](https://www.expedia.ca/St-Augustine-Hotels-The-Collector-Inn.h16340802.Hotel-Information) St. Augustine Historic District 9.6/10 Exceptional (590 reviews) "Spacious clean rooms and the staff is outstanding " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maria [](https://www.expedia.ca/St-Augustine-Hotels-The-Collector-Inn.h16340802.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/1000000/50000/41500/41440/87c134e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/50000/41500/41440/6ca0284c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/50000/41500/41440/d0955cea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/50000/41500/41440/802a812c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Renaissance St. Augustine Historic Downtown Hotel [](https://www.expedia.ca/St-Augustine-Hotels-Renaissance-St-Augustine-Historic-Downtown-Hotel.h41440.Hotel-Information) Uptown 9.4/10 Exceptional (444 reviews) "We stayed 3 days and the hotel and staff were awesome !!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Louis CA $279 CA $311 total includes taxes & fees Feb 23 - Feb 24 [](https://www.expedia.ca/St-Augustine-Hotels-Renaissance-St-Augustine-Historic-Downtown-Hotel.h41440.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=2026-02-12&endDate=2026-02-13®ionId=553248635083907403&adults=2&sort=LUXURY&star=40,50&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 ![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 "Clean, breakfast delivered, nice pool, friendly, and location." [](https://expedia.ca/St-Augustine-Hotels-La-Fiesta-Ocean-Inn-And-Suites.h582279.Hotel-Information) ![Ocean Breeze Inn](https://images.trvl-media.com/lodging/1000000/900000/898100/898020/8a55c4b8_y.jpg) ### Ocean Breeze Inn 10/10 Excellent "Clean room. Nice staff. Price. " [](https://expedia.ca/St-Augustine-Hotels-Ocean-Breeze-Inn.h898020.Hotel-Information) ![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 "Location on beach was great. The breakfast had everything that you could want for breakfast " [](https://expedia.ca/St-Augustine-Hotels-Hampton-Inn-St-Augustine-Beach.h55129.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 "Staff was friendly, room was nice and bed was comfortable. " [](https://expedia.ca/St-Augustine-Hotels-Guy-Harvey-Resort-On-St-Augustine-Beach.h6477.Hotel-Information) ![Hilton Garden Inn St. Augustine Beach](https://images.trvl-media.com/lodging/1000000/290000/281600/281535/ff24d454_y.jpg) ### Hilton Garden Inn St. Augustine Beach 10/10 Excellent "We did not order breakfast. " [](https://expedia.ca/St-Augustine-Hotels-Hilton-Garden-Inn-St-Augustine-Beach.h281535.Hotel-Information) ![Quality Inn & Suites St Augustine Beach Area](https://images.trvl-media.com/lodging/1000000/20000/15100/15028/777252aa_y.jpg) ### Quality Inn & Suites St Augustine Beach Area 10/10 Excellent "Clean and spacious room" [](https://expedia.ca/St-Augustine-Hotels-Quality-Inn-Suites-St-Augustine-Beach-Area.h15028.Hotel-Information) ![Best Western Seaside Inn](https://images.trvl-media.com/lodging/1000000/30000/22100/22040/edba0e8c_y.jpg) ### Best Western Seaside Inn 10/10 Excellent "Staff REALLY makes you feel AT HOME" [](https://expedia.ca/St-Augustine-Hotels-Best-Western-St-Augustine-Beach-Inn.h22040.Hotel-Information) ![Regency Inn & Suites](https://images.trvl-media.com/lodging/1000000/580000/574400/574321/c4f69afc_y.jpg) ### Regency Inn & Suites 10/10 Excellent "The front desk was very friendly and the room looked great" [](https://expedia.ca/St-Augustine-Hotels-Regency-Inn-Suites.h574321.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 "Good" [](https://expedia.ca/St-Augustine-Hotels-Castillo-Real.h1189517.Hotel-Information) ## Explore a world of travel with Expedia - 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