Title: Cheap Vacations in Anastasia Island 2025/2026 | Expedia.ca ![](https://images.trvl-media.com/place/6068741/a85942d5-34fb-464d-a5f1-43fcd53bc31c.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Anastasia Island Cheap Vacations ## Book a Hotel + Flight or Car together to unlock savings Stay added Flight added Car - Economy - Premium economy - Business class - First class Leaving from Going to Dates Travellers ## Room 1 Adults ChildrenAges 2 to 17 InfantsYounger than 2 I only need accommodation for part of my trip - ## Plan, book, travel with confidence ### Better together Save up to CA $1,096 when you book a flight and hotel together\* ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package ### Rest easy Plan, book, and manage your trip all in one place ## 4 Night Cheap holidays in Anastasia Island Price found within the past 48 hours. Click for updated prices. ![Holiday Inn Express St. Augustine Dtwn - Historic by IHG](https://images.trvl-media.com/lodging/1000000/490000/484600/484510/133e5f29_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Holiday Inn Express St. Augustine Dtwn - Historic by IHG Davis Shores CA $1,195 per person Dec 25 - Dec 29 found 1 day ago Roundtrip non-stop flight included Calgary (YYC) to Orlando (MCO) 8/10 Very Good! (1,006 reviews) Very quaint little property. Quiet, but close to beach and downtown St. Augustine. Would stay again. Newer property, but bathroom and shower very slippery. Breakfast was hit and miss. Reviewed on Oct 21, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-25/2025-12-29/?FromAirport=YYC&Destination=MCO&NumRoom=1&NumAdult=2&NumChild=0&hotelId=484510&paandie=true&dealMarker=VQOyAN7p_xUUaMfVEk5jc28iJ9AH79RmiqPInU7JEiCSm4wf9TSAKPyrqOXS7OyU) ![Guy Harvey Resort on St Augustine Beach](https://images.trvl-media.com/lodging/1000000/10000/6500/6477/ae448125_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Guy Harvey Resort on St Augustine Beach CA $1,267 per person Dec 25 - Dec 29 found 1 day ago Roundtrip non-stop flight included Calgary (YYC) to Orlando (MCO) 8.8/10 Excellent! (2,722 reviews) The room had everything we needed . Fridge , microwave and Keurig . Bathroom tub area was dated but everything is kept clean. Staff is wonderful . Great pool area, beach and laundry room . Reviewed on Oct 22, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-25/2025-12-29/?FromAirport=YYC&Destination=MCO&NumRoom=1&NumAdult=2&NumChild=0&hotelId=6477&paandie=true&dealMarker=zsdb7AqbqTyQd7e-XzjFS0grFyLjFDD2ZI6SE-kJ8nkSTETQ_ydcmLtWgGScmFYc) ![Hilton Garden Inn St. Augustine Beach](https://images.trvl-media.com/lodging/1000000/290000/281600/281535/ff24d454_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Garden Inn St. Augustine Beach CA $1,249 per person Dec 25 - Dec 29 found 1 day ago Roundtrip non-stop flight included Calgary (YYC) to Orlando (MCO) 8/10 Very Good! (1,011 reviews) Good place to stay. The only downside is the daily parking fee. Reviewed on Oct 12, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-25/2025-12-29/?FromAirport=YYC&Destination=MCO&NumRoom=1&NumAdult=2&NumChild=0&hotelId=281535&paandie=true&dealMarker=zsdb7AqbqTyQd7e-XzjFS0grFyLjFDD2ZI6SE-kJ8nkdhi8doP27mvNDrSn33HOT) Don't see what you're looking for? See all available trips from Columbus to Anastasia Island [View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-11-22/2025-11-29/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=DAB&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Cheap Hotels in Anastasia Island ![Ocean Breeze Inn](https://images.trvl-media.com/lodging/1000000/900000/898100/898020/8a55c4b8_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Ocean Breeze Inn 311 A1A Beach Boulevard, St. Augustine, FL - 5 min drive from St. Augustine Beach Stay at this motel in St. Augustine. Enjoy free WiFi, free parking, and 3 beach bars. Our guests praise the helpful staff and the clean rooms in our reviews. ... 7.8/10 Good! (1,055 reviews) It was a good value for the money. Clean comfortable rooms. Area around hotel was safe and clean Reviewed on Oct 11, 2025 [](https://expedia.ca/St-Augustine-Hotels-Ocean-Breeze-Inn.h898020.Hotel-Information) ![Budget Inn St. Augustine](https://images.trvl-media.com/lodging/12000000/11110000/11108600/11108503/819aedd2_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Budget Inn St. Augustine 12 Anastasia Blvd, St. Augustine, FL - 11 min drive from St. Augustine Beach Stay at this motel in St. Augustine. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our ... 8.8/10 Excellent! (1,001 reviews) Clean, friendly and quiet. Reviewed on Oct 13, 2025 [](https://expedia.ca/St-Augustine-Hotels-Budget-Inn-St-Augustine.h11108503.Hotel-Information) ![Historic Inn](https://images.trvl-media.com/lodging/84000000/83880000/83872500/83872463/cac0e7cd_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Historic Inn 107 Anastasia Blvd, St. Augustine, FL - 11 min drive from St. Augustine Beach Stay at this hotel in St. Augustine. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. ... 9.2/10 Wonderful! (821 reviews) Lovely hotel. Enjoyed our stay. Reviewed on Aug 9, 2025 [](https://expedia.ca/St-Augustine-Hotels-Historic-Inn.h83872463.Hotel-Information) [See all 3,397 properties in Anastasia Island](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=553248635083907403) 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. ## More vacations you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ## More Vacations Ideas [Flights to Anastasia Island](https://expedia.ca/Cheap-Flights-To-Anastasia-Island.d553248635083907403.Travel-Guide-Flights)[Anastasia Island Hotels](https://expedia.ca/Anastasia-Island-Hotels.d553248635083907403.Travel-Guide-Hotels)[Anastasia Island Vacation Rentals](https://expedia.ca/Anastasia-Island-Vacation-Rentals.d553248635083907403.Travel-Guide-VacationRentals)[Anastasia Island Car Rentals](https://expedia.ca/Car-Rentals-In-Anastasia-Island.d553248635083907403.Car-Rental-Guide)[Anastasia Island Vacations](https://expedia.ca/Anastasia-Island.d553248635083907403.Destination-Travel-Guides)[Things to do in Anastasia Island](https://expedia.ca/Things-To-Do-In-Anastasia-Island.d553248635083907403.Travel-Guide-Activities) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)