Title: Luxury Vacations in Anastasia Island 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 Luxury Vacations ## Book a Hotel + Flight or Car together to unlock savings - ## 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 Luxury holidays in Anastasia Island Price found within the past 48 hours. Click for updated prices. ![Quality Inn & Suites St Augustine Beach Area](https://images.trvl-media.com/lodging/1000000/20000/15100/15028/777252aa_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Quality Inn & Suites St Augustine Beach Area CA $761 per person Mar 8 - Mar 12 found 11 hours ago Roundtrip non-stop flight included Sudbury (YSB) to Orlando (MCO) 7/10 Good! (1,002 reviews) The room was very clean Reviewed on Jan 30, 2026 ![Castillo Real St. Augustine Beach,Tapestry Collection Hilton](https://images.trvl-media.com/lodging/2000000/1190000/1189600/1189517/e32cc7eb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Castillo Real St. Augustine Beach,Tapestry Collection Hilton CA $962 per person Mar 8 - Mar 12 found 11 hours ago Roundtrip non-stop flight included Sudbury (YSB) to Orlando (MCO) 9/10 Wonderful! (33 reviews) Room so clean and very elegantly furnished. Staff very polite annd helpful. Reviewed on Jan 10, 2026 ![Americas Best Value Inn Ocean Inn](https://images.trvl-media.com/lodging/1000000/30000/23300/23272/4954fc7b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Americas Best Value Inn Ocean Inn CA $811 per person Mar 8 - Mar 12 found 11 hours ago Roundtrip non-stop flight included Sudbury (YSB) to Orlando (MCO) 8.4/10 Very Good! (1,001 reviews) The room was fine. The staff was great. The breakfast is iffy at best. They need to have a pancake machine or french, toast, or something.Eating oatmeal or having a honey bun or muffin is not much of a breakfast Reviewed on Feb 1, 2026 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/2026-03-04/2026-03-11/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=DAB&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Plan the perfect luxury Anastasia Island vacation with Expedia #### What are some benefits when booking luxury Anastasia Island vacations? When you book a luxury Anastasia Island vacation, you get to enjoy some of the best amenities and special features available. Luxury vacation options often feature spa facilities right in your accommodation, along with room service and an on-site restaurant. The quality of the bedding and even the water pressure tends to be better, so it's the perfect solution for travellers looking to put their feet up and relax. #### How can I find all-inclusive luxury vacations in Anastasia Island? If you're looking for something luxurious in Anastasia Island, all you have to do is take advantage of our search filters. You can implement a filter to only show 5-star accommodations as well as some amenities you may be interested in, like spa facilities and hot tubs. When you opt for an all-inclusive package, you can enjoy luxury alongside a potential discount for booking your accommodation and flight together. #### Can I book a cheap luxury vacation? While luxury vacations tend to be on the more costly end of the spectrum, ranging from CA $761, there are a few methods you can try to lower the price as much as possible. When booking a flight and accommodation together, you can enjoy savings of up to 8\. After implementing filters for luxury features, you can also sort by price to list the cheapest luxury packages first. #### Are there luxury spa vacations? Yes, luxury spa vacations are available and quite popular in Anastasia Island. When you book one of these experiences, it's easier than ever to relax, unwind and recharge in between excursions. Either way, you can easily find spa vacations by implementing the spa filter in your search. #### What should I look for in a luxury family vacation in Anastasia Island? When booking something for the whole family, it's important to consider exactly what kind of experience your family will want.Luxury packages make it easy to keep everyone happy with creature comforts. Kids especially enjoy features like pools, a delicious breakfast and plenty of space. Suites tend to offer your family members a bit more privacy and comfort compared to simple rooms throughout Anastasia Island. #### Can I book last-minute luxury vacations? Yes, last-minute bookings are often available in Anastasia Island. All you have to do is enter your travel dates to see what's available. Sometimes, you'll even find additional discounts for booking last-minute, as accommodations are desperate to fill their last remaining spaces. #### What can help me find the best luxury vacation deals in Anastasia Island? You can use a few strategies to find the best deals on luxury vacation packages. Consider travelling during the off-season to take advantage of the typically lower overall prices. Additionally, staying in the less popular parts of Anastasia Island or travelling to more obscure destinations altogether can often lead to lower prices. #### Can I book a luxury vacation that is fully refundable? Yes, fully refundable reservations are sometimes available on luxury vacation packages in Anastasia Island. You can implement a filter for it specifically or check out the policy section on any one of your search results. It should clearly state what's necessary to qualify for a fully refundable booking. #### Why should I book my luxury vacation with Expedia? When you book with Expedia, you can enjoy a one-stop shop for all your travel planning needs. We offer accommodations as well as flights, and you may even be able to enjoy discounts by booking them together. Of course, Expedia Rewards members will find even more discounts and earn points that can be put toward discounts on future bookings. ## Luxury 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. ... 8/10 Very Good! (1,062 reviews) Clean and quiet. Friendly staff. Reviewed on Jan 31, 2026 [](https://expedia.ca/St-Augustine-Hotels-Ocean-Breeze-Inn.h898020.Hotel-Information) ![Quality Inn & Suites St Augustine Beach Area](https://images.trvl-media.com/lodging/1000000/20000/15100/15028/777252aa_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Quality Inn & Suites St Augustine Beach Area 901 A1A Beach Blvd St. Augustine FL - 9 min walk from St. Augustine Beach Book a stay at this business-friendly hotel in St. Augustine. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ... 7/10 Good! (1,003 reviews) The staff was great only 1 situation the floor in room when walking on it barefoot my feet were black underneath stepping in the shower but other than that it was good Reviewed on Feb 1, 2026 [](https://expedia.ca/St-Augustine-Hotels-Quality-Inn-Suites-St-Augustine-Beach-Area.h15028.Hotel-Information) ![Castillo Real St. Augustine Beach,Tapestry Collection Hilton](https://images.trvl-media.com/lodging/2000000/1190000/1189600/1189517/e32cc7eb_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Castillo Real St. Augustine Beach,Tapestry Collection Hilton 530 A1a Beach Blvd St. Augustine FL - 4 min drive from St. Augustine Beach Stay at this hotel in St. Augustine. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Our guests praise the pool and the restaurant in our reviews. ... 9/10 Wonderful! (50 reviews) Good Reviewed on Jan 14, 2026 [](https://expedia.ca/St-Augustine-Hotels-Castillo-Real.h1189517.Hotel-Information) [See all 3,474 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) ### Top Luxury Vacation Destinations > - [Luxury vacations in India ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/80/India) > - [Luxury vacations in France ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/59/France) > - [Luxury vacations in Switzerland ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/174/Switzerland) > - [Luxury vacations in Canada ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/31/Canada) > - [Luxury vacations in Jamaica ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/88/Jamaica) > - [Luxury vacations in Italy ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/86/Italy) > - [Luxury vacations in New Zealand ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/133/New-Zealand) > - [Luxury vacations in the Maldives ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/109/Maldives) > - [Luxury vacations in Costa Rica ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/42/Costa-Rica) > - [Luxury vacations in Florida Keys ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/6023765/Florida-Keys) > - [Luxury vacations in Mexico ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/117/Mexico) > - [Luxury vacations in the Caribbean ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/6022969/Caribbean) > - [Luxury vacations in Zanzibar ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/4186/Zanzibar) > - [Luxury vacations in Cancun ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/179995/Cancun) > - [Luxury vacations in Kerala ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/602187/Kerala) > - [Luxury vacations in Australia ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/10/Australia) > - [Luxury vacations in Puglia ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/6048562/Puglia) > - [Luxury vacations in Cuba ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/44/Cuba) > - [Luxury vacations in Cyprus ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/45/Cyprus) ## 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