Anastasia Island Luxury Holidays

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All you need to know about luxury holidays in Anastasia Island

What can I expect from a luxury Anastasia Island holiday?

Luxury on holiday is all about relaxing and feeling good. Whether you choose a sumptuous spa, Michelin-starred restaurant or super-king bed is your call. Use our amenities filters to find the things that tick all your boxes.

How can I find all-inclusive luxury holidays in Anastasia Island?

Tick the all-inclusive and 5-star filters to find the crème de la crème of Anastasia Island holidays. With everything included in the package price, you can drink and dine to your heart’s content, without worrying about that bill at the end.

Can I book a cheap luxury holiday to Anastasia Island?

A luxury holiday doesn’t have to break the bank. Travel out of peak season, choose a hotel or resort a little way out or go for a last-minute getaway and you’ll find some cracking deals. Sort by price to find luxury holidays to Anastasia Island starting at . Prices and availability are subject to change. Additional terms may apply.

Are there luxury spa holidays in Anastasia Island?

For sunset massages on the shoreline and view-filled saunas, use our spa filter to find your ideal Anastasia Island spa hotel. Book a whole weekend soaking away your stresses, or hop into the spa after the beach, some golf or a local advent-ahhhh.

What should I look for when booking a luxury family holiday in Anastasia Island?

Luxury isn’t just for adults. Those little touches designed for little people make a family holiday genuinely stress free … which is the greatest luxury of all. Look for spacious suites, pools toddlers can splash in, and breakfast buffets with waffles, pancakes and Nutella galore.

Can I book luxury last-minute holidays to Anastasia Island?

You can wangle a top-notch luxury holiday in Anastasia Island for a fraction of the normal price by booking last minute. Just enter your dates and see what’s available – if you’re flexible ... even better!

Can I book a luxury holiday in Anastasia Island with free cancellation and/or flexible dates?

If you’re splashing out on a luxury holiday, make sure your money is safe by booking with free cancellation. Just use the fully refundable filter and make sure you read all the terms and conditions.

Why should I book my luxury travel to Anastasia Island with Expedia?

Nobody does luxury quite like Expedia. With so many gorgeous properties in Anastasia Island to choose from, as well as access to first-class flight deals and hire cars with horsepower, there’s no better place to book.

Top Luxury Anastasia Island Hotels

Ocean Breeze Inn

Ocean Breeze Inn

2 out of 5
311 A1A Beach Boulevard, St. Augustine, FL
  • 5 min drive from St. Augustine Beach
Stay at this motel in St. Augustine. Enjoy free Wi-Fi, free parking and 3 beach bars. Our guests praise the helpful staff and the clean rooms in their reviews. ...
7.8/10 Good! (1,023 reviews)
"Great place to stay close to restaurants and the beach"

Reviewed on 31 Jul 2025

Ocean Breeze Inn
Quality Inn & Suites St Augustine Beach Area

Quality Inn & Suites St Augustine Beach Area

2.5 out of 5
901 A1A Beach Blvd, St. Augustine, FL
  • 9 min walk from St. Augustine Beach
Stay at this business-friendly hotel in St. Augustine. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms ...
7/10 Good! (1,002 reviews)
"It was a decent stay!"

Reviewed on 31 Jul 2025

Quality Inn & Suites St Augustine Beach Area
Castillo Real Resort Hotel

Castillo Real Resort Hotel

3 out of 5
530 A1a Beach Blvd, St. Augustine, FL
  • 4 min drive from St. Augustine Beach
Stay at this 3-star hotel in St. Augustine. Enjoy free Wi-Fi, valet parking (surcharge) and a 24-hour front desk. Our guests praise the pool and the restaurant ...
8.8/10 Excellent! (16 reviews)
"Very nice hotel very nice staff."

Reviewed on 3 Aug 2025

Castillo Real Resort Hotel
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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.