Anastasia Island Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to NZ$616 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

The Annual Holiday Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Book now

Our guide on where to stay in Anastasia Island

Find the best Anastasia Island areas and neighborhoods for the activities you enjoy most. Learn more about Anastasia Island
Sand dune at Butler Beach, St Augustine

Butler Beach

Butler Beach is popular for its beaches, and if you're looking for more to see and do, you might think about a trip to Butler Beach or St. Augustine Beach.

Find hotels in Butler Beach

Anastasia Island Holiday

Our pick of the best Anastasia Island Hotel Deals

Guy Harvey Resort on St Augustine Beach

Guy Harvey Resort on St Augustine Beach

3 out of 5
860 A1A Beach Blvd St. Augustine FL
Fully refundableReserve now, pay when you stay
The price is NZ$268 per night from 3 Mar to 4 Mar
NZ$268
3 Mar - 4 Mar
includes taxes & fees
8.8/10 Excellent! (2,943 reviews)
Room was spacious and clean. Staff was very friendly! Santiago’s had great atmosphere! Love the pool and bar area and just steps to the beach. Loved that they set up umbrella and chairs on the beach for us to rent. We really enjoyed our stay and look forward to returning!

Reviewed on 23 Feb 2026

Guy Harvey Resort on St Augustine Beach
Embassy Suites By Hilton St Augustine Beach-Oceanfront Resort

Embassy Suites By Hilton St Augustine Beach-Oceanfront Resort

3.5 out of 5
300 A1A Beach Blvd St. Augustine FL
Fully refundableReserve now, pay when you stay
The price is NZ$361 per night from 3 Mar to 4 Mar
NZ$361
3 Mar - 4 Mar
includes taxes & fees
8.8/10 Excellent! (1,307 reviews)
Room was small, despite getting a suite. It was clean and the amenities also were well cared for.

Reviewed on 24 Feb 2026

Embassy Suites By Hilton St Augustine Beach-Oceanfront Resort
Best Western Seaside Inn

Best Western Seaside Inn

2.5 out of 5
541 A1A Beach Boulevard St. Augustine FL
Fully refundableReserve now, pay when you stay
The price is NZ$223 per night from 26 Feb to 27 Feb
NZ$223
26 Feb - 27 Feb
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
The room was clean and comfortable. Staff were very pleasant.

Reviewed on 24 Feb 2026

Best Western Seaside Inn
See all 3,494 properties in Anastasia Island
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.

Discover the most popular places to visit in Anastasia Island

St. Augustine Alligator Farm Zoological Park featuring dangerous animals and zoo animals

St. Augustine Alligator Farm Zoological Park

Feed and pet an alligator, hold a snake and meet a range of colorful and unusual reptiles and birds at one of Florida’s longest-running attractions.

St. Augustine Alligator Farm Zoological Park

Anastasia Island Mini-Golf

You can enjoy the entertainment at Anastasia Island Mini-Golf during your travels to St. Augustine. Stroll along the beautiful beaches in this romantic area or visit its top-notch restaurants.

Anastasia Island Mini-Golf

What to do in Anastasia Island

Take a Scenic Boat Ride in St. Augustine

Take a Scenic Boat Ride in St. Augustine

NZ$51
per adult
92% of travellers recommend
Take a Scenic Boat Ride in St. Augustine
St. Augustine Live Music Cruise with Drinks and Sunset Option

St. Augustine Live Music Cruise with Drinks and Sunset Option

NZ$115
per adult
78% of travellers recommend
St. Augustine Live Music Cruise with Drinks and Sunset Option
St. Augustine: Treasure Hunt Cruise with Onboard Show

St. Augustine: Treasure Hunt Cruise with Onboard Show

NZ$64
per adult
88% of travellers recommend
St. Augustine: Treasure Hunt Cruise with Onboard Show
See all activities in Anastasia Island

Frequently asked questions

Can I cancel my flight booking to Anastasia Island due to COVID-19?
In these difficult times, many carriers are offering more flexibility. Go to our Customer Service Portal to find important information about cancelling or changing your Anastasia Island flight due to COVID-19.
What's the best way to find cheap flights to Anastasia Island that have flexible change policies?
At Expedia, we've been channeling our inner gymnast to bring you the most flexible airfares on the market. Just click on "No change fee" directly below the "Flexible change policies" heading to find your dream flight to Anastasia Island.
What are some of the general tips for travellers to Anastasia Island during the COVID-19 outbreak?
The COVID-19 pandemic may have changed the way we travel, but it hasn't done away with our desire to explore. Here are a few tips on how to navigate travel's new challenges:
  • Before booking anything, check if any travel restrictions apply — in both your origin and destination. Get up-to-date information by reviewing government and airport websites.
  • Keep your face mask on during airport screening. A TSA officer will ask you to temporarily lower your mask for ID purposes.
  • You're no longer required to hand your boarding pass (electronic or paper) directly to a TSA officer. Rather, position your pass on the scanner and then hold it up for inspection.
  • One container of liquid hand sanitizer is now allowed in your carry-on luggage. It must not be larger than 12 oz (350 ml), and you'll have to remove it from your bag at the X-ray machine for scanning.
  • Put any personal items (e.g, keys, phone and wallet) in your carry-on rather than a bin to minimize handling during the screening process.
  • If you want to take food through security screening, put it in a clear plastic bag and then into a scanning bin. This lessens the likelihood that a TSA agent will need to touch your food container or carry-on bag for closer inspection.

Which airlines fly to Anastasia Island?
Delta operates flights into or near Anastasia Island, including 1472 that travel to Orlando Intl. Airport (MCO) each month. Decide on your holiday dates and then book your fare early for the biggest bargain.
How can I find cheap tickets to Anastasia Island?
In the last seven days, was the lowest price for a flight to Anastasia Island. For an even better fare, book well in advance and be flexible with your travel dates. Search for your trip to Anastasia Island, then compare prices for nearby days by clicking on our "flexible dates" link.
How much is a flight to Anastasia Island?
If you were flying one way from (), you could've scored a bargain seat for in the last seven days. Round-trip flights to Anastasia Island ranged from only to during this same period.
What are the most popular airports to fly into in Anastasia Island?
The number one gateway to Anastasia Island, around 13460 flights land at Orlando Intl. Airport (MCO) every month. Find a top deal, book your fare and prepare to explore this amazing region.
When is the cheapest time to fly to Anastasia Island?
Fly out on a Tuesday to boost your chances of picking up the cheapest fare to Anastasia Island. Mondays are usually the next most affordable day to depart. Saturday is normally the most expensive day to fly anywhere.
How much is a plane ticket to Anastasia Island?
In the last seven days, airfares varied between and . Take a look at our sensational deals to Anastasia Island, pick your favourite and get ready for your next fun holiday!
Which airlines with flights to Anastasia Island employ COVID-19 cleanliness policies?
Social distancing is only one small part of new aviation strategies to lessen the spread of COVID-19. From check-in to arrival, these carriers will bring you to Anastasia Island with comfort and confidence:
  • Southwest Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Spirit Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.