Anastasia Island Vacations from ￥126,418

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The Latest Anastasia Island Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
Price was ￥253,763, price is now ￥126,418 per person
￥126,418
per person
Feb 27 - Mar 4
found 12 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Orlando (MCO)
8.2/10 Very Good! (5,145 reviews)
Property is completely surrounded by a gate. The breakfast is nothing like the pictures. The hotel is nothing like the pictures. They dont clean the rooms daily and only have one person working the front to handle check ins. I waited an hour in line to check in.

Reviewed on Jan 14, 2026

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
Price was ￥257,365, price is now ￥158,347 per person
￥158,347
per person
Mar 4 - Mar 9
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
8.8/10 Excellent! (1,085 reviews)
Room was great, very clean, gorgeous view, staff was really courteous. One of the best hotels we've ever stayed in.

Reviewed on Jan 14, 2026

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

3 out of 5
International Drive District
Price was ￥265,234, price is now ￥168,321 per person
￥168,321
per person
Mar 4 - Mar 10
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
7.8/10 Good! (188 reviews)
No complaints. All was extremely good

Reviewed on Jan 4, 2026

Encantada Resort Vacation Townhomes by IDILIQ

Encantada Resort Vacation Townhomes by IDILIQ

3 out of 5
Price was ￥205,458, price is now ￥142,547 per person
￥142,547
per person
Mar 4 - Mar 10
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
8.6/10 Excellent! (1,398 reviews)
Our stay was great, and especially Isis at the front desk was super friendly!

Reviewed on Jan 12, 2026

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

4 out of 5
Price was ￥653,962, price is now ￥456,236 per person
￥456,236
per person
Mar 27 - Apr 3
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
9.2/10 Wonderful! (1,001 reviews)
House could have been a bit cleaner otherwise we enjoyed our stay

Reviewed on Jan 11, 2026

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
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Butler Beach

1 out of top 10 points of interest in this area
4.5/5(44 area reviews)

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 St. Augustine Beach or Butler Beach.

Find hotels in Butler Beach

Find the Best Anastasia Island Vacation Packages

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 ￥19,822 per night from Jan 22 to Jan 23
￥19,822
￥22,101 total
Jan 22 - Jan 23
includes taxes & fees
8.6/10 Excellent! (2,863 reviews)
The room was spotless. The entire staff was kind and helpful.

Reviewed on Jan 9, 2026

Guy Harvey Resort on St Augustine Beach
Courtyard by Marriott St. Augustine Beach

Courtyard by Marriott St. Augustine Beach

3 out of 5
605 A1A Beach Boulevard St. Augustine FL
Fully refundableReserve now, pay when you stay
The price is ￥14,750 per night from Jan 25 to Jan 26
￥14,750
￥16,447 total
Jan 25 - Jan 26
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
We stayed on New Year’s Day and the hotel was extremely busy, with only one front desk associate, Chea, assisting guests. She truly did her best to accommodate everyone and remained helpful and professional despite how hectic it was. Our room was perfect for my family. It was comfortable and exactly ...

Reviewed on Jan 6, 2026

Courtyard by Marriott 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 ￥25,856 per night from Jan 26 to Jan 27
￥25,856
￥34,130 total
Jan 26 - Jan 27
includes taxes & fees
8.8/10 Excellent! (1,292 reviews)
Amazing hote and service

Reviewed on Jan 12, 2026

Embassy Suites By Hilton St Augustine Beach-Oceanfront Resort
See all 3,381 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 Beach showing landscape views, general coastal views and a beach

St. Augustine Beach

Nothing says vacation like spending a lazy day at St. Augustine Beach, a popular beach in St. Augustine. Experience the area's fascinating museums and great live music.

St. Augustine Beach
Anastasia State Park

Anastasia State Park

Camp in the forest and relax on spectacular beaches when you visit one of Florida’s most beautiful state parks.

Anastasia State Park
St. Augustine Lighthouse and Museum showing a lighthouse

St. Augustine Lighthouse & Maritime Museum

Enjoy spectacular views from the top of this lighthouse and learn about the history of the nation’s oldest port.

St. Augustine Lighthouse & Maritime Museum

What to do in Anastasia Island

Take a Scenic Boat Ride in St. Augustine

Take a Scenic Boat Ride in St. Augustine

￥4,420
per adult
92% of travellers recommend
Take a Scenic Boat Ride in St. Augustine
St Augustine: Nights of Lights Tour by Electric Cart

St Augustine: Nights of Lights Tour by Electric Cart

￥6,106
per adult
St Augustine: Nights of Lights Tour by Electric Cart
St. Augustine: Treasure Hunt Cruise with Onboard Show

St. Augustine: Treasure Hunt Cruise with Onboard Show

￥7,038
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 canceling 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 travelers 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 vacation 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 favorite and get ready for your next fun vacation!
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.

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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.