Anastasia Island Vacations from ￥177,209

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The Latest Anastasia Island Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
per person
Oct 14 - Oct 21
found 13 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
8/10 Very Good! (1,303 reviews)
Great atmosphere for family

Reviewed on Aug 5, 2025

ette hotel

ette hotel

5 out of 5
per person
Oct 14 - Oct 21
found 13 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
9.8/10 Exceptional! (323 reviews)
Everything was great other than the pool closing at 8 pm. The lighting in the room was a bit dim and the magnifying lit mirror in bathroom was not usable. It was activated by motion, but the sensor does not face you. Other than that, it was really good

Reviewed on Aug 1, 2025

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

4 out of 5
Save 100% on your flight
per person
Oct 14 - Oct 21
found 13 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
9/10 Wonderful! (1,010 reviews)
Early check in? Forget about it, go with Rentyl they got me in by 12 PM ( twice ) also checkout is at 10 PM. Not worth it through VSTAYS in my opinion. Rentyl got me in early twice in two weeks. Is it a good home yes. But man did the front desk suck.

Reviewed on Jul 29, 2025

Evermore Orlando Resort

Evermore Orlando Resort

4 out of 5
Save 100% on your flight
per person
Oct 14 - Oct 21
found 14 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
9.4/10 Exceptional! (380 reviews)
This was the best state side resort we have ever stayed at. From the food to the customer service and the amenities, everything was amazing!

Reviewed on Aug 4, 2025

Reunion Resort & Golf Club

Reunion Resort & Golf Club

5 out of 5
Reunion
per person
Oct 14 - Oct 21
found 13 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
8.8/10 Excellent! (1,360 reviews)
This place is perfect for a nice relaxing weekend with the family. We loved it.

Reviewed on Aug 5, 2025

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

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 ￥19,742 per night from Aug 19 to Aug 20
￥19,742
￥22,013 total
Aug 19 - Aug 20
includes taxes & fees
8.6/10 Excellent! (2,607 reviews)
"Great place. Nice staff"

Reviewed on Aug 4, 2025

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 ￥15,753 per night from Aug 17 to Aug 18
￥15,753
￥17,564 total
Aug 17 - Aug 18
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
"Rooms need updating and couch needs cleaning"

Reviewed on Aug 5, 2025

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 ￥24,902 per night from Aug 19 to Aug 20
￥24,902
￥31,377 total
Aug 19 - Aug 20
includes taxes & fees
8.8/10 Excellent! (1,181 reviews)
"The room was excellent and facilities and breakfast were all good, The valet parking could be more organized or have fee parking."

Reviewed on Aug 3, 2025

Embassy Suites By Hilton St Augustine Beach-Oceanfront Resort
See all 3,350 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

4.5/5(1,934 reviews)

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

4.5/5(473 reviews)

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

4.5/5(859 reviews)

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

St. Augustine: Treasure Hunt Cruise with Onboard Show

St. Augustine: Treasure Hunt Cruise with Onboard Show

￥4,979
per adult
84% of travellers recommend
St. Augustine: Treasure Hunt Cruise with Onboard Show
Sunset Cruise of St. Augustine

Sunset Cruise of St. Augustine

￥6,794
per adult
100% of travellers recommend
Sunset Cruise of St. Augustine
Take a Scenic Boat Ride in St. Augustine

Take a Scenic Boat Ride in St. Augustine

￥3,853
per adult
86% of travellers recommend
Take a Scenic Boat Ride in St. Augustine
See all activities in Anastasia Island

Frequently asked questions

How much does an Anastasia Island vacation package cost?
Maybe less than you might think — from a low ￥177,209, actually! By combining flights, hotels and car rentals into a custom-built vacation package, your Anastasia Island escape is just clicks away.
How do I get a cheap travel package to Anastasia Island?
Book everything in the one place with our Anastasia Island vacation packages. You'll find deals on flights, hotels, tours and more that'll keep your wallet happy and your adventurous spirit busy. And, with more than 550 partner airlines and 1,000,000 properties around the world to pick from, there are endless opportunities to mix and match.
How far in advance should I book my Anastasia Island vacation?
Savvy travelers often book as early as possible. You can generally compare international fares on Expedia up to a year before your intended flight. If you're booking last minute, don't worry. Discounted prices sometimes become available in the last weeks before departure dates.
What does an Expedia Anastasia Island travel package include?
With Expedia, you can choose a combination of hotels, flights and car rentals to create your ideal Anastasia Island package. Once you've made your booking, you can add on all the fun stuff like tours and activities. Don't forget, the more you bundle, the bigger the savings!
What should I know before booking an Anastasia Island travel package?
So many places to travel to, so many things to see. With a package, you'll be able to afford more of them. Bundle your flights, rental cars and hotels and make big savings.
Can I choose my airline with an Anastasia Island Expedia vacation package?
Yes — that's the beauty of an Expedia package. You get to choose. We have access to more than 550 partner airlines globally, so you have loads of choice when putting together your Anastasia Island escape.
If I'm not able to travel, can I cancel my Anastasia Island vacation package?
Yes, you can cancel your Anastasia Island booking if your travel plans have been upended. Whether you'll incur a fee or not depends on your hotel, airline or car rental company. You may be able to change or cancel for free if you booked in the last 24 hours. Head to our Customer Service Portal to learn more.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.