Anastasia Island Vacation Packages

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Top Anastasia Island Vacation Deals

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

Westgate Towers Resort

3.5 out of 5
per person
Oct 11 - Oct 18
found 23 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
8.6/10 Excellent! (1,003 reviews)
Great customer service.

Reviewed on Jul. 31, 2025

ette hotel

ette hotel

5 out of 5
per person
Oct 10 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Orlando (MCO)
9.8/10 Exceptional! (313 reviews)
Fantastic hotel. Beautiful room, great food, exceptional staff and the smell was phenomenal

Reviewed on Jul. 27, 2025

Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
per person
Oct 11 - Oct 18
found 23 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
7.8/10 Good! (1,649 reviews)
I liked everything about the property; however I did not get a balcony as it stated in my confirmation email and upon booking. I also did not like that the times available for the waterpark did not meet me needs at all, and it was closed as well as the pool whenever i wanted to go. I had a relative that stayed at the Westgate in Orlando, and their pool was open until 11pm and I enjoyed her balcony as I did not get one.

Reviewed on Jul. 22, 2025

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
per person
Sep 6 - Sep 10
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Orlando (MCO)
8.6/10 Excellent! (1,006 reviews)
I arrived with my family at Westgate and the check in process was easy. Staff helpful and friendly. The room was comfortable and clean. Loved the place. Very near the Universal parks. Will stay again.

Reviewed on Jul. 31, 2025

Vintage At Horizon West Apartments By Barsala

Vintage At Horizon West Apartments By Barsala

4 out of 5
per person
Aug 31 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Orlando (MCO)
7.6/10 Good! (4 reviews)
Enjoyed the stay. It was quiet and clean

Reviewed on May 11, 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

5/5(1 area review)

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

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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 CA $198 per night from Aug 10 to Aug 11
CA $198
CA $221 total
Aug 10 - Aug 11
includes taxes & fees
8.6/10 Excellent! (2,610 reviews)
"This is an experience staying at Guy Harvey Resort from his paintings everywhere, to the pool and live music at night, and the walk straight into the beach. The hotel is getting a little old and has it's bumps and bruises but you can see the staff cleaning pools and decks in the early morning hours, ..."

Reviewed on Jul. 30, 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 CA $140 per night from Aug 10 to Aug 11
CA $140
CA $156 total
Aug 10 - Aug 11
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
"Hotel was nice but mattress was not too comfortable and pillows were too thin . Kick out Starbucks and get free breakfast bar."

Reviewed on Jul. 30, 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 CA $234 per night from Aug 18 to Aug 19
CA $234
CA $295 total
Aug 18 - Aug 19
includes taxes & fees
8.8/10 Excellent! (1,179 reviews)
"Breakfast was excellent, staff were real friendly, helped when there were some issues in the room such as ac acting up"

Reviewed on Jul. 31, 2025

Embassy Suites By Hilton St Augustine Beach-Oceanfront Resort
See all 3,361 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.
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Discover the most popular places to visit in Anastasia Island

St. Augustine Beach

St. Augustine Beach

4.5/5(46 reviews)

Why not spend a carefree afternoon at St. Augustine Beach during your travels 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(5 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 featuring a lighthouse

St. Augustine Lighthouse & Maritime Museum

4.5/5(11 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

Self-Guided Driving Bundle of Florida Tours

Florida's Must-See Sights: Self-Guided Driving Audio Tour Bundle

CA $55
per traveller
100% of travellers recommend
Florida's Must-See Sights: Self-Guided Driving Audio Tour Bundle
St. Augustine: Treasure Hunt Cruise with Onboard Show

St. Augustine: Treasure Hunt Cruise with Onboard Show

CA $46
per adult
84% of travellers recommend
St. Augustine: Treasure Hunt Cruise with Onboard Show
Sunset Cruise of St. Augustine

Sunset Cruise of St. Augustine

CA $63
per adult
100% of travellers recommend
Sunset Cruise of 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 CA $679, 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.