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

CA $575
per person
Oct 13 - Oct 19
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Orlando (MCO)
8.6/10 Excellent! (1,006 reviews)
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

CA $608
per person
Sep 24 - Sep 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
8.4/10 Very good! (5,255 reviews)
Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

International Drive District
CA $848
per person
Sep 9 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Orlando (MCO)
9/10 Wonderful! (1,299 reviews)
Very nice hotel and location was great. The staff was very helpful.

Reviewed on Aug 4, 2026

Westgate Cocoa Beach Resort

Westgate Cocoa Beach Resort

CA $1,162
per person
Oct 13 - Oct 17
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Orlando (MCO)
8.6/10 Excellent! (556 reviews)
It is a time share property not a resort. It has very little amenities and does not offer day to day room cleaning. We had to take our own trash out order fresh towels and go to store to buy shower items. None of this was listed in the details. The place is old and tired, it needs a fresh coat of everything. Kids are un supervised in the pool area and you cannot relax. If you are hoping for a refreshing time this is not the place it’s very expensive and not worth the money. The beach walk is very hard to find. The map they offer does not depict the most accurate information. There is no room service and the “restaurant” on property is very limited Not worth the money at all

Reviewed on Jul 31, 2026

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

International Drive District
CA $946
per person
Oct 12 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
7.8/10 Good! (561 reviews)

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
A sunset over the ocean with birds flying.

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 St. Augustine Beach or Butler Beach.

A cityscape with a prominent historic building, a waterfront promenade, and a bridge connecting two areas.

Davis Shores

If you're spending some time in Davis Shores, Anastasia Island Mini-Golf and Mellow Mushroom are top sights worth seeing.

A sunset over a coastal landscape with a wooden pier extending into the water.

Coquina Gables

While Coquina Gables might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like St. Augustine Beach and Fiesta Falls Mini-Golf.

A scenic overlook with a view of a coastal area, including a marina and lush greenery.

Lighthouse Park

1 out of top 10 points of interest in this area

If you're spending some time in Lighthouse Park, St. Augustine Lighthouse & Maritime Museum and Anastasia State Park are top sights worth seeing.

An aerial view of a coastal landscape with a river meandering through a marshy area with dense vegetation.

Marsh Creek

While Marsh Creek might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Anastasia State Park and Saint Augustine Amphitheatre.

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Anastasia Island Hotel Deals

Guy Harvey Resort on St Augustine Beach

Guy Harvey Resort on St Augustine Beach

860 A1A Beach Blvd St. Augustine FL
Fully refundableReserve now, pay when you stay
CA $188
CA $210 total
Aug 13 - Aug 14
includes taxes & fees
8.8/10 Excellent! (3,260 reviews)
"For a beach style hotel this place was great. Staff was friendly, restaurant and bars were over the top good. Prising was good. Rooms were clean and had a great view."

Reviewed on Aug 6, 2026

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

Courtyard by Marriott St. Augustine Beach

605 A1A Beach Boulevard St. Augustine FL
Fully refundableReserve now, pay when you stay
CA $137
CA $153 total
Aug 23 - Aug 24
includes taxes & fees
Courtyard by Marriott St. Augustine Beach
Embassy Suites By Hilton St Augustine Beach-Oceanfront Resort

Embassy Suites By Hilton St Augustine Beach-Oceanfront Resort

300 A1A Beach Blvd St. Augustine FL
Fully refundableReserve now, pay when you stay
CA $255
CA $331 total
Sep 2 - Sep 3
includes taxes & fees
9/10 Wonderful! (1,366 reviews)
"Very clean"

Reviewed on Aug 3, 2026

Embassy Suites By Hilton St Augustine Beach-Oceanfront Resort
See all 3,457 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.

Stay near popular Anastasia Island attractions

A beach with waves, people, and buildings in the background.

St. Augustine Beach

9.2/10 (9,364 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.
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A sandy beach with a paved walkway and the ocean in the background.

Anastasia State Park

9.0/10 (2,701 reviews)
Camp in the forest and relax on spectacular beaches when you visit one of Florida’s most beautiful state parks.
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Three alligators resting on sandy ground.

St. Augustine Alligator Farm Zoological Park

8.8/10 (1,461 reviews)
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.
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A lighthouse with a red roof and a spiral design.

St. Augustine Lighthouse & Maritime Museum

9.2/10 (3,377 reviews)
Enjoy spectacular views from the top of this lighthouse and learn about the history of the nation’s oldest port.
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A beach with a calm sea, a clear sky, and a single bird on the sand.
Photo by Carmen Bustin-Dinning

Butler Beach

Why not spend a lazy afternoon at Butler Beach during your trip to St. Augustine? Experience the area's fascinating museums and great live music.
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A pier extending into the ocean with a 'No-Dogs Allowed' sign.

St. Johns County Ocean Pier

8.8/10 (92 reviews)
After visiting St. Johns County Ocean Pier, make a plan to see the other sights and activities in St. Augustine Beach. Stroll along the seaside in this romantic area, or check out its top-notch restaurants.
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Matanzas Inlet

Commune with nature and explore the great outdoors at Matanzas Inlet during your travels in St. Augustine. Experience the area's great live music and fascinating museums.
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Saint Augustine Amphitheatre

You can make plans for a show at Saint Augustine Amphitheatre during your trip to St. Augustine. Experience the area's great live music and fascinating museums.
See properties

What to do in Anastasia Island

Yoda and R2-D2 from Star Wars at Potter's Wax Museum in St. Augustine

Potter's Wax Museum

CA $25
per adult
96% of travellers recommend
Potter's Wax Museum
St.Augustine: Torture Museum, Ghost Hunt, & Tiny Art Tickets

St.Augustine: Torture Museum, Ghost Hunt, & Tiny Art Tickets

CA $35
per adult
St.Augustine: Torture Museum, Ghost Hunt, & Tiny Art Tickets
St. Augustine: Dolphin and Wildlife Historical Boat Tour

St. Augustine: Dolphin and Wildlife Historical Boat Tour

CA $48
per adult
100% of travellers recommend
St. Augustine: Dolphin and Wildlife Historical Boat Tour
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 $575, 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.

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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.