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 Lakes Resort & Spa Universal Studios Area
CA $793
per person
Nov 7 - Nov 14
found 23 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
8.4/10 Very good! (7,020 reviews)
I liked that the property was very clean but what I didnt like was that you had to pay an extra fee for the water park. I only chose this place because they lead with the water park picture. I thought it was included in the hotel but it was not. Our room was very old and outdated. We tried to pull open the drawer but it would not close after I opened it. The latch came off after we tried to open another drawer. You had to be a member to enjoy the perks.
Reviewed on Sep 21, 2026
Margaritaville Cottages Orlando by Vstays with H2O Waterpark
CA $1,581
per person
Oct 26 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Orlando (MCO)
9.2/10 Wonderful! (1,002 reviews)
We stayed with family for a few days and enjoyed everything about the resort and cottage!
Reviewed on Sep 21, 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
Butler Beach
1 out of top 10 points of interest in this area
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 State Park.
Davis Shores
If you're spending some time in Davis Shores, Anastasia Island Mini-Golf and Matanzas River are top sights worth seeing.
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.
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.
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.
Ready to book your vacation to Anastasia Island?
Anastasia Island Hotel Deals
Guy Harvey Resort on St Augustine Beach
860 A1A Beach Blvd St. Augustine FL
Fully refundableReserve now, pay when you stay
CA $188
CA $209 total
Sep 27 - Sep 28
includes taxes & fees
8.8/10 Excellent! (3,314 reviews)
"Convenient I would recommend this hotel"
Reviewed on Sep 21, 2026
Best Western Seaside Inn
541 A1A Beach Boulevard St. Augustine FL
Fully refundableReserve now, pay when you stay
CA $134
CA $150 total
Oct 4 - Oct 5
includes taxes & fees
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
Sep 27 - Sep 28
includes taxes & fees
8.6/10 Excellent! (1,010 reviews)
"We have a great time. The pool was great nice and refreshing and plus loved how you can walk right to the beach"
Reviewed on Sep 20, 2026
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
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.
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.
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.
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.
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.
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.
Saint Augustine Amphitheatre
You can make plans for a show at Saint Augustine Amphitheatre during your trip to St. Augustine. Experience the area's fascinating museums and great live music.
Matanzas Inlet
Commune with nature and explore the great outdoors at Matanzas Inlet during your travels in St. Augustine. Experience the area's fascinating museums and great live music.
What to do in Anastasia Island
St. Augustine: Treasure Hunt Cruise with Onboard Show
CA $53
per adult
92% of travellers recommend
St.Augustine: Torture Museum, Ghost Hunt, & Tiny Art Tickets
CA $44
per adult
Frequently asked questions
How much does an Anastasia Island vacation package cost?
Maybe less than you might think — from a low CA $565, 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.
Explore a world of travel with Expedia
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- Hilton Vacation Club St. Augustine
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- 2 King Beds
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- Motels in St. Augustine
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- Villas in St. Augustine
- Pillars' Castle
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- 'Ocean Gallery
- Hotels with a Lazy River in St. Augustine
- St. Augustine Beach Hotels
- St. Augustine Hotels
- Let's Play Indoor Playground
- Marineland Beach
- Daytona International Speedway
- Castillo de San Marcos National Monument
- Volusia Mall
- Visit St. Augustine Historic District
- Visit Lincolnville
- Fort Mose Historic State Park
- Anastasia State Park
- Daytona 500 Experience
- St. Augustine Beach
- St. Johns Vacations
- St. Augustine Alligator Farm Zoological Park
- Moas Museum of Arts and Sciences
- Ormond Beach Vacations
- Ocean Walk Shoppes
- Ponce de Leon's Fountain of Youth Archaeological Park
- Visit Butler Beach
- St. Augustine Vacations
- Ponce de León Hall
- Tomoka State Park
- Visit St. Augustine
- Kathryn Abbey Hanna Park
- Visit St. Augustine Beach
- Everbank Stadium
- Jacksonville Beach Vacations
- World Golf Hall of Fame
- St. Augustine Lighthouse & Maritime Museum
- Jacksonville Vacations
- Beach at Daytona Beach
- Visit Crescent Beach
- Daytona Beach Vacations
- Jacksonville Beach Pier
- Visit Anastasia Island
- Tpc Sawgrass
- Visit Lighthouse Park
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
