
Anastasia Island Vacations from $366
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The Latest Anastasia Island vacation packages
Price found within the past 48 hours. Click for updated prices.


Westgate Vacation Villas Resort
Save 100% on your flight
Price was $816, price is now $375 per person
$375
per person
May 30 - Jun 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8/10 Very Good! (1,918 reviews)
Very nice hotel for the money. Stayed in building 5800 6th floor. Was well worth the money. Resort is huge and they try there best to keep it tidy. Has 14 pools....
Reviewed on Apr 29, 2026

Westgate Palace Hotel / Universal / I-Drive
International Drive District
Price was $1,573, price is now $740 per person
$740
per person
Jul 8 - Jul 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.8/10 Excellent! (1,243 reviews)
The staff were really nice, attentive respectful. We had a great view wonderful the rooms were excellent comfortable beds. The place felt safe nothing weird the security was on point. The shampoo and soap you’re provided did suck a bit compared to many other places I have stayed at. But it’s okay . We did stay two nights and room service didn't stop by to clean or change sheets but not a deal breaker for us. The outdoor pool and jacuzzi were nice.
Reviewed on Apr 27, 2026

Florida Hotel & Conference Center in the Florida Mall
Save 100% on your flight
Price was $1,064, price is now $588 per person
$588
per person
Jul 15 - Jul 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
9.2/10 Wonderful! (1,347 reviews)
Great location. Very friendly staff
Reviewed on Apr 23, 2026

Boardwalk Inn and Suites
Davis
Save 100% on your flight
Price was $653, price is now $371 per person
$371
per person
Jun 24 - Jun 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.4/10 Very Good! (1,790 reviews)
Stayed of the 5th floor, with a perfect view of beach for morning sunrises. The staff were welcoming and helpful.
Reviewed on Apr 28, 2026
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View all tripsWhere 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
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.
Discover the most popular places to visit in Anastasia Island

St. Augustine Beach
Stroll along the shore and enjoy watersports at one of Florida’s most beautiful beaches, where restaurants and playgrounds are within walking distance of the sand.

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

Butler Beach
Why not spend a lazy afternoon at Butler Beach during your trip to St. Augustine? Experience the area's great live music and fascinating museums.
What to do in Anastasia Island

Take a Scenic Boat Ride in St. Augustine
$26
per adult
92% of travellers recommend

St. Augustine Live Music Cruise with Drinks and Sunset Option
$78
per adult
78% of travellers recommend

St. Augustine: Dolphin and Wildlife Historical Boat Tour
$34
per adult
100% of travellers recommend
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
$130 nightly
The price is $145 total per night from May 10 to May 11
$145 total
May 10 - May 11
Total with taxes and fees
8.8/10 Excellent! (3,003 reviews)
Clean rooms, nice staff, well maintained pool area and beach access
Reviewed on Apr 30, 2026

Embassy Suites By Hilton St Augustine Beach-Oceanfront Resort
300 A1A Beach Blvd St. Augustine FL
Fully refundableReserve now, pay when you stay
$218 nightly
The price is $243 total per night from May 10 to May 11
$243 total
May 10 - May 11
Total with taxes and fees
9/10 Wonderful! (1,339 reviews)
Bring some warm clothes for when you’re in the hotel. They keep the AC cranked all day and night. No need to be that cold.
Reviewed on Apr 25, 2026

La Fiesta Ocean Inn And Suites
810 A1a Beach Blvd St. Augustine FL
Fully refundableReserve now, pay when you stay
$147 nightly
The price is $164 total per night from May 3 to May 4
$164 total
May 3 - May 4
Total with taxes and fees
9/10 Wonderful! (1,001 reviews)
Always our St. Augustine go to, luv luv luv it anytime.
Reviewed on Apr 30, 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.
Find the Best Anastasia Island Vacation Packages
Anastasia Island Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Orlando Intl. Airport (MCO) |
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- St. George Street
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- The Oldest Store Museum
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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.























