
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 Town Center Resort
Save 100% on your flight
Price was $870, price is now $392 per person
$392
per person
May 30 - Jun 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.2/10 Very Good! (1,647 reviews)
room are clean, and very affordable for the amount of stuff you can do and they have in the villa. The only issue for me is that the water smell like sewer
Reviewed on Apr 28, 2026

Westgate Blue Tree Resort in Lake Buena Vista
Save 100% on your flight
Price was $987, price is now $470 per person
$470
per person
Jun 6 - Jun 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.6/10 Excellent! (1,001 reviews)
Our favorite place to stay at when we are in Orlando
Reviewed on Apr 28, 2026

Westgate Palace Hotel / Universal / I-Drive
International Drive District
Save 100% on your flight
Price was $1,459, price is now $703 per person
$703
per person
Jul 5 - Jul 11
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

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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
4.5/5(1,955 reviews)
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
4.5/5(482 reviews)
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
$143 nightly
The price is $160 total per night from May 10 to May 11
$160 total
May 10 - May 11
Total with taxes and fees
8.8/10 Excellent! (3,015 reviews)
My first room I had to move from, it had a horrid order, dirty toilet and a shower curtain that looked like it had been used as TP. My new room was beautiful, however it had fly’s in the bathroom sink, assuming they were drain fly’s I didn’t say anything until I checked out. The staff was very apologetic ...
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
$215 nightly
The price is $239 total per night from May 10 to May 11
$239 total
May 10 - May 11
Total with taxes and fees
9/10 Wonderful! (1,338 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
$151 nightly
The price is $169 total per night from May 25 to May 26
$169 total
May 25 - May 26
Total with taxes and fees
9/10 Wonderful! (1,007 reviews)
The staff at La Fiesta was amazing. They were so accommodating to us. They were one of the biggest highlights of our vacation.
Reviewed on Apr 29, 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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- Bridge of Lions
- St. George Street
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- Segui-Kirby Smith House
- 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.























