Anastasia Island Vacations from $189
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The Latest Anastasia Island vacation packages
Price found within the past 48 hours. Click for updated prices.
Flamingo Inn Beachfront
Price was $436, price is now $189 per person
$189
per person
Feb 4 - Feb 9
found 23 hours ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.6/10 Excellent! (978 reviews)
Wonderful, attentive and caring staff and an excellent experience every time i stay here !!
Reviewed on Oct 26, 2025
Westgate Towers Resort
Price was $1,144, price is now $460 per person
$460
per person
Feb 22 - Feb 27
found 21 hours ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.6/10 Excellent! (1,002 reviews)
Overall amazing stay. Enjoyed the free amenities at the sister property as well
Reviewed on Dec 10, 2025
Florida Hotel & Conference Center in the Florida Mall
Price was $586, price is now $266 per person
$266
per person
Feb 8 - Feb 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
9.2/10 Wonderful! (2,232 reviews)
Wonderful staff, clean room, and loved how spacious the gym was.
Reviewed on Dec 14, 2025
Westgate Blue Tree Resort in Lake Buena Vista
Price was $1,208, price is now $586 per person
$586
per person
Jan 31 - Feb 6
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Orlando (MCO)
8.4/10 Very Good! (1,002 reviews)
Great friendly service - pristine rooms
Definitely coming back here
Reviewed on Dec 8, 2025
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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(1,934 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(473 reviews)
Camp in the forest and relax on spectacular beaches when you visit one of Florida’s most beautiful state parks.
St. Augustine Lighthouse & Maritime Museum
4.5/5(859 reviews)
Enjoy spectacular views from the top of this lighthouse and learn about the history of the nation’s oldest port.
What to do in Anastasia Island
St. Augustine: Dolphin and Wildlife Historical Boat Tour
$29
per adult
100% of travellers recommend
Adventure Boat Tours Dolphin Tails & History Cruise St Augustine
$34
per adult
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
$125 nightly
The price is $139 total per night from Jan 4 to Jan 5
$139 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
8.6/10 Excellent! (2,767 reviews)
Front desk was friendly and very helpful. Hotel clean and accommodating. Pet friendly. Rooms were comfortable. I would definitely stay here again. Restaurant on site and bar.
Reviewed on Dec 10, 2025
Embassy Suites By Hilton St Augustine Beach-Oceanfront Resort
300 A1A Beach Blvd St. Augustine FL
Fully refundableReserve now, pay when you stay
$209 nightly
The price is $233 total per night from Dec 17 to Dec 18
$233 total
Dec 17 - Dec 18
Total with taxes and fees
8.8/10 Excellent! (1,255 reviews)
Very updated
Reviewed on Dec 8, 2025
Courtyard by Marriott St. Augustine Beach
605 A1A Beach Boulevard St. Augustine FL
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $109 total per night from Jan 4 to Jan 5
$109 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
8.6/10 Excellent! (1,001 reviews)
Yes
Reviewed on Dec 10, 2025
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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- Flagler Hospital
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- Riverside Center Shopping Center
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- Llambias House
- Butler Beach
- Castillo de San Marcos National Monument
- Bridge of Lions
- St. George Street
- St. Augustine Pirate and Treasure Museum
- Father O'Reilly House Museum
- Aviles Street
- St. Augustine Municipal Marina
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- Ximenez-Fatio House Museum
- Moultrie Creek Studios
- Spanish Military Hospital Museum
- Segui-Kirby Smith House
- The Oldest Store Museum
- St. Augustine Historic District Vacations
- Villa Zorayda Museum
- Plaza de la Constitution
- St. Augustine Distillery
- San Sebastian Winery
- Museum of Weapons and Early American History
- Pena-Peck House
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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.
