Anastasia Island Vacations from $305
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
The Latest Anastasia Island vacation packages
Price found within the past 48 hours. Click for updated prices.
Seasons Florida Resort
Save 100% on your flight
Price was $607, price is now $305 per person
$305
per person
Jan 11 - Jan 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
9/10 Wonderful! (4,064 reviews)
We always stay here everytime we go to orlando as it is close to theme parks. Price is affordable and lots of parking, always clean.
Reviewed on Oct 29, 2026
Don't see what you're looking for?
See all available trips from Columbus to Anastasia Island
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
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.
Stay near popular Anastasia Island attractions
What to do in Anastasia Island
St. Augustine: Treasure Hunt Cruise with Onboard Show
$45
per adult
94% of travellers recommend
St.Augustine: Torture Museum, Ghost Hunt, & Tiny Art Tickets
$32
per adult
74% 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
$127 nightly
The price is $141 total per night from Nov 15 to Nov 16
$141 total
Nov 15 - Nov 16
Total with taxes and fees
Regency Inn & Suites
331 A1a Beach Blvd St. Augustine FL
Fully refundableReserve now, pay when you stay
$71 nightly
The price is $79 total per night from Nov 29 to Nov 30
$79 total
Nov 29 - Nov 30
Total with taxes and fees
8.4/10 Very Good! (1,309 reviews)
"I highly recommend this hotel. It is right across the street from the beach, the staff were all wonderful, it was .3 miles from two very good restaurants and the prices for the hotel as well as the restaurants were unbelievably reasonable! My grandkids had fun in the indoor pool,"
Reviewed on Oct 29, 2026
Best Western Seaside Inn
541 A1A Beach Boulevard St. Augustine FL
Fully refundableReserve now, pay when you stay
$96 nightly
The price is $107 total per night from Nov 12 to Nov 13
$107 total
Nov 12 - Nov 13
Total with taxes and fees
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) |
More vacations you might like
Explore a world of travel with Expedia
- St. Augustine South Hotels
- St. Augustine Historic Hotels
- Hotels in St. Augustine Beach
- Motels in St. Augustine
- La Quinta Inn & Suites Hotels in St. Augustine
- 4 Star Hotels in St. Augustine
- Best Western Hotels in St. Augustine
- Downtown Historic District Hotels
- Apartments in St. Augustine Beach
- Cottages in St. Augustine Beach
- 5 Star Hotels in St. Augustine
- Ocean View in St. Augustine Beach
- Beach in St. Augustine Beach
- Condos in St. Augustine
- Hotels in St. Augustine
- Delta Air Lines Atlanta (ATL) to Daytona Beach (DAB) flights
- Flights to Northeast Florida Regional
- Flights from Orlando (MCO) to St. Augustine (UST)
- Flights to Palm Coast
- Flights to St. Augustine Beach
- Flights to St. Augustine
- Frontier Airlines Philadelphia (PHL) to Jacksonville (JAX) flights
- Flights to Elkton
- Flights from Jacksonville (JAX) to St. Augustine (UST)
- Flights to St. Johns
- American Airlines Dallas (DFW) to Daytona Beach (DAB) flights
- Fiesta Falls Mini-Golf
- St. Augustine Beach
- Where to stay in Daytona Beach
- Where to stay in Marineland
- Jacksonville Vacations
- Where to stay in Jacksonville
- Visit Palm Coast
- Marineland Vacations
- Visit Elkton
- Anastasia Island All Inclusive Vacation Packages
- St. Johns Vacations
- St. Augustine Beach Vacations
- St. Augustine Lighthouse
- Jacksonville Beach Vacations
- Visit Anastasia Island
- Visit St. Augustine
- Where to stay in Anastasia Island
- Visit St. Augustine Historic
- Anastasia Island All Inclusive Vacation Packages
- Anastasia Island All Inclusive Vacation Packages
- Where to stay in Flagler Beach
- Where to stay in Atlantic Beach
- Where to stay in Ormond Beach
- Where to stay in St. Augustine
- Visit Butler Beach
- Where to stay in Jacksonville Beach
- Anastasia Island All Inclusive Vacation Packages
- Visit Crescent Beach
- Visit Downtown Historic District
- Anastasia Island All Inclusive Vacation Packages
- Where to stay in Palm Coast
- Visit St. Augustine Beach
- Anastasia Island All Inclusive Vacation Packages
- Visit Vilano Beach
- Anastasia Island All Inclusive Vacation Packages
- St. Augustine Vacations
- Anastasia Island All Inclusive Vacation Packages
- Flagler Beach Vacations
- Crescent Beach Vacations
- Palm Coast Vacations
- Anastasia Island All Inclusive Vacation Packages
- Ponte Vedra Beach Vacations
- Anastasia State Park
- Anastasia Island All Inclusive Vacation Packages
- Visit Lighthouse Park
- Things to do in Neptune Beach
- Things to do in Ponte Vedra Beach
- Things to do in Marineland
- Things to do in Anastasia Island
- Things to do in St. Johns
- Things to do in Jacksonville
- Things to do in Palm Coast
- Things to do in Jacksonville Beach
- Things to do in St. Augustine
- Things to do in St. Augustine Beach
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
