Anastasia Island Holidays from AU$3,038

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The Latest Anastasia Island Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Magic Village Yards, Trademark Collection by Wyndham

Magic Village Yards, Trademark Collection by Wyndham

4 out of 5
Price was AU$3,593, price is now AU$3,038 per person
AU$3,038
per person
7 July - 13 July
found 24 hours ago
Return flight included
Sydney (SYD) to Orlando (MCO)
9/10 Wonderful! (1,189 reviews)
Great place to stay.

Reviewed on 5 May 2026

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

4 out of 5
Price was AU$5,819, price is now AU$4,098 per person
AU$4,098
per person
10 July - 17 July
found 1 day ago
Return direct flight included
Sydney (SYD) to Orlando (MCO)
9.2/10 Wonderful! (1,004 reviews)
Everything was smooth and very easy to the facility and the water park. Ready to go back same place. I recommend 100%

Reviewed on 28 May 2026

Evermore Orlando Resort

Evermore Orlando Resort

4 out of 5
Price was AU$7,732, price is now AU$6,152 per person
AU$6,152
per person
10 July - 17 July
found 1 day ago
Return direct flight included
Sydney (SYD) to Orlando (MCO)
9.6/10 Exceptional! (668 reviews)
The Vila was very nice.

Reviewed on 27 May 2026

Magic Village Views Trademark Collection by Wyndham

Magic Village Views Trademark Collection by Wyndham

3.5 out of 5
Price was AU$4,783, price is now AU$3,955 per person
AU$3,955
per person
10 July - 17 July
found 1 day ago
Return direct flight included
Sydney (SYD) to Orlando (MCO)
9/10 Wonderful! (332 reviews)
I like that big Spaces, bath in each room, and the only dislike that they charge extra for cleaning, other than that is pretty nice , secure and the personal is very nice👍

Reviewed on 27 May 2026

ette hotel

ette hotel

5 out of 5
Price was AU$3,796, price is now AU$3,292 per person
AU$3,292
per person
7 July - 13 July
found 24 hours ago
Return flight included
Sydney (SYD) to Orlando (MCO)
9.6/10 Exceptional! (447 reviews)
Very niche beautiful spot close to Disney and quiet but urban setting. Felt bougie and sophisticated. Serene. Beautiful room and luscious spa fragrance when you enter. Helpful staff. Would definitely go back.

Reviewed on 22 May 2026

Our guide on 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
Birds flying over the ocean at sunrise

Butler Beach

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 Butler Beach or St. Augustine Beach.

Find hotels in Butler Beach

Anastasia Island Holiday

Anastasia Island Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Orlando Intl. Airport (MCO)
Top Sights
St. Augustine Beach, Anastasia State Park and St. Augustine Alligator Farm Zoological Park

Our pick of the best Anastasia Island Hotel Deals

Guy Harvey Resort on St Augustine Beach

Guy Harvey Resort on St Augustine Beach

3 out of 5
860 A1A Beach Blvd St. Augustine FL
Fully refundableReserve now, pay when you stay
The price is AU$231 per night from 2 June to 3 June
AU$231
2 June - 3 June
includes taxes & fees
8.8/10 Excellent! (3,065 reviews)
"Room is outdated. Old furniture. Musty. Dingy carpet. Paint peeling on the ceiling in the bathroom. Overall room needs a deep clean. Beds were comfy. Pool is clean. And it’s right on the beach. Was ok for a 1 night get away without the kids."

Reviewed on 31 May 2026

Guy Harvey Resort on St Augustine Beach
Embassy Suites By Hilton St Augustine Beach-Oceanfront Resort

Embassy Suites By Hilton St Augustine Beach-Oceanfront Resort

3.5 out of 5
300 A1A Beach Blvd St. Augustine FL
Fully refundableReserve now, pay when you stay
The price is AU$375 per night from 14 June to 15 June
AU$375
14 June - 15 June
includes taxes & fees
9/10 Wonderful! (1,347 reviews)
"Room checked into was not properly cleaned from the previous smoker room user. Was not given upgrade to move out of room to an upgraded room size, which was the only remaining room, because I did not book directly with the hotel. Internet did not work in my room for my 3-night stay."

Reviewed on 28 May 2026

Embassy Suites By Hilton St Augustine Beach-Oceanfront Resort
Best Western Seaside Inn

Best Western Seaside Inn

2.5 out of 5
541 A1A Beach Boulevard St. Augustine FL
Fully refundableReserve now, pay when you stay
The price is AU$190 per night from 11 June to 12 June
AU$190
11 June - 12 June
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
"We have a good experience staying here at BW, staffs were very helpful, room is clean, only thing we dont like is breakfast choices like egg patty was not real egg and sausage texture like rubber."

Reviewed on 30 May 2026

Best Western Seaside Inn
See all 3,412 properties in Anastasia Island
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.
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Discover the most popular places to visit in Anastasia Island

St. Augustine Beach

St. Augustine Beach

Nothing says holiday 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.

St. Augustine Beach
Anastasia State Park

Anastasia State Park

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

Anastasia State Park
St. Augustine Alligator Farm Zoological Park

St. Augustine Alligator Farm Zoological Park

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.

St. Augustine Alligator Farm Zoological Park

What to do in Anastasia Island

Yoda and R2-D2 from Star Wars at Potter's Wax Museum in St. Augustine

Potter's Wax Museum

AU$28
per adult
96% of travellers recommend
Potter's Wax Museum
St. Augustine Pirate and Treasure Museum Tickets

St. Augustine Pirate and Treasure Museum Tickets

AU$21
per adult
80% of travellers recommend
St. Augustine Pirate and Treasure Museum Tickets
Take a Scenic Boat Ride in St. Augustine

Take a Scenic Boat Ride in St. Augustine

AU$36
per adult
92% of travellers recommend
Take a Scenic Boat Ride in St. Augustine
See all activities in Anastasia Island

Frequently asked questions

Can I cancel my flight booking to Anastasia Island due to COVID-19?
In these difficult times, many carriers are offering more flexibility. Go to our Customer Service Portal to find important information about cancelling or changing your Anastasia Island flight due to COVID-19.
What's the best way to find cheap flights to Anastasia Island that have flexible change policies?
At Expedia, we've been channeling our inner gymnast to bring you the most flexible airfares on the market. Just click on "No change fee" directly below the "Flexible change policies" heading to find your dream flight to Anastasia Island.
What are some of the general tips for travellers to Anastasia Island during the COVID-19 outbreak?
The COVID-19 pandemic may have changed the way we travel, but it hasn't done away with our desire to explore. Here are a few tips on how to navigate travel's new challenges:
  • Before booking anything, check if any travel restrictions apply — in both your origin and destination. Get up-to-date information by reviewing government and airport websites.
  • Keep your face mask on during airport screening. A TSA officer will ask you to temporarily lower your mask for ID purposes.
  • You're no longer required to hand your boarding pass (electronic or paper) directly to a TSA officer. Rather, position your pass on the scanner and then hold it up for inspection.
  • One container of liquid hand sanitizer is now allowed in your carry-on luggage. It must not be larger than 12 oz (350 ml), and you'll have to remove it from your bag at the X-ray machine for scanning.
  • Put any personal items (e.g, keys, phone and wallet) in your carry-on rather than a bin to minimize handling during the screening process.
  • If you want to take food through security screening, put it in a clear plastic bag and then into a scanning bin. This lessens the likelihood that a TSA agent will need to touch your food container or carry-on bag for closer inspection.

Which airlines fly to Anastasia Island?
Delta operates flights into or near Anastasia Island, including 1472 that travel to Orlando Intl. Airport (MCO) each month. Decide on your holiday dates and then book your fare early for the biggest bargain.
How can I find cheap tickets to Anastasia Island?
In the last seven days, was the lowest price for a flight to Anastasia Island. For an even better fare, book well in advance and be flexible with your travel dates. Search for your trip to Anastasia Island, then compare prices for nearby days by clicking on our "flexible dates" link.
How much is a flight to Anastasia Island?
If you were flying one way from (), you could've scored a bargain seat for in the last seven days. Round-trip flights to Anastasia Island ranged from only to during this same period.
What are the most popular airports to fly into in Anastasia Island?
The number one gateway to Anastasia Island, around 13460 flights land at Orlando Intl. Airport (MCO) every month. Find a top deal, book your fare and prepare to explore this amazing region.
When is the cheapest time to fly to Anastasia Island?
Fly out on a Tuesday to boost your chances of picking up the cheapest fare to Anastasia Island. Mondays are usually the next most affordable day to depart. Saturday is normally the most expensive day to fly anywhere.
How much is a plane ticket to Anastasia Island?
In the last seven days, airfares varied between and . Take a look at our sensational deals to Anastasia Island, pick your favourite and get ready for your next fun holiday!
Which airlines with flights to Anastasia Island employ COVID-19 cleanliness policies?
Social distancing is only one small part of new aviation strategies to lessen the spread of COVID-19. From check-in to arrival, these carriers will bring you to Anastasia Island with comfort and confidence:
  • Southwest Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Spirit Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.

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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.