Anastasia Island Vacations from $272

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The Latest Anastasia Island Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
per person
Jul 16 - Jul 22
found 16 hours ago
Roundtrip flight included
Newark (EWR) to Orlando (MCO)
8/10 Very Good! (3,949 reviews)
Thank you all so much for an awesome week. Food was really good! Loved the a la carte dining option. Would have had more fun if our kids had been able to go too!

Reviewed on May 26, 2024

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
Florida Center
per person
Jul 16 - Jul 22
found 2 days ago
Roundtrip flight included
Newark (EWR) to Orlando (MCO)
8.4/10 Very Good! (999 reviews)
The front desk staff was awesome

Reviewed on May 12, 2024

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
per person
Jul 16 - Jul 22
found 1 day ago
Roundtrip flight included
Newark (EWR) to Orlando (MCO)
7.8/10 Good! (3,685 reviews)
Love it as always, looking forward to going back hopefully later in the year.

Reviewed on May 24, 2024

Westgate River Ranch Resort & Rodeo

Westgate River Ranch Resort & Rodeo

3.5 out of 5
per person
Jul 17 - Jul 24
found 14 hours ago
Roundtrip flight included
Philadelphia (PHL) to Orlando (MCO)
7.8/10 Good! (262 reviews)
It was all wonderful. Definitely will go back.

Reviewed on Apr 29, 2024

Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
per person
Jul 16 - Jul 22
found 2 days ago
Roundtrip flight included
Newark (EWR) to Orlando (MCO)
7.6/10 Good! (1,131 reviews)
Amazing place couple and family A

Reviewed on May 26, 2024

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
Crescent Beach which includes a lake or waterhole as well as an individual male

Crescent Beach

1 out of top 10 points of interest in this area
4.5/5(13 area reviews)

With a family-friendly atmosphere and backdrop of the sparkling Atlantic Ocean, this stretch of sand is a favorite of local and visiting beachgoers.

Find hotel + flight trips in Crescent Beach

Anastasia Island Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Orlando Intl. Airport (MCO)

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
8.4/10 Very Good! (2,035 reviews)
"It was the perfect place, great location, beautiful beach, quiet and refreshing pool!!"

Reviewed on May 24, 2024

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Guy Harvey Resort on St Augustine Beach
Castillo Real Resort Hotel
Castillo Real Resort Hotel
3 out of 5
530 A1a Beach Blvd, St. Augustine, FL
Fully refundable
8.6/10 Excellent! (1,006 reviews)
"The staff Rhonda and Darren were a great help and always so nice. The room was comfortable. The hot tub wasn't working but we enjoyed our stay."

Reviewed on May 24, 2024

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Castillo Real Resort Hotel
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
8.6/10 Excellent! (1,005 reviews)
"Beautiful, clean, comfortable, the staff were amazing. I will be returning"

Reviewed on May 23, 2024

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Embassy Suites By Hilton St Augustine Beach-Oceanfront Resort
See all 3,241 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does an Anastasia Island vacation package cost?
Maybe less than you might think — from a low $272, actually! By combining flights, hotels and car rentals into a custom-built vacation package, your Anastasia Island escape is just clicks away.
How do I get a cheap travel package to Anastasia Island?
Book everything in the one place with our Anastasia Island vacation packages. You’ll find deals on flights, hotels, tours and more that’ll keep your wallet happy and your adventurous spirit busy. And, with more than 550 partner airlines and 1,000,000 properties around the world to pick from, there are endless opportunities to mix and match.
How far in advance should I book my Anastasia Island vacation?
Savvy travelers often book as early as possible. You can generally compare international fares on Expedia up to a year before your intended flight. If you’re booking last minute, don’t worry. Discounted prices sometimes become available in the last weeks before departure dates.
What does an Expedia Anastasia Island travel package include?
With Expedia, you can choose a combination of hotels, flights and car rentals to create your ideal Anastasia Island package. Once you’ve made your booking, you can add on all the fun stuff like tours and activities. Don’t forget, the more you bundle, the bigger the savings!
What should I know before booking an Anastasia Island travel package?
So many places to travel to, so many things to see. With a package, you’ll be able to afford more of them. Bundle your flights, rental cars and hotels and make big savings.
Can I choose my airline with an Anastasia Island Expedia vacation package?
Yes — that’s the beauty of an Expedia package. You get to choose. We have access to more than 550 partner airlines globally, so you have loads of choice when putting together your Anastasia Island escape.
If I'm not able to travel, can I cancel my Anastasia Island vacation package?
Yes, you can cancel your Anastasia Island booking if your travel plans have been upended. Whether you’ll incur a fee or not depends on your hotel, airline or car rental company. You may be able to change or cancel for free if you booked in the last 24 hours. Head to our Customer Service Portal to learn more.

Discover the most popular places to visit in Anastasia Island

Image for St. Augustine Beach

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.

St. Augustine Beach
Image for St. George Street

St. George Street

4.5/5(1,670 reviews)

Meander through St. Augustine’s pedestrian center to discover charming boutiques and art galleries among an array of restaurants with delicious specialties.

St. George Street
Image for World Golf Village

World Golf Village

4.5/5(315 reviews)

You can study the exhibits at World Golf Village, a museum with a storied past, during your trip to St. Augustine. Stroll along the beautiful beaches or attend a sporting event in this quaint area.

World Golf Village

What to do in Anastasia Island

Image for Secrets of St Augustine Ghost Tours

Secrets of St Augustine Ghost Tours

$25
Per adult
100% of travellers recommend
Secrets of St Augustine Ghost Tours
See all activities in Anastasia Island

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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.