Top Beach vacation packages in Anastasia Island

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

Ocean Gate at Hibiscus Resort

Butler Beach

Save 100% on your flight

per person

Oct 18 - Oct 25

found 17 hours ago

Roundtrip flight included

Philadelphia (PHL) to Orlando (MCO)

8.6/10 Excellent! (124 reviews)

I thought I would have a partial ocean view but only a side view of the property. The screen had a photo that said partial ocean view. Maybe it should be more clear in your. photos

Reviewed on 5 Aug 2025

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3 Night Beach vacations in Anastasia Island

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Ocean Gate at Hibiscus Resort

Butler Beach

per person

Oct 9 - Oct 12

found 1 day ago

Roundtrip non-stop flight included

Chicago (ORD) to Orlando (MCO)

8.6/10 Excellent! (124 reviews)

I thought I would have a partial ocean view but only a side view of the property. The screen had a photo that said partial ocean view. Maybe it should be more clear in your. photos

Reviewed on 5 Aug 2025

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4 Night Beach vacations in Anastasia Island

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

Hampton Inn St. Augustine Beach

per person

Nov 2 - Nov 6

found 1 day ago

Roundtrip flight included

Philadelphia (PHL) to Orlando (MCO)

8.6/10 Excellent! (1,003 reviews)

Comfortable bed and nice large room. Hotel is older so it has age but it’s very clean. Pool was nice and plenty of deck chairs and space. Food within walking distance. We have stayed at this property twice and would stay again.

Reviewed on 17 Aug 2025

Beachfront Bed & Breakfast

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per person

Oct 18 - Oct 22

found 1 day ago

Roundtrip flight included

Philadelphia (PHL) to Orlando (MCO)

9/10 Wonderful! (566 reviews)

It was a great place to stay and very staff! I would give it a 10 out of 10

Reviewed on 12 Aug 2025

Regency Inn & Suites

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per person

Oct 18 - Oct 22

found 1 day ago

Roundtrip flight included

Philadelphia (PHL) to Orlando (MCO)

8.6/10 Excellent! (1,045 reviews)

I like the motel was right across from the beach. Check in was fast. Property was quiet. Staff was nice. Even though it is a motel not hotel room was comfortable for weekend stay. Would definitely go back and stay.

Reviewed on 17 Aug 2025

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How do I book the best Anastasia Island beach vacation packages?

Life’s a beach when you dive into our brilliant Anastasia Island beach vacation deals. Chuck a check in the filter boxes to find ocean views, pools, and resorts just a short saunter from the sizzling sands.

How can I find cheap beach vacations in Anastasia Island?

A rental steps from the shore creates an amazingly affordable Anastasia Island beach vacation. Seaside sojourns during low season start from CNY2,452. Prices and availability are subject to change. Additional terms may apply.

How can I book the best family beach vacations in Anastasia Island?

With a flick of a finger, the family-friendly filter brings you the best breaks on offer for the whole brood. Look out for kids’ clubs, waterparks, and other incredible extras for a vacay the little ones will love.

How do I find a Anastasia Island beachfront vacation?

Check the beachfront filter and, bam, the best available oceanside resorts will appear before your eyes. Along with the incredible view, when you book a beachfront resort, you can get from the lapping waves to your patio lounger in a matter of moments.

Can I book a package including a Anastasia Island vacation beach house rental?

Hit up the vacation rental filter to book your dream beach house. Once you’ve selected the most alluring abode, add your flights and car rental for the perfect package deal.

Can I find Anastasia Island beach vacation deals?

Sort your search results by deals to delight in amazing Anastasia Island beach vacation offers. If you want more pizzazz for your pennies, travel outside the high season or stay a little further from the shoreline.

Can I book a Anastasia Island beach trip with free cancellation and/or flexible dates?

Just like the Anastasia Island tides, plans change. Filter by payment option to find trips with free cancellation. Buy now, pay later options are also available for full-on flexibility.

Why should I book my Anastasia Island beach vacation with Expedia?

Relax long before you see the shore with simple search, fantastic filters, and more great deals than there are grains of sand in Anastasia Island. (OK, maybe not that last part.)

Top Beach Anastasia Island Hotels

Ocean Breeze Inn

311 A1A Beach Boulevard, St. Augustine, FL

5 min drive from St. Augustine Beach

At this motel, get ready to enjoy the sunsets on the beach in St. Augustine, as you'll be close to St. Augustine Beach. Amenities at Ocean Breeze Inn include ...

7.8/10 Good! (1,027 reviews)

Travelers like: close to beach, beach bars, outdoor pool

Travelers say...

"Close to beach, food, pier"

Reviewed on 13 Aug 2025

Castillo Real St. Augustine Beach,Tapestry Collection Hilton

530 A1a Beach Blvd, St. Augustine, FL

4 min drive from St. Augustine Beach

Stroll along the shoreline in St. Augustine, as you'll be not far from St. Augustine Beach when booking a getaway at this hotel. An outdoor pool and a hot tub ...

8.6/10 Excellent! (20 reviews)

Travelers like: close to beach, outdoor pool

Travelers say...

"Newly renovated but still have some kinks to work out. Our AC control was not working and we found the Jacuzzi to need cleaning. Once they get all the problems fixed, this will be a great Hotel."

Reviewed on 4 Aug 2025

La Fiesta Ocean Inn And Suites

810 A1a Beach Blvd, St. Augustine, FL

19 min walk from St. Augustine Beach

Stroll along the shoreline in St. Augustine, as you'll be within walking distance of St. Augustine Beach with a stay at this motel. Available amenities at La ...

9/10 Wonderful! (1,000 reviews)

Travelers like: on the beach, outdoor pool

Travelers say...

"Awesome views, great breakfast, and the pool was great. As a Floridian you never know if the pool will reflect the outside temp but it was sooo refreshing. The girls in the front were super nice. Def recommend"

Reviewed on 14 Aug 2025

See all 3,343 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.