Anastasia Island Vacation Packages 2026 from $262

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The Latest Anastasia Island vacation packages

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

Westgate Towers Resort

Save 100% on your flight

$262

per person

Jan 1 - Jan 4

found 1 day ago

Roundtrip flight included

Philadelphia (PHL) to Orlando (MCO)

8.6/10 Excellent! (1,004 reviews)

I felt like a VIP here. The price was incredible. The room was clean and cool. The staff was very friendly. Super easy drive to and from Magic Kingdom. Highly recommend.

Reviewed on Oct 12, 2026

Westgate River Ranch Resort & Rodeo

Save 100% on your flight

$517

per person

Jan 8 - Jan 12

just found

Roundtrip flight included

New York (NYC) to Orlando (MCO)

8.4/10 Very Good! (583 reviews)

El mejor

Reviewed on Oct 11, 2026

Westgate Palace Hotel / Universal / I-Drive

International Drive District

Save 100% on your flight

$638

per person

Dec 31 - Jan 3

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

9/10 Wonderful! (1,334 reviews)

Very clean grounds and rooms. Outdoor pool was well maintained. Love the in room laundry. The only downfall was not having somewhere for late night food.

Reviewed on Oct 13, 2026

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

International Drive District

Save 100% on your flight

$466

per person

Dec 3 - Dec 8

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Orlando (MCO)

7.8/10 Good! (585 reviews)

Hotel was nice, clean, and easy check in. Breakfast could have had better options. And when housekeeping came they only did one bed instead of both. Other than that the stay was nice and peaceful :)

Reviewed on Oct 14, 2026

Westgate Leisure Resort

International Drive District

Save 100% on your flight

$687

per person

Dec 31 - Jan 4

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

8.6/10 Excellent! (1,001 reviews)

Very clean

Reviewed on Oct 15, 2026

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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

A sunset over the ocean with birds flying.

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.

A cityscape with a prominent historic building, a waterfront promenade, and a bridge connecting two areas.

Davis Shores

If you're spending some time in Davis Shores, Anastasia Island Mini-Golf and Mellow Mushroom are top sights worth seeing.

An aerial view of a coastal landscape with a river meandering through a marshy area with dense vegetation.

Marsh Creek

While Marsh Creek might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Anastasia State Park and Saint Augustine Amphitheatre.

A sunset over a coastal landscape with a wooden pier extending into the water.

Coquina Gables

While Coquina Gables might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like St. Augustine Beach and Fiesta Falls Mini-Golf.

A scenic overlook with a view of a coastal area, including a marina and lush greenery.

Lighthouse Park

1 out of top 10 points of interest in this area

If you're spending some time in Lighthouse Park, St. Augustine Lighthouse & Maritime Museum and Anastasia State Park are top sights worth seeing.

Stay near popular Anastasia Island attractions

A beach with waves, people, and buildings in the background.

St. Augustine Beach

9.2/10 (9,364 reviews)

St. Augustine Beach offers pristine white sands and clear turquoise waters along Anastasia Island. Visitors can enjoy the fishing pier, volleyball courts, and picnic areas while experiencing Florida's coastal charm.

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A wooden boardwalk leading to a beach with dunes and sparse vegetation.

Anastasia State Park

9.0/10 (2,701 reviews)

Explore four miles of pristine beaches and ancient coquina quarries in this 1,600-acre coastal sanctuary. Paddle through Salt Run lagoon to spot wading birds and the rare Anastasia Island beach mouse.

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St. Augustine Alligator Farm, a zoological park with a white building, red-tiled roof, and an American flag.

St. Augustine Alligator Farm Zoological Park

8.8/10 (1,461 reviews)

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.

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A beach with a calm sea, a clear sky, and a single bird on the sand.

Butler Beach

Why not spend a lazy afternoon at Butler Beach during your trip to St. Augustine? Experience the area's fascinating museums and great live music.

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A lighthouse with a red roof and a spiral design.

St. Augustine Lighthouse & Maritime Museum

9.2/10 (3,377 reviews)

Climb 219 steps to the top of this 1874 lighthouse for panoramic views of St. Augustine's coastline. The Maritime Museum showcases shipwreck artifacts and traditional wooden boatbuilding demonstrations.

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A pier extending into the ocean with a 'No-Dogs Allowed' sign.

St. Johns County Ocean Pier

8.8/10 (92 reviews)

This Atlantic Ocean pier offers prime fishing spots and panoramic ocean views. Enjoy the adjacent park with its splash pad, picnic areas, and Wednesday farmers market for a complete beachside experience.

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Saint Augustine Amphitheatre

You can make plans for a show at Saint Augustine Amphitheatre during your trip to St. Augustine. Experience the area's fascinating museums and great live music.

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Matanzas Inlet

Commune with nature and explore the great outdoors at Matanzas Inlet during your travels in St. Augustine. Experience the area's fascinating museums and great live music.

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What to do in Anastasia Island

St. Augustine: Treasure Hunt Cruise with Onboard Show

$38

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

See all activities in Anastasia Island

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

$114 nightly

$127 total

Nov 11 - Nov 12

Total with taxes and fees

Regency Inn & Suites

331 A1a Beach Blvd St. Augustine FL

Fully refundableReserve now, pay when you stay

$89 nightly

$99 total

Oct 18 - Oct 19

Total with taxes and fees

Best Western Seaside Inn

541 A1A Beach Boulevard St. Augustine FL

Fully refundableReserve now, pay when you stay

$96 nightly

$107 total

Nov 12 - Nov 13

Total with taxes and fees

See all 3,460 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.