Anastasia Island Vacation Packages 2026 from $274

Plan, book, travel with confidence
Better together
Save up to $2,000 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, 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.

Westgate Towers Resort

Save 100% on your flight

$274

per person

Dec 4 - Dec 8

found 1 day ago

Roundtrip flight included

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

8.6/10 Excellent! (1,006 reviews)

Todo estuvo excelente. El personal muy atento y el cuarto muy comodo y limpio

Reviewed on Sep 20, 2026

Disney's Animal Kingdom Lodge

Bay Lake

$1,449

per person

Nov 26 - Dec 1

found 1 day ago

Roundtrip flight included

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

9/10 Wonderful! (1,003 reviews)

Loves the lodge!

Reviewed on Sep 21, 2026

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Save 100% on your flight

$1,131

per person

Nov 27 - Dec 4

found 1 day ago

Roundtrip flight included

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

9.2/10 Wonderful! (1,002 reviews)

Seasons Florida Resort

Save 100% on your flight

$333

per person

Dec 5 - Dec 11

found 1 day ago

Roundtrip flight included

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

9/10 Wonderful! (3,855 reviews)

Every time I go to Orlando, this is my place to stay. Good match between price and service. This time the only little thing that we didn't enjoy was the firmness of the mattress, it was too soft.

Reviewed on Sep 24, 2026

The Delaney Hotel

South Orange

Save 100% on your flight

$1,302

per person

Nov 4 - Nov 9

found 1 day ago

Roundtrip non-stop flight included

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

9.6/10 Exceptional! (1,214 reviews)

First impressions were great. The suite was huge! The Tavern was awesome, and management resolved concerns promptly. Its a bonus to have access to a fridge and microwave. The coffee makers were nice for making mini coffees. The only suggestion I'd have is to adjust the doors to not slam so loudly! I'd stay here again!

Reviewed on Sep 23, 2026

Don't see what you're looking for?

See all available trips from Columbus to Anastasia Island

View all trips

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 State Park.

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.

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.

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 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.

See properties

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.

See properties

A crocodile with rough, textured skin and prominent teeth.

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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

$134 nightly

$150 total

Oct 1 - Oct 2

Total with taxes and fees

8.8/10 Excellent! (3,325 reviews)

"Old property with not many upgrades. My coffee maker was disgusting. Went to the front desk and was told I would have one in ten to fifteen minutes. But that never arrived. The u s security bathroom door starting to fall apart at the bottom and definitely needed to be replaced in the bathroom could ..."

Reviewed on Sep 24, 2026

Best Western Seaside Inn

541 A1A Beach Boulevard St. Augustine FL

Fully refundableReserve now, pay when you stay

$96 nightly

$107 total

Oct 4 - Oct 5

Total with taxes and fees

8.4/10 Very Good! (1,002 reviews)

"Excellent stay. Room was very clean and looked out towards the ocean. Breakfast was excellent and had a rotating menu. Parking was free and very close. Loved the staff! Very helpful and knowledgeable about the area. We had a great time!"

Reviewed on Sep 23, 2026

Courtyard by Marriott St. Augustine Beach

605 A1A Beach Boulevard St. Augustine FL

Fully refundableReserve now, pay when you stay

$98 nightly

$109 total

Oct 4 - Oct 5

Total with taxes and fees

See all 3,465 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.