Anastasia Island Vacation Packages 2026 from $269

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The Latest Anastasia Island vacation packages

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

Palazzo Lakeside Hotel

$269

per person

Oct 1 - Oct 6

found 1 day ago

Roundtrip flight included

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

8.4/10 Very Good! (5,282 reviews)

Great stay! Clean,quiet, and safe :)

Reviewed on Aug 18, 2026

Westgate Vacation Villas Resort

Save 100% on your flight

$377

per person

Oct 22 - Oct 29

found 1 day ago

Roundtrip flight included

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

8.2/10 Very Good! (2,028 reviews)

Perfect

Reviewed on Aug 18, 2026

Westgate Towers Resort

Save 100% on your flight

$377

per person

Oct 22 - Oct 29

found 1 day ago

Roundtrip flight included

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

8.6/10 Excellent! (1,002 reviews)

The Delaney Hotel

South Orange

$816

per person

Nov 12 - Nov 15

found 1 day ago

Roundtrip flight included

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

9.6/10 Exceptional! (1,178 reviews)

Property was very clean, staff was very pleasant and helpful. If parking, come into the garage from Fernwood St. Otherwise you'll go around a couple of blocks as there is no drop off or street parking on Orange Ave. The hotel is a wonderful boutique place with an excellent location to Orlando Regional Medical Center and South Downtown. Easy access to I-4. Drinks and refreshments are located at the front desk.

Reviewed on Aug 18, 2026

Westgate River Ranch Resort & Rodeo

Save 100% on your flight

$333

per person

Oct 2 - Oct 4

found 1 day ago

Roundtrip flight included

San Juan (SJU) to Orlando (MCO)

8.4/10 Very Good! (540 reviews)

Reviewed on Aug 18, 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

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 Tolomato River 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.

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A sandy beach with a paved walkway and the ocean in the background.

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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Three alligators resting on sandy ground.

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 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 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 great live music and fascinating museums.

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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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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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Saint Augustine Amphitheatre

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

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What to do in Anastasia Island

St. Augustine: Treasure Hunt Cruise with Onboard Show

$40

per adult

90% of travellers recommend

St.Augustine: Torture Museum, Ghost Hunt, & Tiny Art Tickets

$25

per adult

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

$125 nightly

$139 total

Aug 25 - Aug 26

Total with taxes and fees

8.8/10 Excellent! (3,281 reviews)

"We had a fabulous stay at Guy Harvey — truly great as always. The staff was incredibly friendly and courteous, the food was delicious, and Chase and Lucas made our time at the tiki bar extra fun. This has become our go‑to family vacation spot, and every visit reminds us why we keep coming back. We’ve ..."

Reviewed on Aug 18, 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

Sep 13 - Sep 14

Total with taxes and fees

8.6/10 Excellent! (1,015 reviews)

"Location was good"

Reviewed on Aug 18, 2026

Embassy Suites By Hilton St Augustine Beach-Oceanfront Resort

300 A1A Beach Blvd St. Augustine FL

Fully refundableReserve now, pay when you stay

$208 nightly

$232 total

Sep 1 - Sep 2

Total with taxes and fees

9/10 Wonderful! (1,380 reviews)

"Room 205 AC did not cool below 74F - we complained several times, but only provided a box fan. They offered us another room which was significant downgrade which we declined. The staff could have been more helpful to address the situation and show us some concern"

Reviewed on Aug 18, 2026

See all 3,473 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.