Eastside Vacation Packages 2026 from $518

The Latest Eastside Vacation Packages

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

San Marco Inn East

$518

per person

Oct 13 - Oct 20

found 1 day ago

Roundtrip non-stop flight included

Indianapolis (IND) to Jacksonville (JAX)

8.6/10 Excellent! (1,454 reviews)

Amelia by the Sea

Save 100% on your flight

$2,956

per person

Oct 17 - Oct 20

found 1 day ago

Roundtrip flight included

New York (NYC) to Jacksonville (JAX)

No reviews

Tricove Inn & Suites

Southside

$584

per person

Sep 15 - Sep 22

found 1 day ago

Roundtrip non-stop flight included

Indianapolis (IND) to Jacksonville (JAX)

7.4/10 Good! (1,007 reviews)

Southbank Apartments by Landing

Downtown Jacksonville

$803

per person

Sep 11 - Sep 18

found 1 day ago

Roundtrip flight included

Boston (BOS) to Jacksonville (JAX)

10/10 Exceptional! (1 review)

The check in process was very confusing but the visa

Reviewed on Apr 4, 2026

Hammock Beach Golf Resort & Spa

Save 100% on your flight

$846

per person

Oct 29 - Nov 2

found 13 hours ago

Roundtrip flight included

Boston (BOS) to Jacksonville (JAX)

8.8/10 Excellent! (1,005 reviews)

We loved our stay at Hammock Beach Resort! We will absolutely go back many more times.

Reviewed on Aug 6, 2026

Where to stay in Eastside

Find the best Eastside areas and neighborhoods for the activities you enjoy most. Learn more about Eastside

A coastal town at dusk with a prominent clock tower, waterfront, and illuminated buildings.

Amelia City

While visiting Amelia City, you might make a stop by sights like American Beach and Fernandina Beach.

A sunset over a beach with waves and a pier.

Oceanfront

1 out of top 10 points of interest in this area

If you're spending some time in Oceanfront, Oceanfront Park and Northeast Florida Beaches are top sights worth seeing.

A city skyline with modern skyscrapers, a prominent Wells Fargo building, and a blue bridge over a river.

Downtown Jacksonville

2 out of top 10 points of interest in this area

Historic core with major corporations, Downtown Jacksonville offers diverse culinary and nightlife experiences at The Elbow. Explore attractions like Florida Theatre, TIAA Bank Field, and museums, while enjoying convenient transportation options.

A river with a bridge, a marina with boats, and a city skyline with high-rise buildings.

Southside

1 out of top 10 points of interest in this area

If you're spending some time in Southside, St. Johns Town Center and Orange Park Place Shopping Center are top sights worth seeing.

A golf course with a pond, trees, and buildings in the background.

Sawgrass

Visitors to Sawgrass like its beaches and riverfront, and Mickler Beach is a sight worth a stop.

Eastside Hotel Deals

Margaritaville Jacksonville Beach

715 1st St N Jacksonville Beach FL

Fully refundableReserve now, pay when you stay

$169 nightly

$192 total

Aug 10 - Aug 11

Total with taxes and fees

9/10 Wonderful! (4,314 reviews)

"It was amazing!!! Love this property!!!"

Reviewed on Aug 9, 2026

Wyndham Garden Jacksonville

4660 Salisbury Road Jacksonville FL

Fully refundableReserve now, pay when you stay

$78 nightly

$88 total

Aug 20 - Aug 21

Total with taxes and fees

Hyatt Regency Jacksonville

225 E Coastline Dr Jacksonville FL

Fully refundableReserve now, pay when you stay

$154 nightly

$174 total

Aug 21 - Aug 22

Total with taxes and fees

See all 3,564 properties in Eastside

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.