Seaside Vacations from $383

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $1,045 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

Your Seaside Vacation

Whatever your travel style, you can experience it all with a tailor-made Seaside vacation package. Spend your next getaway enjoying this neighborhood's golfing and its other charms. Your trip to Seaside wouldn't be complete without stopping by major attractions nearby such as Hertz Arena, Coconut Point Mall and Miromar Outlets. Whatever your travel plans or the size of your budget, booking your dream Seaside vacation is quick and easy with Expedia.

The Latest Seaside Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Ft Myers
LaPlaya Beach & Golf Resort - A Noble House Resort
The Perry Hotel Naples
Southseas
Hyatt Vacation Club at Coconut Cove, Bonita Springs

Where to stay in Seaside

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

Seaside Hotel Deals

Lani Kai Beachfront Resort

Lani Kai Beachfront Resort

3.5 out of 5
1400 Estero Blvd, Fort Myers Beach, FL
Fully refundableReserve now, pay when you stay
$189 nightly
The price is $211 total per night from Oct 16 to Oct 17
$211 total
Oct 16 - Oct 17
Total with taxes and fees
8.8/10 Excellent! (1,033 reviews)
"The thing that i did not like was that the tub was small and we had to pay for parking each day. Everything else was great."

Reviewed on Oct 11, 2025

Lani Kai Beachfront Resort
Naples Grande Beach Resort

Naples Grande Beach Resort

4.5 out of 5
475 Seagate Drive, Naples, FL
$263 nightly
The price is $292 total per night from Oct 14 to Oct 15
$292 total
Oct 14 - Oct 15
Total with taxes and fees
9/10 Wonderful! (1,841 reviews)
"Amazing place to rest and kids to have fun"

Reviewed on Oct 7, 2025

Naples Grande Beach Resort
Margaritaville Beach Resort Fort Myers

Margaritaville Beach Resort Fort Myers

4 out of 5
251 Crescent Street, Fort Myers Beach, FL
$206 nightly
The price is $230 total per night from Oct 27 to Oct 28
$230 total
Oct 27 - Oct 28
Total with taxes and fees
8.8/10 Excellent! (1,519 reviews)
"We absolutely enjoyed our stay!!! Five Stars!! Very fun and uplifting atmosphere!! Vibrant colors, fun music played throughout the property, several dining options on site and plenty more within walking distance, oceanfront and close to shopping. Rooms are beautifully decorated and are clean and ..."

Reviewed on Oct 7, 2025

Margaritaville Beach Resort Fort Myers
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.

Discover the most popular places to visit in Seaside

Things to do

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.