Seaside Vacations from $528
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, 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.
LaPlaya Beach & Golf Resort - A Noble House Resort
Vanderbilt Beach
Save 100% on your flight
Price was $1,537, price is now $848 per person
$848
per person
Sep 14 - Sep 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9/10 Wonderful! (1,009 reviews)
La propiedad está muy bien y el servicio es excelente
Reviewed on Jul 12, 2026
Inn on Fifth
Old Naples
Save 100% on your flight
Price was $1,402, price is now $839 per person
$839
per person
Aug 16 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
9.4/10 Exceptional! (1,001 reviews)
A great hotel in downtown Naples. Great for couples looking for a getaway.
Reviewed on Jul 14, 2026
Manasota Key Resort
Save 100% on your flight
Price was $955, price is now $618 per person
$618
per person
Aug 19 - Aug 22
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
9.4/10 Exceptional! (300 reviews)
such a great spot on a beautiful beach!!!!
Reviewed on Jul 14, 2026
Where to stay in Seaside
Find the best Seaside areas and neighborhoods for the activities you enjoy most. Learn more about Seaside
Stoneybrook
1 out of top 10 points of interest in this area
Though Stoneybrook might not have many top sights, you can venture to the surrounding area to see attractions like Miromar Outlets and Stoneybrook Golf Club.
Seaside Hotel Deals
Margaritaville Beach Resort Fort Myers
251 Crescent Street Fort Myers Beach FL
$255 nightly
The price is $284 total per night from Jul 16 to Jul 17
$284 total
Jul 16 - Jul 17
Total with taxes and fees
9/10 Wonderful! (2,326 reviews)
"I didn't dislike anything everything was how I expected.."
Reviewed on Jul 15, 2026
Marriott Sanibel Harbour Resort & Spa
17260 Harbour Pointe Dr Fort Myers FL
Fully refundableReserve now, pay when you stay
$223 nightly
The price is $248 total per night from Jul 29 to Jul 30
$248 total
Jul 29 - Jul 30
Total with taxes and fees
8.6/10 Excellent! (1,030 reviews)
"The stay, our 2nd here, was great! The hotel location is fantastic, the staff that are present are wonderful, the rooms are a very nice size & the balcony is adequate, the view is amazing… each day we spotted tons of birds, dolphins, a turtle and a manatee! The rooms, however, could use decor refreshing ..."
Reviewed on Jul 14, 2026
Lani Kai Beachfront Resort
1400 Estero Blvd Fort Myers Beach FL
$158 nightly
The price is $177 total per night from Jul 20 to Jul 21
$177 total
Jul 20 - Jul 21
Total with taxes and fees
9/10 Wonderful! (1,743 reviews)
"Excellent Beach View. Clean rooms. The only downside is how loud the music was almost the whole day. They stop the music at 10 pm. The AC in our room was very loud too."
Reviewed on Jul 15, 2026
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.
Things to do
Fort Myers Beach Sunset and Dolphin Watching Cruise
$70
per adult
100% of travellers recommend
2.5-Hour Guided Group Kayak Tour on Big Hickory Pass
$55
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.