Seaside Vacations from $236

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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.
Hyatt Place Fort Myers/at The Forum

Hyatt Place Fort Myers/at The Forum

3 out of 5
The Forum
Save 100% on your flight
per person
Sep 2 - Sep 6
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
8.2/10 Very Good! (1,008 reviews)
I liked everything but the fact they dintbhave a microwave in tye room so you cant reheat food.

Reviewed on Jul 7, 2025

Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
Villas
Save 100% on your flight
per person
Sep 7 - Sep 14
found 1 day ago
Roundtrip flight included
New York (JFK) to Fort Myers (RSW)
8.6/10 Excellent! (1,004 reviews)
Everything was great, but last night I found a roach behind the curtains by the windows and I couldnt sleep.

Reviewed on Jun 29, 2025

Bellasera Resort

Bellasera Resort

4 out of 5
Old Naples
Save 100% on your flight
per person
Aug 9 - Aug 16
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
9.6/10 Exceptional! (2,179 reviews)
The rooms are extremely spacious and clean. The valet gentlemen are great. The shuttle drivers are great. Property is very pretty. The London Club/Claw Bar are wonderful. Special mention to Andy the shuttle driver, what a sweet and wonderful soul. And then the hardest working person always with a smile, is the young man who serves the pool area and the London Club. Wow. He is amazing. Service in general is great. The only person that was kind of rude was the condescending gentleman at the front desk (with a mustache). Will be back.

Reviewed on Jul 6, 2025

LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
Vanderbilt Beach
Save 100% on your flight
per person
Aug 9 - Aug 16
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
8.8/10 Excellent! (1,000 reviews)
Amazing we will be back

Reviewed on Jun 28, 2025

Casa Playa Beach Resort

Casa Playa Beach Resort

2 out of 5
Save 100% on your flight
per person
Sep 7 - Sep 14
found 1 day ago
Roundtrip flight included
New York (JFK) to Fort Myers (RSW)
9.6/10 Exceptional! (60 reviews)
Super friendly staff. Nice place. Beautiful views

Reviewed on Jul 6, 2025

Where to stay in Seaside

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

Find hotels in Stoneybrook

Seaside Hotel Deals

Naples Grande Beach Resort
Naples Grande Beach Resort
4.5 out of 5
475 Seagate Drive, Naples, FL
$190 nightly
The price is $211 total per night from Aug 3 to Aug 4
$211 total
Aug 3 - Aug 4
Total includes taxes and fees
9/10 Wonderful! (1,579 reviews)
"Excellent overall"

Reviewed on Jul 7, 2025

Naples Grande Beach Resort
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
$229 nightly
The price is $256 total per night from Jul 9 to Jul 10
$256 total
Jul 9 - Jul 10
Total includes taxes and fees
8.4/10 Very Good! (1,006 reviews)
"Amazing view, beautifully updated room. No microwave and very small fridge. The food downstairs can be expensive, but overall it is a nice place. The pool is very relaxing and the resort is worth the price."

Reviewed on Jul 4, 2025

Lani Kai Beachfront Resort
Sanibel Island Beach Resort
Sanibel Island Beach Resort
3 out of 5
1231 Middle Gulf Dr, Sanibel, FL
Fully refundableReserve now, pay when you stay
$238 nightly
The price is $263 total per night from Jul 13 to Jul 14
$263 total
Jul 13 - Jul 14
Total includes taxes and fees
8.8/10 Excellent! (1,190 reviews)
"Excellent location"

Reviewed on Jul 7, 2025

Sanibel Island Beach Resort
See all 16,065 properties in Seaside
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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Discover the most popular places to visit in Seaside

Hertz Arena showing landscape views

Hertz Arena

4/5(161 reviews)

Palm trees may be swaying in the breeze, but inside people are gliding on ice. Select an activity from a roster of things to do at this popular venue.

Hertz Arena
The history!

Koreshan State Historic Site

After visiting Koreshan State Historic Site, make a plan to see the other sights and activities in Estero. Wander the beautiful beaches or discover the area's beautiful sunsets.

Koreshan State Historic Site

Coconut Point Mall

4.5/5(439 reviews)

You can search for that perfect souvenir at Coconut Point Mall during your stay in Estero. Wander the beautiful beaches or discover the area's beautiful sunsets.

Coconut Point Mall

Things to do

Dolphin and Sightseeing Tiki Cruise

Fort Myers Beach Dolphin & Sightseeing Tour Refreshments Included

$62
per adult
Fort Myers Beach Dolphin & Sightseeing Tour Refreshments Included
Fort Myers Beach Sunset Excursion

Fort Myers Beach Sunset Excursion

$60
per adult
100% of travellers recommend
Fort Myers Beach Sunset Excursion
Southwest Florida Sunset Sail

Southwest Florida Sunset Sail

$70
per adult
100% of travellers recommend
Southwest Florida Sunset Sail
See all activities in Estero
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.