Seaside Vacation Packages

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Top Holiday Package Deals in Seaside

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Fort Myers Airport/FGCU

Hilton Garden Inn Fort Myers Airport/FGCU

3 out of 5
Save 100% on your flight
per person
Aug. 3 - Aug. 7
found 22 hours ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
8.8/10 Excellent! (1,000 reviews)
The evening front desk lady on Sunday was so nice

Reviewed on Jun. 4, 2024

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. 14
found 17 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Fort Myers (RSW)
9/10 Wonderful! (1,000 reviews)
The resort is extremely awesome!!! But I don’t know why the parking is an extra and is really expensive, if you are paying for staying there! And you don’t have option to parking in other sites more accesible! Is more expensive the parking than the food… I don’t get it

Reviewed on Jun. 14, 2024

Naples Grande Beach Resort

Naples Grande Beach Resort

4.5 out of 5
Park Shore
per person
Aug. 19 - Aug. 23
found 8 hours ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
8.6/10 Excellent! (1,182 reviews)
Everything is perfect.. the staff a wonderful attention

Reviewed on Jun. 16, 2024

Holiday Inn Fort Myers - Downtown Area, an IHG Hotel

Holiday Inn Fort Myers - Downtown Area, an IHG Hotel

3 out of 5
per person
Aug. 10 - Aug. 17
found 4 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
7.8/10 Good! (784 reviews)
You ask them to clean the room sometimes they clean it sometimes they don’t even come to the door. For being here almost three months I’m surprised how the front desk says they’ll ask them to clean then they don’t show up. Or how they come in see the blankets and sheets need to be changed and they will make the bed with the same dirty sheets. Not the Holiday Inn it once was.

Reviewed on Jun. 15, 2024

Wiggins Pass Chalet

Wiggins Pass Chalet

4 out of 5
per person
Jul. 17 - Jul. 22
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Fort Myers (RSW)
9.6/10 Exceptional! (132 reviews)
It was a beautiful room and I wished I had more time there. The location is quiet at night and parking is easy. There is no 24 hour reception, so please call ahead if you will be coming early morning or late nite. The hotel is very responsive to requests. If you are concerned about the distance from downtown, don’t be. Star Chalet is right off 41 which leads directly to downtown. Definitely a must stay when in Naples.

Reviewed on Jun. 13, 2024

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 hotel + flight trips in Stoneybrook

Seaside Hotel Deals

Marriott Sanibel Harbour Resort & Spa
Marriott Sanibel Harbour Resort & Spa
4 out of 5
17260 Harbour Pointe Dr, Fort Myers, FL
Fully refundableReserve now, pay when you stay
The price is CA $260 per night from Jun. 18 to Jun. 19
CA $260
CA $328 total
includes taxes & fees
Jun 18 - Jun 19
8.4/10 Very Good! (1,006 reviews)
"Everyone was accommodating and so kind. Kaitlin at registration was wonderful. Manager too. Overall great experience"

Reviewed on Jun. 16, 2024

Marriott Sanibel Harbour Resort & Spa
Margaritaville Beach Resort Fort Myers
Margaritaville Beach Resort Fort Myers
4 out of 5
251 Crescent Street, Fort Myers Beach, FL
The price is CA $386 per night from Jul. 18 to Jul. 19
CA $386
CA $485 total
includes taxes & fees
Jul 18 - Jul 19
8.6/10 Excellent! (354 reviews)
"Very easy from valet on my in to check in and see threw out till valet on my way. Calm relaxing time at the pool. Comfy beds and pilllows."

Reviewed on Jun. 16, 2024

Margaritaville Beach Resort Fort Myers
Naples Grande Beach Resort
Naples Grande Beach Resort
4.5 out of 5
475 Seagate Drive, Naples, FL
The price is CA $285 per night from Jul. 1 to Jul. 2
CA $285
CA $377 total
includes taxes & fees
Jul 1 - Jul 2
8.6/10 Excellent! (1,201 reviews)
"Checkin was a breeze. The staff was extremely friendly and helpful. It was a great getaway, we will definitely be back. The food and drinks were super delicious and the prices were not to bad either."

Reviewed on Jun. 13, 2024

Naples Grande Beach Resort
See all 15,008 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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Seaside vacation package cost?
From just CA $433. Yes, you read that correctly. Our Seaside vacation packages are an awesome way to stretch your budget. Combine your favorite hotels, flights and rental car and get out and see this wonderful destination.
How do I get a cheap travel package to Seaside?
You’ll save loads of cash if you combine your car rentals, flights and hotels into a Seaside travel package. Sometimes cheap packages mean fewer options. But not with Expedia. We offer over 550 partner airlines and 1,000,000 hotels throughout the world, which means you’ll always have plenty of variety to choose from. Eager to save even more? Add some interesting activities to your package deal to unlock even more bargains! After all, travel is about more than simply getting to your destination.
Where should I stay in Seaside?
Stay close to the action. Many visitors book hotels within easy reach of popular attractions, such as Hertz Arena, Coconut Point Mall and Miromar Outlets.
How far in advance should I book my Seaside vacation?
Savvy travelers often reserve their seats as early as possible. You can normally compare international fares on Expedia up to a year before your intended flight. If you’re booking last minute, don’t stress. Cheap prices occasionally appear in the last weeks before departure dates.
What does an Expedia Seaside travel package include?
Expedia has all you need to book your Seaside trip, but how your package is structured is your call. Choose from any combination of flights, hotels and rental cars. Searching for some tours or activities to keep you on the go? Once you’ve made your booking, you can add them too. Whatever your budget, there’s a deal to meet your needs.
What should I know before booking a Seaside travel package?
Design deals that fit your budget with an Expedia package. Hotels, airfares, rental cars — we’re a one-stop shop for all of them. You’ll save a tidy sum just by combining your bookings. Whether you’re heading away on a ski trip or getting some sun on a warm beach, your dream getaway is only a few clicks away.
Can I choose my airline with a Seaside Expedia vacation package?
Yes — that’s one of the best things about an Expedia package. You get to decide. We have access to more than 550 airline partners globally, so you have loads of choice when organizing your Seaside getaway.
If I'm not able to travel, can I cancel my Seaside vacation package?
If your vacation plans in Seaside have been upended, it’s a relief to know that it is possible to cancel your booking. If you booked in the last 24 hours, you may be eligible to receive a refund. If your booking is older than that, your hotel, airline or car rental company may charge fees. For more details, check our Customer Service Portal.

Discover the most popular places to visit in Seaside

Image for Hertz Arena

Hertz Arena

5/5(4 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
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Koreshan State Historic Site

Enjoy the beautiful sunsets and explore Koreshan State Historic Site, a lovely green space in Estero. Discover the area's lively bars and its lively festivals.

Koreshan State Historic Site
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Koreshan State Park

Explore the great outdoors at Koreshan State Park, a lovely green space in Estero. Check out the shops and top-notch restaurants in this family-friendly area.

Koreshan State Park

Things to do

Image for Lovers Key Guided Eco Tour-Mangrove Estuary

Lovers Key Guided Eco Tour-Mangrove Estuary

CA $91
Per adult
96% of travellers recommend
Lovers Key Guided Eco Tour-Mangrove Estuary
Image for 3 Hour Hobie Kayak Adventure In Bonita Springs

3 Hour Hobie Kayak Adventure In Bonita Springs

CA $95
Per adult
3 Hour Hobie Kayak Adventure In Bonita Springs
Image for 4-Hour Guided Kayak Adventure in Bonita Springs

4-Hour Guided Kayak Adventure in Bonita Springs

CA $149
Per adult
4-Hour Guided Kayak Adventure in Bonita Springs
See all activities in Estero

Other vacations you might like

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