Seaside Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $1,096 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

Top Holiday Package Deals in Seaside

Price found within the past 48 hours. Click for updated prices.
Courtyard by Marriott Fort Myers Cape Coral

Courtyard by Marriott Fort Myers Cape Coral

3 out of 5
Price was CA $1,027, price is now CA $648 per person
CA $648
per person
Apr 11 - Apr 18
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Fort Myers (RSW)
8.2/10 Very Good! (1,002 reviews)
Staff was great and pool was relaxing.

Reviewed on Mar 4, 2026

The Suites at Fishermen’s Village- 2 Bedroom Suites

The Suites at Fishermen’s Village- 2 Bedroom Suites

3 out of 5
Punta Gorda Isles
Price was CA $2,129, price is now CA $1,371 per person
CA $1,371
per person
Apr 25 - May 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
9.8/10 Exceptional! (1,027 reviews)
This hotel is the best , cleanest, beautiful staff, perfect room I recommend this hotel all the time for everyone

Reviewed on Mar 5, 2026

Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4 out of 5
Price was CA $1,709, price is now CA $1,116 per person
CA $1,116
per person
May 24 - May 29
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Fort Myers (RSW)
9.2/10 Wonderful! (704 reviews)
The pools and Lazy river was awesome. Condos a little outdated but nice

Reviewed on Mar 3, 2026

The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Price was CA $2,311, price is now CA $1,528 per person
CA $1,528
per person
May 8 - May 15
found 24 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Fort Myers (RSW)
9.6/10 Exceptional! (477 reviews)
Such a beautiful hotel! Both the rooftop and outside pool were heated and absolutely delightful! They have a boat that will take you down the river and drop you off at Barefoot Beach. You can stay as long as you like as boat comes back every hour. The food at the rooftop restaurant (The Tigress) was one of the best dinners we’ve had in a long time! Highly recommend this hotel! Will be coming back!

Reviewed on Mar 4, 2026

Marriott Sanibel Harbour Resort & Spa

Marriott Sanibel Harbour Resort & Spa

4 out of 5
Punta Rassa
Price was CA $1,652, price is now CA $1,100 per person
CA $1,100
per person
May 24 - May 29
found 14 hours ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
8.4/10 Very Good! (1,005 reviews)
Unfortunately we had the unpleasant experience of staying at the Captiva Tower. So, no the pool was not enjoyable because of the sewer smell coming from the parking lot. I spoke to management and they did apologize for the lack of service, amenities and cleanliness of Captiva Tower and did refund some of our money. So, staff are great at the front desk.

Reviewed on Mar 3, 2026

Where to stay in Seaside

Find the best Seaside areas and neighborhoods for the activities you enjoy most. Learn more about Seaside
Panoramic of Estero Bay with its mangrove islands in Bonita Springs

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

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 $615 per night from Mar 12 to Mar 13
CA $615
CA $755 total
Mar 12 - Mar 13
includes taxes & fees
9/10 Wonderful! (1,918 reviews)
It’s all about the location, the staff and facility. Margaritaville has it all.

Reviewed on Mar 4, 2026

Margaritaville Beach Resort Fort Myers
Sanibel Island Beach Resort

Sanibel Island Beach Resort

3 out of 5
1231 Middle Gulf Dr Sanibel FL
The price is CA $570 per night from Apr 5 to Apr 6
CA $570
CA $670 total
Apr 5 - Apr 6
includes taxes & fees
9.2/10 Wonderful! (1,654 reviews)
Nice location! Great value for the price. Pool bar was fun! Beds not too comfy but room was good for the price.

Reviewed on Mar 5, 2026

Sanibel Island Beach Resort
Baymont by Wyndham Fort Myers Central

Baymont by Wyndham Fort Myers Central

2.5 out of 5
4850 S Cleveland Ave Fort Myers FL
Fully refundableReserve now, pay when you stay
The price is CA $116 per night from Apr 1 to Apr 2
CA $116
CA $129 total
Apr 1 - Apr 2
includes taxes & fees
6.8/10 (1,024 reviews)
Bad smell inside the room and the water from the bathtub. The bed was horrible, you can feel the springs and a big noise every time you move like metals. They must not be in the business. The towels was dirty and old. It was the worst hotel in history! Please, don't stay here.

Reviewed on Mar 4, 2026

Baymont by Wyndham Fort Myers Central
See all 17,521 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
Family Vacations
Family Vacations

Frequently asked questions

How much does a Seaside vacation package cost?
From just CA $648. 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

Hertz Arena showing landscape views

Hertz Arena

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

Coconut Point Mall

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

Copacetic Day Sail

Copacetic Day Sail

CA $95
per adult
100% of travellers recommend
Copacetic Day Sail
Southwest Florida Sunset Sail

Southwest Florida Sunset Sail

CA $96
per adult
100% of travellers recommend
Southwest Florida Sunset Sail
Dolphin Wildlife Cruise Fort Myers Beach

Dolphin Wildlife Cruise Fort Myers Beach

CA $88
per adult
Dolphin Wildlife Cruise Fort Myers Beach
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.