Seaside Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to NZ$616 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

Our guide on 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

When in Stoneybrook, you can plan a visit to Miromar Outlets and Hertz Arena, some noteworthy sights in the nearby area.

Find hotels in Stoneybrook

Our pick of the best 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 NZ$599 per night from 28 Apr to 29 Apr
NZ$599
28 Apr - 29 Apr
includes taxes & fees
9/10 Wonderful! (1,981 reviews)
Absolutely wonderful stay! Wonderful service and amenities.

Reviewed on 31 Mar 2026

Margaritaville Beach Resort Fort Myers
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
The price is NZ$593 per night from 27 Apr to 28 Apr
NZ$593
27 Apr - 28 Apr
includes taxes & fees
9.2/10 Wonderful! (1,740 reviews)
Lovely rooms and right on the beach.

Reviewed on 31 Mar 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 NZ$140 per night from 1 May to 2 May
NZ$140
1 May - 2 May
includes taxes & fees
6.8/10 (1,021 reviews)
Room was clean that was about the best thing

Reviewed on 31 Mar 2026

Baymont by Wyndham Fort Myers Central
See all 17,436 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.

Frequently asked questions

How much does a Seaside holiday package cost?
From just . Yes, you read that correctly. Our Seaside holiday packages are an awesome way to stretch your budget. Combine your favourite 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 holiday?
Savvy travellers 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 holiday 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 organising your Seaside getaway.
If I'm not able to travel, can I cancel my Seaside holiday package?
If your holiday 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

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 find the perfect gifts to bring home at Coconut Point Mall during your visit to Estero. Wander the beautiful beaches or discover the area's beautiful sunsets.

Coconut Point Mall

Old Corkscrew Golf Club

Enjoy a round of golf in Estero at Old Corkscrew Golf Club. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Old Corkscrew Golf Club

Activities

Southwest Florida Sunset Sail

Southwest Florida Sunset Sail

NZ$119
per adult
100% of travellers recommend
Southwest Florida Sunset Sail
Fort Myers Beach Sunset and Dolphin Watching Cruise

Fort Myers Beach Sunset and Dolphin Watching Cruise

NZ$119
per adult
100% of travellers recommend
Fort Myers Beach Sunset and Dolphin Watching Cruise
Sunset Dolphin Cruise with Sanibel Lighthouse Views

Sunset Dolphin Cruise with Sanibel Lighthouse Views

NZ$119
per adult
92% of travellers recommend
Sunset Dolphin Cruise with Sanibel Lighthouse Views
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.