Cypress Island Holidays

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Your Cypress Island Holiday

Uncovering everything Cypress Island has to offer is simple with a Cypress Island holiday package. Known for its golfing and more, this captivating neighbourhood is calling your name. When it's time to sightsee, you'll find loads of awesome attractions nearby including Promenade at Bonita Bay, Bonita Beach Dog Park and Little Hickory Island Beach Park. Visit one or all during your trip to Cypress Island. No matter your travel plans or the size of your budget, booking your perfect Cypress Island holiday is a cinch with Expedia.

Our guide on where to stay in Cypress Island

Find the best Cypress Island areas and neighborhoods for the activities you enjoy most. Learn more about Cypress Island
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Bonita Shores

Bonita Shores might not have many top sights, but Barefoot Beach and Promenade at Bonita Bay are two attractions nearby that you can check out.

Find hotels in Bonita Shores

Our pick of the best Cypress Island Hotel Deals

Naples Grande Beach Resort

Naples Grande Beach Resort

4.5 out of 5
475 Seagate Drive, Naples, FL
Fully refundable
The price is AU$424 per night from 27 Oct to 28 Oct
AU$424
27 Oct - 28 Oct
includes taxes & fees
9/10 Wonderful! (1,868 reviews)
"My family and I had a wonderful stay! The pool and beach were beautiful. We can’t wait to go back."

Reviewed on 18 Oct 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
The price is AU$311 per night from 21 Oct to 22 Oct
AU$311
21 Oct - 22 Oct
includes taxes & fees
8.8/10 Excellent! (1,041 reviews)
"Liked that all rooms are gulf view and have balconys."

Reviewed on 13 Oct 2025

Lani Kai Beachfront Resort
Margaritaville Beach Resort Fort Myers

Margaritaville Beach Resort Fort Myers

4 out of 5
251 Crescent Street, Fort Myers Beach, FL
The price is AU$320 per night from 4 Nov to 5 Nov
AU$320
4 Nov - 5 Nov
includes taxes & fees
8.8/10 Excellent! (1,547 reviews)
"Loved everything about our stay"

Reviewed on 18 Oct 2025

Margaritaville Beach Resort Fort Myers
See all 16,702 properties in Cypress Island
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 Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does a Cypress Island holiday package cost?
Choose from any combination of car rentals, flights and hotels, and you can be holidaying in Cypress Island from just . And the more you bundle, the more dollars you save. The getaway of your dreams has never been more affordable.
How do I get a cheap travel package to Cypress Island?
It's easy. Just bundle everything together. Hotels, flights and rental cars — combine whatever you need into a Cypress Island holiday package to save tons of cash. Score even more deals when you add extras such as sightseeing tours to your booking. But that's not the only impressive part. You have the flexibility to customize your holiday your way. We offer over 550 air carriers and 1 000 000 hotels in all corners of the globe, so that everyone has an opportunity to travel and fulfil those holiday fantasies.
Where should I stay in Cypress Island?
It makes sense to stay near the action. Many visitors book hotels in the vicinity of top sights, such as Promenade at Bonita Bay, Bonita Beach Dog Park and Little Hickory Island Beach Park.
How far in advance should I book my Cypress Island holiday?
Be rewarded with the biggest variety at the lowest prices by booking your Cypress Island adventure nice and early. Air carriers tend to advertise flights around a year before departure, so secure your spot as soon as possible. Having said that, Expedia is dedicated to giving you the best bargains around, so there's never a bad time to book your dream holiday!
What does an Expedia Cypress Island travel package include?
Rental cars, flights and hotels — we've got them all. With Expedia, you can create your Cypress Island travel package just the way you want. All you have to do is decide what you need. Once you've made your booking, you can add on extras like activities and tours. The more you bundle, the more you save!
What should I know before booking a Cypress Island travel package?
Discover deals to match your budget with an Expedia package. Airfares, hotels, rental cars — we've got them all. You'll save a packet just by bundling your bookings. Whether you're heading away on a winter snow adventure or venturing someplace warm, your dream getaway is only clicks away.
Can I choose my airline with a Cypress Island Expedia holiday package?
With a holiday package, you're in control. Whether you're eager to fly to Cypress Island in economy or first class, simply pick from the available airline options. Expedia has access to more than 550 partner airlines all over the world.
If I'm not able to travel, can I cancel my Cypress Island holiday package?
Yes you can, and we'll help you every step of the way. You may be able to amend or cancel your Cypress Island holiday package for free if you booked in the last 24 hours. But you may incur a fee from your hotel, airline or car rental company if your booking is older than that. If life gets in the way of your holiday, browse our Customer Service Portal for further information.

Discover the most popular places to visit in Cypress Island

Raptor Bay Golf Club

Enjoy a round of golf in Bonita Springs at Raptor Bay Golf Club. Wander the area's beautiful beaches or simply enjoy one of its top-notch restaurants.

Raptor Bay Golf Club

Activities

Copacetic Day Sail

Copacetic Day Sail

AU$107
per adult
100% of travellers recommend
Copacetic Day Sail
Southwest Florida Sunset Sail

Southwest Florida Sunset Sail

AU$107
per adult
100% of travellers recommend
Southwest Florida Sunset Sail
Dolphin Wildlife Cruise Fort Myers Beach

Dolphin Wildlife Cruise Fort Myers Beach

AU$97
per adult
Dolphin Wildlife Cruise Fort Myers Beach
See all activities in Bonita Springs
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.