Cypress Island Holidays

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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 NZ$335 per night from 11 Aug to 12 Aug
NZ$335
11 Aug - 12 Aug
includes taxes & fees
9/10 Wonderful! (1,569 reviews)
"Excellent overall"

Reviewed on 7 Jul. 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 NZ$423 per night from 14 July to 15 July
NZ$423
14 July - 15 July
includes taxes & fees
8.4/10 Very Good! (1,029 reviews)
"Perfect location on beach with on site restaurants as well as very close to many other restaurants and attractions. The only negative is they do not allow you to take a small coolers to beach as they want to force you to order their drinks and food. Neighboring resorts DO allow their guests to take ..."

Reviewed on 10 Jul. 2025

Lani Kai Beachfront Resort
Hyatt House Naples/5th Avenue
Hyatt House Naples/5th Avenue
3.5 out of 5
1345 5th Avenue South, Naples, FL
Fully refundableReserve now, pay when you stay
The price is NZ$234 per night from 11 Aug to 12 Aug
NZ$234
11 Aug - 12 Aug
includes taxes & fees
8.8/10 Excellent! (1,305 reviews)
"Very good experience. Great hotel"

Reviewed on 9 Jul. 2025

Hyatt House Naples/5th Avenue
See all 16,003 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.

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

Golf Safari Mini Golf

Enjoy a round of golf in Bonita Springs at Golf Safari Mini Golf. Discover the beautiful sunsets and shops in this family-friendly area.

Golf Safari Mini Golf

Activities

Another amazing manatee encounter with some great guests visiting from Naples!

Dolphin and Manatee Adventure Tour of Fort Myers

NZ$108
per adult
88% of travellers recommend
Dolphin and Manatee Adventure Tour of Fort Myers
Dolphin, Manatee and Sea Turtle Adventure Tour

Dolphin, Manatee and Sea Turtle Adventure Tour

NZ$108
per adult
Dolphin, Manatee and Sea Turtle Adventure Tour
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.