Cypress Island Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • Better together

    Save up to ₩234,741 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

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
Default Image

Bonita Shores

4.5/5(57 area reviews)

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

Cypress Island Hotel Deals

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 ₩283,872 per night from Oct 13 to Oct 14
₩283,872
₩348,328 total
Oct 13 - Oct 14
includes taxes & fees
8.6/10 Excellent! (1,017 reviews)
"Nice hotel and area.. beach was not that great.. water was orange and brown"

Reviewed on Oct 5, 2025

Lani Kai Beachfront Resort
Naples Grande Beach Resort

Naples Grande Beach Resort

4.5 out of 5
475 Seagate Drive, Naples, FL
The price is ₩309,192 per night from Oct 13 to Oct 14
₩309,192
₩414,456 total
Oct 13 - Oct 14
includes taxes & fees
9/10 Wonderful! (1,841 reviews)
"Amazing place to rest and kids to have fun"

Reviewed on Oct 7, 2025

Naples Grande Beach 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 ₩229,808 per night from Oct 13 to Oct 14
₩229,808
₩327,817 total
Oct 13 - Oct 14
includes taxes & fees
8.8/10 Excellent! (1,519 reviews)
"We absolutely enjoyed our stay!!! Five Stars!! Very fun and uplifting atmosphere!! Vibrant colors, fun music played throughout the property, several dining options on site and plenty more within walking distance, oceanfront and close to shopping. Rooms are beautifully decorated and are clean and ..."

Reviewed on Oct 7, 2025

Margaritaville Beach Resort Fort Myers
See all 16,636 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 vacation package cost?
Choose from any combination of car rentals, flights and hotels, and you can be vacationing 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 vacation 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 vacation 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 fulfill those vacation 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 vacation?
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 vacation!
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 vacation package?
With a vacation 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 vacation 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 vacation 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 vacation, browse our Customer Service Portal for further information.

Discover the most popular places to visit in Cypress Island

Bonita Springs Public Beach

Bonita Springs Public Beach

4.5/5(594 reviews)

Why not spend a carefree afternoon at Bonita Springs Public Beach during your travels in Bonita Springs? Make time to visit the area's shops, or simply enjoy its top-notch restaurants.

Bonita Springs Public Beach

Bonita Beach Park

4.5/5(120 reviews)

After visiting Bonita Beach Park, make a plan to see the other sights and activities in Bonita Springs. Stroll along the area's beautiful beaches, or simply savor its top-notch restaurants.

Bonita Beach Park

Congo River Golf - Bonita Springs

Enjoy a trip to Congo River Golf - Bonita Springs and popular activities like golfing in Bonita Springs. Wander the beautiful beaches or discover the area's beautiful sunsets.

Congo River Golf - Bonita Springs
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.