Cypress Island Holidays

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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

Top hotels in Cypress Island

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 S$215 per night from 30 Sept to 1 Oct
S$215
30 Sept - 1 Oct
includes taxes & fees
8.6/10 Excellent! (1,045 reviews)
"Love the property, parking not so much."

Reviewed on 23 Sept, 2025

Lani Kai Beachfront Resort
Naples Grande Beach Resort

Naples Grande Beach Resort

4.5 out of 5
475 Seagate Drive, Naples, FL
Fully refundableReserve now, pay when you stay
The price is S$334 per night from 30 Sept to 1 Oct
S$334
30 Sept - 1 Oct
includes taxes & fees
9/10 Wonderful! (1,812 reviews)
"Beautiful hotel with friendly staff. Room was clean and comfortable. Fitness center is massive and nicely kept. Grounds and amenities are beautiful. We will be back for a longer stay next time we are in the area. Thanks for everything."

Reviewed on 24 Sept, 2025

Naples Grande Beach Resort
Marriott Sanibel Harbour Resort & Spa

Marriott Sanibel Harbour Resort & Spa

4 out of 5
17260 Harbour Pointe Dr, Fort Myers, FL
Fully refundableReserve now, pay when you stay
The price is S$304 per night from 5 Oct to 6 Oct
S$304
5 Oct - 6 Oct
includes taxes & fees
8.4/10 Very Good! (1,010 reviews)
Amazing!
"Top notch resort with amazing pool and bayfront views of Sanibel!"

Reviewed on 21 Sept, 2025

Marriott Sanibel Harbour Resort & Spa
See all 16,517 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.

Things to do

Copacetic Day Sail

Copacetic Day Sail

S$90
per adult
100% of travellers recommend
Copacetic Day Sail
Hop on/hop off all day to explore Naples.

Guided Tour of Naples on a Vintage Trolley (Hop on - Hop off)

S$58
per adult
86% of travellers recommend
Guided Tour of Naples on a Vintage Trolley (Hop on - Hop off)
Southwest Florida Sunset Sail

Southwest Florida Sunset Sail

S$90
per adult
100% of travellers recommend
Southwest Florida Sunset Sail
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.