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.

Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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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 Bay

1 out of top 10 points of interest in this area

While Bonita Bay isn't home to many top sights, Promenade at Bonita Bay and Bonita Springs Public Beach are some notable places to visit nearby.

Find hotel + flight trips in Bonita Bay

Our pick of the best Cypress Island Hotel Deals

La Quinta Inn & Suites by Wyndham Naples Downtown
La Quinta Inn & Suites by Wyndham Naples Downtown
2.5 out of 5
1555 5th Ave S, Naples, FL
Fully refundableReserve now, pay when you stay
The price is AU$201 per night from 3 Dec to 4 Dec
AU$201
includes taxes & fees
3 Dec - 4 Dec
8/10 Very Good! (1,294 reviews)
Great value
"Great value for money."

Reviewed on 30 Nov. 2024

La Quinta Inn & Suites by Wyndham Naples Downtown
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$427 per night from 2 Dec to 3 Dec
AU$427
includes taxes & fees
2 Dec - 3 Dec
8.8/10 Excellent! (658 reviews)
"You get more here than you’re paying for ! I would choose a margaritaville over many other resorts any day."

Reviewed on 27 Nov. 2024

Margaritaville Beach Resort Fort Myers
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 AU$313 per night from 8 Dec to 9 Dec
AU$313
includes taxes & fees
8 Dec - 9 Dec
8.4/10 Very Good! (1,003 reviews)
"Great place for gateway to Sanibel and Captiva. Likely my new favorite!"

Reviewed on 27 Nov. 2024

Marriott Sanibel Harbour Resort & Spa
See all 14,767 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

Clear Kayak Guided Tours in Naples

Clear Kayak Guided Tours in Naples

AU$122
Per adult
100% of travellers recommend
Clear Kayak Guided Tours in Naples
Lovers Key Guided Eco Tour-Mangrove Estuary

Lovers Key Guided Eco Tour-Mangrove Estuary

AU$104
Per adult
96% of travellers recommend
Lovers Key Guided Eco Tour-Mangrove Estuary
Naples Kayak Rentals, Self Guided Eco Experience

Barrier Island Kayak rental, Self Guided Eco Experience

AU$38
Per adult
Barrier Island Kayak rental, Self Guided Eco Experience
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.