Cypress Island Holidays

Book a Hotel + Flight or Car together to unlock savings

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 4.707.106 ₫ per night from 15 Jan to 16 Jan
4.707.106 ₫
5.834.511 ₫ total
15 Jan - 16 Jan
includes taxes & fees
9/10 Wonderful! (1,100 reviews)
ANY TYPE FOOD IS AVAILABLE ON SIGHT FOR A PRICE ITS VERY CONVENIENT PLENTY OF OPTIONS .

Reviewed on 12 Jan 2026

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 12.279.476 ₫ per night from 1 Feb to 2 Feb
12.279.476 ₫
14.943.005 ₫ total
1 Feb - 2 Feb
includes taxes & fees
8.8/10 Excellent! (2,010 reviews)
staff courteous amenities extensive

Reviewed on 11 Jan 2026

Naples Grande Beach Resort
Sanibel Island Beach Resort

Sanibel Island Beach Resort

3 out of 5
1231 Middle Gulf Dr Sanibel FL
Fully refundableReserve now, pay when you stay
The price is 6.803.671 ₫ per night from 25 Jan to 26 Jan
6.803.671 ₫
8.242.818 ₫ total
25 Jan - 26 Jan
includes taxes & fees
9/10 Wonderful! (1,526 reviews)
Staff was great. Room was clean

Reviewed on 12 Jan 2026

Sanibel Island Beach Resort
See all 17,184 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 1null000null000 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.

Popular places to visit

scenic view of boats at dock in canal in bonita springs, florida

Bonita Springs Public Beach

Why not spend a care-free 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
Blooms

Everglades Wonder Gardens

Visit the animals who call Everglades Wonder Gardens home during your travels in Bonita Springs. Wander the beautiful beaches and picturesque gardens in the area.

Everglades Wonder Gardens

Promenade at Bonita Bay

During your trip to Bonita Springs, you can browse for the perfect souvenirs at Promenade at Bonita Bay. Discover the top-notch restaurants and great live music in this family-friendly area.

Promenade at Bonita Bay