Cypress Island Holidays from £846

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Your Cypress Island Holiday

Let our Cypress Island holiday packages transport you to a destination where long-lasting memories are waiting to be made. While it's especially noted for its golfing, there's plenty more to like about this neighbourhood. Start your trip to Cypress Island by checking out nearby attractions such as Promenade at Bonita Bay, Bonita Beach Dog Park and Little Hickory Island Beach Park. Stop dreaming and start doing. When it's time to book your holiday to Cypress Island, Expedia is here to help.

Price found within the past 48 hours. Click for updated prices.
Embassy Suites by Hilton Fort Myers Estero

Embassy Suites by Hilton Fort Myers Estero

3.5 out of 5
per person
25 Oct - 31 Oct
found 1 day ago
Return direct flight included
London (LON) to Fort Myers (RSW)
9.2/10 Wonderful! (1,000 reviews)
Very clean, great breakfast and great staff.

Reviewed on 5 Aug 2025

Lani Kai Beachfront Resort

Lani Kai Beachfront Resort

3.5 out of 5
per person
25 Oct - 31 Oct
found 1 day ago
Return direct flight included
London (LON) to Fort Myers (RSW)
8.6/10 Excellent! (1,049 reviews)
What a wonderful place for a little getaway

Reviewed on 6 Aug 2025

Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4 out of 5
per person
25 Oct - 31 Oct
found 1 day ago
Return direct flight included
London (LON) to Fort Myers (RSW)
9.2/10 Wonderful! (576 reviews)
⭐️⭐️⭐️⭐️⭐️ Our favorite place to unwind — all year round! In just one year, we’ve visited the Hyatt Vacation Club in Bonita Springs four times — during the summer, fall, winter, and now again this summer! That alone shows how much we love this place. Each visit has been equally special, no matter the season. The atmosphere is peaceful and family-friendly, the grounds are always spotless, and the natural surroundings are beautiful. It’s the perfect place to relax and recharge. We especially want to thank Sam at the front desk for his outstanding kindness and attentiveness. Every time we arrive, he welcomes us with a warm smile and is always ready to help. His genuine care makes our stay feel even more like home. We wholeheartedly recommend this resort. It has truly become our year-round getaway spot. Thank you for making every visit memorable!

Reviewed on 2 Aug 2025

LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
Vanderbilt Beach
per person
17 Sept - 20 Sept
found 2 hours ago
Return flight included
London (LON) to Fort Myers (RSW)
8.8/10 Excellent! (1,000 reviews)
No self parking available, forced to valet @ $44/ day Would recommend to add self parking option or reduce valet parking rate by 50%

Reviewed on 5 Aug 2025

Naples Grande Beach Resort

Naples Grande Beach Resort

4.5 out of 5
Park Shore
per person
25 Oct - 31 Oct
found 1 day ago
Return direct flight included
London (LON) to Fort Myers (RSW)
9/10 Wonderful! (1,629 reviews)
It was clean and comfortable

Reviewed on 6 Aug 2025

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

Naples Grande Beach Resort

Naples Grande Beach Resort

4.5 out of 5
475 Seagate Drive, Naples, FL
The price is £170 per night from 1 Sept to 2 Sept
£170
1 Sept - 2 Sept
includes taxes & fees
9/10 Wonderful! (1,656 reviews)
"All"

Reviewed on 5 Aug 2025

Naples Grande Beach Resort
Holiday Inn Express Cape Coral-Fort Myers Area by IHG

Holiday Inn Express Cape Coral-Fort Myers Area by IHG

2.5 out of 5
1538 Cape Coral Pkwy E, Cape Coral, FL
Fully refundable
The price is £91 per night from 10 Aug to 11 Aug
£91
10 Aug - 11 Aug
includes taxes & fees
9/10 Wonderful! (1,013 reviews)
Great location
"Friendly stuff - convenient location"

Reviewed on 5 Aug 2025

Holiday Inn Express Cape Coral-Fort Myers Area by IHG
Margaritaville Beach Resort Fort Myers

Margaritaville Beach Resort Fort Myers

4 out of 5
251 Crescent Street, Fort Myers Beach, FL
The price is £181 per night from 18 Aug to 19 Aug
£181
18 Aug - 19 Aug
includes taxes & fees
8.8/10 Excellent! (1,337 reviews)
"Beautiful place!"

Reviewed on 4 Aug 2025

Margaritaville Beach Resort Fort Myers
See all 16,051 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
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Family Friendly Holidays

Frequently asked questions

How much does a Cypress Island travel package cost?
Our Cypress Island packages, which start from just £846, are an easy way to save big bucks. Handpick your favourite hotels, flights and more to create your perfect getaway.
If I'm not able to travel, can I cancel my Cypress Island travel package?
We understand — life can throw you the odd curveball. If you've booked a Cypress Island travel package and need to cancel or change it, we can help. We recommend taking a look at our Customer Service Portal first for information. But in general, if you've taken out your package within 24 hours, you may be able to cancel or change your itinerary for free. If it's more than 24 hours, your airline, hotel or car rental company may charge a fee.
How do I get a cheap travel package to Cypress Island?
One of the simplest ways to save money (and time) is to bundle your bookings with Expedia. Flights, hotels, activities and rental cars — we've got it all. Choose the combination that best suits you and see your savings pile up. We know a package deal is never one-size-fits-all. That's why we offer more than 550 airlines and 1,000,000 hotel options from all over the world, which lets you customize your Cypress Island adventure.
Does Expedia offer Book Now, Pay Later Cypress Island holidays?
Your bank balance shouldn't stop you from taking a holiday, so Expedia has worked out a solution to help. Now that we've teamed up with online lender Klarna, it's easier than ever to book an incredible getaway without making a dent in your savings. Klarna offers flexible payment options at checkout that take the worry out of budgeting for your escape. Consider one of these flexible payment options:

  • Pay monthly holidays: Klarna has convenient monthly payment plans that fit all budgets, so you can jet away on that well-earned holiday now.
  • Pay in instalments holidays: If you'd like to pay for your escape across multiple transactions, holidays paid in instalments might be the right option for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: Clicking on the "book now" button is easier with this option. Just put down a small deposit on your escape and then start working on your travel itinerary.

Where should I stay in Cypress Island?
With loads to explore in Cypress Island, it makes sense to stay near its attractions. Little Hickory Island Beach Park, Promenade at Bonita Bay and Bonita Beach Dog Park are some good ones to add to your must-see list.
What are the top hotels in Cypress Island?
If it's your first visit to Cypress Island, book a room at Trianon Bonita Bay or Hyatt Regency Coconut Point Resort & Spa. Both hotels offer comfy beds and are favourites among lots of travellers.
How far in advance should I book my Cypress Island holiday?
Search Expedia to compare flights as soon as you've got your travel dates. You can generally purchase a ticket up to a year before departure. If you don't see your preferred carrier, or you've left things to the last minute, fear not. Cheap fares to Cypress Island occasionally appear just weeks before the date of departure.
What does an Expedia Cypress Island travel package include?
From flights and hotels to rental cars, Expedia can help you create a Cypress Island package that fits you. Holidaying for a few weeks? Give some thought to a hotel, rental car and flight bundle. If you're taking a short break, a flight and hotel deal could be more your style. Tours and activities can be added after you've booked. Our travel packages make it easy to plan and save.
What should I know before booking a Cypress Island travel package?
A travel package can be tailored to your budget and is a simple way to make your hard-earned dollars stretch further. What you include is your call. Rental cars, hotels and flights — choose any combination that works with your plans.
Can I choose my airline with a Cypress Island Expedia travel package?
With a travel package, you're in control. Whether you'd like to fly to Cypress Island in economy or first class, simply select from the available airline options. Expedia has access to more than 550 partner airlines all over the world.

Popular places to visit

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

Things to do

CLEAR Kayak Sunset & Light Tour - Bonita Springs / Ft Myers Beach

CLEAR Kayak Sunset & Light Tour - Bonita Springs / Ft Myers Beach

£59
per adult
100% of travellers recommend
CLEAR Kayak Sunset & Light Tour - Bonita Springs / Ft Myers Beach
Lovers Key Guided Eco Tour-Mangrove Estuary

Lovers Key Guided Eco Tour-Mangrove Estuary

£50
per adult
96% of travellers recommend
Lovers Key Guided Eco Tour-Mangrove Estuary
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. Flight-inclusive packages are ATOL protected.