Cypress Island Holidays from £724

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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.
Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
Villas
Price was £928, price is now £724 per person
£724
per person
30 Apr - 7 May
found 1 day ago
Return flight included
London (LON) to Fort Myers (RSW)
8.6/10 Excellent! (1,002 reviews)
Nice quiet and clean.

Reviewed on 9 Feb 2026

Matanzas Inn Bayside Resort and Marina

Matanzas Inn Bayside Resort and Marina

3 out of 5
Price was £1,401, price is now £934 per person
£934
per person
30 Apr - 7 May
found 1 day ago
Return flight included
London (LON) to Fort Myers (RSW)
9.2/10 Wonderful! (1,001 reviews)
staff is great always willing to take care of you location is a plus, 5-minute walk to the beach and many dining and entertainment establishments.

Reviewed on 10 Feb 2026

The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Price was £1,838, price is now £1,327 per person
£1,327
per person
25 Apr - 2 May
found 1 day ago
Return direct flight included
Manchester (MAN) to Fort Myers (RSW)
9.6/10 Exceptional! (477 reviews)
The hotel was amazing and super clean.

Reviewed on 8 Feb 2026

Resort Harbour Properties

Resort Harbour Properties

3.5 out of 5
Punta Rassa
Price was £1,729, price is now £1,325 per person
£1,325
per person
25 Apr - 2 May
found 1 day ago
Return direct flight included
Manchester (MAN) to Fort Myers (RSW)
9.6/10 Exceptional! (361 reviews)
The room was perfect for just my husband and myself, but with my elderly mother in a wheelchair, the bed was too high, toilet was too low and wobbled. She slept on the couch, and it was so low we had to both help her off of it. The view we had the condo was awesome except for someone in a wheelchair😔

Reviewed on 19 Jan 2026

Landing Fort Myers Near Highland Pines

Landing Fort Myers Near Highland Pines

4 out of 5
Daniels Corridor
Price was £1,110, price is now £858 per person
£858
per person
30 Apr - 7 May
found 1 day ago
Return flight included
London (LON) to Fort Myers (RSW)
No reviews

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
Bonita Springs Beach in Florida

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

Margaritaville Beach Resort Fort Myers

Margaritaville Beach Resort Fort Myers

4 out of 5
251 Crescent Street Fort Myers Beach FL
The price is £476 per night from 5 Mar to 6 Mar
£476
5 Mar - 6 Mar
includes taxes & fees
8.8/10 Excellent! (1,866 reviews)
It is a beautiful resort Very expensive, the food is okay not fabulous for the prices.

Reviewed on 10 Feb 2026

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 £343 per night from 12 Feb to 13 Feb
£343
12 Feb - 13 Feb
includes taxes & fees
8.4/10 Very Good! (1,000 reviews)
Nice room and perfect location

Reviewed on 1 Feb 2026

Marriott Sanibel Harbour Resort & Spa
Sanibel Island Beach Resort

Sanibel Island Beach Resort

3 out of 5
1231 Middle Gulf Dr Sanibel FL
The price is £306 per night from 11 Feb to 12 Feb
£306
11 Feb - 12 Feb
includes taxes & fees
9/10 Wonderful! (1,586 reviews)
Great beach hotel! Room is clean and bed comfortable. All the staff are friendly and accommodating. Tiki hut fun by the pool. The restaurant is great for a lite bite and a full meal. The beach is steps from the hotel. Perfect get away even during the cold spell.

Reviewed on 4 Feb 2026

Sanibel Island Beach Resort
See all 17,255 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
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Cypress Island travel package cost?
Our Cypress Island packages, which start from just £724, 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 seafood restaurants and great live music in this family-friendly area.

Promenade at Bonita Bay

Things to do

Cute Manatee

Manatee Sightseeing and Wildlife Boat Tour

£51
per adult
90% of travellers recommend
Manatee Sightseeing and Wildlife Boat Tour
Hop on/hop off all day to explore Naples.

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

£33
per adult
86% of travellers recommend
Guided Tour of Naples on a Vintage Trolley (Hop on - Hop off)
Dolphin Wildlife Cruise Fort Myers Beach

Dolphin Wildlife Cruise Fort Myers Beach

£47
per adult
Dolphin Wildlife Cruise Fort Myers Beach
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.