Pine Island Holidays

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    Better together
    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy
    Plan, book, and manage your trip all in one place

Top hotels in Pine 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$253 per night from 22 Jun to 23 Jun
S$253
22 Jun - 23 Jun
includes taxes & fees
8.4/10 Very Good! (1,018 reviews)
"The beach was beautiful the sand was well maintained and the last to be all on. Lots of shops."

Reviewed on 16 Jun, 2025

Lani Kai Beachfront Resort
Sunseeker Resort Charlotte Harbor
Sunseeker Resort Charlotte Harbor
4.5 out of 5
5500 Sunseeker Way, 785, Punta Gorda, FL
Fully refundableReserve now, pay when you stay
The price is S$313 per night from 17 Jun to 18 Jun
S$313
17 Jun - 18 Jun
includes taxes & fees
9/10 Wonderful! (1,075 reviews)
"I had a wonderful time at sunseeker. Great food, amenities , staff. I will definitely go back."

Reviewed on 16 Jun, 2025

Sunseeker Resort Charlotte Harbor
Margaritaville Beach Resort Fort Myers
Margaritaville Beach Resort Fort Myers
4 out of 5
251 Crescent Street, Fort Myers Beach, FL
The price is S$395 per night from 17 Jun to 18 Jun
S$395
17 Jun - 18 Jun
includes taxes & fees
8.8/10 Excellent! (1,152 reviews)
Pros and Cons
"They give customers zero reason to leave the resort. Several restaurants/bars on site, spa, pool, gym, bikes, activities, etc. Food was decent and easily accessible, but nothing to rave about. My number one complaint is that they DO NOT tell you when you check-in that you'll be charged for the valet ..."

Reviewed on 11 Jun, 2025

Margaritaville Beach Resort Fort Myers
See all 16,597 properties in Pine 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 Pine Island holiday package cost?
Starting from only , a holiday package is your ticket to affordable travel. Custom make your Pine Island trip by picking from our huge range of airfares, hotels and rental cars.
How do I get a cheap travel package to Pine Island?
Browse and lock in everything in the one place with our Pine Island holiday packages. You’ll discover bargains on flights, hotels, tours and more that’ll keep your bank account happy and adventurous side satisfied. And, with more than 550 partner airlines and 1,000,000 hotel options worldwide to pick from, there are endless opportunities to mix and match your own way.
What are the top hotels in Pine Island?
For hotels in Saint James City with comfy beds and friendly service, check out Days Inn & Suites by Wyndham Fort Myers Near JetBlue Park and Best Western Fort Myers Inn & Suites. If you’re stopping by Bokeelia as well, you can look forward to a solid night’s sleep at Trianon Bonita Bay or Sanibel Island Beach Resort.
How far in advance should I book my Pine Island holiday?
While prices change from time to time, we generally suggest booking your flight as early as possible. Many international fares are available on Expedia up to 12 months in advance. If you’re booking late, you might still be in luck. Discount prices to Pine Island occasionally appear just weeks before departure.
What does an Expedia Pine Island travel package include?
Packages include flights, rental cars and hotels, but you can combine any of them to create your dream Pine Island holiday. You can also add on experiences and activities once you’ve made your booking. You’re in control! When you bundle your bookings with Expedia, you’ll enjoy discounts you won’t find elsewhere.
What should I know before booking a Pine Island travel package?
Bundling your bookings into a Pine Island holiday package is the most convenient way to organise your trip. Not only that, you’ll save big just for combining your flights, hotels and car rentals. Once you’ve booked, why not add on an activity or a tour?
Can I choose my airline with a Pine Island Expedia holiday package?
Expedia offers access to more than 550 airline partners worldwide, so you definitely can. Just choose the airline you want and create your ideal Pine Island holiday.
If I'm not able to travel, can I cancel my Pine Island holiday package?
We totally understand that life sometimes gets in the way of your plans. If you’ve locked in a Pine Island holiday package and have to change or cancel it, we can help. We suggest looking up our Customer Service Portal first for information. But generally, if you’ve taken out your package in the last 24 hours, you may be able to change your itinerary for free. If it’s been more than 24 hours, your hotel, airline or car rental company may impose a fee.

What to do in Pine Island

Florida Keys Nature & History Tour from Key West

Florida Keys Nature & History Tour from Key West

S$140
per adult
88% of travellers recommend
Florida Keys Nature & History Tour from Key West
Marathon Backcountry Permit

Marathon Backcountry Fishing Charter

S$858
per traveller
Marathon Backcountry Fishing Charter
Photograph endangered Key Deer

Full-Day Tour of Florida Keys Including Aquarium Encounters from Key West

S$192
per adult
Full-Day Tour of Florida Keys Including Aquarium Encounters from Key West
See all activities in Pine Island

* 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.