Pine Island Holidays

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  • Better together

    Save up to NZ$2,400 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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    Plan, book, and manage your trip all in one place

Pine Island Holiday

Our pick of the best Pine Island Hotel Deals

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

4 out of 5
5500 Sunseeker Way Punta Gorda FL
Fully refundableReserve now, pay when you stay
The price is NZ$433 per night from 10 Aug to 11 Aug
NZ$433
10 Aug - 11 Aug
includes taxes & fees
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
Margaritaville Beach Resort Fort Myers

Margaritaville Beach Resort Fort Myers

4 out of 5
251 Crescent Street Fort Myers Beach FL
The price is NZ$456 per night from 3 Aug to 4 Aug
NZ$456
3 Aug - 4 Aug
includes taxes & fees
9/10 Wonderful! (2,326 reviews)
"I didn't dislike anything everything was how I expected.."

Reviewed on 15 July 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 NZ$427 per night from 29 July to 30 July
NZ$427
29 July - 30 July
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
"The stay, our 2nd here, was great! The hotel location is fantastic, the staff that are present are wonderful, the rooms are a very nice size & the balcony is adequate, the view is amazing… each day we spotted tons of birds, dolphins, a turtle and a manatee! The rooms, however, could use decor refreshing ..."

Reviewed on 14 July 2026

Marriott Sanibel Harbour Resort & Spa
See all 18,983 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.

Stay near popular Pine Island attractions

Useppa Museum

This intimate island museum chronicles Useppa's evolution from Native American settlement to exclusive retreat. Explore artefacts spanning 10,000 years and discover the island's fascinating WWII history.
See properties

What to do in Pine Island

Florida Keys Nature & History Tour from Key West

Florida Keys Nature & History Tour from Key West

NZ$210
per adult
88% of travellers recommend
Florida Keys Nature & History Tour from Key West
Marathon Backcountry Permit

Marathon Backcountry Fishing Charter

NZ$1,175
per traveller
Marathon Backcountry Fishing Charter
See all activities in Pine Island

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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.