Pine Island Holidays

Book a Hotel + Flight or Car together to unlock savings

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    Better together

    Save up to NZ$616 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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    Plan, book, and manage your trip all in one place

Pine Island Holiday

Our pick of the best Pine Island Hotel Deals

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
9/10 Wonderful! (1,195 reviews)
"Amazing location and service"

Reviewed on 14 Jul. 2025

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Sunseeker Resort Charlotte Harbor
Lani Kai Beachfront Resort

Lani Kai Beachfront Resort

3.5 out of 5
1400 Estero Blvd, Fort Myers Beach, FL
The price is NZ$426 per night from 16 July to 17 July
NZ$426
16 July - 17 July
includes taxes & fees
8.6/10 Excellent! (1,038 reviews)
"Our stay was perfect. Everyone is so nice and very accommodating."

Reviewed on 13 Jul. 2025

Lani Kai Beachfront 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 NZ$395 per night from 28 July to 29 July
NZ$395
28 July - 29 July
includes taxes & fees
8.8/10 Excellent! (1,215 reviews)
"Clean and updated. Lack of umbrellas would be the 1 thing to improve."

Reviewed on 14 Jul. 2025

Sanibel Island Beach Resort
See all 16,906 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.

What to do in Pine Island

Clear Kayak Tours in Weeki Wachee

Clear Kayak Tours in Weeki Wachee

NZ$132
per adult
100% of travellers recommend
Clear Kayak Tours in Weeki Wachee
Having fun at a Mosaic Bachelorette party.

Mosaic Classes

NZ$125
per adult
Mosaic Classes
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.