Pine Island Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

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

Top hotels in Pine Island

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 S$322 per night from 30 Aug to 31 Aug
S$322
30 Aug - 31 Aug
includes taxes & fees
9.2/10 Wonderful! (3,114 reviews)
"The food hall wasn't open all day, so eating there wasn't an option unless you wanted pizza. Coffee wasn't available all day. Others opened at 11:30 or 4:30. We were starving after check in and had to eat off property, with teenagers. Wasn't impressed woth the area either. Beautiful resort, ..."

Reviewed on 30 Jul, 2026

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 S$300 per night from 31 Aug to 1 Sept
S$300
31 Aug - 1 Sept
includes taxes & fees
9/10 Wonderful! (2,368 reviews)
"In the center of it all"

Reviewed on 30 Jul, 2026

Margaritaville Beach Resort Fort Myers
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$243 per night from 11 Aug to 12 Aug
S$243
11 Aug - 12 Aug
includes taxes & fees
8.8/10 Excellent! (1,835 reviews)
"The proximity to where the pier used to be and restaurants was great. Property has a great old Florida feel. The room was very clean. The pool was small and crowded. It would be helpful to have an outdoor rinse station when coming off of the beach. You also had to pay for the beach chairs and umbrella ..."

Reviewed on 31 Jul, 2026

Lani Kai Beachfront Resort
See all 19,038 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

PaddleSport Rental

Kayak or Paddleboard Rental

S$36
per traveller
Kayak or Paddleboard Rental
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.

Explore a world of travel with Expedia

* 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.