Pine Island Holidays

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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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Top hotels in Pine Island

Off the Charts Inn & Out Island Resort
Off the Charts Inn & Out Island Resort
2.5 out of 5
2938 Sanibel Blvd, Saint James City, FL
9.4/10 Exceptional! (127 reviews)
"This place was clean and the location on the island was good because walking distance to bars and boat ramp. Just know there is nobody from the hotel on site except when we checked in on Friday. We really didn't need anyone and I believe there was a contact phone number if we did. The place was clean ..."

Reviewed on 28 May,2024

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Off the Charts Inn & Out Island Resort
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$335 per night from 27 Nov to 28 Nov
S$335
includes taxes & fees
27 Nov - 28 Nov
8.8/10 Excellent! (643 reviews)
Great Margharitaville Experience
"Great location and amenities. Clean and comfortable. Friendly staff"

Reviewed on 21 Nov,2024

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 S$317 per night from 8 Dec to 9 Dec
S$317
includes taxes & fees
8 Dec - 9 Dec
8.4/10 Very Good! (1,001 reviews)
"The staff was amazing —- valet and outdoor bar and pool area. She really made us feel welcome and drinks were wonderful. Travis our valet was sooo personable"

Reviewed on 17 Nov,2024

Marriott Sanibel Harbour Resort & Spa
See all 15,433 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

Classic E BIKE Rentals in The Villages Florida

Electric Bike Rentals in The Villages Florida with Delivery

S$38
Per adult
Electric Bike Rentals in The Villages Florida with Delivery
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.