Pine Island Vacations

Book a Hotel + Flight or Car together to unlock savings

    Plan, book, travel with confidence
    payments icon
    Better together
    Save up to ₩9,995 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Pine Island Hotel Deals

Sunseeker Resort Charlotte Harbor
Sunseeker Resort Charlotte Harbor
4 out of 5
4949 Tamiami Trail, 785, Punta Gorda, FL
Fully refundableReserve now, pay when you stay
The price is ₩239,921 per night from May 27 to May 28
₩239,921
per night
May 27 - May 28
9.4/10 Exceptional! (221 reviews)
"Friendliness, clean, new"

Reviewed on May 23, 2024

Sunseeker Resort Charlotte Harbor
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! (126 reviews)
"Great hang."

Reviewed on Apr 23, 2024

Get rates
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 ₩380,053 per night from Jun 9 to Jun 10
₩380,053
per night
Jun 9 - Jun 10
8.6/10 Excellent! (299 reviews)
"We loved hanging out at the pool. The DJ was really good. We also loved being able to support the local vendors as Ft. Myers Beach."

Reviewed on May 24, 2024

Margaritaville Beach Resort Fort Myers
See all 15,710 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 vacation package cost?
Starting from only , a vacation 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 vacation 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 vacation?
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 vacation. 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 vacation package is the most convenient way to organize 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 vacation 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 vacation.
If I'm not able to travel, can I cancel my Pine Island vacation package?
We totally understand that life sometimes gets in the way of your plans. If you’ve locked in a Pine Island vacation 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.

Discover the most popular places to visit in Pine Island

Image for Sanibel Island Southern Beach

Sanibel Island Southern Beach

4.5/5(171 reviews)

Why not spend a lazy afternoon at Sanibel Island Southern Beach during your trip to Sanibel?

Sanibel Island Southern Beach
Image for Boca Grande Beach

Boca Grande Beach

4.5/5(285 reviews)

If a restful vacation is part of your travel plans, Boca Grande Beach might be the perfect place to seek out during your trip to Port Charlotte - Charlotte Harbor. While you're in the area, wander around the parks.

Boca Grande Beach
Image for North Captiva Island Beach

North Captiva Island Beach

Why not spend a lazy afternoon at North Captiva Island Beach during your trip to Captiva? While you're in the area, stroll along the beaches.

North Captiva Island Beach

Other vacations you might like

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