Pine Island Vacation Packages 2026

Top Pine Island hotels deals

Margaritaville Beach Resort Fort Myers

251 Crescent Street Fort Myers Beach FL

Free Cancellation

Reserve now, pay when you stay

$202 nightly

$226 total

Nov 3 - Nov 4

Total with taxes and fees

A full-service spa, 4 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the 24-hour gym and visit the 4 bars/lounges and beach bar for drinks.

Pool

Spa

Marriott Sanibel Harbour Resort & Spa

17260 Harbour Pointe Dr Fort Myers FL

Free Cancellation

Reserve now, pay when you stay

$255 nightly

$284 total

Oct 28 - Oct 29

Total with taxes and fees

A full-service spa, 4 restaurants, and 3 outdoor pools are all featured at this smoke-free resort. Enjoy the 5 outdoor tennis courts and indoor pool, and unwind with a drink at the bar/lounge.

Pool

Hot Tub

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

5500 Sunseeker Way Punta Gorda FL

Free Cancellation

Reserve now, pay when you stay

$144 nightly

$162 total

Nov 1 - Nov 2

Total with taxes and fees

A full-service spa, 7 restaurants, and 2 outdoor pools are all featured at this resort. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls and an off-leash area. Relax with a drink at one of the 2 poolside bars and enjoy the 2 hot tubs and 24-hour gym.

Pool

Hot Tub

Lani Kai Beachfront Resort

1400 Estero Blvd Fort Myers Beach FL

Free Cancellation

Reserve now, pay when you stay

$150 nightly

$167 total

Nov 2 - Nov 3

Total with taxes and fees

This smoke-free hotel features 3 restaurants, 3 beach bars, and 6 bars/lounges. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Enjoy the outdoor pool and perks like free WiFi.

Pool

Free WiFi

The Lighthouse Resort Inn & Suites

1051 5th St Fort Myers Beach FL

Free Cancellation

Reserve now, pay when you stay

$147 nightly

$164 total

Oct 18 - Oct 19

Total with taxes and fees

This hotel features 2 outdoor pools, a restaurant, and a bar/lounge. Relax with a drink at the poolside bar and enjoy perks like free self parking and free WiFi. A terrace, a garden, and a picnic area are also on offer.

Pool

Pet friendly

Holiday Inn Express Cape Coral-Fort Myers Area by IHG

1538 Cape Coral Pkwy E Cape Coral FL

Free Cancellation

$101 nightly

$113 total

Oct 22 - Oct 23

Total with taxes and fees

This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Pool

Breakfast included

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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

Randell Research Center

10.0/10 (1 review)

You can spend time exploring the galleries in Randell Research Center during your travels in Pineland. Wander the beautiful beaches and marina in this relaxing area.

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Frequently asked questions

How much are vacation packages to Pine Island?

Travelocity offers flight and hotel vacation packages from as low as . With such amazing bargains, you'll be exploring all of Pine Island before long.

Where can I get the best vacation package deals for Pine Island?

It's simple — browse Travelocity. With as many as 400 airlines and 1,000,000 properties worldwide, it's a piece of cake to find a Pine Island package deal that appeals to your wanderlust.

Why should I purchase my Pine Island vacation bundle with Travelocity?

Because we believe in crafting one-of-a-kind travel experiences. From flights and hotels to car rentals and activities, we put everything at your fingertips. Our customer support is available 24/7 to ensure your needs are taken care of. We also offer a Price Match Guarantee, so you can lock in your vacation knowing you've scored the best deal possible. How? If you find a lower price, we'll match it!

Can I save on my Pine Island car rental if I book it with my hotel or flight?

You sure can with our Pine Island vacation packages. With one of these, there are plenty of ways to stretch your vacation budget further. Combine any two or more car, flight, hotel and tour bookings and watch your savings add up. With a rental car, all the attractions in and around Pine Island are an unforgettable road trip away.

Which airport is best for Pine Island?

Southwest Florida Intl. Airport (RSW) is a great option for visitors flying into Pine Island. Sarasota-Bradenton Intl. Airport (SRQ) and Naples Municipal Airport (APF) also welcome many of the region's flights.

What is there to do in Pine Island?

Pine Island boasts hidden gems at every corner, but be sure you see Calusa Heritage Trail and Useppa Museum during your stay. These two attractions are a must-see for visitors to the region.