Pine Island Vacation Packages 2026

Top Pine Island hotels deals

Off the Charts Inn & Out Island Resort

2938 Sanibel Blvd Saint James City FL

$194 nightly

$216 total

May 11 - May 12

Total with taxes and fees

A restaurant, free self parking, and a complimentary grocery shopping service are among this motel's amenities. WiFi in public areas is free. A picnic area, laundry facilities, and barbecue grills are also on offer.

Pet friendly

Parking included

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

5500 Sunseeker Way Punta Gorda FL

Free Cancellation

Reserve now, pay when you stay

$226 nightly

$253 total

May 11 - May 12

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

Margaritaville Beach Resort Fort Myers

251 Crescent Street Fort Myers Beach FL

$247 nightly

$275 total

May 11 - May 12

Total with taxes and fees

A full-service spa, 4 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Relax with a drink at one of the 4 bars/lounges and get perks like free WiFi. You'll appreciate the 24-hour gym, beach bar, and concierge services.

Pool

Spa

Sanibel Island Beach Resort

1231 Middle Gulf Dr Sanibel FL

Free Cancellation

Reserve now, pay when you stay

$256 nightly

$282 total

Jun 1 - Jun 2

Total with taxes and fees

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Relax with a drink at the poolside bar and enjoy perks like free self parking.

Pool

Pet friendly

Lani Kai Beachfront Resort

1400 Estero Blvd Fort Myers Beach FL

$160 nightly

$179 total

May 19 - May 20

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

Trianon Bonita Bay

3401 Bay Commons Dr Bonita Springs FL

Free Cancellation

Reserve now, pay when you stay

$88 nightly

$98 total

May 17 - May 18

Total with taxes and fees

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. You'll appreciate the 24-hour gym, poolside bar, and concierge services.

Pool

Hot Tub

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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.

Popular places to visit

Useppa Museum

You can spend time studying the exhibits at Useppa Museum in Bokeelia. Amble around the area's marina, or seek out its fishing spots.

Randell Research Center

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.

Koucky Gardens & Gallery

You can spend time exploring the galleries in Koucky Gardens & Gallery in Pine Island Center. Wander the beautiful beaches and marina in this relaxing area.

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.