Pine Island Vacation Packages 2025 from $445

Pine Island flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Wyvern Hotel, Ascend Hotel Collection

Downtown Punta Gorda

per person

Jul 17 - Jul 21

found 1 day ago

Roundtrip non-stop flight included

Cleveland (CLE) to Punta Gorda Airport (PGD)

This smoke-free hotel features 2 restaurants and 2 bars/lounges. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the a rooftop terrace and perks like free self parking.

The Suites at Fishermen’s Village- 2 Bedroom Suites

Punta Gorda Isles

Save 100% on your flight

per person

Aug 27 - Sep 1

found 1 day ago

Roundtrip non-stop flight included

Columbus (CMH) to Punta Gorda Airport (PGD)

A marina, 4 restaurants, and an outdoor pool are all featured at this smoke-free condo resort. Relax with a drink at one of the 4 bars/lounges and enjoy free perks like free self parking and WiFi in public areas. A coffee shop, a snack bar/deli, and a picnic area are also on offer.

Sunseeker Resort Charlotte Harbor

Save 100% on your flight

per person

Aug 27 - Sep 1

found 1 day ago

Roundtrip non-stop flight included

Columbus (CMH) to Punta Gorda Airport (PGD)

A full-service spa, 7 restaurants, and 2 outdoor pools are all featured at this luxury 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.

Vantage Apartments by Barsala

Hancock

per person

Jul 23 - Jul 27

found 18 hours ago

Roundtrip non-stop flight included

Cleveland (CLE) to Punta Gorda Airport (PGD)

This aparthotel includes free WiFi in public areas and a virtual front desk.

Tropical Palm Motel

Hancock

per person

Aug 23 - Aug 30

found 1 hour ago

Roundtrip flight included

Cincinnati (CVG) to Punta Gorda Airport (PGD)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. The front desk is staffed around-the-clock and laundry facilities are on offer.

Top Pine Island hotels deals

Lani Kai Beachfront Resort

1400 Estero Blvd, Fort Myers Beach, FL

Get rates

This hotel features 2 beach bars, a bar/lounge, and a restaurant. Enjoy the outdoor pool and perks like free WiFi. There's a poolside bar on site, and a 24-hour front desk and laundry facilities are also provided.

Pool

Free WiFi

Sunseeker Resort Charlotte Harbor

5500 Sunseeker Way, 785, Punta Gorda, FL

Free Cancellation

Reserve now, pay when you stay

Get rates

A full-service spa, 7 restaurants, and 2 outdoor pools are all featured at this luxury 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

Get rates

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

Get rates

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

Holiday Inn Express Cape Coral-Fort Myers Area by IHG

1538 Cape Coral Pkwy E, Cape Coral, FL

Free Cancellation

Get rates

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

Pink Shell Beach Resort and Marina

275 Estero Blvd, Fort Myers Beach, FL

Get rates

A marina, 3 restaurants, and 3 outdoor pools are all featured at this smoke-free resort. Enjoy the gym and free buffet breakfast each morning. Enjoy the hot tub and unwind at the bar/lounge and beach bar.

Pool

Hot Tub

Don't see what you're looking for?

See all available properties in Pine Island

View all properties

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

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 family-friendly area.

Goodwins Island

Commune with nature and explore the great outdoors at Goodwins Island during your travels in Bokeelia. Take in the museums while you're in the area.

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.

Frequently asked questions

How much are vacation packages to Pine Island?

Travelocity offers flight and hotel vacation packages from as low as $445. 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.