Pine Island Vacation Packages 2025/2026 from $495

Pine Island flight + hotel vacation packages

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

Sunseeker Resort Charlotte Harbor

$495

per person

Nov 8 - Nov 11

found 1 day ago

Roundtrip non-stop flight included

Omaha (OMA) 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.

The Suites at Fishermen’s Village- 2 Bedroom Suites

Punta Gorda Isles

$513

per person

Nov 8 - Nov 11

found 1 day ago

Roundtrip non-stop flight included

Omaha (OMA) to Punta Gorda Airport (PGD)

A marina and a restaurant are featured at this smoke-free condo resort. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking and WiFi in public areas. Enjoy the outdoor pool and conveniences like a 24-hour front desk and laundry facilities.

Villa Capri - Waterfront Luxury Home - Punta Gorda FL

Punta Gorda Isles

$1,085

per person

Nov 8 - Nov 11

found 1 day ago

Roundtrip non-stop flight included

Omaha (OMA) to Punta Gorda Airport (PGD)

This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. Enjoy the a full-service spa and conveniences like a garden and laundry facilities.

Villa Hibiscus - Waterfront Luxury Home - Punta Gorda FL

Punta Gorda Isles

$1,016

per person

Nov 8 - Nov 11

found 1 day ago

Roundtrip non-stop flight included

Omaha (OMA) to Punta Gorda Airport (PGD)

This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the onsite laundry facilities. Enjoy the a full-service spa and conveniences like a garden and barbecue grills.

Villa Tranquility - Waterfront Luxury Home in Punta Gorda FL

Punta Gorda Isles

$1,119

per person

Nov 8 - Nov 11

found 1 day ago

Roundtrip non-stop flight included

Omaha (OMA) to Punta Gorda Airport (PGD)

This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. A full-service spa and a garden are also provided.

Top Pine Island hotels deals

Sunseeker Resort Charlotte Harbor

5500 Sunseeker Way, 785, Punta Gorda, FL

Free Cancellation

Reserve now, pay when you stay

$198 nightly

$222 total

Aug 22 - Aug 23

Total with taxes and fees

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

$168 nightly

$188 total

Aug 28 - Aug 29

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

$218 nightly

$241 total

Aug 27 - Aug 28

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

Hilton Garden Inn Ft Myers

12600 University Dr, Fort Myers, FL

Free Cancellation

Reserve now, pay when you stay

$107 nightly

$119 total

Aug 28 - Aug 29

Total with taxes and fees

This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub and perks like free self parking.

Pool

Hot Tub

Pink Shell Beach Resort and Marina

275 Estero Blvd, Fort Myers Beach, FL

$254 nightly

$284 total

Aug 25 - Aug 26

Total with taxes and fees

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

Lani Kai Beachfront Resort

1400 Estero Blvd, Fort Myers Beach, FL

Free Cancellation

Reserve now, pay when you stay

$194 nightly

$217 total

Sep 21 - Sep 22

Total with taxes and fees

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

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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.

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.

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 $495. 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.