Pine Island Vacation Packages 2025/2026 from $404

Pine Island flight + hotel vacation packages

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

Baymont by Wyndham Punta Gorda/Port Charlotte

$404

per person

Dec 11 - Dec 15

found 1 day ago

Roundtrip flight included

Minneapolis (MSP) to Punta Gorda Airport (PGD)

This motel features an outdoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub and free perks like continental breakfast and free self parking.

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Save 100% on your flight

$923

per person

Dec 1 - Dec 8

found 14 hours ago

Roundtrip non-stop flight included

Cedar Rapids (CID) to Punta Gorda Airport (PGD)

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.

The Suites at Fishermen’s Village- 2 Bedroom Suites

Punta Gorda Isles

Save 100% on your flight

$788

per person

Nov 17 - Nov 23

found 11 hours ago

Roundtrip flight included

Minneapolis (MSP) 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.

Landing Apartments near North Fort Myers

Hancock

$787

per person

Dec 23 - Dec 27

found 6 hours ago

Roundtrip non-stop flight included

Grand Rapids (GRR) to Punta Gorda Airport (PGD)

This aparthotel features an outdoor pool and a gym. Guests will appreciate free perks like free self parking and WiFi in public areas. A picnic area, barbecue grills, and a virtual front desk are also on offer.

Holiday Inn Express & Suites Punta Gorda by IHG

$876

per person

Dec 26 - Dec 31

found 1 day ago

Roundtrip flight included

Minneapolis (MSP) to Punta Gorda Airport (PGD)

This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Free self parking, a computer station, and luggage storage are also offered.

Top Pine Island hotels deals

Lani Kai Beachfront Resort

1400 Estero Blvd, Fort Myers Beach, FL

Free Cancellation

Reserve now, pay when you stay

$189 nightly

$211 total

Oct 28 - Oct 29

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

Margaritaville Beach Resort Fort Myers

251 Crescent Street, Fort Myers Beach, FL

$197 nightly

$220 total

Oct 21 - Oct 22

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

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

5500 Sunseeker Way, 785, Punta Gorda, FL

Free Cancellation

Reserve now, pay when you stay

$168 nightly

$189 total

Oct 29 - Oct 30

Total with taxes and fees

Pool

Hot Tub

Hyatt Vacation Club at Coconut Cove, Bonita Springs

11800 Coconut Cove Drive, Bonita Springs, FL

Free Cancellation

$157 nightly

$176 total

Nov 17 - Nov 18

Total with taxes and fees

3 outdoor pools, a lazy river, and a gym are all featured at this smoke-free aparthotel. There's fun for all ages with a children's pool and an arcade/game room, and families will appreciate the onsite laundry facilities. Enjoy a meal from the restaurant and perks like free self parking and free WiFi.

Pool

Hot Tub

Hilton Garden Inn Ft Myers

12600 University Dr, Fort Myers, FL

Free Cancellation

Reserve now, pay when you stay

$114 nightly

$127 total

Oct 24 - Oct 25

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

Holiday Inn Express Cape Coral-Fort Myers Area by IHG

1538 Cape Coral Pkwy E, Cape Coral, FL

Free Cancellation

$113 nightly

$126 total

Oct 20 - Oct 21

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.

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 $404. 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.