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Pine Island flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

4.5 out of 5
Save 100% on your flight
Price was $974, price is now $484 per person
$484
per person
Dec 8 - Dec 13
found 1 day ago
Roundtrip flight included
Boston (BOS) 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

The Suites at Fishermen’s Village- 2 Bedroom Suites

3 out of 5
Punta Gorda Isles
Save 100% on your flight
Price was $1,019, price is now $637 per person
$637
per person
Dec 8 - Dec 13
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
Hibiscus Heated Pool Private Dock Bikes Kayaks Walk to Fishermen s Village

Hibiscus Heated Pool Private Dock Bikes Kayaks Walk to Fishermen s Village

3 out of 5
Punta Gorda Isles
Save 100% on your flight
Price was $1,344, price is now $1,092 per person
$1,092
per person
Nov 14 - Nov 17
found 1 day ago
Roundtrip flight included
Pittsburgh (PIT) 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.
Tranquility - Serene Waterfront Heated Pool Hot Tub

Tranquility - Serene Waterfront Heated Pool Hot Tub

3 out of 5
Punta Gorda Isles
Save 100% on your flight
Price was $1,316, price is now $1,071 per person
$1,071
per person
Nov 14 - Nov 17
found 1 day ago
Roundtrip flight included
Pittsburgh (PIT) 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.
Villa Capri - Private Heated Saltwater Pool Dock Punta Gorda FL

Villa Capri - Private Heated Saltwater Pool Dock Punta Gorda FL

3 out of 5
Punta Gorda Isles
Save 100% on your flight
Price was $1,153, price is now $947 per person
$947
per person
Nov 14 - Nov 17
found 1 day ago
Roundtrip flight included
Pittsburgh (PIT) 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.

Top Pine Island hotels deals

Lani Kai Beachfront Resort

Lani Kai Beachfront Resort

3.5 out of 5
1400 Estero Blvd, Fort Myers Beach, FL
Free Cancellation
Reserve now, pay when you stay
$190 nightly
The price is $212 total per night
$212 total
Oct 12 - Oct 13
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
Marriott Sanibel Harbour Resort & Spa

Marriott Sanibel Harbour Resort & Spa

4 out of 5
17260 Harbour Pointe Dr, Fort Myers, FL
Free Cancellation
Reserve now, pay when you stay
$211 nightly
The price is $236 total per night
$236 total
Oct 8 - Oct 9
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
Margaritaville Beach Resort Fort Myers

Margaritaville Beach Resort Fort Myers

4 out of 5
251 Crescent Street, Fort Myers Beach, FL
$195 nightly
The price is $218 total per night
$218 total
Oct 13 - Oct 14
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
Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
12600 University Dr, Fort Myers, FL
Free Cancellation
Reserve now, pay when you stay
$114 nightly
The price is $127 total per night
$127 total
Oct 14 - Oct 15
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
North Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **

North Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **

Get rates
This vacation home featured laundry facilities and barbecue grills.
Kitchen
Washer
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

4.5 out of 5
5500 Sunseeker Way, 785, Punta Gorda, FL
Free Cancellation
Reserve now, pay when you stay
$175 nightly
The price is $196 total per night
$196 total
Oct 15 - Oct 16
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.
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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.

Useppa Museum

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.

Goodwins Island

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.

Koucky Gardens & Gallery

Frequently asked questions

How much are vacation packages to Pine Island?
Travelocity offers flight and hotel vacation packages from as low as $484. 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.

Photos of local treasures

Browse Pine Island vacation photos for more inspiration

Saint James City which includes outdoor art
Saint James City which includes a beach bar
Saint James City featuring signage
Saint James City showing a small town or village
Saint James City which includes interior views

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Explore More Ways to Travel with Travelocity