Little Gasparilla Island Vacation Packages 2026 from $675

Little Gasparilla Island flight + hotel vacation packages

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

The Suites at Fishermen’s Village- 2 Bedroom Suites

Punta Gorda Isles

Save 100% on your flight

$675

per person

Oct 25 - Oct 31

found 1 day ago

Roundtrip flight included

Minneapolis (MSP) to Fort Myers (RSW)

A marina, 2 restaurants, and an outdoor pool are all featured at this smoke-free aparthotel. Relax with a drink at one of the 2 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.

Tween Waters Island Resort & Spa

Save 100% on your flight

$1,002

per person

Oct 31 - Nov 7

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

This smoke-free resort features a private beach, a full-service spa, and a marina. Family-friendly amenities include a children's pool and kid-friendly dining, along with kayaking. Free self parking is free for guests, and you can enjoy a meal in one of the 3 restaurants.

Casa Ybel Resort

Mid Island

Save 100% on your flight

$952

per person

Oct 31 - Nov 7

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

This hotel features 2 restaurants, 6 outdoor tennis courts, and an outdoor pool. Enjoy beachfront dining and relax with beach cabanas and sun loungers. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi.

The Perry Hotel Naples

Save 100% on your flight

$818

per person

Oct 22 - Oct 26

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Fort Myers (RSW)

A marina, 2 restaurants, and 2 outdoor pools are all featured at this smoke-free hotel. Unwind with a drink at one of the 2 poolside bars and enjoy freebies like WiFi in public areas and a beach shuttle. Relax with a drink at one of the 2 bars/lounges and enjoy the a rooftop terrace.

Sunsuites Villas At Sunseeker Resort, Curio By Hilton

Save 100% on your flight

$796

per person

Sep 19 - Sep 26

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

A full-service spa, 7 restaurants, and 2 outdoor pools are all featured at this hotel. Relax with a drink at one of the 2 poolside bars and get perks like free WiFi. Relax with a drink at one of the 9 bars/lounges and enjoy the 24-hour gym.

Top Little Gasparilla Island hotels deals

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

5500 Sunseeker Way Punta Gorda FL

Free Cancellation

Reserve now, pay when you stay

$153 nightly

$171 total

Aug 23 - Aug 24

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.

Sunsuites Villas At Sunseeker Resort, Curio By Hilton

5600 Sunseeker Way Charlotte Harbor FL

Free Cancellation

Reserve now, pay when you stay

$192 nightly

$215 total

Aug 23 - Aug 24

Total with taxes and fees

The Suites at Fishermen’s Village- 2 Bedroom Suites

1200 W Retta Esplanade Punta Gorda FL

Free Cancellation

Reserve now, pay when you stay

$146 nightly

$164 total

Sep 7 - Sep 8

Total with taxes and fees

Baymont by Wyndham Punta Gorda/Port Charlotte

9035 Mac Drive Punta Gorda FL

Free Cancellation

Reserve now, pay when you stay

$68 nightly

$76 total

Sep 4 - Sep 5

Total with taxes and fees

This motel features an outdoor pool and a gym. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.

Hampton Inn & Suites North Port

5664 Tuscola Blvd North Port FL

Free Cancellation

Reserve now, pay when you stay

$118 nightly

$133 total

Aug 18 - Aug 19

Total with taxes and fees

This hotel features a 24-hour gym and a seasonal outdoor pool. Business travelers can take advantage of the 24-hour business center. Relax with a drink at the bar/lounge and enjoy free perks like buffet breakfast and free self parking.

Days Inn by Wyndham Port Charlotte/Punta Gorda

1941 Tamiami Trl Port Charlotte FL

Free Cancellation

Reserve now, pay when you stay

$73 nightly

$82 total

Aug 30 - Aug 31

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. There's an outdoor pool on site, and a 24-hour front desk and a convenience store are also provided.

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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.

Frequently asked questions

How much are vacation packages to Little Gasparilla Island?

Starting at just $675, hotel and flight packages are a fantastic way to make your vacation budget stretch further. Get ready Little Gasparilla Island — here you come!

Where can I get the best vacation package deals for Little Gasparilla Island?

For the best Little Gasparilla Island package deal, you can't go past Travelocity. Pick from as many as 400 airlines and 1,000,000 properties around the globe to create your ideal trip — it's really that simple.

Why should I book my Little Gasparilla Island vacation package with Travelocity?

Whether you're planning an epic vacation or a last-minute trip, we have plenty of enticing destinations to choose from at a great price. And on top of that, we offer customer support 24/7, superb service and a Price Match Guarantee. Save yourself money and time and reserve your dream vacation today.

Will I save money on my Little Gasparilla Island car rental if I combine it with a hotel or flight?

You certainly can with our Little Gasparilla Island vacation packages. With one of these, there are tons of ways to stretch your vacation budget further. Bundle any two or more car, hotel, flight and tour bookings and see the savings pile up. With your own set of wheels, all the popular attractions around Little Gasparilla Island are a memorable road trip away.

What is there to do in Little Gasparilla Island?

A big-name attraction you can't miss in Little Gasparilla Island is Little Gasparilla Island Beach. After you've been there, spend time meeting the locals and getting in touch with the true essence of this impressive destination.