Little Gasparilla Island Vacation Packages 2026 from $591

Little Gasparilla Island flight + hotel vacation packages

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

Matanzas Inn Bayside Resort and Marina

Save 100% on your flight

$591

per person

Mar 26 - Mar 29

found 1 day ago

Roundtrip non-stop flight included

Cleveland (CLE) to Fort Myers (RSW)

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the hot tub and perks like free self parking and free WiFi. A terrace, a picnic area, and luggage storage are also on offer.

The Residences at Siesta Key Beach by Hyatt Vacation Club

South Village

$1,970

per person

Apr 11 - Apr 18

found 1 day ago

Roundtrip flight included

Cleveland (CLE) to Sarasota (SRQ)

A private beach and an outdoor pool are featured at this smoke-free aparthotel. Relax with free beach cabanas, sun loungers, and beach umbrellas. Enjoy the gym and free perks like continental breakfast and valet parking.

Captiva Beach Resort

South Village

$845

per person

Apr 11 - Apr 18

found 1 day ago

Roundtrip flight included

Cleveland (CLE) to Sarasota (SRQ)

A private beach and an outdoor pool are featured at this smoke-free condo. Guests will appreciate free perks like free self parking and WiFi in public areas. A picnic area, laundry facilities, and barbecue grills are also on offer.

Hyatt Vacation Club at Coconut Cove, Bonita Springs

Save 100% on your flight

$1,024

per person

Mar 26 - Mar 29

found 1 day ago

Roundtrip non-stop flight included

Cleveland (CLE) to Fort Myers (RSW)

3 outdoor pools, a lazy river, and a gym are all featured at this smoke-free hotel. 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.

Legacy Hotel at IMG Academy

$869

per person

Apr 11 - Apr 18

found 1 day ago

Roundtrip flight included

Cleveland (CLE) to Sarasota (SRQ)

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the 24-hour gym and perks like free self parking and free WiFi. You'll appreciate the area shuttle, valet parking, and coffee shop/cafe.

Top Little Gasparilla Island hotels deals

Salty Mermaid on Little Gasparilla Island! Come get salty!

Placida FL

Get rates

A gym is featured at this vacation home, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.

Kitchen

Washer

360* Views at "LGI Paradise" ~ Screened Porch w/ Hot Tub, Golf Cart included

Placida FL

Get rates

A hot tub is featured at this vacation home, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.

Hot Tub

Kitchen

Bay Watch - Beautiful Bay Views - PRIVATE ISLAND

Placida FL

$594 nightly

$656 total

Jan 23 - Jan 24

Total with taxes and fees

This vacation home featured laundry facilities and barbecue grills.

Kitchen

Washer

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

5500 Sunseeker Way Punta Gorda FL

Free Cancellation

Reserve now, pay when you stay

$182 nightly

$204 total

Feb 16 - Feb 17

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.

Pool

Hot Tub

The Suites at Fishermen’s Village- 2 Bedroom Suites

1200 W Retta Esplanade Punta Gorda FL

Free Cancellation

Reserve now, pay when you stay

$236 nightly

$264 total

Feb 1 - Feb 2

Total with taxes and fees

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.

Pool

Kitchen

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

North Captiva FL

Get rates

This vacation home featured laundry facilities and barbecue grills.

Kitchen

Washer

Don't see what you're looking for?

See all available properties in Little Gasparilla 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

Little island in the Gulf of Mexico, no bridges,no cars, just a beautiful beach to be a shell on! #Beachbound

Little Gasparilla Island Beach

Why not spend a lazy afternoon at Little Gasparilla Island Beach during your trip to Placida? Wander the marina and beaches in this relaxing area.

Don Pedro Island Beach

Why not spend a lazy afternoon at Don Pedro Island Beach during your trip to Placida?

Gasparilla Marina

Explore the waterfront in Placida with a trip to Gasparilla Marina. Wander the beautiful beaches in this relaxing area.

Frequently asked questions

How much are vacation packages to Little Gasparilla Island?

Starting at just $591, 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.