Little Gasparilla Island Vacations from $531

Book a Hotel + Flight or Car together to unlock savings

Photo by Tom Hunt
Choose one or more items to build your trip:
    Plan, book, travel with confidence
    payments icon
    Better together
    Save up to $580 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

The Latest Little Gasparilla Island Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Capri at Siesta

The Capri at Siesta

3 out of 5
Save 100% on your flight
per person
Aug 8 - Aug 12
found 1 day ago
Roundtrip flight included
Islip (ISP) to Sarasota (SRQ)
9.6/10 Exceptional! (582 reviews)
This place was probably one of the best beach resorts I've been to in a long time. Short walk (4 min) to the beach, easy parking, and accommodations were impeccable. Just perfect. This is now my #1 go-to spot moving forward. Great job!

Reviewed on May 24, 2024

LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
Vanderbilt Beach
Save 100% on your flight
per person
Jul 2 - Jul 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9/10 Wonderful! (1,009 reviews)
Staff super helpful and friendly. We had an oceanfront room that was lovely. Bed very comfortable. Only thing missing was tea. Coffee machine there though.

Reviewed on May 22, 2024

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
per person
Jul 9 - Jul 12
found 1 day ago
Roundtrip non-stop flight included
Newark (EWR) to Sarasota (SRQ)
9/10 Wonderful! (368 reviews)
This place is perfect and the staff make sure you are settled and ready to chill. Rooms are clean, quiet and steps away from the sand.

Reviewed on May 12, 2024

Inn on Fifth

Inn on Fifth

4 out of 5
Old Naples
Save 100% on your flight
per person
Aug 4 - Aug 8
found 1 day ago
Roundtrip flight included
New York (NYC) to Fort Myers (RSW)
9.2/10 Wonderful! (1,000 reviews)
I don’t like the unit A/C efficient was no good, also the beds they need to replace the mattress

Reviewed on May 20, 2024

Twin Palms at Siesta

Twin Palms at Siesta

3 out of 5
Save 100% on your flight
per person
Aug 8 - Aug 12
found 1 day ago
Roundtrip flight included
Islip (ISP) to Sarasota (SRQ)
9.6/10 Exceptional! (488 reviews)
Only thing I didn't like about my unit was I felt air conditioning was set too cold (68) for me

Reviewed on May 22, 2024

Little Gasparilla Island Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Southwest Florida Intl. Airport (RSW)

Little Gasparilla Island Hotel Deals

Amazing location! Beachfront Island Cottage On The Gulf "Old" FL still exists!!
Amazing location! Beachfront Island Cottage On The Gulf "Old" FL still exists!!
Placida
9.2/10 Wonderful! (71 reviews)
Another great stay!
"I love this cottage. Very clean and comfortable Thank you Angelo for everything!"

Reviewed on Apr 12, 2024

Get rates
Amazing location! Beachfront Island Cottage On The Gulf "Old" FL still exists!!
3/2 home on Little Gasparilla Island - Gulf of Mexico. Private beach and dock!
3/2 home on Little Gasparilla Island - Gulf of Mexico. Private beach and dock!
Placida
10/10 Exceptional! (28 reviews)
Great Location, Great Property
"Our stay was fantastic from the first day to the last. John's home is welcoming and had everything we needed for our two week stay. The short walk to the beach was wonderful and you could hear the waves crashing the shoreline from the deck of the house. We will definitely be back!!"

Reviewed on Apr 24, 2024

Get rates
3/2 home on Little Gasparilla Island - Gulf of Mexico. Private beach and dock!
Sunseeker Resort Charlotte Harbor
Sunseeker Resort Charlotte Harbor
4 out of 5
4949 Tamiami Trail, 785, Punta Gorda, FL
Fully refundableReserve now, pay when you stay
The price is $186 per night from May 27 to May 28
$186
$242 total
includes taxes & fees
May 27 - May 28
9.4/10 Exceptional! (221 reviews)
"Friendliness, clean, new"

Reviewed on May 23, 2024

Sunseeker Resort Charlotte Harbor
See all 5,440 properties in Little Gasparilla Island
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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Little Gasparilla Island vacation package cost?
Our Little Gasparilla Island vacation packages, which start from as low as $531, are an awesome way to save big bucks. Select your preferred hotels, flights and rental car to create your perfect getaway.
How do I get a cheap travel package to Little Gasparilla Island?
Booking a flight and hotel together with Expedia won’t just save precious time — it’ll save you a few dollars too. A Little Gasparilla Island vacation package makes it simple to put together your perfect trip. With more than 550 airlines worldwide to pick from, finding flights that suit your busy schedule won’t be a problem. In addition to that, we have over 1,000,000 hotel options globally to select from. Now that’s choice! Whatever your budget, Expedia brings the world within your reach.
How far in advance should I book my Little Gasparilla Island vacation?
It depends on the air carrier, but it’s usually possible to look up international fares on Expedia up to 12 months in advance. While it’s a good idea to book ahead of time, lucky customers will sometimes score a cheaper seat just weeks prior to their intended journey.
What does an Expedia Little Gasparilla Island travel package include?
You can choose from any combination of flights, rental cars and hotels. Once you’ve made your booking, you can also add on experiences and activities. Want to pick your fare class? That’s easy to do too. The choice is yours when it comes to putting together your perfect Little Gasparilla Island trip.
What should I know before booking a Little Gasparilla Island travel package?
You’ll enjoy great savings when you bundle your flights, hotels and rental cars into a travel package. Not only that, booking everything in one spot will make your trip planning easier. So why waste your money or time? Whether you’re organizing a ritzy city getaway or a budget solo adventure, take a look at our vacation packages today.
Can I choose my airline with a Little Gasparilla Island Expedia vacation package?
Yes — that’s one of the best things about an Expedia package. You can pick and choose your flights, hotels and more. We have access to more than 550 airline partners all over the world, so you have loads of choice when planning your Little Gasparilla Island escape.
If I'm not able to travel, can I cancel my Little Gasparilla Island vacation package?
You can. We totally understand that even the best-laid plans can go awry, so we’re here to help if you need to make changes to your Little Gasparilla Island vacation package. It may be possible to cancel or change your itinerary for free if you’ve booked within 24 hours. Your airline, hotel or car rental company may impose a fee if your booking was made more than 24 hours ago. Visit our Customer Service Portal for further information. Also, be sure to check your itinerary for the nitty-gritty on change fees.

Discover the most popular places to visit in Little Gasparilla Island

Image for Englewood Beach

Englewood Beach

4.5/5(284 reviews)

Don your swimsuit, apply your sunscreen and discover why people call this charming beach on Manasota Key the Gem of the Suncoast.

Englewood Beach
Image for Boca Grande Beach

Boca Grande Beach

4.5/5(285 reviews)

If a restful vacation is part of your travel plans, Boca Grande Beach might be the perfect place to seek out during your trip to Port Charlotte - Charlotte Harbor. While you're in the area, wander around the parks.

Boca Grande Beach
Image for Manasota Beach

Manasota Beach

4.5/5(200 reviews)

Why not spend a carefree afternoon at Manasota Beach during your travels in Englewood? Discover the sunsets in this relaxing area, or seek out the canoeing opportunities.

Manasota Beach

Other vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.