Search Deals onLittle Gasparilla Island Vacation Packages
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Little Gasparilla Island Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Venice Beach Villas
Save 100% on your flight
per person
Jul 9 - Jul 14
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Sarasota (SRQ)
Stay at this 3-star business-friendly condo in Venice. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Venice Beach and Nokomis Beach are located nearby.

Lani Kai Beachfront Resort
Save 100% on your flight
per person
Jun 25 - Jul 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this 3.5-star beach hotel in Fort Myers Beach. Enjoy free WiFi, an outdoor pool, and a beach locale. Popular attractions Key West Express and Times Square are located nearby.

Edison Beach House
Save 100% on your flight
per person
Jul 14 - Jul 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this 3.5-star beach aparthotel in Fort Myers Beach. Enjoy free parking, a beach locale, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Key West Express and Times Square are located nearby.

Bellasera Resort
Save 100% on your flight
per person
Jun 15 - Jun 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this business-friendly condo in Naples. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the bar in our reviews. Popular attractions Fifth Avenue South and Naples Pier are located nearby.

Captiva Beach Resort
Save 100% on your flight
per person
Jul 29 - Aug 2
found 22 hours ago
Roundtrip flight included
Chicago (ORD) to Sarasota (SRQ)
Book a stay at this beach condo in Siesta Key. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.

Cedar Cove Resort and Cottages
Save 100% on your flight
per person
Jul 11 - Jul 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Stay at this 3-star beach hotel in Holmes Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Bradenton Beach and Cortez Beach are located nearby.

Fairfield Inn & Suites by Marriott Sarasota Lakewood Ranch
Save 100% on your flight
per person
Jun 15 - Jun 22
found 17 hours ago
Roundtrip flight included
Detroit (DTW) to Sarasota (SRQ)
Book a stay at this business-friendly hotel in Bradenton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Mall at University Town Center and Main Street at Lakewood Ranch are located nearby.

Naples Grande Beach Resort
Save 100% on your flight
per person
Jul 31 - Aug 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this 4.5-star luxury resort in Naples. Enjoy 3 outdoor pools, a full-service spa, and 3 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Vanderbilt Beach and Naples Zoo at Caribbean Gardens are located nearby.
Little Gasparilla Island Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Little Gasparilla Island Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.



Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Fri, Jun 20 - Sat, Jun 21
DTW
Detroit Metropolitan Wayne County
RSW
Southwest Florida Intl.
$100 Roundtrip, found 1 day ago
$100
Roundtrip
found 1 day ago

Sun, May 25 - Thu, May 29
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$111 Roundtrip, found 4 days ago
$111
Roundtrip
found 4 days ago

Tue, Sep 9 - Sat, Sep 13
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$114 Roundtrip, found 1 day ago
$114
Roundtrip
found 1 day ago

Fri, May 23 - Fri, May 30
CLE
Hopkins Intl.
SRQ
Sarasota-Bradenton Intl.
$116 Roundtrip, found 3 days ago
$116
Roundtrip
found 3 days ago
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