Search Deals onLongboat Key Vacation Packages
Longboat Key Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Hibiscus Suites - Gateway to Siesta Key
Save 100% on your flight
Price was $559, price is now $352 per person
$352
per person
Aug 7 - Aug 11
found 11 hours ago
Roundtrip flight included
Cincinnati (CVG) to Tampa (TPA)
Book a stay at this business-friendly aparthotel in Sarasota. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Siesta Key Beach and Turtle Beach are located nearby.

ChartHouse Clearwater Beach Marina Hotel
Save 100% on your flight
Price was $1,016, price is now $557 per person
$557
per person
Sep 1 - Sep 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this hotel in Clearwater Beach. Enjoy free WiFi, a rooftop terrace, and a 24-hour fitness center. Popular attractions Clearwater Beach and Pier 60 Park are located nearby.

CW Hotel
Save 100% on your flight
Price was $1,586, price is now $926 per person
$926
per person
Jul 26 - Aug 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Stay at this hotel in Clearwater Beach. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Popular attractions Clearwater Beach and Pier 60 Park are located nearby.

The Fold Hotels Indian Shores
Save 100% on your flight
Price was $1,442, price is now $916 per person
$916
per person
Aug 1 - Aug 8
found 1 day ago
Roundtrip flight included
New York (JFK) to Tampa (TPA)
Book a stay at this beach aparthotel in Indian Shores. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions St. Petersburg - Clearwater Beaches and John's Pass Village & Boardwalk are located nearby.

Wyndham Grand Clearwater Beach
Save 100% on your flight
Price was $1,480, price is now $968 per person
$968
per person
Jul 26 - Aug 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this beach hotel in Clearwater Beach. Enjoy a full-service spa, 3 restaurants, and a beach locale. Our guests praise the breakfast and the pool in our reviews. Popular attractions Clearwater Beach and Pier 60 Park are located nearby.

Captiva Beach Resort
Save 100% on your flight
Price was $722, price is now $483 per person
$483
per person
Aug 7 - Aug 11
found 11 hours ago
Roundtrip flight included
Cincinnati (CVG) to Tampa (TPA)
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 Turtle Beach and Siesta Key Beach are located nearby.

Twin Palms at Siesta
Save 100% on your flight
Price was $791, price is now $534 per person
$534
per person
Aug 7 - Aug 11
found 11 hours ago
Roundtrip flight included
Cincinnati (CVG) to Tampa (TPA)
Book a stay at this beach hotel in Siesta Key. Enjoy free WiFi, free parking, and private pools. Our guests praise the helpful staff in our reviews. Popular attractions Turtle Beach and Siesta Key Beach are located nearby.

Mar Bay Motel &Suites
Price was $526, price is now $358 per person
$358
per person
Aug 14 - Aug 17
found 4 hours ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this hotel in Safety Harbor. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Ruth Eckerd Hall and Philippe Park are located nearby.
Longboat Key Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Longboat Key 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.

Wed, Aug 12 - Wed, Aug 19
ATL
Hartsfield-Jackson Atlanta Intl.
SRQ
Sarasota-Bradenton Intl.
$199 Roundtrip, found 1 hour ago
$199
Roundtrip
found 1 hour ago

Mon, Jul 13 - Fri, Jul 24
BOS
Logan Intl.
SRQ
Sarasota-Bradenton Intl.
$207 Roundtrip, found 3 days ago
$207
Roundtrip
found 3 days ago

Tue, Nov 10 - Wed, Nov 18
ORD
O'Hare Intl.
SRQ
Sarasota-Bradenton Intl.
$217 Roundtrip, found 1 day ago
$217
Roundtrip
found 1 day ago

Wed, Oct 14 - Sat, Oct 24
JFK
John F. Kennedy Intl.
SRQ
Sarasota-Bradenton Intl.
$257 Roundtrip, found 6 days ago
$257
Roundtrip
found 6 days ago
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