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Longboat Key Vacation Packages

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Longboat Key Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
Price was $536, price is now $345 per person
$345
per person
Aug 22 - Aug 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
CW Hotel

CW Hotel

4 out of 5
Save 100% on your flight
Price was $887, price is now $483 per person
$483
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Price was $1,766, price is now $997 per person
$997
per person
Jul 25 - Jul 31
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this beach resort in Holmes Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Bean Point Beach and Anna Maria Beach are located nearby.
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
Save 100% on your flight
Price was $1,074, price is now $676 per person
$676
per person
Jul 25 - Jul 31
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) 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.
The Don CeSar

The Don CeSar

4 out of 5
Save 100% on your flight
Price was $1,359, price is now $872 per person
$872
per person
Sep 7 - Sep 11
found 12 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Tampa (TPA)
Book a stay at this beach resort in St. Pete Beach. Enjoy a full-service spa, 2 restaurants, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Fort De Soto Park and John's Pass Village & Boardwalk are located nearby.
Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
Save 100% on your flight
Price was $686, price is now $443 per person
$443
per person
Sep 1 - Sep 5
found 1 day ago
Roundtrip flight included
Cleveland (CLE) 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.
The Marker

The Marker

2 out of 5
Save 100% on your flight
Price was $1,383, price is now $911 per person
$911
per person
Aug 19 - Aug 23
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Stay at this hotel in Clearwater Beach. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Clearwater Beach and Beach Walk are located nearby.
Seffner Inn and Suites

Seffner Inn and Suites

2.5 out of 5
Save 100% on your flight
Price was $602, price is now $399 per person
$399
per person
Aug 10 - Aug 18
found 4 hours ago
Roundtrip flight included
Cincinnati (CVG) to Tampa (TPA)
Book a stay at this family-friendly hotel in Seffner. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Seminole Hard Rock Casino Tampa and Florida State Fairgrounds are located nearby.

Longboat Key Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
Save 100% on your flight
Price was $686, price is now $443 per person
$443
per person
Sep 1 - Sep 5
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
CW Hotel

CW Hotel

4 out of 5
Save 100% on your flight
Price was $887, price is now $483 per person
$483
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
The Don CeSar

The Don CeSar

4 out of 5
Save 100% on your flight
Price was $1,359, price is now $872 per person
$872
per person
Sep 7 - Sep 11
found 12 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Tampa (TPA)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $1,632, price is now $1,063 per person
$1,063
per person
Aug 10 - Aug 14
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)

Longboat Key Vacation Packages 5-7 Night Stays

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

The Westin Sarasota

4 out of 5
Central Sarasota
Save 100% on your flight
Price was $821, price is now $459 per person
$459
per person
Jul 25 - Jul 31
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
CW Hotel

CW Hotel

4 out of 5
Save 100% on your flight
Price was $1,471, price is now $790 per person
$790
per person
Jul 25 - Jul 31
found 5 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Price was $1,766, price is now $997 per person
$997
per person
Jul 25 - Jul 31
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
The Don CeSar

The Don CeSar

4 out of 5
Save 100% on your flight
Price was $2,193, price is now $1,270 per person
$1,270
per person
Aug 29 - Sep 5
found 7 hours ago
Roundtrip flight included
Cincinnati (CVG) to Tampa (TPA)

Top Flight Deals

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

Delta
Wed, Aug 12 - Wed, Aug 19
ATL
Hartsfield-Jackson Atlanta Intl.
SRQ
Sarasota-Bradenton Intl.
$199 Roundtrip, found 1 day ago
$199
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Aug 12 from Hartsfield-Jackson Atlanta Intl. to Sarasota-Bradenton Intl., returning Wed, Aug 19, priced at $199 found 1 day ago
Delta
Mon, Jul 13 - Fri, Jul 24
BOS
Logan Intl.
SRQ
Sarasota-Bradenton Intl.
$207 Roundtrip, found 1 day ago
$207
Roundtrip
found 1 day ago
Select Delta flight, departing Mon, Jul 13 from Logan Intl. to Sarasota-Bradenton Intl., returning Fri, Jul 24, priced at $207 found 1 day ago
American Airlines
Tue, Nov 10 - Wed, Nov 18
ORD
O'Hare Intl.
SRQ
Sarasota-Bradenton Intl.
$217 Roundtrip, found 4 days ago
$217
Roundtrip
found 4 days ago
Select American Airlines flight, departing Tue, Nov 10 from O'Hare Intl. to Sarasota-Bradenton Intl., returning Wed, Nov 18, priced at $217 found 4 days ago
JetBlue Airways
Mon, Aug 24 - Wed, Sep 9
JFK
John F. Kennedy Intl.
SRQ
Sarasota-Bradenton Intl.
$252 Roundtrip, found 17 hours ago
$252
Roundtrip
found 17 hours ago
Select JetBlue Airways flight, departing Mon, Aug 24 from John F. Kennedy Intl. to Sarasota-Bradenton Intl., returning Wed, Sep 9, priced at $252 found 17 hours ago