Search Deals onSiesta Key Vacation Packages
Siesta Key Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Cedar Cove Resort and Cottages
Save 100% on your flight
Price was $578, price is now $342 per person
$342
per person
Aug 28 - Aug 30
found 1 day 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.
Loved this property. Perfect place for a quiet vacation. Sits right on the beach and the views were amazing. The owner and staff were very nice. Booked through Expedia and it was a little expensive but would stay there again.
Reviewed on Jul 17, 2026
CW Hotel
Price was $1,353, price is now $717 per person
$717
per person
Oct 3 - Oct 10
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.
Brand new hotel. Very nice.
Reviewed on Jul 18, 2026
Ocean Club Treasure Island Hotel
Save 100% on your flight
Price was $1,345, price is now $834 per person
$834
per person
Oct 8 - Oct 11
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
Book a stay at this beach hotel in Treasure Island. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions John's Pass Village & Boardwalk and St. Petersburg - Clearwater Beaches are located nearby.
Wyndham Grand Clearwater Beach
Save 100% on your flight
Price was $1,581, price is now $997 per person
$997
per person
Oct 3 - Oct 10
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.
Hibiscus Suites - Gateway to Siesta Key
Save 100% on your flight
Price was $795, price is now $504 per person
$504
per person
Oct 7 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 Lido Beach are located nearby.
Really enjoyed staying at Hibiscus Suites. It was really close to events we had planned as well as restaurants and Siesta Key Beach. Even though hotel is located on busy street, the traffic was not heard from room. I would highly recommend staying.
Reviewed on Jul 17, 2026
ChartHouse Clearwater Beach Marina Hotel
Save 100% on your flight
Price was $1,045, price is now $680 per person
$680
per person
Oct 3 - Oct 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
DoubleTree Beach Resort by Hilton Tampa Bay - North Redingto
Save 100% on your flight
Price was $1,174, price is now $775 per person
$775
per person
Oct 3 - Oct 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this beach hotel in North Redington Beach. Enjoy a beach locale, 2 bars/lounges, and room service. 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.
Great location on the beach and the restaurant was very good. There is an extra change for parking but there were plenty of spaces.
Reviewed on Jul 18, 2026
The Avalon Club
Save 100% on your flight
Price was $707, price is now $468 per person
$468
per person
Aug 18 - Aug 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this beach aparthotel in Clearwater Beach. Enjoy a beach locale, a fitness center, and parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Clearwater Beach and Pier 60 Park are located nearby.
Just the parking fee is expensive I paid like almost 300 for two cars in 2 days
Reviewed on Jul 17, 2026
Siesta Key Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Siesta 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.
Tue, Sep 22 - Tue, Apr 27
ATL
Hartsfield-Jackson Atlanta Intl.
SRQ
Sarasota-Bradenton Intl.
$199 Roundtrip, found 12 hours ago
$199
Roundtrip
found 12 hours ago
Tue, Nov 10 - Wed, Nov 18
ORD
O'Hare Intl.
SRQ
Sarasota-Bradenton Intl.
$251 Roundtrip, found 4 hours ago
$251
Roundtrip
found 4 hours ago
Tue, Sep 15 - Tue, Sep 22
BOS
Logan Intl.
SRQ
Sarasota-Bradenton Intl.
$252 Roundtrip, found 2 days ago
$252
Roundtrip
found 2 days ago
Fri, Oct 2 - Sat, Oct 10
EWR
Newark Liberty Intl. Airport
SRQ
Sarasota-Bradenton Intl.
$257 Roundtrip, found 5 days ago
$257
Roundtrip
found 5 days ago
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