Search Deals onSiesta Key Vacation Packages
Siesta Key Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
CW Resort
Save 100% on your flight
Price was $620, price is now $413 per person
$413
per person
Nov 12 - Nov 15
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 Pier 60 Park and Clearwater Beach are located nearby.
Cedar Cove Resort and Cottages
Save 100% on your flight
Price was $2,589, price is now $1,673 per person
$1,673
per person
Dec 26 - Dec 31
found 10 hours ago
Roundtrip flight included
Cincinnati (CVG) 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 Bradenton Beach and Coquina Beach are located nearby.
So clean and anything at all that we needed the staff was more than willing to do great experience
Reviewed on Oct 4, 2026
Hotel Flor Tampa Downtown, Tapestry Collection by Hilton
Save 100% on your flight
Price was $953, price is now $617 per person
$617
per person
Dec 10 - Dec 13
found 13 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this historic hotel in Tampa. Enjoy free WiFi, breakfast (surcharge), and a free area shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Tampa Riverwalk and Benchmark International Arena are located nearby.
Nice enough place, but the location didn't really support the pricing of this location, plus the bums asking for money etc. Outside the establishments main doors. With that comes with the three guys heckling our beautiful wives, just because we were not with them. Then the walls are thin enough you can hear the lady next door getting railed by her man. Real Classy! Thanks for nothing.
Reviewed on Oct 5, 2026
The Avalon Club
Save 100% on your flight
Price was $3,365, price is now $2,186 per person
$2,186
per person
Dec 28 - Jan 1
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Tampa (TPA)
Stay at this aparthotel in Clearwater Beach. Enjoy a fitness center, parking (surcharge), and in-room massages. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Clearwater Beach and Pier 60 Park are located nearby.
Great place to stay with the family. Rooms were clean and spacious. Parking was easy. Walkable to many stores and restaurants. Very close to the beach, and the hotel has everything needed for your beach day: towels, chairs, umbrellas, floaties, and sand toys.
Reviewed on Oct 7, 2026
Ocean Club Treasure Island Hotel
Save 100% on your flight
Price was $670, price is now $436 per person
$436
per person
Nov 12 - Nov 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Great place to stay! I have stayed here multiple times!
Reviewed on Oct 9, 2026
The Knickerbocker by Delphius
Save 100% on your flight
Price was $1,208, price is now $840 per person
$840
per person
Dec 18 - Dec 23
found 12 hours ago
Roundtrip flight included
Memphis (MEM) to Tampa (TPA)
Book a stay at this business-friendly B&B in Tampa. Enjoy free WiFi, free parking, and 3 meeting rooms. Popular attractions Tampa Riverwalk and Benchmark International Arena are located nearby.
Wyndham Grand Clearwater Beach
Save 100% on your flight
Price was $841, price is now $596 per person
$596
per person
Nov 12 - Nov 15
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 Pier 60 Park and Clearwater Beach are located nearby.
It was very nice
Reviewed on Oct 9, 2026
The Roth Hotel
Save 100% on your flight
Price was $581, price is now $415 per person
$415
per person
Nov 21 - Nov 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Stay at this hotel in Treasure Island. Enjoy free WiFi, free parking, and a free beach shuttle. Our guests praise the helpful staff in our reviews. Popular attractions John's Pass Village & Boardwalk and Sunset Beach Pavilion are located nearby.
Truly a treasure!!! Don’t miss the opportunity to stay here. Love the proximity to the beach. The dock was so tranquil and great for sipping coffee in the mornings and my son loved to fish and watch for dolphins & manatees!
Reviewed on Sep 12, 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, Jan 19 - Tue, Feb 2
LGA
LaGuardia
SRQ
Sarasota-Bradenton Intl.
$199 Roundtrip, found 3 days ago
$199
Roundtrip
found 3 days ago
Sat, Jan 23 - Tue, Jan 26
JFK
John F. Kennedy Intl.
SRQ
Sarasota-Bradenton Intl.
$199 Roundtrip, found 3 hours ago
$199
Roundtrip
found 3 hours ago
Tue, Jan 5 - Sat, Jan 9
BOS
Logan Intl.
SRQ
Sarasota-Bradenton Intl.
$199 Roundtrip, found 1 hour ago
$199
Roundtrip
found 1 hour ago
Thu, Oct 29 - Tue, Nov 3
ATL
Hartsfield-Jackson Atlanta Intl.
SRQ
Sarasota-Bradenton Intl.
$221 Roundtrip, found 6 hours ago
$221
Roundtrip
found 6 hours ago
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