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

Wyndham Grand Clearwater Beach
Price was $566, price is now $335 per person
$335
per person
Dec 10 - Dec 13
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.

Cedar Cove Resort and Cottages
Price was $1,053, price is now $642 per person
$642
per person
Jan 22 - Jan 25
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 Bradenton Beach and Coquina Beach are located nearby.

Crystal Palms Beach Resort
Price was $1,207, price is now $751 per person
$751
per person
Jan 28 - Feb 3
found 23 hours ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this aparthotel in Treasure Island. Enjoy a 24-hour front desk, dry cleaning or laundry services, and laundry facilities. Our guests praise the helpful staff in our reviews. Popular attractions John's Pass Village & Boardwalk and St. Petersburg - Clearwater Beaches are located nearby.
It was amazing I felt like I got a whole apartment In one . It’s literally across the street from the beach 2-5 min walk you can see the water from hotel. It has a pool and hot tub .Everything was clean, the check in to get the keys in a lock box was different but I didn’t mind it . It felt like top secret underground location lol. 15/10 rating
Reviewed on Nov 7, 2026

The Avalon Club
Price was $1,328, price is now $845 per person
$845
per person
Jan 22 - Jan 27
found 18 hours ago
Roundtrip flight included
Boston (BOS) 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.

Hotel Flor Tampa Downtown, Tapestry Collection by Hilton
Price was $934, price is now $601 per person
$601
per person
Jan 22 - Jan 25
found 1 day 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.
Parking is $52 per night. Ugh. No bellman service. Awkward entry points with steps.
Reviewed on Nov 6, 2026

Ocean Club Treasure Island Hotel
Price was $1,171, price is now $769 per person
$769
per person
Jan 13 - Jan 17
found 16 hours ago
Roundtrip flight included
Hartford (BDL) 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.

CW Resort
Price was $675, price is now $450 per person
$450
per person
Dec 10 - Dec 13
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.

La Tortuga Historic Downtown Pass A Grille
Price was $2,001, price is now $1,349 per person
$1,349
per person
Jan 11 - Jan 16
found 24 hours ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this aparthotel in St. Pete Beach. Enjoy free WiFi, free parking, and free bicycles on site. Popular attractions Fort De Soto Park and Merry Pier are located nearby.
I would recommend this hotel primarily for the location, proximity to the beach, shops and restaurants. And the pool was nice. On the down side, the tub drain was clogged with hair (yuck) and the washing machine didn’t work so we had to take our dirty laundry to a laundromat (not ideal). We also had to constantly empty a dehumidifier. The bathroom was quite small. The interior was nothing special.
Reviewed on Oct 29, 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.

Wed, Jan 20 - Sat, Jan 23
JFK
John F. Kennedy Intl.
SRQ
Sarasota-Bradenton Intl.
$209 Roundtrip, just found
$209
Roundtrip
just found

Tue, Jan 5 - Sat, Jan 9
BOS
Logan Intl.
SRQ
Sarasota-Bradenton Intl.
$219 Roundtrip, just found
$219
Roundtrip
just found

Tue, Jan 19 - Tue, Feb 2
LGA
LaGuardia
SRQ
Sarasota-Bradenton Intl.
$229 Roundtrip, found 2 hours ago
$229
Roundtrip
found 2 hours ago

Sun, Dec 20 - Sat, Dec 26
ATL
Hartsfield-Jackson Atlanta Intl.
SRQ
Sarasota-Bradenton Intl.
$289 Roundtrip, just found
$289
Roundtrip
just found
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