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


Ocean Club Treasure Island Hotel
Save 100% on your flight
per person
Jun 22 - Jun 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this 4-star 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.

The Avalon Club
Save 100% on your flight
per person
Jul 9 - Jul 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this 4-star 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.

The Residences at Siesta Key Beach by Hyatt Vacation Club
Save 100% on your flight
per person
Jun 17 - Jun 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Stay at this 3.5-star beach aparthotel in Siesta Key. Enjoy free breakfast, free WiFi, and free valet parking. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.

The Westin Sarasota
Save 100% on your flight
per person
Jun 17 - Jun 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this 4-star spa hotel in Sarasota. Enjoy a full-service spa, 2 restaurants, and a rooftop terrace. Our guests praise the breakfast and the pool in our reviews. Popular attractions St. Armands Circle and Lido Beach are located nearby.

Cedar Cove Resort and Cottages
Save 100% on your flight
per person
Jun 11 - Jun 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Stay at this 3-star beach hotel in Holmes Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Bradenton Beach and Cortez Beach are located nearby.

Embassy Suites by Hilton Sarasota, FL
Save 100% on your flight
per person
Jun 17 - Jun 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this 3.5-star business-friendly hotel in Sarasota. Enjoy free breakfast, free WiFi, and room service. Our guests praise the breakfast and the pool in our reviews. Popular attractions St. Armands Circle and Lido Beach are located nearby.

Kompose Boutique Hotel
Save 100% on your flight
per person
Jun 11 - Jun 15
just found
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Stay at this 3-star business-friendly hotel in Sarasota. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the pool in our reviews. Popular attractions St. Armands Circle and Lido Beach are located nearby.
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, Jun 17 - Wed, Jun 25
LGA
LaGuardia
SRQ
Sarasota-Bradenton Intl.
$170 Roundtrip, found 1 day ago
$170
Roundtrip
found 1 day ago

Tue, Jun 24 - Wed, Jul 2
EWR
Newark Liberty Intl. Airport
SRQ
Sarasota-Bradenton Intl.
$180 Roundtrip, found 1 day ago
$180
Roundtrip
found 1 day ago

Tue, May 13 - Sat, May 17
JFK
John F. Kennedy Intl.
SRQ
Sarasota-Bradenton Intl.
$197 Roundtrip, found 4 days ago
$197
Roundtrip
found 4 days ago

Thu, May 15 - Fri, May 23
ATL
Hartsfield-Jackson Atlanta Intl.
SRQ
Sarasota-Bradenton Intl.
$203 Roundtrip, found 9 hours ago
$203
Roundtrip
found 9 hours ago
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Car Rentals in Siesta Key
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