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

Ramada by Wyndham Tampa Westshore Airport South
Save 100% on your flight
Price was $325, price is now $195 per person
$195
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Sarasota (SRQ)
Book a stay at this business-friendly hotel in Tampa. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Raymond James Stadium and Tampa Riverwalk are located nearby.

Ocean Club Treasure Island Hotel
Save 100% on your flight
Price was $3,030, price is now $1,628 per person
$1,628
per person
Dec 26 - Jan 2
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.

Captiva Beach Resort
Save 100% on your flight
Price was $1,277, price is now $745 per person
$745
per person
Dec 24 - Dec 29
found 10 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
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 Siesta Key Beach and Lido Beach are located nearby.

The Avalon Club
Save 100% on your flight
Price was $954, price is now $576 per person
$576
per person
Nov 7 - Nov 10
found 12 hours ago
Roundtrip flight included
Atlanta (ATL) 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 Sand Key Park are located nearby.

Hampton Inn Tampa Downtown Channel District
Save 100% on your flight
Price was $635, price is now $395 per person
$395
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Sarasota (SRQ)
Stay at this 3-star hotel in Tampa. Enjoy free breakfast, free WiFi, and a rooftop terrace. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Port of Tampa and Tampa Riverwalk are located nearby.

Tropic Isle at Anna Maria Island Inn
Save 100% on your flight
Price was $1,193, price is now $755 per person
$755
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Stay at this 4-star hotel in Bradenton Beach. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions Coquina Beach and Bean Point Beach are located nearby.

Fairfield Inn & Suites by Marriott Sarasota Lakewood Ranch
Save 100% on your flight
Price was $686, price is now $437 per person
$437
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Book a stay at this business-friendly hotel in Bradenton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Mall at University Town Center and Main Street at Lakewood Ranch are located nearby.

The Retreat at Anna Maria Island Inn
Save 100% on your flight
Price was $852, price is now $543 per person
$543
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Stay at this hotel in Bradenton Beach. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Coquina Beach and Bean Point 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.

Sat, Oct 25 - Wed, Oct 29
LGA
LaGuardia
SRQ
Sarasota-Bradenton Intl.
$144 Roundtrip, found 9 hours ago
$144
Roundtrip
found 9 hours ago

Wed, Oct 29 - Sat, Nov 1
JFK
John F. Kennedy Intl.
SRQ
Sarasota-Bradenton Intl.
$149 Roundtrip, found 9 hours ago
$149
Roundtrip
found 9 hours ago

Tue, Oct 28 - Thu, Oct 30
BOS
Logan Intl.
SRQ
Sarasota-Bradenton Intl.
$150 Roundtrip, found 2 hours ago
$150
Roundtrip
found 2 hours ago

Thu, Oct 30 - Sun, Nov 2
EWR
Newark Liberty Intl. Airport
SRQ
Sarasota-Bradenton Intl.
$157 Roundtrip, found 9 hours ago
$157
Roundtrip
found 9 hours ago
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