Search Deals onOsprey Vacation Packages
Osprey Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Captiva Beach Resort
Save 100% on your flight
Price was $685, price is now $427 per person
$427
per person
Nov 5 - Nov 9
found 5 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) 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 Residences at Siesta Key Beach by Hyatt Vacation Club
Save 100% on your flight
Price was $1,409, price is now $830 per person
$830
per person
Nov 14 - Nov 17
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Sarasota (SRQ)
Stay at this 3.5-star beach aparthotel in Siesta Key. Enjoy free WiFi, free valet parking, and a beach locale. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.

Fairfield Inn & Suites by Marriott Sarasota Lakewood Ranch
Save 100% on your flight
Price was $1,327, price is now $872 per person
$872
per person
Nov 17 - Nov 23
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.

Hampton Inn Tampa Downtown Channel District
Save 100% on your flight
Price was $902, price is now $593 per person
$593
per person
Nov 17 - Nov 23
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.

Twin Palms at Siesta
Save 100% on your flight
Price was $715, price is now $473 per person
$473
per person
Nov 5 - Nov 9
found 5 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Sarasota (SRQ)
Stay at this 3-star beach hotel in Siesta Key. Enjoy free WiFi, free parking, and private pools. Our guests praise the helpful staff in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.

Tropical Breeze Resort
Save 100% on your flight
Price was $854, price is now $579 per person
$579
per person
Nov 5 - Nov 9
found 5 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Sarasota (SRQ)
Stay at this 3-star beach hotel in Siesta Key. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.

Tropical Beach Resorts
Save 100% on your flight
Price was $773, price is now $535 per person
$535
per person
Nov 5 - Nov 9
found 5 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Sarasota (SRQ)
Stay at this 3.5-star beach aparthotel in Siesta Key. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.

Resort Sixty-Six
Save 100% on your flight
Price was $988, price is now $691 per person
$691
per person
Nov 15 - Nov 22
just found
Roundtrip non-stop flight included
Philadelphia (PHL) to Sarasota (SRQ)
Book a stay at this beach hotel in Holmes Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Anna Maria Beach and Bean Point Beach are located nearby.
Osprey Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Osprey 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, Nov 15 - Tue, Nov 18
LGA
LaGuardia
SRQ
Sarasota-Bradenton Intl.
$117 Roundtrip, found 5 days ago
$117
Roundtrip
found 5 days ago

Tue, Oct 28 - Sat, Nov 1
JFK
John F. Kennedy Intl.
SRQ
Sarasota-Bradenton Intl.
$119 Roundtrip, found 12 hours ago
$119
Roundtrip
found 12 hours ago

Tue, Oct 28 - Sat, Nov 1
EWR
Newark Liberty Intl. Airport
SRQ
Sarasota-Bradenton Intl.
$119 Roundtrip, found 5 days ago
$119
Roundtrip
found 5 days ago

Tue, Oct 28 - Tue, Nov 4
BOS
Logan Intl.
SRQ
Sarasota-Bradenton Intl.
$119 Roundtrip, found 1 day ago
$119
Roundtrip
found 1 day ago
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