Search Deals onOsprey Vacation Packages
Osprey Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Legacy Hotel at IMG Academy
Save 100% on your flight
per person
Sep 13 - Sep 17
found 3 hours ago
Roundtrip flight included
Atlanta (ATL) to Sarasota (SRQ)
Stay at this 4-star golf hotel in Bradenton. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Coquina Beach and Cortez Beach are located nearby.
Cedar Cove Resort and Cottages
Save 100% on your flight
per person
Sep 8 - Sep 15
found 1 day ago
Roundtrip flight included
New York (JFK) to Sarasota (SRQ)
Stay at this 3-star beach resort in Holmes Beach. Enjoy free WiFi, a beach locale, and free bicycles on site. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Cortez Beach and Coquina Beach are located nearby.
Twin Palms at Siesta
Save 100% on your flight
per person
Sep 8 - Sep 15
found 1 day ago
Roundtrip flight included
New York (JFK) 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.
Captiva Beach Resort
Save 100% on your flight
per person
Sep 13 - Sep 17
found 3 hours ago
Roundtrip 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 Capri at Siesta
Save 100% on your flight
per person
Sep 7 - Sep 14
found 11 hours ago
Roundtrip flight included
New York (JFK) to Sarasota (SRQ)
Stay at this 3-star beach hotel in Siesta Key. Enjoy free WiFi, free parking, and daily housekeeping. 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 Breeze Resort
Save 100% on your flight
per person
Sep 13 - Sep 17
found 3 hours ago
Roundtrip 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.
The Pointe Condos by Barsala
Save 100% on your flight
per person
Sep 19 - Sep 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Sarasota (SRQ)
Stay at this 4.5-star luxury aparthotel in Tampa. Enjoy free parking, in-room washers/dryers, and an in-room coffeemaker. Our guests praise the helpful staff in our reviews. Popular attractions Picnic Island Park and Picnic Island Beach are located nearby.
Bridgewalk A Landmark Resort
Save 100% on your flight
per person
Sep 8 - Sep 15
found 1 day ago
Roundtrip flight included
New York (JFK) to Sarasota (SRQ)
Stay at this 3.5-star aparthotel in Bradenton Beach. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Cortez Beach and Coquina 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.
Tue, Oct 28 - Tue, Nov 4
BOS
Logan Intl.
SRQ
Sarasota-Bradenton Intl.
$107 Roundtrip, just found
$107
Roundtrip
just found
Sat, Aug 23 - Tue, Aug 26
EWR
Newark Liberty Intl. Airport
SRQ
Sarasota-Bradenton Intl.
$157 Roundtrip, found 7 hours ago
$157
Roundtrip
found 7 hours ago
Tue, Jul 29 - Wed, Jul 30
JFK
John F. Kennedy Intl.
SRQ
Sarasota-Bradenton Intl.
$170 Roundtrip, just found
$170
Roundtrip
just found
Wed, Aug 6 - Fri, Aug 8
LGA
LaGuardia
SRQ
Sarasota-Bradenton Intl.
$179 Roundtrip, found 22 hours ago
$179
Roundtrip
found 22 hours ago
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