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

Hotel Alba, Tapestry Collection by Hilton
Save 100% on your flight
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Sarasota (SRQ)
Book a stay at this business-friendly hotel in Tampa. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the restaurant in our reviews. Popular attractions Raymond James Stadium and Tampa Riverwalk are located nearby.

Cedar Cove Resort and Cottages
Save 100% on your flight
per person
Oct 19 - Oct 25
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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 Coquina Beach and Bean Point Beach are located nearby.

The Pointe Condos by Barsala
Save 100% on your flight
per person
Oct 14 - Oct 20
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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.

Tropical Breeze Resort
Save 100% on your flight
per person
Oct 19 - Oct 25
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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.

Days Inn by Wyndham Bradenton - Near the Gulf
Save 100% on your flight
per person
Oct 4 - Oct 11
found 18 hours ago
Roundtrip flight included
Indianapolis (IND) to Sarasota (SRQ)
Stay at this hotel in Bradenton. Enjoy free WiFi, free parking, and room service. Our guests praise the property condition in our reviews. Popular attractions DeSoto Square and Red Barn Flea Market Plaza are located nearby.

Super 8 by Wyndham Bradenton Sarasota Area
Save 100% on your flight
per person
Oct 4 - Oct 11
found 18 hours ago
Roundtrip flight included
Indianapolis (IND) 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 Ca’ d’Zan and DeSoto Square are located nearby.

Days Inn by Wyndham Bradenton I-75
Save 100% on your flight
per person
Oct 4 - Oct 11
found 18 hours ago
Roundtrip flight included
Indianapolis (IND) to Sarasota (SRQ)
Book a stay at this business-friendly hotel in Bradenton. Enjoy free breakfast, free WiFi, and free parking. Popular attractions The Links at Greenfield Plantation and Waterlefe Golf and River Club are located nearby.

Twin Palms at Siesta
Save 100% on your flight
per person
Aug 30 - Sep 1
found 1 day 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 private pools. Our guests praise the helpful staff in our reviews. Popular attractions Siesta Key Beach and Lido 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, Nov 15 - Wed, Nov 19
LGA
LaGuardia
SRQ
Sarasota-Bradenton Intl.
$127 Roundtrip, found 1 day ago
$127
Roundtrip
found 1 day ago

Sat, Aug 23 - Tue, Aug 26
EWR
Newark Liberty Intl. Airport
SRQ
Sarasota-Bradenton Intl.
$157 Roundtrip, found 2 days ago
$157
Roundtrip
found 2 days ago

Tue, Aug 19 - Mon, Aug 25
JFK
John F. Kennedy Intl.
SRQ
Sarasota-Bradenton Intl.
$193 Roundtrip, found 5 days ago
$193
Roundtrip
found 5 days ago
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