Search Deals onOsprey Vacation Packages
Osprey Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Tropical Beach Resorts
Save 100% on your flight
Price was $764, price is now $532 per person
$532
per person
Apr 29 - May 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Book a stay at this 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.
The Residences at Siesta Key Beach by Hyatt Vacation Club
Save 100% on your flight
Price was $3,127, price is now $1,816 per person
$1,816
per person
Apr 20 - Apr 24
found 3 hours ago
Roundtrip non-stop flight included
Albany (ALB) to Sarasota (SRQ)
Book a stay at this 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.
Captiva Beach Resort
Save 100% on your flight
Price was $1,276, price is now $767 per person
$767
per person
Apr 30 - May 6
found 14 hours ago
Roundtrip 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.
Cedar Cove Resort and Cottages
Save 100% on your flight
Price was $2,225, price is now $1,409 per person
$1,409
per person
Apr 23 - Apr 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
Book a stay at this beach resort in Holmes Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Coquina Beach and Bean Point Beach are located nearby.
Legacy Hotel at IMG Academy
Save 100% on your flight
Price was $1,234, price is now $848 per person
$848
per person
May 6 - May 13
found 18 hours ago
Roundtrip flight included
Albany (ALB) to Sarasota (SRQ)
Book a stay at this golf hotel in Bradenton. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Coquina Beach and IMG Bollettieri Tennis Academy are located nearby.
SeaSpray Resort
Save 100% on your flight
Price was $2,136, price is now $1,485 per person
$1,485
per person
May 6 - May 13
found 18 hours ago
Roundtrip flight included
Albany (ALB) to Sarasota (SRQ)
Stay at this aparthotel in Siesta Key. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
Landing Palmetto Apartments
Price was $1,286, price is now $913 per person
$913
per person
Apr 20 - Apr 27
found 22 hours ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Stay at this aparthotel in Palmetto. Enjoy free WiFi, free parking, and 2 outdoor pickleball courts. Popular attractions Moccasin Wallow Golf Club and Andersen Race Park are located nearby.
Bali Hai Beachfront Resort and Spa
Save 100% on your flight
Price was $2,572, price is now $1,834 per person
$1,834
per person
Apr 28 - May 5
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) to Sarasota (SRQ)
Book a stay at this beach resort in Holmes Beach. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Bean Point 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.
Sun, Mar 22 - Thu, Mar 26
PHL
Philadelphia Intl.
SRQ
Sarasota-Bradenton Intl.
$131 Roundtrip, found 3 days ago
$131
Roundtrip
found 3 days ago
Tue, Apr 21 - Sat, May 2
JFK
John F. Kennedy Intl.
SRQ
Sarasota-Bradenton Intl.
$179 Roundtrip, found 6 days ago
$179
Roundtrip
found 6 days ago
Tue, Mar 3 - Tue, Mar 10
LGA
LaGuardia
SRQ
Sarasota-Bradenton Intl.
$181 Roundtrip, found 4 hours ago
$181
Roundtrip
found 4 hours ago
Mon, Mar 2 - Wed, Mar 11
EWR
Newark Liberty Intl. Airport
SRQ
Sarasota-Bradenton Intl.
$182 Roundtrip, found 2 hours ago
$182
Roundtrip
found 2 hours ago
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