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
Price was $691, price is now $489 per person
$489
per person
May 4 - May 8
found 1 day ago
Roundtrip non-stop 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.
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 1 day 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.
The Residences at Siesta Key Beach by Hyatt Vacation Club
Save 100% on your flight
Price was $2,557, price is now $1,580 per person
$1,580
per person
Apr 20 - Apr 23
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
Tropical Beach Resorts
Save 100% on your flight
Price was $1,075, price is now $730 per person
$730
per person
May 4 - May 8
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) 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.
Cedar Cove Resort and Cottages
Save 100% on your flight
Price was $1,376, price is now $950 per person
$950
per person
May 4 - May 8
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 beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Coquina Beach and Bean Point Beach 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 3 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.
Seaside at Anna Maria Island Inn
Save 100% on your flight
Price was $1,570, price is now $1,104 per person
$1,104
per person
May 4 - May 8
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) to Sarasota (SRQ)
Book a stay at this beach hotel in Bradenton Beach. Enjoy a beach locale, daily housekeeping, and cable TV channels. Popular attractions Coquina Beach and Bean Point 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 8 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.
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, Mar 21 - Thu, Mar 26
PHL
Philadelphia Intl.
SRQ
Sarasota-Bradenton Intl.
$128 Roundtrip, found 4 days ago
$128
Roundtrip
found 4 days ago
Tue, Feb 24 - Wed, Mar 11
JFK
John F. Kennedy Intl.
SRQ
Sarasota-Bradenton Intl.
$173 Roundtrip, found 5 days ago
$173
Roundtrip
found 5 days ago
Sat, May 16 - Wed, Jun 3
LGA
LaGuardia
SRQ
Sarasota-Bradenton Intl.
$177 Roundtrip, found 6 days ago
$177
Roundtrip
found 6 days ago
Mon, Mar 2 - Wed, Mar 11
EWR
Newark Liberty Intl. Airport
SRQ
Sarasota-Bradenton Intl.
$181 Roundtrip, found 3 days ago
$181
Roundtrip
found 3 days ago
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