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Osprey Vacation Packages

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Osprey Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Weathered The Storm

Weathered The Storm

3 out of 5
Save 100% on your flight
Price was $304, price is now $186 per person
$186
per person
Mar 3 - Mar 6
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Sarasota (SRQ)
Book a stay at this beach houseboat in Bradenton. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Coquina Beach and Bean Point Beach are located nearby.
Family Home Tampa

Family Home Tampa

2 out of 5
Save 100% on your flight
Price was $1,263, price is now $682 per person
$682
per person
Mar 9 - Mar 14
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Sarasota (SRQ)
Stay at this guesthouse in Tampa. Enjoy free WiFi, free parking, and a garden. Popular attractions Busch Gardens Tampa Bay and Raymond James Stadium are located nearby.
The Residences at Siesta Key Beach by Hyatt Vacation Club

The Residences at Siesta Key Beach by Hyatt Vacation Club

3.5 out of 5
Save 100% on your flight
Price was $2,826, price is now $1,615 per person
$1,615
per person
Jan 28 - Feb 3
found 1 day ago
Roundtrip non-stop 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.
Hotel Tampa Riverwalk

Hotel Tampa Riverwalk

4 out of 5
Save 100% on your flight
Price was $1,718, price is now $1,021 per person
$1,021
per person
Feb 13 - Feb 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Sarasota (SRQ)
Book a stay at this business-friendly hotel in Tampa. Enjoy 2 bars/lounges, breakfast (surcharge), and a fitness center. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Tampa Riverwalk and Port of Tampa are located nearby.
Compass Hotel by Margaritaville Anna Maria Sound

Compass Hotel by Margaritaville Anna Maria Sound

4 out of 5
Save 100% on your flight
Price was $1,180, price is now $722 per person
$722
per person
Feb 5 - Feb 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
Stay at this hotel in Bradenton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Coquina Beach and Bean Point Beach are located nearby.
Bradenton Apartments by Landing

Bradenton Apartments by Landing

4.5 out of 5
Save 100% on your flight
Price was $2,446, price is now $1,517 per person
$1,517
per person
Feb 13 - Feb 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Sarasota (SRQ)
Book a stay at this luxury aparthotel in Bradenton. Enjoy free WiFi, free parking, and a 24-hour fitness center. Popular attractions Coquina Beach and IMG Bollettieri Tennis Academy are located nearby.
DoubleTree by Hilton Tampa Rocky Point Waterfront

DoubleTree by Hilton Tampa Rocky Point Waterfront

4 out of 5
Save 100% on your flight
Price was $665, price is now $419 per person
$419
per person
Feb 15 - Feb 18
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, breakfast (surcharge), and room service. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Raymond James Stadium and George M. Steinbrenner Field are located nearby.
Sleeps 6 Hot Tub Fenced Yard Cozy Chic

Sleeps 6 Hot Tub Fenced Yard Cozy Chic

3 out of 5
Save 100% on your flight
Price was $529, price is now $339 per person
$339
per person
Feb 6 - Feb 8
found 13 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Sarasota (SRQ)
Book a stay at this spa villa in Tampa. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Raymond James Stadium and George M. Steinbrenner Field are located nearby.

Osprey Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Weathered The Storm

Weathered The Storm

3 out of 5
Save 100% on your flight
Price was $304, price is now $186 per person
$186
per person
Mar 3 - Mar 6
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Sarasota (SRQ)
The Residences at Siesta Key Beach by Hyatt Vacation Club

The Residences at Siesta Key Beach by Hyatt Vacation Club

3.5 out of 5
South Village
Save 100% on your flight
Price was $2,435, price is now $1,392 per person
$1,392
per person
Mar 9 - Mar 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
Sleeps 6 Hot Tub Fenced Yard Cozy Chic

Sleeps 6 Hot Tub Fenced Yard Cozy Chic

3 out of 5
Town 'n' Country
Save 100% on your flight
Price was $696, price is now $407 per person
$407
per person
Feb 10 - Feb 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
DoubleTree by Hilton Tampa Rocky Point Waterfront

DoubleTree by Hilton Tampa Rocky Point Waterfront

4 out of 5
Rocky Point
Save 100% on your flight
Price was $665, price is now $419 per person
$419
per person
Feb 15 - Feb 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Sarasota (SRQ)

Osprey Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Sleeps 6 Hot Tub Fenced Yard Cozy Chic

Sleeps 6 Hot Tub Fenced Yard Cozy Chic

3 out of 5
Town 'n' Country
Save 100% on your flight
Price was $1,119, price is now $611 per person
$611
per person
Mar 16 - Mar 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
Family Home Tampa

Family Home Tampa

2 out of 5
Forest Hills
Save 100% on your flight
Price was $1,263, price is now $682 per person
$682
per person
Mar 9 - Mar 14
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Sarasota (SRQ)
The Residences at Siesta Key Beach by Hyatt Vacation Club

The Residences at Siesta Key Beach by Hyatt Vacation Club

3.5 out of 5
South Village
Save 100% on your flight
Price was $2,935, price is now $1,604 per person
$1,604
per person
Mar 1 - Mar 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
Hotel Tampa Riverwalk

Hotel Tampa Riverwalk

4 out of 5
Downtown Tampa
Save 100% on your flight
Price was $1,345, price is now $776 per person
$776
per person
Mar 4 - Mar 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Delta
Mon, Jan 19 - Fri, Jan 23
BOS
Logan Intl.
SRQ
Sarasota-Bradenton Intl.
$119 Roundtrip, found 1 day ago
$119
Roundtrip
found 1 day ago
Select Delta flight, departing Mon, Jan 19 from Logan Intl. to Sarasota-Bradenton Intl., returning Fri, Jan 23, priced at $119 found 1 day ago
United
Wed, Jan 21 - Wed, Jan 28
EWR
Newark Liberty Intl. Airport
SRQ
Sarasota-Bradenton Intl.
$127 Roundtrip, found 4 hours ago
$127
Roundtrip
found 4 hours ago
Select United flight, departing Wed, Jan 21 from Newark Liberty Intl. Airport to Sarasota-Bradenton Intl., returning Wed, Jan 28, priced at $127 found 4 hours ago
Frontier Airlines
Thu, Feb 12 - Thu, Feb 19
PHL
Philadelphia Intl.
SRQ
Sarasota-Bradenton Intl.
$131 Roundtrip, found 4 hours ago
$131
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Thu, Feb 12 from Philadelphia Intl. to Sarasota-Bradenton Intl., returning Thu, Feb 19, priced at $131 found 4 hours ago
American Airlines
Sat, Feb 21 - Fri, Feb 27
LGA
LaGuardia
SRQ
Sarasota-Bradenton Intl.
$150 Roundtrip, found 5 hours ago
$150
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Sat, Feb 21 from LaGuardia to Sarasota-Bradenton Intl., returning Fri, Feb 27, priced at $150 found 5 hours ago