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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.
Zoo House Down Town Tampa

Zoo House Down Town Tampa

2.5 out of 5
Save 100% on your flight
Price was $248, price is now $159 per person
$159
per person
Feb 21 - Feb 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Sarasota (SRQ)
Stay at this vacation home in Tampa. Enjoy free WiFi and free parking. Popular attractions Raymond James Stadium and Busch Gardens Tampa Bay 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 $3,523, price is now $2,001 per person
$2,001
per person
Mar 1 - Mar 7
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.
Bali Hai Beachfront Resort and Spa

Bali Hai Beachfront Resort and Spa

3.5 out of 5
Save 100% on your flight
Price was $1,888, price is now $1,119 per person
$1,119
per person
Jan 22 - Jan 26
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy

4 out of 5
Save 100% on your flight
Price was $1,060, price is now $642 per person
$642
per person
Jan 29 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.
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 $506, price is now $323 per person
$323
per person
Feb 20 - Feb 22
found 18 hours ago
Roundtrip 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.
Family Home Tampa

Family Home Tampa

2 out of 5
Save 100% on your flight
Price was $594, price is now $382 per person
$382
per person
Jan 16 - Jan 18
found 2 hours 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.
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
Save 100% on your flight
Price was $1,578, price is now $1,018 per person
$1,018
per person
Mar 1 - Mar 7
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.
SeaSpray Resort

SeaSpray Resort

4 out of 5
Save 100% on your flight
Price was $987, price is now $696 per person
$696
per person
Feb 26 - Mar 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.

Osprey Vacation Packages 3-4 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 $696, price is now $458 per person
$458
per person
Jan 29 - Feb 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 $2,492, price is now $1,449 per person
$1,449
per person
Feb 25 - Mar 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
Bali Hai Beachfront Resort and Spa

Bali Hai Beachfront Resort and Spa

3.5 out of 5
Save 100% on your flight
Price was $1,888, price is now $1,119 per person
$1,119
per person
Jan 22 - Jan 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy

4 out of 5
Save 100% on your flight
Price was $1,060, price is now $642 per person
$642
per person
Jan 29 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)

Osprey Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Zoo House Down Town Tampa

Zoo House Down Town Tampa

2.5 out of 5
Riverbend
Save 100% on your flight
Price was $485, price is now $259 per person
$259
per person
Feb 19 - Feb 24
found 24 hours 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 $3,523, price is now $2,001 per person
$2,001
per person
Mar 1 - Mar 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $3,168, price is now $1,843 per person
$1,843
per person
Jan 6 - Jan 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
Bali Hai Beachfront Resort and Spa

Bali Hai Beachfront Resort and Spa

3.5 out of 5
Save 100% on your flight
Price was $3,933, price is now $2,405 per person
$2,405
per person
Jan 17 - Jan 24
found 1 day ago
Roundtrip non-stop 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
Fri, Jan 23 - Fri, Jan 30
JFK
John F. Kennedy Intl.
SRQ
Sarasota-Bradenton Intl.
$147 Roundtrip, found 5 days ago
$147
Roundtrip
found 5 days ago
Select Delta flight, departing Fri, Jan 23 from John F. Kennedy Intl. to Sarasota-Bradenton Intl., returning Fri, Jan 30, priced at $147 found 5 days ago
United
Wed, Jan 21 - Wed, Jan 28
EWR
Newark Liberty Intl. Airport
SRQ
Sarasota-Bradenton Intl.
$147 Roundtrip, found 5 days ago
$147
Roundtrip
found 5 days ago
Select United flight, departing Wed, Jan 21 from Newark Liberty Intl. Airport to Sarasota-Bradenton Intl., returning Wed, Jan 28, priced at $147 found 5 days ago
Delta
Mon, Jan 19 - Thu, Jan 22
BOS
Logan Intl.
SRQ
Sarasota-Bradenton Intl.
$152 Roundtrip, found 4 days ago
$152
Roundtrip
found 4 days ago
Select Delta flight, departing Mon, Jan 19 from Logan Intl. to Sarasota-Bradenton Intl., returning Thu, Jan 22, priced at $152 found 4 days ago
Delta
Mon, Jan 26 - Sat, Feb 14
PHL
Philadelphia Intl.
SRQ
Sarasota-Bradenton Intl.
$197 Roundtrip, found 5 days ago
$197
Roundtrip
found 5 days ago
Select Delta flight, departing Mon, Jan 26 from Philadelphia Intl. to Sarasota-Bradenton Intl., returning Sat, Feb 14, priced at $197 found 5 days ago