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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.
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
Price was $845, price is now $612 per person
$612
per person
Jun 4 - Jun 7
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) 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

Cedar Cove Resort and Cottages

3 out of 5
Price was $3,583, price is now $2,002 per person
$2,002
per person
May 3 - May 10
found 17 hours ago
Roundtrip flight included
Charlotte (CLT) 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 Bradenton Beach and Coquina Beach are located nearby.
EVEN Hotel Sarasota-Lakewood Ranch by IHG

EVEN Hotel Sarasota-Lakewood Ranch by IHG

3.5 out of 5
Price was $1,239, price is now $802 per person
$802
per person
Apr 16 - Apr 21
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Sarasota (SRQ)
Stay at this hotel in Sarasota. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Mall at University Town Center and Premier Sports Campus at Lakewood Ranch are located nearby.
Manasota Key Resort

Manasota Key Resort

2.5 out of 5
Save 100% on your flight
Price was $2,033, price is now $1,464 per person
$1,464
per person
Jun 4 - Jun 10
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Sarasota (SRQ)
Book a stay at this beach hotel in Englewood. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff in our reviews. Popular attractions Englewood Beach and Stump Pass Beach State Park are located nearby.
SeaSpray Resort

SeaSpray Resort

4 out of 5
Save 100% on your flight
Price was $1,222, price is now $896 per person
$896
per person
Jun 4 - Jun 7
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) 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.
Tropical Beach Resorts

Tropical Beach Resorts

3.5 out of 5
Price was $828, price is now $622 per person
$622
per person
Jun 4 - Jun 7
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) 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

The Residences at Siesta Key Beach by Hyatt Vacation Club

3.5 out of 5
Save 100% on your flight
Price was $2,084, price is now $1,587 per person
$1,587
per person
May 15 - May 18
found 5 hours ago
Roundtrip flight included
Charlotte (CLT) to Sarasota (SRQ)
Book a stay at this beach hotel 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.
The Capri at Siesta

The Capri at Siesta

3 out of 5
Price was $825, price is now $629 per person
$629
per person
Jun 4 - Jun 7
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Sarasota (SRQ)
Book a stay at this beach hotel in Siesta Key. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms 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.
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
South Village
Price was $845, price is now $612 per person
$612
per person
Jun 4 - Jun 7
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Sarasota (SRQ)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $1,544, price is now $955 per person
$955
per person
May 7 - May 11
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Sarasota (SRQ)
SeaSpray Resort

SeaSpray Resort

4 out of 5
Save 100% on your flight
Price was $1,222, price is now $896 per person
$896
per person
Jun 4 - Jun 7
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Sarasota (SRQ)
Tropical Beach Resorts

Tropical Beach Resorts

3.5 out of 5
South Village
Price was $828, price is now $622 per person
$622
per person
Jun 4 - Jun 7
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Sarasota (SRQ)

Osprey Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
South Village
Save 100% on your flight
Price was $1,233, price is now $786 per person
$786
per person
Jun 4 - Jun 10
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Sarasota (SRQ)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Price was $3,583, price is now $2,002 per person
$2,002
per person
May 3 - May 10
found 17 hours ago
Roundtrip flight included
Charlotte (CLT) to Sarasota (SRQ)
EVEN Hotel Sarasota-Lakewood Ranch by IHG

EVEN Hotel Sarasota-Lakewood Ranch by IHG

3.5 out of 5
Price was $1,239, price is now $802 per person
$802
per person
Apr 16 - Apr 21
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Sarasota (SRQ)
Tropical Beach Resorts

Tropical Beach Resorts

3.5 out of 5
South Village
Save 100% on your flight
Price was $1,309, price is now $868 per person
$868
per person
Jun 4 - Jun 10
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Sarasota (SRQ)

Top Flight Deals

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

Frontier Airlines
Mon, Mar 23 - Sat, Mar 28
PHL
Philadelphia Intl.
SRQ
Sarasota-Bradenton Intl.
$228 Roundtrip, found 5 days ago
$228
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Mon, Mar 23 from Philadelphia Intl. to Sarasota-Bradenton Intl., returning Sat, Mar 28, priced at $228 found 5 days ago
Delta
Mon, Apr 13 - Fri, Apr 17
BOS
Logan Intl.
SRQ
Sarasota-Bradenton Intl.
$235 Roundtrip, found 3 days ago
$235
Roundtrip
found 3 days ago
Select Delta flight, departing Mon, Apr 13 from Logan Intl. to Sarasota-Bradenton Intl., returning Fri, Apr 17, priced at $235 found 3 days ago
Delta
Wed, May 6 - Sat, May 16
JFK
John F. Kennedy Intl.
SRQ
Sarasota-Bradenton Intl.
$237 Roundtrip, found 5 days ago
$237
Roundtrip
found 5 days ago
Select Delta flight, departing Wed, May 6 from John F. Kennedy Intl. to Sarasota-Bradenton Intl., returning Sat, May 16, priced at $237 found 5 days ago
Frontier Airlines
Sun, Apr 12 - Thu, Apr 16
ATL
Hartsfield-Jackson Atlanta Intl.
SRQ
Sarasota-Bradenton Intl.
$243 Roundtrip, found 1 day ago
$243
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sun, Apr 12 from Hartsfield-Jackson Atlanta Intl. to Sarasota-Bradenton Intl., returning Thu, Apr 16, priced at $243 found 1 day ago