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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.
Casey Key Resorts - Mainland

Casey Key Resorts - Mainland

4 out of 5
Price was $469, price is now $390 per person
$390
per person
Oct 1 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Sarasota (SRQ)
Stay at this hotel in Osprey. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the restaurant in our reviews. Popular attractions Venice Beach and Nokomis Beach are located nearby.
Good location, great stuff and nice pool

Reviewed on Jul 12, 2026

Casey Key Resorts - Beachfront

Casey Key Resorts - Beachfront

3 out of 5
Save 100% on your flight
Price was $1,417, price is now $1,071 per person
$1,071
per person
Sep 17 - Sep 21
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Sarasota (SRQ)
Book a stay at this beach hotel in Nokomis. Enjoy free WiFi, free parking, and a private beach. Popular attractions Venice Beach and Nokomis Beach are located nearby.
Room was very clean and spacious. Bathroom was not comfortable, no counter space. No extra blankets or pillows. No employees onsite to ask for it, like a front desk. The housekeeping staff very friendly. The beach view it’s amazing, the grounds were very clean and well kept. I just think it was expensive for the amount of amenities, even though it was beachfront.

Reviewed on Jul 12, 2026

Escape Coastal Resort on Casey Key

Escape Coastal Resort on Casey Key

2.5 out of 5
Save 100% on your flight
Price was $736, price is now $569 per person
$569
per person
Aug 14 - Aug 18
found 9 hours ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Sarasota (SRQ)
Stay at this hotel in Nokomis. Enjoy free WiFi, a marina, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Venice Beach and Nokomis Beach are located nearby.
Great trip Mark was super attentive

Reviewed on Jul 12, 2026

Palmetto Marriott Resort & Spa

Palmetto Marriott Resort & Spa

4.5 out of 5
Price was $676, price is now $556 per person
$556
per person
Sep 19 - Sep 23
found 16 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
Book a stay at this luxury hotel in Palmetto. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Popular attractions Manatee County Agricultural Museum and Riverwalk are located nearby.
Food was delicious. Spa treatments were amazing. Staff were friendly and we received an early check-in. Will definitely come back.

Reviewed on Jul 12, 2026

Hot Tub Sleeps 10 Park Your Boat Trailer

Hot Tub Sleeps 10 Park Your Boat Trailer

2.5 out of 5
Price was $977, price is now $867 per person
$867
per person
Sep 9 - Sep 13
found 19 hours ago
Roundtrip flight included
Cleveland (CLE) to Sarasota (SRQ)
Stay at this vacation home in Palmetto. Enjoy free parking and a garden. Popular attractions Madira Bickel Mound State Archaeological Site and Terra Ceia Preserve State Park are located nearby.

Terra Ceia Private Saltwater Pond Home

Terra Ceia Private Saltwater Pond Home

2 out of 5
Price was $923, price is now $836 per person
$836
per person
Sep 9 - Sep 13
found 19 hours ago
Roundtrip flight included
Cleveland (CLE) to Sarasota (SRQ)
Stay at this vacation home in Palmetto. Enjoy free WiFi, free parking, and a garden. Popular attractions Madira Bickel Mound State Archaeological Site and Terra Ceia Preserve State Park are located nearby.

Holiday Inn Express & Suites Nokomis Sarasota South by IHG

Holiday Inn Express & Suites Nokomis Sarasota South by IHG

2.5 out of 5
Price was $427, price is now $400 per person
$400
per person
Oct 1 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Sarasota (SRQ)
Book a stay at this business-friendly hotel in Nokomis. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Venice Beach and Nokomis Beach are located nearby.
I stayed on the first floor, very quiet even though it was facing the parking lot entrance. Microwave, refrigerator, clean, large TV. Easy access to shower. Breakfast was great, lots to choose from. I will be back in August.

Reviewed on Jul 13, 2026

Home2 Suites by Hilton Nokomis Sarasota Casey Key

Home2 Suites by Hilton Nokomis Sarasota Casey Key

3 out of 5
Price was $429, price is now $417 per person
$417
per person
Aug 14 - Aug 18
found 9 hours ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Sarasota (SRQ)
Book a stay at this business-friendly hotel in Nokomis. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Venice Beach and Nokomis Beach are located nearby.
Hotel muy cómoda sus habitaciones

Reviewed on Jul 12, 2026

Osprey Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Casey Key Resorts - Mainland

Casey Key Resorts - Mainland

4 out of 5
Price was $469, price is now $390 per person
$390
per person
Oct 1 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Sarasota (SRQ)
Casey Key Resorts - Beachfront

Casey Key Resorts - Beachfront

3 out of 5
Save 100% on your flight
Price was $1,417, price is now $1,071 per person
$1,071
per person
Sep 17 - Sep 21
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Sarasota (SRQ)
Escape Coastal Resort on Casey Key

Escape Coastal Resort on Casey Key

2.5 out of 5
Save 100% on your flight
Price was $736, price is now $569 per person
$569
per person
Aug 14 - Aug 18
found 9 hours ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Sarasota (SRQ)
Palmetto Marriott Resort & Spa

Palmetto Marriott Resort & Spa

4.5 out of 5
Price was $676, price is now $556 per person
$556
per person
Sep 19 - Sep 23
found 16 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)

Osprey Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express & Suites Nokomis Sarasota South by IHG

Holiday Inn Express & Suites Nokomis Sarasota South by IHG

2.5 out of 5
Price was $566, price is now $526 per person
$526
per person
Aug 20 - Aug 26
found 18 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)

Top Flight Deals

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

American Airlines
Tue, Aug 4 - Sat, Aug 8
DTW
Detroit Metropolitan Wayne County
SRQ
Sarasota-Bradenton Intl.
$181 Roundtrip, found 5 days ago
$181
Roundtrip
found 5 days ago
Select American Airlines flight, departing Tue, Aug 4 from Detroit Metropolitan Wayne County to Sarasota-Bradenton Intl., returning Sat, Aug 8, priced at $181 found 5 days ago
Delta
Sat, Sep 26 - Wed, Sep 30
ATL
Hartsfield-Jackson Atlanta Intl.
SRQ
Sarasota-Bradenton Intl.
$199 Roundtrip, found 16 hours ago
$199
Roundtrip
found 16 hours ago
Select Delta flight, departing Sat, Sep 26 from Hartsfield-Jackson Atlanta Intl. to Sarasota-Bradenton Intl., returning Wed, Sep 30, priced at $199 found 16 hours ago
Delta
Tue, Sep 15 - Tue, Sep 22
BOS
Logan Intl.
SRQ
Sarasota-Bradenton Intl.
$247 Roundtrip, found 19 hours ago
$247
Roundtrip
found 19 hours ago
Select Delta flight, departing Tue, Sep 15 from Logan Intl. to Sarasota-Bradenton Intl., returning Tue, Sep 22, priced at $247 found 19 hours ago
JetBlue Airways
Mon, Sep 7 - Thu, Sep 10
JFK
John F. Kennedy Intl.
SRQ
Sarasota-Bradenton Intl.
$257 Roundtrip, found 5 days ago
$257
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Mon, Sep 7 from John F. Kennedy Intl. to Sarasota-Bradenton Intl., returning Thu, Sep 10, priced at $257 found 5 days ago