Hotels in Osprey

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Tonight
Feb 8 - Feb 9
Tomorrow
Feb 9 - Feb 10
Next weekend
Feb 13 - Feb 15
In two weeks
Feb 20 - Feb 22

Where to stay in Osprey?

Exterior
Casey Key Resorts - Mainland
Casey Key Resorts - Mainland
4.0 star property
Osprey
8.8 out of 10, Excellent, (1,137 reviews)
  • cleanliness
    Luxuriate poolside at this Osprey retreat, minutes from Nokomis and Turtle beaches.
The price is $157
$199 total
includes taxes & fees
Feb 9 - Feb 10
Casey Key Resorts - Mainland
Property grounds
Tropical Beach Resorts
Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (5,292 reviews)
  • cleanliness
    Beach retreat with kitchenettes near Siesta Key Beach and outdoor adventures.
The price is $199
$251 total
includes taxes & fees
Feb 9 - Feb 10
Tropical Beach Resorts
Cabin (Tiny House - Green Lifeguard Stand) | Living area | Flat-screen TV, Netflix, streaming services
Tiny House Siesta
Tiny House Siesta
2.0 star property
Sarasota
8.4 out of 10, Very Good, (350 reviews)
  • cleanliness
    Coastal tiny house escape minutes from Siesta Key's pristine beaches.
The price is $110
$246 total
includes taxes & fees
Feb 10 - Feb 11
Tiny House Siesta
Sundeck
Siesta Key Palms Resort
Siesta Key Palms Resort
3.5 star property
Sarasota
9.2 out of 10, Wonderful, (1,008 reviews)
  • cleanliness
    Beach getaway with two pools and a garden lounge, just minutes from Siesta Key.
The price is $113
$179 total
includes taxes & fees
Feb 9 - Feb 10
Siesta Key Palms Resort
Exterior
Captiva Beach Resort
Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,197 reviews)
  • cleanliness
    Serene beachside oasis with access to Siesta Key's pristine shores and local dining.
The price is $260
$311 total
includes taxes & fees
Feb 9 - Feb 10
Captiva Beach Resort
On the beach, white sand, sun loungers, beach umbrellas
Azul Resort Siesta Key
Azul Resort Siesta Key
3.0 star property
South Village
8.8 out of 10, Excellent, (34 reviews)
The price is $199
$225 total
includes taxes & fees
Feb 10 - Feb 11
Azul Resort Siesta Key
Exterior
Spark by Hilton Sarasota Siesta Key Gateway
Spark by Hilton Sarasota Siesta Key Gateway
3.0 star property
Sarasota
8.4 out of 10, Very Good, (1,901 reviews)
  • cleanliness
    Serene poolside retreat, minutes from Siesta Key Beach with free shuttle service.
The price is $180
$203 total
includes taxes & fees
Feb 11 - Feb 12
Spark by Hilton Sarasota Siesta Key Gateway
Outdoor pool, a heated pool, open 7:00 AM to 8:00 PM, sun loungers
Hibiscus Suites - Gateway to Siesta Key
Hibiscus Suites - Gateway to Siesta Key
2.5 star property
Sarasota
8.6 out of 10, Excellent, (2,248 reviews)
The price is $242
$274 total
includes taxes & fees
Feb 9 - Feb 10
Hibiscus Suites - Gateway to Siesta Key
Lobby
Comfort Suites Sarasota - Siesta Key
Comfort Suites Sarasota - Siesta Key
3.0 star property
Sarasota
9.0 out of 10, Wonderful, (1,907 reviews)
The price is $179
$203 total
includes taxes & fees
Feb 9 - Feb 10
Comfort Suites Sarasota - Siesta Key
Property grounds
The Residences at Siesta Key Beach by Hyatt Vacation Club
The Residences at Siesta Key Beach by Hyatt Vacation Club
3.5 star property
South Village
9.6 out of 10, Exceptional, (312 reviews)
The price is $824
$982 total
includes taxes & fees
Mar 3 - Mar 4
The Residences at Siesta Key Beach by Hyatt Vacation Club
Private beach, free beach shuttle, sun loungers, beach umbrellas
Casey Key Resorts - Beachfront
Casey Key Resorts - Beachfront
3.0 star property
Casey Key
8.8 out of 10, Excellent, (1,001 reviews)
  • cleanliness
    Seaside escape minutes from Nokomis Beach with complimentary parking and WiFi.
The price is $270
$342 total
includes taxes & fees
Feb 9 - Feb 10
Casey Key Resorts - Beachfront
Lobby
Days Inn by Wyndham Sarasota I-75
Days Inn by Wyndham Sarasota I-75
2.0 star property
Sarasota
6.6 out of 10, (576 reviews)
  • cleanliness
    Oceanside location with easy access to Siesta Key and Crescent beaches.
The price is $99
$112 total
includes taxes & fees
Feb 9 - Feb 10
Days Inn by Wyndham Sarasota I-75
Beach nearby
Escape Coastal Resort on Casey Key
Escape Coastal Resort on Casey Key
2.5 star property
Casey Key
9.8 out of 10, Exceptional, (257 reviews)
  • cleanliness
    Serene beachside escape with marina access just steps from Nokomis shores.
The price is $279
$374 total
includes taxes & fees
Feb 11 - Feb 12
Escape Coastal Resort on Casey Key
Exterior
Holiday Inn Express Sarasota East - I-75 by IHG
Holiday Inn Express Sarasota East - I-75 by IHG
2.5 star property
Sarasota
8.0 out of 10, Very Good, (1,004 reviews)
  • cleanliness
    Relaxing stay in Sarasota with easy beach access and complimentary perks.
The price is $160
$181 total
includes taxes & fees
Feb 10 - Feb 11
Holiday Inn Express Sarasota East - I-75 by IHG
Exterior
Home2 Suites by Hilton Nokomis Sarasota Casey Key
Home2 Suites by Hilton Nokomis Sarasota Casey Key
3.0 star property
Nokomis
9.2 out of 10, Wonderful, (849 reviews)
  • cleanliness
    Unwind near Nokomis Beach with a sunny pool and complimentary breakfast.
The price is $208
$234 total
includes taxes & fees
Feb 22 - Feb 23
Home2 Suites by Hilton Nokomis Sarasota Casey Key
Standard Room, 1 King Bed, Non Smoking | In-room safe, laptop workspace, blackout drapes, iron/ironing board
Quality Inn - Near Serenoa Golf Club
Quality Inn - Near Serenoa Golf Club
2.5 star property
Sarasota
7.4 out of 10, Good, (1,008 reviews)
  • cleanliness
    Quiet comfort just 15 minutes from Siesta Key Beach with outdoor pool and free perks.
The price is $120
$136 total
includes taxes & fees
Feb 9 - Feb 10
Quality Inn - Near Serenoa Golf Club
Private beach nearby, white sand, sun loungers, beach umbrellas
The Capri at Siesta
The Capri at Siesta
3.0 star property
South Village
9.6 out of 10, Exceptional, (728 reviews)
  • cleanliness
    Tuscan-style hotel steps from Siesta Key Beach with convenient outdoor pool.
The price is $309
$349 total
includes taxes & fees
Feb 18 - Feb 19
The Capri at Siesta
Beachside One Bedroom Suite | Premium bedding, pillowtop beds, individually decorated
A Beach Retreat
A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (595 reviews)
  • cleanliness
    Oceanfront sanctuary with private kitchenettes and pillowtop beds by Nokomis Beach.
The price is $315
$356 total
includes taxes & fees
Feb 9 - Feb 10
A Beach Retreat
Lobby
Hampton Inn & Suites Venice Bayside South Sarasota
Hampton Inn & Suites Venice Bayside South Sarasota
2.5 star property
Gateway
8.8 out of 10, Excellent, (1,003 reviews)
  • cleanliness
    A tranquil hotel near Venice Beach with complimentary breakfast and outdoor pool.
The price is $235
$265 total
includes taxes & fees
Mar 8 - Mar 9
Hampton Inn & Suites Venice Bayside South Sarasota
Property entrance
Tropical Breeze Resort
Tropical Breeze Resort
3.0 star property
Siesta Key Village
9.0 out of 10, Wonderful, (1,016 reviews)
  • cleanliness
    Walk to Siesta Key Beach, splash in 2 outdoor pools, and enjoy this charming resort.
The price is $242
$307 total
includes taxes & fees
Feb 9 - Feb 10
Tropical Breeze Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

When is the best time to visit Osprey?

Our prices for hotels in Osprey are cheapest in July
Price trends for hotels in Osprey
Pricing is based on two traveler single night rates
View properties in February
Currently viewing crowd sizes and weather for February.
Typical weather for Osprey
February
High 22°C / low 16°C. Sunny most days.
View properties in February
22°
weather_sun
February, no crowd data, average high temperature 22 degrees Celsius, average low temperature 16 degrees Celsius. Sunny most days.
16°
23°
weather_sun
March, no crowd data, average high temperature 23 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
17°
26°
weather_sun
April, no crowd data, average high temperature 26 degrees Celsius, average low temperature 20 degrees Celsius. Sunny most days.
20°
28°
weather_sun
May, no crowd data, average high temperature 28 degrees Celsius, average low temperature 23 degrees Celsius. Sunny most days.
23°
30°
weather_sun
June, no crowd data, average high temperature 30 degrees Celsius, average low temperature 25 degrees Celsius. Sunny most days.
25°
31°
weather_sun
July, no crowd data, average high temperature 31 degrees Celsius, average low temperature 26 degrees Celsius. Sunny most days.
26°
31°
weather_sun
August, no crowd data, average high temperature 31 degrees Celsius, average low temperature 27 degrees Celsius. Sunny most days.
27°
30°
weather_sun
September, no crowd data, average high temperature 30 degrees Celsius, average low temperature 25 degrees Celsius. Sunny most days.
25°
28°
weather_sun
October, no crowd data, average high temperature 28 degrees Celsius, average low temperature 23 degrees Celsius. Sunny most days.
23°
25°
weather_sun
November, no crowd data, average high temperature 25 degrees Celsius, average low temperature 19 degrees Celsius. Sunny most days.
19°
22°
weather_sun
December, no crowd data, average high temperature 22 degrees Celsius, average low temperature 16 degrees Celsius. Sunny most days.
16°
20°
weather_sun
January, no crowd data, average high temperature 20 degrees Celsius, average low temperature 14 degrees Celsius. Sunny most days.
14°
Monthly weather averages (˚C)

Top neighborhoods in Osprey

Aerial Drone Nokomis Beach. Gulf of Mexico on Casey Key in Nokomis Florida, United States. Red tide water.

Sorrento Shores

Sorrento Shores delivers waterfront living at its most peaceful. Private docks line the Intracoastal Waterway where you can cast a line or launch your kayak right from your vacation rental. The neighborhood's wide streets and contemporary homes create a genuine slice of Florida suburban life without tourist crowds. Nearby Oscar Scherer State Park offers hiking trails while Nokomis Beach awaits just a short drive away. Getting around requires wheels since this residential haven has limited public transit options. The neighborhood has no restaurants or shops within its boundaries, so plan to venture 10-15 minutes to nearby Laurel or Sarasota for dining and groceries. The trade-off? Authentic waterfront tranquility that feels worlds away from Florida's busier destinations.

Sarasota Bayfront to Ringling Bridge panorama sunset aerial

Bay Acres

Bay Acres offers a serene waterfront escape where travelers can enjoy the scenic beauty of Little Sarasota Bay. The quiet, tree-lined streets filled with upscale homes provide an authentic glimpse into Florida coastal living. Just minutes away, you'll find Historic Spanish Point, Oscar Scherer State Park, and the pristine shores of Siesta Key Beach. Getting around Bay Acres is best done by car, with ample parking throughout the residential community. Waterfront properties often feature private docks perfect for boating, fishing, or simply watching the spectacular sunsets. The peaceful atmosphere makes this neighborhood ideal for travelers seeking a relaxing retreat away from tourist crowds.

Top landmarks in Osprey

Great national park to take your RV and lots of hiking and biking trails.
Photo by Frank Methling
Open Photo by Frank Methling

Oscar Scherer State Park

4.3/5 (46 reviews)
Watch rare Florida scrub-jays swoop through this coastal park's unique flatwoods ecosystem. The 15 miles of trails and Lake Osprey swimming spot offer perfect wildlife encounters away from the crowds.
See properties
#church
Photo by Jessica M Dobbins
Open Photo by Jessica M Dobbins

Historic Spanish Point

4.5/5 (17 reviews)
Explore 5,000 years of Florida history through prehistoric shell middens and pioneer homes at Historic Spanish Point. The 30-acre outdoor museum offers shaded bayfront trails perfect for escaping the midday heat.
See properties

Learn more about Osprey

Notable for its live music, Osprey features attractions such as Oscar Scherer State Park and Turtle Beach. Visitors to this beachside city speak highly of the bars whereas sights include Nokomis Beach and Historic Spanish Point.

See all hotels in Osprey
Great Heron

Check out reviews of Osprey hotels guests love

Casey Key Resorts - Mainland

Casey Key Resorts - Mainland

10/10 Excellent
"I love staying here , i am disappointed they do not provide coffee in the lounge anyore. I used to go there to get the creamer for my coffee in my room and coffee in general. And since the breakfast is not included in the stay and they no longer offer coffee I might not stay there next time. But if you're not a coffee drinker its a great place !! Staff is always amazing. "
Tasha 1-night trip
Posted 2 days ago
Casey Key Resorts - Mainland

Frequently asked questions

What accommodations do travelers like in Osprey?
Casey Key Resorts - Mainland is a property that our guests really like.
Can I book refundable accommodations in Osprey?
If you want the flexibility to change your travel plans to Osprey, most properties offer refundable* bookable rates. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.
Where should I consider staying in Osprey if I'm looking for a reasonably priced accommodation?
An inexpensive option worth considering is Casey Key Resorts - Mainland.
Where can I stay in Osprey if I want a vacation home instead of a hotel?
If you want to find a good alternative to a hotel, browse our selection of 19 vacation homes. In addition, you can choose from 7 apartments.
What will the weather in Osprey be like during my vacation?
August and July are typically the warmest months in Osprey when the average temp is 82°F. January and February are the coldest months when the average temperature is 66°F. August and September are the months with the most rain.
Why should I book my Osprey hotel through Hotels.com?
There are plenty of reasons to book your Osprey travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.