Osprey Hotel with Pool

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Osprey Hotel with Pool

Tonight
25 Dec - 26 Dec
Tomorrow
26 Dec - 27 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Our top choices for Osprey hotels with a pool

Outdoor dining
Casey Key Resorts - Mainland

Casey Key Resorts - Mainland

Casey Key Resorts - Mainland
2.5 star property
Osprey
8.8 out of 10, Excellent, (1119)
"Great place for our family to stay! "
United States
Jordan
The price is HK$404
HK$456 total
includes taxes & fees
7 Jan - 8 Jan 2026
Casey Key Resorts - Mainland
Outdoor pool, open 9:00 AM to 6:00 PM, pool umbrellas, pool loungers
Island Sun Inn & Suites - Venice, Florida Historic Downtown & Beach Getaway

Island Sun Inn & Suites - Venice, Florida Historic Downtown & Beach Getaway

Island Sun Inn & Suites - Venice, Florida Historic Downtown & Beach Getaway
2.0 star property
Venice Island
7.6 out of 10, Good, (1002)
"Price, clean and friendly!"
United States
Karen
The price is HK$537
HK$633 total
includes taxes & fees
8 Jan - 9 Jan 2026
Island Sun Inn & Suites - Venice, Florida Historic Downtown & Beach Getaway
Outdoor pool, a heated pool
Kompose Boutique Hotel

Kompose Boutique Hotel

Kompose Boutique Hotel
3.0 star property
Sarasota
9.2 out of 10, Wonderful, (4800)
"Clean room, friendly staff, good breakfast 😋 "
United States
Jorge
Kompose Boutique Hotel
Outdoor pool
Motel 6 Venice, FL

Motel 6 Venice, FL

Motel 6 Venice, FL
2.0 star property
Gateway
8.2 out of 10, Very good, (363)
"Great Staff, Good Room"
United States
Joseph
The price is HK$455
HK$528 total
includes taxes & fees
29 Dec - 30 Dec
Motel 6 Venice, FL
Outdoor pool, pool umbrellas, pool loungers
Best Western Plus Ambassador Suites Venice

Best Western Plus Ambassador Suites Venice

Best Western Plus Ambassador Suites Venice
2.5 star property
Venice
9.0 out of 10, Wonderful, (1000)
"The room was spotless and the staff were terrific."
United States
Lorraine
The price is HK$869
HK$982 total
includes taxes & fees
31 Dec - 1 Jan 2026
Best Western Plus Ambassador Suites Venice
2 outdoor pools, a heated pool
Siesta Key Palms Resort

Siesta Key Palms Resort

Siesta Key Palms Resort
3.5 star property
Sarasota
9.2 out of 10, Wonderful, (1000)
"Tiki bar was a definite plus"
United States
thomas
The price is HK$632
HK$1,109 total
includes taxes & fees
8 Jan - 9 Jan 2026
Siesta Key Palms Resort
Outdoor pool
Sun Coast Inn

Sun Coast Inn

Sun Coast Inn
2.5 star property
Englewood South
7.8 out of 10, Good, (863)
"Room was was good. Location was good."
United States
Brian
The price is HK$707
HK$827 total
includes taxes & fees
26 Dec - 27 Dec
Sun Coast Inn
Free daily buffet breakfast
Holiday Inn Express & Suites Nokomis Sarasota South by IHG

Holiday Inn Express & Suites Nokomis Sarasota South by IHG

Holiday Inn Express & Suites Nokomis Sarasota South by IHG
2.5 star property
Nokomis
9.6 out of 10, Exceptional, (360)
"Very clean hotel. Great service and very clean and comfortable room"
United States
Iris
The price is HK$918
HK$1,037 total
includes taxes & fees
30 Dec - 31 Dec
Holiday Inn Express & Suites Nokomis Sarasota South by IHG
Outdoor pool, pool loungers
Hampton Inn Sarasota - I-75 Bee Ridge

Hampton Inn Sarasota - I-75 Bee Ridge

Hampton Inn Sarasota - I-75 Bee Ridge
2.5 star property
Sarasota
8.6 out of 10, Excellent, (349)
"Fast check in, nice room"
United States
andy
The price is HK$903
HK$1,020 total
includes taxes & fees
8 Jan - 9 Jan 2026
Hampton Inn Sarasota - I-75 Bee Ridge
Property grounds
Tropical Beach Resorts

Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (5171)
"Great place, easy beach access and property was beautiful. "
United States
Maria
The price is HK$1,117
HK$1,438 total
includes taxes & fees
4 Jan - 5 Jan 2026
Tropical Beach Resorts
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

Top Osprey Hotel Reviews

Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

10/10 Excellent
"We checked in very late at night and the lady "
Emmeleen 1-night trip
Posted 1 day ago
Hibiscus Suites - Gateway to Siesta Key

Frequently asked questions

What are some hotels with pools in Osprey?
Casey Key Resorts - Mainland: Features a snack bar/deli, an outdoor pool and free self parking. Kompose Boutique Hotel: Offers a snack bar/deli, a pool and complimentary wireless Internet access. Tropical Beach Resorts: Aparthotel, 9-minute walk from Crescent Beach. Provides free self parking, an outdoor pool and complimentary wireless Internet access. Carlisle Inn: Hotel located near Sarasota Memorial Hospital. Features buffet, an outdoor pool and free self parking. Captiva Beach Resort: Condo, 9-minute walk from Crescent Beach. Offers a private beach, an outdoor pool and free self parking.
What is there to see and do in Osprey?
Explore places such as Siesta Key Beach and Lido Beach while you're in the area. Make a point to visit attractions such as Turtle Beach and Nokomis Beach. Osprey appeals to visitors with its beautiful beaches, bar scene and array of dining options.
When is the best time to book a hotel with a pool in Osprey?
Taking the local weather in Osprey into account can help you maximise your time at the pool during your trip. The hottest months are usually August and July, with an average temperature of 28°C, while the coldest months are January and February, with an average of 19°C. Average annual precipitation for Osprey is 1126 mm.

Explore a world of travel with Expedia