Find Hotels with a Pool in Osprey, FL

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
  • Be picky

    Search almost a million properties worldwide

Check availability on Osprey Hotels with a Pool

Next weekend
In two weeks

Our top choices for Osprey hotels with a pool

Casey Key Resorts - Mainland

Casey Key Resorts - Mainland
2.5 star property
Osprey
8.8 out of 10, Excellent, (1127)
"this is one of my favorite stays in the area. They have a wonderful staff and a beautiful restraunt with great people."
United States
Matthew
Casey Key Resorts - Mainland

Sun Coast Inn

Sun Coast Inn
2.5 star property
Englewood South
8.0 out of 10, Very Good, (867)
"Easy parking .. Nice elevator"
United States
Duy
The price is AED 376
AED 440 total
includes taxes & fees
5 Jan - 6 Jan
Sun Coast Inn

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, (1001)
"Very clean & the staff are super nice 😊 "
United States
Jean
The price is AED 253
AED 299 total
includes taxes & fees
5 Jan - 6 Jan
Island Sun Inn & Suites - Venice, Florida Historic Downtown & Beach Getaway

Golden Host Resort - Sarasota

Golden Host Resort - Sarasota
3.0 star property
North Trail
8.4 out of 10, Very Good, (2190)
"Great Place To Stay!"
United States
Pete
Golden Host Resort - Sarasota

Kompose Boutique Hotel

Kompose Boutique Hotel
3.0 star property
Sarasota
9.2 out of 10, Wonderful, (4869)
"Nice clean hotel great option "
United States
George
Kompose Boutique Hotel

Escape Coastal Resort on Casey Key

Escape Coastal Resort on Casey Key
2.5 star property
Casey Key
9.8 out of 10, Exceptional, (240)
"This place is amazing "
United States
Nelson
The price is AED 503
AED 770 total
includes taxes & fees
5 Jan - 6 Jan
Escape Coastal Resort on Casey Key

Comfort Inn & Suites Sarasota I75

Comfort Inn & Suites Sarasota I75
2.5 star property
Fruitville
8.6 out of 10, Excellent, (1010)
"Clean rooms excellent breakfast!"
United States
Nathan
The price is AED 450
AED 509 total
includes taxes & fees
5 Jan - 6 Jan
Comfort Inn & Suites Sarasota I75

Inn at the Beach

Inn at the Beach
3.0 star property
Venice Island
9.8 out of 10, Exceptional, (1009)
"Very nice employees, great continental breakfast and very close to everything "
United States
Joseph
The price is AED 614
AED 789 total
includes taxes & fees
12 Jan - 13 Jan
Inn at the Beach

Best Western Plus Ambassador Suites Venice

Best Western Plus Ambassador Suites Venice
2.5 star property
Venice
9.0 out of 10, Wonderful, (1009)
"The room was spotless and the staff were terrific."
United States
Lorraine
The price is AED 466
AED 526 total
includes taxes & fees
12 Jan - 13 Jan
Best Western Plus Ambassador Suites Venice

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, (368)
"Room was clean, front desk was very helpful Everything was close by. I would definitely stay there again."
United States
Sabrina
The price is AED 448
AED 506 total
includes taxes & fees
18 Jan - 19 Jan
Holiday Inn Express & Suites Nokomis Sarasota South by IHG
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.

Top Osprey Hotel Reviews

Explore a world of travel with Expedia

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. Golden Host Resort - Sarasota: Offers free self parking, an outdoor pool, and complimentary wireless internet access.
What is there to see and do in Osprey?
Explore places like Siesta Key Beach, Lido Beach, and St. Armands Circle while you're in the area. Make a point to visit attractions like 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 into account the local weather in Osprey can help you maximize your time at the pool during your trip. The hottest months are usually August and July with an average temp of 82°F, while the coldest months are January and February with an average of 66°F. Average annual precipitation for Osprey is 44 inches.