Hotels with Swimming Pool in Osprey, Florida

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 Hotels with Swimming Pool

Tonight
Jan 8 - Jan 9
Tomorrow
Jan 9 - Jan 10
This weekend
Jan 9 - Jan 11
Next weekend
Jan 16 - Jan 18

Our top choices for Osprey hotels with a pool

View from room
Casey Key Resorts - Mainland

Casey Key Resorts - Mainland

Casey Key Resorts - Mainland
2.5 star property
Osprey
8.8 out of 10, Excellent, (1129)
"Love the staff and location of the property I will be back for certain"
United States
Matthew
Casey Key Resorts - Mainland
Outdoor pool
Sun Coast Inn

Sun Coast Inn

Sun Coast Inn
2.5 star property
Englewood South
8.0 out of 10, Very Good, (867)
"Great staff, great location "
United States
gregory
The price is P4,027
P4,712 total
includes taxes & fees
Jan 9 - Jan 10
Sun Coast Inn
Outdoor pool, open 9:00 AM to 6:00 PM, pool umbrellas, sun 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)
"Very clean & the staff are super nice 😊 "
United States
Jean
The price is P5,342
P6,304 total
includes taxes & fees
Jan 9 - Jan 10
Island Sun Inn & Suites - Venice, Florida Historic Downtown & Beach Getaway
Outdoor pool, pool umbrellas
Golden Host Resort - Sarasota

Golden Host Resort - Sarasota

Golden Host Resort - Sarasota
3.0 star property
North Trail
8.4 out of 10, Very Good, (2191)
"Great Place To Stay!"
United States
Pete
The price is P4,642
P5,245 total
includes taxes & fees
Jan 12 - Jan 13
Golden Host Resort - Sarasota
Outdoor pool, a heated pool, sun loungers
Inn at the Beach

Inn at the Beach

Inn at the Beach
3.0 star property
Venice Island
9.8 out of 10, Exceptional, (1010)
"Very nice employees, great continental breakfast and very close to everything "
United States
Joseph
The price is P8,974
P11,683 total
includes taxes & fees
Jan 12 - Jan 13
Inn at the Beach
Exterior
Azul Resort Siesta Key

Azul Resort Siesta Key

Azul Resort Siesta Key
2.0 star property
South Village
8.8 out of 10, Excellent, (8)
"Great place, would highly recommend "
United States
Joseph
The price is P7,657
P8,652 total
includes taxes & fees
Jan 14 - Jan 15
Azul Resort Siesta Key
Outdoor pool, pool umbrellas, sun 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, (1003)
"The room was spotless and the staff were terrific."
United States
Lorraine
The price is P8,002
P9,042 total
includes taxes & fees
Jan 20 - Jan 21
Best Western Plus Ambassador Suites Venice
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, (369)
"Room was clean, front desk was very helpful Everything was close by. I would definitely stay there again."
United States
Sabrina
The price is P7,538
P8,518 total
includes taxes & fees
Jan 25 - Jan 26
Holiday Inn Express & Suites Nokomis Sarasota South by IHG
Outdoor pool
Sunshine Inn & Suites Venice, FL

Sunshine Inn & Suites Venice, FL

Sunshine Inn & Suites Venice, FL
2.0 star property
Venice
8.2 out of 10, Very Good, (771)
"The room was very nice. You could tell it had been updated, and they did a nice job. Pool was great. Location was perfect."
United States
Anthony
The price is P4,096
P4,833 total
includes taxes & fees
Jan 11 - Jan 12
Sunshine Inn & Suites Venice, FL
Outdoor pool, open 9:00 AM to 10:00 PM, sun loungers
Home2 Suites Sarasota I-75 Bee Ridge, FL

Home2 Suites Sarasota I-75 Bee Ridge, FL

Home2 Suites Sarasota I-75 Bee Ridge, FL
3.0 star property
Sarasota
9.6 out of 10, Exceptional, (927)
"Fantastic place to stay!"
United States
Christine
The price is P6,527
P7,375 total
includes taxes & fees
Jan 20 - Jan 21
Home2 Suites Sarasota I-75 Bee Ridge, FL
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

Siesta Key Palms Resort

Siesta Key Palms Resort

10/10 Excellent
"All of the above! Courteous staff, nice room, nice pool. The heated pool was amazing! We loved the fire pit too! "
Nancy 4-night trip
Posted 4 hours ago
Siesta Key Palms Resort

Frequently asked questions

What are some hotels with pools in Osprey?
Casey Key Resorts - Mainland: Features a snack bar/deli, an outdoor pool, and complimentary wired internet access. 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.

Explore a world of travel with Expedia