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

Top Osprey Hotels with Swimming Pool

Outdoor dining
Casey Key Resorts - Mainland

Casey Key Resorts - Mainland

2.5 star property
Osprey
8.6 out of 10, Excellent, (1076)
"Nice little get away spot, rooms are comfy and clean!"
United States
Busisiwe
The price is P10,801
P12,204 total
includes taxes & fees
Nov 30 - Dec 1
Casey Key Resorts - Mainland
Outdoor pool, a heated pool
Kompose Boutique Hotel

Kompose Boutique Hotel

3.0 star property
Sarasota
9.2 out of 10, Wonderful, (4661)
"So conveniently located next to airport with the added bonus of being a super nice hotel with bar and dining. "
United States
Lisa
Kompose Boutique Hotel
Outdoor pool, open 7:00 AM to 8:00 PM, pool umbrellas, sun loungers
Escape Coastal Resort on Casey Key

Escape Coastal Resort on Casey Key

2.5 star property
Casey Key
9.8 out of 10, Exceptional, (232)
"Very nice place right across the street from the beach"
United States
Erica
The price is P6,821
P12,432 total
includes taxes & fees
Nov 23 - Nov 24
Escape Coastal Resort on Casey Key
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

2.0 star property
Venice Island
7.6 out of 10, Good, (1003)
"Beautiful rooms clean, friendly staff. Great place to stay all around. "
United States
Stephanie
The price is P3,248
P3,833 total
includes taxes & fees
Nov 23 - Nov 24
Island Sun Inn & Suites - Venice, Florida Historic Downtown & Beach Getaway
Outdoor pool
Sun Coast Inn

Sun Coast Inn

2.5 star property
Englewood South
7.8 out of 10, Good, (857)
"The room was spotless, and the staff was wonderful."
United States
Maikel
The price is P4,676
P5,471 total
includes taxes & fees
Nov 22 - Nov 23
Sun Coast Inn
2 outdoor pools, a heated pool
Siesta Key Palms Resort

Siesta Key Palms Resort

3.5 star property
Sarasota
9.2 out of 10, Wonderful, (1003)
"This place was wonderful, clean "
United States
Alan
The price is P3,609
P7,074 total
includes taxes & fees
Nov 24 - Nov 25
Siesta Key Palms Resort
Seasonal outdoor pool
Hampton Inn & Suites North Port

Hampton Inn & Suites North Port

2.5 star property
North Port
9.4 out of 10, Exceptional, (587)
"Awesome and friendly staff especially the bartender on duty Nov 12th "
United States
Antoinette
The price is P6,958
P7,863 total
includes taxes & fees
Nov 24 - Nov 25
Hampton Inn & Suites North Port
Outdoor pool
Motel 6 Venice, FL

Motel 6 Venice, FL

2.0 star property
Gateway
8.4 out of 10, Very Good, (344)
"The room was clean and the staff was friendly. "
United States
Fred
The price is P3,182
P3,691 total
includes taxes & fees
Nov 30 - Dec 1
Motel 6 Venice, FL
Outdoor pool, pool umbrellas, sun loungers
Best Western Plus Ambassador Suites Venice

Best Western Plus Ambassador Suites Venice

2.5 star property
Venice
9.0 out of 10, Wonderful, (1002)
"Excellent breakfast, free parking."
United States
SHPENDI
The price is P5,762
P6,512 total
includes taxes & fees
Nov 30 - Dec 1
Best Western Plus Ambassador Suites Venice
Outdoor pool, a heated pool, sun loungers
Inn at the Beach

Inn at the Beach

3.0 star property
Venice Island
9.8 out of 10, Exceptional, (1011)
"Very nice stayed several times!"
United States
Mark
The price is P10,086
P12,933 total
includes taxes & fees
Nov 26 - Nov 27
Inn at the Beach
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

Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway

10/10 Excellent
"Everything was great."
Elsa 2-night trip
Posted 8 hours ago
Spark by Hilton Sarasota Siesta Key Gateway

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. Tropical Breeze Resort: Hotel, 3-minute walk from Siesta Key Beach. Features free self parking, 2 outdoor pools, and complimentary bicycles. Spark by Hilton Sarasota Siesta Key Gateway: Hotel located near Siesta Key Beach. Offers daily, an outdoor pool, and free self parking.
What is there to see and do in Osprey?
Explore places like Siesta Key Beach and Lido Beach 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.