Osprey Hotel Guide - Hotels with Pool in Osprey, Florida

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Check availability on Osprey Hotels with Pool

Our top choices for Osprey hotels with a pool

Premium Pool View King Suite | 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, (1097)
"Great place for our family to stay! "
United States
Jordan
The price is €135
includes taxes & fees
14 Dec - 15 Dec
Casey Key Resorts - Mainland
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, (4749)
"Would happily stay here again!"
United States
STYLIANOS
Kompose Boutique Hotel
Sun deck
Siesta Key Palms Resort

Siesta Key Palms Resort

Siesta Key Palms Resort
3.5 star property
Sarasota
9.2 out of 10, Wonderful, (1001)
"This place was wonderful, clean "
United States
Alan
The price is €114
includes taxes & fees
17 Dec - 18 Dec
Siesta Key Palms Resort
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, (1000)
"Price, clean and friendly!"
United States
Karen
The price is €55
includes taxes & fees
15 Dec - 16 Dec
Island Sun Inn & Suites - Venice, Florida Historic Downtown & Beach Getaway
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, (1002)
"Excellent breakfast, free parking."
United States
SHPENDI
The price is €94
includes taxes & fees
22 Dec - 23 Dec
Best Western Plus Ambassador Suites Venice
Outdoor pool
Motel 6 Venice, FL

Motel 6 Venice, FL

Motel 6 Venice, FL
2.0 star property
Gateway
8.4 out of 10, Very good, (366)
"We enjoyed the service and the room and the staff it was excellent Thank you ☺️ "
United States
Fred
The price is €58
includes taxes & fees
15 Dec - 16 Dec
Motel 6 Venice, FL
Outdoor pool, a heated pool, pool 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, (1012)
"Very nice employees, great continental breakfast and very close to everything "
United States
Joseph
The price is €199
includes taxes & fees
4 Jan - 5 Jan 2026
Inn at the Beach
Outdoor pool
Sun Coast Inn

Sun Coast Inn

Sun Coast Inn
2.5 star property
Englewood South
8.0 out of 10, Very good, (861)
"The room was spotless, and the staff was wonderful."
United States
Maikel
The price is €103
includes taxes & fees
12 Dec - 13 Dec
Sun Coast Inn
Seasonal outdoor pool
Hampton Inn & Suites North Port

Hampton Inn & Suites North Port

Hampton Inn & Suites North Port
2.5 star property
North Port
9.4 out of 10, Exceptional, (598)
"Awesome and friendly staff especially the bartender on duty Nov 12th "
United States
Antoinette
The price is €131
includes taxes & fees
18 Dec - 19 Dec
Hampton Inn & Suites North Port
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, (762)
"Excellent rooms! Great and polite customer service"
United States
Serhii
The price is €55
includes taxes & fees
16 Dec - 17 Dec
Sunshine Inn & Suites Venice, 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.
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Top Osprey Hotel Reviews

Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

10/10 Excellent
"Was wonderful stay and I will back. Large rooms well updated "
Charles 2-night trip
Posted 1 day ago
Hibiscus Suites - Gateway to Siesta Key

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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: 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 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.