Search Hotels with Pool in Osprey

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Check availability on Osprey Hotels with Pool

Tonight
28 Oct - 29 Oct
Tomorrow
29 Oct - 30 Oct
This weekend
31 Oct - 2 Nov
Next weekend
7 Nov - 9 Nov

Top Osprey Hotels with Pool

Outdoor dining
Casey Key Resorts - Mainland
Casey Key Resorts - Mainland
2.5 star property
  • Outdoor pool
  • Poolside bar
  • Pool loungers
8.6 out of 10, Excellent, (1066)
Sparkling waters beckon in the immaculate outdoor pool area, where complimentary cabanas provide shade after beach adventures. Live entertainment creates a lively atmosphere while the nearby restaurant serves exceptional meals praised by guests.
Casey Key Resorts - Mainland
Outdoor pool, a heated pool
Kompose Boutique Hotel
Kompose Boutique Hotel
3.0 star property
  • Outdoor pool
  • Hot tub
9.2 out of 10, Wonderful, (4544)
Sparkling beneath the sun, the heated outdoor pool provides a refreshing escape after exploring nearby beaches. Guests particularly love unwinding in the hot tub before retiring to spotlessly clean, modern rooms with rainfall showers.
Kompose Boutique Hotel
2 outdoor pools, a heated pool
Siesta Key Palms Resort
Siesta Key Palms Resort
3.5 star property
  • 2 outdoor pools
  • Near the beach
9.2 out of 10, Wonderful, (1001)
Aquatic serenity awaits at this tropical haven where 2 refreshing outdoor pools anchor the experience. Complimentary bicycles invite exploration of nearby Siesta Key shores, while fire pits and hammocks create perfect relaxation spots after sun-soaked adventures.
The price is ฿2,229
฿4,179 total
includes taxes & fees
18 Nov - 19 Nov
Siesta Key Palms Resort
Outdoor pool
EVEN Hotel Sarasota-Lakewood Ranch by IHG
EVEN Hotel Sarasota-Lakewood Ranch by IHG
3.5 star property
  • Outdoor pool
  • Near the beach
8.4 out of 10, Very good, (1020)
Swimming sessions await in the pristine outdoor pool, accessible from morning until evening. Located near Nathan Benderson Park and upscale shopping centers, this hotel also features a well-equipped fitness centre and on-site American restaurant.
The price is ฿3,275
฿3,701 total
includes taxes & fees
31 Oct - 1 Nov
EVEN Hotel Sarasota-Lakewood Ranch by IHG
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
2.0 star property
  • Outdoor pool
  • Pool loungers
  • Near the beach
7.6 out of 10, Good, (1005)
Poolside tranquility awaits at this well-maintained getaway near Venice Beach. Guests adore the clean, peaceful swimming area surrounded by a lovely courtyard. After exploring nearby attractions, unwind with convenient room service from the highly-rated on-site restaurant.
The price is ฿1,796
฿2,119 total
includes taxes & fees
30 Oct - 31 Oct
Island Sun Inn & Suites - Venice, Florida Historic Downtown & Beach Getaway
Outdoor pool
Sun Coast Inn
Sun Coast Inn
2.5 star property
  • Outdoor pool
  • Near the beach
7.8 out of 10, Good, (852)
Refreshing swims await in the sun-drenched outdoor pool with beautiful canal views, just steps from Englewood Beach. Spacious, spotless rooms with premium bedding complement exceptional staff service, making this peaceful retreat an ideal coastal escape.
The price is ฿2,591
฿3,032 total
includes taxes & fees
30 Oct - 31 Oct
Sun Coast Inn
Outdoor pool, a heated pool, pool loungers
Inn at the Beach
Inn at the Beach
3.0 star property
  • Outdoor pool
  • Pool loungers
  • Near the beach
  • Hot tub
9.8 out of 10, Exceptional, (1034)
Sparkling pool waters beckon after a day exploring nearby Venice Beach. Relaxation continues in the clean hot tub while sunsets paint the sky. Continental breakfast, bicycle rentals, and barbecue areas complement this peaceful beachfront haven.
Inn at the Beach
Outdoor pool
Motel 6 Venice, FL
Motel 6 Venice, FL
2.0 star property
  • Outdoor pool
  • Near the beach
8.4 out of 10, Very good, (323)
Swimming enthusiasts relish the pristine outdoor pool, accessible daily from 8:00 AM to 9:00 PM. Beyond aquatic pleasures, this dog-friendly motel features charcoal grills, picnic areas, and easy access to Venice Beach for complete holiday satisfaction.
The price is ฿1,763
฿2,045 total
includes taxes & fees
2 Nov - 3 Nov
Motel 6 Venice, FL
Free daily buffet breakfast
Holiday Inn Express & Suites Nokomis Sarasota South by IHG
Holiday Inn Express & Suites Nokomis Sarasota South by IHG
2.5 star property
  • Outdoor pool
  • Pool loungers
  • Near the beach
9.6 out of 10, Exceptional, (332)
Refreshing swims await in the sun-drenched outdoor pool, complete with comfortable loungers for relaxation after beach adventures. Guests appreciate the convenient location near beautiful shorelines, kayaking spots, and sailing opportunities.
The price is ฿3,399
฿3,841 total
includes taxes & fees
3 Nov - 4 Nov
Holiday Inn Express & Suites Nokomis Sarasota South by IHG
Seasonal outdoor pool
Hampton Inn & Suites North Port
Hampton Inn & Suites North Port
2.5 star property
  • Pool
  • Breakfast included
  • Pet-friendly
  • Parking included
  • Restaurant
  • Air conditioning
9.4 out of 10, Exceptional, (573)
Swimming enthusiasts appreciate the clean, beautiful seasonal outdoor pool at this modern hotel. Beyond aquatic enjoyment, guests rave about the amazing breakfast buffet, attentive staff, and peaceful atmosphere.
The price is ฿4,023
฿4,546 total
includes taxes & fees
29 Nov - 30 Nov
Hampton Inn & Suites North Port
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

Lido Beach Resort

Lido Beach Resort

10/10 Excellent
"Clean, comfy bed and linens, outstanding view, everyone we encountered were friendly and very accommodating. Can’t wait to book another stay!"
Danielle 4-night trip
Posted 4 days ago
Lido Beach Resort
The Ritz-Carlton, Sarasota

The Ritz-Carlton, Sarasota

10/10 Excellent
"Everything and everyone was wonderful. The street was a bit loud sometimes at night. "
Doris 3-night trip
Posted 11 days ago
The Ritz-Carlton, Sarasota

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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. Spark by Hilton Sarasota Siesta Key Gateway: Hotel located near Siesta Key Beach. Features daily, an outdoor pool and free self parking. The Westin Sarasota: Hotel located near Lido Beach. Offers 2 restaurants, an outdoor pool and a full-service spa.
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.