A marina with docked boats, a wooden bridge, and a building with a red roof.

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Check availability on Osprey Hotels with Swimming Pool

Tonight
23 Oct - 24 Oct
Tomorrow
24 Oct - 25 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

Our top choices for Osprey hotels with a pool

A resort with a pool, sun loungers, and a wooden deck.
A modern restaurant with multiple dining tables and chairs, a kitchen area, and large windows offering views of greenery.
A pathway flanked by palm trees and a building with a covered patio area.
A balcony with two black chairs, a white railing, and a view of palm trees and a building in the background.

1. Casey Key Resorts - Mainland

Casey Key Resorts - Mainland
Osprey
  • Splash into sunshine at this Nokomis retreat featuring a heated pool and tiki bar with live music.
₹10,011
₹12,670 total
includes taxes & fees
25 Oct - 26 Oct
Casey Key Resorts - Mainland
A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a fence.
A multi-story hotel with a modern design, featuring balconies, a covered entrance, and lush landscaping.
A hotel reception area with a wooden reception desk, a large abstract mural, and a seating area with a view of greenery outside.
A hotel lobby with a reception desk, a refrigerator with beverages, and a microwave.

2. Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway
Sarasota
  • Splash into holiday mode with a sparkling poolside sanctuary just steps from Siesta Key Beach.
₹10,108
₹11,423 total
includes taxes & fees
31 Oct - 1 Nov
Spark by Hilton Sarasota Siesta Key Gateway
A swimming pool with a 3 ft 3 in depth marker, surrounded by lounge chairs and a covered seating area with a view of the water.
A wooden deck with chairs and a table overlooking a body of water.
A sandy beach path with wooden posts and ropes, leading towards the ocean.
A narrow stone pathway flanked by lush green plants and a wooden pergola structure.

3. Turtle Beach Resort

Turtle Beach Resort
Siesta Key
  • Private hot tubs and a serene outdoor pool await on this peaceful retreat near Turtle Beach.
₹22,071
₹27,694 total
includes taxes & fees
1 Nov - 2 Nov
Turtle Beach Resort
A pool area with a waterfall feature, lounge chairs, and palm trees.
A modern kitchen with white cabinets, a central island, and a dining area with a table and chairs.
A pathway lined with palm trees and tropical plants, leading to a building with a white facade.
A beach with white sand, clear blue water, and a few beach umbrellas.

4. Tropical Beach Resorts

Tropical Beach Resorts
South Village
  • Sparkling private beachfront pool awaits just steps from your villa-style retreat.
₹12,995
₹17,151 total
includes taxes & fees
24 Nov - 25 Nov
Tropical Beach Resorts
A modern breakfast area with labeled dispensers for yogurt, eggs, and milk.
A modern bathroom with a geometric tile pattern, a large mirror, a white sink, and a glass-enclosed shower.
A reception area with two reception desks, a blue geometric wall design, and a wooden panel accent.
A modern lobby with a sofa, chairs, a desk, and a map mural on the wall.

5. Holiday Inn Express & Suites Nokomis Sarasota South by IHG

Holiday Inn Express & Suites Nokomis Sarasota South by IHG
Nokomis
  • Escape to a refreshing pool retreat near Venice Beach where outdoor relaxation meets coastal adventure.
₹9,969
₹11,265 total
includes taxes & fees
15 Nov - 16 Nov
Holiday Inn Express & Suites Nokomis Sarasota South by IHG
A swimming pool area with lounge chairs and umbrellas, surrounded by a building with multiple windows and palm trees.
A hotel with a covered outdoor seating area, palm trees, and a sign reading "HOME 2".
A hotel room with a sofa, a desk, a lamp, a television, and a window with patterned curtains.
Bathroom

6. Home2 Suites by Hilton Nokomis Sarasota Casey Key

Home2 Suites by Hilton Nokomis Sarasota Casey Key
Nokomis
  • Dive into aquatic bliss at this Sarasota gem with a sun-drenched pool and cosy loungers.
₹11,460
₹12,949 total
includes taxes & fees
15 Nov - 16 Nov
Home2 Suites by Hilton Nokomis Sarasota Casey Key
A rectangular pool with a tiled edge, surrounded by a brick patio. There are lounge chairs and umbrellas, and a fence enclosing the area.
A hotel room with two beds, a nightstand, and a desk.
A lobby with a blue sofa, yellow armchairs, a reception desk, and a large white pendant light.
A hotel breakfast area with a self-service station, a refrigerator with beverages, and a wall-mounted sign.

7. Comfort Suites Sarasota - Siesta Key

Comfort Suites Sarasota - Siesta Key
Sarasota
  • Plunge into poolside paradise with soothing hot tub escapes at this Sarasota retreat.
₹9,592
₹10,839 total
includes taxes & fees
29 Oct - 30 Oct
Comfort Suites Sarasota - Siesta Key
A swimming pool area with a tiled deck, lounge chairs, and a covered seating area.
A hotel room with a large bed, a desk with a flat-screen TV, a chair, and a view of the outdoors.
A spacious lobby with a central seating area, a kitchen in the background, and a large chandelier.
A spacious living area with a wooden floor, teal upholstered furniture, and a central coffee table.

8. Hampton Inn & Suites Venice Bayside South Sarasota

Hampton Inn & Suites Venice Bayside South Sarasota
Gateway
  • Sun-drenched relaxation awaits at this Venice hotel's outdoor pool, complemented by beach proximity and modern comforts.
₹10,330
₹11,673 total
includes taxes & fees
15 Nov - 16 Nov
Hampton Inn & Suites Venice Bayside South Sarasota
A hotel pool area with lounge chairs and a covered seating area.
A hotel with a central entrance, multiple floors, and a landscaped front yard with palm trees.
A hotel room with two beds, a kitchenette, a TV, and a desk.
A spacious lobby with a reception desk, seating area, and decorative wall art.

9. Carlisle Inn

Carlisle Inn
Pinecraft
  • Refresh yourself poolside under the Florida sun in this tranquil Pinecraft sanctuary.
₹13,579
₹15,344 total
includes taxes & fees
1 Nov - 2 Nov
Carlisle Inn
A rectangular swimming pool with white lounge chairs on both sides, surrounded by palm trees and a wooden fence.
A marina with boats docked, surrounded by residential buildings and palm trees.
A living room with a TV, white cabinets, a sofa, and a balcony with a view.
A modern living room with a grey sofa, a blue patterned armchair, a dining area with wicker chairs, and a view through glass doors to an outdoor patio.

10. Escape Coastal Resort on Casey Key

Escape Coastal Resort on Casey Key
Casey Key
  • Coastal retreat features serene waters and a sun-soaked outdoor pool with loungers and umbrellas.
₹7,576
₹14,462 total
includes taxes & fees
26 Oct - 27 Oct
Escape Coastal Resort on Casey Key
View all properties

Choose what matters most at hotels with a pool in Osprey

Breakfast included
Hot tub
4 stars
5 stars
Beach

Top Osprey Hotel Reviews

Tropical Beach Resorts

Tropical Beach Resorts

10/10 Excellent
"Staff was great"
Leslie 1-night trip
Posted 1 hour ago
Tropical Beach Resorts
Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway

8/10 Good
"The breakfast was disappointing, it was just a bagel bar. So just keep that in mind especially if visiting w children. Luckily there were stores near by. The staff was very helpful, the rooms were very clean (very small but cozy) the pool was a nice area and in a great location from stores, restaurants and siesta, turtle beach!"
Maira 3-night trip
Posted 5 hours ago
Spark by Hilton Sarasota Siesta Key Gateway
DoubleTree by Hilton Sarasota Bradenton Airport

DoubleTree by Hilton Sarasota Bradenton Airport

10/10 Excellent
"Will stay here agin when in the area!"
Kimberle 1-night trip
Posted 6 hours ago
DoubleTree by Hilton Sarasota Bradenton Airport
Siesta Key Beach Resort and Suites

Siesta Key Beach Resort and Suites

10/10 Excellent
"Awesome location, with a lot of extras. Comfy spacious suite with cold ac."
anthony 4-night trip
Posted 8 hours ago
Siesta Key Beach Resort and Suites
EVEN Hotel Sarasota-Lakewood Ranch by IHG

EVEN Hotel Sarasota-Lakewood Ranch by IHG

10/10 Excellent
"It was nice and clean. Much more affordable. Could use more of a selection of bourbon."
Nathan 1-night trip
Posted 1 day ago
EVEN Hotel Sarasota-Lakewood Ranch by IHG
Siesta Key Palms Resort

Siesta Key Palms Resort

10/10 Excellent
"We cannot say enough good things about our stay here. The villa we stayed at was clean and had lots of amenities we didn't anticipate. The staff was amazing and helpful. Other than updating the bar and maintenance was the only hiccup. The location is really great. Just a small walk across the bridge to Siesta Key Beach. Lots of great eating establishments walking distance from Hotel. We are already looking to re-book early next year. This place is a hidden gem. Thank you Siesta Key Palms resort. Darin"
Darin 4-night trip
Posted 1 day ago
Siesta Key Palms Resort
Casey Key Resorts - Mainland

Casey Key Resorts - Mainland

10/10 Excellent
"Deluxe room was nice and spacious. Very clean. Nice pool and bar. Pizza was delicious!"
Christine 5-night trip
Posted 2 days ago
Casey Key Resorts - Mainland
Lido Beach Resort

Lido Beach Resort

8/10 Good
"The lower priced rooms are the older part of the resort. They show their age. I suggest spending more on your stay to get a room in the newer high rise part of the resort."
Joseph 3-night trip
Posted 3 days ago
Lido Beach 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 high-speed (wired) Internet access. Kompose Boutique Hotel: Offers a snack bar/deli, a pool and complimentary wireless Internet access. Tropical Beach Resorts: Aparthotel, 10-minute walk from Crescent Beach. Provides free self parking, 2 outdoor swimming pools and complimentary wireless Internet access. The Westin Sarasota: Hotel located near Lido Beach. Features 2 restaurants, an outdoor pool and a full-service spa. Siesta Key Beach Resort and Suites: Resort, 1-minute walk from Siesta Key Beach. Offers complimentary bicycles, a 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.

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