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

Osprey Village Hotel Guide - Hotels with Pool in Osprey Village, Osprey

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Check availability on Osprey Village Hotels with Pool

Tonight
17 Oct - 18 Oct
Tomorrow
18 Oct - 19 Oct
Next weekend
23 Oct - 25 Oct
In two weeks
30 Oct - 1 Nov

Our top choices for Osprey Village hotels with a pool

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.

1. 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.
€89
includes taxes & fees
19 Oct - 20 Oct
Spark by Hilton Sarasota Siesta Key Gateway
A swimming pool with lounge chairs and palm trees, surrounded by string lights.
A covered outdoor area with a pool, lounge chairs, and a wooden deck.
A bedroom with a bed, bedside tables, a desk, and a chair.
A bar area with a wooden ceiling, bar stools, and a neon sign.

2. Siesta Key Palms Resort

Siesta Key Palms Resort
Sarasota
  • Dive into paradise with two sparkling outdoor pools surrounded by lush gardens, just a short walk from Crescent Beach.
€108
includes taxes & fees
25 Oct - 26 Oct
Siesta Key Palms Resort
A rectangular swimming pool with white lounge chairs on both sides, surrounded by palm trees and a wooden fence.
A living room with a TV, white cabinets, a sofa, and a balcony with a view.
An aerial view of a coastal area with a sandy beach, a row of houses, and a clear sky.
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.

3. 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.
€135
includes taxes & fees
26 Oct - 27 Oct
Escape Coastal Resort on 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 lobby with a blue sofa, yellow armchairs, a reception desk, and a large white pendant light.
A hotel room with a grey sofa, a small round table, a bed, and three framed pictures on the wall.
A hotel room with two beds, a nightstand, and a desk.

4. Comfort Suites Sarasota - Siesta Key

Comfort Suites Sarasota - Siesta Key
Sarasota
  • Plunge into poolside paradise with soothing hot tub escapes at this Sarasota retreat.
€102
includes taxes & fees
29 Oct - 30 Oct
Comfort Suites Sarasota - Siesta Key
A resort with a pool, sun loungers, and a wooden deck.
A modern bedroom with a bed, a desk, and a sofa.
A modern restaurant with multiple dining tables and chairs, a kitchen area, and large windows offering views of greenery.
A balcony with two black chairs, a white railing, and a view of palm trees and a building in the background.

5. 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.
€68
includes taxes & fees
18 Oct - 19 Oct
Casey Key Resorts - Mainland
A modern breakfast area with labeled dispensers for yogurt, eggs, and milk.
A modern lobby with a sofa, chairs, a desk, and a map mural on the wall.
A conference room with a long table, blue chairs, framed artwork on the walls, and a Holiday Inn Express sign.
A modern bathroom with a geometric tile pattern, a large mirror, a white sink, and a glass-enclosed shower.

6. 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.
€102
includes taxes & fees
20 Oct - 21 Oct
Holiday Inn Express & Suites Nokomis Sarasota South by IHG
A beach with white lounge chairs and striped umbrellas.
A sandy pathway leading to a beach with a clear view of the ocean.
A modern house with a patio, outdoor seating, and a view of the ocean.
A bedroom with a bed, a wooden sign above the bed, a nightstand, and a view of a garden.

7. Casey Key Resorts - Beachfront

Casey Key Resorts - Beachfront
Casey Key
€130
includes taxes & fees
1 Nov - 2 Nov
Casey Key Resorts - Beachfront
A swimming pool area with lounge chairs and umbrellas, surrounded by a building with multiple windows and palm trees.
A hotel room with a sofa, a desk, a lamp, a television, and a window with patterned curtains.
Bathroom
A compact kitchen with a microwave, sink, and dishwasher.

8. 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.
€127
includes taxes & fees
15 Nov - 16 Nov
Home2 Suites by Hilton Nokomis Sarasota Casey Key
A swimming pool area with a tiled deck, lounge chairs, and a covered seating area.
A spacious lobby with a central seating area, a kitchen in the background, and a large chandelier.
A hotel room with a large bed, a desk with a flat-screen TV, a chair, and a view of the outdoors.
A modern hotel room with a kitchen area, a dining table with chairs, a sofa, and a TV.

9. 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.
€127
includes taxes & fees
15 Nov - 16 Nov
Hampton Inn & Suites Venice Bayside South Sarasota
A pool area with lounge chairs and umbrellas, surrounded by a fence and palm trees.
A hotel lobby with a reception desk, two patterned armchairs, a sofa, a coffee table, and a TV screen.
A hotel lobby with two brown sofas, a red sofa with gold patterns, a coffee station, and a reception desk.
A hotel with a covered entrance, a landscaped driveway, and palm trees.

10. Best Western Plus Ambassador Suites Venice

Best Western Plus Ambassador Suites Venice
Venice
  • Dive into poolside perfection with loungers and umbrellas at this Venice retreat.
€79
includes taxes & fees
25 Oct - 26 Oct
Best Western Plus Ambassador Suites Venice
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Choose what matters most at hotels with a pool in Osprey Village

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Osprey Village Hotel Reviews

Tropical Beach Resorts

Tropical Beach Resorts

10/10 Excellent
"Location! Location! Perfect for a peaceful getaway. The new pool is gorgeous. The stove and oven needed some instructions how to use took us a bit to figure out. The outside grill was a perfect touch. We will be back. Wonderful time. Great place to go explore point of rocks!"
Rebecca 2-night trip
Posted 5 hours ago
Tropical Beach Resorts
The Westin Sarasota

The Westin Sarasota

10/10 Excellent
"Nice hotel and a pleasant stay."
mike 4-night trip
Posted 7 hours ago
The Westin Sarasota
Tropical Breeze Resort

Tropical Breeze Resort

10/10 Excellent
"Tropical breeze resort was very clean and a nice place to stay. It was right by everything that you would want. Beaches in walking distance, a few select restaurants close by, but if you’re looking for more, Sarasota is only several minutes away."
Fotios D 5-night trip
Posted 9 hours ago
Tropical Breeze Resort
DoubleTree by Hilton Sarasota Bradenton Airport

DoubleTree by Hilton Sarasota Bradenton Airport

8/10 Good
"."
Jeremy 1-night trip
Posted 11 hours ago
DoubleTree by Hilton Sarasota Bradenton Airport
Cirque St. Armands Beachside

Cirque St. Armands Beachside

10/10 Excellent
"The staff was amazing-pool- location overall! Wonderful!"
Charlene 2-night trip
Posted 12 hours ago
Cirque St. Armands Beachside
Siesta Key Beach Resort and Suites

Siesta Key Beach Resort and Suites

8/10 Good
"I had a three night stay at this hotel on Siesta Key. Great location, and I walked every where safely alone. Very friendly staff! My comments on the room. - the mattress needs to be replaced in room 102 - a threshold at the door would be nice to keep any critters from crawling into the room. - the dehumidifier in the room makes some very loud sounds, frequently, which woke me often."
Vida 3-night trip
Posted 2 days ago
Siesta Key Beach Resort and Suites
Hyatt Place Sarasota/Bradenton Airport

Hyatt Place Sarasota/Bradenton Airport

8/10 Good
"Great service and accommodating staff"
Robert 2-night trip
Posted 2 days ago
Hyatt Place Sarasota/Bradenton Airport
Zota Beach Resort

Zota Beach Resort

10/10 Excellent
"Everyone was kind, caring, friendly, attentive to your needs. They were on top of it. Made it feel you were special. They all were kind. Down to earth. Cleanliness was superior from top to bottom. It was awesome even down to the food. 10/10 stars!!! Definitely going back!"
Joy 5-night trip
Posted 2 days ago
Zota Beach Resort

Frequently asked questions

What are some hotels with pools in Osprey Village?
Kompose Boutique Hotel: Features a snack bar/deli, a pool and complimentary wireless Internet access. Tropical Beach Resorts: Aparthotel, 10-minute walk from Crescent Beach. Offers free self parking, 2 outdoor swimming pools and complimentary wireless Internet access. The Westin Sarasota: Hotel located near Lido Beach. Provides 2 restaurants, an outdoor pool and a full-service spa. Siesta Key Beach Resort and Suites: Resort, 1-minute walk from Siesta Key Beach. Features complimentary bicycles, a pool and complimentary wireless Internet access. Carlisle Inn: Hotel located near Sarasota Memorial Hospital. Offers buffet, an outdoor pool and free self parking.
What is there to see and do in Osprey Village?
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 Point of Rocks.
When is the best time to book a hotel with a pool in Osprey Village?
Taking the local weather in Osprey Village 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 Village is 1126 mm.