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

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Check availability on Osprey Village Hotels with Pool

Tonight
25 Sep - 26 Sep
Tomorrow
26 Sep - 27 Sep
This weekend
25 Sep - 27 Sep
Next weekend
2 Oct - 4 Oct

Our top choices for Osprey Village hotels with a pool

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 breakfast area with a self-service station, a refrigerator with beverages, and a wall-mounted sign.
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.

1. Comfort Suites Sarasota - Siesta Key

Comfort Suites Sarasota - Siesta Key
Sarasota
  • Plunge into poolside paradise with soothing hot tub escapes at this Sarasota retreat.
฿3,243
฿3,665 total
includes taxes & fees
4 Oct - 5 Oct
Comfort Suites Sarasota - Siesta Key
A hotel with a swimming pool, lounge chairs, and a covered area with umbrellas.
A coffee station with two coffee machines and a variety of coffee pods and cups.
A hotel room with two beds, a desk, a chair, a TV, and a window with blinds.
A modern bathroom with a shower, a sink, and a mirror.

2. Holiday Inn Express Sarasota East - I-75 by IHG

Holiday Inn Express Sarasota East - I-75 by IHG
Sarasota
  • Dive into refreshing bliss at this beachside haven with a sparkling outdoor pool and hot tub sanctuary.
฿2,979
฿3,366 total
includes taxes & fees
25 Oct - 26 Oct
Holiday Inn Express Sarasota East - I-75 by IHG
A swimming pool area with lounge chairs and a building with multiple windows and doors.
A hotel entrance with a red and yellow sign, palm trees, and a parking lot.
A modern hotel room with a kitchenette, a bed, a desk, and a chair.
An outdoor seating area with a stone fire pit and cushioned sofas.

3. Home2 Suites Sarasota I-75 Bee Ridge, FL

Home2 Suites Sarasota I-75 Bee Ridge, FL
Sarasota
  • Relaxing outdoor oasis with lounge chairs and a 9-hour daily swim window awaits guests.
฿3,266
฿3,691 total
includes taxes & fees
11 Oct - 12 Oct
Home2 Suites Sarasota I-75 Bee Ridge, FL
A resort with a pool, sun loungers, and a wooden deck.
A balcony with two black chairs, a white railing, and a view of palm trees and a building in the background.
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.

4. 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.
฿2,844
฿3,599 total
includes taxes & fees
5 Oct - 6 Oct
Casey Key Resorts - Mainland
An indoor swimming pool with clear lane markings, a tiled wall, and a seating area with a colorful mosaic pattern.
A spacious lobby with multiple seating areas, a large window with colorful panels, and a modern interior design.
A circular fire pit surrounded by a wooden pergola with cushioned seating and colorful pillows.
A multi-level atrium with glass railings and a central skylight.

5. DoubleTree by Hilton Sarasota Bradenton Airport

DoubleTree by Hilton Sarasota Bradenton Airport
Sarasota
  • Make a splash in the stylish indoor pool with year-round comfort at this upscale airport hotel.
฿3,810
฿4,305 total
includes taxes & fees
28 Sept - 29 Sept
DoubleTree by Hilton Sarasota Bradenton Airport
A hotel pool area with lounge chairs and a covered seating area.
A hotel room with two beds, a kitchenette, a TV, and a desk.
A spacious kitchen with a central island, built-in appliances, and a large window providing a view of the outdoors.
A hotel with a central entrance, multiple floors, and a landscaped front yard with palm trees.

6. Carlisle Inn

Carlisle Inn
Pinecraft
  • Refresh yourself poolside under the Florida sun in this tranquil Pinecraft sanctuary.
฿4,655
฿5,260 total
includes taxes & fees
11 Oct - 12 Oct
Carlisle Inn
A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a fence.
An outdoor patio with a fire feature, seating, and a bar area.
A multi-story hotel with a modern design, featuring balconies, a covered entrance, and lush landscaping.
A hotel lobby with a reception desk, a refrigerator with beverages, and a microwave.

7. 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.
฿3,125
฿3,531 total
includes taxes & fees
28 Sept - 29 Sept
Spark by Hilton Sarasota Siesta Key Gateway
A swimming pool with a hot tub, surrounded by outdoor seating and palm trees.
A modern kitchen with wooden cabinets, a central island with bar stools, and a large pendant light.
A modern lobby with a sectional sofa, a curved seating area, and a brick accent wall.
A modern lobby with a reception desk, seating area, and a fireplace.

8. Hyatt Place Sarasota/Bradenton Airport

Hyatt Place Sarasota/Bradenton Airport
Bayou Oaks
  • Splash into pure relaxation at this sun-soaked hotel with a pristine outdoor pool and soothing hot tub.
฿3,510
฿3,966 total
includes taxes & fees
6 Oct - 7 Oct
Hyatt Place Sarasota/Bradenton Airport
A swimming pool area with a tiled deck, lounge chairs, and a covered seating area.
A modern hotel room with a kitchen area, a dining table with chairs, a sofa, and a TV.
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.

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.
฿3,810
฿4,305 total
includes taxes & fees
7 Oct - 8 Oct
Hampton Inn & Suites Venice Bayside South Sarasota
A pool area with lounge chairs and umbrellas, surrounded by a fence and palm trees.
A hotel with a covered entrance, a landscaped driveway, and palm trees.
A hotel room with two beds, a sofa, a desk, a TV, and a painting on the wall.
A hotel lobby with a reception desk, two patterned armchairs, a sofa, a coffee table, and a TV screen.

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.
฿2,783
฿3,145 total
includes taxes & fees
26 Sept - 27 Sept
Best Western Plus Ambassador Suites Venice
View all properties

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 Breeze Resort

Tropical Breeze Resort

10/10 Excellent
"Great location, close to beach, restuarants, shops and bars"
James 1-night trip
Posted less than an hour ago
Tropical Breeze Resort
Lido Beach Resort

Lido Beach Resort

10/10 Excellent
"Great place to stay property was super nice to have an adult only pool area room was nice and large, we did have an issue with a very noisy air conditioner in our room and had to move to another room but they were able to give us the room next to our room. Overall very nice."
juan 3-night trip
Posted 2 hours ago
Lido Beach Resort
Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway

10/10 Excellent
"They re fixing the hotel"
Eva 3-night trip
Posted 1 day ago
Spark by Hilton Sarasota Siesta Key Gateway
The Ritz-Carlton, Sarasota

The Ritz-Carlton, Sarasota

10/10 Excellent
"Fabulous"
Mari-Andrée 3-night trip
Posted 1 day ago
The Ritz-Carlton, Sarasota
Siesta Key Beach Resort and Suites

Siesta Key Beach Resort and Suites

10/10 Excellent
"Amazing location super close to beach and downtown restaurants and shops. Tiki bar with live music and swing chairs was super fun. We loved the pool with zero entry and super clean air conditioned bathrooms. The added bonus of providing beach wagons, chairs and coolers was cherry on top!! Would totally stay there again!! Highly recommend."
kelly 1-night trip
Posted 2 days ago
Siesta Key Beach Resort and Suites
DoubleTree by Hilton Sarasota Bradenton Airport

DoubleTree by Hilton Sarasota Bradenton Airport

10/10 Excellent
"Perfect location for our travel baseball team for the weekend. Close enough to the multiple locations we played at and near many different food options. The staff was nice and inviting. Breakfast was good and the hotel itself was well maintained."
Carrie 1-night trip
Posted 3 days ago
DoubleTree by Hilton Sarasota Bradenton Airport

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.

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