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 a Pool

Tonight
Sep 1 - Sep 2
Tomorrow
Sep 2 - Sep 3
This weekend
Sep 4 - Sep 6
Next weekend
Sep 11 - Sep 13

Our top choices for Osprey Village hotels with a pool

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

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.
₩108,365
₩137,149 total
includes taxes & fees
Sep 2 - Sep 3
Casey Key Resorts - Mainland
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 nighttime view of a tropical resort with a water feature, palm trees, and ambient lighting.

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.
₩80,822
₩160,872 total
includes taxes & fees
Sep 3 - Sep 4
Siesta Key Palms Resort
A pool area with a waterfall feature, lounge chairs, and palm trees.
A beach with white sand, clear blue water, and a few beach umbrellas.
A pathway lined with palm trees and tropical plants, leading to a building with a white facade.
A modern kitchen with white cabinets, a central island, and a dining area with a table and chairs.

3. Tropical Beach Resorts

Tropical Beach Resorts
South Village
  • Sparkling private beachfront pool awaits just steps from your villa-style retreat.
₩153,049
₩208,717 total
includes taxes & fees
Sep 2 - Sep 3
Tropical Beach Resorts
A swimming pool with a white pergola overhead, surrounded by lounge chairs and umbrellas.
A round table with two green placemats, a yellow napkin, and a glass vase with a pink flower.
A hotel with a palm tree entrance, a neon sign, and a tiled roof.
A lifeguard tower with a blue roof and white walls, situated on a sandy beach with clear blue water in the background.

4. Inn at the Beach

Inn at the Beach
Venice Island
  • Sparkling beachfront pool invites evening dips with stunning sunset views across the water.
₩132,315
₩185,060 total
includes taxes & fees
Sep 22 - Sep 23
Inn at the Beach
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.

5. Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway
Sarasota
  • Splash into vacation mode with a sparkling poolside sanctuary just steps from Siesta Key Beach.
₩124,725
₩140,939 total
includes taxes & fees
Sep 8 - Sep 9
Spark by Hilton Sarasota Siesta Key Gateway
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 breakfast area with a self-service station, a refrigerator with beverages, and a wall-mounted sign.
A hotel room with a grey sofa, a small round table, a bed, and three framed pictures on the wall.

6. Comfort Suites Sarasota - Siesta Key

Comfort Suites Sarasota - Siesta Key
Sarasota
  • Plunge into poolside paradise with soothing hot tub escapes at this Sarasota retreat.
₩123,029
₩139,022 total
includes taxes & fees
Sep 27 - Sep 28
Comfort Suites Sarasota - Siesta Key
A beach with white lounge chairs and striped umbrellas.
A kitchen with a built-in microwave, a small refrigerator, and a wooden shelf with a coffee maker and other items.
A modern house with a patio, outdoor seating, and a view of the ocean.
A sandy pathway leading to a beach with a clear view of the ocean.

7. Casey Key Resorts - Beachfront

Casey Key Resorts - Beachfront
Casey Key
₩147,710
₩186,940 total
includes taxes & fees
Sep 23 - Sep 24
Casey Key Resorts - Beachfront
A swimming pool with a 5 FT 15M depth marker, surrounded by palm trees and a fenced area with lounge chairs.
A modern kitchen area with a wooden counter, a coffee machine, and a fruit display.
A modern interior with a wooden dining table, blue sofa, and a TV mounted on the wall.
An aerial view of a coastal resort with a long sandy beach, clear turquoise waters, and a mix of residential and hotel buildings.

8. Hampton Inn Sarasota - I-75 Bee Ridge

Hampton Inn Sarasota - I-75 Bee Ridge
Sarasota
  • Poolside paradise features comfortable loungers and a rejuvenating hot tub at this newly remodeled hotel with excellent service.
₩113,510
₩128,267 total
includes taxes & fees
Sep 17 - Sep 18
Hampton Inn Sarasota - I-75 Bee Ridge
A hotel room with two beds, a desk, a chair, a TV, and a window with blinds.
A hotel with a swimming pool, lounge chairs, and a covered area with umbrellas.
A Holiday Inn Express hotel with a covered entrance, palm trees, and a well-lit facade.
A spacious hotel lobby with a dining area, seating, and artwork on the walls.

9. 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.
₩115,613
₩130,643 total
includes taxes & fees
Sep 13 - Sep 14
Holiday Inn Express Sarasota East - I-75 by IHG
An aerial view of a uniquely shaped swimming pool surrounded by palm trees and lounge chairs.
A couple walking on a beach with clear skies and ocean waves.
An outdoor patio with wicker furniture and a thatched roof.
A modern living room with a large flat-screen TV, a sofa, and a dining area with a table and chairs.

10. Tropical Breeze Resort

Tropical Breeze Resort
Siesta Key Village
  • Luxurious splash and sand escape with two sun-drenched pools just steps from pristine shores.
₩163,223
₩206,576 total
includes taxes & fees
Sep 7 - Sep 8
Tropical Breeze Resort
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

Siesta Key Beach Resort and Suites

Siesta Key Beach Resort and Suites

10/10 Excellent
"Great location. Room was the perfect size. The cooler bag and beach chairs were a surprise and great. The usable beach wagons at the front desk were nice, even though we brought our own. The pool area was great. Easy parking, all though, we were there in non-season, could be hard to find spots another time. Friendly check in staff."
Karsey 1-night trip
Posted 15 hours ago
Siesta Key Beach Resort and Suites
Zota Beach Resort

Zota Beach Resort

8/10 Good
"Everything was great but would rather skip the valet parking. Would rather park and secure my own auto."
Anthony 1-night trip
Posted 16 hours ago
Zota Beach Resort
Inn at the Beach

Inn at the Beach

10/10 Excellent
"I have been going to this hotel since 1974, always clean, with fantastic customer service"
Rose 1-night trip
Posted 17 hours ago
Inn at the Beach
The Westin Sarasota

The Westin Sarasota

8/10 Good
"This hotel has a great location. The staff is so nice they care you and go through all the details that makes you feel like home. The only thing was the breakfast that we found the bread wasn't fresh, the eggs tasted like boxed frozen food . The service was nice but too slow and meals were cold. I would recommend this hotel but please pay attention to the breakfast service! and thr service was too slow"
Leonardo 2-night trip
Posted 20 hours ago
The Westin Sarasota
DoubleTree by Hilton Sarasota Bradenton Airport

DoubleTree by Hilton Sarasota Bradenton Airport

10/10 Excellent
"Great upgrade to a suite. Very quiet for being next to airport."
vanina 2-night trip
Posted 2 days ago
DoubleTree by Hilton Sarasota Bradenton Airport
The Ritz-Carlton, Sarasota

The Ritz-Carlton, Sarasota

10/10 Excellent
"I had an excellent experience from the moment I arrived at the hotel. The staff were incredibly polite, friendly, and welcoming. I immediately felt comfortable and at home. Thank you for making my stay such a warm and pleasant experience!"
Rosse 3-night trip
Posted 11 days ago
The Ritz-Carlton, Sarasota

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 pools, and complimentary wireless internet access. Lido Beach Resort: Resort, 2-minute walk from Lido Beach. Provides a private beach, 2 outdoor pools, and cabanas (surcharge). The Westin Sarasota: Hotel located near Lido Beach. Features 2 restaurants, an outdoor pool, and a full-service spa. Spark by Hilton Sarasota Siesta Key Gateway: Hotel located near Siesta Key Beach. Offers daily, an outdoor pool, and free self parking.
What is there to see and do in Osprey Village?
Explore places like Siesta Key Beach, Venice Beach, and Lido Beach while you're in the area. Make a point to visit attractions like Turtle Beach and Jim Neville Marine Preserve.
When is the best time to book a hotel with a pool in Osprey Village?
Taking into account the local weather in Osprey Village can help you maximize your time at the pool during your trip. The hottest months are usually August and July with an average temp of 82°F, while the coldest months are January and February with an average of 66°F. Average annual precipitation for Osprey Village is 44 inches.

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