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

Find Hotels with a Pool in Osprey Village, FL

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Check availability on Osprey Village Hotels with a Pool

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

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 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.
An outdoor patio with a fire feature, seating, and a bar area.

1. 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.
₩117,770
₩133,080 total
includes taxes & fees
Oct 19 - Oct 20
Spark by Hilton Sarasota Siesta Key Gateway
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.
A breakfast bar with a 'Good Morning' sign, a 'Inspired Table' sign, and various breakfast items and utensils.

2. 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.
₩147,041
₩166,155 total
includes taxes & fees
Nov 8 - Nov 9
Home2 Suites Sarasota I-75 Bee Ridge, FL
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 a grey sofa, a small round table, a bed, and three framed pictures on the wall.
A lobby with a blue sofa, yellow armchairs, a reception desk, and a large white pendant light.

3. Comfort Suites Sarasota - Siesta Key

Comfort Suites Sarasota - Siesta Key
Sarasota
  • Plunge into poolside paradise with soothing hot tub escapes at this Sarasota retreat.
₩134,959
₩152,503 total
includes taxes & fees
Oct 29 - Oct 30
Comfort Suites Sarasota - Siesta Key
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.
A hotel room with two beds, a nightstand with a lamp, and a carpeted floor.

4. 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.
₩134,959
₩152,504 total
includes taxes & fees
Oct 26 - Oct 27
Hampton Inn Sarasota - I-75 Bee Ridge
A hotel with a swimming pool, lounge chairs, and a covered area with umbrellas.
A modern hotel room with a desk, office chair, sofa, TV, and dining area.
A modern bathroom with a shower, a sink, and a mirror.
A hotel room with two beds, a desk, a chair, a TV, and a window with blinds.

5. 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.
₩128,088
₩144,740 total
includes taxes & fees
Oct 31 - Nov 1
Holiday Inn Express Sarasota East - I-75 by IHG
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 lobby with a reception desk, seating area, and decorative wall art.
A spacious kitchen with a central island, built-in appliances, and a large window providing a view of the outdoors.

6. Carlisle Inn

Carlisle Inn
Pinecraft
  • Refresh yourself poolside under the Florida sun in this tranquil Pinecraft sanctuary.
₩192,031
₩216,994 total
includes taxes & fees
Oct 18 - Oct 19
Carlisle Inn
A resort with a pool, sun loungers, and a wooden deck.
A pathway flanked by palm trees and a building with a covered patio area.
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.

7. 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.
₩93,905
₩118,847 total
includes taxes & fees
Oct 28 - Oct 29
Casey Key Resorts - Mainland
A pool area with lounge chairs and umbrellas, surrounded by a fence 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.
A hotel with a covered entrance, a landscaped driveway, and palm trees.

8. 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.
₩104,352
₩117,918 total
includes taxes & fees
Oct 27 - Oct 28
Best Western Plus Ambassador Suites Venice
A swimming pool with a 3ft 6in depth marker, surrounded by lounge chairs and palm trees.
A hotel room with a round wooden table, two beige armchairs, a large painting of a forest, a ceiling light, and a window with curtains.
Restaurant
A lobby with a reception desk, seating area, and a decorative wall.

9. Fairfield Inn & Suites by Marriott Venice

Fairfield Inn & Suites by Marriott Venice
Venice
  • Soak up the sun at this Venice Beach hotel's inviting outdoor pool with loungers and umbrellas.
₩130,196
₩147,123 total
includes taxes & fees
Nov 1 - Nov 2
Fairfield Inn & Suites by Marriott Venice
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.

10. Tropical Beach Resorts

Tropical Beach Resorts
South Village
  • Sparkling private beachfront pool awaits just steps from your villa-style retreat.
₩186,667
₩245,787 total
includes taxes & fees
Oct 19 - Oct 20
Tropical Beach Resorts
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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 11 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 13 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 15 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 17 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 18 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 3 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 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 like Siesta Key Beach and Lido Beach while you're in the area. Make a point to visit attractions like Turtle Beach and Point of Rocks.
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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