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

Hotels with Swimming Pools in Osprey Village

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Check availability on Osprey Village Hotels with Swimming Pools

Tonight
29 Sept - 30 Sept
Tomorrow
30 Sept - 1 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

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 pathway flanked by palm trees and a building with a covered patio area.

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.
S$132
includes taxes & fees
30 Sept - 1 Oct
Casey Key Resorts - Mainland
A swimming pool with lounge chairs and palm trees, surrounded by string lights.
A nighttime view of a tropical resort with a water feature, palm trees, and ambient lighting.
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.
S$140
includes taxes & fees
6 Oct - 7 Oct
Siesta Key Palms Resort
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.
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.

3. 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.
S$140
includes taxes & fees
1 Oct - 2 Oct
Spark by Hilton Sarasota Siesta Key Gateway
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.
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.

4. 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.
S$199
includes taxes & fees
6 Oct - 7 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 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.

5. Comfort Suites Sarasota - Siesta Key

Comfort Suites Sarasota - Siesta Key
Sarasota
  • Plunge into poolside paradise with soothing hot tub escapes at this Sarasota retreat.
S$140
includes taxes & fees
6 Oct - 7 Oct
Comfort Suites Sarasota - Siesta Key
A swimming pool with a white pergola overhead, surrounded by lounge chairs and umbrellas.
A pathway leading to a white staircase surrounded by lush greenery and palm trees.
A lifeguard tower with a blue roof and white walls, situated on a sandy beach with clear blue water in the background.
A round table with two green placemats, a yellow napkin, and a glass vase with a pink flower.

6. Inn at the Beach

Inn at the Beach
Venice Island
  • Sparkling beachfront pool invites evening dips with stunning sunset views across the water.
S$173
includes taxes & fees
30 Sept - 1 Oct
Inn at the Beach
A hotel with a swimming pool, lounge chairs, and a covered area with umbrellas.
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.
A coffee station with two coffee machines and a variety of coffee pods and cups.

7. 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.
S$100
includes taxes & fees
27 Oct - 28 Oct
Holiday Inn Express Sarasota East - I-75 by IHG
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 beach with white sand, clear blue water, and a few beach umbrellas.
A covered patio with a brick floor, wicker furniture, and tropical plants.

8. Tropical Beach Resorts

Tropical Beach Resorts
South Village
  • Sparkling private beachfront pool awaits just steps from your villa-style retreat.
S$228
includes taxes & fees
30 Sept - 1 Oct
Tropical Beach Resorts
A modern breakfast area with labeled dispensers for yogurt, eggs, and milk.
A reception area with two reception desks, a blue geometric wall design, and a wooden panel accent.
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.

9. 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.
S$140
includes taxes & fees
12 Oct - 13 Oct
Holiday Inn Express & Suites Nokomis Sarasota South by IHG
A swimming pool with a brick border, surrounded by lounge chairs and a fence.
A Days Inn with a yellow facade, arched entrance, and a well-maintained garden with palm trees and shrubs.
A room with two black leather chairs, a round table, and a lamp.
A hotel room with two beds, a nightstand, a lamp, and a large painting of a pier and sunset.

10. Days Inn by Wyndham Sarasota I-75

Days Inn by Wyndham Sarasota I-75
Sarasota
  • Splash into Florida sunshine at this Sarasota hotel with a serene poolside escape just minutes from Siesta Key Beach.
S$90
includes taxes & fees
1 Oct - 2 Oct
Days Inn by Wyndham Sarasota I-75
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
"Beautiful property close to everything we wanted to do."
Lara 1-night trip
Posted 4 hours ago
Tropical Breeze Resort
Siesta Key Beach Resort and Suites

Siesta Key Beach Resort and Suites

8/10 Good
"The staff this year was amazing. They went above & beyond to make our stay exactly what we needed."
Michael J 4-night trip
Posted 12 hours ago
Siesta Key Beach Resort and Suites
Cirque St. Armands Beachside

Cirque St. Armands Beachside

10/10 Excellent
"The location is great. The hotel is extremely clean, no a speck of dust. Everything is in perfect repair. The pictures on line do not do it justice. One of the nicest hotels I have stayed in"
Kate 2-night trip
Posted 13 hours ago
Cirque St. Armands Beachside
Inn at the Beach

Inn at the Beach

10/10 Excellent
"We like the fact that the room is very clean. The staff is very nice. We have been there multiple times. It’s always been wonderful thank you."
Dennis 3-night trip
Posted 14 hours ago
Inn at the Beach
Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway

10/10 Excellent
"1"
Daniel 2-night trip
Posted 15 hours ago
Spark by Hilton Sarasota Siesta Key Gateway
Lido Beach Resort

Lido Beach Resort

8/10 Good
"The staff, location and amenities are excellent. If you stay here get a room that’s facing the ocean or the courtyard. Our room was facing the parking lot and was on the first level. I felt it was a little over priced given its location in resort."
jeff 3-night trip
Posted 19 hours ago
Lido Beach Resort
Tropical Beach Resorts

Tropical Beach Resorts

10/10 Excellent
"Excelente todo, la playa super cerca, las habitaciones impecables. Me encantó todo."
almida 1-night trip
Posted 23 hours ago
Tropical Beach Resorts
Golden Host Resort - Sarasota

Golden Host Resort - Sarasota

10/10 Excellent
"Amazing staff! Very helpful all around amazing stay"
Christopher 2-night trip
Posted 1 day ago
Golden Host Resort - 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 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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