Osprey Hotels with a Pool

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Tonight
10 Nov - 11 Nov
Tomorrow
11 Nov - 12 Nov
This weekend
13 Nov - 15 Nov
Next weekend
20 Nov - 22 Nov

Osprey Hotels with a Pool

Properties are selected based on real traveller reviews and popularity among guests who’ve booked a night in Osprey on Hotels.com. These Osprey Hotels with a Pool consistently deliver on quality, location and traveller experience. Last updated on 11 November 2026.
A resort with a pool, sun loungers, and a wooden deck.

1. Casey Key Resorts - Mainland

Casey Key Resorts - Mainland
4.0 star property
Osprey
  • Outdoor pool
  • Poolside bar
  • Pool loungers
8.6 out of 10, Excellent, (1,265 reviews)
Poolside paradise beckons with complimentary cabanas, sun loungers, and refreshing drinks from the tiki bar. Beyond the crystal-clear waters, this hotel delights with delicious dining, modern rooms, and a perfect location near Nokomis Beach.
The price is AU$151
includes taxes & fees
9 Dec - 10 Dec
Casey Key Resorts - Mainland
A swimming pool with a 3 ft 3 in depth marker, surrounded by lounge chairs and a covered seating area with a view of the water.

2. Turtle Beach Resort

Turtle Beach Resort
3.5 star property
Siesta Key
  • Outdoor pool
  • Pool loungers
  • Near the beach
8.8 out of 10, Excellent, (369 reviews)
Swimming takes centre stage at the tranquil outdoor pool where free cabanas, loungers, and umbrellas create a VIP experience. Kayaking, fishing, and bicycling adventures await, with beach shuttles making sandy escapes effortless.
The price is AU$352
includes taxes & fees
23 Nov - 24 Nov
Turtle Beach Resort
A pool area with a waterfall feature, lounge chairs, and palm trees.

3. Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
  • 2 outdoor pools
  • Pool loungers
  • Private beach access
9.4 out of 10, Exceptional, (6,056 reviews)
Sparkling outdoor pool provides a sun-drenched sanctuary after beachcombing adventures. Palm-lined pathways lead to clean, well-equipped studio retreats featuring kitchenettes and patios, perfect for families seeking relaxation along Siesta Key's shores.
The price is AU$273
includes taxes & fees
12 Nov - 13 Nov
Tropical Beach Resorts
A modern breakfast area with labeled dispensers for yogurt, eggs, and milk.

4. Holiday Inn Express & Suites Nokomis Sarasota South by IHG

Holiday Inn Express & Suites Nokomis Sarasota South by IHG
2.5 star property
Nokomis
  • Outdoor pool
  • Pool loungers
9.4 out of 10, Exceptional, (630 reviews)
Vibrant blue waters beckon at the pristine outdoor pool, complete with sun loungers for post-beach relaxation. Just minutes from Venice and Nokomis beaches, this hotel offers kayaking adventures and a 24-hour fitness centre for active travellers.
The price is AU$165
includes taxes & fees
15 Nov - 16 Nov
Holiday Inn Express & Suites Nokomis Sarasota South by IHG
A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a multi-story building.

5. Cottages at Siesta Key Inn

Cottages at Siesta Key Inn
3.0 star property
South Village
  • Outdoor pool
  • Pool loungers
  • Near the beach
8.8 out of 10, Excellent, (295 reviews)
The price is AU$174
includes taxes & fees
9 Dec - 10 Dec
Cottages at Siesta Key Inn
A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a fence.

6. Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway
3.0 star property
Sarasota
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • Hot tub
8.2 out of 10, Very good, (2,527 reviews)
Sparkling waters await at the immaculate outdoor pool, complemented by a pristine spa pool and lively poolside bar. Sun loungers and umbrellas dot this aquatic oasis, just a complimentary shuttle ride from Siesta Key Beach.
The price is AU$158
includes taxes & fees
29 Nov - 30 Nov
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.

7. Comfort Suites Sarasota - Siesta Key

Comfort Suites Sarasota - Siesta Key
3.0 star property
Sarasota
  • Outdoor pool
  • Hot tub
9.0 out of 10, Wonderful, (1,804 reviews)
Pool perfection awaits just steps from Siesta Key Beach. Guests rave about the sparkling outdoor swimming area and soothing spa pool after beach adventures. Mornings start with delicious complimentary breakfast before relaxing on the beautiful patio with fitness centre access nearby.
The price is AU$166
includes taxes & fees
29 Nov - 30 Nov
Comfort Suites Sarasota - Siesta Key
A nighttime view of a swimming pool surrounded by palm trees and a brick pathway.

8. Twin Palms at Siesta

Twin Palms at Siesta
3.0 star property
Siesta Key
  • Outdoor pool
  • Pool loungers
  • Direct access to the beach
9.6 out of 10, Exceptional, (609 reviews)
Sparkling outdoor pools welcome swimmers 24 hours daily with sun loungers positioned for maximum relaxation. Palm-shaded patios provide a tranquil retreat after beach adventures accessed via convenient shuttle service to nearby white sand shores.
The price is AU$241
includes taxes & fees
15 Nov - 16 Nov
Twin Palms at Siesta
A beach with white lounge chairs and striped umbrellas.

9. Casey Key Resorts - Beachfront

Casey Key Resorts - Beachfront
3.0 star property
Casey Key
  • Pool loungers
  • On private beach
8.8 out of 10, Excellent, (1,007 reviews)
The price is AU$186
includes taxes & fees
9 Dec - 10 Dec
Casey Key Resorts - Beachfront
A rectangular swimming pool with white lounge chairs on both sides, surrounded by palm trees and a wooden fence.

10. Escape Coastal Resort on Casey Key

Escape Coastal Resort on Casey Key
2.5 star property
Casey Key
  • Outdoor pool
  • Pool loungers
  • Near the beach
9.6 out of 10, Exceptional, (331 reviews)
Sparkling waters await in the meticulously maintained pool area, complete with sun loungers and umbrellas for perfect relaxation. Minutes from the marina and local dining, this newly renovated coastal haven delivers both comfort and convenience.
The price is AU$209
includes taxes & fees
24 Nov - 25 Nov
Escape Coastal Resort on Casey Key
A pool area with lounge chairs, palm trees, and a building with balconies.

11. Siesta Key Inn

Siesta Key Inn
2.0 star property
South Village
  • Outdoor pool
9.6 out of 10, Exceptional, (151 reviews)
The price is AU$176
includes taxes & fees
11 Nov - 12 Nov
Siesta Key Inn
A rectangular swimming pool with a clear blue waterline, surrounded by a brick patio with outdoor seating.

12. Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
  • Outdoor pool
  • On private beach
9.0 out of 10, Wonderful, (1,333 reviews)
Sparkling waters beckon both at the heated outdoor pool and nearby white sand beach. Located near Siesta Key Beach, this clean, spacious condo offers easy access to water adventures and complete relaxation.
The price is AU$276
includes taxes & fees
30 Nov - 1 Dec
Captiva Beach Resort
A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a white fence.

13. A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
  • Outdoor pool
  • On the beach
9.2 out of 10, Wonderful, (700 reviews)
Poolside paradise awaits after thrilling water adventures from kayaking to scuba diving. Comfortable rooms with full kitchenettes provide the perfect retreat when not floating in the sun-drenched outdoor pool near Nokomis Beach.
The price is AU$301
includes taxes & fees
6 Dec - 7 Dec
A Beach Retreat
A swimming pool area with lounge chairs and umbrellas, surrounded by a building with multiple windows and palm trees.

14. Home2 Suites by Hilton Nokomis Sarasota Casey Key

Home2 Suites by Hilton Nokomis Sarasota Casey Key
3.0 star property
Nokomis
  • Outdoor pool
  • Pool loungers
  • Near the beach
9.2 out of 10, Wonderful, (964 reviews)
Splashing in the pristine outdoor pool becomes a daily highlight, with comfortable loungers beckoning under protective umbrellas. Beyond aquatic pleasures, fitness enthusiasts appreciate the well-equipped gym, while pet owners find exceptional welcome for furry friends.
The price is AU$200
includes taxes & fees
29 Nov - 30 Nov
Home2 Suites by Hilton Nokomis Sarasota Casey Key
A hotel with a swimming pool, palm trees, and lounge chairs.

15. Azul at Siesta Key Inn

Azul at Siesta Key Inn
2.0 star property
South Village
  • Outdoor pool
7.0 out of 10, Good, (18 reviews)
The price is AU$160
includes taxes & fees
11 Nov - 12 Nov
Azul at Siesta Key Inn
A pool area with lounge chairs, palm trees, and a brick pathway.

16. Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key
2.5 star property
Sarasota
  • Outdoor pool
  • Pool loungers
8.8 out of 10, Excellent, (2,483 reviews)
Floating in the sparkling heated outdoor pool sets the perfect mood between beach adventures. Comfortable sun loungers invite lazy afternoons, while nearby shopping and dining options complete the perfect Florida getaway at this immaculate hideaway.
The price is AU$224
includes taxes & fees
19 Nov - 20 Nov
Hibiscus Suites - Gateway to Siesta Key
A swimming pool area with a tiled deck, lounge chairs, and a covered seating area.

17. Hampton Inn & Suites Venice Bayside South Sarasota

Hampton Inn & Suites Venice Bayside South Sarasota
2.5 star property
Gateway
  • Outdoor pool
  • Near the beach
9.0 out of 10, Wonderful, (1,004 reviews)
Crystal-clear waters await in the pristinely maintained outdoor pool, consistently praised by guests for its cleanliness and warmth. Located near Venice and Nokomis beaches, this modern hotel provides adventurers with kayaking and snorkelling opportunities.
The price is AU$182
includes taxes & fees
16 Nov - 17 Nov
Hampton Inn & Suites Venice Bayside South Sarasota
A swimming pool with bicycles and a chair.

18. Siesta Heron Suites & Villas

Siesta Heron Suites & Villas
3.5 star property
Siesta Key
  • Outdoor pool
  • Near the beach
8.4 out of 10, Very good, (46 reviews)
Splash into holiday mode at the heated outdoor pool, open from 9:00 AM to 10:00 PM daily. Garden views create a peaceful backdrop while barbecue grills invite alfresco dining after a refreshing swim near Siesta Key's famous beaches.
The price is AU$469
includes taxes & fees
1 Dec - 2 Dec
Siesta Heron Suites & Villas
A swimming pool with a white pergola overhead, surrounded by lounge chairs and umbrellas.

19. Inn at the Beach

Inn at the Beach
3.0 star property
Venice Island
  • Outdoor pool
  • Pool loungers
  • Near the beach
  • Hot tub
9.8 out of 10, Exceptional, (1,111 reviews)
Crystal-clear waters beckon at the pristine outdoor pool, complemented by a rejuvenating spa pool for evening soaks. Bicycles await for coastal explorations, while the complimentary continental breakfast fuels beach adventures at this peaceful oceanfront haven.
The price is AU$272
includes taxes & fees
11 Nov - 12 Nov
Inn at the Beach
An aerial view of a uniquely shaped swimming pool surrounded by palm trees and lounge chairs.

20. Tropical Breeze Resort

Tropical Breeze Resort
3.0 star property
Siesta Key Village
  • 3 outdoor pools
  • Pool loungers
  • Direct access to the beach
  • Hot tub
8.8 out of 10, Excellent, (1,040 reviews)
Sparkling clean waters beckon at the 2 heated pools with inviting loungers and umbrellas. Soak tired muscles in the spa pool after exploring nearby beaches, shops, and restaurants. Beautiful landscaping and complimentary beach gear enhance this serene tropical escape.
The price is AU$204
includes taxes & fees
1 Dec - 2 Dec
Tropical Breeze Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Discover your perfect hotel with a pool in Osprey

Breakfast included
Spa pool

Top neighbourhoods in Osprey

An aerial view of a coastal area with a sandy beach, a road, and scattered buildings.

Sorrento Shores

Sorrento Shores delivers waterfront living at its most peaceful. Private docks line the Intracoastal Waterway where you can cast a line or launch your kayak right from your holiday rental. The neighborhood's wide streets and contemporary homes create a genuine slice of Florida suburban life without tourist crowds. Nearby Oscar Scherer State Park offers hiking trails while Nokomis Beach awaits just a short drive away. Getting around requires wheels since this residential haven has limited public transit options. The area has no restaurants or shops within its boundaries, so plan to venture 10-15 minutes to nearby Laurel or Sarasota for dining and groceries. The trade-off? Authentic waterfront tranquility that feels worlds away from Florida's busier destinations.

A river with boats, a bridge, and a cityscape with tall buildings.

Bay Acres

Bay Acres offers a serene waterfront escape where travellers can enjoy the scenic beauty of Little Sarasota Bay. The quiet, tree-lined streets filled with upscale homes provide an authentic glimpse into Florida coastal living. Just minutes away, you'll find Historic Spanish Point, Oscar Scherer State Park, and the pristine shores of Siesta Key Beach. Getting around Bay Acres is best done by car, with ample parking throughout the residential community. Waterfront properties often feature private docks perfect for boating, fishing, or simply watching the spectacular sunsets. The peaceful atmosphere makes this area ideal for travellers seeking a relaxing retreat away from tourist crowds.

Top landmarks in Osprey

A forest with tall trees and a dirt path.
Photo by Frank Methling
Open Photo by Frank Methling

Oscar Scherer State Park

8.8/10 (83 reviews)
Oscar Scherer State Park is 1.4 mi (2.3 km) from central Osprey, why not stop by during your stay? Why not take a stroll along the beaches and watch the sunset while you're here?
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About the destination

Osprey is a friendly locale known for its restaurants and bars. Hunt for sand dollars at Turtle Beach and Nokomis Beach. Popular sights in the surrounding area include Siesta Key Beach.