Find Hotels with a Pool in Osprey, FL

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Osprey Hotels with a Pool

This weekend
Next weekend

Our top choices for Osprey hotels with a pool

Casey Key Resorts - Mainland

Casey Key Resorts - Mainland
4.0 star property
Osprey
8.8 out of 10, Excellent, (1,134 reviews)
  • cleanliness
    Splash into sunshine at this Nokomis retreat featuring a heated pool and tiki bar with live music.
The price is AED 372
AED 471 total
includes taxes & fees
10 May - 11 May
Casey Key Resorts - Mainland

Kompose Boutique Hotel

Kompose Boutique Hotel
3.0 star property
Sarasota
9.2 out of 10, Wonderful, (5,307 reviews)
  • cleanliness
    Dive into aquatic bliss at this boutique hotel where a sparkling outdoor pool and soothing hot tub await your relaxation.
The price is AED 266
AED 380 total
includes taxes & fees
12 May - 13 May
Kompose Boutique Hotel

Island Sun Inn & Suites - Historic Venice & Beach Getaway

Island Sun Inn & Suites - Historic Venice & Beach Getaway
2.0 star property
Venice Island
7.6 out of 10, Good, (1,005 reviews)
  • cleanliness
    Soak up the sunshine in this inviting pool oasis just minutes from Venice Beach's shores.
The price is AED 239
AED 283 total
includes taxes & fees
10 May - 11 May
Island Sun Inn & Suites - Historic Venice & Beach Getaway

Inn at the Beach

Inn at the Beach
3.0 star property
Venice Island
9.8 out of 10, Exceptional, (1,006 reviews)
  • cleanliness
    Sparkling beachfront pool invites evening dips with stunning sunset views across the water.
The price is AED 555
AED 723 total
includes taxes & fees
10 May - 11 May
Inn at the Beach

Sun Coast Inn

Sun Coast Inn
2.5 star property
Englewood South
8.0 out of 10, Very Good, (949 reviews)
  • cleanliness
    Shimmering blue waters beckon steps from pristine white sand beaches for ultimate vacation bliss.
The price is AED 327
AED 382 total
includes taxes & fees
8 May - 9 May
Sun Coast Inn

Hampton Inn & Suites North Port

Hampton Inn & Suites North Port
2.5 star property
North Port
9.4 out of 10, Exceptional, (674 reviews)
  • cleanliness
    Dive into summer relaxation at this hotel's seasonal outdoor pool, just steps from your room.
The price is AED 464
AED 524 total
includes taxes & fees
1 Jun - 2 Jun
Hampton Inn & Suites North Port

Holiday Inn Express & Suites Nokomis Sarasota South by IHG

Holiday Inn Express & Suites Nokomis Sarasota South by IHG
2.5 star property
Nokomis
9.6 out of 10, Exceptional, (481 reviews)
  • cleanliness
    Escape to a refreshing pool retreat near Venice Beach where outdoor relaxation meets coastal adventure.
The price is AED 371
AED 419 total
includes taxes & fees
25 May - 26 May
Holiday Inn Express & Suites Nokomis Sarasota South by IHG

Azul Resort Siesta Key

Azul Resort Siesta Key
3.0 star property
South Village
8.8 out of 10, Excellent, (125 reviews)
The price is AED 648
AED 733 total
includes taxes & fees
12 May - 13 May
Azul Resort Siesta Key

Lantern Inn & Suites

Lantern Inn & Suites
2.5 star property
Whitfield Estates
9.0 out of 10, Wonderful, (1,367 reviews)
  • cleanliness
    Splash into sun-soaked relaxation at this hotel's outdoor pool with tiki bar service.
The price is AED 273
AED 308 total
includes taxes & fees
10 May - 11 May
Lantern Inn & Suites

Best Western Plus Ambassador Suites Venice

Best Western Plus Ambassador Suites Venice
2.5 star property
Venice
9.0 out of 10, Wonderful, (1,013 reviews)
  • cleanliness
    Dive into poolside perfection with loungers and umbrellas at this Venice retreat.
The price is AED 400
AED 452 total
includes taxes & fees
27 May - 28 May
Best Western Plus Ambassador Suites Venice
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.

Choose what matters most at hotels with a pool in Osprey

Top Osprey Hotel Reviews

Explore a world of travel with Expedia

Frequently asked questions

What are some hotels with pools in Osprey?
Casey Key Resorts - Mainland: Features a snack bar/deli, an outdoor pool, and complimentary wired internet access. Golden Host Resort - Sarasota: Offers free self parking, an outdoor pool, and complimentary wireless internet access. Kompose Boutique Hotel: Provides a snack bar/deli, a pool, and complimentary wireless internet access. Tropical Beach Resorts: Aparthotel, 10-minute walk from Crescent Beach. Features free self parking, an outdoor pool, and complimentary wireless internet access. 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?
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 Jim Neville Marine Preserve. Osprey appeals to visitors with its beautiful beaches, bar scene, and array of dining options.
When is the best time to book a hotel with a pool in Osprey?
Taking into account the local weather in Osprey 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 is 44 inches.