Hotels in Osprey (Florida, USA)

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230 hotels in Osprey

  1. Lux Villas On Beautiful Palmer Ranch

    from  $351
    See prices from 3 sites

  2. Coastal Breeze Siesta - Pelican

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  3. Coastal Breeze Siesta - Manatee

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  4. Luxury, New Construction Home - Serene And Private Vacation Oasis

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  5. Pet Friendly Paradise With Heated Pool Close To Sarasota-osprey-nokomis-venice

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  6. Great Upper Floor Condo On The Waterfront. Close To Siesta Key And Casey Key

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  7. The Sea Side Villa

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  8. Bayfront Beauty

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  9. New Listing: Villa Bellini: 3 Br, 2 Ba, Heated Private Pool, Fenced-in Backyard

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  10. Nokomis Retreat

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  11. Luxury Unfurnished House For Rent Located In Popular Bellacina Community!

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  12. Southbay Yacht And Raquet Club Retreat: Discover Your Perfect Seasonal Getaway

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  13. Estate Home In Nokomis

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  14. 5 Minutes To The Beach! Beautiful Neighborhood On Intercoastal. Family Friendly

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  15. Wonderful House In Stoneybrook Country Club - Close To Siesta Key Beach

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  16. Welcome To Paradise On Siesta Key!! 3 Month Minimum Rental Required

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  17. Gulf To Bay Casey Key Home With Private Beach

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  18. Canal Front Home With Dock, Pool, And Is Pet Friendly! - Sunset Cove

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  19. Beautiful Conto Windsor Lodge Unit 5 1br/1ba

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  20. Windsor Lodge Unit 20, Studio, 1br 1ba Close To The Beaches, Pool Access

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  21. Amazing Updated 2/2 Nokomis Home With Heated Pool!

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  22. Coastal Getaway 4 Bd Huge Pool Home Minutes To The Beach/restaurants & Sleeps 12

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  23. Windsor Lodge At The Oaks 1

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  24. Cozy 1-bedroom Condo In Amazing Osprey, Near The Beach, Wifi, Ac, Pool, Tennis

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  25. Bayfront Siesta Key Townhome On South End Of Siesta Key

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  26. Charming 2-bedroom/2 Bath Beachfront Condo Located Directly On Turtle Beach

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  27. Beautiful Home - Brand New - With Resort Lifestyle! 10 Minutes From Siesta Key!

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  28. Large Waterfront Pool Home Close To Gulf, Family And Dog Friendly With Ac & Wd

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  29. Coastal Breeze Siesta - Turtle

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  30. Heated Pool + Lakeview • Near Nokomis & Siesta Key

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  31. Cozy beach bungalow

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  32. Coastal Retreat In Nokomis

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  33. Waterfront Condo With Pool, Internet & Breathtaking Balcony Views

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  34. Coastal Breeze Siesta – Entire 4-Unit Complex with Dock

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  35. Welcome to our Beach Condo - A204, Free Boat Docks & WiFi

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The prices and availability we receive from booking sites change constantly. This means you may not always find the exact same offer you saw on trivago when you land on the booking site.

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Popular hotel categories in Osprey

When to book a hotel in Osprey

  • Cheapest month: September
    $190 per night
  • Yearly typical price
    $291 per night
  • Peak month: November
    $330 per night

Frequently Asked Questions about Osprey

  • When is the cheapest time to book a hotel in Osprey?

    September is usually the cheapest month to book a hotel in Osprey, with typical prices around $190 per night based on 4,980 price comparisons.

  • When are hotel prices highest in Osprey?

    Hotel prices in Osprey are usually highest during November, with typical prices around $330 per night.

  • How much does a hotel in Osprey cost per night?

    Hotel prices in Osprey usually range from $135 per night to $481 per night, with typical prices around $291 per night.

  • How do hotel prices in Osprey change throughout the year?

    Hotel prices in Osprey are typically lowest in September at around $190 per night, rising to around $330 per night in November.

  • September

    2026

    $190
    $135 — $378

  • October

    2026

    $275
    $137 — $429

  • November

    2026

    $330
    $188 — $481

  • December

    2026

    $319
    $190 — $478

  • January

    2027

    $306
    $193 — $527

  • February

    2027

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  • March

    2027

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  • April

    2027

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  • May

    2027

    $216
    $167 — $355

  • June

    2027

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  • July

    2027

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  • August

    2027

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Frequently Asked Questions about Osprey

Hotels in Osprey

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