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Rentals Under $5,000/mo in Osprey, FL
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Start here

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3 beds
15 listings
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With a pool

Rentals Under $5,000/mo for Rent in Osprey, FL

Rentals Under $5,000/mo for Rent in Osprey, FL

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15 Listings
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Rentals Under $5,000/mo for Rent in Osprey, FL

15 Listings

  1. 124 Turquoise Ln — photoNew55Active

    $4,500/mo

    3 bd · 2 ba · 2,306 sqft

    124 Turquoise Ln, Osprey, FL

    Benjamin Schwab · KEYRENTER SARASOTA PROPERTY MANAGEMENT

  2. 4271 Expedition Way #103 — photo14Active

    $2,250/mo

    2 bd · 2 ba · 1,135 sqft

    4271 Expedition Way #103, Osprey, FL

    Yunfei Liu · DALTON WADE INC

  3. 1279 Thornapple Dr — photo35Active

    $4,000/mo

    3 bd · 2 ba · 2,261 sqft

    1279 Thornapple Dr, Osprey, FL

    Alex Lane · PREMIER SOTHEBY'S INTERNATIONAL REALTY

  4. 4248 Expedition Way — photoPrice Reduced15Active

    $2,195/mo

    3 bd · 2 ba · 1,430 sqft

    4248 Expedition Way, Osprey, FL

    Brandon Green · PMI SOUTHWEST FLORIDA

  5. 4401 Conchfish Ln — photoPrice Reduced27Active

    $3,295/mo

    4 bd · 3 ba · 2,370 sqft

    4401 Conchfish Ln, Osprey, FL

    Klara Mrcela · COMPASS FLORIDA, LLC

  6. 534 Oak Bay Dr — photoPrice Reduced41Active

    $3,750/mo

    4 bd · 3 ba · 2,077 sqft

    534 Oak Bay Dr, Osprey, FL

    Brian ODonnell · REALTY BY DESIGN LLC

  7. 6100 Jessie Harbor Dr #202 — photoPrice Reduced65Active

    $4,995/mo

    3 bd · 4 ba · 3,771 sqft

    6100 Jessie Harbor Dr #202, Osprey, FL

    Angelic Tassos · CORCORAN DWELLINGS REALTY

  8. 51 Mac Ewen Dr #8 — photoPrice Reduced14Active

    $1,600/mo

    1 bd · 1 ba · 595 sqft

    51 Mac Ewen Dr #8, Osprey, FL

    Deserea Hardy · ROSSI & COMPANY INC

  9. 260 Hidden Bay Dr #401 — photoPrice Reduced45Active

    $4,395/mo

    3 bd · 3 ba · 2,168 sqft

    260 Hidden Bay Dr #401, Osprey, FL

    Jaime Barcelo · GULF COAST REALTY & MANAGEMENT

  10. 4219 Frontier Way #105 — photoPrice Reduced34Active

    $2,000/mo

    2 bd · 2 ba · 1,244 sqft

    4219 Frontier Way #105, Osprey, FL

    Tim Weller · EXIT KING REALTY

  11. 51 Macewen Dr #12 — photoPrice Reduced31Active

    $2,250/mo

    1 bd · 1 ba · 623 sqft

    51 Macewen Dr #12, Osprey, FL

    Patrice Ivan · WAGNER REALTY

  12. 2068 Preymore St — photo15Active

    $3,500/mo

    3 bd · 2 ba · 1,648 sqft

    2068 Preymore St, Osprey, FL

    Kenia Rivas · PREFERRED SHORE LLC

  13. 51 Mac Ewen Dr #1 — photoPrice Reduced10Active

    $2,500/mo

    1 bd · 1 ba · 623 sqft

    51 Mac Ewen Dr #1, Osprey, FL

    Anthony DeLuca · AUDREY RAIN RENTALS, INC

  14. 152 Navigation Cir #107 — photo25Active

    $4,500/mo

    3 bd · 2 ba · 1,528 sqft

    152 Navigation Cir #107, Osprey, FL

    Cody Smith · RENT SARASOTA

  15. 293 Hidden Bay Dr #203 — photo47Active

    $5,000/mo

    2 bd · 2 ba · 1,568 sqft

    293 Hidden Bay Dr #203, Osprey, FL

    Alba Lange · WAGNER REALTY

Explore Osprey rentals

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Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Listing information is provided for consumers? personal, non-commercial use, solely to identify prospective properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Information deemed reliable but not guaranteed. Copyright © 2026 MLS GRID. All Rights Reserved.

Osprey, FL community profile

Area
7.9 sq. mi.

Source: HJN community data