Osprey Homes for Rent

505 Days on Market

Townhome for Rent

$6,950

3 bd · 3 ba · 1,839 sqft

101 WOODLAND PLACE, OSPREY, FL 34229

Newly Listed

House for Rent

$3,450

4 bd · 4 ba · 3,183 sqft

650 CRANE PRAIRIE WAY, OSPREY, FL 34229

Newly Listed

Condo for Rent

$6,000

3 bd · 2 ba · 1,799 sqft

14041 BELLAGIO WAY # 214, OSPREY, FL 34229

25 Days on Market

House for Rent

$4,000

4 bd · 3 ba · 2,290 sqft

919 SCHERER WAY, OSPREY, FL 34229

77 Days on Market

Condo for Rent

$2,200

2 bd · 2 ba · 1,244 sqft

4219 FRONTIER WAY # 105, OSPREY, FL 34229

23 Days on Market

Condo for Rent

$5,500

3 bd · 4 ba · 3,771 sqft

6100 JESSIE HARBOR DRIVE # 202, OSPREY, FL 34229

49 Days on Market

Condo for Rent

$1,600

1 bd · 1 ba · 595 sqft

51 MAC EWEN DRIVE # 8, OSPREY, FL 34229

Newly Listed

House for Rent

$4,800

4 bd · 3 ba · 2,290 sqft

956 SCHERER WAY, OSPREY, FL 34229

Newly Listed

House for Rent

$3,595

4 bd · 3 ba · 2,370 sqft

4401 CONCHFISH LANE, OSPREY, FL 34229

335 Days on Market

House for Rent

$5,900

3 bd · 3 ba · 2,266 sqft

521 HABITAT BOULEVARD, OSPREY, FL 34229

Newly Listed

House for Rent

$3,800

4 bd · 3 ba · 2,077 sqft

534 OAK BAY DRIVE, OSPREY, FL 34229

50 Days on Market

Condo for Rent

$4,850

3 bd · 3 ba · 2,168 sqft

260 HIDDEN BAY DRIVE # 401, OSPREY, FL 34229

134 Days on Market

House for Rent

$4,500

3 bd · 2 ba · 2,306 sqft

124 TURQUOISE LANE, OSPREY, FL 34229

1667 Days on Market

Condo for Rent

$4,500

3 bd · 2 ba · 1,528 sqft

152 NAVIGATION CIRCLE # 107, OSPREY, FL 34229

Newly Listed

Townhome for Rent

$2,150

2 bd · 2 ba · 1,135 sqft

184 EXPLORER DRIVE, OSPREY, FL 34229

2846 Days on Market

Condo for Rent

$5,000

2 bd · 2 ba · 1,568 sqft

293 HIDDEN BAY DRIVE # 203, OSPREY, FL 34229

451 Days on Market

Condo for Rent

$5,900

3 bd · 3 ba · 2,545 sqft

3603 N POINT ROAD # 602, OSPREY, FL 34229

298 Days on Market

House for Rent

$7,000

3 bd · 4 ba · 4,519 sqft

852 MACEWEN DRIVE, OSPREY, FL 34229

841 Days on Market

House for Rent

$5,750

3 bd · 2 ba · 2,271 sqft

293 TURQUOISE LANE, OSPREY, FL 34229

594 Days on Market

Condo for Rent

$8,000

3 bd · 2 ba · 2,058 sqft

14041 BELLAGIO WAY # 316, OSPREY, FL 34229

353 Days on Market

Condo for Rent

$6,950

3 bd · 2 ba · 2,143 sqft

5100 JESSIE HARBOR DRIVE # 504, OSPREY, FL 34229

21 Days on Market

Condo for Rent

$2,250

1 bd · 1 ba · 623 sqft

51 MACEWEN DRIVE # 12, OSPREY, FL 34229

840 Days on Market

Condo for Rent

$2,500

1 bd · 1 ba · 623 sqft

51 MAC EWEN DRIVE # 1, OSPREY, FL 34229

77 Days on Market

House for Rent

$3,500

3 bd · 2 ba · 1,648 sqft

2068 PREYMORE STREET, OSPREY, FL 34229

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Real Estate Broker

(786) 370-8570

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Live MLS inventory in Osprey, updated continuously. Florida Lux Real Estate currently tracks 25 active listings here. MLS inventory updated October 12, 2026.