34229, FL rental listings

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ABOUT THIS HOME
34229, FL Rental Listings
Welcome to your new oasis in Osprey, FL! At the Residences of Blackburn Bay, you will enjoy all that SW Florida has to offer. Whether you're enjoying a kayak excursion through Oscar Scherer Park, rela

$2,399/mo

2 beds2 baths1,498 sq ft

Residences at Blackburn Bay

| 2090 S Tamiami Trl, Osprey, FL 34229

1 unit available • Pets welcome • Dishwasher

2 MONTHS FREE3D WALKTHROUGH

ABOUT THIS HOME
34229, FL Rental Listings
Now open for immediate move-ins, discover stunning one-, two-, and three-bedroom apartment homes in Osprey, FL. With high-end finishes outfitting each residence, offering the perfect blend of comfort

1 bd: $1,599

2 bd: $1,899 • 3 bd: $2,399

Alton Osprey

| 4000 Destination Dr, Osprey, FL 34229

220 units available • Dogs welcome • Parking

ABOUT THIS HOME
34229, FL Rental Listings
Welcome to 4417 Conchfish Ln, a beautifully maintained 4-bedroom, 2-bathroom home located in the highly sought-after community of Osprey, FL—just steps from the top-rated Pine View School. This spacio

$3,000/mo

4 beds2 baths1,861 sq ft

4417 Conchfish Ln, Osprey, FL 34229

Pets welcome • Laundry in unit • A/C

NEW 9 HRS AGO

ABOUT THIS HOME
34229, FL Rental Listings
SCHEDULE A SHOWING ONLINE AT: showmojo.com/lrt/425d7e90aa ---- This one-story home offers 1861 sqft living space, with four bedrooms, two bathrooms, and a two-car garage. Open-concept floor plan. Welc

$2,950/mo

4 beds2 baths1,500 sq ft

4417 Conchfish Ln Unit 4417, Osprey, FL 34229

Parking

ABOUT THIS HOME
34229, FL Rental Listings
CLOSE TO NOKOMIS BEACH! AVAILABLE DECEMBER 2025 $5,000 INCL UTILITIES, AND JAN/FEB/MAR/APR 2026 $7,000/MONTH. Beautiful waterfront 5th Floor condo located in Blackburn Harbor Residences with breathtak

$7,000/mo

3 beds2 baths2,143 sq ft

5100 Jessie Harbor Dr #504, Osprey, FL 34229

Available 12/07 • Laundry in unit • Parking

ABOUT THIS HOME
34229, FL Rental Listings
Enjoy luxury waterfront living in this beautifully updated 6th-floor condo at Blackburn Harbor Residences on the West side of Tamiami Trail, overlooking the Blackburn bay. This 2-bedroom, 2-bath unit

$3,500/mo

2 beds2 baths2,143 sq ft

5100 Jessie Harbor Dr #602, Osprey, FL 34229

Parking • A/C • Dishwasher

Property at 3603 N Point Rd #602, Osprey, FL, 34229, 3 beds, 3 baths, [object Object]

$5,900/mo

3 beds3 baths2,545 sq ft

3603 N Point Rd #602, Osprey, FL 34229

Property at 1308 Thornapple Dr Unit 1308, Osprey, FL, 34229, 3 beds, 2 baths, [object Object]

$4,500/mo

3 beds2 baths2,188 sq ft

1308 Thornapple Dr Unit 1308, Osprey, FL 34229

Property at 14021 Bellagio Way #401, Osprey, FL, 34229, 3 beds, 3.5 baths, [object Object]

$10,050/mo

3 beds3.5 baths2,716 sq ft

14021 Bellagio Way #401, Osprey, FL 34229

Property at 14041 Bellagio Way #316, Osprey, FL, 34229, 3 beds, 2 baths, [object Object]

$7,000/mo

3 beds2 baths2,058 sq ft

14041 Bellagio Way #316, Osprey, FL 34229

Property at 163 Pennsylvania Ave, Osprey, FL, 34229, 3 beds, 2 baths, [object Object]

$2,500/mo

3 beds2 baths1,346 sq ft

163 Pennsylvania Ave, Osprey, FL 34229

Property at 603 Pine Ranch East Rd Unit 603, Osprey, FL, 34229, 3 beds, 2 baths, [object Object]

$3,550/mo

3 beds2 baths2,225 sq ft

603 Pine Ranch East Rd Unit 603, Osprey, FL 34229

Property at 60 Bishops Court Rd #114, Osprey, FL, 34229, 2 beds, 3.5 baths, [object Object]

$2,995/mo

2 beds3.5 baths1,890 sq ft

60 Bishops Court Rd #114, Osprey, FL 34229

Property at 554 Pine Ranch East Rd, Osprey, FL, 34229, 4 beds, 2.5 baths, [object Object]

$3,000/mo

4 beds2.5 baths2,064 sq ft

554 Pine Ranch East Rd, Osprey, FL 34229

Property at 234 Patterson Ave, Osprey, FL, 34229, 3 beds, 1.5 baths, [object Object]

$2,000/mo

3 beds1.5 baths1,173 sq ft

234 Patterson Ave, Osprey, FL 34229

Property at 758 Pine Run Dr #758, Osprey, FL, 34229, 2 beds, 2 baths, [object Object]

$2,150/mo

2 beds2 baths1,184 sq ft

758 Pine Run Dr #758, Osprey, FL 34229

Property at 305 Bay Vista Ave, Osprey, FL, 34229, 2 beds, 2 baths, [object Object]

$2,500/mo

2 beds2 baths1,069 sq ft

305 Bay Vista Ave, Osprey, FL 34229

Property at 716 Sarabay Rd, Osprey, FL, 34229, 2 beds, 3 baths, [object Object]

$6,000/mo

2 beds3 baths1,709 sq ft

716 Sarabay Rd, Osprey, FL 34229

Property at 137 Woodland Pl, Osprey, FL, 34229, 2 beds, 2 baths, [object Object]

$1,500/mo

2 beds2 baths1,325 sq ft

137 Woodland Pl, Osprey, FL 34229

Property at 1869 Highland Rd Unit 1859, Osprey, FL, 34229, 2 beds, 2 baths, [object Object]

$1,800/mo

2 beds2 baths1,100 sq ft

1869 Highland Rd Unit 1859, Osprey, FL 34229

Property at 101 Woodland Pl, Osprey, FL, 34229, 3 beds, 2.5 baths, [object Object]

$7,200/mo

3 beds2.5 baths1,839 sq ft

101 Woodland Pl, Osprey, FL 34229

Property at 451 N Shore Dr, Osprey, FL, 34229, 3 beds, 3 baths, [object Object]

$3,800/mo

3 beds3 baths1,781 sq ft

451 N Shore Dr, Osprey, FL 34229

Property at 293 Hidden Bay Dr #203, Osprey, FL, 34229, 2 beds, 2 baths, [object Object]

$5,000/mo

2 beds2 baths1,568 sq ft

293 Hidden Bay Dr #203, Osprey, FL 34229

Property at 708 S Tamiami Trl Unit 708-320, Osprey, FL, 34229, 2 beds, 2 baths, [object Object]

$2,800/mo

2 beds2 baths828 sq ft

708 S Tamiami Trl Unit 708-320, Osprey, FL 34229

Property at 1817 Highland Rd, Osprey, FL, 34229, 2 beds, 2 baths, [object Object]

$2,395/mo

2 beds2 baths1,145 sq ft

1817 Highland Rd, Osprey, FL 34229

Property at 304 Pine Run Dr #304, Osprey, FL, 34229, 2 beds, 2 baths, [object Object]

$2,000/mo

2 beds2 baths1,729 sq ft

304 Pine Run Dr #304, Osprey, FL 34229

Property at 4429 Conchfish Ln, Osprey, FL, 34229, 3 beds, 2 baths, [object Object]

$2,950/mo

3 beds2 baths— sq ft

4429 Conchfish Ln, Osprey, FL 34229

Property at 708 S Tamiami Trl Unit 318, Osprey, FL, 34229, 2 beds, 2 baths, [object Object]

$1,495/mo

2 beds2 baths828 sq ft

708 S Tamiami Trl Unit 318, Osprey, FL 34229

Property at 260 Hidden Bay Dr #504, Osprey, FL, 34229, 2 beds, 2.5 baths, [object Object]

$5,000/mo

2 beds2.5 baths1,950 sq ft

260 Hidden Bay Dr #504, Osprey, FL 34229

Property at 152 Navigation Cir Unit 107, Osprey, FL, 34229, 3 beds, 2 baths, [object Object]

$4,500/mo

3 beds2 baths1,528 sq ft

152 Navigation Cir Unit 107, Osprey, FL 34229

Property at 4256 Expedition Way Unit 107, Osprey, FL, 34229, 3 beds, 2 baths, [object Object]

$2,250/mo

3 beds2 baths1,528 sq ft

4256 Expedition Way Unit 107, Osprey, FL 34229

Property at 7302 Jessie Harbor Dr, Osprey, FL, 34229, 3 beds, 2 baths, [object Object]

$7,250/mo

3 beds2 baths— sq ft

7302 Jessie Harbor Dr, Osprey, FL 34229

Property at 51 Macewen Dr Unit 1, Osprey, FL, 34229, 1 bed, 1 bath, [object Object]

$2,500/mo

1 bed1 bath623 sq ft

51 Macewen Dr Unit 1, Osprey, FL 34229

Property at 409 N Point Rd #802, Osprey, FL, 34229, 3 beds, 3 baths, [object Object]

$6,000/mo

3 beds3 baths2,055 sq ft

409 N Point Rd #802, Osprey, FL 34229

Property at 60 Bishopscourt Rd Unit 114 1, Osprey, FL, 34229, 2 beds, 2.5 baths, [object Object]

$3,395/mo

2 beds2.5 baths1,890 sq ft

60 Bishopscourt Rd Unit 114 1, Osprey, FL 34229

Property at 521 Habitat Blvd, Osprey, FL, 34229, 3 beds, 3 baths, [object Object]

$6,500/mo

3 beds3 baths2,266 sq ft

521 Habitat Blvd, Osprey, FL 34229

Property at 605 Crane Prairie Way, Osprey, FL, 34229, 4 beds, 3 baths, [object Object]

$7,000/mo

4 beds3 baths— sq ft

605 Crane Prairie Way, Osprey, FL 34229

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All listings featuring the BMLS logo are provided by BeachesMLS Inc. This information is not verified for authenticity or accuracy and is not guaranteed. Copyright 2025 Beaches Multiple Listing Service, Inc

Based on information submitted to the MLS GRID as of Mon Nov 24 2025. 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.

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