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Osprey FL Condos for Rent from $1,750

127 Explorer Dr Unit 127 Explorer Dr

127 Explorer Dr Unit 127 Explorer Dr, Osprey, FL 34229

For Rent

By Owner
1 / 49
$2,995

3 Beds, 2 Baths, 1,528 sq ft

Pool Balcony Walk-In Closets Hardwood Floors Gated Playground Lounge
1847 Highland Rd Unit 1865 Shoreland

1847 Highland Rd Unit 1865 Shoreland, Osprey, FL 34229

For Rent

By Owner
1 / 64
$1,750

2 Beds, 2 Baths, 1,100 sq ft

Pets Allowed Pool Patio Smoke Free
310 Degas Dr Unit furnished bedroom in hous

310 Degas Dr Unit furnished bedroom in hous, Nokomis, FL 34275

For Rent

By Owner
1 / 5
$1,000

1 Bed, 1 Bath, 225 sq ft

Dogs Allowed Pool Furnished Patio Hardwood Floors Yard Fireplace
9620 Club South Cir Unit 5102

9620 Club South Cir Unit 5102, Sarasota, FL 34238

For Rent

By Owner
1 / 34
$2,200

3 Beds, 2 Baths, 1,120 sq ft

Pool Furnished Patio Walk-In Closets Gated Sauna Smoke Free
236 Woodland Dr

236 Woodland Dr, Osprey, FL 34229
1 / 20
$1,900

2 Beds, 2 Baths, 1,325 sq ft

Dogs Allowed Pool Furnished Hardwood Floors Vaulted Ceiling Fitness Center
8 Bay Acres Ave Unit ID1228251P

8 Bay Acres Ave, Osprey, FL 34229
1 / 20
$2,570

2 Beds, 2 Baths, 936 sq ft

Pets Allowed Balcony Furnished Garden
6 Bay Acres Ave Unit ID1228250P

6 Bay Acres Ave, Osprey, FL 34229
1 / 20
$3,020

2 Beds, 2 Baths, 936 sq ft

Pets Allowed Balcony Furnished Garden
5100 Jessie Harbor Dr Unit 602

5100 Jessie Harbor Dr Unit 602, Osprey, FL 34229
1 / 5
$3,950

2 Beds, 2 Baths, 2,143 sq ft

Pool Furnished Gated Tennis Court Fitness Center
9300 Clubside Cir

9300 Clubside Cir, Sarasota, FL 34238
1 / 17
$3,300

2 Beds, 2 Baths, 1,106 sq ft

Pool Furnished
5100 Jessie Harbor Dr Unit 504

5100 Jessie Harbor Dr Unit 504, Osprey, FL 34229
1 / 5
$7,000

3 Beds, 2 Baths, 2,143 sq ft

Waterfront
280 Hidden Bay Dr Unit 303

280 Hidden Bay Dr Unit 303, Osprey, FL 34229
1 / 5
$4,250

3 Beds, 2 Baths, 1,937 sq ft

Waterfront
14041 Bellagio Way Unit 214

14041 Bellagio Way Unit 214, Osprey, FL 34229
1 / 5
$4,000

3 Beds, 2 Baths, 1,799 sq ft

Waterfront
5100 Jessie Harbor Dr Unit 602

5100 Jessie Harbor Dr Unit 602, Osprey, FL 34229
1 / 5
$3,950

2 Beds, 2 Baths, 2,143 sq ft

Furnished
152 Navigation Cir Unit 107

152 Navigation Cir Unit 107, Osprey, FL 34229
1 / 5
$4,500

3 Beds, 2 Baths, 1,528 sq ft
14041 Bellagio Way Unit 316

14041 Bellagio Way Unit 316, Osprey, FL 34229
1 / 5
$7,900

3 Beds, 2 Baths, 2,058 sq ft

Waterfront
14041 Bellagio Way Unit 218

14041 Bellagio Way Unit 218, Osprey, FL 34229
1 / 5
$5,000

3 Beds, 2 Baths, 2,374 sq ft

Furnished Waterfront
291 Hidden Bay Dr Unit 201

291 Hidden Bay Dr Unit 201, Osprey, FL 34229
1 / 5
$2,195

2 Beds, 2 Baths, 1,599 sq ft

Waterfront
51 Macewen Dr Unit 1

51 Macewen Dr Unit 1, Osprey, FL 34229
1 / 5
$2,500

1 Bed, 1 Bath, 623 sq ft

Furnished
12410 Osorio Ct Unit 201

12410 Osorio Ct Unit 201, Sarasota, FL 34238
1 / 5
$3,350

2 Beds, 2 Baths, 1,526 sq ft

Waterfront
4639 Chapel Hill Dr Unit 2924

4639 Chapel Hill Dr Unit 2924, Sarasota, FL 34238
1 / 5
$6,000

2 Beds, 2 Baths, 1,414 sq ft

Furnished
9641 Castle Point Dr Unit 1225

9641 Castle Point Dr Unit 1225, Sarasota, FL 34238
1 / 5
$5,500

2 Beds, 2 Baths, 1,333 sq ft

Furnished
9320 Clubside Cir Unit 2108

9320 Clubside Cir Unit 2108, Sarasota, FL 34238
1 / 5
$3,500

2 Beds, 2 Baths, 1,398 sq ft
9611 Castle Point Dr Unit 916

9611 Castle Point Dr Unit 916, Sarasota, FL 34238
1 / 5
$6,000

2 Beds, 2 Baths, 1,661 sq ft

Furnished
9480 High Gate Dr Unit 2121

9480 High Gate Dr Unit 2121, Sarasota, FL 34238
1 / 5
$4,500

2 Beds, 2 Baths, 1,661 sq ft

Furnished
9620 Club S Cir Unit 5105

9620 Club S Cir Unit 5105, Sarasota, FL 34238
1 / 5
$2,000

2 Beds, 2 Baths, 1,106 sq ft

Furnished
9630 Club S Cir Unit 6202

9630 Club S Cir Unit 6202, Sarasota, FL 34238
1 / 5
$5,500

2 Beds, 2 Baths, 1,106 sq ft
8911 Veranda Way Unit 222

8911 Veranda Way Unit 222, Sarasota, FL 34238
1 / 5
$5,000

2 Beds, 2 Baths, 1,333 sq ft

Furnished
9480 High Gate Dr Unit 2125

9480 High Gate Dr Unit 2125, Sarasota, FL 34238
1 / 5
$5,500

2 Beds, 2 Baths, 1,333 sq ft

Furnished
9300 Clubside Cir Unit 1109

9300 Clubside Cir Unit 1109, Sarasota, FL 34238
1 / 5
$5,250

2 Beds, 2 Baths, 1,106 sq ft

Furnished
9300 Clubside Cir Unit 1307

9300 Clubside Cir Unit 1307, Sarasota, FL 34238
1 / 5
$5,000

2 Beds, 2 Baths, 1,106 sq ft

Furnished
8951 Veranda Way Unit 625

8951 Veranda Way Unit 625, Sarasota, FL 34238
1 / 5
$2,195

2 Beds, 2 Baths, 1,333 sq ft

Dogs Allowed Furnished
9320 Clubside Cir Unit 2310

9320 Clubside Cir Unit 2310, Sarasota, FL 34238
1 / 5
$4,700

2 Beds, 2 Baths, 1,106 sq ft

Furnished
9630 Club S Cir Unit 6309

9630 Club S Cir Unit 6309, Sarasota, FL 34238
1 / 5
$5,000

2 Beds, 2 Baths, 1,290 sq ft

Furnished
4639 Chapel Hill Dr Unit 2923

4639 Chapel Hill Dr Unit 2923, Sarasota, FL 34238
1 / 5
$6,000

2 Beds, 2 Baths, 1,414 sq ft
4639 Chapel Hill Dr Unit 2912

4639 Chapel Hill Dr Unit 2912, Sarasota, FL 34238
1 / 5
$5,500

2 Beds, 2 Baths, 1,333 sq ft

Furnished
8901 Veranda Way Unit 111

8901 Veranda Way Unit 111, Sarasota, FL 34238
1 / 5
$6,500

2 Beds, 2 Baths, 1,661 sq ft

Furnished
9611 Castle Point Dr Unit 912

9611 Castle Point Dr Unit 912, Sarasota, FL 34238
1 / 5
$2,000

2 Beds, 2 Baths, 1,333 sq ft

Furnished
1801 Burgos Dr Unit 1801

1801 Burgos Dr Unit 1801, Sarasota, FL 34238
1 / 5
$2,495

3 Beds, 2.5 Baths, 1,672 sq ft
9611 Castle Point Dr Unit 915

9611 Castle Point Dr Unit 915, Sarasota, FL 34238
1 / 5
$6,000

2 Beds, 2 Baths, 1,333 sq ft

Furnished
9320 Clubside Cir Unit 2308

9320 Clubside Cir Unit 2308, Sarasota, FL 34238
1 / 5
$6,000

2 Beds, 2 Baths, 1,230 sq ft

Furnished
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Osprey, FL Condos for Rent

Search for condos for rent in Osprey, FL on Apartments.com. With 294 available, you can find the right condo with the floor plan and amenities that fit your needs. Many condo rentals are Pet Friendly and furnished to fit renters' lifestyles. When you rent a condo, you’ll likely rent from an individual owner rather than a property management company. This means units in the same building may have different features and layouts. Be sure to check out the photos and take a tour of the unit as you search for your Osprey home. There are some terrific Osprey neighborhoods with condos for rent, including South Sarasota, North Sarasota and Downtown Sarasota. While the average rent for a condo in Osprey is $4,427, prices can vary by location, ranging anywhere from $1,750 to $7,900. If you’re looking for a budget-friendly condo to rent, try looking in affordable nearby cities like Palmer Ranch, Laurel and Nokomis.