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Cheap Apartments for Rent in Osprey FL - 351 Rentals

310 Degas Dr Unit furnished bedroom in hous

310 Degas Dr Unit furnished bedroom in hous, Nokomis, FL 34275
1 / 5
$1,100

1 Bed, 1 Bath
51 Macewen Dr Unit 14

51 Macewen Dr Unit 14, Osprey, FL 34229
1 / 5
$1,495

1 Bed, 1 Bath
1847 Highland Rd Unit 1859

1847 Highland Rd Unit 1859, Osprey, FL 34229
1 / 34
$1,750

2 Beds, 2 Baths
1835 Highland Rd

1835 Highland Rd, Osprey, FL 34229
1 / 5
$1,750

2 Beds, 2 Baths
1859 Highland Rd

1859 Highland Rd, Osprey, FL 34229
1 / 5
$1,750

2 Beds, 2 Baths
455 Pennsylvania Ave

455 Pennsylvania Ave, Osprey, FL 34229
1 / 18
$1,850

2 Beds, 1 Bath
236 Woodland Dr

236 Woodland Dr, Osprey, FL 34229
1 / 5
$2,000

2 Beds, 2 Baths
184 Explorer Dr

184 Explorer Dr, Osprey, FL 34229
1 / 5
$2,000

2 Beds, 2 Baths
Alton Osprey

174 E Bay St, Osprey, FL 34229
1 / 6
$2,050 - $3,350

1-3 Beds

2 Months Free

Dogs Allowed Fitness Center Pool Dishwasher Refrigerator Kitchen
116 Revolution Wy Unit 116

116 Revolution Wy Unit 116, Osprey, FL 34229
1 / 5
$2,100

2 Beds, 2 Baths
116 Revolution Way

116 Revolution Way, Osprey, FL 34229
1 / 5
$2,100

2 Beds, 2 Baths
9611 Castle Point Dr Unit 912

9611 Castle Point Dr Unit 912, Sarasota, FL 34238
1 / 5
$2,150

2 Beds, 2 Baths
8951 Veranda Way Unit 625

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

2 Beds, 2 Baths
123 Woodland Pl

123 Woodland Pl, Osprey, FL 34229
1 / 5
$2,195

2 Beds, 2 Baths
9300 Clubside Cir Unit 1206

9300 Clubside Cir Unit 1206, Sarasota, FL 34238
1 / 5
$2,200

2 Beds, 2 Baths
221 Glenwood Ave

221 Glenwood Ave, Osprey, FL 34229
1 / 15
$2,200

3 Beds, 2 Baths
9300 Clubside Cir

9300 Clubside Cir, Sarasota, FL 34238
1 / 5
$2,200

2 Beds, 2 Baths
129 Woodland Pl

129 Woodland Pl, Osprey, FL 34229
1 / 5
$2,200

2 Beds, 2 Baths
221 Glenwood Ave

221 Glenwood Ave, Osprey, FL 34229
1 / 5
$2,200

3 Beds, 2 Baths
129 Woodland Pl Unit 129

129 Woodland Pl Unit 129, Osprey, FL 34229
1 / 5
$2,200

2 Beds, 2 Baths
137 Navigation Cir Unit 137

137 Navigation Cir Unit 137, Osprey, FL 34229
1 / 5
$2,200

3 Beds, 2 Baths
137 Navigation Cir

137 Navigation Cir, Osprey, FL 34229
1 / 5
$2,200

3 Beds, 2 Baths
The Silkwood Apartments

8902-8999 Silkwood Ct, Sarasota, FL 34238
1 / 18

Matterport 3D Tours
$2,300

2 Beds, 2 Baths
9620 Club S Cir Unit 5105

9620 Club S Cir Unit 5105, Sarasota, FL 34238
1 / 5
$2,300

2 Beds, 2 Baths
8930 Silkwood Ct

8930 Silkwood Ct, Sarasota, FL 34238
1 / 5
$2,300

2 Beds, 2 Baths
291 Hidden Bay Dr Unit 102

291 Hidden Bay Dr Unit 102, Osprey, FL 34229
1 / 5
$2,400

2 Beds, 2 Baths
4214 Frontier Ln Unit 102

4214 Frontier Ln Unit 102, Osprey, FL 34229
1 / 5
$2,400

2 Beds, 2 Baths
4214 Frontier Ln

4214 Frontier Ln, Osprey, FL 34229
1 / 5
$2,400

2 Beds, 2 Baths
1805 Wharf Rd

1805 Wharf Rd, Sarasota, FL 34231
$2,445

3 Beds, 2 Baths
1891 Vamo Way

1891 Vamo Way, Sarasota, FL 34231
1 / 5
$2,450

2 Beds, 2 Baths
51 Macewen Dr Unit 1

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

1 Bed, 1 Bath
260 Hidden Bay Dr Unit 202

260 Hidden Bay Dr Unit 202, Osprey, FL 34229
1 / 5
$2,500

3 Beds, 2.5 Baths
12410 Osorio Ct Unit 103

12410 Osorio Ct Unit 103, Sarasota, FL 34238
1 / 5
$2,550

2 Beds, 2 Baths
12410 Osorio Ct Unit 102

12410 Osorio Ct Unit 102, Sarasota, FL 34238
1 / 23
$2,590

2 Beds, 2 Baths
12410 Osorio Ct Unit 102

12410 Osorio Ct Unit 102, Sarasota, FL 34238
1 / 5
$2,590

2 Beds, 2 Baths
2090 S Tamiami Trl

2090 S Tamiami Trl Unit 303, Osprey, FL 34229
1 / 5
$2,599

2 Beds, 2 Baths
12414 Osorio Ct Unit 103

12414 Osorio Ct Unit 103, Sarasota, FL 34238
1 / 5
$2,600

2 Beds, 2 Baths
12413 Osorio Ct Unit First floor

12413 Osorio Ct Unit First floor, Sarasota, FL 34238
1 / 5
$2,600

2 Beds, 2 Baths
12413 Osorio Ct Unit 103

12413 Osorio Ct Unit 103, Sarasota, FL 34238
1 / 5
$2,600

2 Beds, 2 Baths
4209 Expedition Wy Unit 102

4209 Expedition Wy Unit 102, Osprey, FL 34229
1 / 5
$2,650

3 Beds, 2.5 Baths
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Florida Sarasota County Osprey

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Osprey, FL Cheap Apartments for Rent

Whether you're on a budget or just looking to save, there are plenty of ways to find cheap apartments in Osprey. Start by defining your list of apartment “must-haves.” What features can you not live without? If you want to live within walking distance to your favorite downtown locations, you may find that a smaller apartment of fewer amenities are a fair trade-off. Rent prices in Osprey tend to be higher near the city center. For better deals, explore neighborhoods farther out where rents can be lower and apartment sizes may be larger. Look for areas with a higher number of available rental units — landlords with more vacancies are often more willing to offer incentives like lower rent or flexible lease terms. Keep an eye on listings for budget-friendly apartments that meet your core needs while offering a reasonable commute and access to the amenities you want.

Best Time to Find Cheap Apartments in Osprey FL

Timing your apartment search can make a big difference in securing a great deal. Apartments are typically more affordable during the winter months — December through March — when demand is lower. During this off-season, landlords may offer reduced rent, waived fees, or other specials to fill units quickly. Another smart time to search is at the end of the month, when lease turnover peaks and more units become available. Being flexible with your move-in timing could help you land a better price. Cheap apartments in Osprey tend to go fast. Keep an eye on timing, neighborhood options, and special deals to score the best rental price.