$1,900
2 beds • 2 baths • 1,325 sqft • Condo
236 Woodland Drive, Osprey, FL, 34229
22 Results
$1,900
2 beds • 2 baths • 1,325 sqft • Condo
236 Woodland Drive, Osprey, FL, 34229
$3,052
3 beds • 2.5 baths • 1,593 sqft • Townhome
5792 Haven Ter, Nokomis, FL, 34275
$2,900
4 beds • 3 baths • 1,985 sqft • House
420 Signorelli Dr, Nokomis, FL, 342753569
$2,095
3 beds • 2 baths • 1,430 sqft • Condo
4248 Expedition Way, Osprey, FL, 34229
$4,200
3 beds • 2 baths • 1,528 sqft • Condo
152 Navigation Cir Unit 107, Osprey, FL, 34229
$4,395
3 beds • 2.5 baths • 2,168 sqft • House
260 Hidden Bay Dr Unit #401, Osprey, FL, 34229
$2,050
3 beds • 2 baths • 1,407 sqft • House
5730 Archipelago Street, Nokomis, FL, 34275
$3,500
3 beds • 3 baths • 2,000 sqft • Condo
232 Hidden Bay Drive 232-504, Osprey, FL, 34229
$2,950
3 beds • 2 baths • 1,200 sqft • Condo
4429 Conchfish Lane 4429, Osprey, FL, 34229
$2,000
2 beds • 2 baths • 895 sqft • Condo
9200 Midnight Pass Road 9200-10, Sarasota, FL, 34242
$3,800
4 beds • 4 baths • 2,624 sqft • Condo
5660 Blue Reef Place 5660, Nokomis, FL, 34275
$2,700
3 beds • 3 baths • 1,407 sqft • Condo
5753 Haven Terrace 5753, Nokomis, FL, 34275
$1,600
1 bed • 1 bath • 595 sqft • Apartment
51 Macewen Dr Unit 8, Osprey, FL, 34229
$2,800
2 beds • 2 baths • 1,700 sqft • Condo
12413 Osorio Ct Sarasota Fl 34238 Unit 103, Sarasota, FL, 34238
$3,195
2 beds • 2 baths • 1,568 sqft • House
293 Hidden Bay Drive, Osprey, FL, 34229
$1,895
3 beds • 2 baths • 1,270 sqft • Apartment
1733-1755 Highland Road, Osprey, FL, 34229
$2,750
3 beds • 2.5 baths • 1,790 sqft • House
5682 Equator Court, Nokomis, FL, 34275
$4,500
3 beds • 2 baths • 2,306 sqft • House
124 Turquoise Ln, Osprey, FL, 34229
$4,500
3 beds • 2 baths • 1,528 sqft • House
152 Navigation Circle #107, Osprey, FL, 34229
$2,495
3 beds • 2.5 baths • 1,597 sqft • Townhome
5770 Windy Bay Terrace, Nokomis, FL, 34275
$2,000
3 beds • 2 baths • 1,373 sqft • House
5686 Archipelago St., Nokomis, FL, 34275
$2,599
2 beds • 2 baths • 1,500 sqft • Apartment
2090 S Tamiami Tr, Osprey, FL, 34229
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The fastest way to find affordable rentals in Osprey is to use Rentler's price filters — browse apartments under $800, under $1,000, or under $1,500 to see current inventory at each threshold. Availability at the lower price tiers changes quickly, so checking back regularly or setting a listing alert is worth doing. Older buildings and units further from city center tend to offer the most room on price.
Yes — Osprey has pet-friendly rentals listed on Rentler across apartments, houses, and townhomes. Use the pet-friendly filter to see only properties that accept animals. Policies vary by landlord — breed restrictions, weight limits, and whether a pet deposit or monthly pet rent applies are all worth confirming directly before submitting an application. Large-dog-friendly inventory tends to be stronger in suburban and townhome-style properties than in dense apartment buildings.
Rentler doesn't have a dedicated luxury filter, but you can surface higher-end rentals in Osprey by sorting listings by highest price and combining the recent-build and furnished filters. Newer construction properties typically offer the most upscale finishes available — in-unit laundry, stainless appliances, quartz countertops, and on-site amenities like a fitness center or pool.
Rentler focuses on traditional lease rentals rather than short-term or vacation stays. For stays under 3 months, platforms like Furnished Finder or Airbnb may have more options. For 3–6 month furnished leases in Osprey, use Rentler's furnished filter, which occasionally includes properties with flexible lease terms. Contact landlords directly to ask about lease length flexibility before applying.
Some landlords on Rentler offer move-in incentives like first month free, reduced security deposits, or waived application fees — especially during slower leasing seasons (October through February). These aren't filterable on Rentler directly. The best approach is to contact landlords on listings you're interested in and ask about current promotions before submitting an application.
Most landlords in Osprey require a government-issued photo ID, proof of income (typically 2.5–3x the monthly rent in gross income), recent pay stubs or bank statements, and consent for a background and credit check. Rentler applications are saved to your account so you can submit to multiple properties without re-entering your information each time. Having all documents ready before you find a unit puts you ahead of applicants who need extra time to gather materials.
State law provides several baseline protections for all renters: security deposits must typically be returned within a set window after move-out with an itemized deduction statement; landlords must give advance notice before entering a unit except in emergencies; and all rentals must meet basic habitability standards. For city-specific tenant protections, check with your local municipality — some cities have additional renter ordinances beyond state law.











