Osprey, FL Homes for Rent under $2,500

/10
$2,500 Per Month
- 1 Bed
- 1 Bath
- 623 Sq Ft
- Condo for Rent
51 Mac Ewen Dr Unit 1, Osprey, FL 34229

***AVAILABLE MAY 2026 THRU JULY 2026 AND THEN AGAIN IN NOVEMBER 2026*** Welcome to THE OAK community, it's gated 24/7. private as private can be. Drenched in value and a fantastic community located in South Sarasota. Open plan, easy to show! Close to Siesta Key, Costco restaurants very convenient to all the amenities Sarasota has to offer.

Anthony DeLuca

AUDREY RAIN RENTALS, INC

51 Mac Ewen Dr Unit 1, Osprey, FL 34229
Explore Osprey
/20
$1,900 Per Month
- 2 Beds
- 2 Baths
- 1,325 Sq Ft
- Condo for Rent
236 Woodland Dr, Osprey, FL 34229

Property Id: 310276 IN 2026, AVAILABLE SEP 10 to OCT 10. IN 2027, AVAILABLE BEGINNING MAY 15. Light, airy home in Pine Run overlooks established native landscaping. Copious sliding doors, windows & high ceilings. Beautifully updated kitchen offer views to outdoors. Carport + 1 visitor parking space. A nature lovers paradise, this laid-back, quiet & desirable community is close to Casey Key,

236 Woodland Dr, Osprey, FL 34229
/8
$775 Per Month
- 1 Bed
- 1 Bath
- House for Rent
8 Bay Ave, Osprey, FL 34229

Property Id: 1524644 Unfurnished Room with private bath for rent, for 1 person, utilities included. No pets, no alcohol drinks, no drugs, no visitors allowed inside the house. House rules to follow, NO EXCEPTIONS Landlord requires 1st, last month rent plus $455 security deposit due at the sign of the lease. Information to verify employment, references from previous landlord and

8 Bay Ave, Osprey, FL 34229
/14
$1,600 Per Month
- 1 Bed
- 1 Bath
- 595 Sq Ft
- Condo for Rent
51 Mac Ewen Dr Unit 8, Osprey, FL 34229

Come lounge around in one of the finest golf communities where everyday can feel like a vacation. This elegant loft has a lovely view of the lake with the rolling green right behind it. Enjoy endless summer days basking in the sun at the pool which is only steps away! This loft is equipped with granite countertops, a full size washer and dryer, stainless steel appliances, fixtures and fittings, a

Deserea Hardy ROSSI & COMPANY INC

51 Mac Ewen Dr Unit 8, Osprey, FL 34229
/21
$2,300 Per Month
- 2 Beds
- 2 Baths
- 1,244 Sq Ft
- Property for Rent
184 Explorer Dr Unit 184, Osprey, FL 34229

Property available for $2300 from April 1,2024 till November 30,2024. Tenant pays electricity and internet. Available for season 2024/2025 for $4500. If you are looking for the perfect Florida lifestyle, this is it. Conveniently located between Sarasota and Venice with #1 Siesta Key beach close by, this darling two-bedroom, two-bath, impeccably maintained, property move-in ready. Located on the

Claudia Dybala DALTON WADE INC

184 Explorer Dr Unit 184, Osprey, FL 34229
/31
$2,250 Per Month
- 1 Bed
- 1 Bath
- 623 Sq Ft
- Condo for Rent
51 MacEwen Dr Unit 12, Osprey, FL 34229

For Lease at THE OAKS CLUB WINDSOR LODGE. Private sanctuary rarely available for rent at one of Sarasota's most exclusive private country clubs. This lovely sunny Second floor end unit is fully turnkey furnished and ready for MOVE IN. Completely updated one bedroom, resort suite style studio, condominium with sweeping Water Views of the Lakefront of the 18th fairway on the Eagle Course. A

Patrice Ivan WAGNER REALTY

51 MacEwen Dr Unit 12, Osprey, FL 34229
/21
$2,150 Per Month
- 2 Beds
- 2 Baths
- 1,135 Sq Ft
- Townhouse for Rent
184 Explorer Dr, Osprey, FL 34229

The unit is available for rent from June 15 till December 15, 2026. The minimum rental period is 3 month. The monthly rent is $2150. The tenant is responsible for electricity and internet costs. INCLUDED IN THE LEASE : Water, sewer. If you are looking for the perfect Florida lifestyle, this is it. Conveniently located between Sarasota and Venice with #1 Siesta Key beach close by, this darling

Claudia Dybala DALTON WADE INC

184 Explorer Dr, Osprey, FL 34229
/34
$2,200 Per Month
- 2 Beds
- 2 Baths
- 1,244 Sq Ft
- Condo for Rent
4219 Frontier Ln Unit 105, Osprey, FL 34229

Welcome to this immaculate 2-bedroom, 2-bathroom condo with a private 1-car garage, offering beautiful pond views from every window and a peaceful, resort-style setting. Ideally located just minutes from some of Florida’s most beautiful Gulf Coast beaches: 10 minutes to Nokomis Beach and Casey Key15 minutes to the world-famous Siesta Key BeachOutdoor enthusiasts will love the easy access

Tim Weller EXIT KING REALTY

4219 Frontier Ln Unit 105, Osprey, FL 34229

Florida Sarasota County

Rental Trends in Osprey, FL

There are currently 8 homes available for rent in Osprey, FL. The median rent is $4,500 per month, with single-family homes renting at $3,675, townhouses at $2,390 and condos at $2,500.

Rental Home Trends

Number of Homes for Rent 8	Median Rent $4,500
Median Single Family Home Rent $3,675	Median Townhouse Rent $2,390
Median Condo Rent $2,500

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