Osprey Condos for Rent by Neighborhood

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  • 6100 JESSIE HARBOR DR #202, OSPREY, FL - MLS# A4698732

    BLACKBURN HARBOR RESIDENCES - A4698732 - 6100 JESSIE HARBOR DR #202, OSPREY, FL 34229
    14 Days on yellowkey

    $5,500 | Condo | 3 beds | 3.5 baths | 1 gar

    Experience elevated coastal living in this beautifully furnished waterfront residence, available for seasonal (DEC-APR - $8500) or long-term rental (off-season rental $5500 MAY-NOV) in the exclusive Blackburn Harbor community. Located on the second floor with elevator access, this spacious 3-bedroom plus den, 3-bath condominium offers over 3,700 square feet of elegant living space with breathtaking water views. Designed for both comfort and entertaining, the open-concept floor plan features expansive living and dining areas filled with natural light. Sliding glass doors open to a generous wraparound lanai where you can relax with morning coffee, enjoy coastal breezes, watch spectacular sunsets and take in peaceful waterfront scenery. The gourmet kitchen is fully equipped with rich wood cabinetry, granite countertops, stainless steel appliances, a center island and a charming dinette, making meal preparation and entertaining effortless. The luxurious primary suite offers a private retreat with generous closet space and a spa-inspired en-suite bath. Each guest bedroom includes its own en-suite bathroom and walk-in closet, providing exceptional comfort and privacy. Tenants enjoy an exceptional collection of resort-style amenities, including a heated waterfront pool, fitness center, clubhouse, tennis and pickleball courts, kayak storage and launch, and a waterfront gazebo with grilling areas. Boating enthusiasts will appreciate protected deep-water dockage with power and water, plus direct access to the Intracoastal Waterway with no bridges to the Gulf. Ideally situated across from Oscar Scherer State Park, you'll enjoy easy access to hiking, biking, kayaking, and abundant Florida wildlife. Located just 10 minutes from Venice, 15 minutes to Siesta Key & Casey Key Beaches and 25 minutes from downtown Sarasota. Close to shopping, dining, golf and cultural attractions. 13% (6% Sarasota County Tourist Development Tax (TDT) and 7% Florida State Sales Tax) will be added to all short-term leases 6 months or less . Owner will pay up to $100 in electric on short-term leases (4 months or less). Tenant responsible for Electric on all long term leases (5 months or more). 1 DOG Allowed with non refundable deposit. CONDO IS FOR SALE - TENANT WOULD HAVE TO ALLOW SHOWINGS

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    Listing is courtesy of: CORCORAN DWELLINGS REALTY

  • 4304 EXPEDITION WAY WAY #105, OSPREY, FL - MLS# N6144854

    BAY STREET VILLAGE - N6144854 - 4304 EXPEDITION WAY WAY #105, OSPREY, FL 34229
    15 Days on yellowkey

    $2,250 | Condo | 3 beds | 2.0 baths | 1 gar

    Virtually Staged. Spectacular water views from most windows in this immaculate, lightly used 3BR/2BA condo, built in 2018 and located in the gated community of Bay Street Villages. The popular Ibis floor plan offers an open-concept kitchen, dining, and great room with designer finishes, including white 42” cabinetry, light granite countertops, custom backsplash and stainless-steel appliances. Enjoy peaceful pond views with birds and wildlife from the screened lanai. Quality construction and peace of mind are provided by hurricane-impact windows and doors, concrete block construction, tile roof, and a paver driveway. The primary suite features plantation shutters, a custom ceiling fan with light, custom closet system, linen closet, lighted 10× makeup mirror, and a bidet-ready outlet. The second and third bedrooms also include custom ceiling fans and 2" blinds. The dining area is accented by a custom light fixture and accordion blinds on the balcony sliding doors. The balcony is enhanced with a tropical palm-leaf ceiling fan and outdoor curtains for added shade and comfort. The great room is fitted with plantation shutters for added elegance. A spacious laundry room includes a washer and dryer. Added features-Ring Doorbell, Keyless Entry on Front Door as well as an Exterior Garage door keypad. The Rent includes water, sewer, exterior and grounds maintenance, gated entry, heated resort-style pool, cabana, fitness center, and club room. Ideally located near Nokomis Beach, Casey Key, Siesta Key Beach, the Legacy Trail, Sarasota and Venice dining and shopping, Oscar Scherer Park, and A-rated Pine View School. Maintenance-free Florida living at its best. Landlord will consider 1 small dog.

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    Listing is courtesy of: EXIT KING REALTY

  • 51 MAC EWEN DR #8, OSPREY, FL - MLS# A4695928

    WINDSOR LODGE AT THE OAKS - A4695928 - 51 MAC EWEN DR #8, OSPREY, FL 34229
    41 Days on yellowkey

    $2,250 | Condo | 1 beds | 1.0 baths

    Available NOW! 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 walk in shower, and a king size bed. It is fully furnished and available for viewing now! Seeking annual rental; rent includes water, sewer, internet, basic cable & pest control.. Don't miss out on this one of a kind place to call home!

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    Listing is courtesy of: ROSSI & COMPANY INC

  • 260 HIDDEN BAY DR #401, OSPREY, FL - MLS# A4693277

    EDGEWATER/HIDDEN BAY BLDG B PH - A4693277 - 260 HIDDEN BAY DR #401, OSPREY, FL 34229
    65 Days on yellowkey

    $4,850 | Condo | 3 beds | 2.5 baths | 2 gar

    3, 6, 9 or 12 month 6 Lease Available. Experience the beauty of Florida’s Gulf Coast from this spacious, fully furnished 3-bedroom, 2.5-bath waterfront condominium overlooking Little Sarasota Bay. Thoughtfully designed for both comfort and flexibility, the home includes a private den or home office, convenient in-unit laundry, and generous living spaces perfect for relaxing or entertaining. Nestled within Hidden Bay, a private 14-acre waterfront community, residents enjoy a peaceful coastal setting directly on the bay—just across from the pristine beaches of Casey Key and the Gulf of Mexico. At the heart of the community is a beautifully renovated clubhouse featuring elegant gathering spaces, a catering kitchen, fitness center, reading library, and dining room. Outside, unwind by the heated pool and spa, gather with friends at the Tiki hut grilling area, or relax beside the tranquil pond with cascading water features. For recreation and adventure, Hidden Bay offers tennis and pickleball courts, a kayak launch, pet park, and car wash station. A scenic elevated boardwalk winds through lush mangrove preserves, leading to a long fishing pier where residents can enjoy peaceful water views, cast a line, or simply take in the area’s breathtaking sunsets. Hidden Bay offers more than a home—it offers a true waterfront lifestyle. Rental rate includes basic cable, internet (expanded services available), water, trash, and pest control. Call for a private tour today. 6-12 month lease period

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    Listing is courtesy of: GULF COAST REALTY & MANAGEMENT





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