Osprey, FL Condos for Rent

Apply within 24 hours of your conducted showing and once approved you will be credited your application fees towards your first full month's rent! Welcome home to this beautiful 3-bedroom, 2-bathroom condo in the sought after gated community of Bay Street Village! Neutral paint, ceiling fans throughout, tile flooring in the main living areas and carpet in the bedrooms make decorating a breeze!

Colbey Mason RYNTAL

This exceptional ground-level 2-bedroom, 2-bathroom condo is a rare find, offering the perfect blend of spacious living, beach-style, and an unbeatable location. This Annual Rentals unique design centers around a fabulous open-air atrium, seen through expansive glass windows on one side & slider glass doors on two other sides, creating a seamless connection to the outdoors. The natural light

Miranda Platt, PA RELAX REALTY GROUP INC

This lovely 3 bedroom, 2 bath townhome. This unfurnished unit has (2) Separate Single car garages-Storage and Parking. Located Close to Beaches, Shopping and Dining. Like New, Built in 2016. The kitchen has granite, nice cabinets, and stainless appliances. Beautiful Water View w/ fountain! Large open kitchen, dining and living room. All bedrooms are upstairs and are great sized. The Master

Tim Weller EXIT KING REALTY

One or more photo(s) has been virtually staged. ANNUAL or Short Term (3 Months Minimum) CONDO/VILLA AVAILABLE FOR LEASE with Option to Purchase! Short Term Rent is $6000 /month. Annual Lease is $4000/Month. Villas at the Harbor Village boasts luxurious amenities and waterfront living on Little Sarasota Bay with access to the Intracoastal Waterway and the Gulf, just across from Casey Key. Enjoy

Veronica Lee FINE PROPERTIES

This beautiful 5th Floor condo located in Blackburn Harbor Residences is now available for Season 2026! There are breathtaking panoramic water views of Little Sarasota Bay, which can be seen from the living room, kitchen, primary bedroom suite, and spacious balcony! The condo comes turnkey furnished and has 3 bedrooms (3rd bedroom was converted from a den) and 2 bathrooms. As you step inside the

Chrissie Cummings JENNETTE PROPERTIES INC

If you're looking for a place that offers a rent to own opportunity, now is your chance! Welcome to your coastal sanctuary in the gated community of Villas at Osprey Harbor Village. Located just minutes from the newly reopened Midnight Pass beach, and walking distance to Casey Key fish house. This impeccably remodeled 3 bedroom, 2 bathroom residence offers an elegant, light-filled living space

Kelli Eggen COLDWELL BANKER REALTY

Apply within 24 hours of your conducted showing and once approved you will be credited your application fees towards your first full month's rent! Welcome to this lovely, fully furnished, 2-bedroom, 2-bathroom condo in Osprey! This condo is ready to welcome your entire family, complete with bright and airy spaces, spacious bedrooms, and a coastal vibe perfect for the ideal Florida lifestyle! Not

Colbey Mason RYNTAL

Apply within 24 hours of your conducted showing and once approved you will be credited your application fees towards your first full month's rent! Don't miss this beautiful 3-bedroom, 2-bathroom fully furnished condo in Osprey! Complete with modern furniture, art, and fixtures that will make you feel like you're living the life of luxury. The state of the art kitchen is complete with granite

Colbey Mason RYNTAL

This 1,135-square-foot condo features 2 bedrooms, 2 bathrooms, and a 1-car garage and will be available for an annual lease starting June 1, 2025. First and last month’s rent, along with a security deposit (3x$2,150), are required before move-in. A credit and background check is required, with a $50 application fee per person. Rent includes water, sewer, trash, access to amenities and exterior

Anna Bridinger PELICAN REALTY CORP

ONE MONTH FREE RENT with a 24-MONTH LEASE - Ask about our security deposit alternative to help with the upfront move in cost! You are just going to love this stunning, 2-bedroom, 2-bathroom condo located in Osprey! Located in the gated community of Bay Street, it iclose to Sarasota's top-rated, and nationally recognized, Pine View School. This second floor unit is situated on a quiet cul-de-sac,

Colbey Mason RYNTAL

**FURNISHED, 3-BED / 3-FULL BATH, Over 2500sf CONDO with FANTASTIC VIEW** features an Open Floorplan and is located behind the Secure Gates of the highly sought after Oaks-Preserve, Country Club neighborhood. As you emerge from your private elevator lobby, you will be enthralled by the Spacious interior which boasts beautiful Crown Moldings, Hardwood Floors, a well-equipped Kitchen with granite

Mark Lyda GENEROUS PROPERTY

NOW AVAILABLE FOR APRIL AND OFF-SEASON MONTHS 2025 AND JAN-APRIL 2026! Welcome to BELLAGIO at Osprey Harbor Village, offering luxurious waterfront living! This turnkey direct waterfront condo has 3 beds/2 baths plus a den is the perfect place for your next Florida vacation, located in a private gated community. As you step off the elevator, you are basically outside this 3rd floor end unit. Upon

Chrissie Cummings JENNETTE PROPERTIES INC

***AVAILABLE NOVEMBER 2025 THRU JANUARY 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

Seasonal and short term rental Get out of the cold and into the sunshine in this newer 3/2 condo in the gated community of Bay Street Village in Osprey. This condo is an end unit with an open floor plan for ease of entertaining and family time. The extra windows flood the unit with natural sun light. The kitchen is a natural gathering point with solid wooden cabinetry, topped with slab granite

Henry Rossi RENT SARASOTA

AVAILABLE 2026 SEASON. TURNKEY FURNISHED RENTAL! GATED, WATER VIEWS! WATERFRONT COMMUNITY IN OSPREY! 2 Bedroom 2 bath plus den. Den has French doors. Lots of light from this second-floor end unit condo. Front door has disappearing screen for fresh Air. TURNKEY FURNISHED. Completely renovated. NO CARPET. Porcelain tile thru out. Granite counters and high ceilings. Front loading washer & dryer

Alba Lange WAGNER REALTY