$3,950 per month
- 2 Beds
- 2 Baths
- 2,143 Sq Ft
- Condo for Rent
5100 Jessie Harbor Dr Unit 602, Osprey, FL 34229
5100 Jessie Harbor Dr Unit 602, Osprey, FL 34229$3,950 per month
5100 Jessie Harbor Dr Unit 602, Osprey, FL 34229
5100 Jessie Harbor Dr Unit 602, Osprey, FL 34229$3,030 per month
6 Bay Acres Ave Unit ID1228250P, Osprey, FL 34229
Step into a sunlit, single-story retreat with two inviting bedrooms and two modern bathrooms. Designed for families or groups of friends, this home seamlessly blends comfort with elegance. Located just moments away, dive into the vibrant St. Armand's Circle or unwind on the pristine sands of Siesta Key and Nokomis Beaches.This space includes everything needed for a quality and memorable
$4,200 per month
Unlisted Address
NOW AVAILABLE FOR RENT – READY FOR IMMEDIATE OCCUPANCYModern Elegance at Edgewater | Stunning Condo with Bay ViewsLive the luxury lifestyle in this brand-new 3-bedroom, 2-bathroom + office condominium in the exclusive Edgewater at Hidden Bay community. Offering 1,937 sq ft of modern design, this elegant residence features a gourmet kitchen with top-tier LG appliances, solid wood
Jim Xarras, Jr BERKSHIRE HATHAWAY HOMESERVICE
$2,530 per month
8 Bay Acres Ave Unit ID1228251P, Osprey, FL 34229
Relax in this stylish 2-bedroom, 2-bathroom retreat just 5 minutes from Nokomis Beach. Feel at home with a private lanai, fast Wi-Fi, a full kitchen, and a Smart TV with Netflix. Perfect for couples, families, or mid-term stays, this apartment is close to Siesta Key, Venice, and St. Armands, comfortably sleeping up to 6 people.Welcome to your Florida retreat. Whether you're here for sunshine,
$4,250 per month
280 Hidden Bay Dr Unit 303, Osprey, FL 34229
One or more photo(s) has been virtually staged. Annual Rental. This newly constructed 3rd floor condo is available for immediate occupancy at Hidden Bay in Osprey. This gorgeous 3 Bedroom PLUS a Home Office is light, bright and very spacious! Wood and tile floors throughout- NO CARPETING! The Primary suite features 2 walk-in closets, sliding glass doors leading to the lanai and an ensuite with a
Jaime Barcelo GULF COAST REALTY & MANAGEMENT
$1,900 per month
236 Woodland Dr, Osprey, FL 34229
Property Id: 310276AVAILABLE AUG 1 to SEP 30 / $100 discount for term of 2 or more months: 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,
$2,299 per month
4248 Expedition Way Unit 4248, Osprey, FL 34229
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
$1,750 per month
1847 Highland Rd Unit 1865 Shoreland, Osprey, FL 34229
Spacious Duplex Villa with community pool in a great area. Close to beaches, shopping & restaurants. Right across Oscar Scherer State Park. Shoreland Park is down the street, where you can launch your kayak.
$4,000 per month
14041 Bellagio Way Unit 214, Osprey, FL 34229
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
$2,995 per month
127 Explorer Dr Unit 127 Explorer Dr, Osprey, FL 34229
Great location - short drive to the best Florida beaches, golf clubs, Oscar Schrer State park, Legacy trail, right between cultural and culinary wealth of downtown Sarasota and Venice. Walking distance to Pine View School, playground and dog park across the street. Gated community with heated pool, fitness center and club house, newer buildings with hurricane -withstand features. One car garage
$7,000 per month
5100 Jessie Harbor Dr Unit 504, Osprey, FL 34229
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
$6,000 per month
14041 Bellagio Way Unit 218, Osprey, FL 34229
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
$2,400 per month
4214 Frontier Ln Unit 102, Osprey, FL 34229
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
$5,900 per month
3603 N Point Rd Unit 602, Osprey, FL 34229
**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
$7,900 per month
14041 Bellagio Way Unit 316, Osprey, FL 34229
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
$2,500 per month
51 Mac Ewen Dr Unit 1, Osprey, FL 34229
***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
$4,500 per month
152 Navigation Cir Unit 107, Osprey, FL 34229
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
$5,000 per month
293 Hidden Bay Dr Unit 203, Osprey, FL 34229
RENTED JANUARY TILL MARCH 2026. 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 &
Alba Lange WAGNER REALTY