$5,000 Per Month
- 2 Beds
- 2 Baths
- 1,568 Sq Ft
- Condo for Rent
293 Hidden Bay Dr Unit 203, Osprey, FL 34229
293 Hidden Bay Dr Unit 203, Osprey, FL 34229$5,000 Per Month
293 Hidden Bay Dr Unit 203, Osprey, FL 34229
293 Hidden Bay Dr Unit 203, Osprey, FL 34229$775 Per Month
8 Bay Ave, Osprey, FL 34229
Property Id: 1524644Unfurnished 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 EXCEPTIONSLandlord 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
(914) 281-2489
$3,200 Per Month
341 Bayshore Dr, Osprey, FL 34229
341 Bayshore Dr, Osprey, FL 34229$4,000 Per Month
759 Fordingbridge Way, Osprey, FL 34229
Property Id: 779624This is a very nice luxury Neighborhood of Rivendell community walking path to Pineview get to school. The house has four large bedrooms with a office den and 3 1/2 bath there is travertine floor for the first floor and vinyl hardwood for the second floor all the bathrooms are newly renovated with granite marble light with a beautiful Italian bathroom design. The house
(858) 988-5943
$5,500 Per Month
557 Crane Prairie Way, Osprey, FL 34229
557 Crane Prairie Way, Osprey, FL 34229$1,900 Per Month
236 Woodland Dr, Osprey, FL 34229
Property Id: 310276AVAILABLE JUNE 15 to AUGUST 15, 2026 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, Blackburn Point Park &
(941) 845-6331
$2,500 Per Month
51 Mac Ewen Dr Unit 1, Osprey, FL 34229
51 Mac Ewen Dr Unit 1, Osprey, FL 34229$3,500 Per Month
260 Hidden Bay Dr Unit 204, Osprey, FL 34229
Property Id: 18124583 bedroom 2.5 bath waterfront condo is immaculate and the perfect place for a seasonal snow bird rental, annual rental or Florida vacation (1 month minimum). Lanai that reveals a view of the bay and AMAZING SUNSETS. The unit has laundry room with washer, dryer, sink. The kitchen has granite counter tops ,fully equipped. . The master suite has a king size bed, 2 large
(270) 813-2485
$2,000 Per Month
253 Glenwood Ave, Osprey, FL 34229
Welcome to your new oasis in Osprey! This charming 3-bedroom, 2-bathroom house offers a perfect blend of comfort and convenience, making it an ideal place to call home. With a spacious 1,371 square feet, there's plenty of room for you to spread out and enjoy life.Step inside to discover a bright and inviting living space, complete with modern amenities that make daily living a breeze. The
(941) 335-5525
$3,500 Per Month
6 Bay Acres Ave Unit 6 Bay Acres Ave, Osprey, FL 34229
Property Id: 2376171Welcome to Osprey, FL! This 2 bed, 2 bath fully furnished unit with a fenced back yard is perfect for families and small pets. Relax in a private lanai or binge-watch Netflix; Whatever your past time, this home has what you need. You will be walking distance to a Breeze bus stop route 17, and situated in the middle of the best beaches in southwest Florida as well as
(941) 207-8462
$3,500 Per Month
8 Bay Acres Ave Unit 8 Bay Acres Ave, Osprey, FL 34229
Property Id: 2540106Welcome to Osprey, FL! This 2 bed, 2 bath fully furnished unit with a fenced back yard is perfect for families and small pets. Relax in a private lanai or binge-watch Netflix; Whatever your past time, this home has what you need. You will be walking distance to a Breeze bus stop route 17, and situated in the middle of the best beaches in southwest Florida as well as
(941) 946-7190
$1,850
Total Monthly Price
455 Pennsylvania Ave, Osprey, FL 34229
Fully Furnished 2BR/1BA Turnkey Home in Osprey, FLUnique, peaceful property with native wildflower garden, beach gear, and old-Florida charm. Located in the quiet fishing village of Osprey, this FULLY FURNISHED home includes:•Upgraded kitchen with stainless steel appliances, granite counters, and all essentials•New washer/dryer•Enclosed lanai•High-speed WiFi, water, sewer,
$1,995
Total Monthly Price
188 Explorer Dr Unit 188, Osprey, FL 34229
Location, Location, Location. Beautiful, quiet, safe & secure, Newer 2 Bed, 2 Bath, for rent annually, All amenities including all Stainless Steel Appliances, Washer, Dryer, Stove, Refrigerator. Gorgeous Pool, Exercise Room, Clubhouse, great area, five minutes to Sarasota Square Mall, Costco, shopping, and medical facilities. Close to Siesta Key Beach and fabulous restaurants. Special Hurricane
$1,800
Total Monthly Price
1847 Highland Rd Unit 1839 Highland Rd, 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.
$4,999 Per Month
124 Turquoise Ln, Osprey, FL 34229
**RENT JUST LOWERED**Impressive three-bedroom, two-bathroom home with heated pool designed for both comfortable family living and grand-scale entertaining. High-speed internet is now included. Ideally situated on a quiet cul-de-sac in Emerald Woods at The Oaks, this gated, beautifully landscaped community features serene lakes throughout and offers a prime location just minutes from Siesta Key
Cody Smith RENT SARASOTA
$14,000 Per Month
854 MacEwen Dr, Osprey, FL 34229
Set on a quiet private cul-de-sac in The Oaks, this beautifully revitalized estate embodies the elegance of refined Florida living. Bright, open interiors and thoughtful updates create a welcoming flow from the chefs kitchen through the main living areas and out to the lanai, where sweeping golf course views frame the heated pool, spa, and fully equipped outdoor kitchen perfect for year-round
$3,795 Per Month
280 Hidden Bay Dr Unit 201, Osprey, FL 34229
Be the first to live in this brand-new stunning condo in the community of Edgewater at Hidden Bay! Sorry, no pets for renters. The kitchen features a sleek and modern look, equipped with stainless steel appliances, including a refrigerator, microwave, stove, and dishwasher, paired with solid wood cabinetry and elegant quartz countertops, creating an ideal space for both everyday living and
Nancy Guerrero PMI SOUTHWEST FLORIDA
$2,599 Per Month
2090 S Tamiami Trail Unit 303, Osprey, FL 34229
$5,750 Per Month
293 Turquoise Ln, Osprey, FL 34229
**RARE RENTAL OPPORTUNITY (UNFURNISHED)** This STUNNING, UPDATED, MAINTENANCE-FREE Home is located in EMERALD WOODS, behind the SECURE GATES of the Distinguished OAKS PRESERVE Neighborhood. Offering 3-Beds (or 2-Beds plus Den), 2-Baths and 2-Car Garage, Premium finishes abound throughout this home and include a Chef’s Kitchen, Tray Ceilings, Crown Moldings, Beautiful Luxury Vinyl Wood Plank,
Mark Lyda GENEROUS PROPERTY
$8,000 Per Month
600 Eagle Watch Ln, Osprey, FL 34229
Beautifully UPDATED AND MOVE IN READY, this stunning golf course estate in the highly sought-after Oaks Country Club offers ideal southern exposure and sweeping views across the 3rd fairway of the Heron Course. Set on an oversized lot with a circular driveway and lush, manicured landscaping, this extensively renovated home features 3 bedrooms + study/den, 3 full baths, high ceilings, crown
$4,800 Per Month
956 Scherer Way, Osprey, FL 34229
Stunning 4-bedroom, fully furnished pool home backing directly to the tropical preserve of Oscar Scherer State Park in the highly desirable Woodlands at Rivendell. Enjoy privacy, serene views, and resort-style living within a beautifully maintained community featuring 400+ acres of lakes, walking trails, playground, and heated community pool. Prime location — walking distance to Pine View School
Chantelle Edalgo EXIT KING REALTY
$4,500 Per Month
919 Scherer Way, Osprey, FL 34229
Perfect Family Pool Home in a Location you can't ignore. Just a few blocks from The Oaks, one of the most exclusives areas in Sarasota, this impeccable home has 4 bedrooms and 3 bathrooms, 3 car garage, with just under 2,300 square feet of living area for your quiet enjoyment or entertaining friends and family. The home offers a designer pool and spa with lake and preserve views, located in the
$2,300 Per Month
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
$4,850 Per Month
260 Hidden Bay Dr, Osprey, FL 34229
6 Month Minimum 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
$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
$7,500 Per Month
605 Crane Prairie Way, Osprey, FL 34229
3 month minimum rental. Just 10 minutes to the amazing clear waters of Casey Key Beach. You are only a few minutes away from all the entertainment you can handle in Sarasota. This beautifully appointed 4 bedroom, 3 bathroom pool home in the very active community of Willowbend, Osprey, FL has lake views from inside and outside with the caged in pool and patio area. With indoor/outdoor
$6,950 Per Month
101 Woodland Place, Osprey, FL 34229
Now AVAILABLE FOR LEASE PINE RUN Condominiums in OSPREY, Florida! 3BR/2.5BA Great SARASOTA Vacation Location! West of the Trail, Pine Run is an active community set in a tropical oasis of 20+ acres of wooded Florida landscape. This spacious corner unit townhouse is well FURNISHED. Beautifully decorated and full of light and color with vaulted ceiling in the main Great Room. Custom designed
Patrice Ivan WAGNER REALTY
$5,000 Per Month
260 Hidden Bay Dr, Osprey, FL 34229
Annual Turnkey Furnished or seasonal Penthouse on the Bay! If you want mesmerizing views of intracoastal waterway, Little Sarasota Bay, Casey Key, and the Gulf of Mexico in a beautiful, comfortable and roomy penthouse, then this could be your next home. This natural light filled delight is 2 bedrooms, each with en suite bathroom, separate office with large closet and glass French doors, and
$8,000 Per Month
14041 Bellagio Way Unit 316, Osprey, FL 34229
AVAILABLE FOR SEASON 2027 - 2 MONTH MIN REQUIRED. MINUTES TO CASEY KEY & NOKOMIS BEACH! 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
Chrissie Cummings JENNETTE PROPERTIES INC
$1,695 Per Month
354 Pine Run Dr, Osprey, FL 34229
This is an unfurnished 2 bedroom, 2 bathroom condo located in the Pine Run community in Osprey! This upper-level unit features vaulted ceilings, a mix of hardwood and tile flooring, and a distinctive courtyard-style layout that brings the outdoors inside. The kitchen features granite countertops, maple shaker-style cabinets with glass-front uppers, stainless steel appliances, a tile backsplash,
Todd Roughton SARASOTA MANAGEMENT & LEASING
$4,500 Per Month
152 Navigation Cir Unit 107, Osprey, FL 34229
BACIK ON THE MARKET HIGH SEASON NOW AVAILABLE!! 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
Cody Smith RENT SARASOTA
$4,500 Per Month
246 Burney Rd, Osprey, FL 34229
Brand-new construction single-family home available for rent in a prime Osprey location! This spacious residence offers 5 bedrooms + 2 dedicated office/study rooms + 4.5 bathrooms + a 2-car garage, also All windows are impact-rated, eliminating the hassle of putting up hurricane shutters while providing extra security, energy efficiency, and storm protection. and ideal for large families or those
xiaoying zhang FLORIDA MORNING REALTY LLC
$2,500 Per Month
80 Navigation Cir, Osprey, FL 34229
Turnkey fully furnished newer built 3 bedroom 2 bathroom one car garage townhouse on the second floor. Hurricane windows, gated community, with community pool, club house and gym room. 15-20 minutes to Siesta Key and about 10-15 to Nokomis Beach, Legacy Trail at the end of the street, Dogpark across the street. Walking distance to 4-5 Restaurants. Walmart across the street 3 Publixes and a Target
Krisztian Kecskes M&M PROPERTY MANAGEMENT GROUP
$4,500 Per Month
254 Burney Rd, Osprey, FL 34229
Brand-new construction single-family home available for rent in a prime Osprey location! This spacious residence offers 5 bedrooms + 2 dedicated office/study rooms + 4.5 bathrooms + a 2-car garage, also All windows are impact-rated, eliminating the hassle of putting up hurricane shutters while providing extra security, energy efficiency, and storm protection. and ideal for large families or those
xiaoying zhang FLORIDA MORNING REALTY LLC
$4,850 Per Month
260 Hidden Bay Dr Unit B 401, Osprey, FL 34229
6 Month Minimum 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
Jaime Barcelo GULF COAST REALTY & MANAGEMENT
$2,250 Per Month
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
$3,500 Per Month
2068 Preymore St, Osprey, FL 34229
Welcome home to this charming and beautifully maintained 3-bedroom, 2-bath residence located on a great community. Step inside to a spacious open floor plan featuring a generous great room, a dedicated dining area, and a large primary suite. Cathedral ceilings, pocket sliding doors, and fluid room transitions create an airy atmosphere perfect for easy living and entertaining. The bright, eat-in
Kenia Rivas PREFERRED SHORE LLC
$2,400 Per Month
4219 Frontier Ln Unit 105, Osprey, FL 34229
2 bedrooms. 2 baths, 1 car garage. Condo Unfurnished. Available July 1, 2026. Tenant Occupied until June 22, 2026. 2nd floor. Close to Beaches! Located 10 minutes to Nokomis Beach/Casey Key Beach or 15 minutes to Siesta Key Beach. Minutes by bike to Legacy Trail and Casey Key. Water, Sewer & trash included in the rent. This maintenance free community includes gated entry, resort style community
Tim Weller EXIT KING REALTY
$3,595 Per Month
280 Hidden Bay Dr Unit 202, Osprey, FL 34229
Be the first to call this brand-new condo in Edgewater at Hidden Bay home. The kitchen showcases a sleek, modern design, complemented by solid wood cabinetry and quartz countertops, creating an ideal space for both everyday living and effortless entertaining. Appliances include a stainless-steel refrigerator, microwave, range, and dishwasher. Large windows bring in an abundance of natural light
Nancy Guerrero PMI SOUTHWEST FLORIDA
$4,500 Per Month
1355 Southbay Dr, Osprey, FL 34229
Southbay Yacht & Racquet Club where the true Florida lifestyle is alive and well! This three-bedroom two bath pool home is located in an active community with unmatched amenities such as an active social atmosphere, heated community pool, playground, fitness room, tennis, pickleball courts, and fishing. All for you to enjoy! Walk, bike or take your golf cart to restaurants, shopping or the
Sharon Lewis GOLF & BAY PROPERTIES LLC
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