Osprey FL Real Estate & Homes for Rent

Charming 2 bedroom 2 bathroom attached (Duplex) villa in GREAT location! Enjoy single level living in this lovely neighborhood located just across the street from Oscar Scherer Park in Osprey. Very light and bright with open floor plan. Lovely kitchen with large island and tons of cabinet space. Washer & dryer, ceiling fans and en-suite bath with double sinks in the master. Tile flooring in main living space and carpet in both bedrooms. Enjoy mornings and evenings on the quaint patio, perfect for grilling meals and entertaining. Plenty of off street parking. Walk just steps to the salt water community pool. Small pet welcome with owner approval. Just minutes to downtown Sarasota and Nokomis beach. Launch your kayak from Shoreline park located just at the end of the street. Call for a showing today! This little gem won't last long.

This Executive Home in Southbay Yacht & Racquet club is available for rent now. The home features three bedrooms, two full baths and has fresh paint, new cabinetry and new appliances. As you walk in, enjoy an abundance of light from the many windows and skylights throughout the home. The cathedral ceilings allow for a truly open concept, the kitchen island seats 5 comfortably and the laundry room comes complete with washer and dryer. This neighborhood is located on the intercoastal has a marina, lovely park, beautifully renovated clubhouse with gym, tennis courts, clubhouse pool and pickleball courts. The Living Room combo kitchen is bright and airy, has a neutral color palate, has built in closets in each of the bedrooms, a large lanai and sparkling patio pool. This is an annual rental/can be rented furnished.

Welcome to this charming 3 bedroom, 2 bathroom, 1 car garage annual rental located in the quaint fishing town of Osprey, FL. Situated on an oversized corner lot, this property boasts a fully fenced backyard plus room for your toys ~ parking available for an RV and/or a boat, this property is ideal for those outdoor lovers! This homes interior is pristine with features including brand NEW stainless steel appliances, modern updates (built in 2002), and laminate flooring throughout. Enjoy the convenience of living in Osprey village with a nearby boat ramp and beach. Great restaurants, shopping and history near by. Don't miss out on the opportunity to make this fantastic annual rental your own.

BEING RENTED FULLY FURNISHED AND TURNKEY. RENT PRICE INCLUDES WATER/SEWER AND ALL LANDSCAPING. Enjoy the Florida lifestyle at Bay Street by enjoying the heated pool , fitness center and community gathering room.! The spacious floor plan makes great use of space with two bedrooms, two baths, and an attached one car garage. Oversized windows allow Florida sunshine to fill this home with light. Beautiful 18x18 ceramic floor tile in the main living areas. Kitchen features a large center island, 42" Espresso cabinetry, under cabinet lighting, granite countertops, tile back splash, and stainless steel appliances. Bathrooms have matching cabinets and ivory cultured marble counters with integral sinks. Double slider opens to screened corner balcony. Master suite features large walk-in closet and tiled bathroom with double vanity. Maintenance free community includes gated entry, resort style community pool, fully equipped fitness room, and community club room. Conveniently located between downtown Sarasota and Venice, close proximity to the Legacy Trail, Oscar Scherer Park, the areas top-rated beaches, and numerous dining and shopping venues.

This third-floor Hidden Bay home starts with stunning world-class views of the pool, lagoon, and swaying palm trees. Hidden Bay is a gated community and a hidden gem located just south of Sarasota on Sarasota Bay. The pool and Pickle Bar courts are central to the community and are often used for community events enjoyed by all. The unit is in move-in condition and features wood flooring in the main areas and carpet in the bedrooms and den. The upgraded kitchen features stainless appliances and granite counters. There is also a center island with additional storage that can make the whole entertaining area of the home centered around meals for the chief in all of us. The sizeable primary bedroom features spectacular views and direct access to the relaxing lanai. Pass through the double walk-in closets to the enormous bath with double sinks, a garden tub, and an inviting full shower. An often rare feature in other condos is the full-size laundry and storage area located within the home. The second bedroom has a walk-in closet and direct access to the second full bath. The den can also function as a multi-use room with an exercise area. The community is gated, and access to the building has a second layer of security for complete peace of mind. Elevators make getting to the upper floors easy. There is plenty of guest parking, and owners are provided with their own under-building garage space. The complete list of amenities is quite robust, including a heated pool and spa with a large deck and tiki hit, a clubhouse offering a kitchen and dining area, grilling areas, a lighted tennis court, pickleball courts, a kayak launch and fishing pier accessed by way of a 500 yard raised boardwalk which meanders through lush mangroves and palms. The dock area is also a great place to relax by the water and enjoy the many sunsets Sarasota is known for. Hidden Bay is very convenient to the beaches of Sarasota and Venice, including Siesta Key and Nokomis Beaches. Some nearby choices for enjoying waterfront dining include Spanish Point, Pop's Waterside, Sharky's on the Pier, and WaterfrontToo, but the list is almost endless. Let us not forget the cultural events, such as the Venice Shark's Tooth Festival, The Venice Opera, and The VanWezel in Sarasota. There is also Drummer's Circle on Siesta Beach. It's all about the Florida Lifestyle, and Hidden Bay is the perfect location to enjoy the benefits of living on the Suncoast of Florida. First, last, and security required. Unit is also for sale. Check A4603733

This spacious 3-bedroom plus office golf course home boasts expansive golf course views and has a large over 1/2 acre homesite. Inside, you'll find formal living and dining areas, a generously sized family room with a cozy fireplace, and a kitchen with an informal dining space. The layout is designed to maximize southeastern exposure, ensuring plenty of natural light throughout the day.Step outside onto the large screened brick paved lanai, perfect for outdoor dining and entertaining. The recently resurfaced pool and spa add to the allure of the outdoor space. The primary bedroom suite is a retreat in itself, featuring sliding doors opening onto the pool deck, two spacious walk-in closets, and a luxurious marble-tiled bathroom complete with a jacuzzi tub and walk-in shower.Need extra space? The office, complete with double doors and a walk-in closet, could easily function as a fourth bedroom. Across the home, the guest bedrooms share a well-appointed bathroom, while a convenient powder room serves as a pool bath.Located in the Oaks clubside community. Excellent location. Available for long term rental, and available furnished.

**BEAUTIFULLY RENOVATED, CUSTOM, LIGHT-FILLED COURTYARD-STYLE HOME THAT EMBRACES A TRUE INDOOR/OUTDOOR LIFESTYLE AND OFFERS UNPARALLELED PRIVACY IN THE SECURE AND COVETED, OAKS-BAYSIDE NEIGHBORHOOD, WHILE OVERLOOKING A SCENIC NATURE PRESERVE WITH WATER VIEWS AND KAYAK ACCESS TO SARASOTA BAY. IMPRESSIVE, RECENT RENOVATION BOASTS LUXURY FINISHES AND ATTENTION TO DETAIL THROUGHOUT THIS 4-BED, 3.5 BATH HOME INCLUDING TWO PRIVATE OFFICES WITH CUSTOM BUILT-INS (1 OF THESE OFFICES MAY BE USED AS THE 4TH BEDROOM). A MODERN KITCHEN IS DESIGNED FOR THE SERIOUS COOK AND FEATURES CUSTOM CABINETRY, THICK QUARTZ COUNTERS AND HIGH-END APPLIANCES INCLUDING SUBZERO, WOLF, MIELE, BOSCH, ETC. ENTERTAIN YOUR GUESTS AND LOVED ONES IN THE SPACIOUS COURTYARD FEATURING A SALTWATER POOL & SPA AND OUTDOOR KITCHEN. THIS HOME IS SITUATED ON A NEARLY ONE-HALF ACRE LOT AND INCLUDES AN OVERSIZED 3-CAR GARAGE. THE OAKS IS A DISTINGUISHED, 24HR GUARDED COMMUNITY AND IS JUST MINUTES FROM NATIONALLY RANKED PINE VIEW SCHOOL, THE LEGACY BIKE TRAIL, AREA BEACHES AND ALL THAT GULF COAST LIVING HAS TO OFFER. MEMBERSHIP IS REQUIRED AND AVAILABLE.

Freshly updated 3 bedroom 2 bath home with pool and fenced in back yard. Home sits in highly desirable area across from Legacy Trail, 41, i75 and Pine View. Long term lease only. Tenant responsible for water, electric and lawn care. Tenant responsible for utilities (electric and water). Owner takes care of pool maintenance, lawn care and pest control and HOA

Beautiful home in the desirable SOUTHBAY neighborhood, perfectly located by the bay between Sarasota and Venice in Osprey. The house features marble flooring, open and airy rooms, granite countertops and stainless appliances in the kitchen. The bedrooms have bamboo flooring and the screened lanai has a nice view of the tropical landscape in the back yard. This community features tennis courts, a huge community swimming pool, and wonderful community facilities. This three bedroom home has elegant decorating and is equipped with everything you would need in a furnished turnkey rental. SOUTHBAY SINGLE FAMILY HOME AVAILABLE MID May 2024 FOR ANNUAL LEASE..Call today this will not last long!

Ask about our security deposit alternative to help with the upfront move in cost! Don't miss this beautiful 3-bedroom, 2-bathroom condo home in Osprey! The stunning kitchen features granite countertops, a breakfast bar, solid wood cabinets, and stainless-steel appliances including a refrigerator, microwave, range, and dishwasher. The open floor plan creates the perfect space for entertaining, and is full of natural light coming in from the multiple oversized windows throughout, and sliding glass doors. The spacious master suite features a beautiful bathroom, complete with a large walk-in closet and linen closet. Two cozy guest bedrooms are perfect for guests and share the roomy guest bathroom down the hall. Step out onto your screened balcony which is the perfect place to relax and take in views of the lake! One car garage directly below the unit. Laundry in unit for convenience. Trash, pest control and grounds maintenance are all included in rent. Two pet considered, limit of only 1 dog, no dangerous breeds and 45 lbs. max.Enjoy all the benefits of maintenance free living in the new Bay Street Village community! The clubhouse features a sparkling swimming pool and well-equipped fitness center. Bay Street is ideally situated halfway between quaint Venice and bustling Sarasota. You'll be far enough away from tourists and traffic issues, but still have countless options for restaurants, entertainment, beaches and much more. Ryntal Property Management has partnered with Obligo to offer a security deposit alternative to qualified renters! Call today for more information! Submit applications to Ryntal Property Management ONLY!Qualifications: We run a complete background check that includes credit, income verification, prior landlord and eviction history. In terms of credit, we look at the entire picture as opposed to just the credit score, but in general, we do require a score over 550.

Unit available from April 15 ,2024. Welcome home to Your newer FURNISHED 3 bedrooms, 2 bath END UNIT condo, overlooking palm trees and the pool! In the heart of Osprey, Bay Street Village is a gated, luxury community within minutes to Sarasota OR Venice Downtowns, Shopping, Restaurants, Legacy Trail, and the Beaches! Features include: Wood-look Plank Tile! Crown Molding throughout! Stainless Steel Appliances! Granite Counters in Kitchen and Baths! Screened in Private Patio! Laundry room! 1 Car garage! Bay Street Village is a maintained-free gated community that includes a resort-style heated pool, fitness center, and club room. Bay Street Park is across from the gated entrance, also Spanish Point, and Oscar Scherer are in close proximity. Close to shopping, dinning, BEACHES and PINE VIEW school. Tenant pays electric bill.

Furnished-Turnkey, Condo Close to Beaches! Available April 25, 2024. Off season rate of $2300. per month-6 month minimum. Located 10 minutes to Nokomis Beach or 15 minutes to Siesta Key Beach? Minutes by bike to Legacy Trail and Casey Key. Professionally decorated 2 bedrooms. 2 baths, 1 car garage located on the second floor. Internet, Water, Sewer and High speed internet are included in the price. This maintenance free community includes gated entry, resort style community pool, cabana, fitness room, and club room. The construction is concrete block, impact resistant glass windows, tile roof, and paver driveway. The community is conveniently located to Sarasota, Venice, Casey Key, the beaches, dining, shopping, the Legacy Trail, Oscar Scherer Park, and A+ Pineview School!

Date Available 5/1//24 end of lease 10/30/24 Luxury turnkey furnished Georgian Style Villa in beautiful, secure, gated Oaks Preserve within The Oaks Club in Osprey FL. Nestled among the live oaks and palms and native vegetation with lovely flowering annuals and perennials, this villa is one of twelve townhome and villa condominium units of the Bishopscourt Townhomes. Both en-suite bedrooms are separated by the living/dining room with wet bar and wine/beverage cooler. Bishopscourt community pool & clubhouse is a few steps thru the woods across the street. Both buildings just painted and new roofs in place. This quiet and convenient community has 24 hour attended gate, secure walking and close proximity to the Legacy Trail for cycling to either Sarasota or Venice. Siesta Key and Casey Key/Nokomis Beaches are 15 min. drive. Publix, Target, Walmart, Lowes, Fitness Centers within 3 minutes. 1-75 is 12 minutes away.

RARELY AVAILABLE Monthly or Annual Rental in Highly Sought After "The COTTAGES OF RIVENDELL"....The Cottages of Rivendell is an Enchanting Enclave of homes in Serene Park-Like Setting located with easy proximity to The Legacy Bike Trail; Oscar Scherer State Park; Top-Rated Pine View School; Arts/Dining/Culture; Boating and of course BEACHES!----Nokomis Beach, Venice Island Beach and Siesta Beach, just moments away. Single Family (Unfurnished) residence with (2) Bedrooms + Den; Eat-In Kitchen; Covered Porches (front and back!) and attached 2 car Garage. Enjoy your morning coffee, evening cocktail or dining al fresco in a tranquil/private Courtyard Lanai--perfect for ease of the Indoor/Outdoor Florida Lifestyle. Dog Friendly. The Cottages of Rivendell is Maintenance Free with Community Pool and Clubhouse.

May 22 till November 16th with some flexibility to extend into 6 months of all inclusive rental is now available. This waterfront 3 bed, 3 and a half bath plus den residence feels more like a home than a condo with 3,771 sq ft of living space and 10ft high tray ceilings. Enjoy water views from your kitchen with wood cabinets, granite counter tops, stainless appliances, cooks island and adjacent dinette. Blackburn Harbor is a pet friendly waterfront gated community on 11 picturesque acres with nature trails. It is a boater's paradise featuring protected deep sailboat water dockage with power and water allowing up to 44 feet with no bridges to ICW . Other amenities include kayak storage and launch, tennis and pickle ball courts, heated pool, exercise room with equipment, club house and gazebo with grills. Outdoor enthusiasts appreciate the rich bird life, the many dolphins & manatees, the walks on the Blackburn trails and kayaking to Casey Key Tiki/Restaurant. Blackburn residents enjoy the benefits of being located between Venice and Sarasota. Best of both worlds - Just short drives to cultural activities, beaches, parks, shops and restaurants. https://player.vimeo.com/video/929285619?h=a2bb4cd83a

Single family home available to rent annually in the sought after community of Rivedell. This unfurnished home located on a cul-de-sac has three bedrooms plus a den, two bathrooms, split floor plan, dining room/living room combination and plenty of room to spread out. The kitchen has wood cabinets, stainless appliances, Corian counter tops, plenty of counter and cabinet space for cooking and storage plus a large light and bright breakfast nook that looks out onto the pool and lake. The primary bedroom has two closets of which one is a walk in and an on suite bathroom with double sinks, garden tub, water closet and stall shower. The living room has disappearing sliding glass doors to enjoy the western exposure. The expansive lanai has several sitting areas, a self cleaning salt water pool as well as views of foliage and a lake. Laundry room with a utility sink and three car garage round out this lovely home. The owner is open to a small dog with a $300 non refundable damage deposit. Near to Pine View School, beaches and all that Osprey and Sarasota have to offer. Call today as this will not last long.

This stunning Rivendell property is available for lease September - November. Bordering Oscar Scherer State Park and offering expansive water views, this beautiful and fully furnished home is ready for your extended staycation. Set on an impressive lot with a wide lake, park and sparkling pool views, with natural light beaming from every room of the home, your days can be easily spent relaxing and enjoying all that this home has to offer, not to mention the incredible location itself. Boasting with a 3-car garage, paved driveway and pristine landscaping, and offering truly remarkable style as you enter the great room to an open designed kitchen, great for gathering of friends and family or some of the great neighbors! The home is light and bright yet tranquil and relaxing at the same time. The master suite offers walk-in closets and a master bathroom with dual sinks, garden tub and walk-in shower. Imagine waking up and sipping your coffee while taking in the gentle breeze from the back screened-in lanai, watching a plethora of wildlife such as eagles, osprey, deer and other wildlife birds. For the outdoor enthusiast, the home is .5 mile to Legacy Trail, where you can spend your days biking or walking the trail, before taking an evening dip in your pool. With close by restaurants, beaches, the Intracoastal Waterway, boat launches, shops and dining, this property is ready for you to enjoy! Lawn care and pool care are included. Water, electric and internet included. Electrical cap of $200/mo.

Welcome to the Meridians at The Oaks Preserve, where prestige meets tranquility! Nestled within this exclusive gated community, we present a rare gem - a breathtaking 3-bedroom, 3-bath condo with a serene water view balcony.Indulge in spacious living with three thoughtfully designed bedrooms, each offering a harmonious blend of comfort and style and each with its own bathroom.The gourmet kitchen is elevating your culinary experience, equipped with high standard appliances, quartz countertops and spacious breakfast bar, as well as ample storage.Open concept living space and separate dining area, seamless flow of the open floor plan, perfect for entertaining guests or creating cherished family moments.Private Waterview Balcony: Step outside to your private, screened-in balcony from the living room and the master bedroom and be captivated by nature's beauty. This is your exclusive space to unwind and enjoy breathtaking sunsets.Experience the pinnacle of security and privacy with 24/7 gated community living. Our guests will enjoy exclusively the following Meridians community amenities: Resort-style Swimming Pool and Jacuzzi, Fitness Center, Pool area with BBQ and Clubhouse for Social Gatherings, Scenic Walking Trails.Ideally situated, The Oaks Preserve offers proximity to beaches, cultural attractions, dining, shopping, and more.Contact us to schedule a private viewing!

**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, Plantation Shutters, an Oversized, Owner's Bedroom Suite with Multiple walk-in closets and sitting area and much more! Enjoy the expansive and private outdoor living area in a screened lanai with wet bar and southern exposure overlooking a Garden and Tranquil Preserve. Mostly NEW Hurricane Impact Windows/Door. The Oaks is just minutes from nationally ranked Pine View School, the Legacy Bike Trail, area Beaches and all that Gulf Coast living has to offer.

**RARE RENTAL OPPORTUNITY (unfurnished)** SPACIOUS, LUXURIOUS and BEAUTIFULLY RENOVATED, GOLF COURSE ESTATE situated behind the SECURE GATES of The Oaks Country Club Community, Boasting OVER 9,000sf and located on a prominent, private cul de sac lot of Over 3/4 Acres. Expansive room abounds in this LIGHT and BRIGHT Open Floorplan consisting of 4 Beds + 4/2 Baths + Office/Library + Home Theater + Game Room w/ Wet Bar, Loft, Balcony, etc. and even includes highly coveted, oversized and split 4-Car Garage(s). This MOVE-IN READY home has been tastefully updated and is ideal for indoor and outdoor entertaining! The elegant first level primary bedroom suite features high ceilings, multiple walk-in closets, garden tub, large custom walk-in shower and an adjacent nursery/fitness/den area. The sprawling, gourmet kitchen entails a generous island and counter seating area, premium stainless steel appliances, granite counters, solid wood cabinets, walk-in pantry and more. The upstairs loft leads to two vast bedroom suites, theater room and screened terrace/balcony. Enjoy the utmost in Florida outdoor living with a Heated Pool & Spa with Fire features and a large screened lanai with Outdoor Kitchen and seating areas while overlooking the serene interior, Heron Golf Course. THE OAKS is a distinguished country club community which boasts many accolades including: Platinum Club of America, Emerald Club of the World and Elite Distinguished Club of the World. The Oaks is just minutes from nationally ranked Pine View School, the Legacy Bike Trail, area Beaches and all that Gulf Coast living has to offer. **MUST SEE**

AVAILABLE STARTING APRIL 2024 is this tip top of luxury in the Southbay Yacht and Racquet Club. Sleeps 10 comfortably. This is the perfect home for entertaining AND for working from home. Located right off Tamiami trail in Osprey, Florida and steps from Casey Key, is this 3981 square foot, 5 Bed, 4 bath plus pool bath and den. 2 washer and dry units! Turnkey furnished with all dishes, glasses, and every kitchen supply you could ever imagine. Includes WI FI/Cable, Lawn care and Pool care included. Electric Bill will be billed separately. Just come in, hang your clothes, put your swim suit, and get ready to relax! The Kitchen has the finest new appliances of SubZero and Wolf. There is 2 car garage and a large pool that is landscaped for privacy. The home has 2 A/C units so you can achieve complete comfort. We are looking for the perfect tenant who will love this home as much as the owner does! Available to rent from April to end of October. (3) Month rental is minimum.15 minutes from Downtown Sarasota and 15 minutes from several beaches.

ANNUAL RENTAL - Pristine Single family home in the highly sought after community of Bayside in Osprey. The beautiful heated pool home features three bedrooms and three baths as well a private office space. Master bedroom offers an en suite bathroom with dual vanities, walk in shower, oversized walk in closet with built ins. Kitchen is complete with Gas Range, Oversized Island, Quartz Countertops and walk in pantry. Guest bedrooms each have en suite bathrooms too along with one powder bath! Outdoor space is remarkable from the heated pool and spa with southern exposure plus a bonus outdoor kitchen with built in Gas fireplace. Tandem 3 car garage will allow for ample storage for bikes and kayaks. Bayside is a fabulous place to be with opportunity to kayak and paddle board everyday. Bayside also has sunset lovers in mind with a private dock and waterfront sitting area perfect for evening romance. Minutes away from shopping, Venice Beach, Siesta Key Beach, Nokomis Beach and Casey Key Beach. Lots of time to go biking with the new Legacy trail and Oscar Scherer Park. Unfurnished*No smoking* 1st, last & Security for move in! Available for Immediate Occupancy!

***AVAILABLE MARCH 15, 2024*** 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.

AVAILABLE NOW THROUGH 2025! $1750 per month in low season! The North end of Casey Key! This beautiful 1 bedroom 1 bath condo is the perfect place to enjoy all the outdoor adventure Osprey, FL has. With a beach-themed condo, you will also have 2 separate lofts that look into the master bedroom and one into the living room. Blackburn Point Park is across the street and has a boat ramp, kayak launch, and picnic bench to enjoy the scenic view of the waterways. Regarding Pine Run community amenities, you can enjoy the tennis courts, pickleball, 2 pools with the main pool sitting on the canal, a clubhouse, and many walking trails. Easy access to Sarasota, Casey Key/Nokomis Beach, or Venice downtown and Venice beach.departure cleaning fee-$250damage waiver fee-$8513% taxRental CostsHigh season 4250/month (JAN/FEB/MAR)Low season- 1750/month (April-DECEMBER)Available April 1st - Dec 2025

Welcome to Bay Street Village, a gated community in Osprey with luxury amenities which include a resort-style heated pool, cabana, fitness center & club room. Quality built community with concrete block construction with stucco exterior finishes, impact glass windows, tile roofs, and paver driveways. Tucked between Venice and Sarasota, Osprey is removed from major traffic yet still close enough to area restaurants, entertainment, with 3 area beaches to choose from. Sarasota County's Bay Street Park is nearby and has a dog park, playground, gazebo, and more for your entertainment. The Osprey Junction Trailhead for the Legacy Trail is only a mile from the community which takes to to downtown Venice or North to Sarasota. Oscar Scherer State Park is just down the road for camping, biking, kayaking, and fishing. Don't miss this great opportunity to live a resort style lifestyle! Peak season (Jan-March) $4500/month; Pre/Post Season (Dec, April) $3500/month; Off Peak (May-Nov) $2600/month. Long term 6-12 months $2850/month