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BAY STREET VILLAGE - A4699974 - 137 NAVIGATION CIR, OSPREY, FL 34229 1 Day on yellowkey
$1,950 | Condo 3 bedrooms, 2.0 bathroom, 1 car garage
Don't miss this 3BR, 2BA fully furnished condo in Osprey, offering comfort, style, and stunning lake views! The spacious kitchen is designed for both functionality and entertaining, featuring granite countertops, a breakfast bar, solid wood cabinetry, and stainless steel appliances, including a refrigerator, microwave, dishwasher, and range. The open living and dining area offers lake views and access to a screened balcony. The primary suite is conveniently located off the main living area and features a walk-in closet and a private en suite bathroom. Two additional guest bedrooms and a full guest bathroom are situated on the opposite side of the condo, providing added privacy for family members or visitors. Additional conveniences include a laundry room with a full-size washer and dryer and an attached one-car garage for secure parking and extra storage. Enjoy maintenance-free living in Bay Street Village, featuring a clubhouse, swimming pool, and fitness center! Conveniently located between Venice and Sarasota, the community offers easy access to restaurants, entertainment, beaches, shopping, and more. PMI Southwest Florida has partnered with Obligo to provide a security deposit alternative for qualified renters. ADDITIONAL FEES AND RENTAL INFORMATION: Move-In Funds: Minimum 1st month rent, 1 month security deposit. Application: $100 Application fee Association Application: $150 application fee Pets: (2) pets considered, 35lbs max. $250 Refundable pet fee and $25/mo. pet rent Utilities: Water is $80 single and $100 double occupancy. Electric tenant responsible. Included: Trash, Lawn and Pest Control THIRD PARTY PET SCREENING SERVICE: ALL applicants must complete pet screening. Create a pet and/or animal profile or "no pet" profile. You will receive a separate email to connect with our service provider and to complete your pet application (note: there is cost of $30/$25 for the first pet and $25/$20 for each additional pet.) This pet profile must be completed for your application to be considered completed. Medically necessary animals for the benefit of the occupant(s) are permitted with valid documentation from a medical or mental healthcare provider. Fees and deposits are waived for medically necessary animals. THE ESA APPROVAL MUST BE OBTAINED WITH OUR PET SCREENING SERVICE. PMI SWFL does not review/evaluate ESA documents for approval. 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. This property is professionally managed by PMI Southwest Florida.
This listing is courtesy of: PMI SOUTHWEST FLORIDA
BAY OAKS ESTS UNIT 1 - A4699469 - 534 OAK BAY DR, OSPREY, FL 34229 7 Days on yellowkey
$3,800 | Single Family Home 4 bedrooms, 3.0 bathroom, 2 car garage
AVAILABLE AUGUST 25, 2026 AS UNFURNISHED RENTAL. Very nice light and bright 4 bedroom pool home with private secluded lot in the quaint community of Oak Bay Estates in Osprey. Great access to Sarasota and Venice without having to get on I-75. New interior paint and new ceiling fans throughout. Enjoy this great home and the private pool in your spare time as the pool care and lawn and landscaping are done for you and included in the rent. This home is located in a very nice neighborhood with easy access to many restaurants, shopping and the Florida lifestyle including the Legacy Trail for biking, walking or jogging. Only 10 minutes to two of the finest beaches on the Gulf Coast at Siesta key and Nokomis beach. First and last months rent and security deposit due upfront. pets are possible and are considered on a case by case basis.
This listing is courtesy of: REALTY BY DESIGN LLC
RIVENDELL THE WOODLANDS - N6144906 - 919 SCHERER WAY, OSPREY, FL 34229 13 Days on yellowkey
$4,200 Reduced | Single Family Home 4 bedrooms, 3.0 bathroom, 3 car garage
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 desirable Rivendell neighborhood, blocks from Pine View School - one of the top-rated schools in Florida! This home offers upgrades by design and include 10’ ceilings, rich engineered hardwood floors and tile throughout living areas, a formal living room and dining room that open to the pool and lanai, accenting arches throughout, great room opening to pool with the kitchen providing a breakfast bar and nook. A sizable Master Suite with a convenient door to the pool area, Master Bath includes a large glass enclosed shower, two walk-in closets, dual sinks and soaking tub. Enjoy the Florida living with the screen enclosed pool with a swim out for the little ones -or- visit the heated community pool, playground, and nature trails. Close proximity to Shopping, Beaches, Oscar Scherer State Park, and just 20 minutes to all of the amenities of Sarasota! ~Included in Rent: Landscaping and Pool Maintenance. ~Association: Application is required.
This listing is courtesy of: COMPASS PROPERTY MANAGEMENT LLC
BLACKBURN HARBOR RESIDENCES - A4698732 - 6100 JESSIE HARBOR DR #202, OSPREY, FL 34229 14 Days on yellowkey
$5,500 | Condo 3 bedrooms, 3.5 bathroom, 1 car garage
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
This listing is courtesy of: CORCORAN DWELLINGS REALTY
BAY STREET VILLAGE - N6144854 - 4304 EXPEDITION WAY WAY #105, OSPREY, FL 34229 15 Days on yellowkey
$2,250 | Condo 3 bedrooms, 2.0 bathroom, 1 car garage
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.
This listing is courtesy of: EXIT KING REALTY
WINDSOR LODGE AT THE OAKS - A4695928 - 51 MAC EWEN DR #8, OSPREY, FL 34229 41 Days on yellowkey
$2,250 | Condo 1 bedrooms, 1.0 bathroom
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!
This listing is courtesy of: ROSSI & COMPANY INC
BAY STREET VILLAGE - A4695420 - 184 EXPLORER DR, OSPREY, FL 34229 45 Days on yellowkey
$2,150 | Townhouse 2 bedrooms, 2.0 bathroom, 1 car garage
The unit is available for rent from June 15 till December 15, 2026. The minimum rental period is 3 month. The monthly rent is $2150. The tenant is responsible for electricity and internet costs. INCLUDED IN THE LEASE : Water, sewer. 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 second floor with a one-car garage, this 2016 built condominium features a light and bright feel and has an open great room floor plan with screened lanai. Spacious “Heron” floor plan makes great use of space with two bedrooms, two baths, Attached one car garage. Kitchen features a large center island that any chef will love. Stylish design elements including 42” Scottsdale Cherry Spice, Beautiful Firenze Granite kitchen countertops, and GE stainless steel appliance package including a washer and dryer. Double slider opens to screened corner balcony. Master suite features large walk-in closet, tiled walk-in shower, and double vanity. Bay Street Village is a maintenance-free gated community that includes a resort-style heated pool, fitness room, and club room. Close to shopping, dining, beaches and Pine View school. Please schedule your private showing today. You will not be disappointed.
This listing is courtesy of: DALTON WADE INC
EDGEWATER/HIDDEN BAY BLDG B PH - A4693277 - 260 HIDDEN BAY DR #401, OSPREY, FL 34229 65 Days on yellowkey
$4,850 | Condo 3 bedrooms, 2.5 bathroom, 2 car garage
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
This listing is courtesy of: GULF COAST REALTY & MANAGEMENT
BAY STREET VILLAGE - N6144275 - 4219 FRONTIER WAY #105, OSPREY, FL 34229 66 Days on yellowkey
$2,250 Reduced | Condo 2 bedrooms, 2.0 bathroom, 1 car garage
Welcome to this immaculate 2-bedroom, 2-bathroom condo with a private 1-car garage, offering beautiful pond views from every window and a peaceful, resort-style setting. Ideally located just minutes from some of Florida’s most beautiful Gulf Coast beaches: 10 minutes to Nokomis Beach and Casey Key 15 minutes to the world-famous Siesta Key Beach Outdoor enthusiasts will love the easy access to the Legacy Trail, perfect for biking, walking, and jogging. This maintenance-free, gated community offers exceptional amenities, including: Resort-style swimming pool with cabana Fitness center Clubhouse Built for quality and peace of mind, the condo features: Solid concrete block construction Impact-resistant windows Tile roof Paver driveway Enjoy a convenient location between Sarasota and Venice, just minutes from shopping, restaurants, parks, medical facilities, and the highly acclaimed Pine View School. Water, sewer, and trash service are included in the rent. Rent: $2,250 per month
- A4692034 - 254 BURNEY RD, OSPREY, FL 34229 75 Days on yellowkey
$3,980 Reduced | Single Family Home 5 bedrooms, 4.5 bathroom, 2 car garage
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 working from home. Enjoy an open-concept layout with a modern kitchen, high-end finishes, and abundant natural light throughout. The flexible floor plan provides ample space for living, working, and entertaining. Conveniently located just minutes from Pine View School, shopping, dining, and the beautiful Gulf beaches including Siesta Key Beach. Easy access to U.S. Route 41 and I-75 makes commuting simple. Move-in ready. Don’t miss this exceptional rental opportunity!
This listing is courtesy of: FLORIDA MORNING REALTY LLC
- A4692030 - 246 BURNEY RD, OSPREY, FL 34229 75 Days on yellowkey
OAKS - A4686127 - 51 MACEWEN DR #12, OSPREY, FL 34229 124 Days on yellowkey
$2,250 Reduced | Condo 1 bedrooms, 1.0 bathroom
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 combined bedroom/living room, new kitchenette with quartz countertop, dining nook, office/dressing room, well designed bathroom with walk-in shower, office/dressing room, and stacked washer/dryer. Lobby elevator provides access to the second floor. Windsor Lodge Residents have their own private swimming pool and club house. Centrally located and 15 minutes to Siesta Key Beach. Note: Residents of Windsor Lodge do not have access to The Oak Club amenities. Available now for an seven plus month lease at $2250 month.
This listing is courtesy of: WAGNER REALTY
EMERALD WOODS AT OAKS 03 PH 02 - A4682290 - 124 TURQUOISE LN, OSPREY, FL 34229 154 Days on yellowkey
$4,500 Reduced | Single Family Home 3 bedrooms, 2.0 bathroom, 2 car garage
**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 and the Gulf of Mexico. This exceptional home showcases spacious, well-appointed rooms highlighted by elegant architectural details, custom built-ins, and abundant natural light. The expansive primary suite is a private retreat featuring rich wood flooring, a relaxing sitting area, and a luxurious en-suite bathroom complete with a soaking tub, walk-in shower, double vanities, private water closet, and three large, professionally organized closets. The chef-inspired kitchen is both functional and elegant, featuring stainless steel appliances, solid wood cabinetry, slab granite countertops, a wine cellar, breakfast bar, butler’s pantry, and a charming breakfast nook overlooking the pool and waterfall. Step outside to your private outdoor oasis. The screened lanai includes a fully equipped outdoor kitchen with a gas grill, refrigerator, and sink — perfect for entertaining. The resort-style heated pool and spa feature a stunning cascading waterfall, creating a relaxing and luxurious atmosphere. Beyond the lanai, the tropical backyard showcases a beautifully designed rock-paved pathway leading to additional patio areas, surrounded by lush landscaping and enhanced by enchanting evening lighting that transforms the yard into a magical retreat. This home is also located close to several excellent schools, including Pine View School for the Gifted, Laurel Nokomis School, and Venice High School. Schedule your private tour today and experience luxury Florida living at its finest. This community is governed by a homeowners' association (HOA). The HOA charges fees for lease applicants, which may include application processing, background screening, and common area deposits. Please contact the agent for specific HOA fee details.
This listing is courtesy of: RENT SARASOTA
EDGEWATER/HIDDEN BAY PH 3 - A4680486 - 280 HIDDEN BAY DR #203, OSPREY, FL 34229 167 Days on yellowkey
$3,795 | Condo 3 bedrooms, 2.0 bathroom
This second-story unit in Edgewater at Hidden Bay is ready for move-in and is offered furnished or unfurnished. The apartment includes 3 bedrooms, 2 bathrooms, modern finishes, and steady natural light throughout. The kitchen provides ample cabinet storage, a breakfast bar, quartz countertops, and all major appliances, including a stainless-steel refrigerator, microwave, dishwasher, and range. The open living area connects to a screened balcony for additional usable space! The primary bedroom also includes access to the screened balcony, with additional details including dual walk-in closets and an en suite bathroom for added privacy. Two additional bedrooms are included in this unit, complete with spacious closet space for all your wardrobe needs. A guest bathroom down the hall and a laundry room with additional storage complete the rest of this apartment! Underbuilding covered and secured parking provides each unit with one assigned space, and locked storage units across the main building includes additional storage for its residents. Sorry, no pets for renters. Welcome to Edgewater at Hidden Bay! Located in Osprey, Florida on the shores of Little Sarasota Bay, you'll find a vibrant, gated, waterfront condominium community that's rich with amenities such as a newly renovated clubhouse with catering kitchen and fitness room, a resort-style pool and spa, tennis and pickleball courts, a Tiki hut for grilling and entertaining, a kayak launch and meandering boardwalks that access a pond with water features and a fishing pier that allows you to watch nightly sunsets. ADDITIONAL FEES AND RENTAL INFORMATION: Move-In Funds: Minimum 1st month rent, 1 month security deposit. Application fee: $100 Application fee. Water: $120/ month Electric: Tenant Responsibility Included: Basic cable and internet are included. Laundry: In unit Washer/Dryer THIRD PARTY PET SCREENING SERVICE: ALL applicants must complete pet screening. Create a pet and/or animal profile or "no pet" profile. You will receive a separate email to connect with our service provider and to complete your pet application (note: there is cost of $30/$25 for the first pet and $25/$20 for each additional pet.) This pet profile must be completed for your application to be considered completed. Medically necessary animals for the benefit of the occupant(s) are permitted with valid documentation from a medical or mental healthcare provider. Fees and deposits are waived for medically necessary animals. THE ESA APPROVAL MUST BE OBTAINED WITH OUR PET SCREENING SERVICE. PMI SWFL does not review/evaluate ESA documents for approval. 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. This property is professionally managed by PMI Southwest Florida.
EDGEWATER/HIDDEN BAY PH 3 - A4680472 - 280 HIDDEN BAY DR #202, OSPREY, FL 34229 167 Days on yellowkey
$3,595 | Condo 3 bedrooms, 2.0 bathroom
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 and partial views of Little Sarasota Bay. All three bedrooms are thoughtfully designed for everyday comfort, with the primary suite featuring dual closets and an immaculate en suite bathroom for added convenience! A full-size washer and dryer are included for hassle-free laundry days. Underbuilding covered and secured parking provides each unit with one assigned space, and locked storage units across the main building provide additional storage for its residents. Sorry, no pets for renters. For added convenience, the condo includes a full-size washer and dryer. Under the building is a covered and secured parking lot, providing each unit with (1) assigned parking spot for added security. Locked storage units across the main building also feature additional storage! Hidden Bay offers a serene, resort-style environment surrounded by scenic waterways and lush green spaces. Residents enjoy access to a community pool, tennis and pickleball courts, a clubhouse, and a fully equipped fitness center, making it the perfect setting for those seeking comfort, convenience, and a touch of luxury. ADDITIONAL FEES AND RENTAL INFORMATION: Move-In Funds: Minimum 1st month rent, 1 month security deposit. Application fee: $100 Application fee. Association Application: Pets: Only ESA Animals allowed. Water: $120/ month Electric: Tenant Responsibility Included: Basic cable and internet are included. Laundry: In unit Washer/Dryer THIRD PARTY PET SCREENING SERVICE: ALL applicants must complete pet screening. Create a pet and/or animal profile or "no pet" profile. You will receive a separate email to connect with our service provider and to complete your pet application (note: there is cost of $30/$25 for the first pet and $25/$20 for each additional pet.) This pet profile must be completed for your application to be considered completed. Medically necessary animals for the benefit of the occupant(s) are permitted with valid documentation from a medical or mental healthcare provider. Fees and deposits are waived for medically necessary animals. THE ESA APPROVAL MUST BE OBTAINED WITH OUR PET SCREENING SERVICE. PMI SWFL does not review/evaluate ESA documents for approval. 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. This property is professionally managed by PMI Southwest Florida.
EDGEWATER/HIDDEN BAY PH 3 - A4679931 - 280 HIDDEN BAY DR #201, OSPREY, FL 34229 170 Days on yellowkey
$3,775 Reduced | Condo 3 bedrooms, 2.5 bathroom
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 entertaining. Expansive windows fill the interior with natural light while offering partial views of Little Sarasota Bay, enhancing the home's bright and inviting atmosphere. The spacious bedrooms and designer bathrooms provide comfort and style, while the flexible office space adds valuable functionality for work or relaxation. For added convenience, the condo includes a full-size washer and dryer. Under the building is a covered and secured parking lot, providing each unit with (1) assigned parking spot for added security. Locked storage units across the main building also feature additional storage! Hidden Bay offers a serene, resort-style environment surrounded by scenic waterways and lush green spaces. Residents enjoy access to a community pool, tennis and pickleball courts, a clubhouse, and a fully equipped fitness center, making it the perfect setting for those seeking comfort, convenience, and a touch of luxury. ADDITIONAL FEES AND RENTAL INFORMATION: Move-In Funds: Minimum 1st month rent, 1 month security deposit. Application fee: $100 Application fee. Association Application: Pets: Only ESA Animals allowed. Water: $120/ month Electric: Tenant Responsibility Included: Basic cable and internet are included. Laundry: In unit Washer/Dryer THIRD PARTY PET SCREENING SERVICE: ALL applicants must complete pet screening. Create a pet and/or animal profile or "no pet" profile. You will receive a separate email to connect with our service provider and to complete your pet application (note: there is cost of $30/$25 for the first pet and $25/$20 for each additional pet.) This pet profile must be completed for your application to be considered completed. Medically necessary animals for the benefit of the occupant(s) are permitted with valid documentation from a medical or mental healthcare provider. Fees and deposits are waived for medically necessary animals. THE ESA APPROVAL MUST BE OBTAINED WITH OUR PET SCREENING SERVICE. PMI SWFL does not review/evaluate ESA documents for approval. 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. This property is professionally managed by PMI Southwest Florida.
OAKS 2 PH 2 - A4659277 - 852 MACEWEN DR, OSPREY, FL 34229 360 Days on yellowkey
$7,000 | Single Family Home 3 bedrooms, 3.5 bathroom, 3 car garage
**CHARMING and PRIVATE, GOLF COURSE ESTATE** is located behind the Secure Gates of the highly sought after Oaks Country Club community and offers a Lovely, Golf Course View of the 17th Fairway of the interior, Heron Golf Course. This Spacious, Light and Bright, Open Floorplan of OVER 4500sf entails 3-BEDS, 3 FULL and 1 HALF BATHS, Study/Den, Bonus Room / Entertaining area with Fireplace and Wetbar, 3-CAR GARAGE, etc. Premium features abound including Crown moldings, Marble and wood floors, Coffered ceiling, Custom built-ins, a well-equipped kitchen with Granite countertops, Stainless Steel Appliances including KitchenAid and Fisher & Paykel, and much more! An Expansive Primary Bedroom Suite features a Bonus Room, Walk-In Closet, dual vanities, soaking tub and custom-tiled shower. Enjoy OUTDOOR LIVING at its FINEST in an Expansive, Screened Lanai with PEBBLETEC Pool & Spa and Outdoor Kitchen in a serene setting. NEW HURRICANE IMPACT SLIDING DOORS and WINDOWS; ROOF (2015). 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. **ENJOY VIEWING THE 3D VIRTUAL TOUR**
This listing is courtesy of: GENEROUS PROPERTY
BLACKBURN HARBOR RESIDENCES - A4651384 - 5100 JESSIE HARBOR DR #504, OSPREY, FL 34229 436 Days on yellowkey
$6,950 | Condo 3 bedrooms, 2.0 bathroom
CLOSE TO NOKOMIS BEACH! BOOKED JAN/FEB/MAR 2027. AVAILABLE APR 2027 $6,950/MONTH. Beautiful direct waterfront 5th Floor condo located in Blackburn Harbor Residences with 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 foyer, you are met with a bright and open floor plan with a separate dining area, large living room leading onto the covered and furnished balcony with its magnificent water views! The spacious and beautifully updated kitchen has granite countertops and stainless-steel appliances and is fully equipped. The primary suite has a king-sized bed, en-suite bathroom with a large walk-in shower, a separate soaking tub, and dual sinks. There are two additional guest rooms, one with a queen-sized bed and the other has 2 twin beds, plus a separate guest bathroom with walk-in shower, large granite vanity area with a single sink, and a separate laundry room with full-size side-by-side washer and dryer. The condo has an assigned parking space in the underground garage. Blackburn Harbor is a gated community and offers many amenities, which include a heated pool, fitness center, clubhouse, pickleball and tennis courts, shuffleboard, kayak launch, boat dock and fishing pier. In addition, there is a gazebo, outdoor grills and walking trails. The waterway leads out to the Intracoastal Waterway, with access to the Gulf of Mexico. You are in walking distance to Oscar Scherer Park, a short drive to the beautiful gulf beaches of Nokomis Beach, Casey Key, South and North Jetty, Venice Beach, Caspersen Beach, and the famous Siesta Key Beach! Plus, there is an abundance of shopping and dining, from the beautiful Historic Venice to Downtown Sarasota which is full of entertainment of all kinds! Np pets allowed.
This listing is courtesy of: JENNETTE PROPERTIES INC
PINE RUN II - A4644465 - 101 WOODLAND PL, OSPREY, FL 34229 485 Days on yellowkey
$6,950 | Townhouse 3 bedrooms, 2.5 bathroom , 1 car carport
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 Kitchen is EAT-IN. Main Bedroom Suite is on the first floor and two second story bedrooms. Private screened patio lanai to relax in paradise with a nature view and birdsong. Carport parking. Pine Run is a friendly community. Amenities two heated pools, tennis courts, three pickle ball courts, canopy tree lined walking trails, brick patio with fire pit and grill, kayak storage and Club House. Located less than a half mile from the Gulf of Mexico and the inland waterway. Pine Run sits halfway between Sarasota and Venice on Blackburn Point Road. Less than 15 minutes drive and you are on Nokomis Beach with plenty of parking available. Oscar Scherer State Park is less than a mile south and the Legacy Bike Trail from Venice to Sarasota runs just east of Pine Run. Great walking neighborhood; Publix, CVS, stores, services and restaurants conveniently located. Rates for December through April $6950 and May through November $3600 monthly + 13% tax. Additional charges Sales and Resort Taxes (13%) and Departure Clean. Rates include all utilities and WIFI. NO PETS / NO SMOKING
MERIDIAN AT THE OAKS PRESERVE - A4640065 - 3603 N POINT RD #602, OSPREY, FL 34229 512 Days on yellowkey
$5,900 | Condo 3 bedrooms, 3.0 bathroom, 1 car garage
**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 counter and Stainless-Steel appliances, etc. The Owner’s Bedroom Suite features a Walk-in Closet, Dual Vanities, Soaking Tub and Stunning, Custom Tiled Shower. The Spacious, Screened Balcony offers a PRIVATE and serene setting where you can view wonderful wildlife and Gorgeous Sunsets! This residence includes a single, covered parking space and climate-controlled storage unit. The adjacent Amenity Center offers exclusive access to Meridian Condo residents and features a Heated Pool & Spa, Fitness facility and Outdoor Grilling area. The Oaks-Preserve is just minutes from nationally ranked Pine View School, the Legacy Bike Trail, Area Beaches including #1 Rated Siesta Key and all that Gulf Coast living has to offer.
VILLAS AT BELLAGIO HARBOR VILLAGE - A4622973 - 14041 BELLAGIO WAY #316, OSPREY, FL 34229 673 Days on yellowkey
$8,000 Increased | Condo 3 bedrooms, 2.0 bathroom, 2 car garage
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 floor end unit. Upon entering, you are met with a spacious foyer which leads to the nicely appointed rooms. The kitchen has wood cabinets and granite counters, stainless steel appliances and comes fully equipped. Off of the kitchen is the living/dining area with sliding glass doors opening onto the large, spacious balcony overlooking the bay/harbor. The master suite has a king-sized bed, large walk-in closet, en-suite bathroom with separate shower and soaking tub, and private water closet. Enjoy more water views from the master bedroom with sliders opening onto the balcony. The 2nd bedroom is nicely furnished with a queen-sized bed, bedroom 3 has 2 twin beds, and guest bathroom has a walk-in shower and single vanity. There is a large separate laundry room with washer, dryer, a sink and plenty of storage cupboards. Wake up to the amazing waterfront views and enjoy your morning coffee on the furnished balcony. Osprey Harbor Village has it all! The Community has a resort-style bay-front heated pool and spa, sauna room, state-of-the-art fitness facility and a clubhouse with flat-screen TV's, kitchen, BBQ grills, fishing pier, boat docks, kayak launch, boat storage, on-site full-service marina and waterfront restaurant. covered under building garage parking for two cars, with elevators leading to your condo. Only minutes to the incredible Nokomis Beach, Siesta Key, and Venice Beach, shopping, dining, including the renowned Casey Key Fish House and Deep Lagoon, and walking distance to Blackburn Point Park! Easy access to I75 to University Town Center and Mall where there is an abundance of shops and restaurants.
OAKS - A4594860 - 293 TURQUOISE LN, OSPREY, FL 34229 917 Days on yellowkey
$5,750 | Single Family Home 3 bedrooms, 2.0 bathroom, 2 car garage
**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.
BAY STREET VILLAGE - A4517611 - 152 NAVIGATION CIR #107, OSPREY, FL 34229 1707 Days on yellowkey
$4,500 | Condo 3 bedrooms, 2.0 bathroom, 1 car garage
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 solid wooden cabinetry, topped with slab granite counters and breakfast bar and complemented with stainless steel appliances. The master suite is spacious with a king bed, walk in closet and en suite bathroom with walk in shower and double vanity. There are two additional bedrooms-one with a queen size bed and one set up as a den with a pull out couch. The amenity package features a resort style heated pool, club room, fitness center and BBQ grills. Bay Street Park is right across the street and you'll find yourself close to the beach, downtown Sarasota or Venice, the Legacy Trail, shopping, dining and museums. RENTED FEB-MARCH 2027. This community is governed by a homeowners association. Approval may include an application, background screening, fees, and an approval process. Contact the agent for details. Call now for your next vacation in the Florida sunshine!
HIDDEN BAY - A4410764 - 293 HIDDEN BAY DR #203, OSPREY, FL 34229 2894 Days on yellowkey
$5,000 | Condo 2 bedrooms, 2.0 bathroom, 1 car garage
AVAILABLE 2027 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 inside unit. Nicely renovated with closet barn doors. Stainless appliances. Detached one car garage immediately in front of condo and plenty of parking. PET OKAY with owner approval and nonrefundable pet fee. Resort style community pool, heated spa, fitness room, tennis courts, reading room, BBQ area with covered bar for guests, community clubhouse with kitchen. Short distance to shores of Little Sarasota Bay, Casey Key, Siesta Key. Fishing pier. Easy commute to shopping, restaurants and more. NO CATS. OWNER HAS ALLERGIES. CALL AGENT FOR MORE INFORMATION. Rentals under 6 months are subject to Sales and Tourist tax(13%). Note that rates are subject to change without notice and reservations are not guaranteed until initial reservation deposit is received.