Sarasota's Premier Homes

557 CRANE PRAIRIE WAY

OSPREY , FL 34229

MLS#: A4674620

$5,500

Status: Active
Listing number: A4674620
Listing provided by: PREFERRED SHORE LLC
Listing agent phone: None
Last update: 7 days ago
On site: 7 days ago
Browse Properties
WILLOWBEND PH 4 - Residential Lease

Property

Beds

3

Full Baths

2

1/2 Baths

None

Year Built

2005

Sq.Footage

2,172

Welcome to this beautiful fully furnished 3-bed, 2-bath home in the gated community of Willowbend in Osprey. With 2,172 sq ft of bright, open living space, this seasonal rental offers comfort, style, and plenty of room to relax. Enjoy a spacious kitchen, a large primary suite, and a peaceful screened lanai perfect for morning coffee or evening sunsets. The community features a pool, fitness room, and scenic walking areas. Close to beaches, shopping, restaurants, and all that the Sarasota and Venice area. Available for monthly seasonal stays—just bring your suitcase and enjoy Florida living.

Features & Amenities

Interior

  • Other Interior Features

    High Ceilings, Open Floorplan, Walk-In Closet(s)

  • Total Bedrooms

    3

  • Bathrooms

    2

  • Cooling YN

    YES

  • Cooling

    Central Air

  • Fireplace YN

    NO

  • Heating YN

    YES

  • Heating

    Central, Electric, Natural Gas

  • Pet friendly

    No

Exterior

  • Garage

    Yes

  • Garage spaces

    2

  • Parking

    Attached

  • Pool

    No

  • Waterfront YN

    NO

  • View

    Pond, Water

Area & Lot

  • Lot Size(acres)

    0.18

  • Property Type

    Residential Lease

  • Property Sub Type

    Single Family Residence

Price

  • Sales Price

    $5,500

  • Sq. Footage

    2, 172

  • Price/SqFt

    $2

HOA

  • Association

    Yes

  • Association Fee Includes

    N/A

School District

  • Elementary School

    N/A

  • Middle School

    N/A

  • High School

    N/A

Property Features

  • Association Amenities

    Clubhouse, Maintenance

  • Senior Community YN

    NO

Schedule a Showing

Showing scheduled successfully.

<
>
IN PERSON
VIA CHAT

What is 3 + 4 ?


Change time

Mortgage calculator

Estimate your monthly mortgage payment, including the principal and interest, property taxes, and HOA. Adjust the values to generate a more accurate rate.

Your payment

Principal and Interest:

$

Property taxes:

$

HOA fees:

$

Total loan payment:

$

Total interest amount:

$

Location

County

Sarasota

Elementary School

Middle School

High School

Listing Courtesy of Craig McCoy , PREFERRED SHORE LLC

RealHub Information is provided exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change or withdrawal. RealHub website owner shall not be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless.

Agent MichaelGraf

Business Coach | Executive Sales Associate | Realtor®

MichaelGraf

Call Michael today to schedule a private showing.

(941) 315-6980

michael@thegrafgroupvip.com


* Listings on this website come from the FMLS IDX Compilation and may be held by brokerage firms other than the owner of this website. The listing brokerage is identified in any listing details. Information is deemed reliable but is not guaranteed. If you believe any FMLS listing contains material that infringes your copyrighted work please click here to review our DMCA policy and learn how to submit a takedown request.© 2024 FMLS.
Welcome to this beautiful fully furnished 3-bed, 2-bath home in the gated community of Willowbend in Osprey. With 2,172 sq ft of bright, open living space, this seasonal rental offers comfort, style, and plenty of room to relax. Enjoy a spacious kitchen, a large primary suite, and a peaceful screened lanai perfect for morning coffee or evening sunsets. The community features a pool, fitness room, and scenic walking areas. Close to beaches, shopping, restaurants, and all that the Sarasota and Venice area. Available for monthly seasonal stays—just bring your suitcase and enjoy Florida living.

557 CRANE PRAIRIE WAY

Message successfully sent.

What would you like to know?

What is 3 + 4 ?

Related Properties

AVAILABLE THIS SEASON JANURY AND FEBRUARY 2026.***No smoking,no pets permitted. Due at signing - total rent,security deposit,cleaning fee of $250,HOA fee of $150 and sales tax applicable. Heated swimming pool,small club house,gym and cabana across the street from this condo. Positioned perfectly in the highly coveted community of Bay Street Village,this second-story turnkey condo has two bedrooms (king size bed in the master and full size trundle with a twin pullout),two bathrooms and is a quick walk to the beautiful heated resort style pool. After walking through the front door and up the stairs,an open floor plan awaits,leading to a beautifully furnished living area,and a modern kitchen with a sliding-glass door to the screened balcony. The kitchen provides generous storage,granite counters,and stainless steel appliances. In addition,the condo comes with in-unit laundry. Single (attached) garage on first floor where you will find beach chairs,and items you might need to enjoy a day at the beach. Located perfectly between world famous Siesta Key and Nokomis Beach,you will have your feet in the beautiful powder sand of the gulf in under 15 minutes no matter the direction you go! Community amenities include gated entry,luxurious outdoor HEATED POOL,and gym. Utilities are included in the rent. This condo is less than 6 miles to Nokomis Beach,8 miles to Siesta Key Beach,8.5 miles from Venice Beach,and 2.5 miles from Oscar Scherer State Park,1 mile to Legacy Bike trail.
#N6141845

OSPREY

4243 EXPEDITION WAY 4243

2 Beds

2 Baths

1,335 Sq.Ft.

$4,500

MLS#: N6141845

Welcome home to Willow Bend, a tropical maintenance-free community located in middle of everything southwest Florida has to offer! Gorgeous turnkey 3 bedroom& 2 Bath Furnished annual rental near Nokomis Beach. Peaceful Lake views on an oversized lot. The pretty lanai features travertine marble tile and a HEATED POOL. Many upgrades include quartz kitchen counters, wood plank oak flooring, and custom closets. Master Bathroom has two walk in closets with ensuite bath and spa tower. Dedicated Office space comes equipped with built in cabinetry and plantation shutters. Laundry room with storage closet with an oversized sink and custom shelving, plus a 2-car garage with air-conditioning capabilities .Dynamite location in Osprey, near the Intracoastal Waterway, beaches, Legacy Trail, shopping, dining, grocery, coffee shop and tiki bars are minutes away. Top-rated Pine View School is within a short distance. Maintenance free has heated community pool, high speed internet, fitness center, pickleball court and playground. Move in Ready* Furnished*Annual Rental*Or Seasonal rental available 6-8 months 1st*last*and security* Dogs Allowed*Tenant Pays Electric ,Cable, Internet & Water* Application fee $30. AVAILABLE Second Week of December. Schedule a private showing today.
#A4671839

OSPREY

1308 THORNAPPLE DRIVE

3 Beds

2 Baths

2,188 Sq.Ft.

$4,500

MLS#: A4671839

Experience Waterfront Luxury at 716 Sarabay Road, Osprey, FL. Welcome to your private waterfront retreat on Little Sarasota Bay. This stunning 2-bedroom, 3-bath residence offers over 100 feet of direct bay frontage and has been meticulously renovated throughout, combining modern luxury with timeless coastal charm. The open-concept living space is bright and inviting, featuring designer finishes and sweeping water views from nearly every room. The chef’s kitchen is truly the heart of the home—complete with a large center island, brand-new stainless steel appliances, and abundant counter and storage space—perfect for both entertaining and everyday living. Step outside to your private oasis, where a sparkling pool and spa overlook the tranquil waters of the bay. There is also a bonus room which is perfect for an office or craft room. Situated on over an acre of lush, manicured land, this property provides the peace and privacy of an estate setting while still being moments from everything Osprey and Sarasota have to offer. Whether you’re considering a future bayfront purchase or simply seeking to experience the waterfront lifestyle, 716 Sarabay Road delivers an unmatched combination of comfort, convenience, and coastal beauty. Available for annual or seasonal lease. Conveniently located near Osprey Village shops, Casey Key, Nokomis Beach, and just a short drive to Sarasota and Venice.
#N6141320

OSPREY

716 SARABAY ROAD

2 Beds

3 Baths

1,709 Sq.Ft.

$6,000

MLS#: N6141320

**TURNKEY FURNISHED, PENTHOUSE Condo Unit has been FULLY RENOVATED** This 8TH FLOOR, Light and Bright, 3-BEDROOM plus 3 FULL BATH dwelling with screened balcony is available beginning in September, 2025. The 2055sf floorplan is tastefully furnished and offers superb views of the Intracoastal Waterway and Gulf. This unit was fully renovated in 2023 with updated oak hardwood flooring, new kitchen cabinets and appliances, marble bathrooms and beautiful light fixtures and chandeliers. Indulge in spacious, carefree living with three thoughtfully designed bedrooms, each offering a blend of comfort and style and each with its own bathroom. The third bedroom has been converted to a den/office with a sleeper sofa. The gourmet kitchen is equipped with high-end stainless-steel appliances, wine chiller, quartz countertops, spacious bar and dining area. Open concept living space allows for indoor/outdoor living and taking in the breathtaking sunsets. Experience the pinnacle of security and privacy with 24/7 gated community living, secured building and elevator entrance directly to your unit. Your guests will enjoy exclusive use of pool, jacuzzi, fitness center, grilling area and clubhouse for social gatherings. Scenic walking trails throughout the neighborhood. 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. **Available Oct. 1st, Pets Allowed.**
#A4664489

OSPREY

409 N POINT ROAD 802

3 Beds

3 Baths

2,055 Sq.Ft.

$6,000

MLS#: A4664489

Annual Turnkey Furnished or short term 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 powder room in an open floor plan. The kitchen is large with solid wooden soft close, shaker style cabinetry topped with slab granite counters with a breakfast bar on peninsula with seating for 4. This room has a tray ceiling and is complimented with stainless steel appliances. The dining area will seat six comfortably and has your amazing water views. The condo also features a large laundry room with sink, granite counters for folding, hanging rack and upper and lower extra storage, as well as assigned parking garage for one with adjacent huge storage closet. This is a secure community with gated access to the community, and controlled lobby access, and for your weather concerns there are catagory 5 hurricane grade windows recently installed. The building itself is built like a tank-poured concrete floors and walls between units reinforced with rebar. The amenity package in this community is impressive, with a large clubhouse with full catering kitchen, lounge, library, fitness center, resort style pool and spa with tables and umbrella's and a covered shaded area, BBQ grills and outdoor dining area in a Tiki Hut, and a board walk leading to an island with fountains spraying! Tennis or pickleball-YES! There is also a trail at the rear of the community leading near the water on a board walk. This slice of heaven can also be rented during HIGH SEASON ( December thru April) at $6000/month + 13% tax. You will also find yourself convenient to shopping, dining, Siesta Key Beach, and downtown Sarasota with theater, opera, museums and more fun! Call today for your incredible home!
#A4664275

OSPREY

260 HIDDEN BAY DRIVE 504

2 Beds

2 Baths

1,950 Sq.Ft.

$5,000

MLS#: A4664275

REDUCED FOR THE SEASON! Stylish 3BR Pool Home w/ Office – 10 Mins to Beach ****SEASONAL RENTAL ONLY**** 60 Day minimum stay in Peak Season at $8,900/mo plus fees; Minimum 60 Day stay in Off Season at $6,500/mo plus fees. Your Gulf Coast getaway awaits at this beautifully furnished 3-bedroom, 3-bath pool home in the scenic Willowbend community of Osprey, FL. Ideal for mid-term stays, this spacious retreat features a private screened-in pool, open-concept living, and a dedicated office workspace—perfect for remote work and extended relaxation. The fully equipped kitchen boasts granite countertops and stainless steel appliances, flowing into a bright living area and a covered lanai for outdoor dining and lounging. The master suite offers direct pool access and a spa-like bath for ultimate comfort. Beach gear provided: chairs, umbrella, cooler, and towels Dedicated home office setup with desk, chair, and fast Wi-Fi Distance to beaches: - Nokomis Beach – 10 minutes - Casey Key – 12 minutes - Siesta Key – 20 minutes Guests enjoy full access to Willowbend’s resort-style amenities: a heated pool and spa, fitness center, pickleball and basketball courts, and peaceful walking trails. Please Note: This home is part of an HOA that requires guest registration. After booking, we will request basic information to complete and submit the application. All HOA application fees are included in the rental cost—no surprises.
#A4661768

OSPREY

521 HABITAT BOULEVARD

3 Beds

3 Baths

2,266 Sq.Ft.

$6,500

MLS#: A4661768

Price reduced
CLOSE TO NOKOMIS BEACH! AVAILABLE JAN/FEB/MAR/APR 2026 $6,000/MONTH. Beautiful 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.
#A4651384

OSPREY

5100 JESSIE HARBOR DRIVE 504

3 Beds

2 Baths

2,143 Sq.Ft.

$6,000

MLS#: A4651384

**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.
#A4640065

OSPREY

3603 N POINT ROAD 602

3 Beds

3 Baths

2,545 Sq.Ft.

$5,900

MLS#: A4640065

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. Available NOW AND DURING HIGH SEASON (DECEMBER THRU APRIL). 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!
#A4517611

OSPREY

152 NAVIGATION CIRCLE 107

3 Beds

2 Baths

1,528 Sq.Ft.

$4,500

MLS#: A4517611

Rental Inquiry

Rental Inquiry

Send a message

Message successfully sent.

Your message

What is 3 + 4 ?

- property

Send a message

Message successfully sent.

Your message

What is 3 + 4 ?

Reason for contacting?

Sign Out

Virtual Assistant

Would you like to take the next step with this property? We can help you schedule a showing or virtual tour, or send you more details.

Yes, I would like more information.

Thank You for Your Reply, One of Our Agents will contact you as soon as possible

No, maybe later.

Thank you, you can always contact me via email, phone number or through the contact form.

Realhub AI

Lucy - Your AI-Powered Realtor

Update Your Temporary Password

Personalize your search

Enter your email and we'll notify you immediately when new listings match what you're looking for.

or enter email address

Already have an account ? Login here

Continue your home search

Already have an account ? Login here

We use cookies

We use cookies primarily for analytics to enhance your experience. By accepting, you agree to our use of these cookies. You can manage your preferences or learn more about our cookies policy.

Privacy Policy Terms of Service