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Property Description
Experience luxury island living in this beautifully fully remodeled 2-bedroom, 2-bath residence located in the Bay Isles community on Longboat Key. Situated within the highly desirable Bay Harbour community, this modern coastal retreat is turnkey furnished and ready for immediate occupancy with flexible lease terms available from 6 to 12 months. Step inside to discover a bright and open floor plan featuring upscale contemporary finishes, designer furnishings, updated flooring, a stunning modern kitchen with premium appliances, and elegantly renovated bathrooms. The spacious primary suite offers a relaxing retreat, while the second bedroom provides comfortable accommodations for guests or a home office setup. Expansive living spaces and a private balcony create the perfect atmosphere for enjoying the coastal lifestyle. Residents of Bay Harbour enjoy exceptional resort-style amenities including a waterfront heated pool and spa, fitness center, clubhouse with social room, kayak launch, secure under-building parking, beautifully maintained grounds, and marina access with stunning Sarasota Bay views. As part of Bay Isles, tenants also receive access to the exclusive Bay Isles Beach Club featuring private deeded beach access on the Gulf of Mexico, gated parking, picnic areas, grills, restrooms, and some of Longboat Key's most pristine sand beaches. Perfectly located just minutes from St. Armands Circle, world-class dining, golf courses, marinas, shopping, and downtown Sarasota, this residence offers the ultimate combination of luxury, convenience, and island charm. Available for minimum 6-month lease up to 12 months. Fully furnished and move-in ready.
Full Property Details
Full Property Details for 2020 Harbourside Dr #446
General
- Rent: $5,950
- Status: Active
- Type: Condo
- Source: MidFloridaRegionalMLS
- MLS ID: A4695127
- Updated: 5/28/2026
- Added to Site: 1 day(s) ago
Rental Information
- Min. Lease: 6 Months
Interior
- Number of Rooms: 1
- Interior Features: Ceiling Fan(s), Living Room/Dining Room Combo, Thermostat
- Appliances: Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Ice Maker, Microwave, Range, Refrigerator, Washer
- Furnishings: Unfurnished
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 2
Other Rooms
- Laundry: Inside
Exterior
- Exterior Features: Tennis Court(s)
- Deck/Patio: Covered, Patio
- Porch/Patio/Deck: Covered, Patio
Parking
- Garage: Yes
- Garage Spaces: 1
- Covered Spaces: 1
Location
- Area: 34228 - Longboat Key
- County: Sarasota
- Development Name: 34228 - Longboat Key
- Subdivision: FAIRWAY BAY 2 PH 1
- Driving Directions: From I-75, take University Parkway west toward Sarasota/Longboat Key. Continue onto Gulf of Mexico Drive through St. Armands Circle and follow Gulf of Mexico Drive north onto Longboat Key. Turn into the Bay Isles entrance and continue to Bay Harbour. The residence is located at 2020 Harbourside Drive, Unit 446.
Community
- Community Name: 34228 - Longboat Key
- Community Features: Clubhouse, Fitness Center, Gated Community - Guard, Tennis Court(s)
- Association: Yes
- Assoc. Name: JT
- Number of Pets: 1
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central
Structural Information
- Stories/Levels: One
- Square Feet: 1,270
- Year Built: 1984
Lot Features
- Property View: Water
- Lot Size (Acres): 3.9
- Lot Size (Sq. Ft.): 169,941
- Lot Size: 3.9013
- Street/Road Desc.: Asphalt
Water Features
- Water Front: Yes
- Water View: Yes
- Water Access: Yes
- Water Access Desc: Bay/Harbor, Gulf/Ocean, Gulf/Ocean to Bay
- Water Front Desc.: Bay/Harbor, Gulf/Ocean
Financial Considerations
- Lease Price: $5,950
- Assoc Fee Desc.: None
- Application Fee: $100
- Pet Deposit: $300
Disclosures and Reports
- APN: 8022053
- Property ID: 8022053
Listed by Vive Realty
Schools
Schools serving 2020 Harbourside Dr #446
School District:Sarasota County School District
| Name | Grades | Distance |
|---|---|---|
Southside Elementary School, Sarasota, FL 1901 Webber Street, Sarasota, FL 34239 | PK-5 | 6.1 mi |
Booker Middle School 2250 Myrtle Street, Sarasota, FL 34234 | 6-8 | 5.4 mi |
Booker High School 3201 North Orange Avenue, Sarasota, FL 34234 | 9-12 | 4.5 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price History for 2020 Harbourside Dr #446
Date
Details
Price
Change
Source
5/28/2026
Listed
$5,950
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
2020 Harbourside Drive #446, Longboat Key, FL 34228 (MLS# A4695127) is a Condo property with 2 bedrooms and 2 full bathrooms. 2020 Harbourside Drive #446 is currently listed for rent at $5,950 and was received on May 28, 2026. Want to learn more about 2020 Harbourside Drive #446? Do you have questions about finding other real estate for sale or rent in Longboat Key? You can browse all Longboat Key rentals or contact a Coldwell Banker agent to request more information.

