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$4,995 - 2020 Harbourside Drive 446, LONGBOAT KEY

2
Bedrooms
2
Baths
1,270
SQ. Feet
3.9
Acres

Experience luxury island living in this beautifully remodeled 2-bedroom, 2-bath residence located in the highly sought-after Fairway Bay community within Bay Isles on Longboat Key. Available for immediate occupancy, this turnkey furnished coastal retreat offers flexible lease terms from 6 to 12 months. Step inside to discover a bright and open floor plan featuring upscale contemporary finishes, , updated flooring, a stunning modern kitchen with premium appliances, and elegantly renovated bathrooms. The spacious primary suite provides a peaceful retreat, while the second bedroom offers comfortable accommodations for guests or an ideal home office. Expansive living spaces and a private balcony create the perfect setting to relax and enjoy the Florida lifestyle. Residents of Fairway Bay enjoy an exceptional array of resort-style amenities, including a heated community pool, a beautifully maintained clubhouse, and a fully equipped fitness center. Tennis and pickleball enthusiasts will appreciate access to two regulation tennis courts that can also be configured into four pickleball courts, offering year-round recreation just steps from home. As part of the exclusive Bay Isles community, residents also enjoy access to the private Bay Isles Beach Club, featuring deeded Gulf-front beach access with some of Longboat Key's most beautiful sand beaches. The Beach Club offers gated parking, picnic areas, grills, restrooms, and the perfect setting to enjoy spectacular Gulf sunsets. Outdoor enthusiasts will also appreciate access to the Bay Isles marina area and kayak launch with direct access to Sarasota Bay. Ideally situated on Longboat Key, this residence is just minutes from St. Armands Circle, Longboat Key Club, championship golf courses, waterfront dining, marinas, boutique shopping, and the cultural attractions of downtown Sarasota. Whether you're seeking a seasonal retreat or an extended island stay, this residence offers the perfect combination of luxury, convenience, and coastal living. Available immediately with lease terms ranging from 6 to 12 months.

Essential Information

  • MLS® #:
    A4695127
  • Price:
    $4,995
  • Bedrooms:
    2
  • Bathrooms:
    2.00
  • Full Baths:
    2
  • Square Footage:
    1,270
  • Acres:
    3.90
  • Year Built:
    1984
  • Type:
    Residential Lease
  • Sub-Type:
    Condominium
  • Status:
    Active

Community Information

  • Address:
    2020 Harbourside Drive 446
  • Area:
    Longboat Key
  • Subdivision:
    FAIRWAY BAY 2 PH 1
  • City:
    LONGBOAT KEY
  • County:
    Sarasota
  • State:
    FL
  • Zip Code:
    34228-4247

Amenities

  • # of Garages:
    1
  • View:
    Water
  • Is Waterfront:
    Yes
  • Waterfront:
    Bay/Harbor, Gulf/Ocean

Interior

  • 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
  • Heating:
    Central
  • Cooling:
    Central Air
  • # of Stories:
    5

Exterior

  • Exterior Features:
    Tennis Court(s)

Additional Information

  • Days on Market:
    46

Listing Details

  • Listing Office:
    Vive Realty

Listing information courtesy of Vive Realty.

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Listing data comes from My Florida Regional MLS.

Listing information last updated on July 13th, 2026 at 5:20am EDT.