• Primary Photo - 2020 Harbourside Dr
  • Building Photo - 2020 Harbourside Dr
    Building Photo - 2020 Harbourside Dr
  • Building Photo - 2020 Harbourside Dr
    Building Photo - 2020 Harbourside Dr
$4,995 / Month

2020 Harbourside Dr Unit 446

,

Longboat Key, FL 34228

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248-938-1775

  • Bedrooms

    2

  • Bathrooms

    2

  • Square Feet

    1,270 sq ft

  • Available

    Available Now

Highlights

  • 100 Feet of Waterfront
  • White Water Ocean Views
  • Water access To Gulf or Ocean
  • Fitness Center
  • Tennis Courts
  • Clubhouse
2020 Harbourside Dr Unit 446
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About This Home

Available Now

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. MLS# A4695127

2020 Harbourside Dr is a condo located in Sarasota County and the 34228 ZIP Code.

* Price shown is base rent. Excludes user-selected optional fees and variable or usage-based fees and required charges due at or prior to move-in or at move-out. Price, availability, fees, and any applicable rent special are subject to change without notice.
* Square footage definitions vary. Displayed square footage is approximate.

Home Details

Home Type

Condominium

Year Built

Built in 1984

Bedrooms and Bathrooms

2 Full Bathrooms 2 Bedrooms

Home Design

Elevated Home Entry on the 4th floor

Interior Spaces

Combination Dining and Living Room Ceiling Fan 1,270 Sq Ft Home 5-Story Property

Kitchen

Convection Oven Cooktop Ice Maker Microwave Dishwasher Disposal

Laundry

Dryer Laundry in unit Washer

Listing and Financial Details

Property Available on 7/1/26 12-Month Minimum Lease Term $100 Application Fee Assessor Parcel Number 0008022053 The owner pays for grounds care, laundry, management, pool maintenance 6-Month Minimum Lease Term Residential Lease

Lot Details

100 Feet of Waterfront 50 Feet of Bay Harbor Waterfront 50 Feet of Ocean or Gulf Waterfront 3.9 Acre Lot

Outdoor Features

Water access To Gulf or Ocean Tennis Courts Covered Patio or Porch

Parking

1 Car Garage

Utilities

Thermostat Central Heating and Cooling System Electric Water Heater

Views

White Water Ocean Views

Community Details

Amenities

Clubhouse

Overview

Property has a Home Owners Association Bay Isles Community Fairway Bay 2 Ph 1 Subdivision

Pet Policy

No Pets Allowed

Recreation

Fitness Center Tennis Courts

Security

Security Guard

Fees and Policies

The fees listed below are community-provided and may exclude utilities or add-ons. All payments are made directly to the property and are non-refundable unless otherwise specified. Use the Cost Calculator to determine costs based on your needs.

  • One-Time Basics
    • Due at Application
      • Application Fee Per Applicant
        Charged per applicant.
        $100

Property Fee Disclaimer: Based on community-supplied data and independent market research. Subject to change without notice. May exclude fees for mandatory or optional services and usage-based utilities.

Contact

  • Listed by Jeffrey Swanson | VIVE REALTY
  • Phone Number
  • Contact
  • Source
    Stellar MLS
Information is provided by My Florida Regional MLS DBA Stellar MLS. Information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Listing(s) information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Copyright © 2026 My Florida Regional MLS DBA Stellar MLS. All rights reserved.
Location Get Directions
| Edit
Edit Commute

Under 30 minutes

Commute Time is calculated at rush hour.
City - Longboat Key

Longboat Key is a narrow barrier island stretched between the Gulf of Mexico and Sarasota Bay, split between Manatee and Sarasota counties in west-central Florida. Incorporated in 1955, this small coastal town carries a quiet, polished character that sets it apart from the busier resort areas nearby. The pace here is genuinely relaxed, shaped by miles of white-sand Gulf shoreline, sheltered bay views, and dense mangrove estuaries along the eastern edge.

The island sits just offshore from both Bradenton and Sarasota, putting residents within easy reach of two well-rounded metro areas. Sarasota, in particular, draws people with its arts scene, dining corridors, and downtown energy. Longboat Key's own identity leans upscale and understated, with a layout that blends low-rise waterfront communities, gulf-front condominiums, and gated residential enclaves. Renters will find a mix of apartment communities featuring coastal architecture, open-air balconies, and water or garden views.

Learn more about living in Longboat Key 
Amenities
  • Views
  • Waterfront
Education
Colleges & Universities Distance
Colleges & Universities Distance
Ringling Coll. of Art & Design
Drive: 18 min 8.4 mi
New College of Florida
Drive: 21 min 10.1 mi
SCF, Sarasota, Bradentown
Drive: 30 min 15.2 mi
SCF, Sarasota, Lakewood Ranch
Drive: 36 min 18.7 mi
2020 Harbourside Dr Unit 446 is within 18 minutes or 8.4 miles from Ringling Coll. of Art & Design. It is also near New College of Florida and SCF, Sarasota, Bradentown.
Transportation

2020 Harbourside Dr Unit 446 is near Sarasota/Bradenton International, located 11.0 miles or 23 minutes away.

Airports Distance
Airports Distance
Sarasota/Bradenton International
 Drive: 23 min 11.0 mi
Getting Around
Somewhat Walkable
Walkability
20 / 100
Minimal Public Transit
Transit
0 / 100
Exceptionally Drivable
Drivability
100 / 100
Somewhat Bikeable
Bikeability
30 / 100

Scores provided by

What do Walkability, Transit, Drivability, and Bikeability mean? Walkability measures the walking distance to day-to-day needs. Transit measures access to public transportation. Drivability measures congestion, parking availability, and access to major roads. Bikeability measures the suitability for cycling. How It Works
-
Soundscore™
- / 100

Traffic

-

Airport

-

Businesses

-

Scores provided by

HowLoud What is a Sound Score Rating? A Sound Score Rating aggregates noise caused by vehicle traffic, airplane traffic and local sources. How It Works
Points of Interest

Time and distance from 2020 Harbourside Dr Unit 446.

Shopping Centers Distance
Shopping Centers Distance
3170 Gulf Of Mexico Dr
Drive: 4 min 2.0 mi
Whitney Beach Seaview Shopping Center
Drive: 5 min 2.7 mi
St. Armands Circle
Drive: 9 min 4.3 mi
2020 Harbourside Dr Unit 446 has 3 shopping centers within 4.3 miles, which is about a 9-minute drive. The miles and minutes will be for the farthest away property.
Parks and Recreation Distance
Parks and Recreation Distance
Mote Marine Aquarium
 Drive: 7 min 3.3 mi
Marie Selby Botanical Gardens
 Drive: 15 min 7.2 mi
Leffis Key
 Drive: 15 min 8.7 mi
Sarasota Jungle Gardens
 Drive: 19 min 9.0 mi
Phillippi Estate Park
 Drive: 25 min 12.0 mi
2020 Harbourside Dr Unit 446 has 5 parks within 12.0 miles, including Mote Marine Aquarium, Marie Selby Botanical Gardens, and Leffis Key.
Hospitals Distance
Hospitals Distance
Sarasota Memorial Hospital
Drive: 18 min 8.5 mi
Suncoast Behavioral Health Center
Drive: 29 min 15.6 mi
Blake Medical Center
Drive: 31 min 16.3 mi
2020 Harbourside Dr Unit 446 has 3 hospitals within 16.3 miles, the nearest is Sarasota Memorial Hospital which is 8.5 miles away and a 18 minute drive.
Military Bases Distance
Military Bases Distance
Governmental U.S. Coast Guard
Drive: 82 min 55.5 mi
MacDill Air Force Base
Drive: 98 min 64.1 mi
2020 Harbourside Dr Unit 446 is 55.5 miles from Governmental U.S. Coast Guard, and is convenient to other military bases, including MacDill Air Force Base.

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