Sales/Leases

The Fairway Bay Association is not a rental agent.  Units for sale or rent are available directly from the owner of the unit and must be rented for a minimum of 2 months. 
 
For individual listings, please see the bottom of this page. You MUST then select a category of Sale or Lease.
 
 
 
 
 

 
Listing Image 1904 Harbourside Dr Unit 204 Longboat Key, Fl 34228
$12,000 per month
3 Bed | 3 Bath | 2,258 Sq Ft
This grand townhouse is perfect for family and entertaining guests. It’s move in ready to enjoy a little piece of paradise in Fairway Bay, a much sought after location on Longboat Key.
There is a two month minimum. Price per month is flexible depending upon the months and length of stay.
Listing Image 1918 Harbourside Drive Unit 903 Longboat Key, FL 34228
$12,000 per month
2 Bed | 2.5 Bath | 1,662 Sq Ft | Unite Acres
Manatees, dolphins, pelicans... oh my. Designer renovated bayfront townhouse with private garage. Spectacular views of bay, Ringling Bridge and downtown Sarasota. King-size bed in master bedroom with 2 walk-in closets and a glass enclosed shower that looks out onto Sarasota Bay. Office doubles as a guest bedroom with a plush, extra thick Murphy bed and its own glass enclosed shower. Gourmet kitchen has everything you need to cook if you desire. Living room with large TV. There is a private boat dock as well if you want to bring your boat. New community exercise room, pool and social room for gatherings. Private beach club with gated access. What did I forget? Just ask me. There is more ... Rates can vary with month renting. 2 month rental minimum. Now booking for fall/winter 2026/2027. + 150 HOA application fee
+ $1000 refundable deposit.
Listing Image 1932 Harbourside Dr, Unit 242 Longboat Key, FL 34228
$649,000
2 Bed | 2 Bath | 1,192 Sq Ft
Secured entry, 24/7 guarded access, spectacular water views, a clubhouse, fitness center, heated pool and spa, BBQ area, tennis and pickleball courts, and scenic walking trails. The community also offers deeded access to Bay Isles private Beach Club, allowing you to fully embrace Longboat Key’s coastal lifestyle.

This stunning 2-bedroom, 2-bath condominium in the exclusive community of Bay Isles. This 4th floor residence in a mid-rise five-story building combines comfort, style, and peace of mind with secure entry and 24/7 guarded access. Instantly captivating with a light-filled, open atmosphere thoughtfully crafted to highlight the stunning waterfront bay views. The spacious kitchen, positioned at the front of the residence, provides ample room for meal preparation while still enjoying the scenery. It flows seamlessly into the dining and living areas, where a large sliding glass door opens to a private balcony creating an unforgettable indoor-outdoor living experience with spectacular water views.
Listing Image 1932 Harbourside Drive #244 Longboat Key Florida, FL 34228
$12,000 per month
2 Bed | 2 Bath
A completely renovated newly furnished 2 bedroom . 2 bath condo at Fairway Bay I of Bay Isle Community. (1) Parking space located under the building. Condo is located on the 5th floor with southern views toward downtown Sarasota Bay. Coastal Contemporary completely new finishes.

The amenities included a keyed access to the fitness center. Two swimming pools and hot tubs for Fairway Bay residence. All Bay Isle residence include keyed access to The Bay Isle Private Beach Club located on Gulf of Mexico Drive, approximately a 4 minute drive or walk. The club has newly renovated restroom and covered outdoor picnic tables. A clear kayak is located in our parking spot for your use at your own risk. Tennis courts are available. The condo provides a great location on Longboat Key island. Walking distance to Publix, Marina and driving distance to St. Armand's Circle and downtown Sarasota. The views from the balcony provide sunrises in the morning and downtown Sarasota and the Ringling Bridge lighted up at night. Sunsets can be viewed from The Bay Isle Private Club.

The condo provides a California King size memory foam bed for the master suite. Plenty of in built cabinets for storage. Two closet for hanging clothes. The master bath provides a Toto water closet with operational controls and walk in shower. A lockable built in safe in the master closet. Wall mounted built in ironing board and iron. The guest suite provides a queen memory foam bed. Built in wardrobe and drawers. The bathroom provides a Victoria Albert Volcanic Limestone Tub and rain shower head and Toto automatic water closet. All windows and doors are hurricane glass with automatic blinds. Whirlpool full size washer and dryer. A tank-less water heater. Pompeii Pure White Quartz -waterfall edge at the kitchen island. Bertazzoni Stove - Cooktop - Refrigerator - Dishwasher. Mielle Built in coffee espresso maker. A cusinart coffee maker also provided on the counter. Iotty Smart Light switches. Nest Thermostat.

3-month minimum lease + 13% Sarasota resort taxes + $12,000.00 monthly lease + $150 HOA application + $750 refundable deposit

6-month lease + $12,000.00 monthly lease + 150 HOA application fee
+ $750 refundable deposit - NO Sarasota resort taxes required with a 6-month lease

Booked January through April 2027

Condo is for sale - 1.2M - contact Jan Jordan Realtor - 941-737-4169