5959 Winkler Rd, Unit 103

$2,200
Price
2
Beds
1,084 Sq. Ft.
$24 / Sq. Ft.
1,084
Sq. Ft.
$24
per Sq. Ft.

Description

Seasonal Rental – Fully Furnished 2BR/2BA Condo in Fort Myers, FL
Escape to sunny Florida this season in this beautifully maintained, first-floor 2-bedroom, 2-bath condo, located in the heart of Fort Myers! This move-in ready, fully furnished unit is available for seasonal rental—just bring your suitcase and start enjoying the Florida lifestyle. Enjoy the convenience of first-floor living—no stairs, easy access to parking, and just steps away from the community amenities. Inside, you’ll find:
An open-concept
...Seasonal Rental – Fully Furnished 2BR/2BA Condo in Fort Myers, FL
Escape to sunny Florida this season in this beautifully maintained, first-floor 2-bedroom, 2-bath condo, located in the heart of Fort Myers! This move-in ready, fully furnished unit is available for seasonal rental—just bring your suitcase and start enjoying the Florida lifestyle. Enjoy the convenience of first-floor living—no stairs, easy access to parking, and just steps away from the community amenities. Inside, you’ll find:
An open-concept living and dining area that opens to a screened lanai, perfect for breezy evenings and morning coffee. A modern kitchen with updated appliances, breakfast bar, and plenty of cabinet space
A spacious primary bedroom with walk-in closet and en-suite bathroom
A comfortable second bedroom and full guest bath
Spend your days lounging by the community pool or exploring all that Fort Myers has to offer—beaches, golf, dining, and shopping are all nearby! Additional Features:

Don’t miss your chance to enjoy a warm and worry-free season in one of Florida’s most desirable locations. This unit is also available on an Annual basis - $1700.00 per month.
  1. Listed by Stephanie Kolenut • Acheron Associates Inc. • SAKMgmt@gmail.com

Property Details for 5959 Winkler Road, Unit 103

Development
BERMUDA CLUB CONDO
Building Design
Low Rise (1-3)
Community Type
Non-Gated
Waterfront
No
Waterfront Desc
None
Waterfront Desc
None
View
Landscaped Area
Garage Spaces
.00
LISTING UPDATED: 12/10/2025 05:14 AM

Property Details for 5959 Winkler Road, Unit 103

StatusActive
MLS #2025015823
Days on Market72
Rental Incentives-
Available Date-
Lease TermMonthly
FurnishedFully Furnished
Compass TypeRental
MLS TypeResidential Rental / Condominium
Year Built1979
Lot Size0.37 AC / 16,012 SF
CountyLee County

Location

Listing Courtesy of Acheron Associates Inc., Stephanie Kolenut
Add your commute

Building Information for 5959 Winkler Road, Unit 103

Building/Complex5959 Winkler RdFloor1Stories3Residences36Pet PolicyNot AllowedPet Policy DetailsNoYear Built1979Lot Size0.37 AC / 16,012 SF

Property Information for 5959 Winkler Road, Unit 103

Summary
Location and General Information
  • City: Fort Myers
  • Elementary School: SCHOOL CHOICE
  • High School: SCHOOOL CHOICE
  • Human Modified: No
  • Latitude: 26.56
  • Longitude: -81.90
  • Middle School: SCHOOL CHOICE
  • MLS Area Major: FM06 - Fort Myers Area
  • Pets: Not Allowed
  • Postal Code: 33919
  • Street Name: Winkler
  • Street Number: 5959
  • Street Suffix: RD
  • Block: A
  • Unit Number: 103
  • Full Address: 5959 Winkler RD 103
Parking
  • Carport Spaces: .00
  • Carport: No
  • Covered Spaces: .00
  • Garage: No
  • Parking Features: Assigned, One Space
Taxes and HOA Information
  • Amenity Rec Fee: $.00
  • Application Fee: $.00
  • Assn Application Fee: $100.00
  • Association Fee Total Frequency: Annually
  • Association Fee 2: $.00
  • Transfer Fee: $.00
  • Association Fee 3: $.00
Property
Lot Information
  • Development Name: BERMUDA CLUB CONDO
  • Parcel Number: 15-45-24-31-0000A.1030
  • Property Type: Residential Rental
  • Section: 15
  • Lot Unit: 103
  • Acres: 0.3676
  • Lot Size Area: 0.3676
  • Lot Size Units: Acres
  • Legal Desc: BERMUDA CLUB CONDO OR 1320 PG 0753 APT A-103
Property and Assessments
  • Total Area: 1084.0
  • Rear Exposure: W
  • Approx Living Area: 1084.0
  • Property Sub Type: Condominium
  • Township: 45
  • Senior Community: false
  • Range: 24E
  • Special Assessment: 0.00
  • Sub Condo Name: BERMUDA CLUB CONDO
  • Year Built Numeric: 1979
  • Property Sub Type Additional: Condominium
  • Restrictions: Limited Number Vehicles, No Commercial
Lease Information
  • Land Lease Fee: $.00
  • Lease Term: Short Term Lease
  • One Time Land Lease Fee: $.00
  • One Time Mandatory Club Fee: $.00
  • One Time Othe Fee: $.00
  • One Time Special Assessment Fee: $.00
Utilities
  • Sewer: Central
  • Utilities: Cable Available
  • Water Source: Public
  • Water: Central
Multi Family
Multi-Family Information
  • Num Unit Floor: 1
  • Annual Food And Beverage Minimum: 0.00
  • Units in Complex: 36
  • Total Floors: 3
  • Units in Building: 36
  • Unit Location: 1
Interior and Exterior Features
Exterior Features
  • Architectural Style: None, Low Rise
  • Association Amenities: Pool
  • Canal Width: None
  • Community Features: Non Gated
  • Construction: Poured Concrete, Wood Frame, Concrete Block
  • Exterior Features: None
  • Exterior Features: None
  • Patio And Porch Features: Lanai, Porch, Screened
  • Pool Features: Community
  • Private Pool: No
  • Structure Type: Low Rise
  • Gulf Access: No
  • Spa: No
Interior Features
  • Appliances: Dishwasher, Electric Cooktop, Freezer, Refrigerator
  • Baths Full: 2
  • Bathrooms Half: 0
  • Bathrooms Total Integer: 2.0
  • Beds Total: 2
  • Bedrooms: 2 Bed
  • Cooling: Central Air, Electric
  • Cooling: Yes
  • Elevator Text Details: None
  • Flooring: Tile
  • Furnished Desc: Furnished
  • Heating: Central, Electric
  • Heating: Yes
  • Interior Features: Walk In Closets, Split Bedrooms
  • Interior Features: Walk-In Closet
Rental
Rental Information
  • Credit Application Fee: $.00
  • Departure Cleaning Fee: $275.00
  • One Time Rec Lease Fee: $.00
  • Pet Deposit: $.00
  • Security Deposit: $1,500.00
  • Availability Type: Monthly
  • Last Month Rent Req YN: No
  • Off Season Rate: 2100.00
  • Season Rate: 2200.00

Property History for 5959 Winkler Road, Unit 103

DateEvent & SourcePriceAppreciation
Nov 17, 2025

Price Change

FORTMLS #2025015823

$2,200—
Oct 17, 2025

Withdrawn

FORTMLS #2025005315

$1,700—
Oct 17, 2025

Listed (Active)

FORTMLS #2025015823

$2,500—
Aug 11, 2025

Listed (Active)

FORTMLS #2025005315

$1,800—
Dec 24, 2022

Expired

FORTMLS #222050626

$2,050—
Nov 23, 2022

Listed (Active)

FORTMLS #222050626

$1,850—
Oct 10, 2021

Rented

FORTMLS #221066261

$1,225—
Oct 10, 2021

Pending

FORTMLS #221066261

—
Sep 14, 2021

Listed (Active)

FORTMLS #221066261

$1,225—
Jun 1, 2021

Rented

FORTMLS #221032089

$1,225—
Jun 1, 2021

Pending

FORTMLS #221032089

—
May 2, 2021

Listed (Active)

FORTMLS #221032089

$1,200—
Apr 4, 2021

Expired

FORTMLS #220017661

$1,200—
Apr 5, 2020

Listed (Active)

FORTMLS #220017661

$3,000—
Apr 29, 2015

Rented

FORTMLS #215014086

$900—
Apr 29, 2015

Pending

FORTMLS #215014086

—
Feb 27, 2015

Listed (Active)

FORTMLS #215014086

$925—
DateEvent & SourcePrice
11/17/2025

Price Change

FORTMLS #2025015823

$2,200
10/17/2025

Withdrawn

FORTMLS #2025005315

$1,700
10/17/2025

Listed (Active)

FORTMLS #2025015823

$2,500
08/11/2025

Listed (Active)

FORTMLS #2025005315

$1,800
12/24/2022

Expired

FORTMLS #222050626

$2,050
11/23/2022

Listed (Active)

FORTMLS #222050626

$1,850
10/10/2021

Rented

FORTMLS #221066261

$1,225
10/10/2021

Pending

FORTMLS #221066261

—
09/14/2021

Listed (Active)

FORTMLS #221066261

$1,225
06/01/2021

Rented

FORTMLS #221032089

$1,225
06/01/2021

Pending

FORTMLS #221032089

—
05/02/2021

Listed (Active)

FORTMLS #221032089

$1,200
04/04/2021

Expired

FORTMLS #220017661

$1,200
04/05/2020

Listed (Active)

FORTMLS #220017661

$3,000
04/29/2015

Rented

FORTMLS #215014086

$900
04/29/2015

Pending

FORTMLS #215014086

—
02/27/2015

Listed (Active)

FORTMLS #215014086

$925

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Schools near 5959 Winkler Road, Unit 103

This home is within School District of Lee County.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - PK to 5
Public - PK to 5
Public - PK to 5
Rating
School
Distance
Villas Elementary School
PublicPK to 5

Orangewood Elementary School
PublicPK to 5

Heights Elementary School
PublicPK to 5

Tanglewood Elementary School
PublicPK to 5

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

5959 Winkler Road, Unit 103 is available for rent in Fort Myers, FL 33919. This property was listed on October 17, 2025 by Acheron Associates Inc., it's currently listed at $2,200. It has been on the market for a total of 72 days and was last rented on October 10, 2021. This listing's school district is School District of Lee County. Nearby schools include Villas Elementary School, Orangewood Elementary School and Heights Elementary School. 5959 Winkler Road, Unit 103 is a 2-bed, 2-bath, 1,084 sqft a property built in 1979.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the owner. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Acheron Associates Inc., Stephanie Kolenut

The information is being provided in part by Southwest Florida Multiple Listing Service, Broker Reciprocity Program ("BR Program") of M.L.S. of Naples, Inc. ("Naples MLS"), under License No. NCOMPN2, and MarcoMls. Information deemed reliable but not guaranteed. Information is provided for consumers' personal, non-commercial use, and may not be used for any purpose other than the identification of potential properties for purchase. Copyright 2025 Southwest Florida Multiple Listing Service and MarcoMls. All Rights Reserved. The data relating to real estate for sale displayed on this website comes in part from the Broker Reciprocity Program ("BR Program") of M.L.S. of Naples, Inc. ("Naples MLS"), under License No. NCOMPN2 and MarcoMls. Properties listed with brokerage firms other than Compass are marked with the "BR House" logo. Detailed information about such properties includes the name of the brokerage firm with which the seller has listed the property. The properties displayed may not be all the properties listed with brokerage firms participating in the Naples MLS BR Program, or contained in the database compilation of Naples MLS.