Owner Seasonal Rental Listings

Skip to main content

Club Properties | A Florida Real Estate Company Register | Login | Help

Home
Open Houses
All By Owner Listings Open Houses By Agents Open House By Owner
For Sale
By Owner Listings Agent Listings Owners - List Your Property
For Rent
Owner Rentals Agent Rentals Owners - List Your Rental
Sold Properties
Map Search

Available:

Listing# 110 Property Photo

FRBO Seasonal Rental $6,000

Windstar On Naples Bay

5065 Yacht Harbor Circle Unit 701
Naples, FL 34112
Property Address

Save Property
Luxury Marina-View Condo at Windstar on Naples Bay Available: June 1, 2025 – December 31, 2025 at Off-Season rate; January 1, 2026 - April 30, 2026 at Seasonal rate; Annual Terms Considered Experience the best of c...

Listing# 96 Property Photo

FRBO Seasonal Rental $7,000

Windstar On Naples Bay

3560 Windjammer Circle # 1101
Naples, FL 34112
Property Address

Save Property
Enjoy your morning coffee with this fantastic view. An updated first-floor condominium is available for rent in the Spinnaker Pointe community of Windstar On Naples Bay. The fully furnished unit features a primary bedroom with a walk-in cl...

Listing# 92 Property Photo

FRBO Seasonal Rental $18,000

Windstar On Naples Bay

4451 Yacht Harbor Drive
Naples, FL 34112
Property Address

Save Property
Available the months of December 2025 & March - April 2026 Beautifully appointed 3-bedrooms 2 full bathrooms villa in Leeward Cay, with 2360 Sq ft under air. Comfortably furnished and fully equipped, all on one ground floor level home...

2365 Sqft, 0.19 Acres
3 Bed, 2 Bath

Listing# 112 Property Photo

FRBO Seasonal Rental $6,500

Windstar On Naples Bay

3522 Haldeman Creek Drive Unit 133
Naples, FL 34113
Property Address

Save Property
Top-Floor Condo in Windstar on Naples Bay – Available December 2025 and Season 2026 2 Bedrooms | 2 Bathrooms | Private Beach Shuttle | Optional Golf Access Availability and Rates: December 2025: $5,500 per month (Golf privileges av...

1400 Sqft,
2 Bed, 2 Bath

Listing# 113 Property Photo

FRBO Annual or Seasonal Rental $12,000

Windstar On Naples Bay

1701 Gulfstar Drive s # 103
Naples, FL 34112
Property Address

Save Property
Prime location … Yacht Harbour Cove overlooking Southpointe Marina at Windstar! Available September 2025 through 2026 season. Fully-furnished, second floor, corner residence offers the ultimate in privacy. Features: 3,000 ...

3000 Sqft,
3 Bed, 3 Bath

Listing# 50 Property Photo

FRBO Seasonal Rental $7,500

Windstar On Naples Bay

3705 Haldeman Creek Drive
Naples, FL 34112
Property Address

Save Property
MORNINGSTAR - GROUND FLOOR ON THE LAKE Click Here To View Virtual Tour (turn on your sound) Main floor Morningstar unit, feels like a bungalow on the water, with your own private open-air patio/garden. Golf avail...

Listing# 108 Property Photo

FRBO Seasonal Rental $2,599

Windstar On Naples Bay

3554 Haldeman Creek Dr # 136
Naples, FL 34112
Property Address

Save Property
LOCATION, PRIVACY, TECHNOLOGY – Your Slice of Heaven Awaits! Welcome to your dream condo in Windstar on Naples Bay, where luxury, convenience, and natural beauty come together. Perfectly situated, this top-floor 3rd-floor unit in Compass Poi...

Listing# 91 Property Photo

FRBO Seasonal Rental $5,500

Windstar On Naples Bay

3554 Haldeman Creek Drive Unit 116
Naples, FL 34112
Property Address

Save Property
Available starting March 2024: First floor Compass Point Condo, one month minimum and two or more months preferred. Two King bedrooms, Queen sleeper sofa, two full baths, recently updated kitchen, and laundry room. Large community pool with BBQ is...

Listing# 93 Property Photo

FRBO Seasonal Rental $6,000

Windstar On Naples Bay

3543 Windjammer Circle unit 1901
Naples, FL 34112
Property Address

Save Property
2 Bedroom Condo Master Bedroom- King Bed Guest Bedroom Queen Bed Guest Bedroom Den - Full Sofa Bed Fully furnished. Fully Equipped. Including Towels, bedding etc. Seasonal Rental :- November, December, January, Feb...

Listing# 109 Property Photo

FRBO Seasonal Rental $10,000 Membership Type(s): , Transferable Go [+ more]

Windstar On Naples Bay

4400 Yacht Harbor Drive
Naples, FL 34109
Property Address

Save Property
Exceptional Windstar Condo – Lives Like a Private Villa Experience the rare luxury of true privacy and comfort in this stunningly remodeled 2-bedroom, 2-bathroom condo with a flexible den — ideal as a third bedroom or home office. Reno...

Listing# 7 Property Photo

FRBO Seasonal Rental $8,000 Membership Type(s): Transferable Soci [+ more]

Windstar On Naples Bay

3524 Windjammer Circle # 204
Naples, FL 34112
Property Address

Save Property
March, April 2026 still available This large 2300 sq ft fully updated 2nd floor condo is located in the sought after 'Spinnaker Pointe' community and is available to rent seasonally or annually. This condo includes a private elevat...

Listing# 107 Property Photo

FRBO Seasonal Rental $8,500

Windstar On Naples Bay

5095 Yacht Harbor Dr Unit 203
Naples, FL 34112
Property Address

Save Property
NEWLY AVAILABLE – APRIL 1, 2025 NOW TAKING RESERVATIONS NEWLY RENOVATED MARINA COVE CONDO Windstar on Naples Bay | Seasonal or Long-Term Rental Spacious & Immaculate Second-Floor Condo (2,507 sq. ft. under roof) Two-Car Garage ...

Listing# 66 Property Photo

FRBO Seasonal Rental $7,700

Windstar On Naples Bay

1717 York Island Dr
Naples, FL 34112
Property Address

Save Property
This 3 bedroom, 2 bath is a one of a kind 2255 sq. ft. home with a large great room overlooking the 6th hole tee box. The large central room with a 10 foot high ceiling is perfect for entertaining your guests and hosting your family when they come to...

Listing# 88 Property Photo

FRBO Seasonal Rental $8,000

Windstar On Naples Bay

5080 Yacht Harbor Circle 101
Naples, FL 34112
Property Address

Save Property
First floor Marina Cove condo across from Southpoint Marina available for seasonal or annual. Two King bedrooms, third is office or Queen Murphy bed room. Two full baths. Laundry, garage, grill, second refrigerator, other amenities. Lanai overlo...

Listing# 98 Property Photo

FRBO Seasonal Rental $6,000

Windstar On Naples Bay

3570 Haldeman Creek . # 1-131 Dr
Naples, FL 34112
Property Address

Save Property
FULLY LEASED FOR 2025 SEASON - $6,000/mo MAY or JUNE 2025 AVAILABLE - Discounted to $4,500/mo SELECT SUMMER 2025 MONTHS - Discounted to $3,000/mo SELECT FALL/WINTER 2025 MONTHS - $4,500/mo Bright and quiet 2 be...

Listing# 104 Property Photo

FRBO Seasonal Rental $7,500 Membership Type(s): Golf

Windstar On Naples Bay

3576 Windjammer Circle
Naples, FL 34112
Property Address

Save Property
AVAILABLE for 2025-26 Season with GOLF or Social available thru JAN 2026 - Two Master King Bedrooms (plus Den with Queen pullout Sofa for 3rd BR) - (POSSIBLE TRANSFERABLE GOLF & SOCIAL MEMBERSHIP UNTIL FEB 2026---Fees apply)....

2000 Sqft,
3 Bed, 2 Bath

Listing# 49 Property Photo

FRBO Seasonal Rental $17,500 Membership Type(s): Full Membership

Windstar On Naples Bay

3860 Clipper Cove Dr
Naples, FL 34112
Property Address

Save Property
Fully transferable golf membership 10th hole views of Country Club on beautiful Clipper Cove Drive..one of the most desirable streets in Winsdstar Over 2750 square foot single family home turn key for the renter who just wants to relax, ...

Listing# 79 Property Photo

FRBO Seasonal Rental $0 Membership Type(s): Golf

Windstar On Naples Bay

3522 Haldeman Creek Drive Unit 135
Naples, FL 34112
Property Address

Save Property
GOLF MEMBERSHIP TRANSFERRABLE during stay. Fees set by Windstar. Windstar On Naples Bay (a gated community) is a hidden treasure located just 3 miles to downtown Naples; walking distance to the Botanical Gardens, and less than a mile to the US Pickeb...

If you see a property you are interested in, please contact the listing agent or owner directly. Their contact information is on each listing.

Club Properties
Call: 941-444-6078
Main Office:
9040 Town Center Parkway
Lakewood Ranch, FL, 34202
United States

Contact Support
Open Houses
Agent Listings
Agent Rentals
Sold Listings
List Your By Owner Property

Facebook Youtube Instagram Contact

The data relating to real estate for sale on this Website comes in part from the Broker Reciprocity Program (BR Program) of these sources: M.L.S. of Naples, Inc., Bonita Springs-Estero Association of REALTORS®, Southwest Florida MLS (Gulf Coast), My Florida Regional MLS DBA Stellar MLS, Sanibel and Captiva Island Association of Realtors®. Properties listed with brokerage firms other than Featured Home Listings are marked with the BR House Icon and detailed information about them includes the name of the Listing Brokers. The properties displayed may not be all the properties available through the BR Program. The data is updated every 4 hours, but can be influenced by delays from various real estate companies entering data in MLS. Some properties that appear for sale on this website may subsequently have sold or may otherwise no longer be available. All properties are subject to price or other changes without notice. For the most current information, please contact us using this form, or click on the "Request Info or Appointment" button on the search results and detailed property pages.

The source of this real property information is the copyrighted and proprietary database compilation of the © 2025 M.L.S. of Naples, Inc., © 2025 Bonita Springs-Estero Association of REALTORS®, © 2025 Southwest Florida MLS (Gulf Coast), © 2025 My Florida Regional MLS DBA Stellar MLS and © 2025 Featured Home Listings, a Florida Real Estate Brokerage. The accuracy of this information is not warranted or guaranteed. This information should be independently verified if any person intends to engage in a transaction in reliance upon it. Information last refreshed: 2025-07-12 05:10:38

ADA Compliance

ADA Compliance

Our Web site Accessibility

We are committed to providing an accessible web site. If you have difficulty accessing content, have difficulty viewing a file on the web site, or notice any accessibility problems, please contact us to specify the nature of the accessibility issue and any assistive technology you use. We will strive to provide the content you need in the format you require.

We welcome your suggestions and comments about improving ongoing efforts to increase the accessibility of this web site.

© All rights reserved. Developed by Profile Your City, Inc.

Agent Support
Need a Domain?