Club Properties: Windstar Florida Real Estate Search Results

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For Rent Season Rate: $11,000 Off-Season Rate: $6,000 Rate: $11,000 MLS# 225056726

2481 Breakwater Way #6-201
Naples, FL 34112
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AVAILABLE FOR SEASON 2026! Escape to Naples with your rental in Regatta Landing, located within the premier boating and golfing community of Windstar on the Bay. This beautiful second floor coach home unit boasts over 3800 SF, lives like a single fa...

3854 Sqft,
3 Bed, 3 Bath
Status A-Active
Listing Courtesy of:
Luxe Naples Real Estate
Call: Lori Pheasant 239-289-5720

For Rent Season Rate: $10,000 Off-Season Rate: $7,000 Rate: $10,000 MLS# 224064879

Windstar Marina Cove

5010 Marina Cove Drive #4
Naples, FL 34112
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Welcome to this STUNNING CONDO in the Bayshore Arts District-Windstar on Naples Bay, every inch of this condo has been meticulously upgraded offering 3 bedrooms and 2 bathrooms with modern fixtures and beautiful finishes. The unit comes furnished ple...

1822 Sqft,
3 Bed, 2 Bath
Status A-Active
Listing Courtesy of:
Coldwell Banker Realty
Call: Daniela De Pietto 702-600-4134

For Rent Rate: $10,000 MLS# 225064324

Windstar Windward Cay

4402 Yacht Harbor Drive #111
Naples, FL 34112
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Available January through March 2026! Discover this exceptional, one-of-a-kind residence located in Windstar, one of Naples premier communities. Completely updated with top-of-the-line materials and impeccable attention to detail, this upscale home o...

2866 Sqft,
3 Bed, 3 Bath
Status A-Active
Listing Courtesy of:
Sellstate Prime Realty
Call: Lyn Buck 901-238-6310

For Rent Season Rate: $6,500 Off-Season Rate: $3,400 Rate: $6,500 MLS# 225022428

Windstar Windward Cay

4650 Yacht Harbor Drive #132
Naples, FL 34112
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“Welcome” to this beautiful 1,589 sq ft turnkey condo, perfectly situated just steps from the elevator leading directly to your front door. As you enter this 3rd-floor retreat, you’ll be captivated by stunning views of the fairway and preserved...

1589 Sqft,
2 Bed, 2 Bath
Status A-Active
Listing Courtesy of:
KW Coastal Living II
Call: Loretta Copper 913-484-7579

For Rent Rate: $6,500 MLS# 225042410

Windstar Compass Point South

3554 Haldeman Creek Drive #136
Naples, FL 34112
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Location, privacy and technology - your slice of heaven awaits! AVAILABLE February thru April 2026! Perfectly situated, this top-floor 3rd-floor 2 bed/2 bath unit in Compass Point South is accessible via a common elevator and located within a 24-hour...

1414 Sqft,
2 Bed, 2 Bath
Status A-Active
Listing Courtesy of:
Diversified Real Estate Group
Call: Marybeth Alford 239-319-8464

For Rent Season Rate: $6,500 Off-Season Rate: $3,400 Rate: $6,500 MLS# 225051254

Windstar Windward Cay

4650 Yacht Harbor Drive #125
Naples, FL 34112
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Escape to paradise in this beautifully furnished 3-bedroom, 2-bathroom condo that offers a luxurious retreat perfect for those seeking comfort, tranquility, and an unbeatable location. Nestled on the shores of Naples Bay, this condo is just minutes f...

1589 Sqft,
3 Bed, 2 Bath
Status A-Active
Listing Courtesy of:
EXIT Realty of Naples
Call: Linda Determan 262-370-0256

For Rent Season Rate: $6,000 Off-Season Rate: $6,000 Rate: $6,000 MLS# 225054085

Windstar Marina Cove

5095 Yacht Harbor Drive #203
Naples, FL 34112
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Welcome to this STUNNING RENOVATED CONDO in Windstar on Naples Bay, This 3 bedrooms and 2 bathrooms has been completely renovated with modern fixtures and beautiful finishes. The unit comes turnkey furnished with plenty of room for family, guests, a...

1822 Sqft,
3 Bed, 2 Bath
Status A-Active
Listing Courtesy of:
Naples Flat Fee Realty LLC
Call: Charlie Wallen 239-292-0100

For Rent Rate: $5,800 MLS# 225066801

Windstar Compass Point South

3570 Haldeman Creek Dr #134
Naples, FL 34112
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*Available after September 1st* Elegant top floor condo with southwestern lake and golf course views for breathtaking sunsets! Experience this beautifully appointed turnkey 2-bedroom, 2-bathroom retreat with high vaulted ceilings and a split floor pl...

1347 Sqft,
2 Bed, 2 Bath
Status A-Active
Listing Courtesy of:
William Raveis Real Estate
Call: Cristina Gonzalez Linares 510-725-9191

For Rent Rate: $4,500 MLS# 225065151

Windstar Windward Cay

4650 Yacht Harbor Drive #123
Naples, FL 34112
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Now available September thru November 2025 in Windstar at Naples Bay! Charming second floor, 2 bedroom plus Den, 2 bathroom condo is located just steps from the elevator to your front door. This home is just perfect for your short term rental in one ...

1589 Sqft,
2 Bed, 2 Bath
Status A-Active
Listing Courtesy of:
Diversified Real Estate Group
Call: Marybeth Alford 239-319-8464

For Rent Rate: $2,500 MLS# 225041433

Windstar Compass Point South

3538 Haldeman Creek Drive #113
Naples, FL 34112
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Paradise is calling! Welcome to this inviting 2-bedroom, 2-bathroom home with stunning views of the golf course and lake, perfect for serene living in a secure, friendly gated community. Inside, the open kitchen shines with a counter that seats six, ...

1414 Sqft,
2 Bed, 2 Bath
Status A-Active
Listing Courtesy of:
Diversified Real Estate Group
Call: Marybeth Alford 239-319-8464

For Rent Rate: $2,250 MLS# 225057836

Windstar Windward Cay

4650 Yacht Harbor Drive #132
Naples, FL 34112
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Annual Rental: “Welcome” to this beautiful 1,589 sq ft turnkey condo, perfectly situated just steps from the elevator leading directly to your front door. As you enter this 3rd-floor retreat, you’ll be captivated by stunning views of the fairwa...

1589 Sqft,
2 Bed, 2 Bath
Status A-Active
Listing Courtesy of:
KW Coastal Living II
Call: Loretta Copper 913-484-7579

By Owner Rentals

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

Windstar On Naples Bay

3860 Clipper Cove Dr
Naples, FL 34112
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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, ...

3 Bed, 3 Bath

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

Windstar On Naples Bay

3576 Windjammer Circle
Naples, FL 34112
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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

FRBO Seasonal Rental $6,000

Windstar On Naples Bay

3543 Windjammer Circle unit 1901
Naples, FL 34112
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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...

2 Bed, 1 Bath

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

Windstar On Naples Bay

4400 Yacht Harbor Drive
Naples, FL 34109
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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...

3 Bed, 2 Bath

FRBO Seasonal Rental $7,700

Windstar On Naples Bay

1717 York Island Dr
Naples, FL 34112
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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...

3 Bed, 2 Bath

FRBO Seasonal Rental $7,500

Windstar On Naples Bay

3705 Haldeman Creek Drive
Naples, FL 34112
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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 AVAILABLE NEARBY...

3 Bed, 2 Bath

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