Club Properties: Windstar Florida Real Estate Search Results

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For Rent Season Rate: $18,500 Off-Season Rate: $18,500 Rate: $18,500 MLS# 226017051

3296 Lookout Ln
Naples, FL 34112
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Experience resort-style living in this beautifully updated custom home, now available for seasonal or annual rental in the prestigious Windstar on Naples Bay community. Offering a rare combination of luxury, comfort, and lifestyle amenities, this res...

2647 Sqft, 0.25 Acres
3 Bed, 3 Bath
Status A-Active
Listing Courtesy of:
John R Wood Properties
Call: Kimberly Alvord 239-919-2742

For Rent Season Rate: $8,500 Off-Season Rate: $3,500 Rate: $8,500 MLS# 225062825

Somerset At Windstar

2124 Paget Cir # 1, Naples Fl 34112
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Welcome to your perfect Naples getaway in the exclusive Somerset community at Windstar on Naples Bay! Residents can enjoy the Windstar Social Membership which grants access to four exquisite dining venues, premier tennis and bocce courts, a state-of-...

1908 Sqft, 0.07 Acres
3 Bed, 2 Bath
Status A-Active
Listing Courtesy of:
John R Wood Properties
Call: Stacey Cotter 239-349-2494

For Rent Season Rate: $6,500 Off-Season Rate: $3,300 Rate: $6,500 MLS# 225051254

Windstar, Windward Cay

4650 Yacht Harbor Dr 125
Naples, FL 34112
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Available all months except Mar 27, Apr 27, May 27 and Nov 27! 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. Ne...

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: $6,500 Off-Season Rate: $2,400 Rate: $6,500 MLS# 226012976

Windstar, Compass Point South

3538 Haldeman Creek Dr 113
Naples, FL 34112
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Wake up to sweeping golf course views and end your day with a sunset boat ride to your own private island. This Naples gem is the lifestyle you’ve been dreaming of. This beautifully appointed two bedroom, two bath condo is set within an exclusive...

1414 Sqft,
2 Bed, 2 Bath
Status A-Active
Listing Courtesy of:
Diversified Real Estate Group
Call: Marie Vaughan 239-370-2575

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

Windstar, Marina Cove

5095 Yacht Harbor Dr # 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: $4,500 MLS# 226015928

Windstar, Clipper Cove

3868 Clipper Cove Dr
Naples, FL 34112
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Rarely available single family annual rental in the luxurious gated community of Windstar.Beautiful large 4 bedroom 4 bath pool home with 2 car garage with a Golf Course view of the 10TH fairway.This 2 story open floor plan has plenty of room for you...

2799 Sqft, 0.17 Acres
4 Bed, 4 Bath
Status A-Active
Listing Courtesy of:
Sun Realty
Call: Brian Flannery 239-207-7468

By Owner Rentals

FRBO Seasonal Rental $6,500 Membership Type(s): Transferable Soci [+ more]

Windstar On Naples Bay,

3570 Haldeman Creek Drive #131
Naples, FL 34112
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JAN & FEB 2027: Leased MAR 2027 - $6,500/mo MAY or JUNE - Discounted to $4,500/mo SELECT SUMMER MONTHS - Discounted to $3,000/mo SELECT FALL/WINTER MONTHS - $4,500/mo Bright and quiet 2 bed 2 bath top floor (3...

2 Bed, 2 Bath

FRBO Seasonal Rental $7,000

Windstar On Naples Bay,

3560 Windjammer Circle #1101
Naples, FL 34112
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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...

2 Bed, 2 Bath

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

Windstar On Naples Bay,

3705 Haldeman Creek Drive
Naples, FL 34112
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MORNINGSTAR - GROUND FLOOR ON THE LAKE - SOCIAL MEMBERSHIP AVAILABLE Main floor 2000 Sq.Ft. Lives like a bungalow on the water, with your own PRIVATE OPEN AIR PATIO/GARDEN. SOCIAL MEMBERSHIP TO WINDSTAR CLUB AVAILABLE FOR...

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

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