The Quarry Naples Real Estate

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For Rent Season Rate: $21,500 Off-Season Rate: $12,500 Rate: $21,500 MLS# 226031809

1080 5Th St S 1080
Naples, FL 34102
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Fabulous multistory attached villa located right in the heart of Olde Naples! So close to everything this highly desirable neighborhood has to offer. Four stories of luxurious, yet comfortable, accommodations offer the best of Florida living. Numerou...

2310 Sqft,
3 Bed, 3 Bath
Status A-Active
Listing Courtesy of:
Royal Shell Real Estate, Inc.
Call: Jeffrey Windland, PA 239-285-1198

For Rent Season Rate: $21,130 Off-Season Rate: $14,660 Rate: $21,130 MLS# 2026026841

232 Bayshore Dr
Cape Coral, FL 33904
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This is a VACATION RENTAL only. Owner will not consider annual rentals. Weekly rentals are welcome. The Winslet Estate is a 5-bedroom, 5 & 2 1/2-bathroom three story resort-style property located on the Caloosahatchee River with an electric heated p...

4627 Sqft, 0.36 Acres
5 Bed, 5 Bath
Status A-Active
Listing Courtesy of:
Associated Vacation Rentals
Call: Lori Gilmore 239-673-9294

For Rent Season Rate: $21,000 Off-Season Rate: $10,000 Rate: $21,000 MLS# 226001997

Castillo At Tiburon

2864 Tiburon Blvd E 102
Naples, FL 34109
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Welcome to 2864 Tiburon Blvd E #102, an impeccably updated second-floor residence in the prestigious Castillo at Tiburon, home to The Ritz-Carlton Golf Resort. A transferable MEDALLION MEMBERSHIP allows you to enjoy the world class amenities of the p...

2420 Sqft,
3 Bed, 2 Bath
Status A-Active
Listing Courtesy of:
Premier Sotheby's Int'l Realty
Call: Mary Babroff 239-405-1841

For Rent Season Rate: $21,000 Off-Season Rate: $7,000 Rate: $21,000 MLS# 226019069

The Dunes Of Naples, Grande Dominica

295 Grande Way 1202
Naples, FL 34110
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Experience luxury living at its finest in this exquisite 3-bedroom, 3.5-bathroom residence located on the 12th floor of The Dunes of Naples. With over 2,600 square feet of meticulously designed living space, this stunning condo offers unparalleled pa...

2609 Sqft,
3 Bed, 3 Bath
Status A-Active
Listing Courtesy of:
William Raveis Real Estate
Call: Nathan Dyer 417-350-7803

For Rent Season Rate: $21,000 Rate: $21,000 MLS# 226027558

Vanderbilt Beach, Vanderbilt Gulfside

10951 Gulfshore Dr 1405
Naples, FL 34108
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One or more photo(s) has been virtually staged, AI generated or rendered. Gorgeous Three Bedroom, Three Bathroom 14th floor end unit in the this highly sought after community on Vanderbilt Beach! Vanderbilt Gulfside! This unit boasts incredible view...

1964 Sqft,
3 Bed, 3 Bath
Status A-Active
Listing Courtesy of:
SunStream Realty
Call: Christine Yeaw 239-450-7010

For Rent Season Rate: $21,000 Off-Season Rate: $13,500 Rate: $21,000 MLS# 226028630

Park Shore, Savoy

4041 Gulf Shore Blvd N 606
Naples, FL 34103
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Fantastic Gulf, park and skyline views from this completely renovated sixth floor residence in one of Park Shore Beach's most desirable high-rise beach front towers! No expense has been spared in the reimagining of this residence. Modern, tasteful ...

2550 Sqft,
3 Bed, 3 Bath
Status A-Active
Listing Courtesy of:
Royal Shell Real Estate, Inc.
Call: Jeffrey Windland, PA 239-285-1198

For Rent Season Rate: $20,500 Off-Season Rate: $6,500 Rate: $20,500 MLS# 226007304

Treviso Bay, Via Veneto

9234 Veneto Pl
Naples, FL 34113
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Luxury Living in Treviso Bay – Completely Refreshed. This is Your dream GOLF home in the prestigious Treviso Bay community of Naples, where luxury meets lifestyle! This 3-bedroom + den, 3-bathroom home offers 2,032 sq. ft. of impeccably designed li...

2032 Sqft, 0.25 Acres
3 Bed, 3 Bath
Status A-Active
Listing Courtesy of:
Downing Frye Realty Inc.
Call: Gabriel Kohn 239-231-6085

For Rent Season Rate: $20,500 Off-Season Rate: $12,000 Rate: $20,500 MLS# 226026988

675 Harbour Dr
Naples, FL 34103
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Season, 2027 at $20,500, Off-Season at 2027 at $12,000. Enjoy the perfect blend of downtown Naples' vibrant energy and the tranquility of your own private retreat. This beautifully redesigned home opens to a covered outdoor oasis, featuring an expans...

2693 Sqft,
4 Bed, 3 Bath
Status A-Active
Listing Courtesy of:
Premier Sotheby's Int'l Realty
Call: Joe Hoopfer, LLC 239-810-0885

For Rent Season Rate: $20,500 Rate: $20,500 MLS# 226033532

9412 Rapallo St
Naples, FL 34119
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Every detail was chosen with intention. Step through the front door and the house opens at once—light, calm, and finished in whites and soft grays—with the golf course already in view from the living room, kitchen, and primary suite. The open pl...

2860 Sqft, 0.27 Acres
3 Bed, 3 Bath
Status A-Active
Listing Courtesy of:
Woodruff Property Management
Call: Shawn Cassel 239-571-8176

For Rent Season Rate: $20,250 Off-Season Rate: $10,000 Rate: $20,250 MLS# 2026020122

28539 Longford Ct
Bonita Springs, FL 34135
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**** Available in December and January 2027, act quickly! **** PARADISE PALMS at Bonita National Golf & Country Club is a 3-bedroom-plus-den, 2-bath luxury vacation rental sleeping up to 8 guests with GOLF & SOCIAL MEMBERSHIP. The east-facing screen...

2251 Sqft, 0.20 Acres
4 Bed, 2 Bath
Status A-Active
Listing Courtesy of:
Worthington Realty, Inc.
Call: Kim Dolniak 314-368-6713

For Rent Season Rate: $20,000 Off-Season Rate: $9,500 Rate: $20,000 MLS# 225029512

Bolero At Tiburon

2654 Bolero Dr 8-1
Naples, FL 34109
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JUST LISTED with a FULL MEDALLION GOLF MEMBERSHIP TRANSFER & Immaculate....Available from July 2026 through November 2026 and then available May 1, 2027 forward. . The brightest first floor condo in Bolero also has the largest back lawn overlooking ...

1768 Sqft,
3 Bed, 2 Bath
Status A-Active
Listing Courtesy of:
Real Estate Specialty Svcs II
Call: Tracey Young 239-209-7511

For Rent Season Rate: $20,000 Off-Season Rate: $8,000 Rate: $20,000 MLS# 225084814

Park Shore, Savoy

4041 Gulf Shore Blvd Sw 902
Naples, FL 34103
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Welcome to Unit 902 at The Savoy your place in paradise. Perched on the ninth floor along prestigious Gulf Shore Boulevard North, this beautifully appointed three-bedroom residence captures breathtaking panoramic views from every room. Endless blue ...

2160 Sqft,
3 Bed, 3 Bath
Status A-Active
Listing Courtesy of:
Hamro & Associates LLC
Call: Ody Noa, LLC 239-269-2881