The Quarry Naples Real Estate

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For Rent Season Rate: $20,000 Rate: $20,000 MLS# 224065223

2381 Gulf Shore Boulevard #503
Naples, FL 34103
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LOCATION! LOCATION!! LOCATION!! NOT AVAILABLE for 2026 Season!! Best hidden gem in the Moorings!!! Absolutely beautiful condo offers 3 spacious (en-suite) bedrooms and 3.5 baths. It was updated in 2015 and it is front and center on the Gulf of Mexico...

1950 Sqft,
3 Bed, 3 Bath
Status A-Active
Listing Courtesy of:
Downing Frye Realty Inc.
Call: Susan Cohen 239-273-8099

For Rent Season Rate: $20,000 Off-Season Rate: $10,000 Rate: $20,000 MLS# 224084508

Esplanade

9110 Trivoli Terrace
Naples, FL 34119
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GOLF MEMBERSHIP INCLUDED!!! Available until December 26, 2025. Rented from December 28, 2025 to March 31, 2026. Enjoy resort living in Esplanade, a prestigious golf community in Naples. Full gulf membership transferred to tenant for $600. This beauti...

2313 Sqft, 0.18 Acres
3 Bed, 3 Bath
Status A-Active
Listing Courtesy of:
William Raveis Real Estate
Call: Monika Korencsik 239-961-6219

For Rent Season Rate: $20,000 Rate: $20,000 MLS# 224066302

Naples Square

1135 3Rd Avenue #319
Naples, FL 34102
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Get ready to live in the lap of luxury with this stunning 2.5 bed, 3 bath rental located in the heart of Naples. Youll be just steps away from the best beaches, shopping, dining, and entertainment that Naples has to offer. The open concept unit provi...

1883 Sqft,
2 Bed, 2 Bath
Status A-Active
Listing Courtesy of:
Coldwell Banker Realty
Call: Ashley Baird 239-300-8476

For Rent Season Rate: $20,000 Rate: $20,000 MLS# 225053309

Olde Naples

850 Central Avenue #305
Naples, FL 34102
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This beautiful 3 bed, 2 bath unit is filled with modern touches and bright natural light. A boutique condo in a 22-unit building, you’ll find all the privacy and serenity you crave while living just steps from the beach and downtown life. The ameni...

1577 Sqft,
3 Bed, 2 Bath
Status A-Active
Listing Courtesy of:
Coldwell Banker Realty
Call: Ashley Baird 239-300-8476

For Rent Season Rate: $20,000 Off-Season Rate: $10,000 Rate: $20,000 MLS# 224086950

Pelican Bay Pinecrest At Pelican Bay

836 Bentwood Drive
Naples, FL 34108
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BOOKED FOR 2025 SEASON! Freshly updated, professionally designed. Don’t miss an opportunity to enjoy this lovely house within Pelican Bay, offering all amenities— beach, restaurants, tennis, and fitness center. Located in a quiet neighborhood, ...

2800 Sqft,
3 Bed, 2 Bath
Status A-Active
Listing Courtesy of:
Royal Shell Real Estate, Inc.
Call: Marjorie Workinger, PA 239-325-3516

For Rent Season Rate: $20,000 Off-Season Rate: $10,000 Rate: $20,000 MLS# 225054124

Vanderbilt Beach Regatta

410 Flagship Drive #1104
Naples, FL 34108
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Enjoy coastal elegance in this luxuriously appointed 3-bedroom, 3.5-bath residence on the 11th floor of the Regatta. This bayfront property features two ensuites, a wet bar with wine/beverage cooler, and a large, screened Lanai for sunrise breakfast ...

2320 Sqft,
3 Bed, 3 Bath
Status A-Active
Listing Courtesy of:
Downing Frye Realty Inc.
Call: Domenico Ceruzzi 973-699-2088

For Rent Season Rate: $20,000 Off-Season Rate: $16,000 Rate: $20,000 MLS# 224087557

Brendan Cove

27140 Brendan Way
Bonita Springs, FL 34135
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16,000 off season 20,000 in season. Escape to your private two story 4 bed, 4 bath luxury residence surrounded by watersways with the boat or jetski access to the Gulf. This stunning home boasts over 4500 sq.ft of living space - perfect for a large f...

2467 Sqft, 0.17 Acres
4 Bed, 4 Bath
Status A-Active
Listing Courtesy of:
John R Wood Properties
Call: Dovile Collins, LLC 239-331-1018

For Rent Season Rate: $20,000 Rate: $20,000 MLS# 225055003

Park Shore Venetian Villas

4000 Gulf Shore Boulevard #1400
Naples, FL 34103
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Dog Friendly, seasonal or annual rental. A BOATERS DREAM- Boat slip available for renter! Nestled on its own private island, Venetian Villas stand as one of Naples most distinguished gated communities. This exceptional first-floor condo, featuring 2 ...

1753 Sqft,
2 Bed, 2 Bath
Status A-Active
Listing Courtesy of:
John R Wood Properties
Call: Samantha Ford 239-776-0877

For Rent Season Rate: $20,000 Rate: $20,000 MLS# 224084663

Naples Park

11002 Vanderbilt Drive
Naples, FL 34108
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Available starting Mid December 2025 for the 2026 Season . Weekly rates available for Xmas thru New Years. Call for weekly rates. BRAND NEW SALT WATER POOL and SPA. WALK TO BEACH! One of Naples Park largest and finest! Gorgeous 4-bed, 4-bathroom ...

2992 Sqft, 0.22 Acres
4 Bed, 4 Bath
Status A-Active
Listing Courtesy of:
Better Homes And Gardens RE
Call: Susan Procacci 239-253-6142

For Rent Season Rate: $20,000 Off-Season Rate: $9,000 Rate: $20,000 MLS# 225029357

Big Cypress Big Cypress Golf Country Club

200 Burning Tree Drive
Naples, FL 34105
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Nestled within the prestigious Big Cypress Golf and Country Club, this secluded 4-bedroom, 3-bathroom residence offers a tranquil retreat. With its spacious layout and abundance of natural light, the living room invites relaxation by the fireplace. T...

3044 Sqft, 0.23 Acres
4 Bed, 3 Bath
Status A-Active
Listing Courtesy of:
Gulf Coast International Lux R
Call: Sarah Wayne, PA 239-289-2318

For Rent Rate: $20,000 MLS# 225052110

Royal Harbor

2201 Shad Court
Naples, FL 34102
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Escape to luxury in this stunning 4-bedroom, 6-bath waterfront property in prestigious Royal Harbor with 155 feet of water frontage and direct Gulf access, this fully furnished home offers exceptional indoor-outdoor living. The expansive lanai featur...

4175 Sqft, 0.36 Acres
4 Bed, 4 Bath
Status A-Active
Listing Courtesy of:
Premiere Plus Realty Company
Call: Jessica Asbel 239-227-3559

For Rent Season Rate: $20,000 Rate: $20,000 MLS# 224079392

Park Shore Savoy

4041 Gulf Shore Boulevard #802
Naples, FL 34103
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Experience instant tranquility with the Gulf of Mexico just steps from your door, and soft white sand beneath your feet. This unit is located on the 8th floor, unit 802 in the Savoy building in Park Shore. This is one of the best places to spend your...

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

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