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850 Central Ave 310 Naples
Available March through November 2026! Short term or long term. This boutique condo is in an exclusive 22 unit building in the heart of Naples. The building offers plenty of privacy, but you’ll be just…
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1155 6th St S Naples
Bella Bungalow is a classic Olde Naples ranch home, newly renovated and furnished to honor its mid century modern roots! Experience an authentic taste of Olde Naples in this excellent location just 6 blocks from…
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361 1st Ave N Naples
This charming cottage offers 3 bedroomss,3 bath and is nestled in Olde Naples, on a quiet street, lined with beautiful trees, just 3.5 blocks to Naples' pristine, white sandy beaches, and magnificent sunsets. The living…
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900 5th Ave S 303 Naples
EXPERIENCE LUXURY LIVING IN THE HEART OF OLDE NAPLES - LOCATION, LOCATION, LOCATION! This luxurious penthouse is the perfect vacation rental in the heart of Old Naples. Ideal for those seeking a high-end getaway, this…
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320 Gulf Shore Blvd S Naples
***DOWNTOWN***OLDE NAPLES***BEACH IS JUST A FEW STEPS FROM FRONT DOOR***4 BEDS/ 3 BATHS***FURNISHED SEASONAL***Stately charm and Olde Naples elegance await you in beautiful Villa Rosa, a classic Bahamian villa just steps from the sugar-sand beaches…
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201 8th St S 301 Naples
Furnished Annual Rental - Inquire regarding short-term summer rates! UNIQUE CORNER BALCONY - Combine City and Sunset views for the ultimate experience in Downtown Naples living. Just a short block away to the areas hottest…
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739 5th Ave N Naples
Nestled in prestigious and highly sought-after Old Naples, this exceptional five bedroom, five and a half bath residence offers the ultimate in coastal luxury. Spanning over 5,800 square feet of thoughtfully designed living space—including a…
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339 4th Ave N Naples
Final availability: 04/07-05/31. Exquisitely renovated (11/2025) Olde Naples beach home. With soaring ceilings and boundless outdoor living spaces, this house flows exceptionally. The house is situated on a larger lot which provides a large outdoor…
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116 3rd St N Naples
A light, bright and casually inspired beach cottage in the heart of Olde Naples. Close to downtown, beaches and shopping. Primary bedroom features a queen bed, flat-screen TV and ensuite bathroom with marble…
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365 5th Ave S 307 Naples
Newly available for the 2025–2026 season! This exceptional two bedroom two bathroom penthouse is one of only seven exclusive residences, located at 365 Fifth Avenue South. A wonderful location to enjoy urban living in downtown…
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365 5th Ave S 303 Naples
Chic 2-Bedroom, 2-bath condo in the Heart of Olde Naples! Welcome to your dream retreat in downtown Olde Naples! This beautifully updated 2-bedroom, 2-bathroom condo at 365 5th Avenue South #303 offers an elegant blend…
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271 Broad Ave S 202 Naples
Experience the ultimate Naples lifestyle in this beautifully furnished 2-bedroom, 2-bath condo—turnkey and available for immediate short term lease. Ideally located on the top floor of a quaint, three-unit building in the heart of Old…
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271 Broad Ave S 203 Naples
Embrace the quintessential Old Naples lifestyle in this light-filled, end-unit condo—turnkey and available for immediate seasonal or annual lease. Perched on the top floor of a charming three-unit building, this residence boasts an unbeatable location…
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271 Broad Ave S 202 Naples
Experience the ultimate Naples lifestyle in this beautifully furnished 2-bedroom, 2-bath condo—turnkey and available for annual lease. Ideally located on the top floor of a quaint, three-unit building in the heart of Old Naples, this…
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271 Broad Ave S 203 Naples
Live the quintessential Old Naples lifestyle in this light-filled, end-unit condo—turnkey and available for immediate annual or seasonal lease. Set on the top floor of a charming three-unit building, this residence enjoys a premier location…
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801 River Point Dr 303a Naples
PREMIER LOCATION!!! Walking distance to 5th Ave, Tin City, Old Naples and white sandy beaches. Fine dining, boutique and antique stores, performing arts, car shows, art fairs right on 5th Ave, free concerts at Cambier…
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900 5th Ave S 301 Naples
ANNUAL RENTAL AVAILABLE IN DOWNTOWN NAPLES!! This third-floor residence boasts 2 bedrooms and 2 baths, is merely steps to award-winning restaurants, galleries and shopping is a perfect place to call home. Gleaming wood floors, an…
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