Old Naples Homes for Rent

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  $65,000 per month

  • 5 Beds
  • 5.5 Baths
  • 5,145 Sq Ft
  • House for Rent

  154 4th Ave N, Naples, FL 34102

  Coastal Chalet in Olde Naples - this stunning coastal dream is only a 2-min walk to the sparkling coastline of the Gulf of Mexico! This beautifully appointed home includes 4 bedrooms (two of them being primary suites), a centrally located study perfect for midday meetings, an upstairs den set up as a 2nd entertainment area, and an upstairs loft perfect for reading or cards. This vacation home is

  Stacey Cotter John R Wood Properties

  154 4th Ave N, Naples, FL 34102
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  $7,000 per month

  • 2 Beds
  • 2 Baths
  • 1,058 Sq Ft
  • Condo for Rent

  288 4th St S Unit 102, Naples, FL 34102

  Location, location, location! Beautifully updated two-bedroom condo ground floor end unit located two blocks from 5th Avenue South and four blocks to beach. New tile and carpet, plantation shutters and much more. Walk to the beach, fine restaurants and live theater, browse the array of art galleries and world class shopping, from this cozy residence. ***Information contained herein

  Grace Meholick Premier Sotheby's Int'l Realty

  288 4th St S Unit 102, Naples, FL 34102
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  $40,000 per month

  • 3 Beds
  • 2 Baths
  • 2,358 Sq Ft
  • House for Rent

  860 7th St S, Naples, FL 34102

  Quintessential Olde Naples charm. Lovely, updated, pet-friendly, pool home, perfect for a luxurious vacation rental. and the entire outdoor living area is brand new. Owner has recently totally remodeled baths and kitchen area. Walk to 5th, to 3rd, to the beach and to the ASG tennis courts. Summer at $25000 per month. 90 day lease for 2026 at $40000 per month***Information contained herein

  Joe Hoopfer Premier Sotheby's Int'l Realty

  860 7th St S, Naples, FL 34102
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  $12,000 per month

  • 2 Beds
  • 2 Baths
  • 735 Sq Ft
  • Condo for Rent

  175 5th Ave S Unit 103, Naples, FL 34102

  MAY 2025 SPECIAL.... $2,000/WEEK!!! AVAILABLE WEEKLY OR MONTHLY NOW THROUGH SEASON 2026 IN BEAUTIFUL DOWNTOWN NAPLES!!! Spend your vacation in the HEART OF NAPLES!!! Meticulously Maintained, this GROUND FLOOR Condo is beautifully completely renovated with 2 King Beds and its own washer and dryer. Fifth Avenue Beach Club offers a community pool in the courtyard and is located just a 1.5 block

  Louise Messina Phase III Real Estate Services

  175 5th Ave S Unit 103, Naples, FL 34102
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  $12,000 per month

  • 2 Beds
  • 2 Baths
  • 735 Sq Ft
  • Condo for Rent

  175 5th Ave S Unit 104, Naples, FL 34102

  AVAILABLE WEEKLY OR MONTHLY NOW THROUGH SEASON 2026 IN BEAUTIFUL DOWNTOWN NAPLES!!! Spend your vacation in the HEART OF NAPLES!!! Meticulously Maintained, this GROUND FLOOR Condo is beautifully COMPLETELY RENOVATED with 2 King Beds and its own washer and dryer. Fifth Avenue Beach Club offers a community pool in the courtyard and is located just a 1.5 block walk to the most beautiful beaches in

  Louise Messina Phase III Real Estate Services

  175 5th Ave S Unit 104, Naples, FL 34102

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