Old Naples Houses for Rent

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  $42,900 per month

  • 2 Beds
  • 2 Baths
  • 2,500 Sq Ft
  • House for Rent

  47 8th Ave S, Naples, FL 34102

  Weekly Rentals Available Starting May 1, 2025 – Plan Your Beach Vacation Now!Welcome to the “Kite House,” a charming Old Naples retreat just steps from the Gulf of Mexico. This listing features the beautifully designed 2-bedroom, 2-bath residence, perfect for a family getaway or a relaxing couples’ retreat. Enjoy all the comforts of a newly remodeled property, complete with exquisite decor,

  Monica Simon William Raveis Real Estate

  47 8th Ave S, Naples, FL 34102
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  $50,000 per month

  • 4 Beds
  • 3 Baths
  • 3,577 Sq Ft
  • House for Rent

  Unlisted Address

  This newly renovated home is centrally located to the best Old Naples has to offer. One block from the beach, and a short walk to Fifth Avenue's luxurious restaurants and shops. The house has an open floor plan concept, with a connected family room, dining room, and kitchen, along with a den and an office.

  Tom Puckett Luxury Real Estate LLC

  Unlisted Address
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  /16

  $9,900 per month

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

  282 4th St S Unit 204, Naples, FL 34102

  DOWNTOWN NAPLES, CLOSE TO 5TH AVENUE - 3 MINUTES TO THE BEACHES Welcome to our Beautiful Beach Breeze Condo, which is located on a quiet street in downtown Naples. LOCATION, LOCATION, LOCATION! This vacation rental offers 1058 Square Feet of newly remodeled living space and the perfect location - Only two blocks away from Downtown 5th Avenue and four short blocks to the beach! Naples

  Maya Mihajlovic Realty One Group MVP

  282 4th St S Unit 204, Naples, FL 34102
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  $55,000 per month

  • 4 Beds
  • 4.5 Baths
  • 3,850 Sq Ft
  • House for Rent

  300 2nd Ave N, Naples, FL 34102

  BOOKED FROM JAN. 1- April 30, 2026'. This furnished house, designed by MHK Architect, is perfectly situated just 2 blocks to the beach and a short stroll to Fifth Ave. Open floor plan with 370 Sq. Ft. of sliding pocketed doors to maximize the Florida outdoor living experience. With all important southern exposure, the sun lights up the home. Four bedrooms, a huge bonus room, wide wood plank

  Marjorie Workinger Royal Shell Real Estate, Inc.

  300 2nd Ave N, Naples, FL 34102
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  $30,000 per month

  • 3 Beds
  • 3 Baths
  • 2,252 Sq Ft
  • House for Rent

  359 2nd Ave N, Naples, FL 34102

  BOOKED Jan.-March 2025: This charming Old Naples house has a perfect combination of great location, serene outdoor spaces, and a spacious, updated interior. The house is 2.5 blocks to the beach, a short bike ride to 5th Ave. S., as a well as the local grocery so leaving the car in the three - car garage is optional. Magnificent outdoor spaces make this home a private oasis. Spend the day by the

  Marjorie Workinger Royal Shell Real Estate, Inc.

  359 2nd Ave N, Naples, FL 34102
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  /22

  $38,000 per month

  • 3 Beds
  • 3 Baths
  • 3,050 Sq Ft
  • House for Rent

  680 8th Ave S, Naples, FL 34102

  Annual rate is $28,500 per month. Listed rate is for High Season (December through April). Longer leases have greater discounted rates. See rental rate sheet. Located just steps to Cambier Park, 5th Avenue South, Third Street South, and Naples' famous beaches, the 1929 Captain Parker House is unequivocally filled with every ounce of history, charm, and luxury one would desire! Numerous

  Bill Earls John R Wood Properties

  680 8th Ave S, Naples, FL 34102
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  /16

  $11,000 per month

  • 2 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • House for Rent

  271 Broad Ave S Unit 203, Naples, FL 34102

  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 just steps from 3rd Street South, where world-class dining, boutique shopping, and charming cafes line the palm-shaded streets. Only two blocks

  Steven Fenttiman Coldwell Banker Realty

  271 Broad Ave S Unit 203, Naples, FL 34102
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  /18

  $12,500 per month

  • 2 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • House for Rent

  271 Broad Ave S Unit 202, Naples, FL 34102

  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 Naples, this residence is just steps from the iconic 3rd Street South, renowned for its world-class shopping and dining. Only two blocks away, the pristine white

  Steven Fenttiman Coldwell Banker Realty

  271 Broad Ave S Unit 202, Naples, FL 34102
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  $40,000 per month

  • 3 Beds
  • 3 Baths
  • 2,776 Sq Ft
  • House for Rent

  444 2nd Ave N, Naples, FL 34102

  Discover timeless charm with a front porch perfect for morning coffee or evening breezes in the heart of Olde Naples! This two-story gem, just several blocks from the beach, offers a unique blend of character and coastal allure. Inside, find 3 bedrooms, a flexible den, and an open, sunlit layout that combines Old Florida charm with modern comforts. Step outside to enjoy your private pool and spa,

  Connie Kommer William Raveis Real Estate

  444 2nd Ave N, Naples, FL 34102
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  $30,000 per month

  • 4 Beds
  • 3 Baths
  • 2,488 Sq Ft
  • House for Rent

  370 6th Ave S, Naples, FL 34102

  Now available January 2026 at $30,000 plus taxes and fees due to cancelation. Nestled in the heart of Olde Naples, this exquisite 4-bedroom, 3-bathroom home offers the perfect blend of luxury, privacy, and convenience. With its prime location just one block from the bustling 5th Avenue and three blocks from the pristine beaches, you'll have the best of both worlds: the tranquility of a private

  Michael Dedio Naples Trust Real Estate Servi

  370 6th Ave S, Naples, FL 34102
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  $35,000 per month

  • 3 Beds
  • 3.5 Baths
  • 3,325 Sq Ft
  • House for Rent

  12 6th St S, Naples, FL 34102

  Welcome to Naples Coastal Retreat – Your Luxurious Getaway! Experience the epitome of coastal contemporary living at our stunning vacation rental home in beautiful Naples, FL. This exquisite three-bedroom sanctuary, each with its own attached bathroom, offers the perfect blend of luxury, comfort, and style, making it an ideal retreat for families or groups of friends. Each of the three spacious

  Michael Dedio Naples Trust Real Estate Servi

  12 6th St S, Naples, FL 34102
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  $4,000 per month

  • 2 Beds
  • 1.5 Baths
  • 1,000 Sq Ft
  • House for Rent

  72 7th St S Unit 203, Naples, FL 34102

  In the heart of Olde Naples, Park Terrace Club -- Two bedroom condo with one full bath and a half bath. A second floor unit in an elevator building for $4,000 for January 2026 plus 11% tourist tax plus cleaning fee. Also an application fee to be paid by Renter. The open floor plan for the dining and living area extends to the enclosed lanai. Crown molding and laminate flooring in living and

  Karen Meola Downing Frye Realty Inc.

  72 7th St S Unit 203, Naples, FL 34102

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