Old Naples Houses for Rent with Pool

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  $58,500 per month

  • 4 Beds
  • 3.5 Baths
  • 3,229 Sq Ft
  • House for Rent

  380 5th Ave N, Naples, FL 34102

  Experience life in one of Naples' most pleasant neighborhoods just steps to the beach! Southern Sunset is a newly renovated and designer decorated coastal style home with all of the features and amenities you're searching for. Enter from the circular drive into an open living room with views out to the southern exposure lanai, heated pool and hot tub. A new picture window screen enclosure

  Stacey Cotter John R Wood Properties

  380 5th Ave N, Naples, FL 34102
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  /16

  $58,500 per month

  • 4 Beds
  • 3.5 Baths
  • 3,229 Sq Ft
  • House for Rent

  380 5th Ave N, Naples, FL 34102

  Experience life in one of Naples' most pleasant neighborhoods just steps to the beach! Southern Sunset is a newly renovated and designer decorated coastal style home with all of the features and amenities you're searching for. Enter from the circular drive into an open living room with views out to the southern exposure lanai, heated pool and hot tub. A new picture window screen enclosure

  Stacey Cotter John R Wood Properties

  380 5th Ave N, Naples, FL 34102
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  $30,000 per month

  • 3 Beds
  • 3 Baths
  • 1,930 Sq Ft
  • House for Rent

  271 1st Ave S, Naples, FL 34102

  Annual Rate is $22,500 per month. Listed rate is for High Season (Nov.-April). Longer High Season leases have greater discounted rates. Ideally located, this is the quintessential Olde Naples cottage home in a tropical, park-like setting only two and a half blocks to the beach. Cute, charming, and pristine, this three-bedroom home is the perfect Naples escape. Pets welcome! Only a short walk to

  Bill Earls John R Wood Properties

  271 1st Ave S, Naples, FL 34102
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  /19

  $42,500 per month

  • 4 Beds
  • 4 Baths
  • 3,702 Sq Ft
  • House for Rent

  431 1st Ave N, Naples, FL 34102

  Annual Rate is $31,875 per month. Listed rate is for High Season (Nov.-April). Longer High Season leases have greater discounted rates. Ideally situated on a quiet, mahogany lined street in the heart of Downtown Olde Naples sits this custom 4-bedroom home with a very accommodating floorplan. Freshly updated and decorated. Features include including wood floors throughout, hurricane impact

  Bill Earls John R Wood Properties

  431 1st Ave N, Naples, FL 34102
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  $45,000 per month

  • 5 Beds
  • 5.5 Baths
  • 4,434 Sq Ft
  • House for Rent

  195 2nd Ave N, Naples, FL 34102

  Annual Rate is $33,750 per month. Listed Rate is for high-season (Nov.-April). Longer high-season leases have greater discounted rates. The epitome of whimsical beach town living! Nestled only two blocks to the sugar sand coastline on a lush-tree lined street is this charmingly renovated two-story residence. Hosting five bedrooms + den, five full and one half bathrooms, and a number of other

  Bill Earls John R Wood Properties

  195 2nd Ave N, Naples, FL 34102
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  $42,000 per month

  • 4 Beds
  • 3 Baths
  • 2,216 Sq Ft
  • House for Rent

  206 1st Ave N, Naples, FL 34102

  Annual rate is $31,500. Listed Rate is for High Season (Nov. through April). Longer lease terms have greater discounted rates. Charming in every respect, this cottage is located a mere minute's walk to the beach! The residence features four spacious bedrooms, three renovated bathrooms, a fireplace, as well as multiple clean and bright living spaces. Located beyond the rear of the home's French

  Bill Earls John R Wood Properties

  206 1st Ave N, Naples, FL 34102
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  $42,750 per month

  • 4 Beds
  • 4.5 Baths
  • 3,100 Sq Ft
  • House for Rent

  354 1st Ave N, Naples, FL 34102

  Annual Rate is $32K per month. Listed rate is for High Season (November through April). Longer High Season leases have greater discounted rates. Nestled one of Olde Naples most picturesque tree-lined streets, and just three short blocks to sugar sand beaches, this idyllic and private residence affords 3,100 square feet of everything one could desire. The interior of the residence is dressed in

  Bill Earls John R Wood Properties

  354 1st Ave N, Naples, FL 34102
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  $54,000 per month

  • 5 Beds
  • 6.5 Baths
  • 5,641 Sq Ft
  • House for Rent

  Unlisted Address

  Annual rate is $40,500 per month. Listed rate is for High Season (Nov. through April). Longer High Season leases have greater discounted rates. See attached rate sheet. Located only two blocks to the beach and featuring lush, mature tropical foliage, this classic Bermuda styled home offers absolutely stunning interiors. The sprawling residence hosts five bedrooms, a study, as well as a flex space

  Bill Earls John R Wood Properties

  Unlisted Address
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  $47,250 per month

  • 4 Beds
  • 4.5 Baths
  • 3,815 Sq Ft
  • House for Rent

  168 2nd Ave N, Naples, FL 34102

  Annual rate is $35K per month. Advertised rate is for high-season (Nov. through April); longer lease terms have greater discounted rates. This Old Naples Cottage home is a perfect union of style and function and is situated just three doors to the beach on a lushly landscaped lot. As you enter you are greeted by beautiful tongue and groove cathedral ceilings, custom millwork, and vintage pendant

  Bill Earls John R Wood Properties

  168 2nd Ave N, Naples, FL 34102
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  $48,000 per month

  • 5 Beds
  • 4.5 Baths
  • 5,132 Sq Ft
  • House for Rent

  194 4th Ave N, Naples, FL 34102

  The annual rate is $36,000.00 / month. The advertised rate is for high-season (Nov.-April); longer terms have greater discounted rates. Situated only four houses from Naples’ sugar sand beaches on an oversized lot offering the utmost this home represents the quintessential tropical retreat! The residence features Old-Florida architecture, a metal roof, Hardi Plank siding, a front porch, wood

  Bill Earls John R Wood Properties

  194 4th Ave N, Naples, FL 34102

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