255 2nd Ave N, Naples, FL 34102
Property image
Property image
FOR RENT
3D VIEW

$43,500/mo

  • 6 Beds
  • 6.5 Baths
  • 4,351 sqft

255 2nd Ave N, Naples, FL 34102

Old Naples
Cost and fees breakdown
Price may not include required fees and charges.

Home Highlights

Single-Family Home
Attached Garage

Local Information

  • Map ViewExplore the area around 255 2nd Ave N.
  • Schools2 Preschool Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Discover the ultimate family beach retreat, located just seven doors from the pristine white sands of Old Naples! Perfectly designed for multi-generational gatherings or groups of friends, this unique property features two beautifully updated homesthe main house and a guest houseeach offering modern comforts with a touch of historic charm. Recently renovated, both homes are connected by a screened-in pool lanai, creating an inviting space for family fun and relaxation. With separate entrances, a circular front drive, and a rear alley drive, this property provides the perfect balance of privacy, flexibility, and comfort. Surrounded by mature trees and lush landscaping, the serene setting is enhanced by soft lighting that complements the tranquil neighborhood. Enjoy being steps from the beach and a short walk from the vibrant dining and shopping of 5th Avenue South. Additionally, world-class golf, tennis, museums, theaters, and the Naples Botanical Gardens are all just minutes away. Whether youre working remotely or enjoying leisure time, this home has it all. The guest house includes a dedicated office space, and the property is stocked with six bicycles, beach chairs, umbrellas, and towelseverything you need for an unforgettable stay. This is your chance to experience luxurious and convenient living in the heart of Old Naples.

Details for 255 2nd Ave N

Property Information

Year Built
Year Built: 1989
Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: Contact For Details

Exterior Features

Pool
Pool
Parking & Garage
GarageParking: Attached Garage, On Site

Agent Information

Listing Agent
MLS/Source ID: 225083529

Additional Information

Pool
Report this Listing

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Costs and Fees

Required monthly rent & fees
  • Base rent
    $43,500/mo
Required one-time fees
  • Security deposit
    Contact for details
  • Application fee
    Contact for details
  • Administrative fee
    Contact for details
Pricing is subject to change. All calculations are estimates and provided for informational purposes only. Actual amounts may include additional mandatory or optional fees. Please consult the community manager for a complete breakdown of all rental costs.
See more

Rental Market Trends in Old Naples

Last updated Sep 2026
Average rent
$13K
$250MoM
Available listings
211
View rental market trends in Naples, FL

Around this home

Neighborhood Overview

Old Naples
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Old Naples

At least 49 Trulia users voted on each feature.

  • 91 % Say people would walk alone at night

  • 83 % Say it's walkable to restaurants

  • 81 % Say it's dog friendly

  • 77 % Say it's quiet

  • 76 % Say car is needed

  • 71 % Say there are sidewalks

  • 69 % Say they plan to stay for at least 5 years

  • 68 % Say there's holiday spirit

  • 66 % Say streets are well-lit

  • 65 % Say parking is easy

  • 61 % Say yards are well-kept

  • 51 % Say it's walkable to grocery stores

  • 46 % Say there are community events

  • 40 % Say neighbors are friendly

  • 35 % Say kids play outside

  • 34 % Say there's wildlife

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "Old Naples is a hotspot for warm weather, beautiful beaches, great restaurants and shopping and the ARTS and tennis/pickleball nuts! A perfect place to retire."
    0
    Flag
  • Trulia User
    "I see dogs being walked daily. Dogs are friendly, well behaved and cared for. People pick up after their dogs."
    0
    Flag
  • Trulia User
    "There is live music almost every night, amazing festivals in the park, close to the beach and most restaurants."
    0
    Flag
  • Trulia User
    "Community and commercial establishments are very dog friendly…….they would not like the amount of cars on the roads"
    1
    Flag
  • Michelle
    "The town is visually beautiful. We have everything here that a large city would have in a very small town. What more could anyone ask for."
    14
    Flag
  • Mark W.
    "Olde Naples is a unique area because you have the beach so close and yet you can walk to shopping, great dining, parks and more. I sound like an advertisement for Old Naples, but it's really true!!! It doesn't get any cleaner and low crime that downtown Naples."
    10
    Flag
  • raytesta
    "We love this house and grounds. You can walk to the beach and the main street with ease. The beaches are beautiful and the whole area is cosmopolitan yest it has a small town feel. There are great restaurants localy and in the nearby Mercato shopping and nightlife area. "
    8
    Flag
  • cwagon
    "Live nearby and have visited often. Great spot to enjoy the Jul 4th fireworks from the Naples pier, just a few blocks away."
    2
    Flag

Local Legal Protections

LGBTQ • Source of Income

Price and Tax history

DateEventPrice
Dec 16, 2025
Source: Zillow Rentals
Listed For Rent
$43,500
Dec 15, 2025
Source: Zillow Rentals
ListingRemoved
$43,500
Feb 24, 2025
Source: Zillow Rentals
PriceChange
$43,500
Price decreased by 3%
Feb 19, 2025
Source: Zillow Rentals
PriceChange
$45,000
Price increased by 29%
Jan 17, 2025
Source: Zillow Rentals
Listed For Rent
$35,000
William Raveis Real Estate
Monica Simon

Frequently asked questions about 255 2nd Ave N

  • How does the rent for 255 2nd Ave N compare to similar 4+ bedroom houses in Old Naples?
    255 2nd Ave N in Naples, FL rents about 60% above the area average for 4+ bedroom houses in Old Naples ($27,167/mo).
  • What are the closest schools to 255 2nd Ave N?
    The closest schools to 255 2nd Ave N in Naples, FL are Gulfview Middle School (rated 9/10), Lake Park Elementary School (Pre-K, rated 10/10), Naples High School (Pre-K, rated 6/10).
  • What do residents say about the Old Naples neighborhood?
    Residents describe the Old Naples neighborhood in Naples, FL as walkable to restaurants, dog-friendly, and quiet. See apartments for rent in Old Naples, Naples.
  • Does 255 2nd Ave N have a pool?
    Yes, 255 2nd Ave N in Naples, FL has a pool.
  • Does 255 2nd Ave N have a garage?
    Yes, 255 2nd Ave N in Naples, FL has an attached garage.

Affordability

TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
$1,566,000 PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.

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255 2nd Ave N, Naples, FL is a 6 bedroom, 7 bathroom, 4,351 sqft single-family home built in 1989. 255 2nd Ave N is located in Old Naples, Naples. 255 2nd Ave N was listed for rent for $43,500/month on Dec 16, 2025.