14797 Windward Ln, Naples, FL 34114
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Property image
FOR RENT
PET FRIENDLY
FURNISHED

14797 Windward Ln
Naples, FL 34114

  • 3 Beds
  • 5 Baths
  • 2,585 sqft
Price may not include required fees and charges.
Cost and fees breakdown

$13,500/mo

$2,000 deposit
Original price: $8,000

$13,500/mo

$2,000 deposit
Original price: $8,000
Price may not include required fees and charges.
Cost and fees breakdown
  • 3 Beds
  • 5 Baths
  • 2,585 sqft

Home Highlights

Pets
Dogs allowed
Parking
Attached Garage
Outdoor
Pool
Listed
180+ days ago
Climate Control
Central & Central Air

Local Information

  • Map ViewExplore the area around 14797 Windward Ln.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Prime seasonal rental months now available in 2025 due to recent health related cancellation.

Our home in Naples Reserve was built in 2019. It features a private pool/spa, outdoor kitchen & bathroom, 3-car garage, Sonos sound system w/ indoor/outdoor ceiling speakers, Smart TV's in living room/guest bedrooms/outside. Minutes to Old Naples & Marco Island. Relax at the tiki bar & cafe restaurant next to the resort style pool. Enjoy the fitness center, bocce ball, pickle ball, & tennis. Stay active riding the brand-new Trek bikes on the neighborhood walking/biking paths. Or just relax...

This home features a large open concept great room with a custom accent wall and linear fireplace. The upgraded kitchen includes custom cabinets and an oversized island. There is a generous primary master suite and ensuite, den/office, and 2 additional bedrooms each with their own full bathroom. The screened-in outdoor oasis includes a well-appointed summer kitchen, large pool & spa, and outdoor bathroom. This home has a 3-car garage and endless upgrades including an integrated Sonos sound system with indoor/outdoor ceiling speakers, bespoke built-in closets, AC in garage, upscale furnishings, and Smart TV's in living room/guest bedrooms.

Rent Prices Per Upcoming Available Month:
May 2026: Unavailable
June 2026: $6,000
July 2026: Unavailable
August 2026: Unavailable
September 2026: $6,000
October 2026: $6,000
November 2026: $7,000
December 1st-25th 2026: $7,000
January 2027: Unavailable
February 2027: Unavailable
March 2027: Unavailable
April 2027: Unavailable
May 2027: $7,000
June 2027: $6,000
July 2027: $6,000
August 2027: $6,000
September 2027: $6,000
October 2027: $6,000
November 2027: $7,000
December 1st-25th 2027: $7,000

30 day minimum rental. Booking subject to Naples Reserve HOA approval via submission of signed HOA application.
$250 cleaning fee.
$200 HOA application fee.
Multiple month rentals available upon request.

Rent Prices Per Upcoming Available Month:
May 2026: Unavailable
June 2026: $6,000
July 2026: Unavailable
August 2026: Unavailable
September 2026: $6,000
October 2026: $6,000
November 2026: $7,000
December 1st-25th 2026: $7,000
January 2027: Unavailable
February 2027: Unavailable
March 2027: Unavailable
April 2027: Unavailable
May 2027: $7,000
June 2027: $6,000
July 2027: $6,000
August 2027: $6,000
September 2027: $6,000
October 2027: $6,000
November 2027: $7,000
December 1st-25th 2027: $7,000

Details for 14797 Windward Ln

Interior Features

Heating & Cooling
Heating: CentralAir ConditioningHeating Fuel: Central
Appliances & Utilities
DishwasherDryerWasher
Room & Shared Space
Shared space is furnished

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: 1 monthSmall dogs allowedDeposit: $2,000

Exterior Features

Pool
Pool
Parking & Garage
GarageParking: Attached Garage Off Street, On Site
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Costs and Fees

Required monthly rent & fees
  • Base rent
    $13,500/mo
Required one-time fees
  • Security deposit
    $2,000
  • Application fee
    Contact for details
  • Administrative fee
    Contact for details
  • HOA application fee
    $200
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.
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Around this home

What Locals Say about Naples

At least 1698 Trulia users voted on each feature.

  • 86 % Say it's dog friendly

  • 83 % Say car is needed

  • 78 % Say parking is easy

  • 75 % Say it's quiet

  • 69 % Say people would walk alone at night

  • 69 % Say there's holiday spirit

  • 67 % Say there are sidewalks

  • 62 % Say yards are well-kept

  • 61 % Say streets are well-lit

  • 60 % Say they plan to stay for at least 5 years

  • 53 % Say neighbors are friendly

  • 51 % Say there's wildlife

  • 48 % Say kids play outside

  • 47 % Say it's walkable to grocery stores

  • 46 % Say it's walkable to restaurants

  • 39 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Mfontaine21
    "Many community events at our town center including food trucks, swim and dance parties and weekly bingo"
    0
    Flag
  • Jeff W
    "What an awesome community. From the beach, to the restaurants, the berm, the amenities, people … just love Pelican Bay. "
    0
    Flag
  • Trulia User
    "Safe neighborhoods but be wary of some of the complexes as you move east. Naples is amazing if you do your homework "
    0
    Flag
  • Swatson645
    "There is so much space to walk your dog on nice sidewalks."
    0
    Flag
  • Chad Roberson
    "Quiet, people leave you alone here. No hoa, can expand on your property. Weather is amazing 6-8 months out of the year. You’ll see amazing wildlife everywhere in this area. "
    0
    Flag
  • Jimandhelensimon
    "We have an excellent location to access numerous beaches and have an enormous amount of well landscaped green space. Our pool feels like a resort pool."
    0
    Flag
  • Jarek Przada
    "Bingo, pool gymnastics, potluck, every holiday is celebrated in the community. There are pool parties and grill dinners."
    0
    Flag
  • Jimandhelensimon
    "This is more of a senior community. There are not many families with children here. The greater community is very family oriented."
    0
    Flag
  • James
    "lots of green space in the area and there are dog parks that also can be visited by dog owners and the place is always well groomed"
    1
    Flag
  • Sandra Decain
    "Great friendly people - love the dining access to water amazing weather. Could not ask for more. "
    0
    Flag
  • Michael.mccann
    "Lovely and quiet. Great location with beach and shopping/dining nearby. Homes are well maintained "
    0
    Flag
  • Michelle SanFillipo
    "Great dog parks and open spaces for recreational activities. Safe and secure. Well lit at night. Wide sidewalks and others are respectful of dogs and clean up."
    1
    Flag
  • Cristiano Machado
    "Friendly and safe neighborhood Close to schools, lhospital and grocery stores plus great restaurants and pubs"
    0
    Flag
  • Lisa Ethier
    "Everyone would love living in my neighborhood it’s beautiful. It’s family oriented. Everyone gets along with everyone."
    0
    Flag
  • Brian.bird
    "Fun people and safe gated community with golf and tennis and good food. Homes are nice and the grounds are well kept"
    0
    Flag
  • waterman46
    "Pet friendly all dogs on leashes . We have never had a problem and 99% pick up after their dogs. Just a really nice pet friendly area."
    1
    Flag
  • Jimandhelensimon
    "It’s dog friendly but dogs must be on a leash. The dogs must be twenty pounds or less unless they are an emotional support dog."
    0
    Flag
  • DonnaT
    "Naples is a great place to retire. It is paradise. The cost of living is outrageous but it is worth every penny! "
    0
    Flag
  • Wheeler04
    "The Isles is surrounded by nature with 1/2 of its 2,400 acres dedicated to preserve and waterways. Such a friendly and active community! "
    0
    Flag
  • Airwavessystem
    "I great community to live close to everything shops supermarkets and the beach. 15 minutes to the mall and 5 minutes to the main highway 75 to tampa Orlando or to miami."
    0
    Flag
  • Scottjohnnewhouse
    "I’ve lived in Naples for 33 years. It is growing at an alarming rate but it is such a safe place to live…."
    0
    Flag
  • Trulia User
    "Everyone in Naples is very kind and friendly. The crime rate is very low. It’s a very family friendly city. "
    0
    Flag
  • Eric
    "There are a lot of young families with children out playing with each other. The community center is well equipped with gym equipment and a beautiful pool."
    0
    Flag
  • Oditth Ricardo
    "Peaceful and safe. No issues and no problems most of the time. Great schools. Great place to start a family and raise kids. "
    0
    Flag
  • Jimandhelensimon
    "Beautiful open spaces and amenities. Beaches and large variety of restaurants and entertainment. The shopping is awesome and the people are fun loving."
    0
    Flag
  • Laurel
    "This is a family friendly neighborhood. It is close to the beach, the Greenway, the zoo, parks, theater, shopping, and dining. It’s close to downtown Naples and just a few miles to The Mercato. "
    0
    Flag
  • Nmarranca
    "I am here on vacation and it is a wonderful community. We are in Beachwalk, which is very close to the beach and walking distance and we have a big pool."
    0
    Flag
  • Kldaniel29
    "Family neighborhood great place laid back great schools nice place to live but pretty hot. Only set back"
    0
    Flag
  • Twalkercillins
    "Mostly retirees. Not a lot of children. Would not recommend for families with young children. Not very walkable."
    0
    Flag
  • Mccartneyjosh
    "It is a standard city commute with lengthy traffic lights and moderate to heavy traffic, but generally it is a normal commute "
    0
    Flag
  • Amolter
    "Lake park is close to everything anyone would want. Mall, restaurants, parks, dog park, hospital, grocery store, zoo, move theatre,downtown, boat launch to the bay, and the beach!!"
    0
    Flag
  • Blondbasket
    "Great groups of people live in the area. Everything is relatively easy and close to the house. I know my neighbors and they are so far very helpful and all around happy people. "
    0
    Flag
  • Kim
    "Activities are organized by HOA director they always have lots of activities planned lots of fun "
    0
    Flag
  • Kim
    "Very well kept sidewalks and community areas, yards are well maintained it’s so easily accessible to markets and stores very easy to walk around , biking is also easy to do there are nice friendly people "
    0
    Flag
  • Swatson645
    "Very convenient to major roads and businesses but quiet neighborhoods. Love this area! Just beautiful!!!"
    0
    Flag
  • Juntig5
    "Naples is a lovely place, tends to get crowded in the season, nice beaches and the city is clean with lots of restaurants. Pleasant weather. "
    0
    Flag
  • Jkgc11
    "There are Lots of community parks and activities for children. Miles of bike paths. Near the beach. "
    0
    Flag
  • Trulia User
    "Close to the beaches restaurant downtown feel like you on vacation family friendly and pet friendly neighborhood. Very clean and safe. Beautiful area "
    0
    Flag
  • Trulia User
    "Super nice location ! Close to beaches, downtown, everything you might want. Friendly neighbors. Close to restaurants, groceries, cafes. Beautiful homes. Historic homes "
    0
    Flag
  • Trulia User
    "Easy commute. Beautiful area to live in. Lovely people, friendly, helpful, very neighborly and close to everything."
    1
    Flag

Local Legal Protections

LGBTQ • Source of Income

Price and Tax history

DateEventPrice
Jan 23, 2026
Source: Zillow Rentals
PriceChange
$13,500
Price increased by 69%
Sep 8, 2025
Source: Zillow Rentals
PriceChange
$8,000
Price increased by 14%
Nov 21, 2024
Source: Zillow Rentals
PriceChange
$7,000
Price decreased by 53%
Nov 13, 2024
Source: Zillow Rentals
PriceChange
$15,000
Price increased by 114%
Sep 18, 2024
Source: Zillow Rentals
PriceChange
$7,000

Frequently asked questions about 14797 Windward Ln

  • What income do you need to rent 14797 Windward Ln?
    Most landlords look for monthly gross income of about 3× rent, or roughly $485K per year to rent 14797 Windward Ln in Naples, FL at $13,500/mo.
  • What is the pet policy at 14797 Windward Ln?
    14797 Windward Ln in Naples, FL allows small dogs.
  • How does the rent for 14797 Windward Ln compare to similar 3-bedroom houses in Naples?
    14797 Windward Ln in Naples, FL rents about 108% above the area average for 3-bedroom houses in Naples ($6,500/mo).
  • What are the closest schools to 14797 Windward Ln?
    The closest schools to 14797 Windward Ln in Naples, FL are Lely High School (rated 5/10), Manatee Elementary School (Pre-K, rated 8/10), Manatee Middle School (rated 7/10).
  • Does 14797 Windward Ln have a pool?
    Yes, 14797 Windward Ln in Naples, FL has a pool.
  • Does 14797 Windward Ln have laundry facilities?
    Yes, 14797 Windward Ln in Naples, FL has in-unit laundry.

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
$486,000 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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14797 Windward Ln, Naples, FL is a 3 bedroom, 5 bathroom, 2,585 sqft single-family home. 14797 Windward Ln was listed for rent for $13,500/month on Sep 13, 2023. This property is pet friendly.