14797 Windward Ln, Naples, FL 34114
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

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

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

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.
See more

Home Highlights

Pets
Dogs allowed
Parking
Attached Garage
Outdoor
Pool
View
Contact Manager
Utilities
Contact Manager
Listed
180+ days ago

Details for 14797 Windward Ln

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

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

Interior Features

Appliances & Utilities
DishwasherDryerWasher
Heating & Cooling
Air Conditioning
Room & Shared Space
Shared space is furnished

Exterior Features

Pool
Pool
Parking & Garage
Parking: Attached Off Street, On Site

Price History for 14797 Windward Ln

DatePriceEventSource
01/23/2026$13,500PriceChange
Zillow Rentals
09/08/2025$8,000PriceChange
Zillow Rentals
11/21/2024$7,000PriceChange
Zillow Rentals
11/13/2024$15,000PriceChange
Zillow Rentals
09/18/2024$7,000PriceChangeZillow Rentals
04/29/2024ListingRemovedSWFLMLS #221020902
01/25/2024$6,300PriceChange
Zillow Rentals
08/27/2023$13,000PriceChange
Zillow Rentals
05/15/2023$5,400Listed For RentZillow Rentals
03/21/2023ListingRemovedZillow Rentals
11/20/2022$6,000Listed For RentZillow Rental Manager
08/16/2022$799,900ListingRemovedSWFLMLS #221020902
08/13/2022ListingRemovedZillow Rental Manager
07/13/2022$6,000Listed For RentZillow Rental Manager
07/06/2022ListingRemovedZillow Rental Manager
04/07/2022$6,000Listed For RentZillow Rental Manager
05/10/2021$825,000Sold
N/A
03/26/2021$799,900PendingSWFLMLS #221020902
03/24/2021$799,900PendingToActiveSWFLMLS #221020902
03/21/2021$799,900PendingSWFLMLS #221020902
03/19/2021$799,900Listed For SaleSWFLMLS #221020902
10/30/2019$661,700Sold
N/A

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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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Assigned Schools

These are the assigned schools for 14797 Windward Ln.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Naples

At least 1691 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

  • 61 % Say streets are well-lit

  • 61 % Say yards are well-kept

  • 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.
  • Jarek Przada
    "Bingo, pool gymnastics, potluck, every holiday is celebrated in the community. There are pool parties and grill dinners."
    0
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  • Jimandhelensimon
    "This is more of a senior community. There are not many families with children here. The greater community is very family oriented."
    0
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  • 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
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  • 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
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  • Lisa Ethier
    "Everyone would love living in my neighborhood it’s beautiful. It’s family oriented. Everyone gets along with everyone."
    0
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  • 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
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  • 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
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  • DonnaT
    "Naples is a great place to retire. It is paradise. The cost of living is outrageous but it is worth every penny! "
    0
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  • 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
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  • 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
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  • 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
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  • Trulia User
    "Everyone in Naples is very kind and friendly. The crime rate is very low. It’s a very family friendly city. "
    0
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • Kldaniel29
    "Family neighborhood great place laid back great schools nice place to live but pretty hot. Only set back"
    0
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  • Twalkercillins
    "Mostly retirees. Not a lot of children. Would not recommend for families with young children. Not very walkable."
    0
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  • Askrodiana
    "The neighborhood is safe for people and dogs to walk. A lot of people do walk their pets each morning and evening. "
    1
    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
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  • Marc d'Acunzo
    "Baker park has a great dog park area. One for small dogs and the other for medium and larger dogs. Plenty of areas to walk dogs."
    0
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  • Jt276297
    "It’s one of the cleanest towns in the United States and has a vast number of culture with in it’s population "
    0
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  • 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
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  • 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
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  • Kim
    "Activities are organized by HOA director they always have lots of activities planned lots of fun "
    0
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  • 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
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  • Swatson645
    "Very convenient to major roads and businesses but quiet neighborhoods. Love this area! Just beautiful!!!"
    0
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  • H5hnmg992c
    "none. i like that it isn’t gated. its a friendly neighborhood and people are kind. it’s becoming more accessible to food and restaurants"
    2
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  • Swatson645
    "Each neighborhood has an HOA so they do their own things. They are usually gated communities within Lely. "
    1
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  • 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
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  • Jkgc11
    "There are Lots of community parks and activities for children. Miles of bike paths. Near the beach. "
    0
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  • Naplesjan29
    "The school’s are excellent and close by! It’s a very safe and convenient area!!The school bus picks up here daily."
    0
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  • 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
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  • 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
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  • Trulia User
    "Easy commute. Beautiful area to live in. Lovely people, friendly, helpful, very neighborly and close to everything."
    1
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Local Legal Protections

LGBTQ • Source of Income
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.