400 Flagship Dr #403, Naples, FL 34108
FOR RENT

400 Flagship Dr #403
Naples, FL 34108

  • 3 Beds
  • 3 Baths
  • 2,035 sqft
Price may not include required fees and charges.
Cost and fees breakdown

$14,000/mo

Original price: $13,000

$14,000/mo

Original price: $13,000
Price may not include required fees and charges.
Cost and fees breakdown
  • 3 Beds
  • 3 Baths
  • 2,035 sqft

Local Information

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

Description

Life is Good at The REGATTA! One Block to Naples Pristine Beach with a Great View! Naples Florida is ranked among the Top 10 Florida vacation destinations by US NEWS & WORLD REPORT! Luxury 3BD/3BA with a spectacular panoramic water view is the perfect vacation rental for beachcombers and boaters at VANDERBILT BEACH ! Enjoy sunsets from your lanai overlooking the bay, boats, the pool and patio area. Meticulously maintained 4th fl spacious condo nicely furnished, TV'S in every room, stainless steel appliances, white kitchen cabinetry, every room has luxury vinyl flooring, painted, newer washer and dryer, oversized screen lanai, generous closet space, king, queen and 2 twin beds, covered and guest parking. The property is perfect for accommodating your guests. Sleeps 6 comfortably. THE REGATTA, a gated neighborhood situated near the GULF OF MEXICO, RITZ CARLTON and Delnor Wiggins Pass State Beach Park with a fitness center, poolside grilling, a fishing pier, social room with built-in media center, two large tropical pools and spas. Located near fine and casual restaurants, movie theaters, Whole Foods, Trader Joe's, The Capital Grille, The Mercato for boutiques, upscale dining and entertainment, The Pelican Bay PUBLIX & Marketplace. Boat Docks available. No pets, no smoking, Wi-Fi, cable & utilities included. PICK ONE 30 day stay or Rent multiple months. Available Off Season months May-October 2026 and seasonal months Nov, Dec 2026.

Costs and Fees

Required monthly rent & fees
Base rent
$14,000/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.
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Home Highlights

Pets
No
Parking
Attached Garage
Outdoor
Contact Manager
View
Contact Manager
Utilities
Contact Manager
Listed
180+ days ago

Details for 400 Flagship Dr #403

Interior Features

Heating & Cooling
Heating: OtherAir ConditioningHeating Fuel: Other

Property Information

Year Built
Year Built: 2000
Property Type / Style
Property Type: Condo

Rental Terms, Policies & Fees

Lease Term: Contact For Details

Exterior Features

Parking & Garage
Parking: Attached Other, On Site

Price History for 400 Flagship Dr #403

DatePriceEventSource
12/26/2025$14,000PriceChange
Zillow Rentals
10/31/2025$13,000PriceChange
Zillow Rentals
10/05/2025$14,000Listed For RentZillow Rentals
10/03/2025$14,000ListingRemovedZillow Rentals
03/27/2025$14,000PriceChange
Zillow Rentals
10/03/2024$13,500Listed For RentZillow Rentals
06/30/2024ListingRemovedNABOR FL #223051366
07/31/2023$12,500Listed For RentNABOR FL #223051366
01/12/2021ListingRemovedNABOR FL
07/31/2018$9,000PriceChange
Agent Provided
02/24/2018$8,000Listed For RentAgent Provided
11/29/2016$8,000ListingRemovedAgent Provided
02/16/2016$10,000Listed For RentAgent Provided
06/29/2013$570,000Sold
N/A
04/16/2013$649,000PendingAgent Provided
11/29/2012$649,000PriceChange
Agent Provided
06/14/2012$674,900PriceChange
Agent Provided
08/18/2011$749,000PriceChange
Agent Provided
12/23/2010$825,000PriceChange
Agent Provided
10/08/2010$950,000Listed For SaleAgent Provided
03/25/2002$605,000Sold
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
$504,000 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 400 Flagship Dr #403.
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 1692 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.
  • 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
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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
    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
  • 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
    Flag
  • 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
    Flag
  • 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
    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
  • 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
    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
  • 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
    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
William Raveis Real Estate
Laurie Bellico
400 Flagship Dr #403, Naples, FL is a 3 bedroom, 3 bathroom, 2,035 sqft condo built in 2000. 400 Flagship Dr #403 was listed for rent for $14,000/month on Oct 5, 2025.