400 Flagship Dr #505, Naples, FL 34108
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Property image
FOR RENT
3D VIEW

$11,500/mo

  • 3 Beds
  • 3 Baths
  • 1,760 sqft

400 Flagship Dr #505, Naples, FL 34108

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

Home Highlights

Condo
Attached Garage

Local Information

  • Map ViewExplore the area around 400 Flagship Dr #505.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Beautiful upscale condominium on the 5th floor with magnificent views of Vanderbilt Bay and a
glimpse of the Gulf of Mexico. This 3 bedroom, 3 bath apartment has everything you want in a
vacation residence: brand new stainless steel appliances; hardwood floors in the bedrooms and ceramic
tile in the living areas, baths and lanai; 6 televisions (including a large screen high definition Samsung
in the living room); and wireless internet. The open floor plan is spacious and the location is perfect:
just a short walk to the Gulf and Vanderbilt Beach, where you can enjoy the famous Naples' sunsets
as well as wonderful beachfront dining at the Ritz Carlton, Turtle Club and La Playa.
Designed as a resort style community, Regatta offers amazing on-site amenities, such as a fitness
center, poolside grill and picnic area, furnished social room with built-in media center, fishing piers,
boat docks, electronic gated entry, tropical waterfall pool and lap pool. Just a short drive up Vanderbilt
Beach Road from Regatta are numerous fine restaurants, tennis courts at the Pelican Bay Community
Park, plus movie theaters, upscale shopping, dining and dancing at the fabulous new Mercato complex.

Details for 400 Flagship Dr #505

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
GarageParking: Attached Garage, On Site

Media

Agent Information

Listing Agent
MLS/Source ID: 226018444
Report this Listing

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Costs and Fees

Required monthly rent & fees
  • Base rent
    $11,500/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 Naples

Last updated Sep 2026
Trulia Rent Estimate$6,821/mo
Average rent
$5.5K
Available listings
3949
View rental market trends in Naples, FL

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.
  • Silvia Polgati
    "Is a quiet neighborhood we really enjoy "
    0
    Flag
  • 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. "
    1
    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 "
    1
    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
  • 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
May 8, 2026
Source: Zillow Rentals
Listed For Rent
$11,500
May 8, 2026
Source: Zillow Rentals
ListingRemoved
$11,000
May 9, 2025
Source: NABOR FL #225044770
Listed For Rent
$11,000
Apr 28, 2025
Source: Zillow Rentals
ListingRemoved
$11,000
Apr 26, 2024
Source: Zillow Rentals
Listed For Rent
$11,000
William Raveis Real Estate
Lesley Garlock

Frequently asked questions about 400 Flagship Dr #505

  • What income do you need to rent 400 Flagship Dr #505?
    Most landlords look for monthly gross income of about 3× rent, or roughly $415K per year to rent 400 Flagship Dr #505 in Naples, FL at $11,500/mo.
  • How does the rent for 400 Flagship Dr #505 compare to similar 3-bedroom apartments in Naples?
    400 Flagship Dr #505 in Naples, FL rents about 211% above the area average for 3-bedroom apartments in Naples ($3,703/mo).
  • What are the closest schools to 400 Flagship Dr #505?
    The closest schools to 400 Flagship Dr #505 in Naples, FL are Aubrey Rogers High School (rated 6/10), Naples Park Elementary School (Pre-K, rated 7/10), Pine Ridge Middle School (rated 9/10).
  • What do residents say about Naples?
    Residents describe Naples, FL as dog-friendly, easy to park in, and quiet. Most residents say you need a car. See apartments for rent in Naples, FL.
  • Is there a virtual tour of 400 Flagship Dr #505?
    Yes, a virtual tour of 400 Flagship Dr #505 in Naples, FL is available.

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
$414,000 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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400 Flagship Dr #505, Naples, FL is a 3 bedroom, 3 bathroom, 1,760 sqft condo built in 2000. 400 Flagship Dr #505 was listed for rent for $11,500/month on May 8, 2026.