400 Flagship Dr #302, Naples, FL 34108
Property image
Property image
FOR RENT
3D VIEW

$15,000/mo

  • 3 Beds
  • 3 Baths
  • 2,035 sqft

400 Flagship Dr #302, Naples, FL 34108

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

Home Highlights

Condo
Attached Garage
No Pets
Dishwasher
Central, Electric & Central Air
Washer, Dryer

Local Information

  • Map ViewExplore the area around 400 Flagship Dr #302.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

LUXURY BAYSIDE SEASONAL RENTAL AVAILABLE FOR JANUARY, APRIL and MAY 2027 AND FOR THE HOLIDAYS ~ NOVEMBER & DECEMBER 2026. BEAUTIFULLY refreshed 3BR/3BA residence in Regatta at Vanderbilt Beach, located in highly desirable Building One and offering one of the largest, most open floor plans in the community. Bright and spacious with refined updates throughout. Features include new designer furnishings in the living and dining areas, new lighting and ceiling fans, four (4) flat-screen televisions, and wood plank-style tile flooring in the main living areas. Bedrooms feature tile flooring, new bedding, and a premium mattress in the primary suite. Renovated bathrooms and a well-appointed kitchen with granite countertops and stainless-steel appliances. New lanai furniture enhances the indoor-outdoor living experience. Regatta is a gated, resort-style community offering a tropical resort-style waterfall pool with zero-entry, two spas, two fitness rooms, media center, poolside grilling areas, and picnic spaces. There is also a PRIVATE POOL with a direct, relaxing view of the BAY exclusive to residents of Buildings One and Two. Ideally located just over one block to Vanderbilt Beach, across the road from The Ritz-Carlton, and moments from Mercato, Pavilion, and Waterside Shops, with easy access to Downtown Naples, Estero, and Bonita Springs. Optional: Newly renovated pool cabana available for rent (day use only; no overnight stays permitted). May & November $11,000/mo.

Details for 400 Flagship Dr #302

Interior Features

Heating & Cooling
Heating: Central, ElectricAir ConditioningHeating Fuel: Central
Appliances & Utilities
DishwasherDryerRefrigeratorWasher
Levels, Entrance, & Accessibility
Floors: Tile

Property Information

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

Rental Terms, Policies & Fees

Lease Term: Contact For Details

Exterior Features

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

Agent Information

Listing Agent
MLS/Source ID: 226023578

Building

Community rooms
Fitness Center

Additional Information

FishingGatedPoolSidewalksStreet Lights
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Costs and Fees

Required monthly rent & fees
  • Base rent
    $15,000/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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Rental Market Trends in Naples

Last updated Aug 2024
Average rent
$5.5K
Available listings
3938
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.
  • 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
  • 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
Jun 21, 2026
Source: NABOR FL #226023578
Listed For Rent
$15,000
Jun 16, 2026
Source: NABOR FL #226020057
ListingRemoved
$15,000
Jan 31, 2026
Source: NABOR FL #225043494
PriceChange
$15,000
Price increased by 25%
Dec 5, 2025
Source: NABOR FL #225043494
PriceChange
$12,000
Price decreased by 17%
Jun 1, 2025
Source: NABOR FL #225043494
Listed For Rent
$14,500
SunStream Realty
Louise Messina

Frequently asked questions about 400 Flagship Dr #302

  • What income do you need to rent 400 Flagship Dr #302?
    Most landlords look for monthly gross income of about 3× rent, or roughly $540K per year to rent 400 Flagship Dr #302 in Naples, FL at $15,000/mo.
  • How does the rent for 400 Flagship Dr #302 compare to similar 3-bedroom apartments in Naples?
    400 Flagship Dr #302 in Naples, FL rents about 305% above the area average for 3-bedroom apartments in Naples ($3,700/mo).
  • What are the closest schools to 400 Flagship Dr #302?
    The closest schools to 400 Flagship Dr #302 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.
  • Does 400 Flagship Dr #302 have a pool?
    Yes, 400 Flagship Dr #302 in Naples, FL has a pool.
  • Does 400 Flagship Dr #302 have laundry facilities?
    Yes, 400 Flagship Dr #302 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
$540,000 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 #302, Naples, FL is a 3 bedroom, 3 bathroom, 2,035 sqft condo built in 2000. 400 Flagship Dr #302 was listed for rent for $15,000/month on Jun 21, 2026.