Skip main navigation
    House for rent
    • $45,000/mo

    Fees may apply

    377 Pirates Bight, Naples, FL 34103

    5beds
    5,106sqft

    Price may not include required fees and charges. Learn more|

    Singlefamily
    Available now
    Other
    2 Attached garage spaces parking
    Other
    Contact manager for more details about this home.

    What's special

    Private elevatorCozy breakfast nookPrivate pool and spaGourmet kitchen fully equippedSunset picnic areaElegant dining area
    Luxury Waterfront Vacation Home in Park Shore, just a short walk to the beach, available from June 2026 to January 30th 2027, rented for February and March 2027. Experience true coastal elegance in this stunning two story, 5 BR, 5 Baths waterfront home overlooking beautiful Venetian Bay. Primary and one guest BR downstairs, 3 additional guest bedroom upstairs. Perfect for family getaways or seasonal stays, this spacious residence combines luxury, comfort, and convenience in one exceptional location. Property Highlights: Expansive living room and upstairs family/play room, private elevator, elegant dining area, and cozy breakfast nook. Gourmet kitchen fully equipped for all your culinary needs. Private pool and spa and sundeck with breathtaking bay views. Exclusive private beach access to Park Shore Beach includes parking, sunset picnic area, restrooms, and shower. Short walk to Venetian Village, Waterside Shops, and just minutes to downtown Old Naples. Whether youre relaxing by the pool, enjoying a sunset over the bay, or exploring Naples best dining and shopping, this waterfront retreat offers everything you need for an unforgettable stay.
    144 days
    |
    --
    |
    --
    |

    Zillow last checked: 8 hours ago

    Listing updated: March 27, 2026 at 03:45pm

    Travel times

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 5
    • Bathrooms: 6
    • Full bathrooms: 5
    • 1/2 bathrooms: 1
    Heating
    • Other
    Cooling
    • Other
    Features
    • Has basement: Yes
    Interior area
    • Total interior livable area: 5,106 sqft

    Property

    Parking
    • Total spaces: 2
    • Parking features: Attached, Other
    • Has attached garage: Yes
    • Details: Contact manager
    Features
    • Has private pool: Yes
    • Pool features: Pool
    • Has water view: Yes
    • Water view: Waterfront
    • On waterfront: Yes
    Details
    • Parcel number: 16051040003

    Construction

    Type & style
    • Home type: SingleFamily
    • Property subtype: SingleFamily
    Condition
    • Year built: 2006

    Community & HOA

    HOA
    • Amenities included: Pool
    Location
    • Region: Naples

    Financial & listing details

    • Lease term: Contact For Details

    Price history

    Rent Zestimate®Rental Market Summary
    DateEventPrice
    11/14/2025Listed for rent$45,000+2.3%$9/sqft
    Source: Zillow Rentals Report a problem
    9/1/2025Listing removed$44,000$9/sqft
    Source: NABOR FL #224072184 Report a problem
    9/3/2024Listed for rent$44,000$9/sqft
    Source: NABOR FL #224072184 Report a problem
    8/27/2024Listing removed$44,000$9/sqft
    Source: NABOR FL #223064266 Report a problem
    12/1/2023Listed for rent$44,000$9/sqft
    Source: NABOR FL #223064266 Report a problem
    3/21/2023Listing removed--
    Source: Zillow Rentals Report a problem
    2/1/2023Listed for rent$44,000$9/sqft
    Source: Zillow Rentals Report a problem
    10/5/2022Listing removed--
    Source: Douglas Elliman Report a problem
    9/8/2022Price change$44,000+4.8%$9/sqft
    Source: Douglas Elliman #222065344 Report a problem
    4/2/2022Price change$42,000+7.7%$8/sqft
    Source: Douglas Elliman #221036775 Report a problem
    1/29/2022Price change$39,000+11.4%$8/sqft
    Source: Douglas Elliman #221036775 Report a problem
    9/15/2021Listed for rent$35,000+9.4%$7/sqft
    Source: Douglas Elliman #221036775 Report a problem
    1/12/2021Listing removed--
    Source: NABOR FL Report a problem
    10/5/2020Price change$32,000+6.7%$6/sqft
    Source: Premier Sotheby's Int'l Realty #220013121 Report a problem
    7/22/2020Price change$30,000+7.1%$6/sqft
    Source: Premier Sotheby's Int'l Realty #220013121 Report a problem
    2/17/2020Listed for rent$28,000$5/sqft
    Source: Premier Sotheby's Intl Realty #220013121 Report a problem
    5/10/2018Sold$4,542,500-4.4%$890/sqft
    Source: NABOR FL #217069142 Report a problem
    3/22/2018Pending sale$4,750,000$930/sqft
    Source: Premier Sotheby's International Realty #217069142 Report a problem
    3/1/2018Price change$4,750,000-4.9%$930/sqft
    Source: Premier Sotheby's International Realty #217069142 Report a problem
    11/2/2017Listed for sale$4,995,000$978/sqft
    Source: Premier Sotheby's International Realty #217069142 Report a problem
    7/1/2017Listing removed$4,995,000$978/sqft
    Source: Premier Sotheby's International Realty #216064951 Report a problem
    10/18/2016Listed for sale$4,995,000+9.8%$978/sqft
    Source: Premier Sotheby's International Realty #216064951 Report a problem
    6/27/2007Sold$4,550,000+186.2%$891/sqft
    Source: Public Record Report a problem
    8/10/2004Sold$1,590,000$311/sqft
    Source: Public Record Report a problem

    Neighborhood: Park Shore

    Nearby schools

    GreatSchools rating

    Nearby cities

    Nearby neighborhoods

    Nearby zip codes

    Nearby rental buildings