377 Pirates Bight
Naples, FL 34103
Park Shore
5 Beds
5.5 Baths
5,106 sqft
Price may not include required fees and charges.
$45,000/mo
$45,000/mo
Price may not include required fees and charges.
- 5 Beds
- 5.5 Baths
- 5,106 sqft
Local Information
© Google
-- mins to
Description
Luxury Waterfront Vacation Home in Park Shore, just a short walk to the beach, available in July 2026, November, December 2026 and January 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.
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.
Costs and Fees
Required monthly rent & fees
Base rent
$45,000/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.
Home Highlights
Pets Allowed
Contact Manager
Parking
Attached Garage
Outdoor
Pool
View
Contact Manager
Utilities
Contact Manager
Listed
175 days ago
Details for 377 Pirates Bight
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Heating & Cooling Heating: OtherAir ConditioningHeating Fuel: Other |
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Year Built Year Built: 2006 |
Property Type / Style Property Type: Single Family Home |
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Lease Term: Contact For Details |
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Pool Pool |
Parking & Garage Parking: Attached Other, On Site |
Price History for 377 Pirates Bight
| Date | Price | Event | Source |
|---|---|---|---|
| 11/14/2025 | $45,000 | Listed For Rent | Zillow Rentals |
| 09/01/2025 | $44,000 | ListingRemoved | NABOR FL #224072184 |
| 09/03/2024 | $44,000 | Listed For Rent | NABOR FL #224072184 |
| 08/27/2024 | $44,000 | ListingRemoved | NABOR FL #223064266 |
| 12/01/2023 | $44,000 | Listed For Rent | NABOR FL #223064266 |
| 03/21/2023 | ListingRemoved | Zillow Rentals | |
| 02/01/2023 | $44,000 | Listed For Rent | Zillow Rentals |
| 10/05/2022 | ListingRemoved | Douglas Elliman | |
| 09/08/2022 | $44,000 | PriceChange | Douglas Elliman #222065344 |
| 04/02/2022 | $42,000 | PriceChange | Douglas Elliman #221036775 |
| 01/29/2022 | $39,000 | PriceChange | Douglas Elliman #221036775 |
| 09/15/2021 | $35,000 | Listed For Rent | Douglas Elliman #221036775 |
| 01/12/2021 | ListingRemoved | NABOR FL | |
| 10/05/2020 | $32,000 | PriceChange | Agent Provided |
| 07/22/2020 | $30,000 | PriceChange | Agent Provided |
| 02/17/2020 | $28,000 | Listed For Rent | Agent Provided |
| 05/10/2018 | $4,542,500 | Sold | NABOR FL #217069142 |
| 03/22/2018 | $4,750,000 | Pending | Agent Provided |
| 03/01/2018 | $4,750,000 | PriceChange | Agent Provided |
| 11/02/2017 | $4,995,000 | Listed For Sale | Agent Provided |
| 07/01/2017 | $4,995,000 | ListingRemoved | Agent Provided |
| 10/18/2016 | $4,995,000 | Listed For Sale | Agent Provided |
| 06/27/2007 | $4,550,000 | Sold | N/A |
| 08/10/2004 | $1,590,000 | Sold | N/A |
New Rentals Nearby
- FURNISHED
- FURNISHED
- FURNISHED
- FURNISHED
- FURNISHED
- APPLY INSTANTLYFURNISHED
- FURNISHED
- PET FRIENDLYFURNISHED
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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
$1,620,000 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.
Assigned Schools
These are the assigned schools for 377 Pirates Bight.
- Gulfview Middle School
- 6-8
- Public
- 604 Students
8/10GreatSchools RatingParent Rating AverageThis school honestly ruined my life and the three years I spent there were the worst In my life. The staff never did anything about bullying and they never contacted families unless there was an offense to the school itself. In my time there I had a total of 4 good teachers. In 6th grade a teacher wanted an honest review of her class from us, and I gave one. She would spend half of the class talking about her personal life and leave us with homework. When she saw my report on her class she took me into the hall and left the door open and started to berate me on my gifted status as well as my grades. When this was reported to administration all that happened was that I was switched to a different class, there was no punishment for any of her actions. My 7th grade math teacher there showed our class an animated political video discussing lizard people and the deep state. When our house flooded that same math teacher required me to rewrite all of the notes from the school year and there was no sympathy given from him. A group of kids literally got on all fours and started barking at me in the parking lot and because of the way any claim you made was dismissed I never reported it. In 8th grade my science teacher would pull up the attendance sheet that includes information about if a child has a 504 or IEP. You will get points taken off in gym class if you change in the bathrooms instead of the locker rooms, and at one point a random lady came and started recording us from outside of the fence. The way this school is run is disgusting and there are many teachers there that just need to retire. Do not send your children here.Other Review1y ago - Naples High School
- PK-12
- Public
- 1496 Students
6/10GreatSchools RatingParent Rating AverageWe have 3 kids in or through the school. Its got a great open campus, a diverse student body and some of the best athletics in the county. There are plenty of course offerings for all student levels.Parent Review2y ago - Sea Gate Elementary School
- PK-5
- Public
- 657 Students
10/10GreatSchools RatingParent Rating AverageExcellent school. It exceeded my expectations. Staff is very attentive and teachers are great, responsible and very dedicated, they are also strict as it has to be. My son learned a lot there. We had to move to another country an we miss Seagate a lot.Parent Review9y ago 
Check out schools near 377 Pirates Bight.
Neighborhood Overview
Neighborhood stats provided by third party data sources.
What Locals Say about Park Shore
At least 35 Trulia users voted on each feature.
90 % Say it's walkable to restaurants
89 % Say it's quiet
86 % Say it's dog friendly
84 % Say there's holiday spirit
84 % Say people would walk alone at night
74 % Say parking is easy
74 % Say car is needed
69 % Say streets are well-lit
67 % Say they plan to stay for at least 5 years
66 % Say it's walkable to grocery stores
65 % Say there are sidewalks
62 % Say yards are well-kept
56 % Say there are community events
46 % Say neighbors are friendly
37 % Say there's wildlife
26 % Say kids play outside
Learn more about our methodology.
Local Legal Protections
Local Legal Protections
LGBTQ • Source of Income
William Raveis Real Estate
Monika Korencsik
377 Pirates Bight, Naples, FL is a 5 bedroom, 6 bathroom, 5,106 sqft single-family home built in 2006. 377 Pirates Bight is located in Park Shore, Naples. 377 Pirates Bight was listed for rent for $45,000/month on Nov 14, 2025.