Pirate Point, Luxe 5BR Escape w/ Pool, Tiki, & Dock Minutes from the Beach

Marathon, Florida
$1291 avg/night
Bed 5

Bed

Bath 5

Bath

Home Private Vacation Home

Property Type

Sleep 10

Max Sleeps

Welcome to Pirate Point – your private slice of paradise. Tucked away at the end of a peaceful canal street on lush, landscaped grounds, this upscale waterfront estate offers the ultimate blend of luxury and comfort. Set on nearly an acre at the corner of Avenue G canal and Coco Plum Bay, the compound boasts expansive bay views, a private dock, and exceptional outdoor living spaces.

The property includes a 3BR/3BA main home, a separate 1BR/1BA apartment, and a detached 1BR suite— offering ideal flexibility for families or groups who crave both connection and a bit of separation. Inside, coastal-chic interiors and a spacious open-plan great room invite you to unwind, while outside you’ll find a sparkling private pool, hammocks, a dockside tiki lounge, and game areas — all designed for relaxation and fun. Guests rave that Pirate Point’s charm can't be captured in photos and how right they are! The soothing waterfront vibe, tropical breezes, and peaceful seclusion create an atmosphere that must be felt to be believed.

Fish from the sea wall, enjoy sunset cocktails by the tiki, or cook up a feast in the fully stocked kitchen or pn the poolside grill. The home is perfect for multi-generational families, couples traveling together, or friends seeking a high-end Keys escape.

Part of the exclusive HappyintheKeys collection of luxury homes, Pirate Point is dog-friendly and proudly managed with care by a family-owned team dedicated to guest comfort.

Please note: For stays longer than one week, special deposit/payment terms apply. Contact us for details.

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    2 Total Pets Pet Friendly Welcoming Dogs Only
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    5 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 3500 Sq Ft (325 Sq M)
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Ice Maker Kitchen Island Microwave Oven Refrigerator Stovetop
  • LAUNDRY

    Laundry Facilities Near Laundromat Washing Machine And Dryer
  • PARKING

    Car Recommended Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Balcony Barbecue Grill Garden
  • POOL/SPA

    Heated Pool Private Pool
  • BATHROOMS

    5 Bathrooms Hair Dryer Shower Towels Provided
  • LANGS SPOKEN

    English Spanish
  • THINGS TO DO

    Cycling Nearby Ecotours Nearby Fitness Facilities Nearby Jet Skiing Nearby Kayaking Nearby Marina Nearby Parasailing Nearby Power Boating Nearby Sailing Nearby Water Skiing Nearby
  • ENTERTAINMENT

    Arcade/game Room Games Smart TV With Cable/satellite Service
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • LOCATION HIGHLIGHTS

    Near A Hospital Near The Bay Near The Ocean Near The Sea On The Waterfront
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 09:30 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 10

Map Map

School District Rates & Availability

Review Review

  • Amanda D.

    Submitted Jul 8, 2025

    Stayed Jun 28, 2025

    The home was beautiful, well stocked, and had everything our family needed. The property staff went out of their way to ensure we had a great time. We will definitely return!

  • Renee M.

    Submitted Mar 15, 2025

    Stayed Mar 1, 2025

    Beautiful property, fenced in pool and with 2 baby gates we kept 3 toddlers contained on a great patio. Every question was answered within minutes and we couldn’t have asked for a better big family gathering place

  • Robert E.

    Submitted Dec 16, 2024

    Stayed Nov 23, 2024

    This is a beautiful property inside and out! Plenty of room to enjoy with friends and family and room to enjoy time alone. The owners were very easy to work with and very quick to respond to any questions. We would definitely stay again!

  • Sherry D.

    Submitted Aug 5, 2024

    Stayed Jul 20, 2024

    We loved this home it was very spacious and the property was beautiful. The owners were very helpful and if we had a question very prompt to get to us. Would come back again.

  • Amber C.

    Submitted Apr 23, 2024

    Stayed Apr 13, 2024

    The property was beautiful. We all had a wonderful stay. The staff was amazing and very communicative.

  • Marcie K.

    Submitted Mar 15, 2024

    Stayed Mar 2, 2024

    The property was very large and had room for the 8 adults to spread out and still come together. Having a boat is a must for this property although we saw manatee and dolphins almost daily. beautiful sunrises and sunsets and biking around the neighborhood was great as well. The pool is nice but the beach nearby was full of seaweed and not a place we spent time which is why the boat is very important if you want to be out on the water. The 4 king rooms all have an en suite bathroom which is great for 4 couples. Linens were not great quality but kitchen is very well stocked.Overall a wonderful experience and great property!

  • Dee N.

    Submitted Mar 5, 2024

    Stayed Feb 24, 2024

    The accommodations were as described and the environment was welcoming and comfortable. The kitchen was well stocked with all of the cooking, dining and utensils needed. Management was very responsive to any questions or issues we had, which were minimal, mainly getting familiar with features of the home. Would definitely stay there again and would recommend it to our friends. One of the most beautiful rentals we have ever had from our travels.

  • don m.

    Submitted Feb 20, 2024

    Stayed Feb 10, 2024

    Great resort like house and surroundings for fun time with friends and family.

  • Veronica B.

    Submitted Jan 9, 2024

    Stayed Dec 30, 2023

    This property is perfection! You could tell that the designers were definitely into details ~ everything was decorated with up to date furnishings, cookware, towels and bed linens. I saw some of the cutest throw pillows I've ever seen!! We even had Christmas decorations and a lighted palm tree near our dining table!! We rented a large pontoon boat that we all enjoyed. The pool was very warm and clean. Our bedrooms had plenty of space to spread out and a huge kitchen/great room plus a game room that the grandkids loved! The sunsets were amazing every single day!! Highly recommend!!

  • Betsey A.

    Submitted Nov 25, 2023

    Stayed Nov 17, 2023

    Pirates Point was an incredible rental! We spent a week at pirates point and celebrated our parents 50th anniversary over Thanksgiving. We had 11 people in our party and it was the perfect space for us. There was ample seating for all of our meals in the open kitchen/great room. The kitchen was very well stocked with cooking utensils, pots/pans, mixing bowls, casserole dishes and everything you need for getting those hard-to-get crab-bites out of their shells. They even did a special delivery of extra things we might need for our Thanksgiving meal. Every space and all bedrooms were beautifully decorated, the beds were very comfortable. The bathrooms are stocked with plenty of towels and washcloths for everyone. They had a giant basket of beach/pool towels for everyone. We loved the huge sectional couch in the living room that was big enough for all of us to relax and unwind each evening together. There was also a huge outdoor sectional on the back deck and plenty of comfortable deck chairs off the living room. The home is also expansive enough that if you wanted solitude from others, it was easy to find! It was great to have a space where those that wanted to sit in the sun could and those that wanted shade could find it and both spaces have incredible views. As a collective group of 11, we couldn’t think of one thing that this property lacked! The hosts truly thought of everything. Rent this place, you will not regret it!

Your dates are Available!

Total

Includes taxes and fees
$1,291+
View details