Entire home
Pirate Point, Luxe 5BR Escape w/ Pool, Tiki, & Dock Minutes from the Beach
Photo gallery for Pirate Point, Luxe 5BR Escape w/ Pool, Tiki, & Dock Minutes from the Beach
Reviews
10 out of 10
Exceptional
5 bedrooms5 bathroomsSleeps 10325.2 sq m
Popular amenities
Explore the area
Marathon, FL
- Coco Plum Beach17 min walk
- Curry Hammock State Park1 min drive
- Sombrero Beach17 min drive
- Marathon, FL (MTH-Florida Keys Marathon)9 min drive
Rooms & beds
5 bedrooms (sleeps 10)
Ahoy Suite
1 King Bed
Blackbeard Suite
1 King Bed
Sea Dog Suite
1 Queen Bed
Shipwreck Suite
1 Queen Bed
Treasure Master Suite
1 King Bed
5 bathrooms
Ahoy Suite
Toilet · Shower only
Blackbeard Suite
Toilet · Shower only
Hall Bathroom
Toilet · Shower only
Seadog House Bathroom
Toilet · Shower only
Treasure Suite
Toilet · Shower only
Spaces
Deck or patio
Porch or lanai
Kitchen
Balcony
Garden
Dining area
About this property
Pirate Point, Luxe 5BR Escape w/ Pool, Tiki, & Dock Minutes from the Beach
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.
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.
Add dates for prices
Amenities
Pool
Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi
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House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 9:30 AM
Children
Children allowed: ages 0–17
Both parents and/or legal guardians of all childre
Events
Events allowed: family gatherings, birthday parties, weddings
Pre approved events only.
Pets
Pets allowed: dogs (limit 2 total)
Certain Dogs Only. The following breeds, and any
Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Parties and events (including family gatherings, birthday parties and weddings) are allowed on site. Maximum attendees: 20
Note from host: Pre approved events only.
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
We should mention
A car is recommended for transport to and from this property
About the area
Marathon
Located in Marathon, this holiday home is on the waterfront. Captain Hooks Marina and Dive Center and Florida Keys Country Club are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Sombrero Beach and Curry Hammock State Park. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with cycling and ecotours.
Marathon, FL
What's nearby
- Coco Plum Beach - 17 min walk - 1.4 km
- Curry Hammock State Park - 1 min drive - 0.0 km
- Captain Hooks Marina and Dive Center - 6 min drive - 4.0 km
- Sunset Park Beach - 7 min drive - 3.4 km
- Sombrero Beach - 17 min drive - 13.9 km
Getting around
Restaurants
- Circle K - 6 min drive
- McDonald's - 10 min drive
- Sparky's Landing Fish and Cocktails - 5 min drive
- The Island Fish Company - 5 min drive
- Circle K - 5 min drive
Frequently asked questions
About the host
Hosted by Kim Portner
We first visited the Florida Keys in 2009 — and it was love at first sight. The vibrant blue waters, laid-back island charm, and natural beauty captured our hearts in a way no other place had. That one trip sparked a dream: to not only put down roots here, but to create something we could share with others.
That dream became HappyintheKeys — a family-owned lifestyle brand and boutique collection of carefully curated, upscale vacation homes. What started with one home quickly grew into a small portfolio of unique, luxury residences designed for travelers who want more than just a place to stay — they want an experience.
Each of our properties reflects the spirit of the Keys: relaxing, welcoming, and full of coastal character. We take pride in thoughtful design, top-tier amenities, and the kind of attention to detail that turns a trip into a treasured memory. From the moment guests arrive, we want them to feel at home — and like they’ve discovered a slice of paradise they’ll never forget.
We're deeply involved in every home and every guest experience. When you stay at one of our HappyintheKeys properties, you’re not just booking a vacation rental — you’re joining a community of guests who return year after year for the comfort, quality, and care we’re known for.
We’re so glad you found us — and we can’t wait to share the Keys with you.
That dream became HappyintheKeys — a family-owned lifestyle brand and boutique collection of carefully curated, upscale vacation homes. What started with one home quickly grew into a small portfolio of unique, luxury residences designed for travelers who want more than just a place to stay — they want an experience.
Each of our properties reflects the spirit of the Keys: relaxing, welcoming, and full of coastal character. We take pride in thoughtful design, top-tier amenities, and the kind of attention to detail that turns a trip into a treasured memory. From the moment guests arrive, we want them to feel at home — and like they’ve discovered a slice of paradise they’ll never forget.
We're deeply involved in every home and every guest experience. When you stay at one of our HappyintheKeys properties, you’re not just booking a vacation rental — you’re joining a community of guests who return year after year for the comfort, quality, and care we’re known for.
We’re so glad you found us — and we can’t wait to share the Keys with you.
Why they chose this property
When we discovered this property, we immediately saw its potential — a rare, expansive lot with stunning water views, nestled at the end of a peaceful canal street. The land was perfect for creating unforgettable vacation experiences. But the home itself? Outdated, worn down, and in serious need of love.
So, we rolled up our sleeves and got to work. We stripped everything down to the studs and reimagined the entire space from the ground up. Every inch has been thoughtfully renovated to meet our highest standards — blending comfort, style, and functionality to create something truly special.
The result is Pirate Point: a fresh, modern retreat that honors the Keys' laid-back charm while delivering an elevated, luxurious experience. Whether you're gathering with family, reconnecting with friends, or simply escaping the everyday, this home is designed to help you unwind, recharge, and make memories that last a lifetime.
So, we rolled up our sleeves and got to work. We stripped everything down to the studs and reimagined the entire space from the ground up. Every inch has been thoughtfully renovated to meet our highest standards — blending comfort, style, and functionality to create something truly special.
The result is Pirate Point: a fresh, modern retreat that honors the Keys' laid-back charm while delivering an elevated, luxurious experience. Whether you're gathering with family, reconnecting with friends, or simply escaping the everyday, this home is designed to help you unwind, recharge, and make memories that last a lifetime.
What makes this property unique
What makes Pirate Point truly stand out is its rare combination of privacy, space, and waterfront beauty — all wrapped in laid-back island luxury.
Tucked at the quiet end of a canal street, this property offers unmatched privacy and peace. With the home perched on a large corner lot surrounded by water on two sides, you're treated to expansive views of Coco Plum Bay and mangrove-lined canals — a constant connection to nature. Watch boats glide past from the windows and porches, or enjoy the soothing sway of palm trees from the hammocks at the corner of the grassy yard — a rare luxury in the Keys.
The outdoor space is a dream for both relaxation and recreation. There's plenty of decking and seating for sunbathing, dining, or sunset cocktails. The tiki hut with its cozy bench is a guest favorite — perfect for morning coffee, evening toasts, or watching dolphins and manatees pass by in the canal.
Families and groups love the thoughtful layout: large communal areas for gathering and celebration, plus quiet nooks where kids can play or adults can enjoy a moment of peace.
Fishing enthusiasts will love the extensive seawall — just grab a rod and cast off from your own backyard.
Pirate Point isn’t just a place to stay — it’s a destination. Whether you’re seeking fun-filled family adventures or peaceful tropical solitude, this home delivers a uniquely Florida Keys experience in every sense.
Tucked at the quiet end of a canal street, this property offers unmatched privacy and peace. With the home perched on a large corner lot surrounded by water on two sides, you're treated to expansive views of Coco Plum Bay and mangrove-lined canals — a constant connection to nature. Watch boats glide past from the windows and porches, or enjoy the soothing sway of palm trees from the hammocks at the corner of the grassy yard — a rare luxury in the Keys.
The outdoor space is a dream for both relaxation and recreation. There's plenty of decking and seating for sunbathing, dining, or sunset cocktails. The tiki hut with its cozy bench is a guest favorite — perfect for morning coffee, evening toasts, or watching dolphins and manatees pass by in the canal.
Families and groups love the thoughtful layout: large communal areas for gathering and celebration, plus quiet nooks where kids can play or adults can enjoy a moment of peace.
Fishing enthusiasts will love the extensive seawall — just grab a rod and cast off from your own backyard.
Pirate Point isn’t just a place to stay — it’s a destination. Whether you’re seeking fun-filled family adventures or peaceful tropical solitude, this home delivers a uniquely Florida Keys experience in every sense.
Languages:
English, Spanish
Premier Host
They consistently provide great experiences for their guests
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