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

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Pirate Point House and Compound
Entry and Walk Up to Pirate Point Main House
Entry Door to Main Home
Stunning Living Room and Open Living
Living and Kitchen Space

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area
5 bedrooms5 bathroomsSleeps 103500 sq ft

Popular amenities

  • Ocean view
  • Pool
  • Kitchen
  • Washing machine
  • Dryer

Explore the area

View in a map
Marathon, FL
  • Place, Coco Plum Beach
    ‪17 min walk‬
  • Place, Curry Hammock State Park
    ‪17 min walk‬
  • Place, Great White Heron National Wildlife Refuge
    ‪4 min drive‬
  • Airport, Marathon, FL (MTH-Florida Keys Marathon)
    ‪7 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.
Our prices include all fees. No hidden fees.

Add dates for prices

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 9:30 AM
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Children

Children allowed: ages 0–17
Both parents and/or legal guardians of all childre
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Events

Events allowed: family gatherings, birthday parties, weddings
Pre approved events only.
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Pets

Pets allowed: dogs (limit 2 total)
Certain Dogs Only. The following breeds, and any
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Smoking

Smoking is not permitted
Guest must sign rental agreement.
No smoking at all.
Maximum occupancy of the property includes adults and children of all ages.

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.

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.
View more Holiday homes in MarathonOpens in a new window
Map
Marathon, FL

What's nearby

  • Coco Plum Beach - 17 min walk - 1.4 km
  • Curry Hammock State Park - 17 min walk - 1.4 km
  • Great White Heron National Wildlife Refuge - 4 min drive - 2.4 km
  • Sombrero Beach - 13 min drive - 13.9 km
  • Seven Mile Bridge - 18 min drive - 20.7 km

Getting around

  • Marathon, FL (MTH-Florida Keys Marathon) - 8 min drive

Restaurants

  • ‪Brass Monkey - ‬10 min drive
  • ‪McDonald's - ‬10 min drive
  • ‪Circle K - ‬6 min drive
  • ‪The Island Fish Company - ‬5 min drive
  • ‪Wendy's - ‬10 min drive

Frequently asked questions

Is Pirate Point, Luxe 5BR Escape w/ Pool, Tiki, & Dock Minutes from the Beach pet-friendly?

Yes, this property allows dogs (limit 2 total).

How much does it cost to stay at Pirate Point, Luxe 5BR Escape w/ Pool, Tiki, & Dock Minutes from the Beach?

As of 7 Apr 2026, prices found for a 1-night stay for 2 adults at Pirate Point, Luxe 5BR Escape w/ Pool, Tiki, & Dock Minutes from the Beach on 11 Apr 2026 start from £907, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Pirate Point, Luxe 5BR Escape w/ Pool, Tiki, & Dock Minutes from the Beach?

On-site parking is available at the property.

What time is check-in at Pirate Point, Luxe 5BR Escape w/ Pool, Tiki, & Dock Minutes from the Beach?

Check-in begins at 4:00 PM.

What time is check-out at Pirate Point, Luxe 5BR Escape w/ Pool, Tiki, & Dock Minutes from the Beach?

Checkout is at 9:30 AM.

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

Situated on the waterfront, this holiday home is 0.8 mi (1.2 km) from Coco Plum Beach and within 3 miles (5 km) of Curry Hammock State Park and Marathon Visitor Center. San Pablo Catholic Church and Captain Hooks Marina and Dive Center are also within 3 miles (5 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 61 out of 63 reviews
Rating 8 - Good. 0 out of 63 reviews
Rating 6 - Okay. 1 out of 63 reviews
Rating 4 - Poor. 0 out of 63 reviews
Rating 2 - Terrible. 1 out of 63 reviews

9.8/10

Cleanliness

10/10

Check-in

9.8/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Amanda D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect Vacation

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!
Stayed 7 nights in Jun 2025
Verified

10/10 Excellent

Amber C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful stay

The property was beautiful. We all had a wonderful stay. The staff was amazing and very communicative.
Stayed 7 nights in Apr 2024
Verified

10/10 Excellent

Renee M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent family house!

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
Stayed 14 nights in Mar 2025
Verified

10/10 Excellent

Jeff A.

Great place with all amenities! Highly recommended!

Good boat dock, clean rooms, pretty views, everything has been thought of provided. Stay here!
Stayed 7 nights in Mar 2019
Response from VrboOwner on 6 Mar 2020
It was so wonderful having your family with us and we are thrilled to know you enjoyed your stay at Pirate Point. Can’t wait to have you back!
Verified

6/10 Okay

Dana F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent house!!

Beautiful location and beautiful place we had a great time and would definitely come back. We had 5 couples and rented a boat it was perfect close to the sand bar!
Stayed 7 nights in Mar 2023
Verified

10/10 Excellent

Robert E.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome property

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!
Stayed 7 nights in Nov 2024
Verified

10/10 Excellent

jennifer s.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Paradise in the Keys!

It was amazing. The house, the staff, the location, the views…..simply incredible!!!
Stayed 7 nights in May 2023
Verified

10/10 Excellent

Ashlea R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect property for a family

Mother’s Day retreat with the whole family. Great house on a beautiful waterfront. Everything we needed was there.
Stayed 7 nights in May 2022
Response from VrboOwner on 4 Jun 2022
Ashlea, Thank you so much for the nice comments and for taking time to write a review. We sure look forward to welcoming you back in the future and hope that you come back as soon as you can! Best, Martie, Kim and Layla the fishing poodle
Verified

10/10 Excellent

don m.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Old folks boggie

Great resort like house and surroundings for fun time with friends and family.
Stayed 7 nights in Feb 2024
Verified

10/10 Excellent

Sherry D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing

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.
Stayed 14 nights in Jul 2024
Verified

10/10 Excellent

Jolene B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely getaway!

This getaway was just what we were looking for. Appreciate the responsiveness of the host/property manager. Thanks for helping us have a memorable week.
Stayed 7 nights in Oct 2022
Response from VrboOwner on 15 Nov 2022
Thank you so much and please cone back as soon as you can! Martie and the Happy in the Keys Team
Verified

10/10 Excellent

Sara W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family Retreat

The house was exactly what we wanted. We had 3 families and there was plenty of room. Beautiful house Beautiful views. Would love to stay again.
Stayed 7 nights in Jun 2021
Response from VrboOwner on 7 Jul 2021
We loved having you stay with us and hope to see you back here soon!
Verified

10/10 Excellent

Greg S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Marathon Vaca

Great Property with everything you need. Highly recommended if you have 4 couples. Good location for all the restaurants and places to visit in Marathon
Stayed 7 nights in Dec 2022
Response from VrboOwner on 11 Jan 2023
Thanks for your comments and review Greg! We hope you come back as soon as you can!
Verified

10/10 Excellent

David F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

The house is amazing !! Very spacious and each room has a view of the water !

The property and the sea wall / docking facilities were excellent . The outside fish cleaning station was excellent. Easy access tot he Atlantic and a short trip to baca cut to access the gulf .
Stayed 7 nights in Aug 2022
Response from VrboOwner on 22 Sept 2022
David, thank you for your comments. We are thrilled that you enjoyed Pirate Point and its stunning setting. We sure hope you come back as soon as you can! The HappyintheKeys Team
Verified

10/10 Excellent

Shawn M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great house!

We came to the area to do a bit of scuba diving and enjoyed the house so much we cancelled a few boat trips and just enjoyed hanging out together around the pool. The layout was great for us and it was by far the most thorough communication we have ever had with a house rental. Highly recommended rental property!
Stayed 7 nights in Jul 2023
Verified

10/10 Excellent

Colleen K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent family vacation. Truly the best.

Pirates Pointe exceeded our expectations. Property was very well maintained. Pool and docks were beautiful. We brought our boat down and enjoyed the waterways and ocean. This, by far was our best family vacation. Everything was perfect. Many memories made during our two week stay. I highly recommend this property for family’s.
Stayed 14 nights in Jan 2023
Response from VrboOwner on 29 Jan 2023
Colleen!!! Thank you for your review and for choosing HappyintheKeys Luxury Vacation Residence Portfolio for your family vacation. Our mission is to provide the best possible home so that our guests can have the experience you describe: best vacation ever!!!!! Come back as soon as you can! Martie and the Happy Team
Verified

10/10 Excellent

Jason B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Private Oasis

Our family and friends really enjoyed Pirates Point! The beautiful private property is well kept and very accommodating for a group of 10. We all had plenty of space and privacy. The views where spectacular, the property has many amenities and is the perfect place to unwind and enjoy all the keys have to offer. Would definitely recommend.
Stayed 7 nights in Jul 2023
Verified

10/10 Excellent

Roy S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Pirates point

Great property. Perfect for boating. Tip lot with great views of boats going up and down canal. Only about 10 minutes to open water. Plenty of room to spread out.
Stayed 7 nights in Dec 2022
Response from VrboOwner on 11 Jan 2023
Thanks, Roy! We hope you come back as soon as possible!
Verified

10/10 Excellent

Dee N.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fun in the sun

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.
Stayed 7 nights in Feb 2024
Verified

10/10 Excellent

Kim L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome Home!!

I have to say this was one of the best homes we've ever rented! The property is exceptional, as is the response time from the owners, Not that we had problems, but they checked in with us and the communication was seamless through the entire process and while we were there. I would HIGHLY recommend this home, and if not this home they have others in Marathon. I can't wait to go back!!
Stayed 7 nights in Sep 2022
Response from VrboOwner on 23 Sept 2022
Thank you, Kim! Come back as soon as you can! Martie and the HappyintheKeys Team
Verified

10/10 Excellent

JESSICA W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful and relaxing property

The property is just as amazing as the pictures. It is quiet and private, we felt like we had our own little paradise. We had two families of 4 for the week and we had plenty of space for everyone. Everything in the house was perfect (and clean), the pool was very relaxing and we saw a lot of wildlife in the canal (jellyfish, sharks, dolphins, manatee) We had a boat and enjoyed the sandbar and exploring restaurants. The surrounding area has great food and easy access to groceries as well. Very highlight recommend!!
Stayed 7 nights in Mar 2023
Verified

10/10 Excellent

Lisa H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful property for a large group

We were 5 couples, really enjoyed the house and especially the common and outdoor areas. There are 2 large gathering rooms, and we dubbed one “The Hallmark Room” when the other room had football on most of the weekend. We cooked in a fair bit, the kitchen had what we needed, and more gadgets than we used. The pool area is spacious with seating for both sun and shade available most of the afternoon. The neighborhood was easy for walking in the mornings, not a lot of traffic. Property management was attentive.
Stayed 7 nights in Jan 2023
Response from VrboOwner on 29 Jan 2023
Thank you, Lisa for your review, your thoughtful comments and for choosing HappyintheKeys luxury vacation residences. We sure hope to ‘sea’ you next year!!! Martie and the Happy Team!!
Verified

10/10 Excellent

Marcie K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great keys experience!

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!
Stayed 7 nights in Mar 2024
Verified

10/10 Excellent

Veronica B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

We loved being on one level!

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!!
Stayed 7 nights in Dec 2023
Verified

10/10 Excellent

Stephanie H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Keys getaway

We had family and friends stay together for our week at Pirates Point. The kitchen and living room were a great gathering place weather it was morning or evening and the view to the water is gorgeous! Sunsets are stunning. We love family game night so we thoroughly enjoyed using the card table to play together. AC worked great for such a hot time of year. The pool was a bit warm but that’s the time of year for anywhere in Florida. Having the 2 extra “bungalow” rooms were a bonus for family members who wanted to stay with us but have their own quiet space outside of the main house. The sea wall had plenty of boat parking and was very easy to take the boat out from the house. Overall we loved this house and would definitely stay again!
Stayed 7 nights in Aug 2023

About the host

Hosted by Kim Portner

Host profile image
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.

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.

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.

Languages:

English, Spanish

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