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Pineapple Beach

5.0000
(4 Reviews)

Capacity

5 Bedrooms
4.5 Bath
Sleeps 10

Search Availability

About

Pineapple Beach is situated on more than 3 acres in the central area of Islamorada. This exclusive 5-bedroom luxury residence is the embodiment of your dreams, offering nightly bonfires, a challenging putting green, a cabana bar, a private dock, and numerous other amenities. Get ready to pack your bags and experience a vacation that will leave an indelible mark! If you've ever envisioned lounging by your own private oceanfront pool, gazing over a pristine white sandy beach and crystal-clear waters, your dream is about to come true!

This exquisite estate boasts a gourmet kitchen and a dining area that accommodates 10 guests, offering breathtaking water views. With three levels, there's ample space for you and your guests to spread out. Unwind in the living room, where a 65” TV awaits your movie nights, or engage in a friendly foosball game. Outdoors, indulge in your private beach, complete with a fire pit, boat dock, pool with spa, pool bar, golf green, and abundant outdoor seating to soak in the mesmerizing ocean views.

The main kitchen includes full size refrigerator, wine cooler, ice maker, two dishwashers, microwave, stove, Keurig, dual ovens, mini fridge, toaster oven, coffee maker, blender and 35” TV.

The exterior amenities of this exceptional property are designed for ultimate relaxation and entertainment. The private dock is capable of accommodating boats up to 32 feet with a draft less than 36 inches and a width no greater than 12 feet. Enjoy the heated pool and spa, complemented by a pool bar, seating area, and an invigorating outdoor shower. Unwind by the fire pit, engage in friendly competitions with the foosball table, cornhole, and basketball hoop, or simply relax in the hammocks. A dedicated golf green adds to the recreational offerings. The property boasts a 213-foot private beach with convenient water entry. For aquatic adventures, 2 kayaks and 2 paddleboards are available onsite, with easy launch access at the property's water entry point. With ample parking for multiple vehicles and/or a boat trailer, this property requires a minimum 7-day rental and strictly adheres to a no-pets policy.

Booking Policies:
Minimum Stay: A 7-night minimum stay is required by city regulations, with no exceptions. The city determines the maximum occupancy and it cannot be exceeded. Islamorada allows 2 adults per bedroom, children over 6 shall be considered adults.

From November - April, there is an additional $150 charge/week for pool heat. We do recommend heating the pool during this time for optimal comfort and enjoyment. You may contact us if you do not want to have the pool heat on, for a $150 discount.

Cancellation Policy: We maintain a strict 60-day cancellation policy. If the cancellation is made at least 60 days before the arrival date you can cancel your reservation and receive a full refund, excluding processing and admin fees. If you cancel within 60 days of the arrival date and we are able to secure another booking for the same time by opening the calendar, you will receive a full refund, minus processing and admin fees. If we are unable to secure another rental for the specified time, the deposit will be the only amount refunded.

Contract: Upon confirmation of your booking by our office, you will receive an Adobe E-Sign contract for signing. Once signed, the contract will be automatically returned to us.

Features

Type

  • House

Area

  • Islamorada

Video

Experience Unparalleled Luxury at Pineapple Beach: 5-Bedroom Oceanfront Estate in Islamorada.

Availability

Key
#Night Available#Night Unavailable#Arrive Only#Depart Only
October 2024
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Map

Reviews

Leave a Review

Jaeger/MacKrell family vacation 2024

July 2024
, Birchrunville, PA United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

This is the second time we have rented Pineapple Beach. It’s so amazing each time we have visited. Our families have been vacationing together for some time in many different homes. Pineapple Beach is the one. It’s perfect in every way.

Manager's Response

Thank you so much for choosing Pineapple Beach for your vacation once again! We're thrilled to hear that you and your families had another amazing experience and that Pineapple Beach continues to be your favorite destination.


It's wonderful to know that the home meets your expectations and provides the perfect setting for your vacation. We truly appreciate your kind words and loyalty.


We look forward to welcoming you back for another memorable stay in the future!

Amazing Stay

April 2024
, NJ

Overall
5

We were blown away by this property! From the amazing porch views, to the dock, the fire pit, the outdoor bar, mini golf and the pool. This property has it all! For a large group, this house was able to fit our family but also allowed privacy becuase of the different levels. The ladies of Keys Ocean Vacation Rentals were fantastic and super accomodating. The cleanliness of the home especially being on a beach was top notch! We hope to be back next year! Outstanding job Mallory and team! We had the most memorable week!

Manager's Response

Thank you for your incredible review! We're thrilled to hear that you were blown away by our property and enjoyed all the amenities it has to offer, from the stunning porch views to the dock, fire pit, outdoor bar, mini golf, and pool. It's fantastic to know that the layout of the house provided both ample space for your large group and privacy when needed. We're delighted that our team at Keys Ocean Vacation Rentals provided fantastic service and accommodation. Your compliments on the cleanliness of the home are greatly appreciated. We can't wait to welcome you back next year for another memorable week!

Klein

March 2024
, United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

It was great!

Manager's Response

Ryan,

Thank you for your review. We are glad you enjoyed your stay and would love to have you and your family back for your next Keys vacation!

Pineapple Beach

January 2024
, United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Our family had a wonderful stay at this beautiful property and home! Lots of space and activities for all ages. The mini golf was a hit with our teenagers and everyone enjoyed our morning visits from a group of peacocks.
Smooth check in / check out process and Keys Ocean Vacation Rentals were quick to answer any questions that we had. Will definitely recommend to others!

Manager's Response

Tess,

Thank you so much for your fantastic review! We're thrilled to hear that your family had a wonderful stay at our beautiful property. It's fantastic that there was plenty of space and activities to cater to all ages. We're delighted to learn that the mini-golf was a hit with your teenagers and that the morning visits from a group of peacocks added a unique and enjoyable touch to your experience.


We're pleased that you found the check-in/check-out process smooth and that our team at Keys Ocean Vacation Rentals was quick to address any questions you had. Your recommendation means a lot to us, and we're grateful for the opportunity to have hosted your family.


Should your future travels bring you back to the area, we would be honored to welcome you and your family once again for another memorable stay.