Pineapple Beach by Florida Keys Luxury Rentals

Islamorada, FL
  • 5 Bedrooms
  • 4 Bathrooms
  • 12 Guests

The Home

Ever have a dream of sitting at your very own oceanfront private pool, overlooking a beautiful white sandy beach and crystal-clear waters…look no further! Pineapple Beach is nestled on over 3 acres in the heart of Islamorada. This private 5 Bedroom luxury home is what you have been dreaming about, nightly bonfires, competitive putting green, cabana bar, private dock and so much more. Pack your bag and come enjoy a vacation you will never forget!

This amazing estate features a gourmet kitchen and dining for 10 with amazing water views. With three levels there is plenty of room for you and all your guest to enjoy. You can relax in the living room and watch a movie on the 65” TV or enjoy a game of foosball. Outdoors you will enjoy your private beach, fire pit, dock for your boat, pool with spa, pool bar, golf green and plenty of outdoor seating to enjoy the breath taking views of the ocean.

Key Features of...

Home Features

Enjoy the comforts of home and beyond with these distinctive features.

Air Conditioning




Pets Allowed

Building Elevator

Free Parking



Kids Amenities


Private Dock

All Stays Include

We believe certain amenities should be standard. Every home comes outfitted with these best-in-class essentials for a worry-free stay.

24/7 Support
Professional Cleaning
High-Speed WiFi
Kitchen Essentials
Starter Kit of Bathroom Amenities
Premium Linens and Towels

Home Details

Beds & Bath

Review bedroom arrangements to make sure each is right for you. Full and half bathrooms are shown as one total.



Pool: Heated


Private Dock

Free Parking: On-site


Water View

Beach Access


High Chair

Hair Dryer



Air Conditioning: Central



Laundry Services: Available on additional fee

The Neighborhood

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Things To Know


Payment and Cancellation - 60 Day Policy

Grace Period:

  • Guests may cancel for free provided that: (1) reservation is canceled within 48-hours of reservation request, and (2) reservation request was made 11 days before arrival.

Payment Policy:

  • 60 days or less prior to arrival: Guests pay 100% at time of reservation.
  • More than 60 days before arrival: Guests pay 50% at time of reservation, the remaining 50% will be charged 60 days prior to arrival.
  • For guests paying with Points or Cash & Points: 100% of payment of both Cash & Points will be deducted at time of reservation, once booking is verified within 48 hours.

Cancellation Policy:

  • 60 days or less prior to arrival: No refund issued, unless ‘Grace Period’ applies.
  • More than 60 days before arrival: 100% refund.
Property ID:D-40234524
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