Elevated Retreat | Sunset Access + Boat Basin

Islamorada, Florida
$383 avg/night
Minimum Stay 3 Nights
Bed 2

Bed

Bath 2

Bath

Home Apartment

Property Type

Sleep 4

Max Sleeps

Night 3 nights

Min Stay

Summary:

Elevated, thoughtfully updated retreat in the heart of Islamorada with rare access to a private boat basin and fishing jetty—perfect for sunset views and relaxing by the water. Set above the trees for a more open, airy feel, yet tucked into a peaceful setting. Enjoy walkable access to restaurants, shops, and breweries, plus fast WiFi and everything needed for a comfortable Keys getaway



The Space:

● 2 bedrooms / 2 bathrooms (620 sq ft)
>● Primary: King bed + en suite bathroom

● Guest room: King bed + separate bathroom

● Open living area + small kitchen

● Second-floor setting with a more open, airy feel

● Courtyard-facing (quiet, tucked-away setting)

● Shared external laundry room



Note: no closets or dressers—luggage racks and hanging space provided



This retreat is part of a unique, private, wooded waterfront property spanning the bay side of the Florida Keys. While the space does not have direct water views, guests have full access to the property, including a boat basin and fishing jetty just a short walk away—perfect for sunsets and relaxing by the water.



Guest Access:

Guests have full access to the entire space, as well as the shared property grounds. This includes the boat basin, fishing jetty, and waterfront areas—perfect for relaxing and enjoying sunset views.



The courtyard and outdoor areas are shared with the downstairs space. A shared laundry area is also available on-site.



Parking is available on-site for your convenience. Self check-in is provided via a keypad for a smooth and flexible arrival.



The Neighborhood:

Located at Mile Marker 82.5 in the heart of Islamorada, this home is in one of the more walkable areas in the Upper Keys. You’re just steps from local shops and a short walk to popular restaurants, bars, and the well-known Islamorada Beer Company.



Despite being close to everything, the property itself is tucked away in a quiet, wooded setting—offering a more relaxed and private feel than most nearby stays.



A detailed guestbook is provided with our favorite recommendations for dining, drinks, and local activities.



Getting Around:

While this area of Islamorada is more walkable than most in the Keys, we recommend having a vehicle to fully explore nearby attractions, beaches, and surrounding areas.



For shorter trips, many restaurants, shops, and local spots—including Islamorada Beer Company—are within walking distance. Biking is also a great option, and rentals are available nearby.



Other Things to Note:

● Maximum occupancy: 4 guests

● SHARED courtyard, grill, and laundry with the upstairs unit

● COURTYARD VIEW (no direct ocean view), with full access to the boat basin and fishing jetty



Boat Basin Access (Optional)

● Dockage available for ONE vessel up to 24’ MAX (with engine)

● Space is shared and not assigned (placement may vary)

● Boat ramp available for vessels up to 20’ MAX

● Larger boats cannot be accommodated

● Marina waiver required prior to arrival

● Trailer parking available on-site

● NO JET SKIS



Cancellation Policy

● 100% refund: 60+ days before check-in

● 50% refund: 30–60 days before check-in

● No refunds within 30 days



Travel insurance is strongly recommended.



Interaction with Guests:

We provide self check-in for a smooth and flexible arrival, but we’re always available if you need anything during your stay. We’re local and happy to help with recommendations, questions, or anything that comes up. - Sean

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

Feature Features

  • PETS

    No Pets Allowed
  • SAFETY

    Carbon Monoxide Detector Not Reported (host Has Not Indicated Whether There Is A Carbon Monoxide Detector On The Property; Consider Bringing A Portable Detector) Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    2 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 620 Sq Ft (58 Sq M)
  • KITCHEN

    Blender Coffee/tea Maker Cookware/dishes/utensils Dishwasher Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    WiFi Available
  • OUTDOORS

    Balcony Barbecue Grill Garden
  • BATHROOMS

    2 Bathrooms Hair Dryer Shampoo Shower Towels Provided
  • LANGS SPOKEN

    English German
  • THINGS TO DO

    Boat On Site Fishing Nearby
  • ENTERTAINMENT

    TV
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Travel Crib
  • LOCATION HIGHLIGHTS

    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 : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 4

Map Map

School District Availability

Review Review

  • Johnathan

    Submitted Jul 29, 2024

    Stayed Jul 22, 2024

    We had a wonderful stay here!

  • Jill

    Submitted May 10, 2024

    Stayed Apr 27, 2024

    This is in a great location. It’s barely off the highway but you would never know once you are there. We spent many nights at the shared boat harbor on the property watching the spectacular sunsets!

  • Charlene W.

    Submitted Jan 24, 2026

    Stayed Jan 17, 2026

    The unit was nicely decorated and very clean. The kitchen and bathrooms had everything we needed. The showers were large and the water pressure was good. The host checked on us to make sure everything was OK. I recommend this rental and would stay there again.

  • Cristi R.

    Submitted Oct 30, 2025

    Stayed Oct 26, 2025

    Great location. Lovely property. It’s the second time staying here and will not be the last!

  • Misty M.

    Submitted Sep 4, 2025

    Stayed Aug 28, 2025

    This place has is all!!! Location couldn’t have been any better. We were there to boat and fish during Labor Day weekend and this place was absolutely perfect!!! Sean was so great and incredible helpful. It was seamless and easy to locate the property, check- in and launch the boat. The marina is smaller than it looks in the photos but it was manageable with our Key West. Two couples stayed very comfortably and we had some good luck fishing right there at the back of the property. The courtyard directly behind Hidden Gem is very nice. I sat out there and drank my coffee a few mornings. It was beautiful with orchids and tropical vegetation…very relaxing. I highly recommend this place!!!

  • Nick Z.

    Submitted Jun 11, 2025

    Stayed Jun 8, 2025

    Great as always. Location, clean and great property manager.

  • Rob L.

    Submitted Apr 25, 2025

    Stayed Apr 18, 2025

    Great location - easy check in. Perfect for a family of four w two teenage boys. Loved the property and access to the bay side water.

  • Melody A.

    Submitted Jan 17, 2025

    Stayed Jan 10, 2025

    Since we were new to the area, we didn't know what to expect. Everything was wonderful. We especially liked the sitting area at the dock. Sean's communication about check-in, things to do, and restaurants was great. We will stay here again!

  • MIchelle W.

    Submitted Jul 23, 2024

    Stayed Jul 15, 2024

    We had an amazing time at the Hidden Gem. The location is absolutely perfect and the accommodations were outstanding. Everything we needed for our stay was supplied and it is close to all of our favorite spots. Sean was friendly and easy to communicate with and we had such a great time!! We will definitely be returning!!

  • Tom M.

    Submitted Apr 17, 2024

    Stayed Apr 11, 2024

    Great stay! And thanks for the manatees that showed up in your harbor.

  • Michael A.

    Submitted Feb 7, 2024

    Stayed Feb 2, 2024

    Had a great time and would stay there again

  • Jay B.

    Submitted Jun 7, 2023

    Stayed May 29, 2023

    We traveled to Islamorada we family. Had both units. They are very comfortable and clean. Hidden Gem is within walking distance to several restaurants. We would definitely stay there again.

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Total

Includes taxes and fees
$403+
View details