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
Our prices include all fees. No hidden fees.
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- No Smoking
- No Pets
- No Parties
- No outside noises after 10pm
- MAXIMUM 4 GUESTS PER UNIT
Important information
You need to know
Property # 2186012vb
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.
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
This property accepts cash
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Islamorada
Located on the waterfront, this apartment is in Matecumbe, a neighbourhood in Islamorada. Keys History & Discovery Center and History of Diving Museum are cultural highlights, and some of the area's landmarks include Hurricane Monument and Indian Key Historic State Park. Take the opportunity to explore the area for water adventures such as fishing.
Islamorada Brewery & Distillery - 1 min walk - 0.1 km
Florida Keys Brewing Co. - 1 min drive - 1.7 km
Bud n' Mary's Dive Center - 4 min drive - 5.0 km
Robbie’s of Islamorada - 8 min drive - 10.0 km
Anne's Beach - 14 min drive - 17.5 km
Getting around
Marathon, FL (MTH-Florida Keys Marathon) - 39 min drive
Restaurants
Lorelei Restaurant & Cabana Bar - 10 min walk
Wahoo's Bar & Grill - 2 min drive
Wendy's - 6 min walk
Islamorada Fish Company - 2 min drive
Bayside Gourmet of Islamorada - 6 min walk
Frequently asked questions
Is Elevated Retreat | Sunset Access + Boat Basin pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at Elevated Retreat | Sunset Access + Boat Basin?
As of 9 May 2026, prices found for a 1-night stay for 2 adults at Elevated Retreat | Sunset Access + Boat Basin on 10 Aug 2026 start from £209, 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 Elevated Retreat | Sunset Access + Boat Basin?
On-site parking is available at the property.
What time is check-in at Elevated Retreat | Sunset Access + Boat Basin?
Check-in begins at 4:00 PM.
What time is check-out at Elevated Retreat | Sunset Access + Boat Basin?
Checkout is at 10:00 AM.
Where is Elevated Retreat | Sunset Access + Boat Basin located?
Located in Matecumbe, this apartment building is within a 15-minute walk of Islamorada Brewery & Distillery, Keys History & Discovery Center and History of Diving Museum. Matecumbe United Methodist Church and Florida Keys Brewing Co. are also within 1 mile (2 km).
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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.
We enjoyed our time at the Hidden Gem. The place was clean and comfortable with easy access to the water. The location is great for exploring the keys. Highly recommended.
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!!
The property is beautiful. Clean and comfortable accommodations made us feel immediately relaxed. We had a wonderful time exploring the Keys and hope to stay here again when we return.
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!
Beautiful rental! Clean and had all the essentials! Best sunset views from the dock! We will definitely be staying there again. It truly is a hidden gem.
Rachel B.
Stayed 3 nights in May 2023
Verified
10/10 Excellent
Jill
10 May 2024
Liked: Cleanliness, amenities, property conditions & facilities, communication
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!
This is a little piece of heaven! Perfect location and we had an amazing stay. My husband and I booked this last minute and we were so exited to find it in such short notice. It was cozy and comfortable. We can’t wait to stay again and bring friends to stay in the unit below this one!
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!!!
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.
From the ability to launch a boat on site to a mooring that sheltered the boat all the way to a great and modern condo to stay in. This place was a winner; and we will be back several times this summer. Fishing was fantastic as well. Manager was available for a quick call if anything was not spot on. Outdoor lights were not on the new time and was fixed same day as the call. Thanks again....see you soon.
gordon p.
Stayed 3 nights in Oct 2021
From a partner site
10/10 Excellent
Eileen G.
30 Mar 2022
Hidden Gem : top and bottom floor rental
We rented both units together this March and were very pleased! Sean was very communicative and handled everything very well. The unit is very clean , appointed with our needs and he worked to get us in a few hours early on our first day. The location was wonderful and having a washer/dryer was a huge help! I would recommend to friends/family in the future. Having a bathroom for each bedroom was wonderful as well. Not having a closet was a small disappointment but understandable do to the size of the room and the racks and hangers were sufficient. Only other suggestion was to add a bit more remodeling to the wash room........ We had a wonderful visit, parking was easy and "neighbors" were quiet but friendly! Thank you, Sean
oops also, there was no Keurig as promised in either apt .
We enjoyed the cute stylish condo and a short walk to the water. We brought our JetSki and was able to keep it in the water and use it as we pleased. Short walks to various great restaurants was so awesome! We forgot something at the condo and Sean was so nice to retrieve it for us and mail it back to us! Thank you Sean! We will return!
Very clean, sparkling. Two similar bedrooms with en suite bathrooms in each. Responsive hosts. Short walk to waterfront (although not a swimmable beach). Very close to great attractions although either a car or bike is needed to really explore the area. Great WiFi and Netflix as well as other stuff on tv. We watched bloodlines of course. Highly recommended by us!
We had a great three night stay at the hidden Gem! The place is very clean, well appointed and relaxing. The location and property is beautiful. The sunsets were fantastic! Great host everything was well thought out. Great communication and service!
The property was exactly as described. The location was perfect for an Islamorada vacation. The city has a free shuttle service, no driving necessary. Sean was available to answer questions and did an excellent job of managing the property. A return trip could happen!
Lisa B.
Stayed 4 nights in Jan 2022
About the host
Hosted by Oasis Vacation Rentals
Languages:
English, German
Premier Host
They consistently provide great experiences for their guests