Located in Matecumbe, this vacation home is adjacent to Islamorada Brewery & Distillery and a short stroll from Keys History & Discovery Center. The vacation home includes a kitchen, a balcony, and a refrigerator.
Islamorada Brewery & Distillery - 1 min walk - 0.1 miles
Florida Keys Brewing Co. - 1 min drive - 1.1 miles
Bud n' Mary's Dive Center - 4 min drive - 3.1 miles
Robbie’s of Islamorada - 8 min drive - 6.2 miles
Anne's Beach - 14 min drive - 10.9 miles
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
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
Sleeps 8 | Sunset + Boat Basin | Islamorada
Summary:
Unique property in the heart of Islamorada, ideal for groups and families traveling together. Enjoy rare access to a private boat basin and fishing jetty just steps away—perfect for sunset views and relaxing by the water. Two separate living spaces offer privacy and flexibility while still staying connected. Walk to restaurants, shops, and breweries, then unwind in a peaceful setting.
The Space:
This rental includes two separate, fully private living spaces—one upstairs and one downstairs—with separate entrances and no interior connection. It’s ideal for groups and families who want to stay together while still having their own space.
Upstairs (second floor):
● 2 bedrooms / 2 bathrooms
● Both bedrooms feature King beds
● Full kitchen + living area
Downstairs (first floor):
● 2 bedrooms / 2 bathrooms
● Primary: Queen bed + en suite bathroom
● Guest room: King bed + separate bathroom
● Full kitchen + living area
Note: no closets or dressers—luggage racks and hanging space provided
Guests also enjoy a private courtyard with seating, grill, and private laundry for your group’s use.
This duplex is part of a quiet, wooded waterfront property spanning the bay side of the Florida Keys. While the spaces are courtyard-facing (no direct ocean 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 both the upstairs and downstairs units. The courtyard, grill, and laundry area are private to your group and shared only between the two spaces.
The remaining property grounds—including the boat basin, fishing jetty, and waterfront areas—are shared with a small number of other units on the property.
Parking is available on-site for up to 4 vehicles. 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 property 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: 8 guests
● Two separate units (upstairs + downstairs) with NO interior connection
● Parking available for up to 4 vehicles
● COURTYARD VIEW (no direct ocean view), with full access to the boat basin and fishing jetty
Boat Basin Access (Optional)
● Dockage available for up to TWO vessels 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
The vacation home is air-conditioned and features a kitchen, 4 bathrooms, and a balcony, and there's space to spread out with 4 bedrooms. Other standard amenities include a washing machine, a coffee maker, and an ironing board.
Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
Smoke detector (host has indicated there is a smoke detector on the property)
First aid kit
Fire extinguisher
General
Garden
Unit size: 1,200 square feet
Policies
Check-in
Check-in time starts at 4:00 PM
Minimum check-in age: 25
Check-out
Check-out before 10:00 AM
Special check-in instructions
You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
Rules
- No Smoking
- No Pets
- No Parties
- No outside noises after 10pm
Pets
This property doesn't allow pets
Children and extra beds
Children allowed: ages 0-17
Events
No events allowed
Smoking
Smoking is not permitted
Important information
You need to know
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
Onsite 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 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, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Check-in: 4:00 PM
Check-out: 10:00 AM
Minimum check-in age: 25
We should mention
Details about charges, deposits, or other important information:
This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room.
Charges for extra guests may apply and vary depending on the property's policy.
A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
This property accepts cash.
Onsite parties or group events are strictly prohibited.
Onsite safety features include a fire extinguisher, a smoke detector, and a first aid kit.
Property is also known as
Hidden Gem Entire Duplex
63c57a2265b15d0042f0d632
Hidden Gem - Entire Duplex Islamorada
Hidden Gem - Entire Duplex Private vacation home
Hidden Gem - Entire Duplex Private vacation home Islamorada
Frequently asked questions
What is there to do close to this vacation home?
This vacation home is situated in Matecumbe, just steps from Islamorada Brewery & Distillery. You'll also find Florida Keys Brewing Co. and Keys History & Discovery Center less than a mile away.
Is there parking available at Hidden Gem Duplex in Heart of Islamorada! Sleeps 8?
No, there isn't parking at this vacation home.
Is this vacation home next to a casino?
No, this vacation home is not connected to a casino.
Is there an indoor pool at this vacation home?
No, there is no indoor pool at this vacation home.
What do couples enjoy most about Hidden Gem Duplex in Heart of Islamorada! Sleeps 8?
At this waterfront vacation home, amenities that appeal to couples include a kitchen, a kitchen in some house, as well as a garden.
Does Hidden Gem Duplex in Heart of Islamorada! Sleeps 8 have a hot tub?
No, there isn't a spa tub at this vacation home.
Does this vacation home offer breakfast?
No, this vacation home doesn't offer breakfast.
Does this vacation home allow pets to stay free of charge?
No, pets aren't allowed at this vacation home.
Does Hidden Gem Duplex in Heart of Islamorada! Sleeps 8 have connecting rooms available?
No, this vacation home doesn't feature connecting guestrooms.
What is the closest airport to this vacation home?
The closest major airport to this vacation home is Marathon, FL (MTH-Florida Keys Marathon), which is about 30 mi away.
Are there rooms with balconies at Hidden Gem Duplex in Heart of Islamorada! Sleeps 8?
Yes, every house at Hidden Gem Duplex in Heart of Islamorada! Sleeps 8 comes with a balcony.
Hidden Gem Duplex in Heart of Islamorada! Sleeps 8 Reviews
Reviews
10
Exceptional
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
Rating 10 - Excellent. 11 out of 11 reviews
10 - Excellent
11
Rating 8 - Good. 0 out of 11 reviews
8 - Good
0
Rating 6 - Okay. 0 out of 11 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 11 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 11 reviews
2 - Terrible
0
10/10
Cleanliness
Reviews
10/10 Excellent
claire c.
Oct 27, 2025
Liked: Cleanliness
the units were spotless, the beds are comfy, the kitchen has everything if you were to cook.the outside was perfect to sit around and chat .
claire c.
Stayed 3 nights in Oct 2025
10/10 Excellent
Gina W.
Jun 13, 2025
Liked: Cleanliness
Perfect Location!
Everything about this property was amazing! We can’t wait to return!
Gina W.
Stayed 4 nights in Jun 2025
10/10 Excellent
Emily B.
Dec 30, 2024
Liked: Cleanliness
Good for a group
We had a multigenerational family group and booked both the upstairs and downstairs units. This gave us enough space and we appreciated the designated parking. The outdoor spaces were great for hanging out & enjoying the sunset/sunrise views. We used the boat slip area to have photos taken. The location was central/convenient is Islamorada. The host was very responsive.
Emily B.
Stayed 4 nights in Dec 2024
10/10 Excellent
Jackie R.
Oct 14, 2024
Liked: Cleanliness
Fantastic place with an awesome location!
We were a group of 4 couples celebrating 50th bdays. The place was fantastic! Loved sitting by the water in the morning. Loved the walk ability to shops, breweries, and restaurants. Host was the quickest and most responsive that I have had. We will definitely be booking in the future!
Jackie R.
Stayed 3 nights in Oct 2024
10/10 Excellent
Steve S.
Nov 26, 2023
Liked: Cleanliness
Amazing Condos
The property is amazing, excellent renovation, the condos are so nice, clean, new, very comfortable. Very unique and quaint property. We would definitely return.
Steve S.
Stayed 4 nights in Nov 2023
10/10 Excellent
Mark J.
Nov 20, 2023
Liked: Cleanliness
50th Birthday fishing and fun
This is a great location to all the marinas for fishing. Beautiful sunsets right from your back yard. Great place for a small boat and/or kayaks. Look forward to booking here again.
Mark J.
Stayed 3 nights in Nov 2023
10/10 Excellent
ronda g., Slidell, LA
Oct 31, 2023
Liked: Cleanliness
Six Chicks Trip
The property was PERFECT in every way! Actually all was better than what we expected. The grounds were just beautiful and a great location. Walking distance to plenty of stuff and a little strip of Atlantic beach less than a 5 minute walk away. Sean was always very responsive and accommodating. The “retro” groove was so cute with all modern conveniences! If I could give it 10 stars I would.
ronda g.
Stayed 3 nights in Oct 2023
10/10 Excellent
John F.
Aug 21, 2023
Liked: Cleanliness
Fantastic Week
The property was exactly the hidden gem that it was described to be. Sean was often in touch to make sure everything was great. The detail regarding restaurants and activities was extremely helpful.
John F.
Stayed 5 nights in Aug 2023
10/10 Excellent
Mark S.
Apr 2, 2023
Liked: Cleanliness
Hidden Gem
We had a great experience with this property. Great location, checkin process was fantastic. I’d stay there again
Mark S.
Stayed 3 nights in Mar 2023
10/10 Excellent
Jeffrey F., Moneta
Mar 29, 2023
Liked: Cleanliness
Hidden Gem it is!
Great place, serene and tranquill on the Gulf side with magnificent sunsets, great guests in other units and a property manager that kept us well informed and eager to assist if needed. You'd never know that US 1 was there but it was very convenient and walkable to a good number of bars and restaurants
Jeffrey F.
Stayed 3 nights in Mar 2023
10/10 Excellent
Jessica B.
Aug 22, 2022
Liked: Cleanliness
Perfect location
We went to Islamorada to go scuba diving. All the dive shops we had booked were within a few minutes. The outside patio was perfect for eating al fresco and sitting around talking. The host was attentive and quick to answer questions. I would definitely recommend staying here. And if I ever come back to the Keys , I would stay here again.