Entire home

Sleeps 8 | Sunset + Boat Basin | Islamorada

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Photo gallery for Sleeps 8 | Sunset + Boat Basin | Islamorada

Miscellaneous
Beach
Exterior
4 bedrooms, iron/ironing board, travel crib, WiFi
Outdoor dining

Reviews

10 out of 10
Exceptional

Entire home

4 bedrooms4 bathroomsSleeps 81200 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Air conditioning
  • Outdoor Space
  • Parking available

Explore the area

View in a map
Islamorada, FL
  • Place, Islamorada Brewery & Distillery
    ‪1 min walk‬
  • Place, Bud n' Mary's Dive Center
    ‪4 min drive‬
  • Place, Anne's Beach
    ‪14 min drive‬
  • Airport, Marathon, FL (MTH-Florida Keys Marathon)
    ‪50 min drive‬

Room options

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About the neighborhood

Islamorada

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.

What's nearby

  • 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.

Similar properties

Property amenities

Internet

  • Available in the house: WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

  • 4 bathrooms
  • Hair dryer
  • Shampoo
  • Shower
  • Towels provided

Entertainment

  • TV

Outdoor areas

  • Balcony
  • Barbecue grill
  • Garden

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Office

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near the sea
  • On the waterfront

Things to do

  • Boat
  • Fishing nearby

Safety features

  • 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

Rating 10 - Excellent. 11 out of 11 reviews
Rating 8 - Good. 0 out of 11 reviews
Rating 6 - Okay. 0 out of 11 reviews
Rating 4 - Poor. 0 out of 11 reviews
Rating 2 - Terrible. 0 out of 11 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

claire c.

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 .
Stayed 3 nights in Oct 2025

10/10 Excellent

Gina W.

Liked: Cleanliness

Perfect Location!

Everything about this property was amazing! We can’t wait to return!
Stayed 4 nights in Jun 2025

10/10 Excellent

Emily B.

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.
Stayed 4 nights in Dec 2024

10/10 Excellent

Jackie R.

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!
Stayed 3 nights in Oct 2024

10/10 Excellent

Steve S.

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.
Stayed 4 nights in Nov 2023

10/10 Excellent

Mark J.

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.
Stayed 3 nights in Nov 2023

10/10 Excellent

ronda g., Slidell, LA

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.
Stayed 3 nights in Oct 2023

10/10 Excellent

John F.

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.
Stayed 5 nights in Aug 2023

10/10 Excellent

Mark S.

Liked: Cleanliness

Hidden Gem

We had a great experience with this property. Great location, checkin process was fantastic. I’d stay there again
Stayed 3 nights in Mar 2023

10/10 Excellent

Jeffrey F., Moneta

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
Stayed 3 nights in Mar 2023

10/10 Excellent

Jessica B.

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.
Stayed 4 nights in Aug 2022