Entire home
Hidden Gem Duplex in Heart of Islamorada! Sleeps 8
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Reviews
10 out of 10, Loved by Guests
Top 10% based on
4 bedrooms4 bathroomsSleeps 81200 sq ft
Popular amenities
Explore the area

Islamorada, FL
- Place, Islamorada Brewery & Distillery1 min walk
- Place, Keys History & Discovery Center7 min walk
- Place, Florida Keys Brewing Co.19 min walk
- Airport, Marathon, FL (MTH-Florida Keys Marathon)50 min drive
Rooms & beds
4 bedrooms (sleeps 8)
Bedroom 1
1 King Bed
Bedroom 2
1 King Bed
Bedroom 3
1 King Bed
Bedroom 4
1 Queen Bed
4 bathrooms
Bathroom 1
Toilet · Shower only
Bathroom 2
Toilet · Shower only
Bathroom 3
Toilet · Shower only
Bathroom 4
Toilet · Shower only
Spaces
Deck or patio
Kitchen
Balcony
Garden
About this property
Hidden Gem Duplex in Heart of Islamorada! Sleeps 8
Summary:
This truly is a Hidden Gem in the heart of Islamorada. Nestled in the trees just a few steps from one of the most amazing sunsets in the upper Keys. Walking distance to all the wonderful shops, restaurants and breweries that Islamorada has to offer. Bikes and Kayaks can be rented steps away from the front door of this unit. Want to find a place that you'll want to return year after year? Look no further!
The Space:
This rental is two separate units, one upstairs and one downstairs, with separate access to each. There is no interior access between the two units. Great for large groups and families!
This unique property was originally built as motel in the 1950's. We have taken it upon ourselves to give it a facelift! New split AC units in every room! Cool down when you get inside from that Florida heat! Brrrrr
The upstairs is a 2 bedroom/2 bath with a full kitchen. Both bedrooms have King beds.
The downstairs is a 2 bedroom/2 bath with a full kitchen. There is a Queen bed in the master and a King bed in the guest bedroom.
There are no dressers or closets in the units. We provide luggage racks, and places to hang clothing.
You will have a private courtyard with a grill, seating, and laundry.
This unit is part of a very quiet and private wooded property that spans over the bay of the Florida Keys. This unit does has a courtyard view NOT a bay/ocean view. All staying guests have complete access to all the property has to offer. Its a two minute walk to the boat basin and the most incredible sunsets.
MARINA/BOAT BASIN INFORMATION:
- With the whole duplex rental you are allowed two 24’ vessels MAX WITH ENGINE to keep in the boat basin. The basin is too small to accommodate larger boats even when both units are rented.
- BOATS EXCEEDING LENGTH OF 24' WILL BE MOVED OR SUBJECT REMOVAL AT OWNERS EXPENSE. BOATS MAY BE MOVED TO ACCOMMODATE OTHER BOATS.
- Holiday House Mariana waiver must be signed before boat can be on premise.
- Boat ramp is for max 20' vessels.
- You will have also have access to parking trailer on property for no addition fee.
- NO JETSKIS
Guest Access:
The property is accessed via self check in with a key pad.
The Neighborhood:
Located at Mile Market 82.5 in the heart of Islamorada this unit is central to many shops, restaurants, and bars! Its right across the street from several shops, walking distance to several restaurants, and the famous Islamorada Beer Company!
We provide a detailed GUESTBOOK with many great recommendations for food, drinks, and activities!!
Other Things to Note:
● This is two separate units, they are not connected inside
● Maximum 8 guests
● Four vehicle maximum
● Units have a courtyard view NOT an ocean view
Cancellation Policy
● 100% refund if you cancel at least 60 days before check-in.
● 50% refund (minus service fee) if you cancel at least 30 days before check-in.
● No refund if you cancel less than 30 days before check-in.
We strongly recommend purchasing a separate travel protection policy to cover any refund requests outside the above cancellation rules.
MARINA/BOAT BASIN INFORMATION:
- With the whole duplex rental you are allowed two 24’ vessels MAX WITH ENGINE to keep in the boat basin. The basin is too small to accommodate larger boats even when both units are rented.
- BOATS EXCEEDING LENGTH OF 24' WILL BE MOVED OR SUBJECT REMOVAL AT OWNERS EXPENSE. BOATS MAY BE MOVED TO ACCOMMODATE OTHER BOATS.
- Holiday House Mariana waiver must be signed before boat can be on premise.
- Boat ramp is for max 20' vessels.
- You will have also have access to parking trailer on property for no addition fee.
- NO JETSKIS
Interaction with Guests:
Hello and welcome, we try meet and greet all of our guests! Making sure you have a great vacation experience is my passion! We live her locally so will be available for any questions you may have throughout your stay. - Sean
This truly is a Hidden Gem in the heart of Islamorada. Nestled in the trees just a few steps from one of the most amazing sunsets in the upper Keys. Walking distance to all the wonderful shops, restaurants and breweries that Islamorada has to offer. Bikes and Kayaks can be rented steps away from the front door of this unit. Want to find a place that you'll want to return year after year? Look no further!
The Space:
This rental is two separate units, one upstairs and one downstairs, with separate access to each. There is no interior access between the two units. Great for large groups and families!
This unique property was originally built as motel in the 1950's. We have taken it upon ourselves to give it a facelift! New split AC units in every room! Cool down when you get inside from that Florida heat! Brrrrr
The upstairs is a 2 bedroom/2 bath with a full kitchen. Both bedrooms have King beds.
The downstairs is a 2 bedroom/2 bath with a full kitchen. There is a Queen bed in the master and a King bed in the guest bedroom.
There are no dressers or closets in the units. We provide luggage racks, and places to hang clothing.
You will have a private courtyard with a grill, seating, and laundry.
This unit is part of a very quiet and private wooded property that spans over the bay of the Florida Keys. This unit does has a courtyard view NOT a bay/ocean view. All staying guests have complete access to all the property has to offer. Its a two minute walk to the boat basin and the most incredible sunsets.
MARINA/BOAT BASIN INFORMATION:
- With the whole duplex rental you are allowed two 24’ vessels MAX WITH ENGINE to keep in the boat basin. The basin is too small to accommodate larger boats even when both units are rented.
- BOATS EXCEEDING LENGTH OF 24' WILL BE MOVED OR SUBJECT REMOVAL AT OWNERS EXPENSE. BOATS MAY BE MOVED TO ACCOMMODATE OTHER BOATS.
- Holiday House Mariana waiver must be signed before boat can be on premise.
- Boat ramp is for max 20' vessels.
- You will have also have access to parking trailer on property for no addition fee.
- NO JETSKIS
Guest Access:
The property is accessed via self check in with a key pad.
The Neighborhood:
Located at Mile Market 82.5 in the heart of Islamorada this unit is central to many shops, restaurants, and bars! Its right across the street from several shops, walking distance to several restaurants, and the famous Islamorada Beer Company!
We provide a detailed GUESTBOOK with many great recommendations for food, drinks, and activities!!
Other Things to Note:
● This is two separate units, they are not connected inside
● Maximum 8 guests
● Four vehicle maximum
● Units have a courtyard view NOT an ocean view
Cancellation Policy
● 100% refund if you cancel at least 60 days before check-in.
● 50% refund (minus service fee) if you cancel at least 30 days before check-in.
● No refund if you cancel less than 30 days before check-in.
We strongly recommend purchasing a separate travel protection policy to cover any refund requests outside the above cancellation rules.
MARINA/BOAT BASIN INFORMATION:
- With the whole duplex rental you are allowed two 24’ vessels MAX WITH ENGINE to keep in the boat basin. The basin is too small to accommodate larger boats even when both units are rented.
- BOATS EXCEEDING LENGTH OF 24' WILL BE MOVED OR SUBJECT REMOVAL AT OWNERS EXPENSE. BOATS MAY BE MOVED TO ACCOMMODATE OTHER BOATS.
- Holiday House Mariana waiver must be signed before boat can be on premise.
- Boat ramp is for max 20' vessels.
- You will have also have access to parking trailer on property for no addition fee.
- NO JETSKIS
Interaction with Guests:
Hello and welcome, we try meet and greet all of our guests! Making sure you have a great vacation experience is my passion! We live her locally so will be available for any questions you may have throughout your stay. - Sean
Add dates for prices
Amenities
Kitchen
Washing machine
Dryer
Air conditioning
Outdoor space
Parking available
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House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets 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
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
About the area
Islamorada
Located on the waterfront, this holiday home 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.

Islamorada, FL
What's nearby
- Islamorada Brewery & Distillery - 1 min walk - 0.1 km
- Keys History & Discovery Center - 7 min walk - 0.6 km
- History of Diving Museum - 15 min walk - 1.2 km
- Matecumbe United Methodist Church - 15 min walk - 1.3 km
- Florida Keys Brewing Co. - 19 min walk - 1.6 km
Getting around
Restaurants
- Wahoo's Bar & Grill - 2 min drive
- Lorelei Restaurant & Cabana Bar - 10 min walk
- Wendy's - 6 min walk
- Bayside Gourmet of Islamorada - 6 min walk
- Islamorada Fish Company - 2 min drive
Frequently asked questions
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window10/10
Cleanliness
10/10
Check-in
10/10
Communication
10/10
Location
10/10
Listing accuracy
Reviews
13 Jun, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 4 nights in Jun 2025
10/10 Excellent
claire c.
27 Oct, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
claire c.
Stayed 3 nights in Oct 2025
10/10 Excellent
Mark S.
2 Apr, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Hidden Gem
Mark S.
Stayed 3 nights in Mar 2023
10/10 Excellent
Mark J.
20 Nov, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
50th Birthday fishing and fun
Mark J.
Stayed 3 nights in Nov 2023
10/10 Excellent
Jackie R.
14 Oct, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Fantastic place with an awesome location!
Jackie R.
Stayed 3 nights in Oct 2024
10/10 Excellent
Steve S.
26 Nov, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing Condos
Steve S.
Stayed 4 nights in Nov 2023
10/10 Excellent
John F.
21 Aug, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Fantastic Week
John F.
Stayed 5 nights in Aug 2023
10/10 Excellent
Jeffrey F.
29 Mar, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Hidden Gem it is!
Jeffrey F.
Stayed 3 nights in Mar 2023
10/10 Excellent
Jessica B.
22 Aug, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect location
Jessica B.
Stayed 4 nights in Aug 2022
10/10 Excellent
Emily B.
30 Dec, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Good for a group
Emily B.
Stayed 4 nights in Dec 2024
10/10 Excellent
ronda g.
31 Oct, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Six Chicks Trip
ronda g.
Stayed 3 nights in Oct 2023
About the host
Hosted by Oasis Vacation Rentals
Languages:
English, German
Premier Host
They consistently provide great experiences for their guests
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