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Hidden Gem Islamorada | 2nd Floor

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Hidden Gem Unit 7 is located on the TOP FLOOR; please note the grill area, laundry facility and outdoor seating is shared
Hidden Gem Unit 7 is located on the TOP FLOOR; please note the grill area, laundry facility and outdoor seating is shared
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Reviews

10 out of 10
Exceptional
2 bedrooms2 bathroomsSleeps 4

Popular amenities

  • Onsite parking available
  • Kitchen
  • Washer
  • Air conditioning
  • Outdoor grill
  • Balcony

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

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

2 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Balcony
Garden

About this property

Hidden Gem Islamorada | 2nd Floor

Summary:
This newly renovated unit is truly is a Hidden Gem in the heart of Islamorada! This duplex is 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!

This unique property was originally built as motel in the 1950's. We have taken it upon ourselves to give it a facelift! Expects new bathrooms, flooring, beds, windows, and new split AC units in every room! Cool down when you get inside from that Florida heat! Brrrrr

The Space:
This unit is 620 sq. ft. located on the second floor. Its two bedroom/two bath with a small kitchen and living room.

The master bedroom has a King memory foam mattress with an en suite bathroom.
The guest bedroom has a King memory foam mattress and an unattached bathroom.
There are no dressers or closets in the units. We provide luggage racks, and places to hang clothing.

This unit is part or a very unique 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. It’s a two minute walk to the boat basin and the most incredible sunset view in Islamorada!

MARINA/BOAT BASIN INFORMATION:
- You are allowed one 24’ vessel MAX WITH ENGINE to keep in the boat basin. The basin is too small to accommodate larger boats.
- 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.

MARINA/BOAT BASIN INFORMATION:
- You are allowed one 24’ vessel MAX WITH ENGINE to keep in the boat basin. The basin is too small to accommodate larger boats.
- 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

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:
● Maximum 4 guests
● Laundry/courtyard/grill is SHARED with guests downstairs
● Unit has a courtyard 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:
- You are allowed one 24’ vessel MAX WITH ENGINE to keep in the boat basin. The basin is too small to accommodate larger boats.
- 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
Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Kitchen
Washer
Dryer
Air conditioning
Outdoor Space
Parking available

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Living room/kitchen
Hidden Gem Islamorada | 1st Floor
Matecumbe
  • Kitchen
  • Washer
  • Dryer
  • Air conditioning
10.0 out of 10, Exceptional, (45 reviews)
Hidden Gem Islamorada | 1st Floor

House Rules

Check in after 4:00 PM
Minimum age to rent: 21
Check out before 10:00 AM
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Children

Children allowed: ages 0-17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted
- No Smoking - No Pets - No Parties - No outside noises after 10pm - MAXIMUM 4 GUESTS PER UNIT

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

About the neighborhood

Islamorada

Located by the sea, this apartment is in Matecumbe, a neighborhood 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.
View more Apartments in IslamoradaOpens in a new window
Map
Islamorada, FL

What's nearby

  • 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 Hidden Gem Islamorada | 2nd Floor pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Hidden Gem Islamorada | 2nd Floor?

As of Apr 26, 2026, prices found for a 1-night stay for 2 adults at Hidden Gem Islamorada | 2nd Floor on May 3, 2026 start from $454, 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?

Onsite parking is available at the property.

What time is check-in at Hidden Gem Islamorada | 2nd Floor?

Check-in begins at 4:00 PM.

What time is check-out at Hidden Gem Islamorada | 2nd Floor?

Check-out is at 10:00 AM.

Where is Hidden Gem Islamorada | 2nd Floor 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 mi (2 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 35 out of 36 reviews
Rating 8 - Good. 1 out of 36 reviews
Rating 6 - Okay. 0 out of 36 reviews
Rating 4 - Poor. 0 out of 36 reviews
Rating 2 - Terrible. 0 out of 36 reviews

10/10

Cleanliness

9.0/10

Amenities

10/10

Property conditions & facilities

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Charlene W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 6 nights in Jan 2026
Verified

10/10 Excellent

Johnathan

Liked: Cleanliness, amenities, property conditions & facilities
We had a wonderful stay here!
Stayed 6 nights in Jul 2024
Verified

10/10 Excellent

Nick Z.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great as always. Location, clean and great property manager.
Stayed 3 nights in Jun 2025
Verified

10/10 Excellent

Rob L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Spring Break in the Keys

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.
Stayed 3 nights in Apr 2025
Verified

10/10 Excellent

Michael A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Loved it

Had a great time and would stay there again
Stayed 2 nights in Feb 2024
Verified

10/10 Excellent

Dante L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Paradise

Awesome place, great location, highly recommend.
Stayed 3 nights in Aug 2022
Verified

10/10 Excellent

Tom M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Islam Prada Hidden Gem

Great stay! And thanks for the manatees that showed up in your harbor.
Stayed 3 nights in Apr 2024
Verified

10/10 Excellent

Jim B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice place, great location!

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.
Stayed 4 nights in Mar 2023
Verified

10/10 Excellent

MIchelle W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Best vacation ever!

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!!
Stayed 5 nights in Jul 2024
Verified

10/10 Excellent

Brian C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Hidden Gem Says It All

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.
Stayed 4 nights in Apr 2023
Verified

10/10 Excellent

Melody A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

First time in the Keys

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!
Stayed 4 nights in Jan 2025
Verified

10/10 Excellent

Rachel B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Quick Keys Fishing Trip

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.
Stayed 3 nights in May 2023
Verified

10/10 Excellent

Jill

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!
Stayed 8 nights in Apr 2024
Verified

10/10 Excellent

Misty M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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!!!
Stayed 4 nights in Aug 2025
Verified

10/10 Excellent

LINDSEY B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect Spot

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!
Stayed 3 nights in Feb 2021
Verified

10/10 Excellent

Jay B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Keys trip

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.
Stayed 6 nights in May 2023
Verified

10/10 Excellent

gordon p.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Best stay ever.

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.
Stayed 3 nights in Oct 2021
From a partner site

10/10 Excellent

Eileen G.

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 .
Verified

10/10 Excellent

Cristi R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location. Lovely property. It’s the second time staying here and will not be the last!
Stayed 3 nights in Oct 2025
Verified

10/10 Excellent

CHRISTOPHER H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Sean was absolutely great!

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!
Stayed 4 nights in May 2022
Verified

10/10 Excellent

Anne B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful location

This was a very nice place to stay. We enjoyed our time here.
Stayed 4 nights in Jun 2021
Verified

10/10 Excellent

Luke C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect place and location and boat parking

Owners were very helpful and available the whole time and even helped with boat parking upon arrival.
Stayed 4 nights in Jun 2021
Verified

10/10 Excellent

Natalie D.

Liked: Cleanliness, check-in, communication, listing accuracy

Lovely quiet condo

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!
Stayed 4 nights in Apr 2022
Verified

10/10 Excellent

Chad K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location and a real Gem!

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!
Stayed 3 nights in Apr 2022
Verified

10/10 Excellent

Lisa B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay! Highly recommend.

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!
Stayed 4 nights in Jan 2022

About the host

Hosted by Oasis Vacation Rentals

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English, German

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