Logo

Please wait..

BOOK NOW
82236 Overseas Hwy, Islamorada, FL 33036, USA

Hidden Gem Islamorada | 2nd Floor

  • 4 Sleeps
  • 2 bedrooms
  • 2 bathrooms
  • 2 Beds

Overview

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

Amenities

Air conditioning
BBQ grill
Beach essentials
Bed linens
Cleaning Disinfection
Coffee maker
Cookware
Dishes and silverware
Dishwasher
Dryer
What this place offers
  • Air conditioning
  • BBQ grill
  • Beach essentials
  • Bed linens
  • Cleaning Disinfection
  • Coffee maker
  • Cookware
  • Dishes and silverware
  • Dishwasher
  • Dryer
  • Emergency exit
  • Enhanced cleaning practices
  • Essentials
  • Fire extinguisher
  • First aid kit
  • Free parking on premises
  • Free parking on street
  • Garden or backyard
  • Hair dryer
  • Hangers
  • Heating
  • High touch surfaces disinfected
  • Hot water
  • Internet
  • Iron
  • Kitchen
  • Microwave
  • Near Ocean
  • Oven
  • Pack ’n play/travel crib
  • Patio or balcony
  • Private entrance
  • Refrigerator
  • Shampoo
  • Smoke detector
  • Stove
  • TV
  • Toaster
  • Towels provided
  • Washer
  • Washer in common space
  • Wireless Internet
  • Drying rack for clothing
  • Suitable for children (2-12 years)
  • Suitable for infants (under 2 years)

Availability

$ 299

/ night

Adult 18+

Child (0-17)

Or

rentals@oasisfloridakeys.com

Reviews

14 Reviews

5.00 Ratings

Derek Bradley

December 05-2025 5.00

Excellent host and property. Great directions for finding a hidden property, easy check in, very clean. Would gladly stay again in the future.

December 01-2025 5.00

Clean property exactly as described, with cute décor and everything you need—bath supplies, kitchen essentials, ice, and plenty of towels, including beach towels. The bathroom was stocked with shampoo, conditioner, and soap. Fans and a well-working AC kept the place cool and comfortable. The unit sits on a quiet cove perfect for taking out kayaks and paddleboards, with a rental shop right next door so you can walk them over and head straight to the beach. The bay was calm and enjoyable, making it easy to spend the day on the water. We were pleasantly surprised by how walkable the area was—restaurants, breakfast spots, coffee, and shopping were all close by. The host was excellent: attentive, responsive, and helpful. There was ample parking, and the location was peaceful. Islamorada was truly a joy to experience.

Christine Stephens

November 26-2025 5.00

We had a nice stay. Sean was very helpful when I had questions. Would stay again

November 15-2025 5.00

Place was just as described. Sean was very active with sending out all notifications and not having to ask for information. Would definitely stay here again.

Things to know

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
Show More

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
Show More

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
Show More

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!!
Show More

Notes

● 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
Show More

House Rules

- No Smoking
- No Pets
- No Parties
- No outside noises after 10pm 
-  MAXIMUM 4 GUESTS PER UNIT
Show More

More properties from Oasis Vacation Rentals

$ 250 / Night

Key Largo, Florida

Tranquility at MoonBay B - 304

Hello there! How about a getaway at Tranquility at Moon Bay B - 304? This lovely oceanfront apartment in Key Largo, Florida, has a great two-bedroom setup with amazing ocean views and easy access to the sea. You'll find modern comforts inside, like a fully equipped kitchen and COLD air conditioning. Plus, you can take a dip in the outdoor pool! It's perfect for families, with plenty of room for th...

  • 2 Bedrooms
  • 1.5 Bathrooms
  • 4 Guests
$ 329 / Night

Key Largo, Florida

Key Largo Casita: Ocean Views, Near Pennekamp Park!

Escape to paradise at this charming Key Largo house! Boasting stunning water views and a prime location near John Pennekamp Coral Reef State Park, this two-story home offers the perfect blend of relaxation and adventure. Enjoy a balcony overlooking the water, easy access to a kayak launch, and convenient trailer parking for your boat. Inside, you'll find two cozy bedrooms, and a bonus recreation a...

  • 2 Bedrooms
  • 1 Bathrooms
  • 7 Guests
Private pool
$ 359 / Night

Key Largo, Florida

Key Largo Home with Spa and Pool!!

This 2 story home is located in a wonderful quiet Key Largo neighborhood. It comes with a brand new private spa and pool. You will have access to the entire home. Bring your boat as there is ample parking for your trailer.

  • 3 Bedrooms
  • 2 Bathrooms
  • 7 Guests
Living room/kitchen
$ 299 / Night

Islamorada, Florida

Hidden Gem Islamorada | 1st Floor

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 w...

  • 2 Bedrooms
  • 2 Bathrooms
  • 4 Guests