Updated on Oct 19, 2026
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Type
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Cottage
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Bedrooms
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2
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Bathrooms
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1
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House Rules
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-
No pets allowed
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Children allowed: ages 0-17
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Smoking is not permitted
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No events allowed
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Max Occupancy
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5
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Host Language
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English
Spanish
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Property Id
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3486149
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Come visit this tropical, remodeled vacation home and get a taste of all Islamorada has to offer with cozy, modern and clean outdoor and indoor living! Perfect for couples on a romantic getaway, solo-travelers looking for a work-from-home retreat or families enjoying time by the sea together.
This home offers 2 bedrooms, 1 full bath, fully stocked kitchen, living and dining area with plenty of outdoor living space for the whole family. Park in the covered car port and enter your island oasis overlooking the canal. Sit beneath the tiki where you can relax, barbecue and greet passing manatees. Take a nap on one of our hammocks and hear the rustling palm trees sway in the island breeze. Chat over snacks and spirits under the second tiki and bar stools. The outdoor area has 60' of dockage and a fish cleaning table.
Upstairs you'll find a large outdoor deck — fit with another hammock, seating and dining area. Once inside, you'll enter through the living room, which has a nook with bar stools opening into the kitchen. The fully stocked kitchen is fit with stainless steel appliances and an eat-in counter. The dining table expands to comfortably seat four. By the kitchen, overlooking the front driveway is another balcony — perfect for enjoying a morning coffee or afternoon snack. Through the hallway, you'll come across the bathroom, which has a large shower, brand new LG washer-dryer unit and a vanity area. Across from the bathroom is the second bedroom — fit with a bunk bed and tumble for three. The second bedroom has a desk and access to the front balcony, which overlooks the quiet street and front yard. The master bedroom is tucked away at the end of the hall. It has a king bed and attached seating area, perfect for reading a book or working from home. The master bedroom overlooks the backyard and canal.
The home has reliable WIFI connection throughout (even accessible in the backyard); our daughter has consistently worked from home and taken classes remotely via Zoom with the WIFI connection. It is stronger than our internet connection on the mainland. There are smart TV's in all bedrooms and in the living room.
The house is located on a quiet, residential street. The street is dimly lit at night to protect sea turtle hatchlings that may be nearby, making perfect viewing conditions for star gazing.
The home is within walking distance to Anne's Beach (best public beach in Islamorada) or 3 minute drive by car. Across from Anne's Beach is a public fishing bridge on the bayside, which is great for watching sunsets after dinner. The home is also walking distance to Caloosa Cove Marina, where you can rent or charter a boat, grab goodies at the convenience store, or eat Cuban cuisine at Habano's Oceanfront Dining (a must for a South Florida visit!). Bikes available upon request at no extra charge.
This vacation home is not pet friendly. Additionally, no smoking is allowed on premises (inside or outside of house). Unregistered guests are not allowed to stay overnight at the home; reservation is subject to cancellation if unregistered guests are found staying on property. To prevent this, a copy of identification will be required of registered guests before each stay begins. A ring camera is located on exterior of home.
Our family loves Islamorada and has made the best memories on Lower Matecumbe Key and hope The We Key House is the perfect home-base for your trip! Please do not hesitate to reach out with any questions or concerns. We are happy to assist with recommendations on activities and dining nearby.
Located on the waterfront, this cottage 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 activities can be experienced at Robbie’s of Islamorada and Bud n' Mary's Dive Center. Ready for a night out? Consider Lorelei Restaurant & Cabana Bar and Hog Heaven. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with cycling and ecotours.
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