Luxury 3-Bedroom Waterfront Home with Pool AND Dock!

Top rated by guests
Property grounds
Kitchen
Living area
Exterior
Outdoor dining
review stars
9.8Outstanding
(141 Ratings)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overal..."
Mark M.
Don't miss out! Price and availability may change
9.8 / 10
Outstanding(141 Ratings)

House in Key West, FL

8 guests · 3 bedrooms · 3 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
Top-tier experienceA high end property in this area

About this house rental

Traditional meets modern in an elegant way, right in the middle of one of Key West’s most historical districts. A stay at this Island Chic property is filled with luxury and personalized touches. A home designed by a local and prestigious architect, amenities here offer a fully bountiful experience of extravagance that will make any visitor feel like a Key West celebrity.
Take a small flight of stairs up to the main floor to find stylish slate floors, professional Viking stainless steel appliances, and a bright and light sitting area. Wood cabinets meet with light furniture to provide an artistic contrast in the room only a designer can produce. A spacious, elevated dining room table completes the open concept look, along with a meticulously made wet bar, wine chiller and separate beverage fridge included. What makes this room unlike any other, however, is the view from the sitting area. Visitors of Island Chic, get their own piece of Garrison Bight, a protected body of water which accommodates the local charter fishing fleet alongside recreational pleasure boaters. This aquatic sight is accompanied by a bustling marina, peaceful highway, and a glimpse into the skyline from the main island. Take in the, offering the daily excitement that Key West provides without ever having to leave your home away from home.
This diverse view can be seen throughout the entire house, from the living room, to the bedrooms, to the outdoor entertainment area. Make a cocktail at the wet bar, take a step outside on to the balcony with rustic patio furniture, and take a few steps down to find the outdoor living area on the ground floor. Fully equipped with wooden countertops and an outdoor bathroom, this area allows visitors to soak up the sun in their own private oasis. A vibrant and inviting suspended bench is the perfect spot for sipping away and planning a day out on the Island. To top it all off, a quaint pool directly facing Garrison Bight offers a Key West style elevated pool. Ponder about the daily adventures Garrison Bight offers to island natives. Enjoy the tranquility of this view at night, sprinkled with city lights and bright stars. Back inside the home, take the stairs decorated with local artwork up one floor to find two spacious en-suite bedrooms and the laundry room. King size beds with luxury sheets invite deep sleep and sweet dreams. Enjoy the professionally designed showers which make visitors feel like noblemen themselves. Long balconies with lounging furniture, Key West botanicals, and diverse views offer a daily lens into the island life. When the balcony experience has ended, close the blinds for a visitor’s choice of a dark or bright wake up.
What completes Island Chic, is the fully elegant and spacious top floor master suite, which is convertible into 4 twin beds. A firm and comfortable king bed, multiple windows, and two built-in closets offer a total superstar stay. A reading nook is tucked into the bay side of the master, with a cozy day bed and natural light that will accompany hours of lounging. The day bed accommodated a trundle, which provide for the optional twin beds. A dignified dressing room, with a large mirror and multiple built-in cabinets, leads the visitor to a fully-equipped en-suite bathroom. With a water closet, bidet, walk in shower built for two, and his and hers vanities, it is certainly the bathroom in the home that evokes jealously. To top off this room, are views of Key West native plants and the Garrison Bight, views just as diverse and enticing as the others, but from a higher perspective. Take a peak on what the day might be like on the Island, with just a flick of a plantation shutters from suite’s view.
Island Chic offers a customizable luxury that can make any Key West vacation feel more elegant and over the top. With a modern theme that is intricately decorated with traditional finishes, located steps from island history, the glamour of a stay here is challenging not to enjoy.
DOG FRIENDLY. Please contact us to confirm specific pet policies.

Amenities at Luxury 3-Bedroom Waterfront Home with Pool AND Dock!

Non-smoking
Pets allowed
Family friendly

Map of Key West, FL


Ratings and reviews

9.8 / 10
Outstanding(141 Ratings)
10 / 10Outstanding·Jan 2026
Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Island Chic is the perfect spot for a family vacation. The BEST views- sunrise from the balcony every morning is amazing. Love being on the quiet side of the island but able to walk to Duval Street and everything in between. This was our FIFTH time at this house. Key West Vacation Homes staff is great to work with and the few questions we had were answered quickly. It was easy to access and check out. Guests must walk up the street to Mac's Place, we felt like family by the time we left! So many other great places but too many to name. We will be back!
10 / 10Outstanding·Dec 2025
Great home. Great view. Great location. Great memories.
10 / 10Outstanding·Dec 2025
Beautiful, comfortable house. Great location.
6 / 10Average·Sep 2024
Rating Details: The property manager was very helpful. The vacation rental was spotless. I was more than happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Overall, we had a good experience. Inside the house was great. Everything clean, comfortable, and spacious. It is 50 steps from ground level to the top bedroom, definetly easier for younger folks. Outside pool area and patio - pool is on the small side but was great for us to relax in after walking in the heat all day. Patio area could use some remodeling due to open saltwater air decay in spots.Another issue with being on the water is rats. We saw several large rats in the evening running along the top of the fence by the pool. A few poison traps may help.We had two issues that were not to our satisfaction.1) top freezer door on refrigerator was broken, kept coming off track and could not close. Main ice maker was in there so we had to buy ice. Maintenance came by but it wasn't fixed2) Wifi is very weak - we could not watch tv in any of the upstairs bedrooms. Maintenance reset the modem, didn't work. was told Comcast was their only option on the island and that was it. Maybe a wifi booster or stronger modem would help. Normally the tv in the bedrooms would not be an issue while on vacation, but while we were there a hurricane was hitting our hometown and we wanted to keep an eye on the situation at home.I would recommend this place to others, but I don't think I would stay here again, only due to my specific likings while in Key West.

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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Luxury 3-Bedroom Waterfront Home with Pool AND Dock!. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is Luxury 3-Bedroom Waterfront Home with Pool AND Dock! pet friendly?

Yes! This house is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.

What amenities are available at Luxury 3-Bedroom Waterfront Home with Pool AND Dock!?

We found 3 amenities for this rental. This includes non-smoking, pets allowed, and family friendly.