Luxury 3-Bedroom Waterfront Home with Pool AND Dock!
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.
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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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
About the area
Key West
Located on the waterfront, this holiday home is in Meadows, a neighbourhood in Key West. Ernest Hemingway Home and Museum and Southernmost Point are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and Fort Zachary Taylor Historic State Park. The Kite House and Sails To Rails Museum at Flagler Station are also worth visiting.
Ernest Hemingway Home and Museum - 6 min drive - 2.4 km
Southernmost Point - 7 min drive - 2.4 km
Getting around
Key West, FL (EYW-Key West Intl.) - 7 min drive
Restaurants
Dions Truman & White - 8 min walk
Circle K - 9 min walk
Sandy's Café - 10 min walk
Square Grouper Key West - 17 min walk
Moose Lodge - 2 min walk
Frequently asked questions
Is Luxury 3-Bedroom Waterfront Home with Pool AND Dock! pet-friendly?
Yes, pets are allowed at this property.
How much does it cost to stay at Luxury 3-Bedroom Waterfront Home with Pool AND Dock!?
As of 13 May 2026, prices found for a 1-night stay for 2 adults at Luxury 3-Bedroom Waterfront Home with Pool AND Dock! on 8 Sept 2026 start from AU$2,102, 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 at Luxury 3-Bedroom Waterfront Home with Pool AND Dock!?
On-site parking is available at the property.
What time is check-in at Luxury 3-Bedroom Waterfront Home with Pool AND Dock!?
Check-in begins at 4:00 PM.
What time is check-out at Luxury 3-Bedroom Waterfront Home with Pool AND Dock!?
Checkout is at 10:00 AM.
Where is Luxury 3-Bedroom Waterfront Home with Pool AND Dock! located?
Located in Meadows, this holiday home is within 1 mile (2 km) of Bayview Park, Duval Street and Florida Keys Beaches. Southernmost Point and Mallory Square are also within 2 miles (3 km).
Reviews
9.8
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Great location, various options to enjoy the view, clean, beds comfortable. Only wish that the shower had more water pressure. We will definitely book here again!
The view is as pictured. While small, the pool was fine.We could have used a few things in the kitchen-Dawn like dish soap, paring knife, microwaveable dishes(loaf pan was only one), and vegetable peeler.Appliances were top of the line.
Amazing property, clean clean clean! We had a great trip! I would absolutely stay here again!
ben g.
Stayed 7 nights in Jul 2025
From a partner site
10/10 Excellent
John P.
9 May 2026
A Great Place to Stay in Key West
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
We rented Island Chic from Key West Vaction Rentals and had a wonderful time. The unit was just as beautiful as the pictures indicate. The kitchen was large, clean and well equipped and there was plenty of eating space at the counter and the large dining table. We found the sitting area very comfortable for morning coffee and evening relaxation. The two king size bed suites were perfect for our group. We had two couples and with the suites on different floors, it gave us plenty of space and privacy. Both suites had large updated bathrooms that were clean and well stocked.The outdoor area was great for cooling off in the pool and playing cards at the umbrella table. Although we didn’t rent one, the designated dock would have been perfect for a pontoon boat. The rental process was very easy and efficient. We didn’t need any assistance during the week since everything was in great shape and there were no issues. Self check in and check out couldn’t have been easier. We rented a golf cart for four days and went all over Key West to restaurants, bars and attractions. The golf cart makes it very easy to visit points of interest from this location. Highly recommend!We would definitely come back and highly recommend Island Chic to anyone looking for a great place to stay in Key West!One final note: The review page indicates we’re from Rochester, AL. Not sure if there is such a place, but we’re from Rochester, MI
John P.
From a partner site
10/10 Excellent
Mark M.
13 Jan 2026
Family vacation 2025
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!
Mark M.
From a partner site
10/10 Excellent
Fina M.
20 Oct 2025
Fina’s Bachelorette Stay
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
This house was beautiful and perfect for me and my group of friends! We celebrated my bachelorette and it was perfect for all of the decorations. Definitely would stay here again. We did have someone’s previous trash in the house when we arrived but that was no bother to us!
House was in a perfect location . Great views. Close to all the action , but quiet if you wanted to sit and enjoy the harbor veiw.We rented a boat and the dock at the house was perfect
My husband and I stayed at this lovely three-story home with two other couples. The home is well furnished and well stocked and immaculate. We thoroughly enjoyed the outdoor deck and pool area for cocktails, playing cards or just relaxing. We would definitely stay again!
If you have a large group this is the perfect place for you. We stayed here with 10 people andIt was great. Far from downtown but easy enough to Uber to Duval when needed. The business side of the VRBO is a little annoying because any early check in or check out costs additional money, but otherwise; would recommend to others.
Beautiful well maintained property in a great location! Especially if you are bringing a boat!
Jerry F.
Stayed 5 nights in Jul 2023
From a partner site
8/10 Good
Cindy S.
10 Feb 2025
Key West
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:
Very Good
Did spring break here with a couple of my friends and had the best time ever! The place looks exactly like the photos maybe even better! Great location was about 10 min Uber to duval and the owner was so kind and helpful ☺️
We all liked layout with enough space to spread out. Location is great. Pool, though small was enjoyed by all.House is showing signs of wear, with wobbling table and stools, worn stair treads, etc. We had 2 maintenance issues while we’re there and staff responded within 15 minutes, very good.