Entire home

Luxury 3-Bedroom Waterfront Home with Pool AND Dock!

Waterfront vacation home with private pool and kitchen

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Property grounds - Luxury 3-Bedroom Waterfront Home with Pool AND Dock! (Key West)
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Close to Duval Street and Ernest Hemingway Home and Museum, Luxury 3-Bedroom Waterfront Home with Pool AND Dock! provides golfing on site, a playground, and laundry facilities. Treat yourself to a massage or other spa services. Stay connected with free in-room WiFi, with speed of 250+ Mbps (good for 3–5 people or up to 10 devices), and guests can find other amenities such as babysitting service.

Reviews

9.8 out of 10
Exceptional

Entire home

3 bedrooms4 bathroomsSleeps 8

Popular amenities

  • Ocean view
  • Kitchen
  • Washer
  • Dryer

Add dates for prices

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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.

Property amenities

Pool/Spa

  • Heated pool
  • Massage
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Electric car charging station on site
  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Ice maker
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Chef service
  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided
  • Day bed

Bathroom

  • 3.5 private bathrooms
  • Bathtub
  • Bathtub or shower
  • Bidet
  • Hair dryer
  • Outdoor shower
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • DVD player
  • Smart TV with cable/satellite channels

Outdoor areas

  • Barbecue grill
  • Fenced yard
  • Furnished balcony/patio
  • Outdoor furniture

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Concierge services
  • Housekeeping (on request)
  • Iron/ironing board
  • Meal delivery service
  • Phone

Location highlights

  • Near a hospital
  • Near the bay
  • Near the marina
  • Near the ocean
  • On the waterfront

Things to do

  • Golf
  • Heated pool
  • Tennis
  • Basketball nearby
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Jet skiing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Swimming nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Electric car charging station
  • Housekeeping (on request)

Similar properties

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 31

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

Pets allowed
Service animals are welcome, and are exempt from fees

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

Property is also known as

Luxury Waterfront Home Elevator Dock House Key West
Luxury Waterfront Home Elevator Dock House
Luxury Waterfront Home Elevator Dock Key West
Luxury Waterfront Home Elevator Dock
Luxury Waterfront Home Elevator Dock House Key West
Luxury Waterfront Home Elevator Dock House
Luxury Waterfront Home Elevator Dock Key West
Luxury Waterfront Home Elevator Dock
Luxury Waterfront Home With Elevator Private Pool Dock!
Luxury Waterfront Home With Private Pool AND Dock! Key West
Luxury Waterfront Home With Elevator Private Pool Dock!
Waterfront Elevator Dock House
2328-139633

About the neighborhood

Map
Key West, FL

What's nearby

  • Key West Naval Station - 1 min walk - 0.1 miles
  • Duval Street - 18 min walk - 1.0 mile
  • Ernest Hemingway Home and Museum - 4 min drive - 1.3 miles
  • Southernmost Point - 4 min drive - 1.3 miles
  • South Beach - 4 min drive - 1.3 miles

Getting around

  • Key West Intl. Airport (EYW) - 7 min drive

Restaurants

  • ‪Circle K - ‬9 min walk
  • ‪Sandy's Café - ‬10 min walk
  • ‪Dions Truman & White - ‬8 min walk
  • ‪Popeyes Louisiana Kitchen - ‬13 min walk
  • ‪Mangia Mangia - ‬12 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 is parking?

Onsite 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!?

Check-out is at 10:00 AM.

Where is Luxury 3-Bedroom Waterfront Home with Pool AND Dock! located?

Located in Meadows, this vacation home is within 1 mi (2 km) of The Unitarian Universalist Fellowship of Key West, Duval Street, and Ernest Hemingway Home and Museum. Florida Keys Beaches and Mallory Square are also within 2 mi (3 km).

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Luxury 3-Bedroom Waterfront Home with Pool AND Dock! Reviews

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
Rating 10 - Excellent. 115 out of 132 reviews
Rating 8 - Good. 12 out of 132 reviews
Rating 6 - Okay. 3 out of 132 reviews
Rating 4 - Poor. 1 out of 132 reviews
Rating 2 - Terrible. 1 out of 132 reviews

10

Cleanliness

9.8

Location

Reviews

10/10 Excellent

Jerry E.

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

Key West Excursion!

Our Key West trip and this property were great. The house had everything we needed and breathtaking views!
Stayed 3 nights in Apr 2025

10/10 Excellent

Kathleen T.

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

Key West Get Away

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!
Stayed 2 nights in Feb 2025

8/10 Good

Eric T.

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

Great location and timely responses

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.
Stayed 6 nights in Mar 2025
This review comes from a trusted partner site and has not been verified.

8/10 Good

Cindy S.

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
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

James K.

Great Location, Great Home

Rating Details: 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: Each year for the past 35 years we travel to Key West for a week, we have stayed in all types of beautiful rentals all over the island. Our Children are older and now Grandchildren. This home is perfectly located and beautifully decorated, it has many spaces to enjoy, giving each their privacy

10/10 Excellent

Carolyn T.

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

Great place

This property was clean and updated. We have zero complaints and would definitely stay here again.
Stayed 5 nights in Oct 2023

10/10 Excellent

Kim M.

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

A Fantasy Fest Retreat

We had a fantastic experience at this property! The unit was impeccably clean and offered stunning views of the Garrison Bight, perfect for spotting marine life. The amenities were top-notch, enhancing our stay. Plus, it was an easy walk to all the Fantasy Festivities, allowing us to fully explore the unique treasures of Key West. Highly recommend for anyone looking to enjoy the area!
Stayed 4 nights in Oct 2024

10/10 Excellent

Jerry F., Merritt Island

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

Perfect Property in the Perfect Location!

Beautiful well maintained property in a great location! Especially if you are bringing a boat!
Stayed 5 nights in Jul 2023

10/10 Excellent

Lori P.

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

Perfect family home in paradise.

This home was just great for our family vacation with our adult children. Each couple was able to have a bedroom with on suite. Living area and kitchen was beautiful and large. Location had beautiful water views and ideal for fishing. Downtown duval street was a short Uber ride or one mile walk. We would definitely stay here Again in the future.
Stayed 4 nights in Apr 2024

10/10 Excellent

Tim D.

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

Great place, would stay again!

Excellent property and we would definitely stay here again! Located in a quiet residential area next to a marina. Not exactly a prefered walk to downtown for us but we knew that before booking this property. Very short drive or Uber ride to just about anything you'd like to visit. Plenty of room in this property and the pool was a plus!! Very easy check in and check out, thank you for the excellent hospitality!!
Stayed 5 nights in Jun 2024

10/10 Excellent

Heidi M.

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

Quaint and Beautiful Views

We loved our stay here in Key West! The communication was great, responsive and reliable. The listing was very accurate. We did have some trouble with the WiFi but nothing terrible that we couldn’t deal with. Pool is pretty covered by trees but the dock makes it so nice to sit out on for the sunrise. Good location, only 10 minute drive to Duval.
Stayed 3 nights in Aug 2024

10/10 Excellent

Elizabeth R.

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

Beautiful home

This house was perfect for our family get together. Very spacious and immaculate. Lots of towels, comfortable beds, pool towels too. The kitchen is high end with lots of cooking items if you want to eat in. Even had dog bowls and a ball for your furry family member. Pool area is very nice. It was about a 15 minute walk to Duval Street area. Highly recommend.
Stayed 3 nights in Mar 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Lynn c.

Island chic 2025

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: Our winter get away with friends was fabulous thanks to Key West Vacation Homes! This home was fully appointed with all we needed for relaxing. The kitchen and living room were comfortable for the 6 of us. The beds were very comfortable and each bedroom had its own bathroom, a must for us. The air conditioning wasn’t working well when we arrived but Key West Vacation Homes came quickly to check it out and we were cool in no time. Easy to communicate with the office and everyone was so pleasant and professional. I would highly recommend Key West Vacation Homes and this unit specifically. Thank you Ket West Vacation Homes!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Cindy U.

Key West Adventure

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 place has been perfect for our family. Great location for us to do all the fishing and diving that we come here for. The Townhome is beautiful and clean.Anytime we report an issue or need service, the property mgmt team is very responsive, friendly and efficient.

8/10 Good

pamela s.

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

Annual Key West Vaccination with 30 years experience

Great location and property. Management company was very helpful and responsive. I would give them 5 stars for communication. The property needs some minor repairs by someone who pays attention to detail.. the light over the stove doesn’t work and the stove fan barely works. I would say the biggest issue is the air conditioning in the queen bedroom on the second floor is basically non existent. With that being said the unit is awesome as a two bedroom.
Stayed 9 nights in May 2024
This review comes from a trusted partner site and has not been verified.

6/10 Okay

Patrick D.

Nice place, good location, overall good experience

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.
Stayed 5 nights in Sep 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Tracy T.

Nice

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: The house was great we had fun!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Kathy Y.

Island Chic Review

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: The rental was absolutely beautiful as promised. Communication and check in was perfect! They delivered a welcome amenity as well. The elevator was requested on the last day as one of our party was injured. The Sunday response was excellent! However, the elevator stopped working as we tried to move our bags out. The rep was there and he eventually resolved the problem, but the elevator seems quick to stop working even when all doors are closed. Only complaints include very low water pressure and when more than one showering hot water ran out. Aside from that everything was immaculate and wonderful!
Stayed 4 nights in Apr 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Jamie F.

Island Chic wedding 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: Fantastic
This review comes from a trusted partner site and has not been verified.

8/10 Good

Chuck S., South Florida

Island Chic stay

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: Overall, we had a great stay. There were a few minor issues which the property manager took care of right away.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Chris H., Leland NC usa

Always a pleasure

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: 4th year in this unit, great team to work with, well appointed, garage makes great added benefit for storing its safely. House is in quite area, very private. We will be back again next year.

10/10 Excellent

ben g.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing property, clean clean clean! We had a great trip! I would absolutely stay here again!
Stayed 7 nights in Jul 2025

10/10 Excellent

Gus T.

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

Boating trip in the keys

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
Stayed 7 nights in Jun 2025

10/10 Excellent

Guy L.

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

Great Place

Better than advertised. Would stay again.
Stayed 5 nights in Jan 2025

10/10 Excellent

Kim P.

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

Nice place to stay

Nice place for celebrations.
Stayed 5 nights in May 2023