Entire home

Luxury 3-Bedroom Waterfront Home with Pool AND Dock!

Waterfront vacation home with private pool and kitchen

Photo gallery for Luxury 3-Bedroom Waterfront Home with Pool AND Dock!

Marina
Terrace/patio
3 bedrooms, iron/ironing board, free WiFi, bed sheets
A heated pool
Exterior
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

  • Kitchen
  • Dryer
  • Washer
  • Parking available

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

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, Florida

What's nearby

  • Duval Street - 20 min walk - 1.1 miles
  • Smathers Beach - 4 min drive - 1.3 miles
  • Southernmost Point - 4 min drive - 1.3 miles
  • South Beach - 4 min drive - 1.3 miles
  • Mallory Square - 5 min drive - 1.5 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.

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. Southernmost Point and Mallory Square are also within 2 mi (3 km).

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Reviews

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

9.8

Exceptional

10

Cleanliness

9.8

Location
Rating 10 - Excellent. 114 out of 131 reviews
Rating 8 - Good. 12 out of 131 reviews
Rating 6 - Okay. 3 out of 131 reviews
Rating 4 - Poor. 1 out of 131 reviews
Rating 2 - Terrible. 1 out of 131 reviews

Reviews

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

8/10 Good

Mitch N.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Overall we had a great stay. Condo is in a great location and we enjoyed the dock and the pool and how quiet the area was surrounding the condo. The condo is showing signs of wear inside like broken stools etc; but overall well kept and clean! We were a little caught off guard with the elevator. We were traveling with my husband’s grandfather who has difficulty with stairs. The listing advertises an elevator however upon our arrival we were told there was an additional fee of 150 to turn it on and if they had to come back to service it again there would be another charge. With that said we had no issues with it once turned on but just wished that was advertised up front and they were very quick to come and turn it on for us!
Stayed 5 nights in Jun 2025

10/10 Excellent

Darren M.

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

Key West

Fantastic property!
Stayed 5 nights in Apr 2023

10/10 Excellent

emily c.

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

BEST PLACE EVER!

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 ☺️
Stayed 4 nights in Mar 2023

10/10 Excellent

Chris H.

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

Fantastic property

Very nice location. Well appointed property. Very clean. We can't wait to come back.
Stayed 4 nights in Apr 2023

10/10 Excellent

Robert L.

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

Island Chic

This property is a perfect spot for your Key West vacation. The unit is well appointed and beautifully decorated. The management company communicates regularly and works hard to accommodate your needs. We would definitely stay here again!
Stayed 3 nights in Feb 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
This review comes from a trusted partner site and has not been verified.

8/10 Good

Arlene D.

great find in key west

Rating Details: The property manager was very helpful. The vacation rental was very clean. 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: stayed at Island Chic for 5 nights in June to attend a birthday party. quiet location, yet accessible to the hubbub of Duvall st.
Stayed 5 nights in May 2019

10/10 Excellent

Ron J.

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

This is an amazing house.

We really enjoyed the home, the view, the ability to rent a boat and got out every day. We took the family down and did a "Location Quarantine". Super easy to have groceries and food delivered. We were there for 7 days, we rented a boat and went out every day exploring the islands. An amazing week with the faimily!
Stayed 6 nights in Dec 2020
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.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Cary S.

Luxury with a View .. We will return

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: This property has been beautifully designed and decorated. Everything potential need you may have is addressed. The design is laid out over 3 floors with the entry below in an enclosed garage. An elevator makes for ease of moving luggage and groceries from entry up to the highest level. It had several hiccups during out stay that property management worked diligently to resolve. If you have a boat slips space is assigned with the unit. The unit is modern and immaculate. Appliances are top end. The site allows perfect access to Old Town area and the Commercial areas of the island with ease. There is some road noise off of Roosevelt but it is a distance away. Your plunge pool area abuts to the water's edge with a walkway separating. . The outside living space on pool level has yet to be renovated to the extraordinary level of the rest of the house, but it comfortable, workable, a laid out well. The balconies are on both sides of the home so you can take advantage of either sun or shade. The property manager Javier Garrido was outstanding. We had some glitches that are not unexpected in a complex property and he was quick to respond and resolve. He made our stay as easy and seamless as possible. He is a wonderful asset to your stay. I hope this property remains in the rental inventory as we plan on coming back each and every year!
Stayed 4 nights in Mar 2019

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

10/10 Excellent

Jeff H.

A Wonderful Home 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 were travelling as a party of 5 on a multi stop vacation across a few locations in South Florida and this home was an absolute standout!Great location, great layout of the property. The balconies are both the most perfect spots to enjoy the sunshine, a drink or read a book. The whole house is very comfortable, beds, sofas, chairs etc. are all top quality. The kitchen is really well equipped.Our only regret is that we didn't organise our trip to spend longer here.And I recommend Mac's Place at the corner of the street. Really friendly with great lobster rolls.

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

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

10/10 Excellent

Jennifer G.

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

Great Stay Key West

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.
Stayed 3 nights in Mar 2025
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

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
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!

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

8/10 Good

paul k.

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

Weeklong stay for New Years

Island Chic was a very nice stay…hoping for a place for some sunning but because of the direction it faces that was not really possible for the majority of the day. Everything offered was available . We used a car to drive down to Duval, but we should have rented bikes on day 1 and not dealt with parking downtown each day.
Stayed 7 nights in Dec 2024

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
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

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