Entire home

Caribbean Cottage - 2BR/2BA Sleeps 6, Heated Pools

Photo gallery for Caribbean Cottage - 2BR/2BA Sleeps 6, Heated Pools

Pool
Exterior
Exterior
Terrace/patio
Property grounds

Reviews

10 out of 10
Exceptional
2 bedrooms2 bathroomsSleeps 6

Popular amenities

  • Dryer
  • Washer
  • Pet-friendly
  • Parking available
  • Kitchen
  • Barbecue grill

Explore the area

Map
Key West, FL
  • Duval Street
    ‪2 min walk‬
  • Ernest Hemingway Home and Museum
    ‪4 min walk‬
  • Southernmost Point
    ‪10 min walk‬
  • Key West, FL (EYW-Key West Intl.)
    ‪12 min drive‬

Rooms & beds

2 bedrooms (sleeps 6)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Common spaces

1 Double Sofa Bed

2 bathrooms

Bathroom 1

Bathroom 2

Spaces

Kitchen
Balcony
Garden

About this property

Caribbean Cottage - 2BR/2BA Sleeps 6, Heated Pools

Caribbean Cottage is an Historic Bahamian house that has been completely renovated December, 2018. Located on a 2 block long lane situated between Duval Street and Simonton Streets, just off U.S. 1 (Truman Avenue). Sit on the front porch with 2 rocking chairs and a porch swing and watch people strolling down the street and listen to the soothing sounds of the blue water fountain in the front garden. There is a bicycle lock up in the front, too.
Walk inside the living room and be greeted with “Caribbean” blue walls with a custom made sleeper sofa (5” memory foam mattress) with an underwater critter motif. Relax in the blue swivel bucket chair with foot stool while watching the 56” Smart TV to watch sports or your favorite channels. Bring your Netflix and Prime passwords to watch movies on our newly provided fiber optic Wi-Fi. A small chest with pull out shelf for computer work is also provided. Local art completes the “relaxed” attitude of this living space.
The front bedroom off the hall features a king deluxe memory foam bed, Pottery Barn furniture with pull out baskets under the bed for extra storage. Custom sea glass art by Robin Renee Hix adorns the walls and another 56” Smart TV is on the wall facing the bed. There is a makeup vanity/desk, Pottery Barn closet and storage for your convenience. USB ports are on the bedside lamps and wall.
Walk down the hall to the colorful bathroom on the right. Tiled in a rainbow of muted colors, a 17” toilet for your comfort, shower with magnetic shower head to wash your furry friends if you bring them, Tommy Bahamian body wash, shampoo, conditioner and body lotion is also provided for your total comfort. Beach towels, bath towels in a lovely shade of blue complete this bath.
The custom kitchen with beautiful quartz countertops will dazzle you! Appliances included are refrigerator/ice maker, garbage disposal, glass top stove and microwave. Everything needed to cook/bake a gourmet meal are provided including blender, food processor, Vita Mix, pots, pans, drink glasses, sharp knives, cutting boards, coffee maker, toaster, etc. Sit at the custom 2 person bar for coffee with swivel bar stools and charge phones/pads in the USB ports. There is a Bluetooth speaker there if you want to listen to news or a podcast while enjoying waking up.
The second bedroom/bath is at the rear of the cottage. Walk out the kitchen door under awnings and you will find the second king bedroom which is built over the historic cistern used for water collection in the past. More Pottery Barn furniture features a king deluxe memory foam mattress, bedside tables with USB connections and a large walk-in closet with a barn door covering the opening. On the wall facing the bed is another 56” Smart TV. The bathroom here also has a 17” toilet with unique turquoise and navy blue glass on the floor. Ever taken an outdoor shower? Well here you can in our tropical paradise! Totally private with hot/cold water and Tommy Bahama toiletries, enjoy watching the clouds float by or look at the nighttime stars! The shower also has another door that opens to the pool for your convenience.
In the rear, tropical plants, including many different types of orchids, surround the heated pool which is private for your use from 5pm till 9am. A locked gate at the side of the cottage provides privacy in the evenings. During the day, it is used by other guests enjoying our Adult’s Only pool. There is a second heated pool across the street for your use as well. On the rear deck is a table/6 chairs with a large rectangular umbrella to enjoy a meal outside as well as two outdoor lounge sofas to enjoy drinks and conversations. Washer/dryers are for your use, as well. A gas BBQ grill is on the deck outside the kitchen.
Other extras provided are Amazon Alexa’s in each room, central AC/heat, ceiling fans throughout, Dyson cordless vacuum and all cleaning/soap supplies.

Book this unit today to insure you have the best location to spend your month of vacation time on the perfect tropical Island getaway. Don’t forget Key West has free bus transportation all around Old Town that runs every 15 minutes and we have a stop just a block away!

Property manager

Naomi Van Steelandt
Premier Host

Languages

English, Spanish

Add dates for prices

Amenities

Kitchen
Washer
Dryer
Pet-friendly
Air conditioning
Outdoor space

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House Rules

Check in after 3:00 PM
Minimum age to rent: 18
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed: limit 4 total
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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
On-site parties or group events are strictly prohibited
Long-term renters welcome
This property uses eco-friendly cleaning products
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 and a first aid kit

About the area

Key West

Located near the beach, this holiday home is in Old Town Key West, 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 Fort Zachary Taylor Historic State Park and South Beach. Key West Butterfly and Nature Conservatory and MLK Community Pool & Community Center are also worth visiting.
Map
Key West, FL

What's nearby

  • Duval Street - 2 min walk - 0.2 km
  • Ernest Hemingway Home and Museum - 4 min walk - 0.4 km
  • South Beach - 8 min walk - 0.7 km
  • Southernmost Point - 10 min walk - 0.9 km
  • Mallory Square - 18 min walk - 1.5 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 12 min drive

Restaurants

  • ‪Bourbon Street Pub - ‬5 min walk
  • ‪801 Bourbon Bar - ‬3 min walk
  • ‪Moondog Cafe & Bakery - ‬4 min walk
  • ‪Old Town Tavern Key West - ‬2 min walk
  • ‪Pinchers - ‬4 min walk

Frequently asked questions

Is Caribbean Cottage - 2BR/2BA Sleeps 6, Heated Pools pet-friendly?

Yes, this property allows pets (limit 4 total).

What time is check-in at Caribbean Cottage - 2BR/2BA Sleeps 6, Heated Pools?

Check-in begins at 3:00 PM.

What time is check-out at Caribbean Cottage - 2BR/2BA Sleeps 6, Heated Pools?

Checkout is at 11:00 AM.

Where is Caribbean Cottage - 2BR/2BA Sleeps 6, Heated Pools located?

Located in Old Town Key West, this holiday home is steps away from Tennessee Williams Key West Exhibit and Duval Street. Ernest Hemingway Home and Museum and South Beach are also within 10 minutes.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 1 out of 1 reviews
Rating 8 - Good. 0 out of 1 reviews
Rating 6 - Okay. 0 out of 1 reviews
Rating 4 - Poor. 0 out of 1 reviews
Rating 2 - Terrible. 0 out of 1 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Peter C.

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

Best place ever

We were blessed to stay here. The property is well taken care of. All of the staff is very friendly and accommodating. The cottage was beautifully decorated and the beds were king size and comfortable. The kitchen had everything you could ever need! The pool was huge and the pool across the street was heated.
Stayed 30 nights in Mar 2025

About the host

Hosted by Naomi Van Steelandt

Host profile image
I'm a former R.N. who decided to care for people on the wellness end of the health spectrum. I love historic property, design and architecture....and animals!

Why they chose this property

Only 1/2 block off Duval Street, conveniently located to shopping, stores, restaurants, music, bars...this historic home and neighborhood belonged to Bahamian settlers from the 1800's.

What makes this property unique

The former home of a Bahamian family, I have lovingly restored the property to modern standards. The rear bedroom is built over the historic cistern that was used in the early 19th century by inhabitants.

Languages:

English, Spanish

Premier Host

They consistently provide great experiences for their guests