Entire home

Key West Caribbean Cottage - On Duval St w Private Pool

Photo gallery for Key West Caribbean Cottage - On Duval St w Private Pool

Fridge, microwave, oven, stovetop
Aerial view
Outdoor dining
Beach
Exterior detail

Reviews

9.2 out of 10

Wonderful

Entire home

2 bedrooms2 bathroomsSleeps 692 sq m

Popular amenities

  • Washer
  • Parking available
  • Outdoor Space
  • Air conditioning
  • Kitchen

About this property

Entire place

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

Key West Caribbean Cottage - On Duval St w Private Pool

Imagine the quintessential Caribbean island village, its cottages nestled hand-in-hand on charming historic pedestrian streets. As people stroll by, sun kissed from an afternoon of beaching and sight seeing, they'll say hi to one another even if they've never met. This is your neighborhood during your stay at the Caribbean Cottage vacation rental. One of the best vacation rental locations on the island - without a doubt. Around the corner "Grand Vin" wine bar stands ready for an evening wine tasting session while "Flamingo Crossing" ice cream parlor offers up a new flavor of home made glace.

Brimming with genuine island charm, our Caribbean Cottage, with private pool, was originally built in the early 1900's. Artistically renovated to maintain the original wood planked polished floors and vintage hand-hewed beams, the owners added bright blue tile (accented with marble), and Bahama style wooden window shutters tat compliment the historic interior. Original pine walls were painted with elegant historic colors of olive and cream and adorned the sash style windows and French linen curtains. Reserved for owner's use only for many years, original artwork from their private collection is displayed throughout for you to enjoy.

The living room is a generous cottage size with plenty of room to gather. On the side closest to the kitchen, a dining table is placed to create a roomy eating area. The adjoining "butler-pantry" style kitchen is spacious, has a charming French-Caribbean style ambiance, and is fully equipped and easy to cook in.

The interior lay-out of this cottage maximizes privacy with the bedrooms and bathrooms on one side and common living areas on the other. The cottage has two full bedrooms and two full bathrooms.

Bedding in this vintage cottage includes a king size bed in the master bedroom, and a queen size bed in the other. The master bedroom boasts a beautiful rich wooden armoire, and French doors lead from the bedroom to a pretty outdoor sitting area for reading and lounging. For extra sleeping, the living room has a comfortable queen sleeper sofa.

From the outside front, the cottage has charming curb appeal with a large beautiful Royal Poinciana tree and the Key West quintessential white picket fence, and of course the porch to sit and watch the world go by. The general design and layout of the cottage lends itself perfectly for versatile use. It is ideal for up to four, and can sleep up to five people comfortably.

If you are looking for a truly authentic Key West experience, this cottage could be the perfect one for you. This charming property is located in the Upper-Duval Street historic neighborhood - a special section of Key West offering many up-scale attractions and interesting features including excellent gourmet restaurants, art galleries, boutiques, a high-end wine tasting store, an award winning home made ice cream shop, a coffee and tea house, South Beach around the corner, and .just a short walk to down to Mallory Square.

There is off-street parking for one full size car, but from here you really never need to get in your car. Upper Duval Street is right out your front door, so forget the hassle of parking and enjoy walking or biking everywhere. Enjoy the island to the fullest, and then come home to relax in the pool.

Bedding Summary:


Master bedroom - King size bed

2nd Bedroom- Queen size bed

Living Room - Queen sleeper sofa


Amenities: Champagne for the newly weds! Private pool with bricked courtyard garden, fenced yard, fully equipped kitchen. A/C, washer / dryer, Flat screen color cable TV, C/D player and stereo, wireless internet. Linens and towels are provided.

Activities: Shopping, restaurants, nightlife, museums, sailing, boating, snorkeling, diving, theatre, night life, family activities. Everything is within walking distance. Cafe neighborhood features art galleries, wonderful eateries and internationally famous fine restaurants, coffee house, fine gift and clothing stores. Right out your gate find Grand Vin Wine Bar, where you'll enjoy a broad selection of wine by the glass and Flamingo Crossing, the award winning homemade ice cream store with some of the best ice cream you'll ever eat.Key West South Beach is a 3 minute walk up the street at most Upper end of Duval St.

Area: Upper Duval or 'Uptown Key West' has evolved into the "elegant end of Duval" and offers an exceptional variety of restaurants, beautiful boutiques, and art galleries. Walk to South Beach in 3 minutes and the Southernmost Point of the United States is just down the street and around the corner. Walk to the Mallory Square Sunset Celebration in 15 to 20 minutes.

Parking: Off-street parking for one car.

Restrictions: Smoke free house. No Pets. We do not accept guests less than 25 years of age unless accompanied by a family group or guardian.

Note: If you love this cottage but need to sleep more than 4 in beds, you can rent it with the one bedroom Vintage Luxury Cottage. You can combine a rental of both cottages and sleep 8 by renting the Fantasy Resort Villa. When rented together, you have two private swimming pools.

Property manager

VHKW - Vacation Homes of Key West

Languages

English

Property amenities

Pool/Spa

  • Private pool
  • Heated pool

Internet

  • Free WiFi

Parking and transportation

  • Limited onsite parking (max 1 space)
  • Onsite parking

Kitchen

  • Refrigerator
  • Stovetop
  • Microwave
  • Oven
  • Dishwasher
  • Coffee/tea maker
  • Cookware/dishes/utensils

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bed sheets provided
  • Sofa bed

Bathrooms

  • 2 bathrooms
  • Hair dryer
  • Towels provided

Living spaces

  • Living room

Entertainment

  • TV

Outdoor areas

  • Fenced yard
  • Garden

Laundry

  • Washing machine and dryer
  • Near coin laundry

Work spaces

  • Desk

Comfort

  • Air conditioning

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near the sea
  • In the city center
  • Near a health or beauty spa

Things to do

  • Swimming nearby
  • Power boating nearby
  • Birdwatching nearby
  • Wildlife and game walks nearby
  • Marina nearby
  • Ecotours nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector installed (host has indicated there is a smoke detector on the property)
  • Fire extinguisher

General

  • Unit size: 990.3 sq ft (92 sq m)

Similar properties

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25

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 not allowed

Children and extra beds

Children are welcome

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
This property accepts cash
Onsite parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher
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

Caribbean Cottage Duval Street Key West Caribbean Cottage House
Caribbean Cottage Duval Caribbean Cottage House
Caribbean Cottage Duval Street Key West Caribbean Cottage
Caribbean Cottage Duval Caribbean Cottage
Caribbean Cottage Duval Street Key West Caribbean Cottage House
Caribbean Cottage Duval Caribbean Cottage House
Caribbean Cottage Duval Street Key West Caribbean Cottage
Caribbean Cottage Duval Caribbean Cottage
Caribbean Duval St Key West
Caribbean Cottage- Duval St Cottage
Caribbean Cottage- Duval St Key West
Caribbean Cottage- Duval St Cottage Key West
Caribbean Duval Caribbean
239148

About the neighborhood

Map
Key West, FL

What's nearby

  • Duval Street - 1 min walk - 0.1 km
  • Ernest Hemingway Home and Museum - 5 min walk - 0.5 km
  • South Beach - 5 min walk - 0.5 km
  • Southernmost Point - 7 min walk - 0.6 km
  • Mallory Square - 19 min walk - 1.7 km

Getting around

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

Restaurants

  • ‪801 Bourbon Bar - ‬5 min walk
  • ‪Moondog Cafe & Bakery - ‬5 min walk
  • ‪Old Town Tavern Key West - ‬3 min walk
  • ‪Southernmost Point Bar In the USA - ‬5 min walk
  • ‪Rum Bar at the Speakeasy Inn - ‬1 min walk

Frequently asked questions

Does Key West Caribbean Cottage - On Duval St w Private Pool have a pool?

Yes, this property has a pool. Pool types include heated pools.

Is Key West Caribbean Cottage - On Duval St w Private Pool pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Key West Caribbean Cottage - On Duval St w Private Pool?

Check-in begins at 4:00 PM.

What time is check-out at Key West Caribbean Cottage - On Duval St w Private Pool?

Check-out is at 10:00 AM.

Where is Key West Caribbean Cottage - On Duval St w Private Pool located?

Located in Key West Historic District, this vacation home is steps from City Zoo Gallery and Duval Street. Ernest Hemingway Home and Museum and Florida Keys Beaches are also within 10 minutes.

Key West Caribbean Cottage - On Duval St w Private Pool Reviews

Reviews

9.2

Wonderful

Rating 10 - Excellent. 35 out of 53 reviews" "
Rating 8 - Good. 14 out of 53 reviews" "
Rating 6 - Okay. 3 out of 53 reviews" "
Rating 4 - Poor. 1 out of 53 reviews" "
Rating 2 - Terrible. 0 out of 53 reviews" "

9.4/10

Cleanliness

Reviews

10/10 Excellent

Daniel K.

Liked: Cleanliness
Great place to stay
We really enjoyed it great house clean, and close to everything.
Stayed 7 nights in Nov 2024

8/10 Good

Tania K.

Liked: Cleanliness
Great location and amenities
The location of the home and amenities were spot on. Home was clean but dated. A bit of maintenance needed, that said, the bed was so comfortable and furniture as well. Would’ve liked a keurig over regular coffee maker. Lucky there were coffee shops in both directions on Duval, just steps from the home. Would definitely stay here again!
Stayed 4 nights in Nov 2024

10/10 Excellent

Matthew C.

Liked: Cleanliness
Key West Visit
This property was in perfect proximity to all that was happening in Key West. I would without a doubt rent again. Questions by the proprietors were answered in a timely fashion and completely. Thank you for a great visit
Stayed 7 nights in Oct 2024

10/10 Excellent

Jennifer C., Papillion, NE

Liked: Cleanliness
Cute Little House in Great Location
We loved the little house. It had everything we needed including the pool in the private backyard. Just steps off Duval it was easy to walk from Southernmost Point to Mallory Square to The Wharf. The beds were comfy and the kitchen had everything we needed. We enjoyed our stay very much. ☺️
Stayed 5 nights in Oct 2024

10/10 Excellent

Brent M.

Liked: Cleanliness
Best location
You can’t find a better location to call home for your Key West visit. This was my third visit and by far the best location and home. We highly recommend this rental and hope to return soon!
Stayed 6 nights in Sep 2024

10/10 Excellent

JIM W.

Liked: Cleanliness
Yearly trip
Yearly trip
Stayed 4 nights in Aug 2024

10/10 Excellent

Patricia S.

Liked: Cleanliness
Stayed 6 nights in Apr 2024

10/10 Excellent

Tammy K.

Liked: Cleanliness
Absolutely wonderful
Everything was perfect.
Stayed 6 nights in Jul 2024

10/10 Excellent

Christina B.

Liked: Cleanliness
Idyllic Friends Getaway
This little cottage was absolutely perfect for the 4 of us: 2 married couples who love traveling together! This little Shangri-La was so inviting and had all the little pleasantries of an old (1943) Key West home. We were pleased with our bedrooms and bathrooms. We grilled almost every night and enjoyed the amply-stocked kitchen (cooking supplies). The pool afforded us the opportunity to soak after long days roaming the island. We will definitely revisit this little gem.
Stayed 5 nights in Jun 2024

10/10 Excellent

Michelle M., Modesto, California

Liked: Cleanliness
Excellent Location and Stay
The property was just as it was listed and the location is within walking distance to everything. It was the perfect getaway for us!
Stayed 7 nights in Apr 2024

10/10 Excellent

Ellen R.

Liked: Cleanliness
Key West long weekend
We loved this property!! It was so comfortable, great air conditioning, well set up for us. It was really perfect! Would absolutely recommend.
Stayed 5 nights in Mar 2024

8/10 Good

Corinne P.

Liked: Cleanliness
Great spot overall
Convenient place to stay. Didn’t realize all the doors are shutter doors, even the bathrooms, so everything can be heard. You can also hear people right outside behind the ice cream spot and it’s especially loud when they’re throwing out their trash. Some of the towels and bedding that was provided had some staining and hair on them. Trash bin instructions were unclear as to which bins were to be used and where they were located. Had a few problems with the pool the first day after having a good rain, we were able to quickly get ahold of someone and they had someone come out next day and had it fixed. Some of the pool settings/buttons were unclear and we had to search around testing a few switches. Eventually we figured out how to adjust the temperature and turn on the light and waterfall so not a huge deal. Overall it was a pleasant stay, the location and pool alone make it worth. One last thing, the furniture in the living room area could definitely use some updating. Some of the chairs had broken legs and everything felt a bit grungy, very used and uncomfortable.
Stayed 6 nights in Feb 2024

8/10 Good

Beverly D.

Liked: Cleanliness
Key West 2024
Location was very convenient to restaurants, bars and attractions. Some early morning street noise. The pool was a disappointment, we paid $100 to have the pool heated but there was a problem with the pump, A maintenance person came and replaced it on our third day. The pool never came up to temperature. It is shaded all day so the sun did not help. The main bathroom needs an exhaust fan and the fan in the second bathroom does not work and should be replaced. The air conditioner in the second bedroom should be checked, it did not seem to be putting out much cool air
Stayed 6 nights in Feb 2024

8/10 Good

BRANDON W.

Liked: Cleanliness
Key West Brandon
Great location, quirky property, quick response to issue that came up.
Stayed 4 nights in Jan 2024

10/10 Excellent

Rebecca H.

Liked: Cleanliness
Family Holiday in the Keys
Wonderful property and wonderful location. Spacious for Key West and we had everything we might need although we didn’t spend much time inside!
Stayed 3 nights in Dec 2023

10/10 Excellent

Ben B.

Liked: Cleanliness
Gret Stay
Great location. The only issue was that we could not find trash receptacles on the property.
Stayed 7 nights in Sep 2023

10/10 Excellent

Scott R.

Liked: Cleanliness
Fantastic location, but needs some updates.
Great location and cute cottage from afar...up close it needs some improvements. Front door difficult to lock and leave...so we exited out back. Living room ceiling needs patched and painted. Bathroom doors not very private. Living room furniture needs to be replaced as they're extremely outdated and uncomfortable and one of the chairs is broke. But, overall we enjoyed the pool, comfortable beds, and location.
Stayed 5 nights in Aug 2023

8/10 Good

Valerie S., Concord NH

Liked: Cleanliness
Great Location
The location is great, easy bus access for the Duval loop bus. You can walk to most anything you would want to see. The house was clean, the beds were comfy. It appeared there had been some water damage to the ceiling. Paint was peeling and flakes falling to the floor. There had been some construction done and the demo material was still in the area of the pool. So work is being done to make improvements. The Pool is actually an oversized hot tub not really a pool. Not that it’s a bad thing! The hot tub is great after long walks and sore bodies. As for noise. We slept well with no disturbance the house is very quiet.
Stayed 6 nights in Aug 2023

8/10 Good

liza b.

Liked: Cleanliness
family get away
cute house, well equipped and clean... wish it was a little brighter inside (windows on one side had mostly closed outside shutters) truck traffic was a little loud but not totally unexpected thanks for a nice stay
Stayed 5 nights in Jun 2023

10/10 Excellent

Jennifer A.

Liked: Cleanliness
Family Vacay
Cute and quirky! Perfect for 3 of us!
Stayed 7 nights in Jun 2023

4/10 Poor

Don K., Charlotte, NC

Not happy!
This is a quote from a text I sent to Key West Rentals on the last day of our trip. "Whoever used your grill last never turned off the gas. Disappointing! We'd planned on grilling tonight. I'm going to be very challenged to give your operation a good review. I don't know what it means to you to spend as much money as we did for a 5 night stay but it means alot to us. Key West been fun but disappointing. Your front desk people are very rude when asked for help, the pool area leaves alot to be desired with all the plants around the pool dead or dying (picture on their website is very misleading! One of the reasons we decided on this property!), the grill is useless with no gas, the dishwasher needs to be replaced or repaired and your supply of essentials like toilet paper needs attention! I will be sending this same message to VRBO so they realize who they represent! Very disappointing!!" I suspect this review will not be shown on VRBO's website since it is negative and that's a shame! Caribbean Cottage needs to be overhauled to make it acceptable in our opinion.
Stayed 5 nights in May 2023

8/10 Good

Inga B.

Liked: Cleanliness
Hidden Gem Great Location
We’ve rented many homes in KW, but never through this realtor. The furnishings were really nice, and the house was very comfortable. Everything was in working order. The pool was beautiful. My only concern was a certain iguana that visited us on most afternoons.
Stayed 7 nights in Apr 2023

10/10 Excellent

Lenzy E.

Liked: Cleanliness
Fun trip
Cute little home on the "quiet" end of duval street, everything we needed was provided.
Stayed 4 nights in Apr 2023

10/10 Excellent

Kim P.

Liked: Cleanliness
A Great House!
We had a great stay at this house. Its location is perfect! This is our second time staying in this house. We stayed here 11 years ago when our son was 3 and again when he was 14! The pool is a perfect dip! The living room furniture needs to be upgraded. We had an issue with the house and the folks at Vacation Homes of Key West were on the spot assisting us. We loved the ice cream shop and the wine shop next door is an added bonus to grab a bottle of wine and sit on the patio and enjoy the evening. You can rent bikes right across the street! We loved riding all over Key West! This trip was very different than when our son was 3 but so enjoyable. I recommend this house and the property managers at Vacation Homes of Key West.
Stayed 5 nights in Mar 2023

8/10 Good

Brandi B.

Liked: Cleanliness
Senior Trip
Great location close to all of the things the girls wanted to see. House has everything needed. Bring your personal items and groceries and you're ready to go.
Stayed 5 nights in Mar 2023