Key West Caribbean Cottage - On Duval St w Private Pool

Key West, Florida
$688 avg/night Minimum Stay 2 Nights
Bed 2

Bed

Bath 2

Bath

Home Private Vacation Home

Property Type

Sleep 6

Max Sleeps

Night 2 nights

Min Stay

Overview

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 readyfor 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

IMPORTANT: How payments work
VRBO collects only their service fee. Reservation payments are paid directly to VHKW in two installments in accordance with the terms of your rental agreement (sent for review upon reservation). Payments to VHKW by credit card are subject to an additional 2.95% merchant processing fee.

Amenities: Private pool with bricked courtyard garden, fenced yard, fully equipped kitchen. A/C, washer / dryer, smart TV, wifi. 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.

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Not Reported (host Has Not Indicated Whether There Is A Carbon Monoxide Detector On The Property; Consider Bringing A Portable Detector) Fire Extinguisher Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    2 Bedrooms Bed Sheets Provided Sofa Bed
  • GENERAL

    Unit Size: 990 Sq Ft (92 Sq M)
  • KITCHEN

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

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Car Not Required Limited Onsite Parking (max 1 Space) Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Fenced Yard Garden
  • POOL/SPA

    Heated Pool Private Pool
  • BATHROOMS

    2 Bathrooms Hair Dryer Towels Provided
  • WORKSPACES

    Desk
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Birdwatching Nearby Ecotours Nearby Marina Nearby Power Boating Nearby Swimming Nearby Wildlife And Game Walks Nearby
  • ENTERTAINMENT

    TV
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning
  • LOCATION HIGHLIGHTS

    In The City Center Near A Health Or Beauty Spa
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 6

Map Map

School District Rates & Availability

Review Review

  • Fiona P.

    Submitted Jan 21, 2026

    Stayed Jan 12, 2026

    Property was in an ideal location, just off the southern edge of Duval street, was really well equipped very clean and pretty cute. Beds were comfy and pool was lovely. For four adults you are in quite close proximity to each other in regard to bathroom and bedrooms and the pool was a little noisy through the night but we very much enjoyed our stay here

  • Becky S.

    Submitted Jan 13, 2026

    Stayed Jan 5, 2026

    The house was nice. I wish the doors between rooms were not louvered since lights from other rooms illuminate the bedroom. Also, I wish the shower in the smaller bathroom was larger than a telephone booth since it makes it difficult to shave legs. The kitchen was well equipped except we couldn't find a spatula (to flip meat in the pan). We had a great time sunning poolside because we witnessed two iguanas mating three feet away from us! Overall, nice place to stay for the week, super location, lovely back and side deck with pool but the host fee and the service fee is considered ridiculously high. Sorry but keeping it real.

  • Frank P.

    Submitted Dec 22, 2025

    Stayed Dec 19, 2025

    We much enjoyed the house. Its close proximity to Duval Street was a bonus. Will def rent it again in the future.

  • Kathy Z.

    Submitted Dec 10, 2025

    Stayed Nov 25, 2025

    Great location, private parking, cute house, well-equipped. Host was quick to respond.

  • Mary T.

    Submitted Aug 12, 2025

    Stayed Aug 8, 2025

    Great location and layout! Everything was as advertised. Bicycle rentals were a short walk away. Thanks for a great vacation!

  • Sheri V.

    Submitted Jun 6, 2025

    Stayed May 30, 2025

    The home is excellent and the location is perfect. We had a full day of torrential rains and still were able to dodge raindrops and check out sights close enough to visit. The house has a great layout and everything you need. We loved the dip in the pool before the end-of-the-day shower. An excellent Key West adventure.

  • Shelley D.

    Submitted Apr 11, 2025

    Stayed Mar 28, 2025

    We enjoyed our weekend escape to the Keys and this convenient cottage in the heart of Key West. We walked everywhere and enjoyed all the amazing restaurant options and tourist attractions. Would recommend!

  • Erin B.

    Submitted Apr 6, 2025

    Stayed Apr 1, 2025

    Perfect location in Key West...near Duval Streeet and all points of interest. Easy to walk or rent scooters/carts. House is very charming, clean and quite pretty. We loved the aesthetic. Back patio, pool is lovely. We appreciated the washer and dryer! Thank you for a lovely place to stay

  • Olga M.

    Submitted Mar 23, 2025

    Stayed Mar 20, 2025

    We had a great stay at Caribbean cottage. Just off Duval street. We really enjoyed that we were so close to all the restaurants and museums and the southmost point. We walked everywhere and didn’t need a car. The cottage was nice full of history, very nice key west vibe. Very lovely.

  • Ken T.

    Submitted Mar 17, 2025

    Stayed Mar 15, 2025

    Enjoy our stay and will be back soon

  • Ann C.

    Submitted Mar 13, 2025

    Stayed Mar 4, 2025

    The location was perfect. A little noisy in the morning when the ice cream store was receiving their deliveries, but we are early risers so it was not an issue for us. The property had everything we needed and was very comfortable. The pool area was nice as well. Would definitely stay again.

  • Greg B.

    Submitted Mar 9, 2025

    Stayed Jan 30, 2025

    Overall charm was lacking. Basically needs to be updated and get more attention to upkeep. Appliances were great. Pool size was exactly what we like, but area around pool was a disaster with debris and the like not a comfortable pool side area. We noticed in previous reviews 2years ago, that it was commented that the furniture was broken . IT STILL IS! Outdoor furniture was not usable and moldy..if I was the property manager with my name on the listing, I would not continue to list it.

  • Allison L.

    Submitted Mar 3, 2025

    Stayed Feb 28, 2025

    Amazing location just steps off Duval. This was exactly what we needed for our trip.

  • Daniel K.

    Submitted Dec 9, 2024

    Stayed Nov 29, 2024

    We really enjoyed it great house clean, and close to everything.

  • Tania K.

    Submitted Nov 11, 2024

    Stayed Nov 6, 2024

    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!

  • Matthew C.

    Submitted Nov 4, 2024

    Stayed Oct 12, 2024

    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

  • Jennifer C.

    Submitted Oct 27, 2024

    Stayed Oct 22, 2024

    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. ☺️

  • Brent M.

    Submitted Oct 5, 2024

    Stayed Sep 29, 2024

    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!

  • JIM W.

    Submitted Sep 2, 2024

    Stayed Aug 29, 2024

    Yearly trip

  • Tammy K.

    Submitted Jul 24, 2024

    Stayed Jul 18, 2024

    Everything was perfect.

  • Christina B.

    Submitted Jun 21, 2024

    Stayed Jun 16, 2024

    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.

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Total

Includes taxes and fees
$688+
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