Top 10% of guest reviews in this areaTop 10% of guest reviews in this area
2 bedrooms2 bathroomsSleeps 6
Popular amenities
Kitchen
Washing machine
Dryer
Free Wi-Fi
Air-conditioning
Explore the area
Key West, FL
Duval Street
Place, Duval Street
1 min walk
Ernest Hemingway Home and Museum
Place, Ernest Hemingway Home and Museum
3 min walk
Southernmost Point
Place, Southernmost Point
8 min walk
Key West, FL (EYW-Key West Intl.)
Airport, Key West, FL (EYW-Key West Intl.)
13 min drive
Rooms & beds
2 bedrooms (sleeps 6)
Bedroom 1
1 King Bed
Bedroom 2
1 Queen Bed
Common Spaces
1 Double Sofa Bed
2 bathrooms
Bathroom 1
Bathroom 2
Spaces
Kitchen
Garden
Dining area
About this property
Key West Caribbean Cottage - On Duval St w Private Pool
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 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
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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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
On-site 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 that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
About the area
Key West
Located in Key West, this holiday home is in the city centre. Ernest Hemingway Home and Museum and Southernmost Point are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and Fort Zachary Taylor Historic State Park. Key West Butterfly and Nature Conservatory and MLK Community Pool & Community Center are also worth visiting. Discover the area's water adventures with power boating and swimming nearby, or enjoy the great outdoors with ecotours.
Ernest Hemingway Home and Museum - 3 min walk - 0.3 km
South Beach - 6 min walk - 0.6 km
Key West Butterfly and Nature Conservatory - 6 min walk - 0.6 km
Southernmost Point - 8 min walk - 0.7 km
Getting around
Key West, FL (EYW-Key West Intl.) - 7 min drive
Restaurants
Circle K - 1 min walk
Old Town Tavern - 3 min walk
Cuban Coffee Queen (Duval) - 2 min walk
Rum Bar at the Speakeasy Inn - 1 min walk
Banana Cafe - 3 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.
How much does it cost to stay at Key West Caribbean Cottage - On Duval St w Private Pool?
As of 13 May 2026, prices found for a 1-night stay for 2 adults at Key West Caribbean Cottage - On Duval St w Private Pool on 30 Aug 2026 start from AU$1,025, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Is Key West Caribbean Cottage - On Duval St w Private Pool pet-friendly?
No, pets are not allowed at this property.
How much is parking at Key West Caribbean Cottage - On Duval St w Private Pool?
On-site parking is available at the 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?
Checkout is at 10:00 AM.
Where is Key West Caribbean Cottage - On Duval St w Private Pool located?
Located in Old Town Key West, this holiday home is steps away from City Zoo Gallery and Duval Street. Florida Keys Beaches and Ernest Hemingway Home and Museum are also within 10 minutes.
Reviews
9.4
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
If you are looking for a quiet escape that is still literally in the middle of the action, I could not recommend this VRBO rental more highly. We loved everything about the house. Having an ice cream parlor open until 11 next door was a huge bonus. I most enjoyed the enclosed outdoor patio and lounge chairs. It was a true oasis of peace and exactly as described. Highly recommend this property to all.
Kristen C.
Stayed 4 nights in Mar 2026
Response from VrboOwner on 25 Mar 2026
We’re delighted to hear that you enjoyed the home and that it provided the relaxing escape you were looking for while still being close to everything.We would be happy to host you again anytime in the future!
The complimentary coupons for the ice cream shop next door was a very nice touch.
James H.
Stayed 3 nights in Feb 2026
Response from VrboOwner on 13 Mar 2026
We’re glad you enjoyed the complimentary ice cream coupons.It’s always our goal to add little touches that make your stay special. We hope to welcome you back again soon!
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
Fiona P.
Stayed 4 nights in Jan 2026
Response from VrboOwner on 12 Feb 2026
Thank you for your kind review. We’re so glad you enjoyed the home. We appreciate your feedback and are happy to hear you had a great stay. We hope to welcome you back again soon.
We really enjoyed it great house clean, and close to everything.
Daniel K.
Stayed 7 nights in Nov 2024
Response from VrboOwner on 9 Dec 2024
Thank you, Daniel, for the great review! We're so glad that you enjoyed the property's location and cleanliness. We hope to see you again next time.
- VHKW
It was nice to have a private patio and pool.. we really enjoyed that. The house was clean and had all the amenities that we needed. Loved, loved, the concierge service to rent bikes and a golf cart for a day. Both were delivered and picked up, which was great!! We also had our groceries delivered we sent our list to Audrey, and everything was there and put away when we got there. It was perfect. When it was time to come home I contacted the concierge the day before for taxi service to pick us up.. they even offered to have a taxi to pick us up from the airport.Their service is fantastic!! I highly recommend using their services for all your needs. I don’t think they highlight the service enough that’s why I’m going on about it..they made everything we wanted so easy.
Tracy D.
Stayed 4 nights in Mar 2026
Response from VrboOwner on 10 Mar 2026
Thank you for sharing your experience! We’d be delighted to host you again in the future.
Great location and layout! Everything was as advertised. Bicycle rentals were a short walk away. Thanks for a great vacation!
Mary T.
Stayed 4 nights in Aug 2025
Response from VrboOwner on 8 Jan 2026
Hello Mary,We’re so glad you had a great vacation and enjoyed the location and layout! It’s wonderful that the nearby bike rentals added to your experience. Thank you for staying with us, and we’d love to host you again.
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!
Shelley D.
Stayed 3 nights in Mar 2025
Response from VrboOwner on 8 Jan 2026
Hello Shelley,We’re thrilled you had a wonderful weekend in Key West! We’d love to host you again.
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.
Becky S.
Stayed 7 nights in Jan 2026
Response from VrboOwner on 27 Jan 2026
Hello Becky,We’re glad you enjoyed your stay.We appreciate your comments and will keep them in mind as we continue to improve.We’d be happy to host you again in the future.
The property was just as it was listed and the location is within walking distance to everything. It was the perfect getaway for us!
Michelle M.
Stayed 7 nights in Apr 2024
Response from VrboOwner on 2 Dec 2024
Thank you for your stellar review and for choosing our Key West Caribbean Cottage as your home away from home! It was a pleasure hosting you and we hope to have the chance again the next time you're in town. Best, VHKW
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.
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.
Sheri V.
Stayed 6 nights in May 2025
Response from VrboOwner on 8 Jan 2026
Hello Sheri,So glad you had an excellent stay! We’d love to host you again.
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!
Brent M.
Stayed 6 nights in Sep 2024
Response from VrboOwner on 2 Dec 2024
Thank you so much for being a repeat guest with us and for taking the time to leave a glowing review of your experience! We are grateful to be your home away from home in Key West and hope to host you for many more times to come! Best, VHKW
Verified
10/10 Excellent
Amber H.
3 Apr 2018
Had a great time in Key West. Location can’t be beat!
The location of this cottage is outstanding and having a private pool, grill, wi-fi and washer/dryer were great amenities.
Amber H.
Stayed 7 nights in Mar 2018
Response from VrboOwner on 21 Mar 2020
Thank you! We are happy you enjoyed the location and the amenities this Caribbean Cottage offers!
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
Erin B.
Stayed 5 nights in Apr 2025
Response from VrboOwner on 8 Jan 2026
Hello Erin,We’re so happy you had a lovely stay!We’d love to host you again anytime!
cute cottage clean good management great location
pool area needs work...pics were deceiving
Diane B.
Stayed 4 nights in Oct 2022
Response from VrboOwner on 19 Dec 2024
Thank you so much for staying with us, Diane! We appreciate your feedback and would be happy to host you again anytime you're back in Key West! Best, VHKW
My family of four stayed at this location during the week of July 23 and had a wonderful experience! The property was very clean, fully furnished, wonderfully priced and located just off Duvall Street.
We thoroughly enjoyed our stay and would not only recommend it for others but would gladly stay there again!
David F.
Stayed 4 nights in Jul 2019
Response from VrboOwner on 13 Jan 2025
We're thrilled to hear you and your family enjoyed our Caribbean Cottage! We love hearing that you all made yourselves at home and had the chance to explore our beautiful island. Thank you for staying with us and for your kind review David. Best, VHKW
About the host
Hosted by VHKW - Vacation Homes of Key West
Languages:
English
Premier Host
They consistently provide great experiences for their guests