Key West Caribbean Cottage - On Duval St w Private Pool | House in Key West

9.2 (63 Reviews) |   2 Bedrooms  2 Bathrooms  6 Guests
Uptown - Upper Duval House | Key West Caribbean Cottage - On Duval St w Private Pool

2 Bedroom House in Uptown - Upper Duval, Key West

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.
PAYMENT: Payment for the rental will be processed outside of VRBO according to the terms of your rental agreement (sent for review upon reservation). Payments by credit card are subject to an additional 2.95% merchant processing fee.
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.

Key West Caribbean Cottage - On Duval St w Private Pool is located in Uptown - Upper Duval. Key West Caribbean Cottage - On Duval St w Private Pool provides accommodation, featuring Pool, Security/Safety, Bedding/Linens, among other amenities. This House features Pool, Security/Safety, Bedding/Linens, to make your stay a comfortable one.

Key West Caribbean Cottage - On Duval St w Private Pool has 2 Bedrooms , 2 Bathrooms, and max occupancy of 6 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Uptown - Upper Duval has interesting places to visit. If you want to learn more about the House in Uptown - Upper Duval, such as places to visit and things to do nearby, you can check below to learn more.

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Key West, 33040, USA

Amenities

Air Conditioner
Parking
Pool
TV
View
Private Pool
Ocean View
Balcony/Terrace
Oceanfront
Security/Safety
Bedding/Linens
Wellness Facilities
Guest Services
Child Friendly
Internet
Kitchen
Laundry

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
Child Policy
Children are welcome.
Pet Policy
Pets not allowed
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 host has indicated there is a smoke detector on the property host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip onsite parties or group events are strictly prohibited safety features at this property include a fire extinguisher special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed this property accepts cash 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

Reviews

Shelley D.
Apr 11, 2025 08:07:51 PM
Review Score:   10
Summary: 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!
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FAQ's

Is this Uptown - Upper Duval house pet-friendly for guests?

No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.

Does the Uptown - Upper Duval house have a swimming pool?

Yes, this Uptown - Upper Duval house has a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in Uptown - Upper Duval house?

Best-rates for the Uptown - Upper Duval house starts from $763 per night with includes Internet, Laundry, Air Conditioner, Pool, Security/Safety, Bedding/Linens, Ocean View, Guest Services, Parking, Oceanfront, Child Friendly, Kitchen, TV, View, Private Pool, Balcony/Terrace, Wellness Facilities with all other facilities. Vacation Cottage™ provides a diverse array of lodging choices for every kind of traveler. We aim to pair each traveler with their ideal cabin, resort, or rental, ensuring a pleasant and satisfying stay with all necessary amenities.

Is Uptown - Upper Duval house a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this house Good or guests have recommended them suitable for families. As reported by the owner or manager, the house has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Uptown - Upper Duval house wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Uptown - Upper Duval house has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Uptown - Upper Duval house?

Based on the information reported by the owner or manager, the Uptown - Upper Duval house indicates 1 day stay policy at this house. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Uptown - Upper Duval house?

Based on the information reported by the owner or manager, details for the cancellation policy for the Uptown - Upper Duval house are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

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