Title: Key West Dreamin' - Private Pool Steps Off Duval - Latest Reviews, Deals & Photos 2025 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Key West Dreamin' - Private Pool Steps Off Duval Vacation home with private pool, steps from Duval Street ![Beach](https://images.trvl-media.com/lodging/33000000/32590000/32589400/32589400/40b55e0b.jpg?impolicy=resizecrop&rw=598&ra=fit) ![A heated pool](https://images.trvl-media.com/lodging/33000000/32590000/32589400/32589400/0b3ebaea.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Property grounds](https://images.trvl-media.com/lodging/33000000/32590000/32589400/32589400/da1c7dc7.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior detail](https://images.trvl-media.com/lodging/33000000/32590000/32589400/32589400/cc422d00.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Smart TV](https://images.trvl-media.com/lodging/33000000/32590000/32589400/32589400/84099bf7.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location A short walk from Southernmost Point and Duval Street, Key West Dreamin' - Private Pool Steps Off Duval provides a garden, laundry facilities, and more. Guests can connect to free in-room WiFi. 9.6 Exceptional ### Entire home 2 bedrooms2 bathroomsSleeps 61066 sq ft ## Popular amenities - Dryer - Washer - Pool - Barbecue grill - Kitchen - Parking available ## Add dates for prices Check-in Check-out Travellers ## 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 Dreamin' - Private Pool Steps Off Duval Key West Dreamin' vacation rental is a private historic home that is beautifully furnished and offers all the amenities of a luxury accommodation situated in a genuine Old Town Key West location. I love to trace our authentic properties to their historic significance and this home has a rich one that links us to our Cuban heritage back to the late 1800's. A stroll through this charming Upper Duval neighborhood is to rendezvous with an important part of our island's rich cigar and rum history. A Little Bit of History: It is noteworthy that in 1876, one of our most prominent Cuban immigrants, Eduardo H. Gato, built a stunning marble Cigar Factory on the corner of Simonton and Catherine Streets to create the city's largest producing hand-rolled cigar factory. As the cigar industry boomed, so did the immediate need for neighborhood housing. Houses for merchants and workers alike sprang up side-by-side, right to the street, to form the Old Town Key West "Gato" neighborhood which includes Louisa, Catherine, Amelia, Virginia and Simonton Streets; indeed at one point this end of the island was once called "Gatoville." Located just off Duval on Catherine Street, Key West Dreamin', is an important representation of how the history of our architectural culture is tied to the boom of the cigar industry in the late 1800's. Today the neighborhood is part of Key West's historic preservation district. So the front facade of the houses look very similar to how they originally looked, giving the wonderful effect of maintaining the charm of the neighborhood. You don't have to smoke Cohibas (flagship brand of Cuban Cigars) or drink Cubra Libras (1.25 oz Rum, and fill with coke and always lime wedge), to enjoy the dynamic impact the early cigar and rum industries had on our architectural culture. Choosing to stay in this historic neighborhood will help take you back to a simpler time in history. Come and enjoy this authentic Key West house in this important part of our island. And why not have rum... And maybe even a cigar. Interior Layout: The interior of this one-of-a-kind property has been luxuriously renovated and reconfigured to bring the joy of indoor-outdoor pool-garden living to focus. In the fall of 2014, the kitchen and bathrooms received a major renovation for the specific purpose of redesigning it as a luxury vacation rental home. As you step into the front door, the ‘shot gun’ style hallway leads from the front all the way to the back of the house to the great-room. Eyes are immediately drawn to the back of the house since the back wall is light-filled and gorgeous. A broad bank of French doors and large transom windows span the entire width of the room and the whole effect is made even more dynamic with a soaring cathedral ceiling. The French doors adjoin the great-room to the lushly landscaped back yard and generous size swimming pool. A beautiful renovation has created the feeling of a grand great-room with soaring open-beamed ceilings and custom transom windows that meet the ceiling. Set to one side of the room, the upscale kitchen offers bright white cabinets, state-of-the-art stainless steel appliances, cream colored granite counter tops, and glistening subway tile back splashes, creating an artistic and functional space. I love the over-sized dining island which is set in the center of everything so you can enjoy the cooking, the large screen TV and turn your gaze to the tropical back deck and swimming pool. Since the great-room is connected to the outdoors with French doors that extend the entire width of the house, the stage for the indoor - outdoor island lifestyle is set. Whether you choose to cozy inside or lounge around the pool you're always sure to enjoy the quintessential outdoor tropical scene. Just outside the kitchen door, the back yard offers a lovely lounge room complete with an open beam ceiling and shuttered walls making this a unique open-air sitting area that is delightful to enjoy all year around. The two large bedrooms with en-suite bathrooms are just off the hallway that joins the front to the back of the house. Both bedrooms are made to feel more spacious with open beam cathedral ceilings. Facing the front of the house the master bedroom is to the right. This bedroom offers a king size bed, and in addition to a private bath the master bedroom has a set of French doors that connect it with the back yard and swimming pool. The second bedroom is a similar design to the master bedroom in that it also has cathedral ceilings and a private en-suite bath. This bedroom situated off the hall to the left as you face the house, offers two twin beds that can be joined to make a king size bed. Bathrooms for each bedroom suite are luxurious and similar in design, donning fabulous Key lime colored granite vanity tops, brilliant white subway tiles, and floor-to-ceiling frameless clear glass walls that create double size shower rooms. A fashion stripe of shining colored glass tiles and designer bath fixtures complete the look. Grounds: The curb appeal is endearing with a white garden wall and wrought iron fence toppers. The symmetrical entrance is appointed with garden-basket wall statues and is gated with a charming wrought iron gate. Once inside the gate the spacious front porch invites you to pause and "sit a spell" on the porch swing. The front side and back yards are nicely landscaped and artful flagstone has been used to cover the entire grounds. The original back yard is fully fenced with a white picket fence. A pretty garden trellis holds a showy tropical vine which flowers during different times of the year, and a wide variety of beautiful palm trees and colorful tropical foliage create privacy and a romantic tropical setting. The back yard garden was redesigned to accommodate a nice size swimming pool and flagstone pavers are set throughout the back to create a beautiful garden and sun deck. Bedding Summary: Master bedroom - King size bed Second bedroom - 2 twin beds (can be made up as a king bed) Living Room - Queen sleeper sofa Amenities: Swimming pool, large flagstone deck, tropical gardens, front porch with porch swing, privacy fences. Fully equipped kitchen, central a/c, telephone, large flat-screen TV, stereo, washer / dryer, grill. Linens and towels are provided. Parking: Off - Street Parking for one standard or compact size car. "Big Rigs" won't fit. Activities: Uptown Key West - Close to the Southern Most Point of the United States and Key West South Beach and the delightful Key West Butterfly Conservatory. This Uptown neighborhood features art galleries and boutiques, wonderful eateries and internationally famous fine restaurants (Martin's is just down the street), coffee and tea house, fine gift and clothing stores, Grand Vin wine tasting, Flamingo Crossing home made tropical ice cream. Start at the top of Duval St. near the Atlantic Ocean and can take the 20 min stroll to the Gulf of Mexico (remember it takes 3 to 4 Key West streets to equal the distance of a typical city block). Sailing, boating, diving, museums, nightlife. South Beach and the Southernmost Point are just a 6-minute stroll away from Key West Dreamin'. Restrictions: Smoke free house. Smoking permitted outside only. No pets. (Please don't ask!). 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. ## Property amenities ### Pool/Spa - Heated pool - Private pool ### Internet - Available in the house: Free WiFi ### Parking and transportation - Car not required - Parking on site ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Ice maker - Kitchen island - Microwave - Oven - Refrigerator - Stovetop - Toaster ### Dining - Dining table ### Bedrooms - 2 bedrooms - Bedsheets provided - Sofa bed ### Bathroom - 2 bathrooms - Hair dryer - Towels provided ### Living spaces - Dining table - Living room ### Entertainment - Smart TV ### Outdoor areas - Barbecue grill - Fenced yard - Garden - Patio ### Laundry - Laundry facilities - Washing machine ### Work spaces - Desk ### Comfort - Air conditioning ### Pets - No pets allowed ### Suitability/Accessibility - Smoking not allowed ### Services and conveniences - Iron/ironing board ### Location highlights - In the city center - Near a health/beauty spa - Near the marina - Near the sea ### Things to do - Heated pool - Birdwatching nearby - Ecotours nearby - Motor boating nearby - Swimming nearby - Wildlife walks 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 (host has indicated there is a smoke detector on the property) - Fire extinguisher ### General - Garden - Unit size: 1,066 square feet ## Similar properties ![Beach](https://images.trvl-media.com/lodging/34000000/33260000/33259500/33259412/5b6099ef.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Key West Caribbean Cottage - On Duval St w Private Pool Old Town Key West - Pool - Kitchen - Washer - Dryer 9.2 Wonderful 63 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-23&endDate=2025-11-24&selected=33259412&PinnedHotelID=33259412&HadPinnedHotel=true®ionId=-1&adults=2) ![A heated pool](https://images.trvl-media.com/lodging/33000000/32140000/32134700/32134643/444bcd84.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Down Island Digs - 2BR Cottage 1 Block off Duval Street Key West w/Private Pool Old Town Key West - Pool - Kitchen - Washer - Dryer 9.2 Wonderful 35 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-23&endDate=2025-11-24&selected=32134643&PinnedHotelID=32134643&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33100000/33090600/33090532/f27b59f3.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### MANGO MARGARITA~ 2 bedroom/2.5 bath, heated private pool, and close to Duval! 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Old Town Key West - Pool - Kitchen - Washer - Dryer 9.8 Exceptional 229 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-23&endDate=2025-11-24&selected=33090748&PinnedHotelID=33090748&HadPinnedHotel=true®ionId=-1&adults=2) ![Property grounds](https://images.trvl-media.com/lodging/84000000/83970000/83967800/83967706/9ff9da83.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Beach Paradise in the Keys! Location! Location! 2 Blocks to Duval St Old Town Key West - Pool - Kitchen - Washer - Dryer 9.4 Exceptional 47 reviews CA $654 CA $1,541 total includes taxes & fees Nov 19 - Nov 20 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-19&endDate=2025-11-20&selected=83967706&PinnedHotelID=83967706&HadPinnedHotel=true®ionId=-1&adults=2) ## 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 ### Events No events allowed ### 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 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 ### We should mention A car is not required for transportation to and from this property ### Property is also known as Key West Dreamin' Downtown Location Duval Street House Dreamin' Downtown Location Duval Street House Key West Dreamin' Downtown Location Duval Street Dreamin' Downtown Location Duval Street Key West Dreamin' Downtown Location Duval Street House Dreamin' Downtown Location Duval Street House Key West Dreamin' Downtown Location Duval Street Dreamin' Downtown Location Duval Street Key West Dreamin' ~ Private Pool Near Duval Villa Key West Dreamin' ~ Private Pool Near Duval Key West Key West Dreamin' ~ Private Pool Near Duval Villa Key West Dreamin' Location Duval House 239275 ## About the area ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C24.54966%2C-81.79714&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=qKOP47BGS_rwlGDmrAo9t2NqAQQ=) Key West, FL #### What's nearby - Duval Street - 1 min walk - 0.0 km - South Beach - 3 min walk - 0.3 km - Ernest Hemingway Home and Museum - 4 min walk - 0.4 km - Southernmost Point - 5 min walk - 0.4 km - Mallory Square - 3 min drive - 1.7 km #### Getting around - Key West Intl. Airport (EYW) - 9 min drive #### Restaurants - ‪Circle K - ‬3 min walk - ‪La Te Da - ‬1 min walk - ‪Banana Cafe - ‬2 min walk - ‪By George Bar At La-Te-Da - ‬1 min walk - ‪Rum Bar at the Speakeasy Inn - ‬2 min walk ## Frequently asked questions ### Is Key West Dreamin' - Private Pool Steps Off Duval pet-friendly? > No, pets are not allowed at this property. ### What time is check-in at Key West Dreamin' - Private Pool Steps Off Duval? > Check-in begins at 4:00 PM. ### What time is check-out at Key West Dreamin' - Private Pool Steps Off Duval? > Check-out is at 10:00 AM. ### Where is Key West Dreamin' - Private Pool Steps Off Duval located? > Located in Old Town Key West, this vacation home is steps from City Zoo Gallery and Duval Street. South Beach and Florida Keys Beaches are also within 5 minutes. ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. 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