Title: Down Island Digs - 2BR Cottage 1 Block off Duval Street Key West w/Private Pool - 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 # Down Island Digs - 2BR Cottage 1 Block off Duval Street Key West w/Private Pool Vacation home with private pool, steps from Duval Street ![A heated pool](https://images.trvl-media.com/lodging/33000000/32140000/32134700/32134643/444bcd84.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Property grounds](https://images.trvl-media.com/lodging/33000000/32140000/32134700/32134643/cbbf9d99.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32140000/32134700/32134643/a2ac6b2c.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Terrace/patio](https://images.trvl-media.com/lodging/33000000/32140000/32134700/32134643/c6bfe204.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32140000/32134700/32134643/0c48cdb6.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location In the heart of Old Town Key West, Down Island Digs offers a tropical retreat. Relax in the private garden oasis, dip into the lounge pool, or unwind on the spacious wooden deck surrounded by lush greenery. With a fully equipped kitchen and comfortable bedrooms with Caribbean flair, this cottage provides an ideal escape. 9.2 Wonderful ### Entire home 2 bedrooms2 bathroomsSleeps 6764 sq ft ## Popular amenities - Dryer - Washer - Pool - Kitchen - Parking available - Outdoor space ## 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. ### Down Island Digs - 2BR Cottage 1 Block off Duval Street Key West w/Private Pool Everything about this historic Key West tropical gem adds up to make a precious private garden cottage. Sitting in the mature tropical tree garden in the hidden back yard, you would never know you're just 1/2 block off Duval Street in Old Town Key West. It is indeed rare to find a cottage property in this downtown island location situated on two full private lots with such lush mature tropical landscaping. A focal point of this unique property is the Key West quintessential indoor / outdoor living that makes island life so wonderful. Even though you are located in the down town Key West area, the entire large back garden is made private with high fences and unless you've been back in this yard you would never know this spacious garden is here. A redesign of the garden features an adorable tropical living area complete with lounging hammock stretched between a giant gumbo-limbo and grand palm tree. A round stone garden table set amidst a stage of soft river stones and variety of fanciful foliage, makes a relaxing setting to enjoy a garden lunch that you can buy right across the street at Fausto's Fine Food Palace. At the front part of the garden, next to the cottage, is a wooden pool deck which is joined by sliding glass doors to the interior living room and pool-side bedroom. The wooden deck surrounds the graceful lounge pool which you enter down a graduated underwater stair case. In contrast to the expansive back garden, the interior sitting room area of the Down Island Digs vacation cottage is made cozy and charming. Colorful walls of Caribbean blue and sage green create the back drop for whimsically framed mirrors that offset the comfy coral colored sofette, fan-back "queen chair" and home spun dining table that command the space between the indoors and outdoors. Then over-sized sliding glass doors open up the back of the cottage by connecting the deck on both sides of the living room to draw guests onto the deck to the outdoors. Chocolate colored wicker outdoor living room furniture provides plenty of pool side seating under a forest green awning to create an irresistible tropical indoor / outdoor living room comfortable for lounging. The U-shaped kitchen is traditional cottage-style with bright white tiles and light wood cabinets. Adjoining the small dining and living room area, the kitchen is fully equipped, offers a full size electric range, dishwasher, and refrigerator with ice maker and has a nice view of the pool and garden so the cook can be part of the party. The Cottage wooden floors throughout the living room, kitchen, and bedrooms feel nice to bare feet. The bedrooms have a tropical flare and are comfortable and inviting. The coral colored spacious master suite is toward the front of the cottage and offers a luxurious king size, cottage-style white 4-poster bed, with pillow top mattress, full size sofa sitting area, and wall mounted flat screen TV. The master suite offers an en-suite bath and has direct outdoor access to the front porch of the cottage for sitting and watching the world go by. The sage-colored pool side bedroom is toward the back of the cottage and offers a queen size bed and bedside TV and DVD player. This bedroom has a view of the pool and sliding glass doors that open out directly onto the pool deck for that quick dip in the morning. Interior Layout: The floor plan of this vintage cottage has been re-worked to focus the main living area toward the back of the cottage so that indoor / outdoor pool garden living is maximized. The cottage is not entered through the front door, but instead is accessed through an extra tall locked green garden gate situated immediately to the left of the front of the cottage. Once through the gate a deck leads to the back of the cottage where you enter to the interior. As you enter the cottage you step into the sitting / dining / kitchen area which also has sliding glass doors on the back wall that lead to the pool deck and garden. Proceeding forward, past the dining area, you find the sage colored pool-side bedroom which also has a sliding glass doors leading to the pool. Immediately to the right of this bedroom is a full bathroom just off the open hall. At the end of the hall just past the kitchen, is door to the coral colored master bedroom. Located towards the front of the cottage, the master suite was the original living room space, before the cottage was reconfigured to meet modern requirements of linking the interior to the outdoor pool garden area. An en-suit bathroom joins the master bedroom to the right of the bedroom door. The front sitting porch, and front door entrance, is visible to the street but has been railed off to block street access and has been re-designed to become a private sitting porch for the master bedroom. Notes: The layout of this cottage makes it ideal for 2 couples or it is a wonderful space for 1 couple or single who want to spread out. The sleeper sofa in the master suite works great for one couple with a child, or for guests who need extra space and do not mind sharing a bedroom. If you love this cottage but need to sleep more people, you can rent it with the four bedroom Pavilion Villa. You can combine a rental of both properties and sleep up to 12 by renting the Island Rendezvous vacation compound. Bedding Summary: Master bedroom Four Poster king (pillow top mattress) size bed. Queen Sleeper sofa Second Bedroom - queen size bed. Living room - twin sleeper sofa. Amenities: Swimming pool, pool deck, large tropical gardens. New fully equipped kitchen, a/c, telephone, Internet, cable TV and DVD, stereo, washer / dryer. Linens and towels are provided. Parking: Private off - Street Parking in lot across the street for one car. If you arrive by car plan to park it in your designated private parking space and enjoy walking or biking around the island. Activities: This property is located right next door to our Pavilion Villa and is just a few blocks from Mallory Square Sunset Celebration, steps from Fausto's Food Palace for grocery shopping, excellent downtown restaurants, popular clubs, the Historic Seaport, and tropical shops makes this one of the most requested and convenient accommodations in Key West. With the size of the garden in this downtown location we are pleased to offer it as one of our more unique properties available in Old Town. Area: Downtown Old Town Historic Key West. Just one-half block off Duval Street. Walk to all Old Town Key West features. Great restaurants, shops, galleries, clubs, Hemingway House Museum, Light House Museum, Custom House Museum, Key West Aquarium, Ship Wreck Museum. 10 minute stroll from the famous Sunset Celebration at Mallory Square. Restrictions: Smoke free house. Smoking permitted outside only. Absolutely no pets. (Please don't ask!) This home is offered as an exclusive vacation rental in the most requested location in Key West. 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. PARKING: There is one (1) parking space only for Down Island Digs, but please note it is NOT the driveway to the left of the house. The parking space is kiddy corner, and across the street from the house. With your back to the house, look across the street and to your right, to see the lot. Park in the space in the lot marked with the parking sign on the fence that reads ‘508 Bahama St.’ DO NOT park in ‘Fausto’s Fine Foods’ parking lot directly across Bahama St. There is a parking attendant who watches nearly 24 hours a day, and if you park there you will be ticketed or towed. Short Driveway in front of the House: There is a short driveway in the front to the left side of the cottage, between this property at 508 Bahama St., and the cottage next door at 510 Bahama St. Notice: This space is for loading and unloading only. This space is too short to park a car in, and if your car hangs out even slightly over the sidewalk, you will most certainly be given a ticket by the diligent parking officers that patrol downtown Old Town Key West. Do not block the gates, or you will be in violation of fire safety regulations. ## 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 - 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 - Stereo - TV ### Outdoor areas - 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 (host has indicated there is a carbon monoxide detector on the property) - Smoke detector (host has indicated there is a smoke detector on the property) - Fire extinguisher - Deadbolt lock ### General - Garden - Unit size: 764 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=2025-11-21&endDate=2025-11-22&selected=33259412&PinnedHotelID=33259412&HadPinnedHotel=true®ionId=-1&adults=2) ![Beach](https://images.trvl-media.com/lodging/33000000/32590000/32589400/32589400/40b55e0b.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Key West Dreamin' - Private Pool Steps Off Duval Old Town Key West - Pool - Kitchen - Washer - Dryer 9.6 Exceptional 48 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-21&endDate=2025-11-22&selected=32589400&PinnedHotelID=32589400&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/22000000/21720000/21717500/21717498/5565ea49.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Comfortable Cottage with Private Pool & Lovely Garden - Great Location Old Town Key West - Pool - Kitchen - Washer - Dryer 8.8 Excellent 118 reviews CA $371 CA $775 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-09&endDate=2025-11-10&selected=21717498&PinnedHotelID=21717498&HadPinnedHotel=true®ionId=-1&adults=2) ![Dining](https://images.trvl-media.com/lodging/115000000/114540000/114530300/114530245/41d65a64.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Passover Cottage | Private Pool & Ideal Key West Location Old Town Key West - Pool - Kitchen - Washer - Dryer 9.6 Exceptional 5 reviews CA $681 CA $1,373 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-30&endDate=2025-12-01&selected=114530245&PinnedHotelID=114530245&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 - Kitchen - Pet-friendly - Free WiFi - Air conditioning 10 Exceptional 128 reviews CA $564 CA $956 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-17&endDate=2025-11-18&selected=67446229&PinnedHotelID=67446229&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 indicated there is a carbon monoxide detector on the property Host has indicated there is a smoke detector on the property Safety features at this property include a fire extinguisher and a deadbolt lock 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 Down Island Digs Ideal Location Downtown House Key West Down Island Digs Ideal Location Downtown House Down Island Digs Ideal Location Downtown Key West Down Island Digs Ideal Location Downtown Down Digs With Private Pool Down Island Digs ~ Downtown With Private Pool Cottage Down Island Digs ~ Downtown With Private Pool Key West Down Island Digs ~ Ideal Location Downtown Private Pool Down Island Digs ~ Ideal Location Downtown Private Pool Down Digs Ideal Location House Down Island Digs ~ Downtown With Private Pool Cottage Key West 239270 ## 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%7C24.55611%2C-81.80201&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=WpbVsWMtGgOBRw_HOW1Q7H4iuo4=) Key West, FL #### What's nearby - Duval Street - 1 min walk - 0.2 km - Ernest Hemingway Home and Museum - 8 min walk - 0.7 km - Mallory Square - 10 min walk - 0.9 km - South Beach - 15 min walk - 1.3 km - Southernmost Point - 17 min walk - 1.5 km #### Getting around - Key West Intl. Airport (EYW) - 10 min drive #### Restaurants - ‪Margaritaville - ‬2 min walk - ‪Willie T's - ‬3 min walk - ‪Jack Flats - ‬2 min walk - ‪Wendy's - ‬3 min walk - ‪The Cafe - ‬2 min walk ## Frequently asked questions ### Does Down Island Digs - 2BR Cottage 1 Block off Duval Street Key West w/Private Pool have a pool? > Yes, this property has a pool. Pool types include heated pools. ### Is Down Island Digs - 2BR Cottage 1 Block off Duval Street Key West w/Private Pool pet-friendly? > No, pets are not allowed at this property. ### What time is check-in at Down Island Digs - 2BR Cottage 1 Block off Duval Street Key West w/Private Pool? > Check-in begins at 4:00 PM. ### What time is check-out at Down Island Digs - 2BR Cottage 1 Block off Duval Street Key West w/Private Pool? > Check-out is at 10:00 AM. ### Where is Down Island Digs - 2BR Cottage 1 Block off Duval Street Key West w/Private Pool located? > Located in Old Town Key West, this vacation home is steps from San Carlos Institute - Casa Cuba and Duval Street. Ernest Hemingway Home and Museum and Florida Keys Beaches are also within 10 minutes. ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. 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