Title: THE BLUE PINEAPPLE ~ Old Town 4 BR/4.4 Bath Home w/ Private Pool & Parking! Reviews, Deals & Photos 2026 - Expedia.co.uk [See all properties](http://www.expedia.co.uk/Hotel-Search?regionId=&selected=121232732&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # THE BLUE PINEAPPLE \~ Old Town 4 BR/4.4 Bath Home w/ Private Pool & Parking! Holiday home with private pool, 3-minute walk to Duval Street ## Photo gallery for THE BLUE PINEAPPLE \~ Old Town 4 BR/4.4 Bath Home w/ Private Pool & Parking! ![A heated pool - THE BLUE PINEAPPLE ~ Old Town 4 BR/4.4 Bath Home w/ Private Pool & Parking! (Key West)](https://images.trvl-media.com/lodging/122000000/121240000/121232800/121232732/eace878d.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Fridge, microwave, oven, dishwasher - THE BLUE PINEAPPLE ~ Old Town 4 BR/4.4 Bath Home w/ Private Pool & Parking! (Key West)](https://images.trvl-media.com/lodging/122000000/121240000/121232800/121232732/3dff7ab3.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, dishwasher - THE BLUE PINEAPPLE ~ Old Town 4 BR/4.4 Bath Home w/ Private Pool & Parking! (Key West)](https://images.trvl-media.com/lodging/122000000/121240000/121232800/121232732/eaac0dc0.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, dishwasher - THE BLUE PINEAPPLE ~ Old Town 4 BR/4.4 Bath Home w/ Private Pool & Parking! (Key West)](https://images.trvl-media.com/lodging/122000000/121240000/121232800/121232732/0a5df5dd.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior - THE BLUE PINEAPPLE ~ Old Town 4 BR/4.4 Bath Home w/ Private Pool & Parking! (Key West)](https://images.trvl-media.com/lodging/122000000/121240000/121232800/121232732/c4d522b0.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Close to Duval Street and Mallory Square, THE BLUE PINEAPPLE \~ Old Town 4 BR/4.4 Bath Home w/ Private Pool & Parking! has plenty to offer. Guests can connect to free in-room WiFi. ### Entire home 4 bedrooms5 bathrooms2448 sq ft ## Popular amenities - Pool - Kitchen - Washing machine - Dryer - Free Wi-Fi - Air-conditioning ## 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. ### THE BLUE PINEAPPLE \~ Old Town 4 BR/4.4 Bath Home w/ Private Pool & Parking! A FUSION OF LUXURY AND HISTORY… This stunning Victorian estate has been meticulously renovated, offering the elegant allure of cosmopolitan tropical style with a nostalgic nod to the charming refinement of the early 19th century. Situated in the Historic Seaport neighborhood of Old Town, the graceful exterior is permeated with respect for its architectural history as your eyes take in the delightful Victorian wooden facade. Once you step inside, however, you are greeted with all the modern amenities and opulence expected in an upscale contemporary residence. \*\*\*PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE DETAILS AND AMENITIES… A serene and elegant ambiance infuses the interior space as you step inside. You are immediately greeted by an entrance hall that features an elegant wooden staircase from the 1930s, which leads to 4 upstairs guest room suites. The great room offers a wide open layout with a large sitting area (Youtube TV live streaming available), infused with an abundance of sunlight flooding the welcoming gathering area. The stylish dining space and adjacent state-of-the-art chef's kitchen invite hours of happy conversation over tropical culinary feasts with loved ones. Just off the kitchen is a modern half-bathroom and a laundry room that offers two sets of washers and dryers. There is a Ring doorbell located on the front door for security purposes. SLEEPING ARRANGEMENTS… All 4 guest suites reside on the 2nd floor with their own shower bathrooms. Each is uniquely decorated and furnished with high-quality furniture. There are two queen beds and two king beds for guests to enjoy. The living room has a sofa sleeper with a nearby powder room. OUTDOOR LIVING… Expansive gingerbread porches span the entire front of the house, inviting you to enjoy the lush surrounding views. The backyard evokes a sense of cozy tropical privacy, boasting a beautifully crafted lap swimming pool which comes heated in the cooler months. Dine al fresco after grilling your fresh catch on the luxurious sun deck with soothing cascading waterfall sounds from within the pool. PARKING... This homes comes with 1 off street parking spot. PETS... This is NOT a pet friendly home. MULTI MONTH RESERVATIONS... For monthly reservations, the following fees will be added PER MONTH: Mid-stay clean Pool/hot tub heating fee (if applicable) Pet fee (if applicable) BOOKING DATES... This home is only available as a monthly rental (28 night minimum). We prefer to book by the calendar month (first day of the month to the last). We may consider alternate dates if the calendar allows or if the owner will make an exception. CONCIERGE SERVICES... Enjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival! CANCELLATION... Bookings canceled at least 90 days before the start of stay will receive a 100% refund. Cancellations inside of 90 days may receive a refund if we are able to re-rent any or all of the dates of the stay. The refund amount is dependent upon the rate of the new reservation. For multi-month reservations for January through March, a refund will only be offered in the event we are able to re-rent. The refund amount is dependent upon the rate of the new reservation(s). ENDLESS CARIBBEAN CHARM… ## Property amenities ### Pool/Spa - Heated pool - Private pool ### Internet - Available in the house: Free WiFi ### Parking and transport - Parking on site ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Kitchen island - Microwave - Oven - Refrigerator - Toaster ### Dining - Dining table ### Bedrooms - 4 bedrooms - Bedsheets provided ### Bathroom - 4.5 bathrooms - Hair dryer - Shower - Towels provided ### Living spaces - Dining table - Living room ### Entertainment - TV ### Outdoor areas - Balcony - Barbecue grill - Fenced yard ### Laundry - Washing machine ### Comfort - Air conditioning ### Pets - No pets allowed ### Suitability/Accessibility - Smoke-free property ### Services and conveniences - Concierge services - Iron/ironing board ### Location highlights - In the city centre - Near a hospital - Near the marina - Near the sea ### Things to do - Heated pool - Tennis - Basketball nearby - Birdwatching nearby - Cycling nearby - Ecotours nearby - Fishing nearby - Golfing nearby - Jet skiing nearby - Sailing nearby - Scuba diving nearby - Snorkelling nearby - Swimming 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 - Deadbolt lock ### General - Unit size: 2,448 square feet ## Similar properties ![A heated pool](https://images.trvl-media.com/lodging/30000000/29490000/29482100/29482035/45953a7c.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Tropical Jewel: Historic Seaport Oldtown - 2BR/2BA - Pool - RealKeyWest Key West Historic District - Pool - Kitchen - Washing machine - Dryer 9.6 Exceptional 11 reviews [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-03-03&endDate=2026-03-04&selected=29482035&PinnedHotelID=29482035&HadPinnedHotel=true®ionId=-1&adults=2) ![Terrace/patio](https://images.trvl-media.com/lodging/107000000/106290000/106285400/106285346/8c527034.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### OSPREY STUDIO @ The Colony-Sleeps up to 4 Old Town Key West - Pool - Kitchen - Pet-friendly - Free Wi-Fi 9.6 Exceptional 54 reviews £528 includes taxes & fees 4 Mar - 5 Mar [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-03-04&endDate=2026-03-05&selected=106285346&PinnedHotelID=106285346&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/112000000/111160000/111150400/111150352/c692ef45.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Pool, Laundry, and grilling area Old Town Key West - Air-conditioning - Parking available - Laundry room - Microwave 8.0 Very good 1 review [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-03-03&endDate=2026-03-04&selected=111150352&PinnedHotelID=111150352&HadPinnedHotel=true®ionId=-1&adults=2) ![Beach nearby](https://images.trvl-media.com/lodging/84000000/83530000/83524000/83523933/3bef69ef.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Ibis by AvantStay | Close to Duval Street w/ Shared Pool | Month Long Stays Only Old Town Key West - Pool - Kitchen - Washing machine - Dryer 10 Exceptional 1 review [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-03-03&endDate=2026-03-04&selected=83523933&PinnedHotelID=83523933&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior detail](https://images.trvl-media.com/lodging/107000000/106170000/106161500/106161407/5829cabc.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Get your ISLAND STLYE on! 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The provision of housing is linked to their trade, business or profession. 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 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 and a deadlock This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room 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 If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal. ### Property is also known as 2450-277074 ## About the area Located by the sea, this holiday home is in Key West Historic District, a neighbourhood in Key West. Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and South Beach. Sails To Rails Museum at Flagler Station and The Kite House are also worth visiting. Jet skiing and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling and ecotours nearby. [Visit our Key West travel guide](https://www.expedia.co.uk/Key-West.dx1187) [View more Holiday homes in Key West](https://www.expedia.co.uk/Key-West-Private-Holiday-Homes.d1187-aaPrivateHolidayHomes.Travel-Guide-Accommodation) ![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%7C24.55833%2C-81.80164&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=1Ta8eiQDYi82YV8us5NJDoeRwwc=) Key West, Florida ### What's nearby - ![Duval Street featuring signage](https://images.trvl-media.com/place/6068616/5997ee0c-eca4-415b-b051-99f4d38fbc11.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Duval Street 3 min walk \- 0.2 miles - ![EHR1B0 The Key West Aquarium in Key West, Florida.](https://images.trvl-media.com/place/501390/b5b95338-9808-412f-b730-b5829774b151.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Key West Aquarium 7 min walk \- 0.4 miles - ![Harry S. Truman Little White House showing signage](https://images.trvl-media.com/place/6068605/d737f5dd-10e2-409c-9440-79e797a748f7.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Harry S. Truman Little White House 7 min walk \- 0.4 miles - ![Mallory Square featuring signage, a square or plaza and outdoor art](https://images.trvl-media.com/place/501385/06d27496-a1d4-4c9c-a103-f1319de84cd1.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Mallory Square 9 min walk \- 0.5 miles - ![Ernest Hemingway Home and Museum featuring heritage elements and a house](https://images.trvl-media.com/place/501376/3b4c31fa-338d-424b-aa0f-482ad359d16a.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Ernest Hemingway Home and Museum 11 min walk \- 0.6 miles ### Getting around - Key West, FL (EYW-Key West Intl.) 9 min drive ### Restaurants - Kermit's Key West Key Lime Shoppe 4 min walk - Stinkin Crawfish Key West 6 min walk - Margaritaville 5 min walk - Schooner Wharf Bar 5 min walk - Fogarty's and Flying Monkey's 5 min walk ## Frequently asked questions ### Does THE BLUE PINEAPPLE ~ Old Town 4 BR/4.4 Bath Home w/ Private Pool & Parking! have a pool? ### Is THE BLUE PINEAPPLE ~ Old Town 4 BR/4.4 Bath Home w/ Private Pool & Parking! pet-friendly? ### How much is parking at THE BLUE PINEAPPLE ~ Old Town 4 BR/4.4 Bath Home w/ Private Pool & Parking!? ### What time is check-in at THE BLUE PINEAPPLE ~ Old Town 4 BR/4.4 Bath Home w/ Private Pool & Parking!? ### What time is check-out at THE BLUE PINEAPPLE ~ Old Town 4 BR/4.4 Bath Home w/ Private Pool & Parking!? ### Where is THE BLUE PINEAPPLE ~ Old Town 4 BR/4.4 Bath Home w/ Private Pool & Parking! located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## THE BLUE PINEAPPLE \~ Old Town 4 BR/4.4 Bath Home w/ Private Pool & Parking! 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