Title: Tropical Jewel: Historic Seaport Oldtown - 2BR/2BA - Pool - RealKeyWest - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&selected=29482035&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Tropical Jewel: Historic Seaport Oldtown - 2BR/2BA - Pool - RealKeyWest Cottage with private pool, 5-minute walk to Duval Street ## Photo gallery for Tropical Jewel: Historic Seaport Oldtown - 2BR/2BA - Pool - RealKeyWest ![A heated pool - Tropical Jewel: Historic Seaport Oldtown - 2BR/2BA - Pool - RealKeyWest (Key West)](https://images.trvl-media.com/lodging/30000000/29490000/29482100/29482035/45953a7c.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Terrace/patio - Tropical Jewel: Historic Seaport Oldtown - 2BR/2BA - Pool - RealKeyWest (Key West)](https://images.trvl-media.com/lodging/30000000/29490000/29482100/29482035/10496eba.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Smart TV, DVD player, stereo - Tropical Jewel: Historic Seaport Oldtown - 2BR/2BA - Pool - RealKeyWest (Key West)](https://images.trvl-media.com/lodging/30000000/29490000/29482100/29482035/e1d992d0.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop - Tropical Jewel: Historic Seaport Oldtown - 2BR/2BA - Pool - RealKeyWest (Key West)](https://images.trvl-media.com/lodging/30000000/29490000/29482100/29482035/2cfc2531.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior detail - Tropical Jewel: Historic Seaport Oldtown - 2BR/2BA - Pool - RealKeyWest (Key West)](https://images.trvl-media.com/lodging/30000000/29490000/29482100/29482035/9732f01b.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Tropical Jewel, a Key West home near the historic seaport and Duval Street, offers an eclectic charm with colorful elements that embody island living. Relax on the front porch in Adirondack chairs or step out onto the covered lanai for alfresco dining and a cool drink by the private heated pool. ## Reviews 9.4 Exceptional ### Entire home 2 bedrooms2 bathroomsSleeps 6900 sq ft ## Popular amenities - Pool - Kitchen - Washer - Dryer - Pet friendly - Free WiFi ## 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. ### Tropical Jewel: Historic Seaport Oldtown - 2BR/2BA - Pool - RealKeyWest WELCOME TO TROPICAL JEWEL! Near all the action of the historic seaport and Duval Street, you can get out into the city anytime you want, or quickly retreat back when the party is winding down. Discover the eclectic charm of this Key West home, just two blocks from the Historic Seaport. This unique property is a perfect blend of colorful, quirky elements that embody the spirit of island living. Relax on the front porch in Adirondack chairs while enjoying a cold beverage. Inviting and Eclectic Living Spaces: Our living room is a cheerful space, ideal for relaxing with a good book or sharing stories of the day's adventures. Casual and relaxing colors touch the home's eclectic decor. The open-concept living and kitchen area provides a comfortable and inviting environment for you and your guests, especially when you consider that the living room extends outside to a covered dining area, alfresco dining, wet bar, and a mini fridge creates the perfect place to make your cocktails. The unit's washing machine and dryer are also hidden in a closet in this area. Outdoor Living at its Quaintest: Step out onto the covered lanai, an ideal spot for enjoying meals or a cool drink. It's a true highlight of the property, providing just the right amount of space for a gathering. The pool, a good size for Key West standards, offers a delightful retreat from the warm sun in a serene backyard setting. The pool is private and heated for when the temperatures are slightly more brisk. Functional Kitchen and Dining: The kitchen features granite countertops alongside distressed cabinets, creating a practical yet charming space for meal preparations. The fridge, range and dishwasher ensures your stay is convenient and enjoyable. Accommodations: This home accommodates up to 6 guests but 4 comfortably with 2 Queen beds and 1 Full-size bed. The loft space above the primary bedroom adds a unique touch but is more suited for shorter stays or as an additional, temporary guest space as the ladder up there may be difficult for some people. Embrace the vibrant, quirky charm of our home, where each day is an opportunity to create unforgettable memories in Key West. Book now before the property is no longer available. Important Notice: Some booking platforms may not correctly display our security deposit requirements. This contract is based on a $125 non-refundable damage protection plan in place of a $5000.00 refundable security deposit; if you prefer to pay the $5000.00 deposit instead, please let us know. NOTES: Pets considered. This home does not come with a dedicated parking place. Monthly Rental Only (This property must be rented for 28 or more days by city ordinance) ## Property amenities ### Beach - Beach nearby ### Pool/Spa - Communal pool - Heated pool - Private pool ### Internet - Available in the cottage: Free WiFi ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Microwave - Oven - Refrigerator - Spices - Stovetop - Toaster ### Bedrooms - 2 bedrooms - Bedsheets provided ### Bathroom - 2 bathrooms - Hair dryer - Shower - Towels provided ### Living spaces - Living room - Separate dining area ### Entertainment - DVD player - Smart TV with cable/satellite channels - Stereo ### Outdoor areas - Barbecue grill - Lanai - Yard ### Laundry - Laundry facilities - Washing machine ### Comfort - Air conditioning - Heating ### Pets - Pet friendly ### Suitability/Accessibility - Smoking not allowed ### Services and conveniences - Concierge services - Housekeeping (on request) - Iron/ironing board ### Location highlights - In a village - In the city center - Near a hospital - Near the marina - Near the sea ### Things to do - Golf - Heated pool - Kayak - Birdwatching nearby - Cycling nearby - Ecotours nearby - Fishing nearby - Golfing nearby - Jet skiing nearby - Sailing nearby - Scuba diving nearby - Snorkeling nearby - Swimming nearby - Windsurfing 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) - First aid kit - Fire extinguisher ### General - Housekeeping (on request) - Unit size: 900 square feet ## Similar properties ![A heated pool](https://images.trvl-media.com/lodging/34000000/33100000/33090700/33090661/2b41943d.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### SOUTHERNMOST BELLE\~ Heated Pool, Gourmet Kitchen & Elegant Large Bedrooms! 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Old Town Key West - Pool - Kitchen - Washer - Dryer 10 Exceptional 14 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-05&endDate=2026-01-06&selected=21625167&PinnedHotelID=21625167&HadPinnedHotel=true®ionId=-1&adults=2) ## Policies ### Check-in Check-in time starts at 4:00 PM 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 Information provided by the property may be translated using automated translation tools ### Pets Pets allowed Service animals are welcome, and are exempt from fees ### Children and extra beds Children are welcome ### Events 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 Parties and events are allowed on site 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 and a first aid kit 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 ### Property is also known as 2302-139961 ## 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%7C24.55889%2C-81.80172&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=Z3P6MFpRhetkJyQM3J33bX_iN98=) Key West, FL #### What's nearby - Duval Street \- 4 min walk \- 0.4 km - Key West Aquarium \- 7 min walk \- 0.7 km - Mallory Square \- 9 min walk \- 0.8 km - Harry S. Truman Little White House \- 9 min walk \- 0.8 km - Ernest Hemingway Home and Museum \- 12 min walk \- 1.1 km #### Getting around - Key West Intl. Airport (EYW) - 9 min drive #### Restaurants - ‪Kermit's Key West Key Lime Shoppe - ‬3 min walk - ‪Conch Republic Seafood Company - ‬7 min walk - ‪Cuban Coffee Queen Waterfront - ‬5 min walk - ‪Stinkin Crawfish Key West - ‬5 min walk - ‪Schooner Wharf Bar - ‬3 min walk ## Frequently asked questions ### Does Tropical Jewel: Historic Seaport Oldtown - 2BR/2BA - Pool - RealKeyWest have a pool? ### Is Tropical Jewel: Historic Seaport Oldtown - 2BR/2BA - Pool - RealKeyWest pet-friendly? ### What time is check-in at Tropical Jewel: Historic Seaport Oldtown - 2BR/2BA - Pool - RealKeyWest? ### What time is check-out at Tropical Jewel: Historic Seaport Oldtown - 2BR/2BA - Pool - RealKeyWest? ### Where is Tropical Jewel: Historic Seaport Oldtown - 2BR/2BA - Pool - RealKeyWest located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Tropical Jewel: Historic Seaport Oldtown - 2BR/2BA - Pool - RealKeyWest Reviews ## Reviews ### Exceptional All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative. [More information](https://www.expedia.ca/lp/b/content-guidelines) 10 - Excellent 7 8 - Good 3 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 10 Cleanliness ### 8.0 Location ## Reviews This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent Jan 15, 2025 #### Great Location and Great Customer Service Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Property was even better than described. Great convenient location to EVERYTHING! Management company responded with any questions to any of our needs. I would definitely stay here again and recommend anyone to stay at this property.Pool and Covered Porch was a great asset!! This review comes from a trusted partner site and has not been verified. ### 8/10 Good Mar 16, 2024 #### Lovely Home Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This sweet house is in a great location - all of our favorite places within walking or biking distance. Neighborhood quiet, except for the roosters of course! We love working with the staff at Preferred Properties - Angela is amazing. This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Diane M., Fort Lee NJ Dec 2, 2020 #### November 2020 Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This is my second time renting the Tropical Jewel and it is was again an absolutely a fabulous rental property. Every morning I made a pot of coffee and sat in the yellow lounge and felt the sweet island breezes and the sounds of Key West. The house is 2 blocks off Duval - great for taking in the sights. A quaint little cottage and the pool is wonderful. The property managers (Angela, Phil, and Meghan) were there at a moments notice to answer questions or take care of any problems that might arise. I would highly recommend this property!! ##### Diane M. This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Karen F. Jan 8, 2025 #### Beautiful Oasis Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: I can’t express how much I love this house.We stayed for a month in October and really really didn’t want to leave.As our driver arrived I touched the house and said ‘ we ll be back’ it may sound bonkers !The booking process was simple and Angela at PP was a dream to deal with, keeping us up to date with any changes etcCommunication was fantastic Anyway the arrival was simple and the electronic door locks meant no one needed to carry keys which was a bonus.The accommodation was spotless and spacious. The kitchen was well equipped and organised and the overall decor was sunny and tropical.Having tvs in each bedroom meant we could have some freedom from watching same old programmes. Also the highlight for me was watching a programme called ‘Midsommer Murders’ whilst being outside in the pool. The outdoor tv was awesome! Both bedrooms had a bathroom / shower each. We didn’t use the mezzanine bedroom (only to store our luggage). However kids would love this area.My favourite area was the pool deck and outdoor cocktail kitchen! The pool was heated and larger than i expected which is unusual in KW. It is private and is surrounded by lush foliage which brings nature into the garden which was wonderful.I wish i could share a couple of pics but there doesn’t seem to be an option.The location was perfect , close to the Seaport and Duval but quiet. Also close to Faustos who told us we could wheel our shopping home in the trolley as long as we returned it!! That’s how close. Finally i d like to say it has the perfect balance of luxury and comfort and please can we come back. ##### Karen F. This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Kay A. Jun 3, 2024 #### Hidden gem Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Convenient location in a quiet neighborhood, but close to the harbor and restaurants. Private backyard with a beautiful pool. Rental company is very responsive. Only downside is the guest bedroom is small. ##### Kay A. This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Nicole J. Feb 15, 2023 #### Great Location and Great House Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The house was in the perfect location, perfectly clean with a wonderful pool. We loved our stay here, and always love working with Preferred Properties! ##### Nicole J. ### 10/10 Excellent #### Suzanne S. Aug 11, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Excellent Very nice and private plus close to attraction. ##### Suzanne S. Stayed 57 nights in Jun 2022 This review comes from a trusted partner site and has not been verified. ### 8/10 Good #### Julie C. Mar 22, 2020 #### Elizabeth St Feb 2020 Rating Details: The property manager was more than helpful. The vacation rental was somewhat dirty. I was very happy with the location. I was somewhat dissatisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This property is in a great location while still being private. This is our second year at this house, and will be coming next year. The management is friendly and responsive. I would say that the house is very tired and needs updating. A deep cleaning, replacing tattered and worn furniture and a paint job throughout would work wonders. ##### Julie C. ### 10/10 Excellent #### Hillary T., Loudoun County, Virginia Apr 14, 2019 #### Our slice of Heaven ..... Loved the Tropical Jewel -- location, pool, the privacy, the yard! ##### Hillary T. Stayed 30 nights in Mar 2019 This review comes from a trusted partner site and has not been verified. ### 8/10 Good #### Carl W. Jun 19, 2018 #### Great location! Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The house is a cute little house, great location to walk to Pep’s, Schooner Wharf, and Duval. Very secure house. We enjoyed our month there. But, we were disappointed in the equipment of the kitchen. The guest bedroom was very little and our guest stated the bed was uncomfortable.. ##### Carl W. ## Expedia's Latest Trends ### Hotels > [Best Western Hibiscus Motel](https://www.expedia.ca/Key-West-Hotels-Best-Western-Hibiscus-Motel.h13680.Hotel-Information) > > [Courtyard by Marriott Key West Waterfront](https://www.expedia.ca/Key-West-Hotels-Courtyard-By-Marriott-Key-West-Waterfront.h663132.Hotel-Information) > > [Winslow's Bungalows - Key West Historic Inns](https://www.expedia.ca/Key-West-Hotels-Kimpton-Winslows-Bungalows.h529611.Hotel-Information) > > [The Reach Key West, Curio Collection by Hilton](https://www.expedia.ca/Key-West-Hotels-The-Reach-Key-West.h457821.Hotel-Information) > > [Fort Lauderdale Marriott Harbor Beach Resort & Spa](https://www.expedia.ca/Fort-Lauderdale-Hotels-Fort-Lauderdale-Marriott-Harbor-Beach-Resort-Spa.h21880.Hotel-Information) > > [Universal's Endless Summer Resort - Dockside Inn and Suites](https://www.expedia.ca/Orlando-Hotels-Universals-Endless-Summer-Dockside-Inn-Suites.h33770341.Hotel-Information) > > [Universal's Endless Summer Resort - Surfside Inn and Suites](https://www.expedia.ca/Orlando-Hotels-Universals-Endless-Summer-Resort-Surfside-Inn-And-Suites.h27522522.Hotel-Information) > > [Fontainebleau Miami Beach](https://www.expedia.ca/Miami-Hotels-Fontainebleau-Miami-Beach.h1190549.Hotel-Information) > > [Parrot Key Hotel & Villas](https://www.expedia.ca/Key-West-Hotels-Parrot-Key-Hotel-Villas.h24615.Hotel-Information) > > [Fairfield Inn and Suites by Marriott Key West](https://www.expedia.ca/Key-West-Hotels-Fairfield-Inn-And-Suites-By-Marriott-Key-West.h8946.Hotel-Information) > > [Universal's Cabana Bay Beach Resort](https://www.expedia.ca/Orlando-Hotels-Universals-Cabana-Bay-Beach-Resort.h5963292.Hotel-Information) > > [Beach House Fort Lauderdale, a Hilton Resort](https://www.expedia.ca/Fort-Lauderdale-Hotels-Hilton-Fort-Lauderdale-Beach-Resort.h28591.Hotel-Information) > > [Sunset Key Cottages](https://www.expedia.ca/Key-West-Hotels-Sunset-Key-Cottages.h17456804.Hotel-Information) > > [Loews Miami Beach Hotel – South Beach](https://www.expedia.ca/Miami-Hotels-Loews-Miami-Beach-Hotel-South-Beach.h81223.Hotel-Information) > > [Blue Flamingo Resort Key West](https://www.expedia.ca/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.Hotel-Information) > > [Ibis Bay Beach Resort](https://www.expedia.ca/Key-West-Hotels-Ibis-Bay-Beach-Resort.h4218809.Hotel-Information) > > [Southernmost Beach Resort and Guesthouses](https://www.expedia.ca/Key-West-Hotels-Southernmost-Beach-Resort.h863329.Hotel-Information) > > [Casa Marina Key West, Curio Collection by Hilton](https://www.expedia.ca/Key-West-Hotels-Casa-Marina-Key-West.h12346.Hotel-Information) > > [Margaritaville Hollywood Beach Resort](https://www.expedia.ca/Fort-Lauderdale-Hotels-Margaritaville-Hollywood-Beach-Resort.h10005147.Hotel-Information) > > [The Tides on Hollywood](https://www.expedia.ca/Fort-Lauderdale-Hotels-The-Tides-On-Hollywood.h44524455.Hotel-Information) > > [W South Beach](https://www.expedia.ca/Miami-Hotels-W-South-Beach.h11881.Hotel-Information) > > [Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort](https://www.expedia.ca/Orlando-Hotels-Four-Seasons-Resort-Orlando-At-WALT-DISNEY-WORLD-Resort.h7374428.Hotel-Information) > > [Havana Cabana at Key West ](https://www.expedia.ca/Key-West-Hotels-Havana-Cabana-At-Key-West.h21241090.Hotel-Information) > > [Universal’s Loews Royal Pacific Resort](https://www.expedia.ca/Orlando-Hotels-Universals-Loews-Royal-Pacific-Resort.h856706.Hotel-Information) > > [1 Hotel South Beach](https://www.expedia.ca/Miami-Hotels-1-Hotel-South-Beach.h1790087.Hotel-Information) > > [Holiday Inn Club Vacations at Orange Lake Resort by IHG](https://www.expedia.ca/Orlando-Hotels-Holiday-Inn-Club-Vacations-At-Orange-Lake-Resort.h6315.Hotel-Information) > > [Diplomat Beach Resort Hollywood, Curio Collection by Hilton](https://www.expedia.ca/Miami-Hotels-Diplomat-Beach-Resort-Hollywood.h857779.Hotel-Information)