[See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # PEARL COTTAGE ~ 3 Bedroom, 3.5 Bathroom Home with Pool! Vacation home with private pool, a short walk to Duval Street ![Terrace/patio](https://images.trvl-media.com/lodging/96000000/95810000/95805700/95805664/0b0ab488.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Exterior](https://images.trvl-media.com/lodging/96000000/95810000/95805700/95805664/8d79f671.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior detail](https://images.trvl-media.com/lodging/96000000/95810000/95805700/95805664/88e8cf1f.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/96000000/95810000/95805700/95805664/229cdebf.jpg?impolicy=resizecrop&rw=297&ra=fit) ![TV](https://images.trvl-media.com/lodging/96000000/95810000/95805700/95805664/fd974259.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location Located in Old Town, Jewel Box Cottage is a charming retreat near Duval Street and the historic Seaport. Unwind on the wrap-around front porch surrounded by tropical foliage or indulge in outdoor living with a heated pool and lush gardens. Enjoy modern comforts like a smart TV, private en-suite bathrooms, and concierge services that cater to your every need. 9.6 Exceptional ### Entire home 3 bedrooms4 bathroomsSleeps 81279 sq ft ## Popular amenities - Dryer - Washer - Pool - Barbecue grill - Kitchen - Pet-friendly ## 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. ### PEARL COTTAGE ~ 3 Bedroom, 3.5 Bathroom Home with Pool! CONCH STYLE CHARM... This is the front cottage of the delightful Jewel Box Cottage compound, located in Old Town, just a stone's throw away from the magic of Duval Street and the historic Seaport. Abundant tropical foliage embraces the wrap-around front porch, inviting you to sit and people watch with your favorite beverage in hand. Wood floors and painted white walls line the space of this 1279 sq. ft. home that features vaulted ceilings and wooden beams and loads of Key West sunshine spills through multiple skylights. \*\*\*PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE DETAILS AND AMENITIES… Sophisticated island style greets you as you enter the home which features a beautiful, modern kitchen, complete with island, stainless appliances and everything you'll need to cook for friends and family. The adjacent living/ area offers plush seating with a couch (also a sleeper sofa), loveseat and cushioned chair and smart TV for your viewing pleasure. A stacked washer and dryer occupy the half bath which is located just off the living area. This home is equipped with Roku TV. This home has a mounted outdoor camera but is NOT in use during guest stays. SLEEPING ARRANGEMENTS… There are 3 bedrooms, two with queen beds and one with a king bed. All bedrooms come with private en suite bathrooms with showers, ample storage space and two of the rooms include a TV. OUTDOOR LIVING… Enjoy your covered porch with a beautiful heated pool and outdoor dining for 6 as well as loungers for lazy afternoons. Lose yourself on the stunning pathways that lead you through gorgeous lush gardens and grounds. PETS... Dogs are permitted. Please leave the size and breed in the comments when inquiring or booking. 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) PARKING... This home does not come with parking therefore guests must locate parking on the street in the surrounding neighborhood. 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). PICTURESQUE RETREAT… ## Property amenities ### Pool/Spa - Heated pool - Private pool ### Internet - Available in the house: Free WiFi ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Microwave - Refrigerator - Stovetop - Toaster ### Bedrooms - 3 bedrooms - Bedsheets provided - Sofa bed ### Bathroom - 3.5 bathrooms - Hair dryer - Shower - Towels provided ### Living spaces - Living room ### Entertainment - TV with cable/satellite channels ### Outdoor areas - Barbecue grill - Patio ### Laundry - Laundry facilities - Washing machine ### Comfort - Air conditioning ### Pets - Pet friendly ### Suitability/Accessibility - Smoking not allowed ### Services and conveniences - Concierge services - Iron/ironing board ### Location highlights - Near a hospital - Near the marina - Near the sea ### Things to do - Heated pool - Basketball nearby - Birdwatching nearby - Cycling nearby - Ecotours nearby - Fishing nearby - Golfing nearby - Jet skiing nearby - Sailing nearby - Scuba diving nearby - Snorkeling 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: 1,279 square feet ## Similar properties ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/51000000/50940000/50936200/50936163/ac29d407.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### WANDERLUST ~ Stunning 3 Bed, 3 Bath Retreat in Peaceful Neighborhood w/ Pool! Key West Historic District - Pool - Kitchen - Washer - Dryer 9.2 Wonderful 5 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-05&endDate=2025-11-06&selected=50936163&PinnedHotelID=50936163&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/79000000/78070000/78062200/78062199/244f4341.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### FunSeeker 1/2 block off Duval Old Town Key West - Pool - Kitchen - Washer - Dryer 10 Exceptional 8 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-05&endDate=2025-11-06&selected=78062199&PinnedHotelID=78062199&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor dining](https://images.trvl-media.com/lodging/94000000/93030000/93026000/93025995/6c218088.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### WALKING ON SUNSHINE ~ Exquisite 3 BR, 3 Ba Home w/ Heated Pool & Parking! Midtown - Pool - Kitchen - Washer - Dryer 9.6 Exceptional 4 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-05&endDate=2025-11-06&selected=93025995&PinnedHotelID=93025995&HadPinnedHotel=true®ionId=-1&adults=2) ![A heated pool](https://images.trvl-media.com/lodging/34000000/33280000/33275600/33275549/2cefcb8d.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### SEAHORSE COVE ~ Tropical Luxury Located In The Heart Of Old Town Key West! Old Town Key West - Pool - Kitchen - Washer - Dryer 10 Exceptional 2 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-05&endDate=2025-11-06&selected=33275549&PinnedHotelID=33275549&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/119000000/118660000/118651400/118651381/7c11c1c7.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### SOUTHERN CROSS: 3 BR, 3.5 BA home in Old Town Key West with Private Pool & AC! Old Town Key West - Pool - Kitchen - Washer - Dryer [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-05&endDate=2025-11-06&selected=118651381&PinnedHotelID=118651381&HadPinnedHotel=true®ionId=-1&adults=2) ![Terrace/patio](https://images.trvl-media.com/lodging/93000000/92480000/92474900/92474900/af7d4271.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### THE WEEKEND HOUSE ~ 3 Bedroom, 2 Bath Condo Centrally Located w/ Pool! Old Town Key West - Pool - Kitchen - Washer - Dryer 10 Exceptional 2 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-05&endDate=2025-11-06&selected=92474900&PinnedHotelID=92474900&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/80000000/79400000/79390100/79390035/d7ee0f2e.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### \*\*ISLAND INSPIRATION @ OLD TOWN\*\* Elegant Home & Pool + LAST KEY SERVICES… Old Town Key West - Pool - Kitchen - Washer - Dryer 10 Exceptional 1 review [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-05&endDate=2025-11-06&selected=79390035&PinnedHotelID=79390035&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114130000/114122600/114122587/82fd4b21.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Cozy home with private pool, BBQ, central AC, enclosed yard Old Town Key West - Pool - Kitchen - Washer - Dryer 10 Exceptional 1 review [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-05&endDate=2025-11-06&selected=114122587&PinnedHotelID=114122587&HadPinnedHotel=true®ionId=-1&adults=2) ![A heated pool](https://images.trvl-media.com/lodging/50000000/49110000/49103800/49103704/774c32f2.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### QUEEN OF SOL ~ 3 Bed, 2 Bath in Peaceful Neighborhood with Dip Pool! Old Town Key West - Pool - Kitchen - Washer - Dryer 8.4 Very good 10 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-05&endDate=2025-11-06&selected=49103704&PinnedHotelID=49103704&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor dining](https://images.trvl-media.com/lodging/67000000/66430000/66424100/66424060/aed7a6ee.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Sweet Caroline Historic Seaport Key West Home Rental Floor 1 Key West Historic District - Kitchen - Washer - Dryer - Air conditioning [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-05&endDate=2025-11-06&selected=66424060&PinnedHotelID=66424060&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 ### Pets Pets allowed Service animals are welcome, and are exempt from fees ### 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 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 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 ### Property is also known as 2450-252696 ## 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%7C24.55740%2C-81.79689&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=l-F8pX7vRXwqsWxevWWJsyG7fZU=) Key West, FL #### What's nearby - Duval Street - 8 min walk - 0.7 km - Ernest Hemingway Home and Museum - 11 min walk - 1.0 km - Mallory Square - 15 min walk - 1.3 km - South Beach - 16 min walk - 1.3 km - Southernmost Point - 17 min walk - 1.5 km #### Getting around - Key West Intl. Airport (EYW) - 12 min drive #### Restaurants - ‪Square Grouper Key West - ‬7 min walk - ‪Harpoon Harry's Restaurant and Bar - ‬6 min walk - ‪Pepe's Cafe - ‬7 min walk - ‪The Dive Bar Shirt Club - Grub House - ‬6 min walk - ‪Mangia Mangia - ‬1 min walk ## Frequently asked questions ### Is PEARL COTTAGE ~ 3 Bedroom, 3.5 Bathroom Home with Pool! pet-friendly? > Yes, pets are allowed at this property. ### What time is check-in at PEARL COTTAGE ~ 3 Bedroom, 3.5 Bathroom Home with Pool!? > Check-in begins at 4:00 PM. ### What time is check-out at PEARL COTTAGE ~ 3 Bedroom, 3.5 Bathroom Home with Pool!? > Check-out is at 10:00 AM. ### Where is PEARL COTTAGE ~ 3 Bedroom, 3.5 Bathroom Home with Pool! located? > Located in Old Town Key West, this vacation home is within a 10-minute walk of Key West Cemetery and Duval Street. Ernest Hemingway Home and Museum and Florida Keys Beaches are also within 15 minutes. ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## PEARL COTTAGE ~ 3 Bedroom, 3.5 Bathroom Home with Pool! Reviews 9.6 ### 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 3 8 - Good 1 6 - Okay 0 4 - Poor 0 2 - Terrible 0 This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Nicole M. Oct 5, 2023 #### Time At Pearl Cottage 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: We had an absolutely incredible time at the Pearl Cottage! We love love love it! It is bright and light and decorated very nicely with high end beachy feel. It is spacious with 3 bedrooms and 4 baths! Nice pool and the location is absolutely perfect! Highly recommend! Service with Best of Key West Rentals is 5 star every time! ##### Nicole M. This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Karen M. Mar 17, 2024 #### 5 Stars for Pearl Cottage 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: Pearl Cottage is a beautiful and comfortable home in an excellent location. We are a short walk from downtown, close to some excellent restaurants and on a quiet street. The furniture and beds are comfortable and the pool is refreshing after our busy days. There is no indoor dining area and our manager has been helpful in dealing with a few minor issues. I would highly recommend Pearl Cottage. ##### Karen M. This review comes from a trusted partner site and has not been verified. ### 8/10 Good #### rick g. May 7, 2025 #### Charming and great location - April 2025 Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The cottage location and front porch are both terrific. Additionally the property management co. did a great job handling small issues. A real pleasure to work with. Would say however the marketing photos and description could have been more helpful when it came to the back patio and pool area which is separated from the back house on the property by a tall white fence. The fence blocks the airflow resulting in a very warm space. Additionally the shrubbery around and above the fence created quite of bit of debris which needed to be cleaned daily from the patio and pool. Finally the wifi did not work properly throughout our stay going out at least once an hour. Again we loved the location and our time on the beautiful front porch. ##### rick g. This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Karen M. Apr 1, 2025 #### A Beautiful Home 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: We enjoyed our stay in the Pearl Cottage. It is in a great location, a quiet neighborhood but close to the fun on Duval and at the harbour. The pool is excellent and we loved sitting on the front porch for our coffee. Our manager, Dan, was responsive to any questions or issues we had during our stay. ##### Karen M. ## Expedia's Latest Trends ### Hotels > [The Marker Key West Harbor Resort](https://www.expedia.ca/Key-West-Hotels-The-Marker-Key-West-Harbor-Resort.h9148379.Hotel-Information) > > [W South Beach](https://www.expedia.ca/Miami-Hotels-W-South-Beach.h11881.Hotel-Information) > > [Courtyard by Marriott Key West Waterfront](https://www.expedia.ca/Key-West-Hotels-Courtyard-By-Marriott-Key-West-Waterfront.h663132.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) > > [Beach House Fort Lauderdale, a Hilton Resort](https://www.expedia.ca/Fort-Lauderdale-Hotels-Hilton-Fort-Lauderdale-Beach-Resort.h28591.Hotel-Information) > > [Pier House Resort & Spa](https://www.expedia.ca/Key-West-Hotels-Pier-House-Resort-Spa.h19307.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) > > [Hyatt Centric Key West Resort and Spa](https://www.expedia.ca/Key-West-Hotels-Hyatt-Centric-Key-West-Resort-And-Spa.h901.Hotel-Information) > > [Universal's Cabana Bay Beach Resort](https://www.expedia.ca/Orlando-Hotels-Universals-Cabana-Bay-Beach-Resort.h5963292.Hotel-Information) > > [Margaritaville Hollywood Beach Resort](https://www.expedia.ca/Fort-Lauderdale-Hotels-Margaritaville-Hollywood-Beach-Resort.h10005147.Hotel-Information) > > [La Concha Key West, Autograph Collection](https://www.expedia.ca/Key-West-Hotels-Crowne-Plaza-Key-West-La-Concha.h3853.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) > > [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) > > [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) > > [The Tides on Hollywood](https://www.expedia.ca/Fort-Lauderdale-Hotels-The-Tides-On-Hollywood.h44524455.Hotel-Information) > > [Eden House](https://www.expedia.ca/Key-West-Hotels-Eden-House.h1709243.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) > > [Ocean Key Resort - A Noble House Resort](https://www.expedia.ca/Key-West-Hotels-Ocean-Key-Resort-A-Noble-House-Resort.h16682.Hotel-Information) > > [Fitch Lodge - Key West Historic Inns](https://www.expedia.ca/Key-West-Hotels-Kimpton-Fitch-Lodge.h1397643.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) > > [Diplomat Beach Resort Hollywood, Curio Collection by Hilton](https://www.expedia.ca/Miami-Hotels-Diplomat-Beach-Resort-Hollywood.h857779.Hotel-Information)