Title: JEWEL BOX COTTAGES ~ Lush Compound with 2 Renovated Homes w/ Private Pools! - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&selected=95805662&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # JEWEL BOX COTTAGES \~ Lush Compound with 2 Renovated Homes w/ Private Pools! Vacation home with private pool, 8-minute walk to Duval Street ## Photo gallery for JEWEL BOX COTTAGES \~ Lush Compound with 2 Renovated Homes w/ Private Pools! ![A heated pool - JEWEL BOX COTTAGES ~ Lush Compound with 2 Renovated Homes w/ Private Pools! (Key West)](https://images.trvl-media.com/lodging/96000000/95810000/95805700/95805662/7de78cd2.jpg?impolicy=resizecrop&rw=598&ra=fit) ![TV - JEWEL BOX COTTAGES ~ Lush Compound with 2 Renovated Homes w/ Private Pools! (Key West)](https://images.trvl-media.com/lodging/96000000/95810000/95805700/95805662/a6c3da6b.jpg?impolicy=resizecrop&rw=297&ra=fit) ![TV - JEWEL BOX COTTAGES ~ Lush Compound with 2 Renovated Homes w/ Private Pools! (Key West)](https://images.trvl-media.com/lodging/96000000/95810000/95805700/95805662/27a15172.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior - JEWEL BOX COTTAGES ~ Lush Compound with 2 Renovated Homes w/ Private Pools! (Key West)](https://images.trvl-media.com/lodging/96000000/95810000/95805700/95805662/7f9dbd6f.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop - JEWEL BOX COTTAGES ~ Lush Compound with 2 Renovated Homes w/ Private Pools! (Key West)](https://images.trvl-media.com/lodging/96000000/95810000/95805700/95805662/f8807130.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies In the heart of Old Town, Pearl and Amber Cottages offer quintessential Key West charm with two delightful conch style island homes. Each home features 3 bedrooms with private bathrooms, sparkling heated pools, and lush gardens that invite relaxation and rejuvenation. ### Entire home 6 bedrooms7 bathroomsSleeps 16 ## Popular amenities - Pool - Hot tub - Kitchen - Washer - Dryer - 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. ### JEWEL BOX COTTAGES \~ Lush Compound with 2 Renovated Homes w/ Private Pools! BEDAZZLING COMPOUND... Two delightful conch style island homes are situated on one glorious parcel in Old Town, just a stone's throw away from the magic of Duval Street and the historic Seaport. Each home features 3 bedrooms with private bathrooms, as well as their own heated pools. Quintessential charm abounds and captures your island soul, with stunning pathways through lush gardens. \*\*\*PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE DETAILS AND AMENITIES… Front House (PEARL): Enter the "Pearl Cottage" from its embracing wraparound porch, with ample seating and an invitation to relax and unwind in paradise. Sophisticated island style punctuates this 1279 sq. ft. home, complete with a modern and fully-stocked kitchen that overlooks a cozy living area with couch, love seat, cushioned chair and a smart TV for your viewing pleasure. There is a half bath with a stacked washer and dryer just off the living area for your convenience. These homes are equipped with Roku TV. Back House (AMBER): Enter the newly built two-story "Amber Cottage" which boasts 1714 sq.ft. of living space. Enjoy a large, state-of-the-art kitchen that houses every appliance and tool needed for your culinary expression. This flows into the plush living and dining areas where you can unwind with loved ones and watch your favorite shows on the wall-mounted TV. Sliding doors open to the backyard oasis and a bedroom with double-entry full bath completes the downstairs space. An upstairs balcony resides on the upstairs landing and overlooks the pool. These homes have mounted outdoor cameras but are NOT in use during guest stays. SLEEPING ARRANGEMENTS… Front House (PEARL): There are 3 bedrooms, two with queen beds and one with a king bed, all with private bathrooms with showers, ample storage space and TVs. A sleeper sofa resides in the living room with a powder room nearby. Back House (AMBER): There are 3 bedrooms total. There is a downstairs queen bedroom (Murphy bed) with an office space and double-entry shower bathroom. The other two bedrooms are upstairs (one with a queen bed and the other a king) and ensuite bathrooms with showers and large closets. All upstairs bedrooms enjoy a TV for your late night down time. A sleeper sofa resides in the living room. OUTDOOR LIVING… Lose yourself on the stunning pathways that lead you through gorgeous lush gardens and grounds. Each home has its own private pool that can be heated in the winter months and plenty of outdoor seating for gazing at the stars and al fresco dining. The rear home (AMBER) comes with a spa and outdoor shower as a great way to end your day in Paradise. PETS... These homes are dog friendly only and a pet fee is required. Please include the size and breed in the comments when inquiring and 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... There is a driveway that will accommodate 2 vehicles. 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. 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). BRING ALL YOUR LOVED ONES… ## Property amenities ### Pool/Spa - Heated pool - Hot tub - Private pool ### Internet - Available in the house: Free WiFi ### Parking and transportation - Parking on site ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Microwave - Oven - Refrigerator - Stovetop - Toaster ### Bedrooms - 6 bedrooms - Bedsheets provided - Sofa bed ### Bathroom - 6.5 bathrooms - Hair dryer - Shower - Towels provided ### Living spaces - Living room ### Entertainment - TV with cable/satellite channels ### Outdoor areas - Balcony - Barbecue grill - Fenced yard - Garden ### Laundry - Laundry facilities - Washing machine ### Work spaces - Desk - Desk chair ### 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 - Garden ## Similar properties ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/20000000/19700000/19690200/19690128/427b9660.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Andrews Inn & Garden Cottages Old Town Key West - Pool - Breakfast included - Free WiFi - Air conditioning 9.0 Wonderful 265 reviews CA $494 CA $600 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-03&endDate=2026-02-04&selected=19690128&PinnedHotelID=19690128&HadPinnedHotel=true®ionId=-1&adults=2) ![Cigar House King Suite w/ Poolside porch | Balcony view](https://images.trvl-media.com/lodging/1000000/50000/41600/41511/7ed1e725.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Island City House Hotel Key West Historic District - 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You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation Property Registration Number 25230-136665 ### Property is also known as 2450-252695 ## About the area Located by the sea, this vacation home is in Old Town Key West, a neighborhood in Key West. Ernest Hemingway Home and Museum and Southernmost Point are notable landmarks, and the area's natural beauty can be seen at Fort Zachary Taylor Historic State Park and Florida Keys Beaches. The Kite House and Sails To Rails Museum at Flagler Station 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.ca/Key-West.dx1187) [View more Vacation homes in Key West](https://www.expedia.ca/Key-West-Private-Vacation-Homes.d1187-aaPrivateVacationHomes.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%7C24.55740%2C-81.79689&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=l-F8pX7vRXwqsWxevWWJsyG7fZU=) Key West, FL ### What's nearby - ![Key West Cemetery showing a small town or village, a cemetery and a statue or sculpture](https://images.trvl-media.com/place/6068615/906c7409-b762-45fd-8745-853e8233d283.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Key West Cemetery 2 min walk \- 0.2 km - ![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 8 min walk \- 0.7 km - ![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 \- 1.0 km - ![South Beach featuring a sandy beach and general coastal views as well as a small group of people](https://images.trvl-media.com/place/6246827/42d13a3e-a933-4e9f-b857-cde9f4314a24.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) South Beach 16 min walk \- 1.3 km - ![Southernmost Point showing signage](https://images.trvl-media.com/place/501380/6b10fd25-a167-4157-b127-b099a5ff5ea1.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Southernmost Point 17 min walk \- 1.5 km ### Getting around - Key West Intl. Airport (EYW) 12 min drive ### Restaurants - Cuban Coffee Queen Waterfront 7 min walk - Square Grouper Key West 7 min walk - Pepe's Cafe 7 min walk - Harpoon Harry's Restaurant and Bar 6 min walk - The Dive Bar Shirt Club - Grub House 6 min walk ## Frequently asked questions ### Is JEWEL BOX COTTAGES ~ Lush Compound with 2 Renovated Homes w/ Private Pools! pet-friendly? ### How much is parking? ### What time is check-in at JEWEL BOX COTTAGES ~ Lush Compound with 2 Renovated Homes w/ Private Pools!? ### What time is check-out at JEWEL BOX COTTAGES ~ Lush Compound with 2 Renovated Homes w/ Private Pools!? ### Where is JEWEL BOX COTTAGES ~ Lush Compound with 2 Renovated Homes w/ Private Pools! located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## JEWEL BOX COTTAGES \~ Lush Compound with 2 Renovated Homes w/ Private Pools! 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