Entire home
JEWEL BOX COTTAGES ~ Lush Compound with 2 Renovated Homes w/ Private Pools!
Choose dates to view prices
Photo gallery for JEWEL BOX COTTAGES ~ Lush Compound with 2 Renovated Homes w/ Private Pools!





Entire home
6 bedrooms7 bathroomsSleeps 16
Popular amenities
- Pool
- Hot tub
- Kitchen
- Washing machine
- Dryer
- Pet-friendly
Explore the area

Key West, FL
- Duval StreetPlace, Duval Street8 min walk
- Ernest Hemingway Home and MuseumPlace, Ernest Hemingway Home and Museum14 min walk
- Southernmost PointPlace, Southernmost Point17 min walk
- Key West, FL (EYW-Key West Intl.)Airport, Key West, FL (EYW-Key West Intl.)13 min drive
Room options
Similar properties

Beautiful Old Town 2 bedroom Cottage on a Private Lane
Old Town Key West
Beautiful Old Town 2 bedroom Cottage on a Private Lane
Old Town Key West
- Kitchen
- Washing machine
- Dryer
- Free Wi-Fi
4.0 out of 5, Very good, 2 reviews
4.0
Very good
2 reviews

THE FICUS HOUSE ~ Adult Only, Lush 3 BR, 2.5 Ba Gem with Pool and Cottage!
Old Town Key West
THE FICUS HOUSE ~ Adult Only, Lush 3 BR, 2.5 Ba Gem with Pool and Cottage!
Old Town Key West
- Pool
- Kitchen
- Washing machine
- Dryer
5.0 out of 5, Exceptional, 3 reviews
5
Exceptional
3 reviews

Old Town! Spacious Condo in Historic Home w/Pool!
Old Town Key West
Old Town! Spacious Condo in Historic Home w/Pool!
Old Town Key West
- Pool
- Kitchen
- Washing machine
- Dryer
4.7 out of 5, Exceptional, 10 reviews
4.7
Exceptional
10 reviews

Southard Love: 2.5 Blocks to Duval, beach & historic seaport. 4 Beds, 3 Baths
Old Town Key West
Southard Love: 2.5 Blocks to Duval, beach & historic seaport. 4 Beds, 3 Baths
Old Town Key West
- Pool
- Kitchen
- Washing machine
- Dryer

Margaretaville - Private Home in Old Town Key West
Old Town Key West
Margaretaville - Private Home in Old Town Key West
Old Town Key West
- Pool
- Kitchen
- Washing machine
- Dryer

SERENDIPITY ~ Grand 4 Bedroom/4.5 Bathroom Home in Heart of Key West!
Key West Historic District
SERENDIPITY ~ Grand 4 Bedroom/4.5 Bathroom Home in Heart of Key West!
Key West Historic District
- Pool
- Kitchen
- Washing machine
- Dryer
5.0 out of 5, Exceptional, 5 reviews
5
Exceptional
5 reviews

COCKTAILS ON THE CORNER- 2 Bedroom / 1 Bathroom W/ Pool - Old Town Key West
Old Town Key West
COCKTAILS ON THE CORNER- 2 Bedroom / 1 Bathroom W/ Pool - Old Town Key West
Old Town Key West
- Pool
- Kitchen
- Washing machine
- Dryer

STAINED GLASS SANCTUARY ~ NEW LISTING! 3 BR/1.5 Ba w/ Pool and Parking!
Old Town Key West
STAINED GLASS SANCTUARY ~ NEW LISTING! 3 BR/1.5 Ba w/ Pool and Parking!
Old Town Key West
- Pool
- Kitchen
- Washing machine
- Dryer

AMBER COTTAGE ~ Renovated 3 Bedroom, 3.5 Bathroom Home w/ Pool!
Old Town Key West
AMBER COTTAGE ~ Renovated 3 Bedroom, 3.5 Bathroom Home w/ Pool!
Old Town Key West
- Pool
- Hot tub
- Kitchen
- Washing machine
4.6 out of 5, Wonderful, 5 reviews
4.6
Wonderful
5 reviews

PEARL COTTAGE ~ 3 Bedroom, 3.5 Bathroom Home with Pool!
Old Town Key West
PEARL COTTAGE ~ 3 Bedroom, 3.5 Bathroom Home with Pool!
Old Town Key West
- Pool
- Kitchen
- Washing machine
- Dryer
4.8 out of 5, Exceptional, 4 reviews
4.8
Exceptional
4 reviews
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…
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…
During your stay at this vacation home, you're just a quick walk from Duval Street. Features include a hot tub, concierge services, and laundry facilities. The vacation home includes amenities such as free WiFi and a private pool.
- Air-conditioned home with private pool, kitchen, and washing machine
- Free WiFi
- Services include a concierge
- Within a 15-minute walk of Duval Street and Florida Keys Beaches
This vacation home offers its guests a hot tub, barbecue grills, and a garden. This vacation home also features concierge services and laundry facilities. The front desk is open around the clock.
Property amenities
Pool/Spa
- Heated pool
- Hot tub
- Private pool
Internet
- Available in the house: Free WiFi
Parking and transport
- Parking on site
Kitchen
- Coffee/tea maker
- Cookware, dishware, and utensils
- Dishwasher
- Hob
- Microwave
- Oven
- Refrigerator
- 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
- Smoke-free property
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
- 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
- Garden
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 are welcome
- Service animals 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
This property is managed by a professional host. 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
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
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account which will enable you to manage your booking.
Property Registration Number 25230-136665
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.
Property is also known as
2450-252695