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PEARL COTTAGE ~ 3 Bedroom, 3.5 Bathroom Home with Pool!

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A spacious living room with a blue sofa, a wooden coffee table, and a television.
A spacious living room with a blue sofa, a grey armchair, and a wooden coffee table. There is a chandelier, a clock, and a painting on the wall.
A modern kitchen with white cabinetry, a central island, and built-in appliances.
A modern kitchen with white cabinetry, a black island, and a large window.
A two-story house with a porch, a front door, and a staircase leading to the entrance.

Reviews

9.6 out of 10
Exceptional

Entire home

3 bedrooms4 bathroomsSleeps 81279 sq ft

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Free WiFi

Explore the area

View in a map
Key West, FL
  • Place, Key West Cemetery
    ‪2 min walk‬
  • Place, Duval Street
    ‪8 min walk‬
  • Place, Ernest Hemingway Home and Museum
    ‪14 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪10 min drive‬

Room options

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About the neighborhood

Key West

This vacation home places you in Old Town Key West, within a leisurely stroll of popular sights such as Duval Street and Florida Keys Beaches. The vacation home includes a private pool, a kitchen, and a patio.
View more Vacation Homes in Key WestOpens in a new window

What's nearby

  • Key West Cemetery - 2 min walk - 0.1 miles
  • Duval Street - 8 min walk - 0.4 miles
  • Ernest Hemingway Home and Museum - 14 min walk - 0.8 miles
  • South Beach - 16 min walk - 0.9 miles
  • Southernmost Point - 17 min walk - 0.9 miles

Getting around

  • Key West Intl. Airport (EYW) - 12 min drive

Restaurants

  • ‪Cuban Coffee Queen Waterfront - ‬7 min walk
  • ‪Pepe's Cafe - ‬7 min walk
  • ‪Harpoon Harry's Restaurant and Bar - ‬6 min walk
  • ‪Square Grouper Key West - ‬7 min walk
  • ‪B.O.'s Fish Wagon - ‬8 min walk

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 and a pet fee is required. 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…
Virtual Tour Url: https://my.matterport.com/show/?m=HFTMPmc8G9A
The vacation home is air-conditioned and features a kitchen, 3.5 bathrooms, and a patio, and there's space to spread out with 3 bedrooms. Guests can enjoy a TV and stay connected with free WiFi. Other standard amenities include a private pool, a washing machine, and a sofa bed.

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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
  • Bed sheets 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
  • 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)
  • Deadbolt lock
  • Fire extinguisher

General

  • Unit size: 1,279 square feet

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

  • This property welcomes pets
  • Service animals exempt from fees

Children and extra beds

Children allowed: ages 0-17

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
  • Check-in: 4:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 25

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a fire extinguisher, a smoke detector, and a deadbolt lock.

Property is also known as

2450-252696

Frequently asked questions

What's there to see around this vacation home?

This vacation home is situated in Old Town Key West within a short 8-minute walk of Duval Street and also 15 minutes on foot from Florida Keys Beaches. You'll also find Mallory Square and Ernest Hemingway Home and Museum less than a mile away.

Is there parking available at PEARL COTTAGE ~ 3 Bedroom, 3.5 Bathroom Home with Pool!?

No, there isn't parking at this vacation home.

Is this vacation home next to a casino?

No, this vacation home is not connected to a casino.

Is there an indoor pool at this vacation home?

No, there is no indoor pool at this vacation home; however, the accommodation features a private pool.

What do couples enjoy most about PEARL COTTAGE ~ 3 Bedroom, 3.5 Bathroom Home with Pool!?

Couples staying at this vacation home will appreciate amenities like a private pool and a kitchen as well as a heated pool.

Are there hot tubs at PEARL COTTAGE ~ 3 Bedroom, 3.5 Bathroom Home with Pool!?

No, but guests can enjoy a heated pool at this vacation home.

Does this vacation home offer breakfast?

No, this vacation home doesn't offer breakfast.

Does this vacation home allow pets to stay free of charge?

Although pets can't stay for free, they are welcome at this vacation home.

Are there connecting rooms at PEARL COTTAGE ~ 3 Bedroom, 3.5 Bathroom Home with Pool!?

No, this vacation home doesn't feature connecting guestrooms.

How far is the airport from this vacation home?

The closest major airport to this vacation home is Key West Intl. Airport (EYW), which is 3.6 mi away (12 minutes by car).

Are there rooms with balconies at PEARL COTTAGE ~ 3 Bedroom, 3.5 Bathroom Home with Pool!?

Yes, every house at PEARL COTTAGE ~ 3 Bedroom, 3.5 Bathroom Home with Pool! comes with a patio.

PEARL COTTAGE ~ 3 Bedroom, 3.5 Bathroom Home with Pool! Reviews

Reviews

9.6

Exceptional

Rating 10 - Excellent. 4 out of 5 reviews
Rating 8 - Good. 1 out of 5 reviews
Rating 6 - Okay. 0 out of 5 reviews
Rating 4 - Poor. 0 out of 5 reviews
Rating 2 - Terrible. 0 out of 5 reviews

Reviews

From a partner site

10/10 Excellent

Key West Perfection

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 great - cute, quiet, clean, perfect for a group. Kitchen well appointed. Loved the location. Pool great!
From a partner site

10/10 Excellent

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.
From a partner site

10/10 Excellent

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!
From a partner site

10/10 Excellent

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.
From a partner site

8/10 Good

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.