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Pearl in Paradise-Charming 2bed 2bath Old Town home w/ shared pool, parking

Photo gallery for Pearl in Paradise-Charming 2bed 2bath Old Town home w/ shared pool, parking

Outdoor dining
Pool
Pool
Living area
Interior

Reviews

9.6 out of 10
Exceptional
2 bedrooms2 bathroomsSleeps 4135.7 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Air-conditioning
  • Outdoor space
  • Parking available

Explore the area

View map
Key West, FL
  • Place, Clarence S. Higgs Memorial Beach Park
    ‪9 min walk‬
  • Place, South Beach
    ‪12 min walk‬
  • Place, Southernmost Point
    ‪14 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪10 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

2 bathrooms

Bathroom 1

Toilet

Bathroom 2

Toilet

Spaces

Deck or patio
Kitchen

About this property

Pearl in Paradise-Charming 2bed 2bath Old Town home w/ shared pool, parking

AGE REQUIREMENT:
Everyone must be 25 years or older. Families are welcome as long as children are accompanied with their parents and primary renters are 25 years or older. We do not accommodate bachelor parties, bachelorette parties, student groups or construction workers-NO EXCEPTIONS

This property is a 30 night minimum. Boat slips available for rent! Inquire with us.

FEATURES:
Bedrooms: 2 (1 queen and 1 queen)
Bathrooms: 2
Location: Old Town
Square Feet: 1461
Parking: Off street parking in gravel driveway
Amenities: Wifi, TVs, in-unit laundry, small fenced backyard, shared pool


THINGS TO KNOW:
Restrictions/Rules: No smoking. No Pets.

Check in: 4PM - We do not guarantee an early check in request will be granted because we need to give the housekeepers time to ready the units for check-in, however, should your unit be ready early, we will notify you from this number that you can check-in. No units will be able to accommodate a check-in earlier than 12pm.

Check out: 10AM - We do not accommodate late check outs.

Items provided: All linens, bath towels and beach towels are provided for your convenience. You are provided an initial supply of bath soap, dish washing liquid, toilet paper, laundry detergent and paper towels. Additional supplies are the responsibility of the renter, or once the initial supply is used.

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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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
On-site 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 not indicated whether there is a smoke detector on the property

About the area

Key West

Located by the sea, this holiday home is in Old Town Key West, a neighbourhood in Key West. Southernmost Point and Ernest Hemingway Home and Museum are notable landmarks, and the area's natural beauty can be seen at Fort Zachary Taylor Historic State Park and Florida Keys Beaches. Key West Butterfly and Nature Conservatory and MLK Community Pool & Community Center are also worth visiting. Discover the area's water adventures with jet skiing, scuba diving and snorkelling nearby, or enjoy the great outdoors with ecotours.
View more Holiday homes in Key WestOpens in a new window
Map
Key West, FL

What's nearby

  • Clarence S. Higgs Memorial Beach Park - 9 min walk - 0.8 km
  • Duval Street - 12 min walk - 1.0 km
  • South Beach - 12 min walk - 1.1 km
  • Key West Butterfly and Nature Conservatory - 12 min walk - 1.1 km
  • Southernmost Point - 14 min walk - 1.2 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 8 min drive

Restaurants

  • ‪Dions Truman & White - ‬4 min walk
  • ‪Sandy's Café - ‬3 min walk
  • ‪Salute! On The Beach - ‬13 min walk
  • ‪Louie's Backyard - ‬12 min walk
  • ‪Morrison's Market - ‬10 min walk

Frequently asked questions

Is Pearl in Paradise-Charming 2bed 2bath Old Town home w/ shared pool, parking pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Pearl in Paradise-Charming 2bed 2bath Old Town home w/ shared pool, parking?

As of 11 Apr 2026, prices found for a 1-night stay for 2 adults at Pearl in Paradise-Charming 2bed 2bath Old Town home w/ shared pool, parking on 15 May 2026 start from AU$229, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Pearl in Paradise-Charming 2bed 2bath Old Town home w/ shared pool, parking?

On-site parking is available at the property.

What time is check-in at Pearl in Paradise-Charming 2bed 2bath Old Town home w/ shared pool, parking?

Check-in begins at 4:00 PM.

What time is check-out at Pearl in Paradise-Charming 2bed 2bath Old Town home w/ shared pool, parking?

Checkout is at 10:00 AM.

Where is Pearl in Paradise-Charming 2bed 2bath Old Town home w/ shared pool, parking located?

Located in Old Town Key West, this holiday home is within a 15-minute walk of Key West Firehouse Museum, Duval Street and Florida Keys Beaches. South Beach and Southernmost Point are also within 1 mile (2 km).

Reviews

9.6

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 9 out of 10 reviews
Rating 8 - Good. 0 out of 10 reviews
Rating 6 - Okay. 1 out of 10 reviews
Rating 4 - Poor. 0 out of 10 reviews
Rating 2 - Terrible. 0 out of 10 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

From a partner site

10/10 Excellent

Liv U.

Very good place

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was more than happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Very good
Verified

10/10 Excellent

John R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Charming, quiet and most comfortable home.

For over 20 years, we have booked homes in Key West, mostly for the month of November. This home was charming, nestling quietly behind a gated collection of five or six individual homes. Two and half bedrooms, two baths, a secluded deck, and vaulted ceilings made for a very comfortable stay. The neighborhood offers easy walking access to one of Fausto's grocery store, Higgs Beach, and upper Duval, yet close far enough away from the more touristy end of northern Duval. We received timely attention from the management group on helping with any needs. All and all, we would come back.
Stayed 28 nights in Nov 2019
Archival

10/10 Excellent

Donald D.

Everything was great!

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 property management staff was friendly, helpful and professional. I had a small problem with the AC and they someone out in 15 minutes and it was repaired in 20 minutes. I had a wonderful experience.
Archival

10/10 Excellent

hayden b.

Magnificent!

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 a truly beautiful house. I would be even more positive but I selfishly want to keep it to ourselves! The closest major cross road is white street and whilst a little way outside of the Main historic district. It comes with its own charm and positive elements. As long as you have bikes, you can easily turn the location from a minor negative into a major positive.The small garden area is a perfect size for bbq's, the property has its own parking space which is a huge bonus, fully equipped kitchen, comfortable beds, it is maintained to the highest standard and when we did need someone to see to the bathroom, the managing company had someone there within a few hours. I could not rave about this house anymore. There are enough words to express how much we enjoyed our time here. If I was going to nick-picky I would say the tv and old cable system is not befitting of such a wonderful property but the truth is if your spending your time watching tv whilst in key west then you have to seriously question what you are doing here! overall 10/5 experience! Book this property and you will be thanking yourself for years to come!
Stayed 30 nights in May 2016
Archival

10/10 Excellent

JoAnn O.

Key West March 2016

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 a wonderful time at the Catherine Street house. Compound is well taken care of and in a great location.Thank you Becky for your fabulous customer service. Again , it was a pleasure to work with you. Best, Sean and Jo Ann
Archival

10/10 Excellent

JoAnn O.

Pearl in Paradise

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 name says it best. We had a wonderful stay in this wonderful property.
Stayed 59 nights in Feb 2015
Archival

10/10 Excellent

Best Vacation rental company

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: Awesome Place and great staff. The check-in portion is very organized and the staff is extremely courteous. This is by far the best vacation rental I have stayed at.
Archival

6/10 Okay

The Pearl was fine; the weather not.

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was more than happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The original place we rented, a condo at La Brisa overlooking the ocean at Smather's beach, was covered in mold when we got there. The rental agent came quickly, agreed the place was not livable, and showed us several alternate properties. We settled on The Pearl in Paradise. It was a very nice 2-BR, 2 Bath property, with a shared pool, in a quiet section of Key West, with a lovely back yard. It was very clean and had everything we needed. It was too long a walk to the beach or Duval St., but we had rented a car, so getting around was no problem, and the place had private parking. The weather was the problem--it rained 5 days out of 7, so beach time was limited. We did get one day of excellent fishing in. However, we won't be going back to Key West in July.
Archival

10/10 Excellent

my summer in key west

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: biggest downside is the french doors don't close properly allowing bugs to enter and a/c to escape, and the patio because of the trees keeps getting moldy and slippery, but overall a nice place to vacation
Archival

10/10 Excellent

barbara j.

definitely a "pearl in paradise!"

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: beautiful, well-kept home with private garden and shared pool...3 very good restaurants within 5 min walk, great local grocery store 5 min walk..only used our car a few times..we walked to Duval St and beach (15-20 min) or on bike much shorter time!!park your car, rent a bike, enjoy privacy on your "own" patio or the hustle/bustle of Duval St. we highly recommend this home for your Key West location!

About the host

Hosted by Jaime Caballero

Host profile image

Languages:

English, Spanish

Premier Host

They consistently provide great experiences for their guests
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