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Luxurious Island Pearl, 2 Bed/2 Bath Home near Duval, Pool

Photo gallery for Luxurious Island Pearl, 2 Bed/2 Bath Home near Duval, Pool

Front of the Home
Driveway
Front Steps
Living Area
Living Room

Reviews

10 out of 10
Exceptional
2 bedrooms2 bathroomsSleeps 4

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning

Explore the area

View map
Key West, FL
  • Place, Duval Street
    ‪1 min walk‬
  • Place, Mallory Square
    ‪9 min walk‬
  • Place, Ernest Hemingway Home and Museum
    ‪9 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪14 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

2 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Dining area

About this property

Luxurious Island Pearl, 2 Bed/2 Bath Home near Duval, Pool

Looking for the perfect spot to soak up some sunshine and unwind in Key West? You’ve found it. Island Pearls is a stylish and comfy 2-bedroom, 2-bath vacation rental located right on charming Fleming Street—just one block from all the action on Duval and directly across from the local favorite, Fausto's grocery store. You’ll be close to everything, so no need for a car (though there’s a driveway if you have one).

Step inside and you’ll feel instantly at home. The kitchen is modern and fully equipped, with sleek white finishes and custom cabinets that keep everything looking clean and polished. Whether you’re whipping up breakfast or sharing cocktails at the island, it’s a space that makes cooking and gathering easy and fun.

The living area is cozy yet modern, with hardwood floors, comfy seating, and just the right amount of Key West charm. Throw open the plantation shutters and let in that sweet Florida sunshine—it’s the perfect spot to kick back after a day of exploring.

Both bedrooms are en-suites, thoughtfully designed with comfy beds, soft linens, and fun, tropical wallpaper that’ll remind you you’re on island time. Each has its own private bathroom, making it great for couples, friends, or a small family traveling together.

Outside, the private pool and deck are where you’ll probably spend most of your time. Whether you’re sunbathing, taking a dip, or just enjoying the breeze with a drink in hand, it’s a peaceful spot that feels like your own slice of paradise.

Island Pearls is all about comfort, convenience, and that laid-back Key West vibe. It’s not just a place to stay—it’s a place to relax, recharge, and make some great memories.

P.S. The pool is all yours—no sharing here! Pool heat available when requested.

Important Notice: Some booking platforms may not correctly display our security deposit requirements. This contract is based on a $125 non-refundable damage protection plan in place of a $5000.00 refundable security deposit; if you prefer to pay the $5000.00 deposit instead, please let us know.

Guests are subject to a 2% credit card processing fee. In order to avoid that fee, we encourage you to pay by check.

Add dates for prices

Amenities

Pool
Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning

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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 indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock

About the area

Key West

Located by the sea, this holiday home is in Key West Historic District, a neighbourhood in Key West. Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and South Beach. The Kite House and Sails To Rails Museum at Flagler Station are also worth visiting. Discover the area's water adventures with jet skiing and scuba diving nearby, or enjoy the great outdoors with cycling and ecotours.
Map
Key West, FL

What's nearby

  • Duval Street - 1 min walk - 0.2 km
  • Harry S. Truman Little White House - 6 min walk - 0.5 km
  • Key West Aquarium - 7 min walk - 0.7 km
  • Mallory Square - 9 min walk - 0.8 km
  • Ernest Hemingway Home and Museum - 9 min walk - 0.8 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 14 min drive

Restaurants

  • ‪Margaritaville - ‬2 min walk
  • ‪Willie T's - ‬3 min walk
  • ‪Caroline's Cafe - ‬7 min walk
  • ‪Jack Flats - ‬2 min walk
  • ‪Fat Tuesday - ‬4 min walk

Frequently asked questions

Does Luxurious Island Pearl, 2 Bed/2 Bath Home near Duval, Pool have a pool?

Yes, this property has a pool. Pool types include heated pools.

How much does it cost to stay at Luxurious Island Pearl, 2 Bed/2 Bath Home near Duval, Pool?

As of 31 Mar 2026, prices found for a 1-night stay for 2 adults at Luxurious Island Pearl, 2 Bed/2 Bath Home near Duval, Pool on 18 June 2026 start from AU$1,295, 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.

Is Luxurious Island Pearl, 2 Bed/2 Bath Home near Duval, Pool pet-friendly?

No, pets are not allowed at this property.

How much is parking at Luxurious Island Pearl, 2 Bed/2 Bath Home near Duval, Pool?

On-site parking is available at the property.

What time is check-in at Luxurious Island Pearl, 2 Bed/2 Bath Home near Duval, Pool?

Check-in begins at 4:00 PM.

What time is check-out at Luxurious Island Pearl, 2 Bed/2 Bath Home near Duval, Pool?

Checkout is at 10:00 AM.

Where is Luxurious Island Pearl, 2 Bed/2 Bath Home near Duval, Pool located?

Located in Key West Historic District, this holiday home is steps away from San Carlos Institute - Casa Cuba and Duval Street. Florida Keys Beaches and Ernest Hemingway Home and Museum are also within 15 minutes.

Reviews

10

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. 47 out of 50 reviews
Rating 8 - Good. 3 out of 50 reviews
Rating 6 - Okay. 0 out of 50 reviews
Rating 4 - Poor. 0 out of 50 reviews
Rating 2 - Terrible. 0 out of 50 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Rick Z.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Location, service, kitchen appliances great mattresses
Stayed 17 nights in Feb 2026
Verified

10/10 Excellent

Ken D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect location, walk to everything. Beautifully decorated and very comfortable. Property manager was outstanding! Would definitely stay here again.
Stayed 3 nights in Jan 2026
Verified

10/10 Excellent

ginger p.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Island Pearl…wonderful, beautiful, perfect home
Stayed 3 nights in Dec 2025
Verified

10/10 Excellent

michelle s.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location nice place
Stayed 4 nights in Jul 2025
Verified

10/10 Excellent

Kim W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect house for our stay in Key West. Exceptionally clean, open living area. The 2 bedrooms are on each side do the house, giving privacy. The private pool and tranquil backyard are added bonuses
Stayed 2 nights in Nov 2025
Verified

8/10 Good

Beth G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was wonderful. Very clean and provided everything we needed. The host was extremely communicative and responded to our questions within minutes. The location is great, but great in Key West usually means busy and loud. That was the only downside, but definitely not the fault of the host - Key West can just be loud! We would definitely stay again!
Stayed 5 nights in Jan 2026
Verified

10/10 Excellent

priscilla b.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house and pool. Clean, nicely decorated and comfortable. Perfect location to walk to everything. Would rent agin
Stayed 5 nights in Oct 2025
From a partner site

10/10 Excellent

Bruce W.

Island pearl more like diamond

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: Everything was great! Comfortable beds, clean and well taken care of. Property management was quick to respond to our needs. Truly enjoyed this property.
From a partner site

10/10 Excellent

Jim D.

Great place in perfect location

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: Had a wonderful time and the rental was like new and good location. Property mgr was easy to communicate with.
Verified

10/10 Excellent

Judy O.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house, yard and pool and location. The communication with the rental staff was spot on and check in check out seamless.
Stayed 5 nights in Sep 2025
Verified

10/10 Excellent

Mike D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great updated house in the perfect location. Super easy communication with the host, who were very accommodating to our needs in the trip. Would definitely stay here again!
Stayed 3 nights in Aug 2025
Verified

10/10 Excellent

Matthew M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
In the heart of everything...yet removed enough to enjoy our vacation. Rental is not the full house but the area you are granted access is fantastic (worked well for us). Home is well finished with two ensuites that worked perfectly for us, a beautiful kitchen and private pool. Comfortable and convienent, tough to beat.
Stayed 6 nights in Nov 2025
Verified

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy
This unit was amazing!!! Appliances were very high quality. Unit was immaculate. Location was perfect - 2 blocks off Duval St., about 3/4 mile from the marina and less than a mile from Southernmost Point. Pool out back and a grocery store across the street. We plan to book this unit again!
Stayed 7 nights in Dec 2025
From a partner site

10/10 Excellent

Terri A.

Another Great Stay In KW

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: The Property Management was very great about communicating prior to our stay. The house has recently been renovated and is comfortable. I gave 4 stars for maintenance since the pool deck has some boards that need replacing. The pool itself is wonderful. The property is across the street from the grocery store-great for running over for a forgotten item. But, being across the street they get a lot of traffic and noisy early morning deliveries. Nothing that would prevent us from staying here again.
From a partner site

10/10 Excellent

David f.

location location location

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: Amazing location, luxury accommodations. Everything you needed is supplied. Fantastic communication and service. Very clean and comfortable. see you next year!!!
From a partner site

10/10 Excellent

Laura T.

Awesome Ley West House

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was more than happy with the location. I was satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The place was beautiful and location superb!Perfect place to stay in Key West
Verified

10/10 Excellent

John H.

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

Great Property

Outstanding location with beautiful features! Very comfortable!
Stayed 3 nights in Jul 2025
Verified

10/10 Excellent

Stephanie M.

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

Great location and customer service

We loved our location, the house and Key West!
Stayed 4 nights in Mar 2025
From a partner site

10/10 Excellent

Dan Y.

Fantastic gem in Old Town

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: Everything about this rental was top notch. House seems recently renovated and rooms are tastefully decorated. Location is perfect as you can walk down either direction in Duval Street. Our little one loved the heated pool. Last but not least, Preferred Properties was very accommodating and super responsive!
Verified

10/10 Excellent

Dianne T.

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

Wonderful property

The house was beautiful, so comfortable and well thought out. Perfect location to all the action on Duval st, but out of the way enough to be quiet and peaceful. Would stay again in a heartbeat.
Stayed 2 nights in May 2025
Verified

10/10 Excellent

Julia C.

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

Perfect house and location!

The location was perfect! We walked everywhere! Very nice inside!
Stayed 3 nights in Apr 2025
Verified

10/10 Excellent

Eric S.

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

Great Place

Place was perfect and property management was great. Will definitely try to stay here again.
Stayed 3 nights in Aug 2024
From a partner site

10/10 Excellent

Randi D.

Wonderful!!!! Perfect house!!!

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 house is perfect for 2 couples. The bedrooms and bathrooms are large. Kitchen has new appliances and the pool is beautiful! Perfect location to walk to attractions and restaurants. On a quiet street across from a grocery. Loved this house!!!!
From a partner site

10/10 Excellent

Nancy T.

Great place to stay

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 home was beautifully decorated and a great location. We were able to walk to everything. There was even a grocery store across the street. The property management company was very helpful. I would definitely recommend staying at this beautiful home!
Verified

10/10 Excellent

heather s.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had amazing stay here at Island Pearl. The unit was spotless and so well decorated. The beds and bed linens were so comfortable I enjoyed every minute and took naps every day. The pool was lovely and private and we enjoyed it especially in the late afternoon when there was some shade. The location was great- we had bikes delivered and biked all over the island. The location is so convenient to Duval and all the area restaurants. I will definitely stay here again in the future. It’s also right across the street from the grocery store so great for snacks. The kitchen was beautiful and would be good for cooking though we didn’t use it much beyond the toaster and coffee machine.
Stayed 5 nights in Sep 2025

About the host

Hosted by The Team at Preferred Properties

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