Entire home

Luxurious Island Pearl - June 1st-July 15th 15% Off!-Private Pool - 2BD/2Bath

Vacation home near Duval Street in Key West

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Photo gallery for Luxurious Island Pearl - June 1st-July 15th 15% Off!-Private Pool - 2BD/2Bath

Fridge, microwave, oven, stovetop
Terrace/patio
Smart TV
Dining
2 bedrooms, iron/ironing board, free WiFi, bed sheets

Reviews

10 out of 10
Exceptional

Entire home

2 bedrooms2 bathroomsSleeps 4

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning

Explore the area

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

Room options

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About the neighborhood

Key West

Seaside stay .Within a 10-minute walk of this Key West Historic District vacation home, you'll find Duval Street and Florida Keys Beaches. Also, Mallory Square is within half a mile (1 km) and Southernmost Point is within 2 miles (3 km).

What's nearby

  • Duval Street - 1 min walk - 0.1 miles
  • Harry S. Truman Little White House - 8 min walk - 0.4 miles
  • Mallory Square - 10 min walk - 0.6 miles
  • Ernest Hemingway Home and Museum - 12 min walk - 0.7 miles
  • Southernmost Point - 18 min walk - 1.0 mile

Getting around

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

Restaurants

  • ‪Margaritaville - ‬2 min walk
  • ‪Wendy's - ‬3 min walk
  • ‪Kermit’s Key West Key Lime Shoppe - ‬3 min walk
  • ‪Caroline's Cafe - ‬7 min walk
  • ‪Jack Flats - ‬2 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.

Luxurious Island Pearl - June 1st-July 15th 15% Off!-Private Pool - 2BD/2Bath

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.

Similar properties

Property amenities

Pool/Spa

  • Communal pool
  • Heated pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Smart TV with cable/satellite channels

Outdoor areas

  • Barbecue grill
  • Fenced yard
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning

Pets

  • No pets allowed

Suitability/Accessibility

  • Hardwood flooring in public areas
  • Smoking not allowed

Services and conveniences

  • Concierge services
  • Housekeeping (on request)
  • Iron/ironing board

Location highlights

  • In a village
  • In the city center
  • Near a hospital
  • Near the marina
  • Near the sea

Things to do

  • Heated pool
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Jet skiing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Swimming nearby
  • Windsurfing 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)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Housekeeping (on request)

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
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

  • No pets allowed

Children and extra beds

  • Children are welcome.

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, a first aid kit, 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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock in each accommodation.

Property is also known as

2302-262609

Frequently asked questions

How close is Luxurious Island Pearl - June 1st-July 15th 15% Off!-Private Pool - 2BD/2Bath to the airport?

This vacation home is 3.9 mi (14-min drive) away from the Key West Intl. Airport (EYW) airport, the closest popular airport to the property.

How much does it cost to stay at Luxurious Island Pearl - June 1st-July 15th 15% Off!-Private Pool - 2BD/2Bath?

As of Jun 6, 2026, prices found for a 1-night stay for 2 adults at Luxurious Island Pearl - June 1st-July 15th 15% Off!-Private Pool - 2BD/2Bath on Jun 14, 2026 start from $1,210, 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.

Does Luxurious Island Pearl - June 1st-July 15th 15% Off!-Private Pool - 2BD/2Bath have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is Luxurious Island Pearl - June 1st-July 15th 15% Off!-Private Pool - 2BD/2Bath to the beach?

This vacation home is a short 9-minute walk from Florida Keys Beaches and 0.9 mi (4-min drive) from South Beach. Don't forget your sunscreen!

Does Luxurious Island Pearl - June 1st-July 15th 15% Off!-Private Pool - 2BD/2Bath offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Luxurious Island Pearl - June 1st-July 15th 15% Off!-Private Pool - 2BD/2Bath?

No, there is no casino at this vacation home.

What time is check-in at Luxurious Island Pearl - June 1st-July 15th 15% Off!-Private Pool - 2BD/2Bath?

Check-in begins at 4:00 PM.

Is there free parking at Luxurious Island Pearl - June 1st-July 15th 15% Off!-Private Pool - 2BD/2Bath?

Free parking is not available at this vacation home.

Does Luxurious Island Pearl - June 1st-July 15th 15% Off!-Private Pool - 2BD/2Bath have a pool?

Yes, there's a heated pool.

Does Luxurious Island Pearl - June 1st-July 15th 15% Off!-Private Pool - 2BD/2Bath have a spa?

There are no spa services available at this vacation home.

How close is Luxurious Island Pearl - June 1st-July 15th 15% Off!-Private Pool - 2BD/2Bath to downtown Key West?

This vacation home is 0.1 mi away from Key West.

Luxurious Island Pearl - June 1st-July 15th 15% Off!-Private Pool - 2BD/2Bath Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 53 out of 56 reviews
Rating 8 - Good. 3 out of 56 reviews
Rating 6 - Okay. 0 out of 56 reviews
Rating 4 - Poor. 0 out of 56 reviews
Rating 2 - Terrible. 0 out of 56 reviews

9.8/10

Cleanliness

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

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
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

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

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

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
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.
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.
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

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
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

Verified traveler

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

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

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
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
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!!!
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
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

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

8/10 Good

joseph c.

Liked: Check-in, communication, location, listing accuracy

Island Retreat

The interior was beautifully done. Well laid out and good amenities. Exterior needs work to compliment the inside.
Stayed 14 nights in Feb 2025
Verified

10/10 Excellent

James D.

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

key west

right off of Duval, central location, communication with manager was prompt and fast..
Stayed 3 nights in Apr 2025
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!!!!