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NEW listing!! Luxurious Island Pearl, 2 Bed/2 Bath Home near Duval - Pool

Photo gallery for NEW listing!! Luxurious Island Pearl, 2 Bed/2 Bath Home near Duval - Pool

Enjoy cooking in this well-equipped kitchen with a large island, oven, and stainless steel refrigerator.
Relax in a backyard with a swimming pool surrounded by a deck and palm trees.
Relax in a spacious living area with a leather sofa, armchair, and coffee table, surrounded by wooden paneling and large windows.
Relax in this serene bedroom with a green upholstered bed, white bedding, and a botanical print-lined wall.
Welcome to a charming home surrounded by lush greenery, featuring a cozy porch with a picket fence and a brick entrance.

Entire home

2 bedrooms2 bathroomsSleeps 4

Popular amenities

  • Dryer
  • Washer
  • Parking available
  • Kitchen
  • Pool
  • Barbecue grill
The current price is ￥109,438
￥200,287 total
includes taxes & fees
Aug 14 - Aug 15

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

NEW listing!! 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!

Property manager

The Team at Preferred Properties

Languages

English

Add dates for prices

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

  • 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

  • Golf
  • Heated pool
  • Tennis
  • 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)

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ISLAND DAZE ~ Perfectly Located 2 Bedroom, 2 Bathroom Cottage!

  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
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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

Pets

Pets not allowed

Children and extra beds

Children are welcome

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
Parties and events are allowed on site
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

Property is also known as

2302-262609

About the neighborhood

Map
Florida, Key West

What's nearby

  • Duval Street - 1 min walk - 0.2 km
  • Mallory Square - 9 min walk - 0.8 km
  • Ernest Hemingway Home and Museum - 9 min walk - 0.8 km
  • South Beach - 17 min walk - 1.5 km
  • Southernmost Point - 18 min walk - 1.6 km

Getting around

  • Key West Intl. Airport (EYW) - 13 min drive

Restaurants

  • ‪Margaritaville - ‬2 min walk
  • ‪Willie T's - ‬3 min walk
  • ‪Fogarty's and Flying Monkey's - ‬5 min walk
  • ‪Caroline's Cafe - ‬8 min walk
  • ‪Kermit's Key West Key Lime Shoppe - ‬3 min walk

Frequently asked questions

Does NEW listing!! 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 NEW listing!! Luxurious Island Pearl, 2 Bed/2 Bath Home near Duval - Pool?

As of Jul 26, 2025, prices found for a 1-night stay for 2 adults at NEW listing!! Luxurious Island Pearl, 2 Bed/2 Bath Home near Duval - Pool on Aug 14, 2025 start from ￥109,438, excluding 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 NEW listing!! Luxurious Island Pearl, 2 Bed/2 Bath Home near Duval - Pool pet-friendly?

No, pets are not allowed at this property.

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

Check-in begins at 4:00 PM.

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

Check-out is at 10:00 AM.

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

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

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NEW listing!! Luxurious Island Pearl, 2 Bed/2 Bath Home near Duval - Pool Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 21 out of 23 reviews
Rating 8 - Good. 2 out of 23 reviews
Rating 6 - Okay. 0 out of 23 reviews
Rating 4 - Poor. 0 out of 23 reviews
Rating 2 - Terrible. 0 out of 23 reviews

9.6/10

Cleanliness

Reviews

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

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

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

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

10/10 Excellent

Melissa W.

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

Couples Getaway

This house was perfect for our couples weekend! Two master king suits with their own private bathrooms. Location was excellent, we were in walking distance to Duval and the marinas. The rental company was great at letting us know about early check in and let us store our bags in their office when needed. There is a grocery store right across the street from the house.
Stayed 4 nights in Mar 2025

10/10 Excellent

Christopher P.

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

Incredible...

I can't speak highly enough of this property. The furnishings are fantastic. The rooms luxurious. The bathrooms indulgent. The location is unbelievable. The pool was delightful. 11/10 blew me away. Possibly the only time I've ever enjoyed ALL of my keys trip.
Stayed 4 nights in Jun 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

CPL I.

Beautiful oasis near everything

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 2 bed/2 bath home is in impeccable condition and perfectly decorated with high-end appliances and furnishings. Three, count them, three coffee makers to cover all your early morning needs (espresso, drip, or Keurig). Great places to eat within 50 yrds, and a quick walk to Duval or Historic Seaport. Do not hesitate to book a stay at Island Pearls!
Stayed 3 nights in Jul 2024

10/10 Excellent

Jill M.

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

Paradise - Perfection

Classy, high quality and upscale place to stay with the whole Key West vibe. Our husbands were high fiving us and telling us we hit it out of the park with our selection. The kitchen had all the right amenities and was easy to cook in. We never used the pool because the front porch is the sitting zone and place you want to hang out at. The tenants above were always gracious and never a bother and we left with new friends. Each bedroom had a huge, built in closet with plenty of hanging or drawer space. The bathrooms were gorgeous with luxury showers. The front bedroom was noisy at first with late night revelers but once you knew what it was it no longer bothered you. If you need TV's, there are four. One in each bedroom, then kitchen and living room. There was room to park our car and then the golf cart we rented too. As yes, the large store directly across was very convenient. Not just a mini mart, but full grocery. We can't wait to come back and stay here again.
Stayed 3 nights in Feb 2025
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Angie G.

Beautiful property!

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: This is a beautiful newly renovated property. It was perfectly located within walking distance of Duvall Street. It has a great front porch for people watching. Is directly across the street from a great little grocery store, which is super convenient. The kitchen is great if you like to cook and it has an awesome set up for coffee. The backyard is perfect for relaxing, but you should know there is also a small cottage behind the house that is a separate rental property. Apparently, if it is rented at the same time as this property, you would be sharing the swimming With strangers. That did not happen to us, but we also did not know it was a possibility until we were already there. The listing should be very clear about this, but it’s not. The property management company was very helpful with any questions we had and super responsive. I would definitely stay here again.

10/10 Excellent

Macenzie W.

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

Perfect Spot in Old Town

This was the perfect spot to walk to most places in old town! The beds were very comfortable and the rooms were spacious. We loved being able to enjoy the quiet back yard and pool. There is a resident rooster who does a great job of patrolling the parking lot and may be an alarm clock for some. We did have a hiccup with checking in- we were provided the wrong code and it took a few times to get ahold of the host. But the host was always very friendly and helpful. We also found small bugs around the coffee pots- we found moldy coffee grounds that were causing them. We did find that drunk folks gravitate to the porch every so often but didn’t cause any issues. There is also a dumpster right next to the house and with the smell that makes it unenjoyable to sit out front. Overall though the house was very comfortable and beautiful. The appliances were amazing and the decor really tied everything together There are definitely more pros than cons with this rental. We will definitely be back again.
Stayed 4 nights in Sep 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Jared & Nichole V.

Excellent Rental

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 wonderful stay at Island Pearls. The location could not have been better to enjoy the nightlife of Key West. The home was absolutely immaculate with very comfortable and top-of-the-line amenities. We didn't have a chance to use the pool but that and the driveway are a major bonus! The grocery store across the street came in quite handy as well. Note to the owner: This appears to be a newer rental and clearly a lot of thought went into the comfort of your guests. A few things to make their stay easier would be beach/pool towels. There was only one in the house. An iron/steamer combo would be great as most traveling are dressing out of a suitcase. And also some baking sheets for the oven would be a nice addition to the kitchen. This truly was the best home we've rented and we travel ALOT! We will definitely seek out this home again when we visit Key West. Thank you for the great accomodations!

10/10 Excellent

Christopher F.

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

Our Stay in Key West Paradise!

We recently had the pleasure of staying at this exquisite Key West home and were absolutely blown away by the experience. A stone's throw from Duval Street, this house offered the perfect blend of tranquility and convenience. From the moment we stepped through the door, we were greeted by a meticulously clean and beautifully decorated interior that immediately made us feel at home. The layout was spacious yet cozy, with every room exuding a charming blend of Key West character and modern comfort. The kitchen was a dream for anyone who loves to cook, fully stocked with high-end appliances and all the tools we needed to prepare meals with ease. We enjoyed leisurely breakfasts on the back patio, surrounded by lush tropical foliage that provided a serene backdrop for our morning routines. The bedrooms were nothing short of luxurious, each offering plush bedding and ample closet space. The bathrooms were pristine, with sparkling clean fixtures and plenty of fluffy towels – a true treat after a day spent exploring the island. One of the highlights of our stay was the outdoor space. The beautifully landscaped backyard oasis was our own private sanctuary, complete with a refreshing pool and comfortable loungers where we could unwind under the swaying palm trees. Evenings were spent sipping cocktails by the poolside, soaking in the warm Key West. The location of the house couldn't have been better – just a short walk or bike ride to the nightlife of Duva
Stayed 4 nights in Jun 2024

10/10 Excellent

Rhys L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 5 nights in Mar 2025

10/10 Excellent

Michael R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 4 nights in Dec 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Jeffrey V.

Florida National Park Trip

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 Home is Beautiful inside & out! Incredible Family Room, Kitchen and two bedrooms all decorated beautifully! In a great area, walkable to everything including a grocery store across the street! Would definitely stay here again!
Stayed 2 nights in Oct 2024

10/10 Excellent

Kristin D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 4 nights in Oct 2024