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

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Fridge, microwave, oven, stovetop
A heated pool
Smart TV
Terrace/patio
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
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning

Explore the area

View in a 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.)
    ‪10 min drive‬

Room options

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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.

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.

P.S. The pool is all yours—no sharing here!
During your stay at this vacation home, you're just a quick walk from Duval Street. Concierge services and laundry facilities are available. Free WiFi and a kitchen are available in the vacation home.
  • Air-conditioned home with kitchen, washing machine, and 2 bathrooms
  • Free WiFi (speed: 25+ Mbps)
  • Services include a concierge
  • Onsite recreation includes tennis courts
  • Steps from Duval Street and 9 minutes by foot from Florida Keys Beaches
As a guest of this vacation home, you'll find barbecue grills, concierge services, and laundry facilities. The front desk is open around the clock.

Property amenities

Pool/Spa

  • Communal pool
  • Heated pool

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • 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
  • Smoke-free property

Services and conveniences

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

Location highlights

  • In a village
  • In the city centre
  • 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
  • Snorkelling 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

This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
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
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account which will enable you to manage your booking.
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

Property is also known as

2302-262609

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

Reviews

10

Exceptional

Rating 10 - Excellent. 41 out of 43 reviews
Rating 8 - Good. 2 out of 43 reviews
Rating 6 - Okay. 0 out of 43 reviews
Rating 4 - Poor. 0 out of 43 reviews
Rating 2 - Terrible. 0 out of 43 reviews

9.8/10

Cleanliness

Reviews

10/10 Excellent

Kim W.

Liked: Cleanliness
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

10/10 Excellent

Verified traveller

Liked: Cleanliness
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

10/10 Excellent

ginger p.

Liked: Cleanliness
Island Pearl…wonderful, beautiful, perfect home
Stayed 3 nights in Dec 2025

10/10 Excellent

Matthew M.

Liked: Cleanliness
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

10/10 Excellent

priscilla b.

Liked: Cleanliness
Great house and pool. Clean, nicely decorated and comfortable. Perfect location to walk to everything. Would rent agin
Stayed 5 nights in Oct 2025

10/10 Excellent

Steven S.

Liked: Cleanliness
Stayed 3 nights in Oct 2025

10/10 Excellent

heather s., NC

Liked: Cleanliness
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

10/10 Excellent

Judy O.

Liked: Cleanliness
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

10/10 Excellent

Tremayne T., Las Vegas, NV

Liked: Cleanliness
Stayed 2 nights in Aug 2025

10/10 Excellent

michelle s.

Liked: Cleanliness
Great location nice place
Stayed 4 nights in Jul 2025

10/10 Excellent

Mike D.

Liked: Cleanliness
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

10/10 Excellent

jean-michel d.

Liked: Cleanliness

Inside is a 5*

First i have been impressed by the professionalism of the property manager ! When we arrive we are doubting because outside needs improvement… but when we open the door whoaa ! newly refurbished, with taste and confort .. A wonderful place to stay , the pool is a us … when the outside will be refurbished this place will be a all star !
Stayed 2 nights in Jul 2025

10/10 Excellent

John H.

Liked: Cleanliness

Great Property

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

10/10 Excellent

Josh B.

Stayed 4 nights in May 2025

10/10 Excellent

William

Liked: Cleanliness

Awesome place to stay!

Really convenient location, close to everything! Very clean and well appointed. Beds and linens were fantastic. The backyard pool is a nice touch on hot days. Upstairs long term residents are phenomenal, treated us like family and provided tons of tips only locals would know. One of the better trips we have made to key west and this location had a lot to do with the experience. We would certainly book here again!
Stayed 4 nights in May 2025

10/10 Excellent

Dianne T.

Liked: Cleanliness

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

10/10 Excellent

James D.

Liked: Cleanliness

key west

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

10/10 Excellent

Rhys L.

Liked: Cleanliness
Stayed 5 nights in Mar 2025

10/10 Excellent

Julia C.

Liked: Cleanliness

Perfect house and location!

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

10/10 Excellent

Stephanie M.

Liked: Cleanliness

Great location and customer service

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

10/10 Excellent

Melissa W.

Liked: Cleanliness

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

Jill M., Damascus, OR

Liked: Cleanliness

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

8/10 Good

joseph c.

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

Michael R.

Liked: Cleanliness
Stayed 4 nights in Dec 2024

10/10 Excellent

Kristin D.

Liked: Cleanliness
Stayed 4 nights in Oct 2024