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Island Pearls

5.0000
(5 Reviews)

Capacity

2 Bedrooms
2 Bath
Sleeps 4

Search Availability

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About

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!

Features

Amenities

  • Outdoor Shower
  • Air Conditioning
  • Internet
  • Iron & Board
  • Linens Provided
  • Parking
  • Coffee Maker
  • Kitchen
  • Microwave
  • Toaster
  • Dining Table
  • Deck / Patio
  • Fenced Yard
  • non smoking only
  • pets not allowed
  • Near Beach
  • Close to Town
  • Full Kitchen
  • Cookware
  • Blender
  • Outdoor Grill
  • Dishwasher
  • Linens
  • Washer & Dryer
  • High Speed Internet
  • Wifi
  • Assigned Parking
  • Gas Grill
  • Deck
  • Cable TV
  • Smart TV
  • Dedicated Parking Space

Property Type

  • House

Stay Duration / Location

  • Nightly
  • Any Duration
  • Key West

Pools and Hot Tubs

  • Fenced Pool
  • Heated Pool
  • Pool
  • Shared Pool

Availability

Key
#Night Available#Night Unavailable#Arrive Only#Depart Only
April 2025
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Map

Reviews

Leave a Review

1st but not last trip to the Keys!

March 2025
, Rutledge, TN US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Loved our stay at Island Pearls! Great location and very clean!

Florida National Park Trip

October 2024
, Sanford, FL US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

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!

Beautiful property!

September 2024
, Lexington, SC United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4

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.

Manager's Response

Thank you for the suggestion! The pool is now exclusive to the unit you rented, though there is a long-term rental apartment upstairs. However, the pool remains solely for the main unit’s guests.

Excellent Rental

August 2024
, Naples, Fl United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

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!

Beautiful oasis near everything

July 2024
, TAMPA, FL US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

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!