Entire home

Luxurious Island Pearl-Private Pool - 2BD/2Bath

Photo gallery for Luxurious Island Pearl-Private Pool - 2BD/2Bath

A modern kitchen with white cabinetry, a large island with stools, a built-in oven, and a stainless steel refrigerator. - Luxurious Island Pearl-Private Pool - 2BD/2Bath (Key West)
A spacious living room with a brown leather sofa, a grey armchair, and a coffee table. There are large windows with white shutters, a kitchen area with a bar, and a dining table. - Luxurious Island Pearl-Private Pool - 2BD/2Bath (Key West)
A bedroom with a green upholstered bed, white bedding, a wooden accent wall, and two framed botanical prints. - Luxurious Island Pearl-Private Pool - 2BD/2Bath (Key West)
A kitchen with a marble countertop, wooden wall paneling, pendant lights, a fruit bowl, and a dining area with a table and chairs. - Luxurious Island Pearl-Private Pool - 2BD/2Bath (Key West)
A porch with white rocking chairs and a small table, a door with a mailbox, and a white picket fence. - Luxurious Island Pearl-Private Pool - 2BD/2Bath (Key West)
A short walk from Duval Street and Mallory Square, Luxurious Island Pearl-Private Pool - 2BD/2Bath provides laundry facilities and more. Guests can connect to free in-room WiFi.

Reviews

10 out of 10
Exceptional

Entire home

2 bedrooms2 bathroomsSleeps 4

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning
The current price is NZ$2,059
includes taxes & fees
2 Sept - 3 Sept

Add dates for prices

About this property

Luxurious Island Pearl-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.

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

  • Heated pool
  • 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)

Similar properties

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are 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

Pets not 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
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
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

About the area

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 Smathers Beach. Ready for a night out? Consider The Key West Theater and Sloppy Joe's Bar. Discover the area's water adventures with jet skiing and scuba diving nearby, or enjoy the great outdoors with cycling and ecotours. Visit our Key West travel guide
View more Holiday homes in Key West
Map
Key West, FL

What's nearby

  • A street with a pharmacy, a theater, and a yellow building.
    Duval Street
    1 min walk - 0.2 km
  • A cozy living room with a wooden floor, a sofa, a table with chairs, a lamp, and a ship model on top of a cabinet.
    Oldest House Museum and Garden
    1 min walk - 0.2 km
  • A historical marker for The Little White House, built in 1890, used by American Navy officers, and listed on the National Register of Historic Places in 1974.
    Harry S. Truman Little White House
    8 min walk - 0.7 km
  • A sign reading "Welcome to Mallory Square" with an American flag, a red and white striped awning, and a statue of a man in a blue shirt and straw hat.
    Mallory Square
    9 min walk - 0.8 km
  • A two-story colonial-style building with a balcony, surrounded by lush greenery and palm trees.
    Ernest Hemingway Home and Museum
    12 min walk - 1.1 km

Getting around

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

Restaurants

  • Green Parrot Bar
    5 min walk
  • Margaritaville
    2 min walk
  • The Bull & Whistle Bar
    5 min walk
  • Fogarty's and Flying Monkey's
    5 min walk
  • Rick's Bar

Frequently asked questions

Does Luxurious Island Pearl-Private Pool - 2BD/2Bath 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-Private Pool - 2BD/2Bath?

As of 22 Aug 2026, prices found for a 1-night stay for 2 adults at Luxurious Island Pearl-Private Pool - 2BD/2Bath on 2 Sept 2026 start from NZ$2,059, 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-Private Pool - 2BD/2Bath pet-friendly?

No, pets are not allowed at this property.

How much is parking at Luxurious Island Pearl-Private Pool - 2BD/2Bath?

On-site parking is available at the property.

What time is check-in at Luxurious Island Pearl-Private Pool - 2BD/2Bath?

Check-in begins at 4:00 PM.

What time is check-out at Luxurious Island Pearl-Private Pool - 2BD/2Bath?

Checkout is at 10:00 AM.

Where is Luxurious Island Pearl-Private Pool - 2BD/2Bath located?

Located in Key West Historic District, this holiday home is steps away from The Key West Theater and Duval Street. Florida Keys Beaches and Mallory Square are also within 10 minutes.

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