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
1010 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
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)
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
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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Luxurious Island Pearl-Private Pool - 2BD/2Bath Reviews