Updated on Jul 20, 2026
|
Type
|
Private vacation home
|
|
Bedrooms
|
2
|
|
Bathrooms
|
2
|
|
House Rules
|
-
No pets allowed
-
Children allowed: ages 0-17
-
Smoking is not permitted
-
No events allowed
|
|
Max Occupancy
|
4
|
|
Host Language
|
English
|
|
Property Id
|
9952202
|
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.
Located by the sea, this vacation home is in Key West Historic District, a neighborhood in Key West. Southernmost Point and Ernest Hemingway Home and Museum are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and Fort Zachary Taylor Historic State Park. 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.
Get the full listing »
2 Br Condo Vacation Rental In Key West, Florida - Vrbo Property # 466458
Modern 2 bedroom/2 bath condo with nice size balcony overlooks the Atlantic Ocean. California king bed in Master Bedroom and luxury king bed in the guest bedroom. Two living room sofas adds extra...
2 Br Condo Vacation Rental In Key West, Florida - Vrbo Property # 243693
Nestled on a quiet lane in the heart of Old Town Key West, Rose Lane Villas is as close to the action as you'll get without sacrificing a good night's sleep. The Villa Aqua is generously equipped...
2 Br Condo Vacation Rental In Key West, Florida - Vrbo Property # 377163
Discover paradise of Key West in a distinctive setting. Luxury, two-bedroom, two-bath, (sleeps 6) condominium set in a tropical garden with sweeping balconies. Located on Smather's Beach. Your...
2 Br Condo Vacation Rental In Key West, Florida - Vrbo Property # 299234
Nestled on a quiet lane in the heart of Old Town Key West, Rose Lane Villas is as close to the action as you'll get without sacrificing a good night's sleep. This two bedroom Villa Vista is...
3 Br Private Vacation Home Vacation Rental In Key West, Florida - Vrbo Property # 904144
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival!This precious 2 bedroom cottage with its coral front door will charm you from the moment you...
2 Br Condo Vacation Rental In Key West, Florida - Vrbo Property # 67476
We stick to a Saturday check in during the in season months (Jan-April)Greetings from Paradise, where the temperature is 82 degrees, water temperature 80, and the wind SE at 10, just enough breeze...
2 Br Private Vacation Home Vacation Rental In Key West, Florida - Vrbo Property # 390213
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival!VILLA BAHAMA is located at The Foundry in the Truman Annex, Key West's most exclusive gated...
3 Br Private Vacation Home Vacation Rental In Key West, Florida - Vrbo Property # 486741
THE PROPERTY: Nancy & Carl invite you to share their love of the island in their enchanted 3-bedroom home. Live like a local in this unique Key West property. Designed for relaxation and indoor-...
2 Br Condo Vacation Rental In Key West, Florida - Vrbo Property # 366749
Unique oceanfront living only 65 feet from the Atlantic!The Key West Beach Club is a quiet, peaceful residential building that sits directly on the water. The breathtaking view can be seen as soon...
3 Br Condo Vacation Rental In Key West, Florida - Vrbo Property # 161268
This condo is a 2BR/2BA Penthouse Loft on the 5th floor overlooking the marina. On the first floor is a full sized, fully equipped kitchen, breakfast area, dining room, living room and the master...
