Luxurious Island Pearl, 2 Bed/2 Bath Home near Duval, Pool | House in Key West

10.0 (46 Reviews) |   2 Bedrooms  2 Bathrooms  4 Guests
Historic Seaport House | Luxurious Island Pearl, 2 Bed/2 Bath Home near Duval, Pool

2 Bedroom House in Historic Seaport, Key West

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! Pool heat available when requested.

Luxurious Island Pearl, 2 Bed/2 Bath Home near Duval, Pool is located in Historic Seaport. Luxurious Island Pearl, 2 Bed/2 Bath Home near Duval, Pool provides accommodation, featuring Balcony/Terrace, Child Friendly, Pool, among other amenities. This House features Balcony/Terrace, Child Friendly, Pool, to make your stay a comfortable one.

Luxurious Island Pearl, 2 Bed/2 Bath Home near Duval, Pool has 2 Bedrooms , 2 Bathrooms, and max occupancy of 4 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Historic Seaport has interesting places to visit. If you want to learn more about the House in Historic Seaport, such as places to visit and things to do nearby, you can check below to learn more.

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Amenities

Air Conditioner
Parking
Pool
TV
View
Ocean View
Balcony/Terrace
Oceanfront
Security/Safety
Sports/Activities
Bedding/Linens
Wellness Facilities
Guest Services
Barbecue/Outdoor Cooking
Child Friendly
Internet
Kitchen
Laundry

Facility Overview

Air Conditioner
  • Air conditioning
Bathrooms
  • Hair dryer
  • Shower
  • 2 bathrooms
  • Towels provided
Bedroom
  • Bed sheets provided
  • 2 bedrooms
  • Dining table
  • Living room
Kitchen
  • Stovetop
  • Toaster
  • Coffee/tea maker
  • Microwave
  • Dishwasher
  • Cookware/dishes/utensils
  • Refrigerator
  • Kitchen island
  • Oven
Laundry
  • Near laundromat
  • Washing machine and dryer
  • Laundry facilities
Parking
  • Onsite parking
Pet Friendly
  • No pets allowed
Accessibility
  • Hardwood flooring in public areas
  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Smoke-free property
Activities
  • Cycling nearby
  • Birdwatching nearby
  • Scuba diving nearby
  • Marina nearby
  • Jet skiing nearby
  • Fitness facilities nearby
  • Swimming nearby
  • Sailing nearby
  • Fishing nearby
  • Golfing on site
  • Windsurfing nearby
  • Tennis on site
Entertainment
  • Smart TV with cable/satellite service
General
  • English
  • In a village
  • Near a hospital
  • Near the sea
  • In the city center
Guest Services
  • Iron/ironing board
  • Concierge services
  • Housekeeping (on request)
Internet
  • Free WiFi, with speed of 25+ Mbps
Outdoors
  • Fenced yard
  • Barbecue grill
  • Patio
Security/Safety
  • Fire extinguisher
  • First aid kit
  • Smoke detector installed (host has indicated there is a smoke detector on the property)
  • Deadbolt lock
  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
Spa
  • Shared/communal pool
  • Heated pool

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
Child Policy
Children are welcome.
Event Policy
No events allowed
Pet Policy
Pets not allowed
Smoking Policy
Smoking is not permitted

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 host has indicated there is a smoke detector on the property host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip onsite parties or group events are strictly prohibited safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed 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

Reviews

heather s.
Oct 17, 2025 12:22:28 AM
Review Score:   10
Summary: 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.
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