Seaside stay .Within a 10-minute walk of this Key West Historic District vacation home, you'll find Duval Street and Florida Keys Beaches. Also, Mallory Square is within half a mile (1 km) and Southernmost Point is within 2 miles (3 km).
Ernest Hemingway Home and Museum - 9 min walk - 0.5 miles
Fort Zachary Taylor Historic State Park - 15 min walk - 0.8 miles
Southernmost Point - 18 min walk - 1.0 mile
Getting around
Key West Intl. Airport (EYW) - 13 min drive
Restaurants
Margaritaville - 2 min walk
Willie T's - 3 min walk
Fogarty's and Flying Monkey's - 5 min walk
Caroline's Cafe - 8 min walk
Kermit's Key West Key Lime Shoppe - 3 min walk
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
NEW listing!! Luxurious Island Pearl, 2 Bed/2 Bath Home near Duval - Pool
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!
Property manager
The Team at Preferred Properties
Languages
English
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ISLAND DAZE ~ Perfectly Located 2 Bedroom, 2 Bathroom Cottage!
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)
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
Special check-in instructions
You will receive an email from the host with check-in and check-out instructions
Pets
No pets allowed
Children and extra beds
Children are welcome.
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
Parties and events are allowed on site
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 there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Parties and events are allowed on site. For guests' safety, the property includes a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock in each accommodation.
Property is also known as
2302-262609
Frequently asked questions
How close is NEW listing!! Luxurious Island Pearl, 2 Bed/2 Bath Home near Duval - Pool to the airport?
This vacation home is 3.8 mi (13-min drive) away from the Key West Intl. Airport (EYW) airport, the closest popular airport to the property.
Does NEW listing!! Luxurious Island Pearl, 2 Bed/2 Bath Home near Duval - Pool have an airport shuttle?
Airport shuttle services are not available at this vacation home.
How close is NEW listing!! Luxurious Island Pearl, 2 Bed/2 Bath Home near Duval - Pool to the beach?
This vacation home is a short 9-minute walk from Florida Keys Beaches and 0.9 mi (5-min drive) from South Beach. Don't forget your sunscreen!
Does NEW listing!! Luxurious Island Pearl, 2 Bed/2 Bath Home near Duval - Pool offer free breakfast?
This vacation home does not offer free breakfast.
Is there a casino at NEW listing!! Luxurious Island Pearl, 2 Bed/2 Bath Home near Duval - Pool?
No, there is no casino at this vacation home.
What time is check-in at NEW listing!! Luxurious Island Pearl, 2 Bed/2 Bath Home near Duval - Pool?
Check-in begins at 4:00 PM.
Is there free parking at NEW listing!! Luxurious Island Pearl, 2 Bed/2 Bath Home near Duval - Pool?
Free parking is not available at this vacation home.
Does NEW listing!! Luxurious Island Pearl, 2 Bed/2 Bath Home near Duval - Pool have a pool?
Yes, there's a heated pool.
Does NEW listing!! Luxurious Island Pearl, 2 Bed/2 Bath Home near Duval - Pool have a spa?
There are no spa services available at this vacation home.
How close is NEW listing!! Luxurious Island Pearl, 2 Bed/2 Bath Home near Duval - Pool to downtown Key West?
This vacation home is 0.1 mi away from Key West.
NEW listing!! Luxurious Island Pearl, 2 Bed/2 Bath Home near Duval - Pool Reviews
Reviews
9.8
Exceptional
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
Rating 10 - Excellent. 18 out of 20 reviews
10 - Excellent
18
Rating 8 - Good. 2 out of 20 reviews
8 - Good
2
Rating 6 - Okay. 0 out of 20 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 20 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 20 reviews
2 - Terrible
0
9.6/10
Cleanliness
Reviews
10/10 Excellent
Dianne T.
May 15, 2025
Liked: Cleanliness
Wonderful property
The house was beautiful, so comfortable and well thought out. Perfect location to all the action on Duval st, but out of the way enough to be quiet and peaceful. Would stay again in a heartbeat.
Dianne T.
Stayed 2 nights in May 2025
10/10 Excellent
James D.
Apr 28, 2025
Liked: Cleanliness
key west
right off of Duval, central location, communication with manager was prompt and fast..
James D.
Stayed 3 nights in Apr 2025
10/10 Excellent
Rhys L.
Apr 23, 2025
Liked: Cleanliness
Rhys L.
Stayed 5 nights in Mar 2025
10/10 Excellent
Julia C.
Apr 13, 2025
Liked: Cleanliness
Perfect house and location!
The location was perfect! We walked everywhere! Very nice inside!
Julia C.
Stayed 3 nights in Apr 2025
10/10 Excellent
Stephanie M.
Mar 28, 2025
Liked: Cleanliness
Great location and customer service
We loved our location, the house and Key West!
Stephanie M.
Stayed 4 nights in Mar 2025
10/10 Excellent
Melissa W.
Mar 17, 2025
Liked: Cleanliness
Couples Getaway
This house was perfect for our couples weekend! Two master king suits with their own private bathrooms. Location was excellent, we were in walking distance to Duval and the marinas. The rental company was great at letting us know about early check in and let us store our bags in their office when needed. There is a grocery store right across the street from the house.
Melissa W.
Stayed 4 nights in Mar 2025
10/10 Excellent
Jill M., Damascus, OR
Mar 9, 2025
Liked: Cleanliness
Paradise - Perfection
Classy, high quality and upscale place to stay with the whole Key West vibe. Our husbands were high fiving us and telling us we hit it out of the park with our selection. The kitchen had all the right amenities and was easy to cook in. We never used the pool because the front porch is the sitting zone and place you want to hang out at. The tenants above were always gracious and never a bother and we left with new friends. Each bedroom had a huge, built in closet with plenty of hanging or drawer space. The bathrooms were gorgeous with luxury showers. The front bedroom was noisy at first with late night revelers but once you knew what it was it no longer bothered you. If you need TV's, there are four. One in each bedroom, then kitchen and living room. There was room to park our car and then the golf cart we rented too. As yes, the large store directly across was very convenient. Not just a mini mart, but full grocery. We can't wait to come back and stay here again.
Jill M.
Stayed 3 nights in Feb 2025
8/10 Good
joseph c.
Mar 5, 2025
Island Retreat
The interior was beautifully done. Well laid out and good amenities. Exterior needs work to compliment the inside.
joseph c.
Stayed 14 nights in Feb 2025
10/10 Excellent
Michael R.
Jan 16, 2025
Liked: Cleanliness
Michael R.
Stayed 4 nights in Dec 2024
10/10 Excellent
Kristin D.
Oct 26, 2024
Liked: Cleanliness
Kristin D.
Stayed 4 nights in Oct 2024
10/10 Excellent
Macenzie W.
Sep 25, 2024
Liked: Cleanliness
Perfect Spot in Old Town
This was the perfect spot to walk to most places in old town! The beds were very comfortable and the rooms were spacious.
We loved being able to enjoy the quiet back yard and pool.
There is a resident rooster who does a great job of patrolling the parking lot and may be an alarm clock for some.
We did have a hiccup with checking in- we were provided the wrong code and it took a few times to get ahold of the host. But the host was always very friendly and helpful. We also found small bugs around the coffee pots- we found moldy coffee grounds that were causing them.
We did find that drunk folks gravitate to the porch every so often but didn’t cause any issues. There is also a dumpster right next to the house and with the smell that makes it unenjoyable to sit out front.
Overall though the house was very comfortable and beautiful. The appliances were amazing and the decor really tied everything together
There are definitely more pros than cons with this rental. We will definitely be back again.
Macenzie W.
Stayed 4 nights in Sep 2024
10/10 Excellent
Eric S.
Aug 21, 2024
Liked: Cleanliness
Great Place
Place was perfect and property management was great. Will definitely try to stay here again.
Eric S.
Stayed 3 nights in Aug 2024
10/10 Excellent
Christopher F.
Jul 11, 2024
Liked: Cleanliness
Our Stay in Key West Paradise!
We recently had the pleasure of staying at this exquisite Key West home and were absolutely blown away by the experience. A stone's throw from Duval Street, this house offered the perfect blend of tranquility and convenience.
From the moment we stepped through the door, we were greeted by a meticulously clean and beautifully decorated interior that immediately made us feel at home. The layout was spacious yet cozy, with every room exuding a charming blend of Key West character and modern comfort.
The kitchen was a dream for anyone who loves to cook, fully stocked with high-end appliances and all the tools we needed to prepare meals with ease. We enjoyed leisurely breakfasts on the back patio, surrounded by lush tropical foliage that provided a serene backdrop for our morning routines.
The bedrooms were nothing short of luxurious, each offering plush bedding and ample closet space. The bathrooms were pristine, with sparkling clean fixtures and plenty of fluffy towels – a true treat after a day spent exploring the island.
One of the highlights of our stay was the outdoor space. The beautifully landscaped backyard oasis was our own private sanctuary, complete with a refreshing pool and comfortable loungers where we could unwind under the swaying palm trees. Evenings were spent sipping cocktails by the poolside, soaking in the warm Key West.
The location of the house couldn't have been better – just a short walk or bike ride to the nightlife of Duva
Christopher F.
Stayed 4 nights in Jun 2024
10/10 Excellent
Christopher P.
Jul 4, 2024
Liked: Cleanliness
Incredible...
I can't speak highly enough of this property. The furnishings are fantastic. The rooms luxurious. The bathrooms indulgent. The location is unbelievable. The pool was delightful.
11/10 blew me away. Possibly the only time I've ever enjoyed ALL of my keys trip.