See all properties
Save
Entire home

NEW listing!! Luxurious Island Pearl, 2 Bed/2 Bath Home near Duval - Pool

Holiday home with kitchen, steps from Duval Street

Photo gallery for NEW listing!! Luxurious Island Pearl, 2 Bed/2 Bath Home near Duval - Pool

Fridge, microwave, oven, stovetop
Exterior detail
2 bedrooms, iron/ironing board, free WiFi, bed sheets
A heated pool
Smart TV

Reviews

10 out of 10
Exceptional

Entire home

2 bedrooms2 bathroomsSleeps 4

Popular amenities

  • Dryer
  • Washer
  • Parking available
  • Kitchen
  • Pool
  • Barbecue grill
The current price is AU$1,474
includes taxes & fees
20 Dec - 21 Dec

Explore the area

View map
Key West, FL
  • Place, Duval Street
    ‪1 min walk‬
  • Place, Mallory Square
    ‪9 min walk‬
  • Place, Ernest Hemingway Home and Museum
    ‪9 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪10 min drive‬

Room options

You may also like

Ad
Outdoor pool

The Key West Hotel

Key West Historic District
  • Pool
  • Pet-friendly
  • Free WiFi
  • Air conditioning
4.6 out of 5, Wonderful, 513 reviews
The price is AU$417
includes taxes & fees
15 Dec - 16 Dec
The Key West Hotel

About the area

Key West

This holiday home puts you in the heart of Key West, steps from Duval Street and within a 10-minute stroll of Florida Keys Beaches. Highlights at this holiday home include a kitchen, a washing machine and free WiFi. .Home features 2 bathrooms, a patio and a living room. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a stovetop. A fenced private garden, a Smart TV and a coffee/tea maker are also available. Housekeeping is available on request. .This smoke-free holiday home offers concierge services and barbecues. Additionally, you'll find laundry facilities. .Attractions within a 15-minute walk of this Key West Historic District holiday home include Ernest Hemingway Home and Museum and Mallory Square.
View more Holiday homes in Key WestOpens in a new window

What's nearby

  • Duval Street - 1 min walk - 0.2 km
  • Harry S. Truman Little White House - 6 min walk - 0.5 km
  • Key West Aquarium - 7 min walk - 0.7 km
  • Mallory Square - 9 min walk - 0.8 km
  • Ernest Hemingway Home and Museum - 9 min walk - 0.8 km

Getting around

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

Restaurants

  • ‪Margaritaville - ‬2 min walk
  • ‪Willie T's - ‬3 min walk
  • ‪Hard Rock Cafe - ‬5 min walk
  • ‪Kermit’s Key West Key Lime Shoppe - ‬3 min walk
  • ‪Jack Flats - ‬2 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.

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!

Similar properties

Beach
Key West Dreamin' - Private Pool Steps Off Duval
  • Pool
  • Kitchen
  • Washer
  • Dryer
4.8 out of 5, Exceptional, 50 reviews
Key West Dreamin' - Private Pool Steps Off Duval

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

  • Golf
  • Heated pool
  • Tennis
  • 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)

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

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

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
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 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
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 all accommodation.

Property is also known as

2302-262609

Frequently asked questions

Are there any beaches close to NEW listing!! Luxurious Island Pearl, 2 Bed/2 Bath Home near Duval - Pool?

Yep, NEW listing!! Luxurious Island Pearl, 2 Bed/2 Bath Home near Duval - Pool is a short 9-minute walk from Florida Keys Beaches. Fun beach activities include jet skiing, snorkelling and scuba diving.

How much does it cost to stay at NEW listing!! Luxurious Island Pearl, 2 Bed/2 Bath Home near Duval - Pool?

As of 12 Dec 2025, prices found for a 1-night stay for 2 adults at NEW listing!! Luxurious Island Pearl, 2 Bed/2 Bath Home near Duval - Pool on 20 Dec 2025 start from AU$1,473.71, 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.

Does NEW listing!! Luxurious Island Pearl, 2 Bed/2 Bath Home near Duval - Pool have a pool?

Take your pick from a heated pool, a pool and a communal pool.

Is there a free airport shuttle available at NEW listing!! Luxurious Island Pearl, 2 Bed/2 Bath Home near Duval - Pool?

No, NEW listing!! Luxurious Island Pearl, 2 Bed/2 Bath Home near Duval - Pool does not offer an airport shuttle service.

What time are check-in & check-out at NEW listing!! Luxurious Island Pearl, 2 Bed/2 Bath Home near Duval - Pool?

Check-in begins at 4:00 PM. Check-out time is 10:00 AM.

Are pets allowed at NEW listing!! Luxurious Island Pearl, 2 Bed/2 Bath Home near Duval - Pool?

No, pets are not allowed.

Reviews

NEW listing!! Luxurious Island Pearl, 2 Bed/2 Bath Home near Duval - Pool Reviews

10

Exceptional

9.8/10

Cleanliness
Rating 10 - Excellent. 37 out of 39 reviews
Rating 8 - Good. 2 out of 39 reviews
Rating 6 - Okay. 0 out of 39 reviews
Rating 4 - Poor. 0 out of 39 reviews
Rating 2 - Terrible. 0 out of 39 reviews

Reviews

10/10 Excellent

Matthew M.

Liked: Cleanliness
In the heart of everything...yet removed enough to enjoy our vacation. Rental is not the full house but the area you are granted access is fantastic (worked well for us). Home is well finished with two ensuites that worked perfectly for us, a beautiful kitchen and private pool. Comfortable and convienent, tough to beat.
Stayed 6 nights in Nov 2025

10/10 Excellent

priscilla b.

Liked: Cleanliness
Great house and pool. Clean, nicely decorated and comfortable. Perfect location to walk to everything. Would rent agin
Stayed 5 nights in Oct 2025

10/10 Excellent

Steven S.

Liked: Cleanliness
Stayed 3 nights in Oct 2025

10/10 Excellent

heather s., NC

Liked: Cleanliness
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.
Stayed 5 nights in Sep 2025

10/10 Excellent

Judy O.

Liked: Cleanliness
Great house, yard and pool and location. The communication with the rental staff was spot on and check in check out seamless.
Stayed 5 nights in Sep 2025

10/10 Excellent

Tremayne T., Las Vegas, NV

Liked: Cleanliness
Stayed 2 nights in Aug 2025

10/10 Excellent

michelle s.

Liked: Cleanliness
Great location nice place
Stayed 4 nights in Jul 2025

10/10 Excellent

Mike D.

Liked: Cleanliness
Great updated house in the perfect location. Super easy communication with the host, who were very accommodating to our needs in the trip. Would definitely stay here again!
Stayed 3 nights in Aug 2025

10/10 Excellent

jean-michel d.

Liked: Cleanliness

Inside is a 5*

First i have been impressed by the professionalism of the property manager ! When we arrive we are doubting because outside needs improvement… but when we open the door whoaa ! newly refurbished, with taste and confort .. A wonderful place to stay , the pool is a us … when the outside will be refurbished this place will be a all star !
Stayed 2 nights in Jul 2025

10/10 Excellent

John H.

Liked: Cleanliness

Great Property

Outstanding location with beautiful features! Very comfortable!
Stayed 3 nights in Jul 2025

10/10 Excellent

Josh B.

Stayed 4 nights in May 2025

10/10 Excellent

William

Liked: Cleanliness

Awesome place to stay!

Really convenient location, close to everything! Very clean and well appointed. Beds and linens were fantastic. The backyard pool is a nice touch on hot days. Upstairs long term residents are phenomenal, treated us like family and provided tons of tips only locals would know. One of the better trips we have made to key west and this location had a lot to do with the experience. We would certainly book here again!
Stayed 4 nights in May 2025

10/10 Excellent

Dianne T.

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.
Stayed 2 nights in May 2025

10/10 Excellent

James D.

Liked: Cleanliness

key west

right off of Duval, central location, communication with manager was prompt and fast..
Stayed 3 nights in Apr 2025

10/10 Excellent

Rhys L.

Liked: Cleanliness
Stayed 5 nights in Mar 2025

10/10 Excellent

Julia C.

Liked: Cleanliness

Perfect house and location!

The location was perfect! We walked everywhere! Very nice inside!
Stayed 3 nights in Apr 2025

10/10 Excellent

Stephanie M.

Liked: Cleanliness

Great location and customer service

We loved our location, the house and Key West!
Stayed 4 nights in Mar 2025

10/10 Excellent

Melissa W.

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.
Stayed 4 nights in Mar 2025

10/10 Excellent

Jill M., Damascus, OR

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.
Stayed 3 nights in Feb 2025

8/10 Good

joseph c.

Island Retreat

The interior was beautifully done. Well laid out and good amenities. Exterior needs work to compliment the inside.
Stayed 14 nights in Feb 2025

10/10 Excellent

Michael R.

Liked: Cleanliness
Stayed 4 nights in Dec 2024

10/10 Excellent

Kristin D.

Liked: Cleanliness
Stayed 4 nights in Oct 2024

10/10 Excellent

Macenzie W.

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.
Stayed 4 nights in Sep 2024

10/10 Excellent

Eric S.

Liked: Cleanliness

Great Place

Place was perfect and property management was great. Will definitely try to stay here again.
Stayed 3 nights in Aug 2024

10/10 Excellent

Christopher F.

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
Stayed 4 nights in Jun 2024