Features
Map
Availability
Review
Features
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PETS
No Pets Allowed -
DINING
Dining Table -
SAFETY
Carbon Monoxide Detector Not Reported (host Has Not Indicated Whether There Is A Carbon Monoxide Detector On The Property; Consider Bringing A Portable Detector) Deadbolt Lock Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property) -
BEDROOM
2 Bedrooms Bed Sheets Provided -
KITCHEN
Coffee/tea Maker Cookware/dishes/utensils Dishwasher Kitchen Island Microwave Oven Refrigerator Stovetop Toaster -
LAUNDRY
Laundry Facilities Near Laundromat Washing Machine And Dryer -
PARKING
Onsite Parking -
INTERNET
Free WiFi, With Speed Of 25+ Mbps -
OUTDOORS
Barbecue Grill Fenced Yard Patio -
POOL/SPA
Heated Pool Shared/communal Pool -
BATHROOMS
2 Bathrooms Hair Dryer Shower Towels Provided -
LANGS SPOKEN
English -
THINGS TO DO
Birdwatching Nearby Cycling Nearby Ecotours Nearby Fishing Nearby Fitness Facilities Nearby Jet Skiing Nearby Marina Nearby Snorkeling Nearby Swimming Nearby Windsurfing Nearby -
ENTERTAINMENT
Smart TV With Cable/satellite Service -
LIVING SPACES
Living Room -
CLIMATE CONTROL
Air Conditioning -
LOCATION HIGHLIGHTS
In A Village In The City Center Near A Hospital Near The Sea -
SERVICES AND CONVENIENCES
Concierge Services Housekeeping (on Request) Iron/ironing Board -
SUITABILITY/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
Map
Availability
Review
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Kathy P.
Submitted Apr 4, 2026
Stayed Mar 21, 2026Well stocked with kitchen appliances and utensils. Great location for restaurants, bars, beach and entertainment. Can walk to everything. Management company was very responsive and attentive.
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Patricia D.
Submitted Mar 31, 2026
Stayed Mar 17, 2026The house is beautiful and is centrally located in Old Town. It had everything we needed and more, beautiful kitchen, two en suite bedrooms and a beautiful private pool in the backyard. The hosts were super-responsive, answered all of our questions, and could not have been more helpful. We would stay here again in a heartbeat!
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Erica S.
Submitted Mar 23, 2026
Stayed Mar 14, 2026Amazing stay five star!!
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Rick Z.
Submitted Mar 2, 2026
Stayed Feb 12, 2026Location, service, kitchen appliances great mattresses
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Terri A.
Submitted Feb 14, 2026
Stayed Feb 8, 2026Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The Property Management was very great about communicating prior to our stay. The house has recently been renovated and is comfortable. I gave 4 stars for maintenance since the pool deck has some boards that need replacing. The pool itself is wonderful. The property is across the street from the grocery store-great for running over for a forgotten item. But, being across the street they get a lot of traffic and noisy early morning deliveries. Nothing that would prevent us from staying here again.
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Beth G.
Submitted Jan 22, 2026
Stayed Jan 16, 2026The house was wonderful. Very clean and provided everything we needed. The host was extremely communicative and responded to our questions within minutes. The location is great, but great in Key West usually means busy and loud. That was the only downside, but definitely not the fault of the host - Key West can just be loud! We would definitely stay again!
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Ken D.
Submitted Jan 20, 2026
Stayed Jan 2, 2026Perfect location, walk to everything. Beautifully decorated and very comfortable. Property manager was outstanding! Would definitely stay here again.
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Bruce W.
Submitted Jan 17, 2026
Stayed Dec 21, 2025Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Everything was great! Comfortable beds, clean and well taken care of. Property management was quick to respond to our needs. Truly enjoyed this property.
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Jim D.
Submitted Dec 21, 2025
Stayed Dec 17, 2025Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Had a wonderful time and the rental was like new and good location. Property mgr was easy to communicate with.
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Kim W.
Submitted Dec 17, 2025
Stayed Nov 23, 2025Perfect house for our stay in Key West. Exceptionally clean, open living area. The 2 bedrooms are on each side do the house, giving privacy. The private pool and tranquil backyard are added bonuses
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Submitted Dec 16, 2025
Stayed Dec 8, 2025This unit was amazing!!! Appliances were very high quality. Unit was immaculate. Location was perfect - 2 blocks off Duval St., about 3/4 mile from the marina and less than a mile from Southernmost Point. Pool out back and a grocery store across the street. We plan to book this unit again!
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David f.
Submitted Dec 12, 2025
Stayed Dec 4, 2025Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Amazing location, luxury accommodations. Everything you needed is supplied. Fantastic communication and service. Very clean and comfortable. see you next year!!!
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ginger p.
Submitted Dec 8, 2025
Stayed Dec 1, 2025Island Pearl…wonderful, beautiful, perfect home
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Dan Y.
Submitted Nov 30, 2025
Stayed Nov 26, 2025Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Everything about this rental was top notch. House seems recently renovated and rooms are tastefully decorated. Location is perfect as you can walk down either direction in Duval Street. Our little one loved the heated pool. Last but not least, Preferred Properties was very accommodating and super responsive!
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Matthew M.
Submitted Nov 17, 2025
Stayed Nov 11, 2025In 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.
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priscilla b.
Submitted Nov 16, 2025
Stayed Oct 19, 2025Great house and pool. Clean, nicely decorated and comfortable. Perfect location to walk to everything. Would rent agin
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heather s.
Submitted Oct 16, 2025
Stayed Sep 27, 2025We 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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Patti S.
Submitted Oct 16, 2025
Stayed Oct 9, 2025Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Not often are our expectations exceeded when renting a vacation home, but oh my goodness this place is the best. Two couples stayed comfortably. The location is fabulous, especially the grocery store across the street. Several area restaurants were all great. And the bookstore - well let's just say it became my new favorite place. The cherry on top was a dedicated parking space adjacent to the home. We would all give this location 10 stars if possible!
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Randi D.
Submitted Oct 10, 2025
Stayed Oct 5, 2025Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This house is perfect for 2 couples. The bedrooms and bathrooms are large. Kitchen has new appliances and the pool is beautiful! Perfect location to walk to attractions and restaurants. On a quiet street across from a grocery. Loved this house!!!!
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Laura T.
Submitted Oct 7, 2025
Stayed Oct 3, 2025Rating Details: The property manager was very helpful. The vacation rental was spotless. I was more than happy with the location. I was satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The place was beautiful and location superb!Perfect place to stay in Key West
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Judy O.
Submitted Sep 21, 2025
Stayed Sep 15, 2025Great house, yard and pool and location. The communication with the rental staff was spot on and check in check out seamless.
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David B.
Submitted Sep 5, 2025
Stayed Aug 31, 2025Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The house was modern with new appliances. The king size beds were comfortable. The walk in showers were spacious. The private pool was an oasis at the end of a busy day. And the location was perfect. Definitely staying here again.
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Nancy T.
Submitted Sep 3, 2025
Stayed Aug 15, 2025Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The home was beautifully decorated and a great location. We were able to walk to everything. There was even a grocery store across the street. The property management company was very helpful. I would definitely recommend staying at this beautiful home!
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michelle s.
Submitted Aug 27, 2025
Stayed Jul 22, 2025Great location nice place
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Mike D.
Submitted Aug 7, 2025
Stayed Aug 3, 2025Great 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!
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jean-michel d.
Submitted Jul 20, 2025
Stayed Jul 7, 2025First 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 !
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John H.
Submitted Jul 7, 2025
Stayed Jul 3, 2025Outstanding location with beautiful features! Very comfortable!
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Gina W.
Submitted Jun 25, 2025
Stayed Jun 20, 2025Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We loved the house. It was clean, well maintained, and in a great location! We loved having the grocery store across the street and walked or rode bikes to everything!
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William
Submitted Jun 3, 2025
Stayed May 19, 2025Really 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!
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Submitted May 30, 2025
Stayed May 27, 2025Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Beautiful historic home one block off Duval. Beautiful renovation appears to be very recent. The pool is great to take a break from the heat.
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Dianne T.
Submitted May 15, 2025
Stayed May 13, 2025The 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.
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Terry M.
Submitted May 12, 2025
Stayed May 8, 2025Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This was a great property in the perfect location! The updates to this unit really make it feel special. And Angela was very accommodating and communication was timely. The only issue we had was the upstairs renters could be heard walking all hours of the night (midnight and 3am).
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James D.
Submitted Apr 28, 2025
Stayed Apr 25, 2025right off of Duval, central location, communication with manager was prompt and fast..
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Julia C.
Submitted Apr 13, 2025
Stayed Apr 10, 2025The location was perfect! We walked everywhere! Very nice inside!
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Stephanie M.
Submitted Mar 28, 2025
Stayed Mar 23, 2025We loved our location, the house and Key West!
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Melissa W.
Submitted Mar 17, 2025
Stayed Mar 13, 2025This 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.
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Jill M.
Submitted Mar 9, 2025
Stayed Feb 28, 2025Classy, 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.
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joseph c.
Submitted Mar 5, 2025
Stayed Feb 8, 2025The interior was beautifully done. Well laid out and good amenities. Exterior needs work to compliment the inside.
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Jeffrey V.
Submitted Nov 2, 2024
Stayed Oct 30, 2024Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This Home is Beautiful inside & out! Incredible Family Room, Kitchen and two bedrooms all decorated beautifully! In a great area, walkable to everything including a grocery store across the street! Would definitely stay here again!
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Macenzie W.
Submitted Sep 25, 2024
Stayed Sep 21, 2024This 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.
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Angie G.
Submitted Sep 16, 2024
Stayed Dec 31, 1969Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This is a beautiful newly renovated property. It was perfectly located within walking distance of Duvall Street. It has a great front porch for people watching. Is directly across the street from a great little grocery store, which is super convenient. The kitchen is great if you like to cook and it has an awesome set up for coffee. The backyard is perfect for relaxing, but you should know there is also a small cottage behind the house that is a separate rental property. Apparently, if it is rented at the same time as this property, you would be sharing the swimming With strangers. That did not happen to us, but we also did not know it was a possibility until we were already there. The listing should be very clear about this, but it’s not. The property management company was very helpful with any questions we had and super responsive. I would definitely stay here again.
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Jared & Nichole V.
Submitted Sep 5, 2024
Stayed Dec 31, 1969Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We had an absolutely wonderful stay at Island Pearls. The location could not have been better to enjoy the nightlife of Key West. The home was absolutely immaculate with very comfortable and top-of-the-line amenities. We didn't have a chance to use the pool but that and the driveway are a major bonus! The grocery store across the street came in quite handy as well. Note to the owner: This appears to be a newer rental and clearly a lot of thought went into the comfort of your guests. A few things to make their stay easier would be beach/pool towels. There was only one in the house. An iron/steamer combo would be great as most traveling are dressing out of a suitcase. And also some baking sheets for the oven would be a nice addition to the kitchen. This truly was the best home we've rented and we travel ALOT! We will definitely seek out this home again when we visit Key West. Thank you for the great accomodations!
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Eric S.
Submitted Aug 21, 2024
Stayed Aug 15, 2024Place was perfect and property management was great. Will definitely try to stay here again.
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CPL I.
Submitted Jul 24, 2024
Stayed Jul 18, 2024Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The 2 bed/2 bath home is in impeccable condition and perfectly decorated with high-end appliances and furnishings. Three, count them, three coffee makers to cover all your early morning needs (espresso, drip, or Keurig). Great places to eat within 50 yrds, and a quick walk to Duval or Historic Seaport. Do not hesitate to book a stay at Island Pearls!