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$269320 Simonton Street, Key West, 33040, Florida, United States
Reservations:
+1-833-728-2041945 reviews
1/260
Outdoor swimming pool
Adults only
Free wifi
Air conditioning
Terrace
24-hour front desk
Non-smoking rooms
Beach chairs/Loungers
Discover your tropical paradise at Simonton Court Historic Inn & Cottages, a four-star gem tucked away in the vibrant heart of Key West. Located at 320 Simonton Street, just a breezy 1.3mi from the lively city center, this adults-only retreat beautifully marries historic charm with modern comforts. With prices starting as low as $269, guests can revel in the serene ambiance while enjoying all the perks that this delightful inn has to offer.
Dive into a world of relaxation with a splash in the inviting outdoor swimming pool or bask on the sun-kissed terrace with complimentary beach chairs and loungers waiting just for you. For the more adventurous souls, snorkeling and golf options are available at extra charges to add a splash of excitement to your stay. Not to mention, the cozy, air-conditioned non-smoking rooms promise restful nights and rejuvenating mornings. Plus, with free Wi-Fi and a 24-hour front desk at your service, your every need is just a stone's throw away.
With an impressive 945 reviews under its belt, Simonton Court boasts delighted guests raving about their unforgettable experiences. From the picturesque garden that greets you upon entry to the thoughtfully curated amenities, this enchanting inn serves as your perfect home base for immersing yourself in the magic of Key West. So come and discover a tropical haven where charming history meets contemporary delight—your island getaway awaits!
Immerse yourself in the delightful atmosphere at Simonton Court Historic Inn & Cottages, where every corner is adorned with tropical beauty and welcoming charm. Picture yourself strolling through the breathtaking gardens, a kaleidoscope of vibrant flowers swaying in the balmy breeze. The multiple sparkling outdoor pools are the perfect spots to unwind or make a splash with friends; there’s no better way to embrace your vacation than soaking up the sun or enjoying a refreshing dip with a poolside cocktail in hand. Whether you're lounging under a palm tree or diving into the refreshing waters, the laid-back ambiance is sure to leave you blissfully relaxed.
If you crave a bit of exploration, you’ll be delighted by the nearby snorkeling adventures and golf options available (at an extra charge) to fill your days with excitement. Share some laughs with fellow travelers or revel in the serenity of your surroundings, finding the perfect balance between relaxed leisure and adventurous escapades. For culinary enthusiasts, indulge in the plethora of dining options close by, from local seafood shacks to upscale eateries that will tantalize your taste buds. Return to the cozy embrace of your air-conditioned room after a day of exploration, where you can rejuvenate in peaceful comfort, ensuring you wake up refreshed and ready for another day in paradise.
As you unwind at the Simonton Court, the hotel's charm effortlessly wraps around you. Each thoughtfully designed room greets you with modern comforts, ensuring your stay is as enjoyable as possible. While the beauty of Key West beckons outside, the warmth of this historic inn creates a cozy haven for every traveler. With the gentle sound of the ocean in the distance and the intoxicating scent of the tropics wafting through the air, you’ll soon find that your days slip by, filled with the joy of good company, laughter, and unforgettable memories. Your island getaway awaits, and we can’t wait to welcome you to your slice of paradise!
Closest airports
Key West International Airport
2.7miOutdoor swimming pool
Adults only
Free wifi
Air conditioning
Terrace
24-hour front desk
Non-smoking rooms
Beach chairs/Loungers
Garden
Show 7 photos
Suite, Pool View
1 King Size Bed
Minibar
Refrigerator
Air conditioning
Tea/Coffee maker
+
More details
Experience luxury and tranquility in our King Suite with Pool View. This elegant suite features a spacious king size bed, a minibar, and a refrigerator. Relax and enjoy the stunning pool view while sipping a cup of coffee or tea, and make use of our other amenities such as an iron, TV, telephone, and a safe. This room is perfect for couples seeking a peaceful and indulgent escape.
Show 7 photos
King Room
1 King Size Bed
Minibar
Refrigerator
Air conditioning
Tea/Coffee maker
x4
+
x3
More details
Welcome to our King Room, a luxurious and spacious double room perfect for couples. Relax in the comfort of our king-size bed, and enjoy amenities like a minibar, refrigerator, and air conditioning for a truly enjoyable stay.
Show 7 photos
Deluxe Bungalow, King/Queen
1 Queen Size Bed
1 King Size Bed
Minibar
Refrigerator
Air conditioning
Tea/Coffee maker
x4
More details
Experience the ultimate luxury in our Deluxe Bungalow, offering spacious accommodation for up to 4 adults. Enjoy a comfortable and memorable stay with a King size bed, Queen size bed, refreshing air conditioning, and a minibar for your convenience.
Show 7 photos
Deluxe, Queen
1 Queen Size Bed
Minibar
Refrigerator
Air conditioning
Tea/Coffee maker
x4
+
x3
More details
Welcome to our Deluxe Queen Room, a perfect choice for a relaxing and cozy stay. Enjoy the comfort of a queen size bed, the convenience of a minibar and refrigerator, and the luxury of air conditioning, making your stay truly unforgettable.
Show 5 photos
Queen Room
1 Queen Size Bed
Minibar
Refrigerator
Air conditioning
Tea/Coffee maker
x4
+
x3
More details
Experience a comfortable stay in our cozy Queen Room, specially designed for couples. Enjoy the convenience of a minibar, refrigerator, and air conditioning, as well as additional amenities like an iron, TV, telephone, and safe for a perfect retreat.
Show 5 photos
Cottage, King
1 Queen Size Bed
1 King Size Bed
Minibar
Refrigerator
Air conditioning
Tea/Coffee maker
x4
More details
Welcome to our charming Cottage, a spacious bungalow perfect for up to 4 adults! Unwind in the comfort of a Queen and King size bed while enjoying modern amenities like a minibar, air conditioning, and a relaxing tea/coffee maker. Our Cottage also offers a TV, telephone, and a safe for your convenience.
Show 6 photos
Cottage, 2 Bed
Minibar
Refrigerator
Tea/Coffee maker
+
More details
The bungalow offers air conditioning, a mini-bar, a tea and coffee maker, a safe deposit box and a TV. The unit has 2 beds.
Show 9 photos
Deluxe Bungalow, 2 Bed
Minibar
Refrigerator
Tea/Coffee maker
+
More details
The bungalow provides air conditioning, a mini-bar, a tea and coffee maker, a safe deposit box and a TV. The unit offers 2 beds.
Show 7 photos
Deluxe, King
1 King Size Bed
Minibar
Refrigerator
Air conditioning
Tea/Coffee maker
x4
+
x3
More details
Show 7 photos
Deluxe Bungalow
1 Queen Size Bed
1 King Size Bed
Minibar
Refrigerator
Air conditioning
Tea/Coffee maker
x9
+
x4
More details
Show 6 photos
Cottage
Minibar
Refrigerator
Tea/Coffee maker
+
More details
Suite Premier
1 King Size Bed
x8
+
x5
More details
9.3
945 reviewsCategories of assessments
Cleanliness
Comfort
Location
Facilities
Staff
Value for money
WiFi quality
Featured reviews:
🇺🇸
Anna
9.1
August 2023
The staff and the place are a real gem of the island. I would definitely get back - they have been very helpful, responsive and caring any time we had a question or a request. Loved the pool areas, very beautiful and smart setup of the cottages. The location was great, we had a parking spot and overall I am really pleased with the property. Wonderful place you want to return to.
The little downside was the breakfast, the lady serving was not the friendliest and the choice of food was too simplified - looked like there was no proper kitchen facility to prep more "complex" breakfasts (no scrambled eggs, no bacon, no ham etc.).
🇩🇪
Clemens
10
September 2023
I had an absolutely fantastic stay at this Key West accommodation! From the moment I arrived, I was captivated by the lush greenery surrounding the property, creating a serene and tropical atmosphere that felt like a true escape. The cozy lights that adorned the property at night added a touch of magic to the surroundings. It was a delight to sit outside and enjoy the warm Florida evenings under these beautiful lights. The luxurious and impeccably clean cottages were a dream. The attention to detail in the design and furnishings was evident, and I felt like I was in a paradise retreat. The comfortable beds and well-appointed amenities made my stay even more enjoyable. The location was ideal, just a stone's throw away from Duval Street, making it easy to explore all the vibrant nightlife, shops, and restaurants that Key West has to offer. What truly sets this place apart, though, is the outstanding service. The staff went above and beyond to ensure that my stay was perfect. They were friendly, accommodating, and had excellent recommendations for local activities and dining. In summary, this Key West accommodation exceeded all my expectations. It's a hidden gem surrounded by greenery, bathed in cozy lights, offering luxurious and spotless cottages, perfectly located near Duval Street, and providing top-notch service. I can't wait to return to this little slice of paradise!
🇬🇧
Rachael
9.1
August 2023
The photos don’t quite do this place justice, it is GORGEOUS. Stunning gardens and small secluded pool areas make this place feel very exclusive and peaceful. The staff were also incredibly friendly and couldn’t do more to help us out. The location also couldn’t get any better if you’re looking to explore the marina and Duval Street (though the latter isn’t too close that you can hear all of the noise at night!) I regularly reminisce about this place and would say it’s the nicest hotel I’ve ever stayed at, I’m gutted that a) we were only able to stay for 2 nights and b) we live in the UK so getting back to Key West isn’t exactly easy!
Parking is very tight (it didn’t help that we had rented a huge SUV) but not something that would stop me returning.
🇬🇧
Saseendran
9.1
July 2023
Overall a great experience . The breakfast was really good though they ran out of a few items even though we were early for breakfast and not many people were there at the table. Looked like the management didn't coordinate this well and was an over sight from their part.. Also the set time for breakfast for just 2 hours and it was a job for poor staff to attend to all guests.
The wash basins....they were ridiculously placed in the bedrooms and they were none in the bathroom. This is against the basic principle of washing hands after attending the toilet . wasn't happy with this concept at all. I am not sure how Hospital industry didn't notice this major flaw ? To wash hands after attending the bathroom ( toilet ) is something even a child would know. There is no provision for this.
🇺🇸
Youngquist
10
March 2023
It’s a serene tropical oasis in an outstanding location. The staff was professional, accommodating and delightful. It was spotless and there was a lot of attention to detail. Breakfast was great and then a nice cocktail hour on Friday and Saturdays and activities. The four pools were clean and refreshing and the areas around them comfortable and relaxing. We have been going to Key West for decades andnhave stayed in more expensive and less expensive places. Simonton court has been my favorite and we will definitely be back. I highly recommend it.
There wasn’t anything I didn’t like.
🇺🇸
Trudy
9.1
May 2023
I loved the grounds. The lush, tropical, feel. Loved our room and the old keywest Carribean luxury feel. The people at the front desk are so welcoming and warm. It was literally right around the block from everything you wanted to go to. My husband and I walked everywhere and came back to the room several times during the day to put down our things or to take a break then we right back out again I'll definitinly stay there again. We loved it.
I didn't really like the lady who was in charge of the food. I observed her talking rudely to afew ppl and maybe it's just her personality but it was severally off putting for my husband. He didn't even want to talk to her but the guy who brings out the food is awesome so pleasant and friendly. It's not a self serve you have to order and then wait.
🇷🇴
Evellyne
10
May 2023
A true gem hidden in the beautiful Key West. The room was perfect, better than we expected, it was clean and cozy. The bed was comfortable and the ac worked perfectly. The breakfast was delicious and you could choose from a lot of options. The pools were our favorite place to be. Due to an incident we received free parking so everything was perfect. The staff was helpful, special thanks to Rachel and Eric
We booked a deluxe king room but we received a standard king. We asked the receptionist if something happened but she wasn’t sure what happened. She was kind enough and offered us free parking for the night and she also asked us if we want to exchange our room for that night. This was not a big deal cause we loved the room and also we didn’t want to switch the room just for one night. The next day we found out it was a problem with another guest who couldn’t do stairs. They needed a room on a lower floor so they moved us- like I said for us the room was more than perfect so it didn’t bother us!
🇨🇭
Andrey
9.1
September 2023
Exceptional breakfast and location.
We were surprised and a bit disappointed to be temporarily charged for an extra night after checking out less than 20 minutes later than agreed. We were refunded but this doesn’t matter. Coming from Switzerland, where tolerance and understanding are core values, we hope that hotels catering to international guests would show empathy, especially considering the challenges of long travels and hot weather in Florida that can impact morning routines.
🇺🇸
Tonmoy
9.1
January 2023
Very close to Duval street and the southernmost sunset area. Never needed to take the car out to visit any landmark place. The place was unique with a bunch of cottages for cigar roller factory workers of the yesteryears converted to boutique resort like rooms. Everything was comfortable. Breakfast was really good - you had to choose what you wanted on a checklist - no limits and it would be nicely plated as appropriate and got to your table. Was tastefully decorated for the holidays with a ton of poinsettias - not fake ones but the real deal.
1) In the breakfast area, for the first timers, they need to say that you need to fill in the breakfast checklist. We did not know that and thought it was a sit down service based on what another guest told us and observing waiters bringing in trays for guests. There is a bell at the counter that you could ring for someone's attention but the first timer would not know to ring that, afraid of being impolite. 2) The overall cost was a tad high for what I was used to and the parking cost additional $30 per day. Was not aware that parking was available, but you had to pay. However, the cost aspect would not bother the affluent and would not detract from what they offered and their quirky attention to detail.
🇺🇸
Peggy
10
October 2022
Location is perfect. One block away from Duval but in a quiet area. They did a great job with the use of space and truly made it feel like an oasis. Breakfast options were amazing and they deliver to your table (no buffet). All rooms were a good size, especially King rooms and cottages and most came with a private balcony or pool area. 4 pools in total and daily towels supplied every morning. Bike rentals on property. We had a group staying here for our wedding weekend and everyone loved their stay at Simonton Court. It was convenient that the property is not very big so we all got to see each other and made making plans easy. We loved our stay and would absolutely stay again.
Attractions
St. Paul's Key West Episcopal Church
0.1miHard Rock Cafe Key West
0.1miKey West Shipwreck Treasure Museum
0.3miHarry S. Truman Little White House
0.3miDuval Street
0.3miMallory Square
0.3miKey West Cemetery
0.4miErnest Hemingway Home and Museum
0.5miKey West Lighthouse and Keeper's Quarters Museum
0.5miFort Zachary Taylor
0.6miKey West Butterfly and Nature Conservatory
0.8miSouthernmost Point of the Continental USA
0.8miEdward B. Knight Pier
1.3miKey West Garden Club
1.6miSmathers Beach
2.1miAttractions
St. Paul's Key West Episcopal Church
0.1miHard Rock Cafe Key West
0.1miKey West Shipwreck Treasure Museum
0.3miHarry S. Truman Little White House
0.3miDuval Street
0.3miMallory Square
0.3miKey West Cemetery
0.4miErnest Hemingway Home and Museum
0.5miKey West Lighthouse and Keeper's Quarters Museum
0.5miFort Zachary Taylor
0.6miKey West Butterfly and Nature Conservatory
0.8miSouthernmost Point of the Continental USA
0.8miEdward B. Knight Pier
1.3miKey West Garden Club
1.6miSmathers Beach
2.1miAirports
Key West International Airport
2.7miLocation
Age restrictions
Availability
Location
Availability
Outdoor swimming pool
Adults only
Free wifi
Air conditioning
Terrace
24-hour front desk
Non-smoking rooms
Beach chairs/Loungers
Garden
Activities
Bar crawls
Bicycle rental
Bike tours
Canoeing
Cycling
Diving
Fishing
Golf course
Snorkeling
Walking tours
Business Facilities
Fax/Photocopying
Cleaning Services
Daily housekeeping
Dry cleaning
Ironing service
Laundry
Food & Drink
Grocery deliveries
Minibar
Tea/Coffee maker
Vending machine (drinks)
Food & drink safety
Breakfast to-go containers
Delivered food covered securely
Food can be delivered to guest accommodation
Front Desk Services
24-hour front desk
Baggage storage
Concierge
General
Adults only
Air conditioning
Non-smoking rooms
Internet
Free wifi
Kitchen
Refrigerator
Media & Technology
Telephone
TV
Outdoors
Garden
Outdoor furniture
Terrace
Parking
Parking On Site
Private Parking
Physical distancing
Cashless payment available
Contactless check-in/out
Room Amenities
Iron
Safety & security
CCTV in common areas
CCTV outside property
Fire extinguishers
Safe
Smoke alarms
Safety features
First aid kits available
Spa
Beach chairs/Loungers
Outdoor swimming pool
View
Pool view
From 15:00
Guests are required to show a photo identification and credit card upon check-in
Until 11:00
Pets are not allowed.
WiFi is available in public areas and is free of charge.
The minimum age for check-in is 18
Come and go whenever you want
Private parking is available on site (reservation is needed) and costs USD 30 per day.
Reservations
Call us for our best daily rates
+1-833-728-2041Child policies
Children not allowed.
Crib and extra bed policies
No capacity for extra beds or cribs.
Cash
Mastercard,
Visa,
American Express,
Discover,
Diners Club
This property does not accept cash.
When are the check-in and check-out times for Simonton Court Historic Inn & Cottages?
Planning to stay at Simonton Court Historic Inn & Cottages? Kindly note that you can check in after 03:00 PM and before 11:00 AM is when you'll need to check out.
Does Simonton Court Historic Inn & Cottages provide parking options?
Yes, the Simonton Court Historic Inn & Cottages offers private on-site parking for an additional fee of $30 per day. Advance reservation is required to secure a parking spot.
What's the nightly rate at Simonton Court Historic Inn & Cottages?
For stays at Simonton Court Historic Inn & Cottages, prices generally start at $269. However, your final rate might differ due to room types and date selections. To know the exact cost, specify your dates.
What are the room types available at Simonton Court Historic Inn & Cottages?
Simonton Court Historic Inn & Cottages offers various types of rooms, including Queen Rooms, King Rooms, Deluxe King Rooms, and Deluxe Queen Rooms. All rooms have double occupancy, do not allow smoking, and have either a Queen or King size bed.
How can guests spend their time at Simonton Court Historic Inn & Cottages?
Guests at Simonton Court Historic Inn & Cottages can spend their time enjoying the leisure amenities provided by the hotel. One of the main features is the outdoor swimming pools. There are a total of four pools available, each located outdoors and accessible all year-round. Three of the pools do not have any age restrictions, allowing guests of all ages to enjoy a refreshing swim. Additionally, the hotel provides beach chairs and loungers for guests to relax and sunbathe by the poolside.
The hotel also offers a range of other leisure activities, such as bicycle rental and bike tours, perfect for exploring the surrounding area. For those interested in water activities, snorkeling, diving, canoeing, and fishing are available options. Walking tours and cycling are also offered to allow guests to further immerse themselves in the local culture and sceneries.
Can guests use a pool at Simonton Court Historic Inn & Cottages?
The Simonton Court Historic Inn & Cottages has four pools available. All pools are located outdoors and are open all season. There are no age restrictions mentioned for using any of the pools.
Does Simonton Court Historic Inn & Cottages accept credit cards?
Yes, Simonton Court Historic Inn & Cottages accepts credit cards. Cash payments are not accepted.
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