Simonton Court Historic Inn & Cottages
$279
/ night
Avg. for October
Prices for Simonton Court Historic Inn & Cottages
Select dates to see prices and availability
$279
/ night
Avg. for October
Monthly average prices
Nightly prices at Simonton Court Historic Inn & Cottages average $192 in September, the cheapest month, and $504 in March, the most expensive, based on the last 12 months.
| Month | Average price |
|---|---|
| January | $434 |
| February | $502 |
| March | $504 |
| April | $439 |
| May | $370 |
| June | $257 |
| July | $232 |
| August | $214 |
| September | $192 |
| October | $279 |
| November | $310 |
| December | $336 |
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Oct · $279
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Most expensive: March (~$504)
Cheapest: September (~$192)
About this property
Adults-only inn with a swimming pool and delicious breakfast near Key West's beach and historic attractions.
Location
Located near the beach, Simonton Court Historic Inn & Cottages is in Key West Historic District, a neighborhood in Key West. Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and South Beach. Sails To Rails Museum at Flagler Station and Mel Fisher Maritime Museum are also worth visiting. Discover the area's water adventures with kayaking and scuba diving nearby, or enjoy the great outdoors with hiking/biking trails and skydiving.
Parking
Swimming pool
Non-Smoking Rooms
Dry Cleaning
Housekeeping
Safe-Deposit Box
Location
523 Eaton Street, Historic Seaport, Key West, Florida, United States of America
Room options
6
Cottage
1 King Bed
and 1 Queen Bed
Sleeps 4
Air ConditioningSafety Deposit BoxRefrigerator
5
Deluxe King Room
1 King Bed
Sleeps 2
Air ConditioningSafety Deposit BoxRefrigerator
3
King Room
1 King Bed
Sleeps 2
Air ConditioningSafety Deposit BoxRefrigerator
4
Deluxe Queen Room
1 Queen Bed
Sleeps 2
Air ConditioningSafety Deposit BoxRefrigerator
2
King Suite with Pool View
1 King Bed
Sleeps 2
Pool ViewAir ConditioningSafety Deposit BoxRefrigerator
6
Queen Room
1 Queen Bed
Sleeps 2
Air ConditioningSafety Deposit BoxRefrigerator
1
Deluxe Bungalow
1 King Bed
and 1 Queen Bed
Sleeps 4
Air ConditioningSafety Deposit BoxRefrigerator
Guest reviews of Simonton Court Historic Inn & Cottages
9.5
Exceptional
Based on 910 verified reviews
Who stays here?
Business
1%
Couple
72%
Family
7%
Group
17%
Solo
2%
What guests think
AI-generated summary based on recent guest reviews
Travellers describe Simonton Court Historic Inn & Cottages as a leafy, central hideaway near Duval Street, praising exceptionally friendly, attentive staff, the lush tropical grounds with several small pools, and a relaxing, quiet atmosphere despite the busy location.
Facilities
Cleanliness
Rooms
Service
Location
Dining
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What guests think
Travellers describe Simonton Court Historic Inn & Cottages as a leafy, central hideaway near Duval Street, praising exceptionally friendly, attentive staff, the lush tropical grounds with several small pools, and a relaxing, quiet atmosphere despite the busy location.
Guests frequently highlight the included poolside breakfast, happy-hour touches, and easy walkability. Common frustrations include very limited paid parking that often requires advance reservation, no elevators with some rooms up multiple narrow stairs, and occasional dated elements, hard mattresses, noisy or wall AC, or weak Wi-Fi. Overall, expect a charming historic stay with standout service and a restful oasis feel in the heart of Key West.
Facilities
Cleanliness
Rooms
Service
Location
Dining
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AI-generated summary based on recent guest reviews
Facilities
Lush, well-kept grounds with multiple small pools and shaded courtyards create a resort-like feel. Guests appreciate the poolside breakfast/happy hour, on-site bike rentals, and luggage storage; however, parking is limited and often paid/off-site, and there are no elevators.
Related guest reviews
10
Kay
Mar 6, 2025
·
Stayed 4 nights
This has to be the best place to stay in Key West. The staff is very friendly and accommodating. The property grounds are beautiful - lush and green with orchids growing everywhere. The four pools make it easy to find someplace to relax. Minutes from everything on Duvall.
This has to be the best place to stay in Key West. The staff is very friendly and accommodating. The property grounds are beautiful - lush and green with orchids growing everywhere. The four pools make it easy to find someplace to relax. Minutes from everything on Duvall.
10
Eric
Feb 23, 2025
·
Stayed 3 nights
Great staff made for a great stay. Centrally located near Duval but quiet at night and safe. The entire staff was extremely accommodating of our needs which made for a very nice stay. Nice breakfast and offered amenities. 4 pools to choose from
Great staff made for a great stay. Centrally located near Duval but quiet at night and safe. The entire staff was extremely accommodating of our needs which made for a very nice stay. Nice breakfast and offered amenities. 4 pools to choose from
10
Lloyd N Holly
Oct 10, 2025
·
Stayed 1 night
My husband and I visited Key west for the weekend, our first time, and were pleasantly surprised by our entire trip. Simonton Court Inn was absolutely adorable. Perfectly nestled behind trees. The property was bigger than it appeared with 4 pools, breakfast patio, pool bar and perfectly styled rooms. The staff were kind and accommodating, bikes available for use and you can keep your luggage in the lobby and use the amenities on the day you check out, if you're catching the key west ferry out later that day. We had a great and time and will definitely be back.
My husband and I visited Key west for the weekend, our first time, and were pleasantly surprised by our entire trip. Simonton Court Inn was absolutely adorable. Perfectly nestled behind trees. The property was bigger than it appeared with 4 pools, breakfast patio, pool bar and perfectly styled rooms. The staff were kind and accommodating, bikes available for use and you can keep your luggage in the lobby and use the amenities on the day you check out, if you're catching the key west ferry out later that day. We had a great and time and will definitely be back.
10
Ruth
Feb 4, 2024
·
Stayed 5 nights
This is tropical paradise in the middle of town! We were upgraded to a spacious cottage (2 bed, 2 bath) next to one of the 4 tempting pools with comfortable lounge chairs. The rooms are historic and charming. The staff (esp Hamza and Violet) were great - at checkin helping with parking, at breakfast, and ordering a "bag breakfast" for the morning we had to leave early. The cleaning staff and landscapers were unobtrusive but did a great job! We hope to stay there again!
This is tropical paradise in the middle of town! We were upgraded to a spacious cottage (2 bed, 2 bath) next to one of the 4 tempting pools with comfortable lounge chairs. The rooms are historic and charming. The staff (esp Hamza and Violet) were great - at checkin helping with parking, at breakfast, and ordering a "bag breakfast" for the morning we had to leave early. The cleaning staff and landscapers were unobtrusive but did a great job! We hope to stay there again!
10
Richard
Aug 3, 2024
·
Stayed 2 nights
Exceptional location. We were able to walk or bike everywhere! Lots of trees on the property made it extremely lush. Room was on a high floor. No elevators. Room door was extremely sticky and difficult to close and open the door. Thus it was loud. The bed is a little hard. We loved the ability to rent a bike for 24 hours. Best part they pump cool water into the pools during the hottest summer days!!!!
Exceptional location. We were able to walk or bike everywhere! Lots of trees on the property made it extremely lush. Room was on a high floor. No elevators. Room door was extremely sticky and difficult to close and open the door. Thus it was loud. The bed is a little hard. We loved the ability to rent a bike for 24 hours. Best part they pump cool water into the pools during the hottest summer days!!!!
10
Diana
Aug 10, 2024
·
Stayed 1 night
Excellent stay. Beautiful and conveniently located. Jonathan and Eric very helpful and friendly. Note: parking on site is limited and costs $30 per night. Would stay again!
Excellent stay. Beautiful and conveniently located. Jonathan and Eric very helpful and friendly. Note: parking on site is limited and costs $30 per night. Would stay again!
10
Brittani
Jan 18, 2023
·
Stayed 19,370 nights
Simonton court has 4 pools that are open 24 hours a day, and all 4 were really lovely and quiet places to relax with tons of towels. The property is so luch & unique in design with many different buildings of different sizes & shapes. The breakfast included with our stay was an awesome way to start our first day of vacation with plenty of options served in the pool area. The one thing to note about Simonton Court is that it is quite old. The buildings are charming, but they are old & there are many steps to get to several of the rooms (no elevators). Just note that as you are booking! Parking was also not available on the property, so we booked in a public lot one block away (not a big deal, but something to be aware of).
Simonton court has 4 pools that are open 24 hours a day, and all 4 were really lovely and quiet places to relax with tons of towels. The property is so luch & unique in design with many different buildings of different sizes & shapes. The breakfast included with our stay was an awesome way to start our first day of vacation with plenty of options served in the pool area. The one thing to note about Simonton Court is that it is quite old. The buildings are charming, but they are old & there are many steps to get to several of the rooms (no elevators). Just note that as you are booking! Parking was also not available on the property, so we booked in a public lot one block away (not a big deal, but something to be aware of).
10
Madison
Aug 25, 2025
·
Stayed 1 night
Amazing property, breakfast is included and there are 4 glistening pools to choose from. We got a great rate for the room and they didnt charge us a penny more (no extra taxes or fees!) The room was clean and cozy, and the staff was kind and accommodating. The only con is that parking is limited, do if you have a vehicle you may need to park offsite. Other than that, I'd give this place 10 stars if i could!
Amazing property, breakfast is included and there are 4 glistening pools to choose from. We got a great rate for the room and they didnt charge us a penny more (no extra taxes or fees!) The room was clean and cozy, and the staff was kind and accommodating. The only con is that parking is limited, do if you have a vehicle you may need to park offsite. Other than that, I'd give this place 10 stars if i could!
10
Amelia
Aug 24, 2025
·
Stayed 4 nights
This is an amazing set of cottages that were originally lodgings for workers in a cigar factory. The rooms are all private feeling with lots of greenery and brick walkways. The 4 pools are open 24 hours. The breakfast and afternoon happy hour are a lovely amenity We rented bikes from the hotel for a very reasonable rate and had an amazing time!
This is an amazing set of cottages that were originally lodgings for workers in a cigar factory. The rooms are all private feeling with lots of greenery and brick walkways. The 4 pools are open 24 hours. The breakfast and afternoon happy hour are a lovely amenity We rented bikes from the hotel for a very reasonable rate and had an amazing time!
10
Kei
Jan 28, 2025
·
Stayed 1 night
We really liked this property. There are 3 pools to choose from and it's very convenient to all shops and restaurants. My only complaints are parking and having to walk up 3 flights of stairs with luggage to our room. We booked this because it said it had parking available on the property only to find out when we got there that all the spots were taken and we had to park at a parking lot blocks away. If we had known this we would have booked elsewhere. Also, they should make people aware that if the room they booked is upstairs that they would have to walk up 3 flights of stairs to their room before they book. We managed it but older people would have a really hard time.
We really liked this property. There are 3 pools to choose from and it's very convenient to all shops and restaurants. My only complaints are parking and having to walk up 3 flights of stairs with luggage to our room. We booked this because it said it had parking available on the property only to find out when we got there that all the spots were taken and we had to park at a parking lot blocks away. If we had known this we would have booked elsewhere. Also, they should make people aware that if the room they booked is upstairs that they would have to walk up 3 flights of stairs to their room before they book. We managed it but older people would have a really hard time.
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AI-generated summary based on recent guest reviews
Cleanliness
Reviews largely describe clean rooms and well-maintained grounds, with many calling the property immaculate. A few guests noted issues such as dusty fixtures, occasional pests, or areas needing a deeper clean.
Related guest reviews
10
Daniel
Aug 20, 2025
·
Stayed 3 nights
Clean and beautiful gardens.
Clean and beautiful gardens.
6
Ande
Jul 29, 2024
·
Stayed 3 nights
Pros: Overall the property was very charming. Cute pools and cottages. Landscape was very pretty and lush. It was nice to have a breakfast option, but the options were slim, but enough. Location is good and very close to everything. They offer filtered cold water which is nice not to have to buy water bottles. They offer happy hour art classes and the teacher--Eric is fantastic! Very fun perk! Cons: At first glance it looks clean, but when you start to look closer, not very clean. Could use a good deep clean. There are a lot of things falling apart or in disrepair. Many projects that could really make this place shine and feel more upscale and fresh. Some staff seemed kinda putout and a bit cynical-- not as service friendly as we hoped--especially for the price - others were fantastic. Parking is a hike if you don't buy on site - but I guess that is Key West for you.
Pros: Overall the property was very charming. Cute pools and cottages. Landscape was very pretty and lush. It was nice to have a breakfast option, but the options were slim, but enough. Location is good and very close to everything. They offer filtered cold water which is nice not to have to buy water bottles. They offer happy hour art classes and the teacher--Eric is fantastic! Very fun perk! Cons: At first glance it looks clean, but when you start to look closer, not very clean. Could use a good deep clean. There are a lot of things falling apart or in disrepair. Many projects that could really make this place shine and feel more upscale and fresh. Some staff seemed kinda putout and a bit cynical-- not as service friendly as we hoped--especially for the price - others were fantastic. Parking is a hike if you don't buy on site - but I guess that is Key West for you.
10
stacy
Sep 23, 2024
·
Stayed 3 nights
Clean room, friendly staff, and excellent location to town.
Clean room, friendly staff, and excellent location to town.
10
Ingmar
Aug 16, 2023
·
Stayed 2 nights
Once again a great stay at Simonton Court Inn in Key West. Had a very clean and nice room again.
Once again a great stay at Simonton Court Inn in Key West. Had a very clean and nice room again.
10
Jacqueline
May 16, 2023
·
Stayed 2 nights
The Simonton Court Historic Inn & Cottages is paradisiacal! The service is outstanding, and the rooms are clean, cozy, and beautifully decorated. This place is fabulous, and I can't wait to stay there again! Thank you for everything!
The Simonton Court Historic Inn & Cottages is paradisiacal! The service is outstanding, and the rooms are clean, cozy, and beautifully decorated. This place is fabulous, and I can't wait to stay there again! Thank you for everything!
10
Christopher
Dec 31, 2024
·
Stayed 3 nights
Another great stay for us at Simonton! Complete perfection! All the staff are hard working and very courteous. Grounds and rooms are immaculate! I could go on and on! Simonton Court will always be our go to home away from home when we are in Key West! See you again soon!
Another great stay for us at Simonton! Complete perfection! All the staff are hard working and very courteous. Grounds and rooms are immaculate! I could go on and on! Simonton Court will always be our go to home away from home when we are in Key West! See you again soon!
8
William
Aug 8, 2025
·
Stayed 1 night
Centrally located, convenient to Duval Street. Downtown. I would have given it a 5 star, but the ceiling fans were very dirty, and the white furniture needed to be cleaned.
Centrally located, convenient to Duval Street. Downtown. I would have given it a 5 star, but the ceiling fans were very dirty, and the white furniture needed to be cleaned.
10
Christine
Sep 1, 2023
·
Stayed 2 nights
We had a couple hiccups, but the staff was very professional and attentive with resolving the issues. The rooms are spacious, very clean, and staff went above and beyond to make sure we were satisfied. We will definitely be staying here again.
We had a couple hiccups, but the staff was very professional and attentive with resolving the issues. The rooms are spacious, very clean, and staff went above and beyond to make sure we were satisfied. We will definitely be staying here again.
10
Abriana
Jun 29, 2024
·
Stayed 1 night
love how close everything was. Very clean and Great staff !
love how close everything was. Very clean and Great staff !
10
cecelia
Aug 11, 2023
·
Stayed 4 nights
Simon ton court is one of the nicest places we have stayed. The room was very nice. Very comfortable and very clean. The staff was exceptional. When we go back we will be staying there.
Simon ton court is one of the nicest places we have stayed. The room was very nice. Very comfortable and very clean. The staff was exceptional. When we go back we will be staying there.
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AI-generated summary based on recent guest reviews
Rooms
Historic, character-filled rooms range from cozy to spacious, with some offering decks or balconies. Several reviews mention firm beds, small bathrooms, older or noisy wall A/C, occasional street or construction noise, and spotty Wi-Fi.
Related guest reviews
10
Shannon
Sep 21, 2025
·
Stayed 1 night
My husband and I are from Marathon, 50 miles away and we traveled with another couple from central Fl. We rode our motorcycles down and the front desk was very accommodating offering to watch our luggage while we went to stroll Duval waiting for our room to be available. We later enjoyed the privacy of the pool while having poolside service. The rooms were very nice, reflecting historic Key West while offering modern amenities. Our friends room was overlooking Simonton and they noticed a lot of road noise during the evening, but they enjoyed their stay overall. Our room (suite) was in the middle of the property and seemed to be quieter. This was our first time staying there and we will definitely go back! Highly recommend.
My husband and I are from Marathon, 50 miles away and we traveled with another couple from central Fl. We rode our motorcycles down and the front desk was very accommodating offering to watch our luggage while we went to stroll Duval waiting for our room to be available. We later enjoyed the privacy of the pool while having poolside service. The rooms were very nice, reflecting historic Key West while offering modern amenities. Our friends room was overlooking Simonton and they noticed a lot of road noise during the evening, but they enjoyed their stay overall. Our room (suite) was in the middle of the property and seemed to be quieter. This was our first time staying there and we will definitely go back! Highly recommend.
8
Belinda
May 27, 2024
·
Stayed 2 nights
Lovely and cozy place to stay. Great pool area with lots of plants and trees. In total we felt very welcomed and safe at Simonton Court. Just in case you have a light sleep we recommend you to stay somewhere else, because it was very bright and noisy during the nights.
Lovely and cozy place to stay. Great pool area with lots of plants and trees. In total we felt very welcomed and safe at Simonton Court. Just in case you have a light sleep we recommend you to stay somewhere else, because it was very bright and noisy during the nights.
10
Emily
Oct 22, 2024
·
Stayed 2 nights
Absolutely beautiful grounds with so much charm and character. The owners watercolour paintings were beautiful. We had a room at the back of the main house overlooking the pool with a large patio that had seating for 4 guests. It was so peaceful despite being a block away from Duval. Excellent location with everything you could want to see within walking distance. The complimentary breakfast was excellent. Above and beyond what we expected. Also delicious coffee which is rare when travelling. Loved the resident cat Mama that we were able to befriend by the end of our stay as well. The only thing that could be improved on is the extremely firm mattress and pillows we had which could also just be preference. Would certainly return again and consider one of the charming cottages on the property.
Absolutely beautiful grounds with so much charm and character. The owners watercolour paintings were beautiful. We had a room at the back of the main house overlooking the pool with a large patio that had seating for 4 guests. It was so peaceful despite being a block away from Duval. Excellent location with everything you could want to see within walking distance. The complimentary breakfast was excellent. Above and beyond what we expected. Also delicious coffee which is rare when travelling. Loved the resident cat Mama that we were able to befriend by the end of our stay as well. The only thing that could be improved on is the extremely firm mattress and pillows we had which could also just be preference. Would certainly return again and consider one of the charming cottages on the property.
10
Lisa
Apr 16, 2024
·
Stayed 4 nights
Simonton Court is an absolute gem in Key West. Its tucked away one short block from the action, but far enough that you feel like you are at a quiet resort and can actually get some sleep! The staff are all incredibly friendly, helpful, and genuinely want to make your stay better. We were upgraded to one of the cottages and WOW! Gorgeous space, super clean, comfy beds, kitchen has what you need to make a few small meals if you like. 4 small pools on the property offer lots of space and privacy, you never feel crowded here. The grounds are meticulously maintained, it feels like a hidden paradise. Also, a great bonus is the little morning "cafe" - fresh coffee, bagels, french toast, waffles, toast, yogurt and fruit, made to order and brought to you by the pool. Didnt expect that and it was such a nice addition to the stay. The only area of improvement is the wifi - it connects but its not strong enough to use - I had to use my hotspot to do any work. Not the biggest deal, but could be better. Overall, would highly recommend to anyone heading to key west, and we will definitely be coming back!
Simonton Court is an absolute gem in Key West. Its tucked away one short block from the action, but far enough that you feel like you are at a quiet resort and can actually get some sleep! The staff are all incredibly friendly, helpful, and genuinely want to make your stay better. We were upgraded to one of the cottages and WOW! Gorgeous space, super clean, comfy beds, kitchen has what you need to make a few small meals if you like. 4 small pools on the property offer lots of space and privacy, you never feel crowded here. The grounds are meticulously maintained, it feels like a hidden paradise. Also, a great bonus is the little morning "cafe" - fresh coffee, bagels, french toast, waffles, toast, yogurt and fruit, made to order and brought to you by the pool. Didnt expect that and it was such a nice addition to the stay. The only area of improvement is the wifi - it connects but its not strong enough to use - I had to use my hotspot to do any work. Not the biggest deal, but could be better. Overall, would highly recommend to anyone heading to key west, and we will definitely be coming back!
10
Richard
Aug 3, 2024
·
Stayed 2 nights
Exceptional location. We were able to walk or bike everywhere! Lots of trees on the property made it extremely lush. Room was on a high floor. No elevators. Room door was extremely sticky and difficult to close and open the door. Thus it was loud. The bed is a little hard. We loved the ability to rent a bike for 24 hours. Best part they pump cool water into the pools during the hottest summer days!!!!
Exceptional location. We were able to walk or bike everywhere! Lots of trees on the property made it extremely lush. Room was on a high floor. No elevators. Room door was extremely sticky and difficult to close and open the door. Thus it was loud. The bed is a little hard. We loved the ability to rent a bike for 24 hours. Best part they pump cool water into the pools during the hottest summer days!!!!
8
Ruben
Dec 4, 2024
·
Stayed 2 nights
The property is beautiful with plenty of common space to spend time in. My biggest issue was the room itself. It needs a complete update. Being older and worn is cool some times but this was beyond that. I will request one of the smaller cottages the next time I stay. The actual location is one of the best on the island.
The property is beautiful with plenty of common space to spend time in. My biggest issue was the room itself. It needs a complete update. Being older and worn is cool some times but this was beyond that. I will request one of the smaller cottages the next time I stay. The actual location is one of the best on the island.
10
Jennifer
Feb 19, 2025
·
Stayed 3 nights
We had the most amazing stay here! The property is beautiful with the prettiest garden and orchids. Our room was lovely, the toiletries are great, the bed is very comfortable, and breakfast is fantastic. We appreciated the local bagels and many options. The hotel makes it easy to rent bikes since they are on site. The best part of the hotel has to be the staff. Everyone was so friendly and helpful, especially Jonathan! He is the exact person you want as the face of your hotel. We look forward to another visit!
We had the most amazing stay here! The property is beautiful with the prettiest garden and orchids. Our room was lovely, the toiletries are great, the bed is very comfortable, and breakfast is fantastic. We appreciated the local bagels and many options. The hotel makes it easy to rent bikes since they are on site. The best part of the hotel has to be the staff. Everyone was so friendly and helpful, especially Jonathan! He is the exact person you want as the face of your hotel. We look forward to another visit!
10
ISABELLA
Sep 29, 2024
·
Stayed 1 night
A/c in the wall no central AC a little noisy Hard to sleep for light sleeper
A/c in the wall no central AC a little noisy Hard to sleep for light sleeper
10
Lynn
Nov 2, 2025
·
Stayed 1 night
Quiet place and room was big with a double shower plus an outside deck ! Friendly staff and you cannot beat the location. One of our favorite places. Breakfast is limited but just enough to get you going.
Quiet place and room was big with a double shower plus an outside deck ! Friendly staff and you cannot beat the location. One of our favorite places. Breakfast is limited but just enough to get you going.
10
Oscar
Oct 12, 2024
·
Stayed 1 night
First, the people were plain lovely, really felt welcomed! The room was vwry spacious, comfortable and had a great outdoor space right next to onw of the 4 pools. Like many places in the keys, the rooms was a bit old and showed its age. But it also had a lot of charm and very cozy
First, the people were plain lovely, really felt welcomed! The room was vwry spacious, comfortable and had a great outdoor space right next to onw of the 4 pools. Like many places in the keys, the rooms was a bit old and showed its age. But it also had a lot of charm and very cozy
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AI-generated summary based on recent guest reviews
Service
Service is consistently praised as friendly, attentive, and accommodating, with proactive communication, helpful recommendations, and occasional upgrades. Many guests single out staff by name for going above and beyond.
Related guest reviews
10
RIchard
Aug 18, 2024
·
Stayed 1 night
Wow! This will be our go-to for future KW stays. Perfect location. Beautiful grounds and room. Super comfortable. But really, it’s the people. From our first interactions over the phone setting up scooter rental, to the personal texts we got as our arrival neared to the front desk help radiating genuine happiness and helpfulness to the young lady helping us with breakfast: 12 out of 10. This is the kind of environment and friendly service that the world needs more of. Thank you, all of you. Can’t wait to get back!
Wow! This will be our go-to for future KW stays. Perfect location. Beautiful grounds and room. Super comfortable. But really, it’s the people. From our first interactions over the phone setting up scooter rental, to the personal texts we got as our arrival neared to the front desk help radiating genuine happiness and helpfulness to the young lady helping us with breakfast: 12 out of 10. This is the kind of environment and friendly service that the world needs more of. Thank you, all of you. Can’t wait to get back!
10
Deborah
May 1, 2025
·
Stayed 6 nights
Had an amazing, relaxing stay at Simonton Court! The staff were very friendly and welcoming. We will stay here the next time we visit Key West!⭐️⭐️⭐️⭐️⭐️⭐️
Had an amazing, relaxing stay at Simonton Court! The staff were very friendly and welcoming. We will stay here the next time we visit Key West!⭐️⭐️⭐️⭐️⭐️⭐️
10
Julie
Jun 13, 2025
·
Stayed 2 nights
Outstanding, from check-in to check-out. Service excellence, amazing amenities, fantastic location. Don’t miss this gem!
Outstanding, from check-in to check-out. Service excellence, amazing amenities, fantastic location. Don’t miss this gem!
10
Jenny
Jun 16, 2025
·
Stayed 3 nights
The room was beautiful and updated. The pools were clean and very convenient to the rooms. The beautiful garden walkway was amazing! The best part of our stay was the staff! Everyone was so friendly and went out of their way way to ensure we were comfortable and had everything we could possibly need. One in particular took the time to educate us on the gorgeous orchids on the property and because of Norman’s knowledge I plan on coming back again in April to see the beautiful orchids bloom. It by far was the best place I’ve stayed in Key West! Thank you Jonathon and all the staff!
The room was beautiful and updated. The pools were clean and very convenient to the rooms. The beautiful garden walkway was amazing! The best part of our stay was the staff! Everyone was so friendly and went out of their way way to ensure we were comfortable and had everything we could possibly need. One in particular took the time to educate us on the gorgeous orchids on the property and because of Norman’s knowledge I plan on coming back again in April to see the beautiful orchids bloom. It by far was the best place I’ve stayed in Key West! Thank you Jonathon and all the staff!
10
Vicki
Aug 4, 2025
·
Stayed 3 nights
The staff is simply wonderful. They truly care about your stay and making sure everything is perfect. Can’t recommend this place enough! A true gem.
The staff is simply wonderful. They truly care about your stay and making sure everything is perfect. Can’t recommend this place enough! A true gem.
10
Sara
Jul 21, 2025
·
Stayed 4 nights
The staff is amazing! They take extremely good care of their guest as week as their property.
The staff is amazing! They take extremely good care of their guest as week as their property.
10
Amy
Aug 3, 2025
·
Stayed 3 nights
This is a gorgeous historic place in Old Town. The staff was super—helpful, accommodating, professional and friendly. The included breakfast was ample and fresh. The grounds and rooms are lovely lush and charming—four beautiful pools and great A/C. Call ahead to reserve your parking if needed. We would definitely stay here, again.
This is a gorgeous historic place in Old Town. The staff was super—helpful, accommodating, professional and friendly. The included breakfast was ample and fresh. The grounds and rooms are lovely lush and charming—four beautiful pools and great A/C. Call ahead to reserve your parking if needed. We would definitely stay here, again.
10
Melissa
May 18, 2024
·
Stayed 2 nights
We really enjoyed our stay at Simonton Court! From the moment we booked our reservation through check out there was exceptional customer service. When arriving we were greeted with friendly faces and Johnathan helped us bring all of our stuff to our room. Johnathan even upgraded our room. We were stunned at the beauty of the property with the lush gardens! Our room was so cute with a perfect sitting area and nice sized bedroom. The bed was comfortable and we enjoyed being able to step right out of our room and be at a pool. The staff truly goes above and beyond to make your stay as enjoyable as possible. Everyone we encountered was very nice and accommodating especially the staff running the complementary breakfast. This property was also in a great location where it was very quiet but a few short blocks to all the action. We cannot wait to come back for another stay!
We really enjoyed our stay at Simonton Court! From the moment we booked our reservation through check out there was exceptional customer service. When arriving we were greeted with friendly faces and Johnathan helped us bring all of our stuff to our room. Johnathan even upgraded our room. We were stunned at the beauty of the property with the lush gardens! Our room was so cute with a perfect sitting area and nice sized bedroom. The bed was comfortable and we enjoyed being able to step right out of our room and be at a pool. The staff truly goes above and beyond to make your stay as enjoyable as possible. Everyone we encountered was very nice and accommodating especially the staff running the complementary breakfast. This property was also in a great location where it was very quiet but a few short blocks to all the action. We cannot wait to come back for another stay!
10
Veronica
Aug 4, 2024
·
Stayed 3 nights
Staff is amazing and so personable especially Jonathan!! Recommend this place to anyone who will listen.
Staff is amazing and so personable especially Jonathan!! Recommend this place to anyone who will listen.
10
Michael
Aug 29, 2023
·
Stayed 2 nights
When I stay in Key West I always stay at the Simonton Court, This place has the feel of the Keys, and when you leave, the experience stays with you, until you return again and again! The service is 5 Start from the moment you arrive, till you depart. This is my 1st and only pick when I'm in Key West!
When I stay in Key West I always stay at the Simonton Court, This place has the feel of the Keys, and when you leave, the experience stays with you, until you return again and again! The service is 5 Start from the moment you arrive, till you depart. This is my 1st and only pick when I'm in Key West!
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Location
Exceptionally central—one block from Duval—yet many guests find it quiet and secluded inside the grounds. Easy walking access to restaurants, the waterfront, Mallory Square, and tours means many visitors skip renting a car.
Related guest reviews
10
Eric
Feb 23, 2025
·
Stayed 3 nights
Great staff made for a great stay. Centrally located near Duval but quiet at night and safe. The entire staff was extremely accommodating of our needs which made for a very nice stay. Nice breakfast and offered amenities. 4 pools to choose from
Great staff made for a great stay. Centrally located near Duval but quiet at night and safe. The entire staff was extremely accommodating of our needs which made for a very nice stay. Nice breakfast and offered amenities. 4 pools to choose from
10
Jerry A
Nov 26, 2024
·
Stayed 6 nights
Great location. Friendly staff. We would definitely stay there again.
Great location. Friendly staff. We would definitely stay there again.
10
Jona
Apr 1, 2025
·
Stayed 3 nights
Perfect place to stay its right where you can walk to everything and sleep comfortably or relax in the courtyard area surrounded by beautiful landscape and 4 pools.. It was very relaxing for my husband and I We hope to return soon
Perfect place to stay its right where you can walk to everything and sleep comfortably or relax in the courtyard area surrounded by beautiful landscape and 4 pools.. It was very relaxing for my husband and I We hope to return soon
10
Caryn
Jan 31, 2025
·
Stayed 1 night
Beautiful property, great location.
Beautiful property, great location.
10
Lisa
Apr 16, 2024
·
Stayed 4 nights
Simonton Court is an absolute gem in Key West. Its tucked away one short block from the action, but far enough that you feel like you are at a quiet resort and can actually get some sleep! The staff are all incredibly friendly, helpful, and genuinely want to make your stay better. We were upgraded to one of the cottages and WOW! Gorgeous space, super clean, comfy beds, kitchen has what you need to make a few small meals if you like. 4 small pools on the property offer lots of space and privacy, you never feel crowded here. The grounds are meticulously maintained, it feels like a hidden paradise. Also, a great bonus is the little morning "cafe" - fresh coffee, bagels, french toast, waffles, toast, yogurt and fruit, made to order and brought to you by the pool. Didnt expect that and it was such a nice addition to the stay. The only area of improvement is the wifi - it connects but its not strong enough to use - I had to use my hotspot to do any work. Not the biggest deal, but could be better. Overall, would highly recommend to anyone heading to key west, and we will definitely be coming back!
Simonton Court is an absolute gem in Key West. Its tucked away one short block from the action, but far enough that you feel like you are at a quiet resort and can actually get some sleep! The staff are all incredibly friendly, helpful, and genuinely want to make your stay better. We were upgraded to one of the cottages and WOW! Gorgeous space, super clean, comfy beds, kitchen has what you need to make a few small meals if you like. 4 small pools on the property offer lots of space and privacy, you never feel crowded here. The grounds are meticulously maintained, it feels like a hidden paradise. Also, a great bonus is the little morning "cafe" - fresh coffee, bagels, french toast, waffles, toast, yogurt and fruit, made to order and brought to you by the pool. Didnt expect that and it was such a nice addition to the stay. The only area of improvement is the wifi - it connects but its not strong enough to use - I had to use my hotspot to do any work. Not the biggest deal, but could be better. Overall, would highly recommend to anyone heading to key west, and we will definitely be coming back!
10
Jason
Jan 10, 2025
·
Stayed 4 nights
The property is in a centralized location for everything that we wanted to do. We did not require a rental car. Duval Street is only a block away. The staff was great...very polite, helpful, and made you feel important. Would definitely stay there again.
The property is in a centralized location for everything that we wanted to do. We did not require a rental car. Duval Street is only a block away. The staff was great...very polite, helpful, and made you feel important. Would definitely stay there again.
10
JOY
Oct 28, 2024
·
Stayed 1 night
Location is great. Beautiful oasis. Excellent Staff.
Location is great. Beautiful oasis. Excellent Staff.
10
Kenneth
May 28, 2024
·
Stayed 6 nights
Gardens and multiple pools are so special It is a little oasis one block from Duval Peaceful and accommodating staff We keep coming back
Gardens and multiple pools are so special It is a little oasis one block from Duval Peaceful and accommodating staff We keep coming back
10
Meryl
Apr 12, 2023
·
Stayed 3 nights
Simonton Court is an oasis in the middle of the heart of Key West. It’s in walking distance to so many restaurants and shopping spots, but is also peaceful and serene with its own courtyard/backyard with pools and beautiful scenery. The staff is as accommodating as can be, and they really value the needs and desires of their guests. The house itself is a mixture of quant, beachy, and rustic. Definitely a pleasant experience, and I’m sure we will return.
Simonton Court is an oasis in the middle of the heart of Key West. It’s in walking distance to so many restaurants and shopping spots, but is also peaceful and serene with its own courtyard/backyard with pools and beautiful scenery. The staff is as accommodating as can be, and they really value the needs and desires of their guests. The house itself is a mixture of quant, beachy, and rustic. Definitely a pleasant experience, and I’m sure we will return.
10
Michael
Aug 29, 2025
·
Stayed 1 night
This is an elegant location for a relaxing stay in the center of Key West.
This is an elegant location for a relaxing stay in the center of Key West.
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AI-generated summary based on recent guest reviews
Dining
The included poolside breakfast is frequently praised for quality and convenience, though a few guests find the selection limited. Guests also mention a casual happy hour or pool bar as a pleasant extra.
Related guest reviews
10
Margaret
Dec 27, 2023
·
Stayed 3 nights
A beautiful property and gardens one block from Duvall Street. The staff were extremely accommodating and super helpful. The breakfast was just perfect every day. We'll definitely be back!!
A beautiful property and gardens one block from Duvall Street. The staff were extremely accommodating and super helpful. The breakfast was just perfect every day. We'll definitely be back!!
10
Jennifer
Feb 19, 2025
·
Stayed 3 nights
We had the most amazing stay here! The property is beautiful with the prettiest garden and orchids. Our room was lovely, the toiletries are great, the bed is very comfortable, and breakfast is fantastic. We appreciated the local bagels and many options. The hotel makes it easy to rent bikes since they are on site. The best part of the hotel has to be the staff. Everyone was so friendly and helpful, especially Jonathan! He is the exact person you want as the face of your hotel. We look forward to another visit!
We had the most amazing stay here! The property is beautiful with the prettiest garden and orchids. Our room was lovely, the toiletries are great, the bed is very comfortable, and breakfast is fantastic. We appreciated the local bagels and many options. The hotel makes it easy to rent bikes since they are on site. The best part of the hotel has to be the staff. Everyone was so friendly and helpful, especially Jonathan! He is the exact person you want as the face of your hotel. We look forward to another visit!
10
Anne
Sep 21, 2023
·
Stayed 1 night
Fabulous place to stay. The staff are terrific and the breakfast is top notch. Best continental breakfast I’ve had,,,, The history is also a cool story We will stay again
Fabulous place to stay. The staff are terrific and the breakfast is top notch. Best continental breakfast I’ve had,,,, The history is also a cool story We will stay again
10
Madison
Aug 25, 2025
·
Stayed 1 night
Amazing property, breakfast is included and there are 4 glistening pools to choose from. We got a great rate for the room and they didnt charge us a penny more (no extra taxes or fees!) The room was clean and cozy, and the staff was kind and accommodating. The only con is that parking is limited, do if you have a vehicle you may need to park offsite. Other than that, I'd give this place 10 stars if i could!
Amazing property, breakfast is included and there are 4 glistening pools to choose from. We got a great rate for the room and they didnt charge us a penny more (no extra taxes or fees!) The room was clean and cozy, and the staff was kind and accommodating. The only con is that parking is limited, do if you have a vehicle you may need to park offsite. Other than that, I'd give this place 10 stars if i could!
10
Amy
Aug 3, 2025
·
Stayed 3 nights
This is a gorgeous historic place in Old Town. The staff was super—helpful, accommodating, professional and friendly. The included breakfast was ample and fresh. The grounds and rooms are lovely lush and charming—four beautiful pools and great A/C. Call ahead to reserve your parking if needed. We would definitely stay here, again.
This is a gorgeous historic place in Old Town. The staff was super—helpful, accommodating, professional and friendly. The included breakfast was ample and fresh. The grounds and rooms are lovely lush and charming—four beautiful pools and great A/C. Call ahead to reserve your parking if needed. We would definitely stay here, again.
8
Brian N.
Jan 3, 2024
·
Stayed 7 nights
We honestly expected more from the breakfast in the morning. The pools on the property were amazing.
We honestly expected more from the breakfast in the morning. The pools on the property were amazing.
10
David
Dec 5, 2024
·
Stayed 3 nights
Great place and location! Breakfast was more than the advertised continental, it was home cooked but limited, it was great!
Great place and location! Breakfast was more than the advertised continental, it was home cooked but limited, it was great!
10
KATHRYN
Apr 20, 2025
·
Stayed 1 night
Laura at front desk is a jewel! Property is lush, tropical but well manicured. The man at Happy Hour great personality and good drinks. Love our pool side room. The location just off the wall and down the street from Schooner wharf is very convenient. Bed and room is also very nice and breakfast just great!
Laura at front desk is a jewel! Property is lush, tropical but well manicured. The man at Happy Hour great personality and good drinks. Love our pool side room. The location just off the wall and down the street from Schooner wharf is very convenient. Bed and room is also very nice and breakfast just great!
10
Sandi
Jun 2, 2024
·
Stayed 3 nights
Amazing, awesome, spectacular and perfectly perfect best describes our stay at Simonton Court!!!!! Comfortable and beautiful accommodations and property. Customer Service was outstanding, felt like we were family from the moment we arrived. Breakfast by the pool and Happy Hour was an added bonus!
Amazing, awesome, spectacular and perfectly perfect best describes our stay at Simonton Court!!!!! Comfortable and beautiful accommodations and property. Customer Service was outstanding, felt like we were family from the moment we arrived. Breakfast by the pool and Happy Hour was an added bonus!
10
Bonnie
Jun 17, 2025
·
Stayed 3 nights
Great pool. Daily Continental breakfast and happy hour. Rooms are all unique. Very comfortable bed, very quiet. We had a third floor room with a roof deck. It's stairs but we are only here for three nights so not bad. Pictures from deck and room
Great pool. Daily Continental breakfast and happy hour. Rooms are all unique. Very comfortable bed, very quiet. We had a third floor room with a roof deck. It's stairs but we are only here for three nights so not bad. Pictures from deck and room
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AI-generated summary based on recent guest reviews
10
Alexandre
2 weeks ago
·
Stayed 1 night
Great location, pools, landscaping.
Great location, pools, landscaping.
8
Tara
Sep 1, 2026
·
Stayed 3 nights
Nice. The pools were great. A bit smaller and more contained than I imagined, but ultimately, good!
Nice. The pools were great. A bit smaller and more contained than I imagined, but ultimately, good!
10
Beckie
Aug 19, 2026
·
Stayed 7 nights
Everything is amazing. Love this hotel
Everything is amazing. Love this hotel
10
Gilbert
Jul 21, 2026
·
Stayed 1 night
Place is amazing. Upgraded to a two bedroom cottage suite. Highly recommend this place. Stay here if you can.
Place is amazing. Upgraded to a two bedroom cottage suite. Highly recommend this place. Stay here if you can.
8
Molly
Jul 6, 2026
·
Stayed 4 nights
Very friendly staff. Convenient location to all the sites without the noise. Note that some rooms are on the top floor of the mansion and as far as we could tell there is no elevator. Breakfast is varied but there are no hot items.
Very friendly staff. Convenient location to all the sites without the noise. Note that some rooms are on the top floor of the mansion and as far as we could tell there is no elevator. Breakfast is varied but there are no hot items.
Property Policies
Check-in instructions
Everything you need to know for a smooth check-in.
Check-in
Check-out
From 15:00 to 03:00
Before 11:00
Good to know
Additional policies and info about this property.
FAQs about Simonton Court Historic Inn & Cottages
Is parking available at the property?
Yes, self-parking is available on-site for a fee of USD 30.00 per night, which includes in/out privileges.
What type of breakfast is offered and what are the serving hours?
A delicious breakfast is available on the premises, though specific serving hours are not detailed.
What are the check-in and check-out times?
Check-in starts at 15:00 and ends at 03:00. Check-out is required by 11:00. Early or late check-in/check-out may be arranged by contacting the property in advance.
What is the location of the property in relation to key landmarks?
The inn is located in the Key West Historic District, near the beach and notable landmarks such as the Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park. It is also close to natural attractions like Florida Keys Beaches and South Beach.
Does the property have a swimming pool?
Yes, there is a seasonal outdoor swimming pool available for guests.
What are the policies for guests staying with children?
Children 18 years old and younger are not permitted at the property.
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Instant AI responses are based on hotel information
Prices for upcoming dates
October 2026
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November 2026
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Cheaper
Pricier
Average nightly price across deals, with taxes & fees.
Prices in USD for 2 guests, updated daily.
- 2026-10-16: NO DATA
- 2026-10-17: NO DATA
- 2026-10-18: 271.93925927734375USD
- 2026-10-19: 275.5185276489258USD
- 2026-10-20: NO DATA
- 2026-10-21: NO DATA
- 2026-10-22: NO DATA
- 2026-10-23: NO DATA
- 2026-10-24: NO DATA
- 2026-10-25: 174.2029348754883USD
- 2026-10-26: 177.1311558837891USD
- 2026-10-27: 175.20389447021486USD
- 2026-10-28: 174.2029348754883USD
- 2026-10-29: 174.19916168212893USD
- 2026-10-30: 284.94778930664063USD
- 2026-10-31: 278.8880236206055USD
- 2026-11-01: 268.72777435302737USD
- 2026-11-02: 262.8274603881836USD
- 2026-11-03: NO DATA
- 2026-11-04: 802.8276335449219USD
- 2026-11-05: NO DATA
- 2026-11-06: NO DATA
- 2026-11-07: NO DATA
- 2026-11-08: NO DATA
- 2026-11-09: 421.4688540039063USD
- 2026-11-10: 381.0241658935547USD
- 2026-11-11: NO DATA
- 2026-11-12: NO DATA
- 2026-11-13: 538.5748836669923USD
- 2026-11-14: 538.5748836669923USD
- 2026-11-15: 504.07445007324225USD
- 2026-11-16: 415.3886616210938USD
- 2026-11-17: 421.4688540039063USD
- 2026-11-18: 358.75639086914066USD
- 2026-11-19: 504.07445007324225USD
- 2026-11-20: NO DATA
- 2026-11-21: NO DATA
- 2026-11-22: 421.3393305664063USD
- 2026-11-23: 422.63459924316413USD
- 2026-11-24: 424.0701964111328USD
- 2026-11-25: 358.21668701171876USD
- 2026-11-26: 474.4128625488282USD
- 2026-11-27: NO DATA
- 2026-11-28: 474.4128625488282USD
- 2026-11-29: 353.21487329101564USD
- 2026-11-30: 351.41413391113286USD
- 2026-12-01: 425.36543078613283USD
- 2026-12-02: 422.3215614013672USD
- 2026-12-03: 422.3215614013672USD
- 2026-12-04: 507.2262670898438USD
- 2026-12-05: NO DATA
- 2026-12-06: 442.71121228027346USD
- 2026-12-07: 422.3215614013672USD
- 2026-12-08: 351.36384753417974USD
- 2026-12-09: 358.21668701171876USD
- 2026-12-10: 359.0154377441407USD
- 2026-12-11: 475.50304101562506USD
- 2026-12-12: 464.6012220458985USD
- 2026-12-13: 426.58516699218757USD
- 2026-12-14: 358.21668701171876USD
- 2026-12-15: 359.0154377441407USD
- 2026-12-16: 422.63459924316413USD
Check-in time starts at15:00Check-in time ends at03:00Check-out time ends at11:00
Check-in must be done by someone who is at least 21 years old.
Age Requirements
Minimum age to check in is 21 years old
Pets
Pets not allowed;
Front Desk Services
To make arrangements for check-in please contact the property ahead of time using the information on the booking confirmation. If you are planning to arrive after 11:30 PM please contact the property in advance using the information on the booking confirmation. Guests must contact the property in advance for check-in instructions. Front desk staff will greet guests on arrival at the property. If driving, please contact this property in advance for more information (e.g., directions). Information provided by the property may be translated using automated translation tools.
Identification
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges;
Children And Extra Bed Policy
Extra-person charges may apply and vary depending on property policy; Children 18 years old and younger are not permitted at this property;
Dining
A complimentary continental breakfast is served daily from 8:30 AM to 10:30 AM.
Mandatory Fees And Taxes
You'll be asked to pay the following charges at the property. Fees may include applicable taxes:
- Deposit: USD 00.01 per stay
Popular amenities
Parking
Swimming pool
Non-Smoking Rooms
Dry Cleaning
Housekeeping
Safe-Deposit Box
Activities
Swimming pool
Garden
Golf Course (nearby)
Scuba Diving
Cycling
Fishing
Canoeing
Pool Outdoor
Bicycle Tour Information
Outdoor Furniture
Pool (Seasonal Outdoor)
Terrace
Parking
Parking
Parking Onsite
Services
Dry Cleaning
Housekeeping
Safe-Deposit Box
Bicycle Rental
Luggage Storage
Self Laundry
24-Hour Front Desk
Concierge Services
General
Non-Smoking Rooms
Vending Machines
Adults Only
Beach Sun Loungers
Internet
Free Wi-Fi