Winslow's Bungalows - Key West Historic Inns
Top rated by guests





8.5Excellent
(1,247 Ratings)
"It was a quick walk to everywhere."
Verified guestDon't miss out! Price and availability may change
2 guests · 1 bedroom · 1 bath
Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental
Located in Key West, Florida, Winslow's Bungalows features 3 swimming pools, free WiFi access, and complimentary continental breakfast. The Southernmost Point is just 0.6 mi away, and Duval Street is 2461 feet from the inn.
Concierge services
Cleaning & other feesWe include all stay related fees in the Cleaning Fee line, which may include cleaning, property manager, resort, tourism and other stay related fees. All Booking.com properties are professionally cleaned after each stay.
Booking feeNo booking fees, easy credit card payments.
Service feeThis helps Booking.com provide a safer and more secure booking experience.
TaxesTaxes on accommodation such as Occupancy Tax, VAT, or GST. May also include tourism fees.
Customer support is handled by our partner Booking.com
$$$$
Top rated by guests
8.5Excellent
(1,247 Ratings)
"It was a quick walk to everywhere."
Verified guestDon't miss out! Price and availability may change
Ratings and reviews
7.0 / 10.0
Location & ambience
Cleanliness
Room size
Bathroom size
Bar opening times
Poor security
2.0 / 10.0
The pool and bar areas were nice. Room was a good size. Easy enough walk to attractions.
Room 57 was on Truman and was incredibly loud. Sheets were stained. Stains on bathroom wall. Minimal lighting.
9.0 / 10.0
Easy, short and inexpensive taxi ride from the airport, continental breakfast was very good with many and varied choices- fruits, yogurt, breads etc. The location was excellent- 3 blocks off of Duval St. in the heart of the Old Town. The room was very clean and comfortable and had a private patio. Beautiful weather in early February!
No complaints at all...everything was fine.
9.0 / 10.0
We liked the private patio at the entrance, larger room size, heated pools, the location a few streets off of Duval and close to the Southern Most Point and butterfly habitat, and the included breakfast. The historic bungalow look is quite charming. Like everything in Key West, the drinks at the bar are pricey but well made. The staff we interacted with were mostly cheerful and well versed on hospitality.
The floor of the bungalow was 'soft' in several places and one area tilted the nightstand when stepped on. Our room was just off the kitchen and the staff was loud in the morning. We walked to all of our points of interest. The location is not near to Mallory Square and those surrounding bars and restaurants.
8.0 / 10.0
Great location. Pretty clean. Comfortable beds.
Some rooms are smelly and our friends had to change it due to strong mold and chemical smell.
9.0 / 10.0
Location is perfect-- hidden but still downtown. Quiet and only two blocks from the center of the excitement! VERY friendly staff! Great breakfast included. Quite clean overall!
Wiped down bathroom floor upon arrival and found lots of hair. The bed isn't comfortable. I couldn't have stayed another night even though I loved the place. No extra pillows available and the down pillows did nothing for support.
1.0 / 10.0
The Location is good
Pricewise it’s a total rip off. The bathrooms are small, outdated and not very clean. For over 800 Dollars a night you think a bottle of water would be free until you see the 5 dollar a bottle sticker on it. The so called breakfast buffet is a joke I have traveled all over the world but this hotel seems like the worst deal ever for what you are getting. Furniture falling apart and the TV is super old.
10.0 / 10.0
It was a quick walk to everywhere.
4.0 / 10.0
Room #68 is dark and the bathroom sink is ridiculously small.
1.0 / 10.0
The settings are nice
The room had a strong smell of damp with a hint of urine, the property is in need of some repairs, we checked in went to our room, talked about how unhappy we both were, went for a walk and checked out, we dint stay in the room, our cases and clothing smelt of the horrible smell from the room, I would recommend this property to anyone, very disappointed with the way this has been dealt with, it is making me consider weather I should use booking. Com for any of my future bookings
10.0 / 10.0
It was a lovely place and great location.
3.0 / 10.0
Good location
Smelly rooms, dirty bathrooms, very bad quality and overused sheets and uncomfortable beds.
7.0 / 10.0
Room was nice
Pool areas were small. Parking our rental cart was expensive.
10.0 / 10.0
The property itself is beautiful and the privacy that the rooms offer is appreciated. The staff were all so helpful and kind. The location was perfect, within walking distance of the action on Duval St and some great restaurants.
Nothing, it was the perfect stay for us.
10.0 / 10.0
Fresh fruit win- win! Great general location.
For me and our group the consensus is that the stay was above expectations. There were no dislikes.
9.0 / 10.0
The staff was wonderful and the grounds were beautiful.
The proximity to all of the popular spots was perfect for us. We mostly walked everywhere but were able to take a very quick uber when we became too tired to walk.
The breakfast leaves something to be desired but that was advertised.
If you have loud neighbors, you will hear everything but that didn't bother us much since we were not in the room very often.
8.0 / 10.0
Great location, different style of accommodation. Free breakfast was a bonus
No free water in the room, not allowed to smoke anywhere on the property.
10.0 / 10.0
Fantastic loved everything
There was nothing not to like it was perfect
10.0 / 10.0
This is a beautiful hotel and grounds. The staff were wonderful and friendly; this was apparent from the moment we walked in. We were able to check in early, which was expected, but a nice surprise. We checked into our beautiful cozy room. Yes, on the smaller side, but all we needed was a bed and bathroom. It was clean, bright and had everything we needed (including a mini fridge). The private porch area was awesome and comfy. We ventured over to the pool and bar area. Absolute serene pool areas, lush with green and well-maintained areas. The bar was cute, had a couple bites to eat, and full bar. Bartender was great, lots of recommendations for the area. Breakfast was great, coffee was hot and plenty of options to start your day. There was an additional menu of more hearty options, but we thought what was out was ample. Spent one morning in the pool - water was warm and clean. This place is 2-3 blocks of Duval Street, but then pretty much in the middle. Took us 20 minutes to get to either side of Duval (Southernmost point or Mallory Square). Lots of walking, but that was perfect. Overall, I can't say enough good things about this place - highly recommend. I would stay here again in a hear beat.
Pools are smaller, so I could see they could get pretty crowed if everyone was at them. That wasn't the case though - never more than 2-4 people at the pool at once. We only saw two pools, I think there were 3 - so at least there are options. This is not a reason not to stay here.
10.0 / 10.0
It was beautiful and very nice place!
8.0 / 10.0
We stayed in the Annex with a large group of friends and it felt like we were the only ones staying at the hotel. The hotel was clean and nice especially for Key West. The property is well maintained. I’m not sure I would call it a luxury hotel but it was a great place to stay. Multiple pools, live relaxing music by the pool bar, bikes available to rent at the front desk. Location is awesome. Steps from Duval St. and multiple restaurants and bars you can get to quickly with uber or bikes. Places to park your bikes all around key west and the bike rental comes with locks. So easy to use. It’s a whole vibe. Don’t miss the bikes. No reception after 11pm which I don’t like but they text you with instructions to text them with anything you would need.
No reception after 11pm. The pool at the annex felt a little dated but it was fine.
10.0 / 10.0
Secluded tropical oasis in the middle of key west.
Nothing
9.0 / 10.0
Good location, very friendly & helpful staff.
Limited but perfectly adequate breakfast.
Nothing
10.0 / 10.0
The room was very comfortable and the grounds were exceptionally well kept.
Nothing negative
10.0 / 10.0
Liked the setting and location. Small but cozy rooms. Nice shower for two! Cute outside rooms, nice pools. Would stay here again.
Maybe extended pool hours or bar service.
9.0 / 10.0
Very beautiful and impressive grounds that are immaculately kept. Several pools to enjoy and convenient parking options if you have a car. The property is well located and is very convenient to Duval Street and several nearby restaurants but the property is far enough away that is quiet and peaceful. We enjoyed that we could walk anywhere we wanted. The room was clean and comfortable and looked just like the photos online. We also loved the comfy robes in the room. I wore mine daily during my stay.
Breakfast was an added value. We only went once, but appreciated having the option on site.
While the room is comfy and clean and housekeeping will happily service your room daily, it is small. There's no closet or countertops. We made it work though. We were disappointed the television wasn't a smart TV and that there's no microwave in the room. Also, the bathtub/shower is a little hard to get in and out of.
10.0 / 10.0
The room and grounds were very clean and welcoming. Staff were amazing along with the breakfast, bar and pools. Would 100 percent return.
Two morning we wanted to order eggs but there was no chef and the hotel bars closes too early.
6.0 / 10.0
The location was great. Bed was comfortable.
Room cleaning was substandard.
Room was small. Bathroom also small.
Gap in entrance door leading to more disturbance from other guests coming and going. Also was woken up 3 times at 5am with clanging and banging. Not sure whether this was cleaning staff or setting up for breakfast.
9.0 / 10.0
There wasn’t anything I did not like
Walking up to the 2nd floor
8.0 / 10.0
Location was perfect close to everything and a beautiful spot.
Room has an AC window unit and the bathroom was not air conditioned.
10.0 / 10.0
Honestly this was a perfect stay from beginning to end. The place itself looks beautiful, the bungalows, pools and grounds are immaculate (impossible to take a bad photo!), the room was a great size and really nicely decorated, the breakfasts were lovely (maybe give the cheesy grits a miss) and the welcome cocktail was a great touch. Considering how close it is to Duval St. there was no external noise. It was trés chic, like moi :)
Trying really hard to think of one thing, and I guess I’d say $30 a day for parking feels a little punitive. But I understand space is at a premium in Key West
10.0 / 10.0
We loved how it was walking distance for everything on the ave. It had beautiful scenery and the bungalow was nice and cozy. We would definitely recommend staying here and will be staying again!
The parking lot was very limited and got very busy throughout the stay, parking was also on the expensive side.
5.0 / 10.0
Grounds were peaceful
The room was not up to standard for a suite. There was visible damage and wearing on furniture that was not tended to, additionally the staff were rude and short with guest interactions
9.0 / 10.0
Breakfast was good but it was mainly carbohydrates. I was hoping for more choices of warm eggs. Coffee was excellent.
Room had no tables to use a laptop or computer. Bugs were present but may be unavoidable due to the extremely hot and humid climate.
7.0 / 10.0
The location is brilliant. The room itself was nice, albeit very small. It’s dog friendly. We had a good sleep
The AC wasn’t very powerful meaning it was incredibly hot inside the room during the day
There were many staff around to help when needed
The breakfast was mostly eaten when we got there about 8.45am
The $50 per night pet fee was not disclosed until after we booked
9.0 / 10.0
Loved the pools
Bar only open until 7
10.0 / 10.0
It was peaceful and absolutely beautiful! The best place in the keys to stay!
Nothing!
9.0 / 10.0
Excellent location, incredible staff and very good facilities at the hotel.
Just the bed was not so comfortable.
10.0 / 10.0
From the welcome in reception to the wonderful bungalow to Kirk who ran the bar and the guests around the bar everything was wonderful. Location two blocks from Duval Street so easy to walk to bars and restaurants and sights such as Hemingway’s.
There was nothing to not like
FAQs
Is parking included with this inn?
Parking is not specified as an available amenity at Winslow's Bungalows - Key West Historic Inns. For more information, we encourage you to contact the property about where to park.
Is there a pool at this inn?
We didn’t find pool listed as an amenity for this inn. It may be worth double checking if a pool is important for your stay.
Is Winslow's Bungalows - Key West Historic Inns pet friendly?
Unfortunately, this inn is not pet-friendly. Try searching again and filter for "Pets Allowed"
What amenities are available at Winslow's Bungalows - Key West Historic Inns?
We found 1 amenities for this rental. This includes , and concierge services.
