Kimpton Winslow's Bungalows

Key West, Florida Keys

Virgin rating

The hotel

Set less than a mile from the Southernmost Point of the US, you’ll feel at home in these fresh, beautifully landscaped bungalows in the heard of Old Key West. This sliver of an island is far far away from your daily schedule, delivering relaxation, open air bars, and cute vintage shopping – all on the hotels doorstep. Spend your days snorkelling off the idyllic coast, or relaxing with a famous Rum Runner from the poolside Bungalow bar – it won’t take you long to get into the pace of island life at all!

Amenities

  • Bicycle Rental
  • Free Breakfast
  • Bar
  • Internet Access
  • Safety Deposit Box
  • Swimming Pool

Where is it

Located in Key West, Florida, 800 yards from Duval Street and 0.6 miles from the Southernmost Point. 

Hotel information

85 guestrooms, all with air conditioning, mini fridge, HDTV, bathroom amenities, safe, hairdryer, bath robe, yoga mat, and complimentary WiFi access. 

Essential Rooms have either 1 king-size bed, 1 queen-size bed, or 2 queen-size beds, sleeping maximum 4 people. 

Essential Balcony rooms feature a patio or balcony, with 1 king-size bed, sleeping maximum 2 adults.

Premium Rooms with Sofa bed feature 1 king-size bed, plus a sofa bed, sleeping maximum 3 adults.

Premium Rooms with Soaking tub feature a separate walk-in shower and bath tube, with 1 king-size bed plus a sofa bed, sleeping maximum 3 adults.  

Complimentary continental breakfast served daily. Bungalow Bar (outdoor pool bar with daily happy hour). Dogs and People food cart (serving light fare). 

3 outdoor swimming pools. Bicycle rental*. Discounted spa services available at Prana Spa*. 

Complimentary WiFi access. Concierge. Self-parking $20 plus tax per day (payable locally, fee subject to change).

There is an amenity fee of $35 plus tax per room per night (payable locally, fee subject to change). 

Fee includes:- Complimentary continental breakfast, coffee and tea service – Complimentary WiFi access – Boozy welcome arrival drink – Snorkel kit with mask and snorkel – Boating towels – Afternoon poolside refresher – Complimentary local and toll free phone calls – Pool access and pool towels – Access to Press Reader on your smart device featuring over 7,000 newspapers and magazines. Resort fee and inclusions are subject to change and availability. 

*Denotes local charge. 

Rating summary

  • Location Image of the Tripadvisor rating
  • Sleep Quality Image of the Tripadvisor rating
  • Rooms Image of the Tripadvisor rating
  • Service Image of the Tripadvisor rating
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  • Cleanliness Image of the Tripadvisor rating

Traveller rating

  • Excellent (244)
  • Very good (39)
  • Average (30)
  • Poor (20)
  • Terrible (25)
Image of the Tripadvisor rating Yoga at Winslow’s Bungalows

Nov 21, 2023 Alison V

Marci teaches a great stretch and strength yoga class on Tuesday mornings on the upper sundeck at Winslow’s Bungalows. Check it out! It’s a great way to start your day! This is a beautiful and quaint Key West Hotel.
Image of the Tripadvisor rating Stretch and Strength class at Kimpton Winslow’s Bungalows

Nov 14, 2023 Pioneer790019

This is my absolute favorite hotel in Key West. I did the stretch and strength class on Tuesday morning with Marci and she was amazing. Such a relaxing, beautiful, opening way to start the day. I will definitely be coming back and doing yoga with Marci again!
Image of the Tripadvisor rating Sleepless night

Nov 9, 2023 jacsmart2015 Selby, United Kingdom

The location is brilliant The room that we were given, no 66, an essential king room was very small and the en-suite was tiny. Nice decor but no drink making facilities. If you are wanting a good nights sleep DO NOT take this room. I have never experienced noise like it, not even in New York. The windows were plastic and might as well not have… Read more
The location is brilliant The room that we were given, no 66, an essential king room was very small and the en-suite was tiny. Nice decor but no drink making facilities. If you are wanting a good nights sleep DO NOT take this room. I have never experienced noise like it, not even in New York. The windows were plastic and might as well not have been there as we heard every car, plane, voice etc as though we were besides them. The breakfast was good, the choice included cereal, bagels, porridge, muffin, yogurt etc and plenty of coffee and fruit juice. We paid $401.35 for one night, which I feel was well overpriced for what we got. I also would NOT rate it four stars Read less
Image of the Tripadvisor rating Yoga with Maci

Nov 7, 2023 Dominick T

Marci was a wonderful instructor. We had a beautiful morning yoga session at Kimpton Winslow's Bungalows and it was the perfect start to our Honeymoon. Very understanding of our wants and needs and taught us so many new things to try at home. 10/10
Image of the Tripadvisor rating Incredible Spot

Oct 14, 2023 bigedrose Mesquite, Texas

Booked this spot blind on SW Vacations. Greeted by very friendly staff...gave us some great restaurant and activity suggestions. Room was perfect. No issues at all. Great location only a couple of blocks from Duvall Street. You can walk to almost anywhere in Old Towne Key West. OR there is a golf cart rental place one block away. Had a fantastic… Read more
Booked this spot blind on SW Vacations. Greeted by very friendly staff...gave us some great restaurant and activity suggestions. Room was perfect. No issues at all. Great location only a couple of blocks from Duvall Street. You can walk to almost anywhere in Old Towne Key West. OR there is a golf cart rental place one block away. Had a fantastic time!!! Read less