Kimpton Winslow's Bungalows

Key West, Florida Keys

Virgin rating

2 Queen Essential Room
Bungalow Bar
Essential Room with Patio
1 King Premium with Sofa Bed
1 King Premium with Sofa Bed
2 Queen Essential Room
Bungalow Bar
Essential Room with Patio
1 King Premium with Sofa Bed
1 King Premium with Sofa Bed

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
  • Value Image of the Tripadvisor rating
  • Cleanliness Image of the Tripadvisor rating

Traveller rating

  • Excellent (271)
  • Very good (41)
  • Average (31)
  • Poor (23)
  • Terrible (34)
Image of the Tripadvisor rating Birthday stay at The Bungalows

Jul 23, 2024 E6136EGtracyd Brandon, Florida

Absolutely lovely property! I celebrated my birthday here and the entire team was wonderful especially Tequila. Super clean. 2 pools. Great bar. Delicious breakfast and wonderful location. Highly recommended for couples and families
Image of the Tripadvisor rating Perfect place to stay near downtown Key West!

Jul 22, 2024 kristinashleyut Georgetown, Texas

We loved staying at Winslow Bungalows! It was the perfect spot for us to stay in Key West. We came for a week and it's about a 10 minute drive to the airport and in the perfect spot to be able to walk most of the island. We could easily walk to Duval St and to Southernmost Point or even Mallory Square. It's in a great centralized location for all… Read more
We loved staying at Winslow Bungalows! It was the perfect spot for us to stay in Key West. We came for a week and it's about a 10 minute drive to the airport and in the perfect spot to be able to walk most of the island. We could easily walk to Duval St and to Southernmost Point or even Mallory Square. It's in a great centralized location for all the fun island activities. The property itself is beautiful. The greenery makes you feel secluded and like you're on a true tropical getaway. The resort feels quiet and private but you can step out on the street to the hustle of the night life in a second. There are two pools, one is heated I believe. We only swam in the larger one but they were nice and well-kept. They provided towels as well. You get a token for a free welcome drink for each guest staying on property. The rooms were very nice. Ours was small but it made great use of space which ended up being perfect for me and my husband. The in-room A/C also was very cool which we loved during the heat and humidity of the summer. The housekeeping staff did a wonderful job keeping the room and property clean at all times. I had read reviews in advance about the continental breakfast being lack-luster so I was nervous but we thought it was excellent! They had fresh juice, bagels, yogurt and oatmeal each morning. Rotating things as well like certain types of croissants, waffles, bagels, meats & cheeses. They also had a wellness shot available each morning along with a fresh specialty juice. You can also purchase a heartier, cooked, breakfast if needed (ex. bacon and eggs). We thought it was outstanding for a continental breakfast. They have a bar open at lunch and early afternoon that serves drinks and some lunch items too for purchase. Checking in and out was easy and the staff were all so kind and courteous at all times. They also work with local companies for bike rentals and they're only about a block away from Minty's which is a place you can rent motorized vehicles like scooters and golf carts. All in all, Winslow Bunglows made our stay truly wonderful and we would not hesitate to book with them or one of their sister properties again! Read less
Image of the Tripadvisor rating Lovely location, wonderful staff.

Jul 19, 2024 Kevin N

The location, rooms and especially the staff were top notch. It was one of our best family vacations. Between the bartender, the front desk staff and house cleaners everyone was not only incredibly pleasant but also on top of everything. I can't recommend this place enough.
Image of the Tripadvisor rating A lovely place in the heart of Key West

Jul 16, 2024 Pierre B

Really great experience, the hotel is ideally located for doing everything by walk once you’re there. It's a beautiful place all the bungalows are stunning, and the alleys too it's very quiet and has everything you need, swimming pools, parkings, and the breakfast is also excellent. And the big plus is the staff, everyone is so adorable! If you're… Read more
Really great experience, the hotel is ideally located for doing everything by walk once you’re there. It's a beautiful place all the bungalows are stunning, and the alleys too it's very quiet and has everything you need, swimming pools, parkings, and the breakfast is also excellent. And the big plus is the staff, everyone is so adorable! If you're coming to Key West, this is definitely the place to stay. Read less
Image of the Tripadvisor rating Perfect Honeymoon Getaway

Jul 10, 2024 logbuyer2013 Ellenboro, West Virginia

It was amazing! It was like we had the whole place ro ourselves! Peaceful and relaxing! The privacy was amazing! We could t have asked for a better stay on our honeymoon! We will be back!