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 (295)
  • Very good (43)
  • Average (32)
  • Poor (25)
  • Terrible (34)
Image of the Tripadvisor rating Great place to stay

Dec 16, 2024 Kathleen B

Great experience all the way around. Nice room, comfortable bed, lovely grounds, 3 pools, great location. The staff is friendly too. I would definitely stay here again. It’s walkable or bikeable to everything. We stayed in a king patio room and it was very spacious.
Image of the Tripadvisor rating An absolute gem!

Dec 13, 2024 OnAir45349199555 Coconut Creek, Florida

Beautiful grounds and very clean rooms. The staff was super friendly and accommodating. Perfect location for walking to just about anywhere. Also, one of the best continental breakfasts I’ve ever had. I will definitely be staying here on my next visit to Key West!
Image of the Tripadvisor rating Perfect for couples

Nov 28, 2024 blodgettk San Francisco, California

We couldn’t have been happier with our stay at Winslow’s Bungalows. The location is perfect, it’s an easy walk to Duval St but the hotel setting is peaceful and relaxing. The grounds on the property are beautiful and the staff is super friendly and helpful. Our bungalow was clean and comfortable and beautifully decorated. The continental breakfast… Read more
We couldn’t have been happier with our stay at Winslow’s Bungalows. The location is perfect, it’s an easy walk to Duval St but the hotel setting is peaceful and relaxing. The grounds on the property are beautiful and the staff is super friendly and helpful. Our bungalow was clean and comfortable and beautifully decorated. The continental breakfast each day was delicious and offered lots of choices, from fruit to pastries and overnight oats to grits. We will definitely stay here again on our next visit! Read less
Image of the Tripadvisor rating Convenient Key West Oasis

Nov 24, 2024 166meghanp Chicago, Illinois

Lovely Little oasis! The hotel is close enough to Duval and all the attractions but far enough to be a little oasis. It’s quiet and so relaxing. The bar and food were so good. I loved how quaint it was. It’s definitely perfect for couples. I didn’t see any kids there, but I don’t believe it’s adults only. It will definitely be a place we visit… Read more
Lovely Little oasis! The hotel is close enough to Duval and all the attractions but far enough to be a little oasis. It’s quiet and so relaxing. The bar and food were so good. I loved how quaint it was. It’s definitely perfect for couples. I didn’t see any kids there, but I don’t believe it’s adults only. It will definitely be a place we visit again! Read less
Image of the Tripadvisor rating 32nd Anniversary Celebration

Nov 20, 2024 FroMonster Carrollton, Georgia, United States

We really enjoyed our stay at Winslow's. The staff were all wonderful and always helpful. The continental breakfast is better than the majority of places we've stayed at. The grounds were amazing. The location is convenient to Duval Street and a variety of restaurants. We'll be returning to Winslow's for future stays in Key West.