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

Traveller rating

  • Excellent (302)
  • Very good (43)
  • Average (32)
  • Poor (25)
  • Terrible (34)
Image of the Tripadvisor rating Amazing Place to Stay in KW

Jan 17, 2025 paul I Bradenton, Florida

I last stayed at this hotel 9 years ago when it was The Key Lime Inn. What a great improvement now that it's run by the KW Historic Inn group. The bungalows are lovely--bathroom clean and well stocked with amenities. The grounds and pools are well maintained. But above all else, the frontdesk staff is amazing. They communicated via text and… Read more
I last stayed at this hotel 9 years ago when it was The Key Lime Inn. What a great improvement now that it's run by the KW Historic Inn group. The bungalows are lovely--bathroom clean and well stocked with amenities. The grounds and pools are well maintained. But above all else, the frontdesk staff is amazing. They communicated via text and served my every need. I highly recommend this place for your next Key West stay--I'll be back next time I'm in town! Read less
Image of the Tripadvisor rating Lovely stay

Jan 16, 2025 lds592017 Milton Keynes, United Kingdom

Delightful property set in lovely grounds. Room spotless and very comfortable. Breakfast very tasty with music on Sunday morning. Heated pool was like being in a warm bath. Easy walking distance to all of the main sites. Sensible resort and parking fees.
Image of the Tripadvisor rating The Palm trees Cottages Great Beds and AC!

Jan 7, 2025 hubbardkennady College Station, Texas

A wonderful property, with super staff, Great beds and AC! It is hard to brag enough on the Ambience of the rooms and cottages! And it’s so quiet, yet centrally located. The rustling of the Palm trees, shading your room or patio, adds to the specialness. Excellent!
Image of the Tripadvisor rating Fantastic Stay

Jan 2, 2025 Mark H Naples, Florida

Outstanding Stay. The service was exemplary. Very friendly front desk and reception team. No worries with luggage as they whisked it away to your room. The room was a corner unit with a balcony, number 17 and it was spotless, roomy, bright and inviting. The bed was firm and comfortable. Nice bathroom and shower was huge. We traveled with our… Read more
Outstanding Stay. The service was exemplary. Very friendly front desk and reception team. No worries with luggage as they whisked it away to your room. The room was a corner unit with a balcony, number 17 and it was spotless, roomy, bright and inviting. The bed was firm and comfortable. Nice bathroom and shower was huge. We traveled with our service dog and he loved it, it’s a dog friendly establishment. The grounds are lovely and lush. It’s a collection of several buildings with various room types and some private bungalows cottages. They have a wonderful breakfast included every morning 8-10 am. Many choices, fruits , breads, eggs, grits, baked goods, juices, coffee and tea. The bar staff was very friendly and helpful. After you arrive you receive a coin token for 2 free drinks. They also serve lunch from 11-2 pm. Ample seating around the bar right next to one of two pools. It’s a great location 2 blocks from Duval and 15 minutes from the southernmost point, easy access and good restaurants nearby. Read less
Image of the Tripadvisor rating Lovely Oasis

Jan 2, 2025 Elizabeth C

Lovely large property which felt small. Location is perfect to walking to various places in Key West. Close to Duval but far enough away from the crowds. Quiet and spacious room. Check-in a breeze and Kya showed us directly to our room. Kirk the bartender was kind, cool, and made a mean Rum Punch. Property offers a great continental… Read more
Lovely large property which felt small. Location is perfect to walking to various places in Key West. Close to Duval but far enough away from the crowds. Quiet and spacious room. Check-in a breeze and Kya showed us directly to our room. Kirk the bartender was kind, cool, and made a mean Rum Punch. Property offers a great continental breakfast. Pools are on the small side but the property has three of them. Rooms spacious and ours had an outdoor patio. We will return one day. Read less