We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Kimpton Winslow's Bungalows

725 Truman Ave, Key West, FL 33040-6423
2 people are viewing this hotel
Hotel direct offer!Get an Extra Night on Us
Lock in the lowest price from these sites
Prices are the average nightly price provided by our partners and may not include all taxes and fees. Taxes and fees that are shown are estimates only. Please see our partners for more details.
Traveler (432)
Panoramas (7)
Videos (3)
Certificate of Excellence


#38 of 51 hotels in Key West
Certificate of Excellence
Historic architecture with updated, modern rooms and amenities are what you will enjoy at our Chelsea House Hotel located two blocks from Duval Street, making for a leisurely walk to Key West restaurants, nightlife, and attractions. Our stylish, boutique hotel has 48 guest rooms located within three former historic estate properties, two in the Victorian, Queen Anne architectural style; the Peter H. Hanlon house, built in 1905, and the George L. Lowe house erected in 1891. They stand on an acre of tropical gardens which includes a large, heated pool and many comfortable lounging areas. A third former estate property, the Maloney House, was built in 1884. Whether you seek sun, solitude, or a gathering spot for friends, Chelsea House Hotel offers a perfect spot for your next Key West vacation. Continental breakfast is included with all guest stays. Guest parking is available on-site. Historic architecture & modern rooms. Free continental breakfast. Free internet. Upscale eco-friendly bathroom amenities. Large pool. Boutique hotel. Walk to Duval Street and the waterfront. Located in the heart of Old Town, Key West. Charming and romantic, where modern style & comfort meets relaxed Key West vibe at the Chelsea House Hotel. Self parking onsite for 10 USD/day.
Read more
Property amenities
Paid private parking on-site
Free High Speed Internet (WiFi)
Free breakfast
Baggage storage
Pool / beach towels
Outdoor pool
Breakfast buffet
Non-smoking hotel
Sun terrace
Show more
Room features
Air conditioning
Private balcony
Flatscreen TV
Bath / shower
Room types
Non-smoking rooms
Good to know
Residential Neighborhood
Historic Hotel
Languages Spoken
English, Russian, Spanish, Chinese
Hotel links
Special Offer:Get an Extra Night on Us
1,009Reviews21Q+A100Room tips
Traveler rating
  • 366
  • 361
  • 141
  • 98
  • 43
Time of year
Traveler type
  • More
Selected filters
  • Filter
  • English
Popular mentions
With all the problems going on with this virus. After 9 weeks of radiation we wanted a relaxing vacation starting in Miami beach, key west, and Walt Disney World. I also had my lung removed with lung cancer. We were advised by my Dr. that I could be put at risk. We paid $769.00. I called the Chelsea House and was told by Eddie that when I booked on-line it was non refundable. After tell Eddie that all the other hotels were refunding my $$$ he said that this was not Orlando very rude. He also stated that he would have the property manager call which no one has responded. Again disappointed with the way that the Chelsea House has handle this situation. And I would not recommend this hotel. Canceled with over 1 months notice.
Read more
We had a lovely stay at the Key Lime Inn last summer. The property is very quaint but adorable. They have a pool and are within walking distance to just about everything you'd want to do in Key West. Our room was one of the ones overlooking the pool which can be a little noisy if there are loud guests using it. They also have freestanding cottage rooms as upgrades which I did not stay in but are SO CUTE! Overall, great place to stay in Key West. Looking forward to returning soon!
Read more
This is the perfect property if you are looking for a low-key relaxing atmosphere not too far off the beaten path from Duval St. Our room was updated nicely, clean, comfortable & functional. **Warning on bed size: We booked a King and received a Queen. Front desk & maintenance staff were all in the office when I went to inquire. They all looked at me like deer in headlights as the front desk confirmed it was a King bed we had. I went back to the room to measure, not that I needed to but I did prove it was a Queen. The front desk moved us to a bigger room which was nice but the bed was still a Queen. My husband and I require a King to sleep well so this put a damper on things. We would have never selected this hotel knowing they only have Queens.
Read more
They have 84 rooms and of that they said only 4 have 2 beds in it. Do not book here it is a scam. The employees here are rude and disrespectful. Complete scam artists. Pati and Eddie don’t care and will not be accommodating.
Read more
Just returned from a 5 night stay at the Chelsea house. Stayed at several bed and breakfasts and hotels in Key West over the years. This was one of the more pleasant stays. The property has about 100 rooms and 3 pools but never felt busy at all. Pools always had extra loungers available. Check in was a breeze even though we accidentally booked for 4 nights instead of 5. Hubert at the front desk quickly corrected this and made sure we had the same room the whole stay. He walked us to our room and gave a quick tour of the property. He even checked in with us during the stay to see if we needed anything. The staff (front desk to room keepers to everyone in between) was so friendly and greeted us every time we passed them. The room was on the smaller side but this is expected in Key West. The room had a bed, dresser, desk, clothes rack, mini fridge, and full bathroom. The property was mostly complete from the renovation but they are still putting the finish touches on the breakfast area and bar. Our room was near the main pool and office so it did get noisy in the morning but I was already up anyways. We had a gated in patio where we spent the mornings with the small breakfast and coffee. Short couple minute walk to Duval St and all the action over there. It was nice to escape the chaos of Duval St when we came back to relax and unwind. I would recommend and will be back for my next Key West stay. Also, don’t forget to say hi to Gary Cooper the local cat of the property.
Read more
$194 - $511 (Based on Average Rates for a Standard Room)
chelsea house pool & gardens hotel key west, chelsea house pool and gardens
United StatesFloridaFlorida KeysKey West
Is This Your Tripadvisor Listing?

Own or manage this property? Claim your listing for free to respond to reviews, update your profile and much more.

Claim Your Listing
Frequently Asked Questions about Kimpton Winslow's Bungalows
Which popular attractions are close to Kimpton Winslow's Bungalows?
Nearby attractions include The Ernest Hemingway Home and Museum (0.3 miles), Alan S. Maltz Gallery (0.3 miles), and Saint Mary Star of the Sea (0.09 miles).
What are some of the property amenities at Kimpton Winslow's Bungalows?
Some of the more popular amenities offered include free wifi, free breakfast, and a pool.
Which room amenities are available at Kimpton Winslow's Bungalows?
Top room amenities include air conditioning, a flat screen TV, and a refrigerator.
What food & drink options are available at Kimpton Winslow's Bungalows?
Guests can enjoy free breakfast during their stay.
Is parking available at Kimpton Winslow's Bungalows?
Yes, paid private parking on-site is available to guests.
What are some restaurants close to Kimpton Winslow's Bungalows?
Conveniently located restaurants include La Grignote, Bliss Restaurant Key West, and Better Than Sex - A Dessert Restaurant Key West.
Are there opportunities to exercise at Kimpton Winslow's Bungalows?
Yes, guests have access to a pool during their stay.
Is Kimpton Winslow's Bungalows located near the city center?
Yes, it is 0.3 miles away from the center of Key West.
Which languages are spoken by the staff at Kimpton Winslow's Bungalows?
The staff speaks multiple languages, including English, Spanish, Russian, and Chinese.
Are there any historical sites close to Kimpton Winslow's Bungalows?
Many travelers enjoy visiting Harry S. Truman Little White House (0.7 miles), Curry Mansion (0.6 miles), and Key West Garden Club (0.8 miles).