Editor's Pick

"Lush grounds connect these historic bungalows and mansions, which feature private patios and two pools with a bar. Daily breakfast includes eggs and fresh fruit. Made for island-hopping couples, less so for anyone relying on consistent housekeeping."

From US$ 187 US$ 168 per night
Save 10%
Check-in
19 Sept 2026
Check-out
20 Sept 2026
Guests
2 guests

Adults:

2

Children:

0
  • Free cancellation
    on many rooms
  • No booking fees
    Pay at the hotel
  • Secure booking
    Your data is safe
  • Best price guarantee
    Found a better price?

Why guests choose Chelsea House Hotel - Key West

  • Pet-Friendly
    No extra fees
  • Happy Hour
    Complimentary drinks
  • Snorkel Gear
    Free rental
  • Heated Pool
    Tropical gardens
  • Historic Buildings
    19th century
  • Hemingway Home
    Two blocks away

Overview

Chelsea House Hotel - Key West is located approximately 20 minutes by foot from C. B. Harvey Rest Beach Park and offers tour/ticket assistance for better sightseeing in Key West. Boasting a location within reach of The Ernest Hemingway Home and Museum, this 3-star inn includes 37 rooms and a swimming pool.

Located 0.2 miles from the historic Saint Mary Star of the Sea Church, the Key West hotel lies 1.1 miles from shopping venues such as the bustling plaza "Mallory Square". Covered in a grove, the Chelsea House Hotel Key West is within a few blocks of the arts theater "Red Barn Theatre". Guests will also appreciate the vicinity of Garrison Bight, located around a 20-minute walk away. The accommodation also takes you to The Oldest House Historical Place Museum, which is just 0.8 miles away. Truman Avenue & Simonton Street bus stop is situated about a 5-minute stroll from the Chelsea House Hotel.

The rooms at this Key West hotel include air conditioning, as well as media facilities like a flat-screen TV with satellite channels.

The property offers a daily continental breakfast. You may walk 5 minutes to Bobby's Monkey Bar or eat by Little Pearl, located merely 600 feet away.

  • Check-in
    from 15:00 until 23:59
  • Check-out
    until 11:00
  • Hotel class
    3 stars
Chelsea House Hotel - Key West
Our tips

Should you book Chelsea House Hotel - Key West?

Perfect if you
  • Need a hotel within walking distance of Duval Street and attractions like the Key West Aquarium - the property is a short drive from Duval Street and near several museums.
  • Prefer a hotel with a swimming pool - the Chelsea House Hotel features an on-site swimming pool.
  • Want a continental breakfast - the hotel offers a continental breakfast.
Maybe skip if you
  • Expect an on-site restaurant for dinner - the hotel has a bar but no restaurant, with dining options nearby.
Best for
  • Private bungalow upgrades for a more exclusive stay
  • Complimentary snorkeling gear available upon request

Facilities of Chelsea House Hotel -

General
  • Non-smoking property
  • Free internet access
  • Car park
  • Safe deposit box
  • Concierge desk
Dining
  • Continental breakfast
Room Amenities
  • Flat-screen TV

Policies

Chelsea House Hotel - Key West applies these conditions to all bookings.
Check-in / Check-out
Check-in
from 15:00 until 23:59
Check-out
until 11:00
Important info
  • Children and extra beds
  • There are no extra beds provided in a room.

Frequently asked questions

This 3-star Kimpton Winslow'S Bungalows is placed in the very heart of Key West, near The Ernest Hemingway Home and Museum.
To rent a room in Kimpton Winslow'S Bungalows you will need to spend about $664.
Kimpton Winslow'S Bungalows Key West provides Wi Fi in public areas.
Guests of Kimpton Winslow'S Bungalows will reach the downtown within 20 minutes' walk.
Key West International is the closest airport and it is situated within 0.5 miles from Kimpton Winslow'S Bungalows Key West.
Popular spots near Kimpton Winslow'S Bungalows include Key West Historic Seaport, Key West Lighthouse and Keeper's Quarters Museum, Nancy Forrester's Secret Garden, among others.
Restaurants near Kimpton Winslow'S Bungalows Key West include Little Pearl and Seven Fish.
Kimpton Winslow'S Bungalows offers free self parking, an outdoor swimming pool and a Jacuzzi.
Some rooms of Kimpton Winslow'S Bungalows welcome guests with such facilities as climate control, a personal safe and flat-screen television.
No, Kimpton Winslow'S Bungalows Key West does not allow smoking on the premises. Guests can smoke in designated smoking areas.

Thank you for your feedback

Thank you for subscribing

Close
Check-in
19 Sept 2026
Check-out
20 Sept 2026
Guests
2 guests

Adults:

2

Children:

0
Select the dates
to see the actual offers