Westwinds Inn Key West

Key West, United States View on map
8.6 Fabulous Based on 576 reviews
Editor's Pick

"Tropical vegetation surrounds two landscaped pools, one heated for cooler months. Some suites include kitchenettes and private balconies shaded by palm trees. Best for walking-tour travelers, less so for anyone needing 24-hour reception staff."

From US$ 330 US$ 290 per night
Save 12%
Check-in
8 Sept 2026
Check-out
9 Sept 2026
Guests
2 guests

Adults:

2

Children:

0
  • Free cancellation
    on many rooms
  • No booking fees
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Why guests choose Westwinds Inn

  • Two Pools
    Heated jet spa
  • Local Bakery Breakfast
    Doing Work Coffee
  • Bike Rentals
    Next-door service
  • Duval Street
    8-min walk
  • In-Room Massage
    Essera Spa visiting
  • Hemingway House
    10 blocks away

Overview

The 4-star Westwinds Inn Key West, located about a 25-minute stroll from South Beach, offers a swimming pool and Wi-Fi in public areas. Opened in 1880, the charming hotel welcomes guests in the Downtown Key West district, boasting a tropical position a few steps from the vintage parish "Saint Paul's Episcopal Church of Key West", which is an earthly imitation of the divine glory.

The Key West guest house lies just 0.6 miles from Simonton Street Beach and 0.5 miles from The Oldest House Historical Place Museum. The non-smoking Westwinds Inn is merely 5 minutes by foot from Fleming Street & Elizabeth Street bus stop and in close proximity to the Grinnell Caroline Street. Guests will also appreciate the vicinity of Garrison Bight, located approximately miles away. Guests can make memories with their children by visiting Key West Aquarium, which is around a 15-minute walk away. For those traveling from afar, Key West International airport is 10 minutes' drive away.

The Westwinds Inn Key West welcomes guests to 27 rooms fitted with ironing facilities and air conditioning as well as a flat-screen TV with satellite channels. Along with a separate toilet and a shower, the private bathrooms also include a hair dryer and towels.

The property serves a free breakfast to all guests. Westwinds Inn is only 850 feet from Azur Restaurant.

  • Check-in
    from 15:00 until 23:59
  • Check-out
    until 11:00
  • Hotel class
    4 stars
Westwinds Inn
Our tips

Should you book Westwinds Inn?

Perfect if you
  • Want to be within walking distance of the beach, local attractions, and activities in Old Town Key West.
  • Enjoy swimming in one of two outdoor pools or relaxing in the tropical gardens on site.
  • Need on-site laundry facilities and an extended continental breakfast included with your stay.
Maybe skip if you
  • Are traveling with a pet - no pets are allowed at this completely non-smoking inn.
Best for
  • A swimming pool and tropical gardens a short walk from Duval Street

Facilities of Westwinds

General
  • Non-smoking rooms
  • Wi-Fi
  • Concierge desk
  • No pets allowed
  • Vending machines
Dining
  • Cookware/ Kitchen utensils
  • Outdoor dining area
  • Picnic area/ Tables
Leisure & Sports
  • Heated swimming pool
  • Outdoor swimming pool
  • Garden area
  • BBQ facilities
  • Diving
  • Snorkelling
  • Fishing
Westwinds Guest Services
  • Housekeeping
  • Laundry
  • Tours/Ticket assistance
  • Happy hour
Room Amenities
  • Air conditioning
  • Sitting area
  • Patio
  • Garden furniture
  • Ironing facilities
  • Free toiletries
  • Flat-screen TV

Policies

Westwinds Inn 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

Frequently asked questions

Westwinds Inn is just a stone’s throw away from the city’s key locations and sites, including Fleming Street and Key West Cemetery.
The cost of a night's stay in Westwinds is $384.
Yes, Westwinds Inn Key West does offer continental breakfast free.
Westwinds Inn provides Wi Fi throughout the property.
Guests of Westwinds Inn Key West will reach the downtown within 20 minutes' walk.
Key West International is the closest airport and it is situated within 0.5 miles from Westwinds Inn.
Popular spots near Westwinds Inn Key West include Southernmost Point, Duval Street, Key West Aquarium, among others.
Restaurants near Westwinds include B.O.'s Fish Wagon and Old Town Bakery.
Westwinds Inn will accept Visa, Mastercard and American Express as well as other payment methods.
Westwinds Inn Key West offers an outdoor swimming pool and a garden.
Some rooms of Westwinds Inn welcome guests with the following facilities:
  • a sitting area
  • a balcony
  • a small refrigerator
  • smoke detectors
  • a separate toilet
.
Yes, smoking is allowed in designated smoking areas of Westwinds Inn Key West.

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Check-in
8 Sept 2026
Check-out
9 Sept 2026
Guests
2 guests

Adults:

2

Children:

0
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