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Westwinds Inn

3.5 star property

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Photo gallery for Westwinds Inn

King Suite | View from property
Lobby sitting area
Free daily continental breakfast
Premium Suite 1 Queen Bed - 2nd Floor, no elevator | Garden view
Deluxe King Patio | Free WiFi, bed sheets

Reviews

9.4 out of 10
Exceptional

Popular amenities

  • Free WiFi
  • Laundry
  • Housekeeping

Explore the area

View in a map
914 Eaton St, Key West, FL, 33040
  • Place, Key West Historic Seaport
    ‪4 min walk‬
  • Place, Duval Street
    ‪9 min walk‬
  • Place, Mallory Square
    ‪13 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪12 min drive‬

Room options

View all photos for Deluxe Room, 1 King Bed

Deluxe Room, 1 King Bed | Free WiFi, bed sheets

Deluxe Room, 1 King Bed

9.2 out of 10
Wonderful
(30 reviews)
  • Garden view
  • 250 sq ft
  • Sleeps 2
  • 1 King Bed

View all photos for Standard Room, 1 Queen Bed

Standard Room, 1 Queen Bed | Free WiFi, bed sheets

Standard Room, 1 Queen Bed

9.0 out of 10
Wonderful
(60 reviews)
  • Garden view
  • 200 sq ft
  • 1 bedroom
  • Sleeps 2
  • 1 Queen Bed

View all photos for Deluxe King Patio

Deluxe King Patio | Free WiFi, bed sheets

Deluxe King Patio

9.2 out of 10
Wonderful
(29 reviews)
  • Garden view
  • 250 sq ft
  • Sleeps 2
  • 1 King Bed

View all photos for Deluxe Queen

Deluxe Queen | Free WiFi, bed sheets

Deluxe Queen

8.8 out of 10
Excellent
(10 reviews)
  • Garden view
  • 200 sq ft
  • Sleeps 2
  • 1 Queen Bed

View all photos for Junior Suite, 1 King Bed

Junior Suite, 1 King Bed | View from room

Junior Suite, 1 King Bed

9.0 out of 10
Wonderful
(12 reviews)
  • Garden view
  • 300 sq ft
  • Sleeps 2
  • 1 King Bed

View all photos for Junior King, Sleeper Sofa, 2nd Floor - no elevator

Junior King, Sleeper Sofa, 2nd Floor - no elevator | Free WiFi, bed sheets

Junior King, Sleeper Sofa, 2nd Floor - no elevator

9.6 out of 10
Exceptional
(7 reviews)
  • Garden view
  • 325 sq ft
  • Sleeps 4
  • 1 King Bed and 1 Double Sofa Bed

View all photos for Premium Suite 1 Queen Bed - 2nd Floor, no elevator

Premium Suite 1 Queen Bed - 2nd Floor, no elevator | Free WiFi, bed sheets

Premium Suite 1 Queen Bed - 2nd Floor, no elevator

9.8 out of 10
Exceptional
(6 reviews)
  • Garden view
  • 400 sq ft
  • 1 bedroom
  • Sleeps 4
  • 1 Queen Bed and 1 Queen Sofa Bed

View all photos for King Suite

King Suite | Free WiFi, bed sheets

King Suite

10.0 out of 10
Exceptional
(5 reviews)
  • Garden view
  • 275 sq ft
  • 1 bedroom
  • Sleeps 4
  • 1 King Bed and 1 King Sofa Bed

View all photos for Suite

Suite | Free WiFi, bed sheets

Suite

9.2 out of 10
Wonderful
(5 reviews)
  • Garden view
  • Sleeps 2
  • 1 Queen Bed

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About the neighborhood

Key West

Westwinds Inn places you in Key West Historic District, within a leisurely stroll of popular sights such as Duval Street and Florida Keys Beaches. This 26-room, 3.5-star hotel welcomes guests with 2 outdoor pools, free breakfast, and free in-room WiFi.

What's nearby

  • Key West Naval Station - 4 min walk - 0.3 miles
  • Key West Historic Seaport - 4 min walk - 0.3 miles
  • Duval Street - 9 min walk - 0.5 miles
  • Mallory Square - 13 min walk - 0.7 miles
  • Ernest Hemingway Home and Museum - 14 min walk - 0.8 miles

Getting around

  • Key West Intl. Airport (EYW) - 9 min drive

Restaurants

  • ‪Conch Republic Seafood Company - ‬11 min walk
  • ‪Kermit's Key West Key Lime Shoppe - ‬8 min walk
  • ‪Cuban Coffee Queen Waterfront - ‬4 min walk
  • ‪Schooner Wharf Bar - ‬7 min walk
  • ‪Half Shell Raw Bar - ‬4 min walk

About this property

Westwinds Inn

Guests staying at Westwinds Inn enjoy 2 outdoor pools, free WiFi in public areas, and a library. Front-desk staff can assist with luggage storage and tours/tickets. Additional amenities include free newspapers, laundry facilities, and a vending machine.
Guests can expect free WiFi and 40-inch flat-screen TVs with cable channels. Bathrooms offer hair dryers and free toiletries.
2 outdoor swimming pools are on site.

The recreational activities listed below are available either on site or nearby; fees may apply.

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Apr 1 - Apr 2
Total with taxes and fees
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Property amenities

Internet

  • Available in all rooms: Free WiFi
  • Available in some public areas: Free WiFi

Parking and transportation

  • Offsite parking available (USD 42 per night)
  • Street parking available

Food and drink

  • Free continental breakfast available daily 8:00 AM to 10:00 AM
  • Free manager's reception (select days)

Things to do

  • 2 outdoor pools
  • Library

Conveniences

  • Free newspapers in lobby
  • Laundry facilities
  • Limited-hour front desk
  • Luggage storage
  • Vending machine

Guest services

  • Concierge services
  • Housekeeping (daily)
  • Tour and ticket assistance

Outdoors

  • Barbecue grill
  • Garden

Accessibility

  • No elevator

More

  • Smoking not allowed

Room amenities

Bedroom

  • Bedsheets provided

Bathroom

  • Bathtub or shower
  • Free toiletries
  • Hair dryer
  • Private bathroom
  • Towels provided

Entertainment

  • 40-inch flat-screen TV with cable channels

More

  • Air conditioning

Policies

Check-in

Check-in start time: 3 PM; Check-in end time: 7:00 PM
Late check-in subject to availability
Minimum check-in age: 21

Check-out

Check-out before 11 AM

Special check-in instructions

The front desk is open daily from 8 AM - 7:00 PM
Guests must contact the property in advance for check-in instructions; front desk staffed during limited hours
To make arrangements for check-in please contact the property at least 24 hours before arrival using the information on the booking confirmation
If you are planning to arrive after 7:00 PM please contact the property in advance using the information on the booking confirmation
Information provided by the property may be translated using automated translation tools

Access methods

Front desk (limited hours)

Pets

  • This property doesn't allow pets

Children and extra beds

  • This property doesn't allow children 11 and younger (only guests older than 11 are allowed)

Property payment types

Important information

Optional extras

These fees and deposits will be charged at check-in, check-out, or the time of service.

  • Nearby parking fee: USD 42 per night (499 ft away)

This list may not be comprehensive. Fees and deposits might not include tax and are subject to change.

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
This property accepts credit cards; cash is not accepted
Safety features at this property include a fire extinguisher, a smoke detector, and a first aid kit
  • Check-in: 3 PM
  • Check-out: 11 AM
  • Minimum check-in age: 21
The front desk is available during limited hours.

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • This property accepts credit cards. Cash is not accepted. 
  • Onsite safety features include a fire extinguisher, a smoke detector, and a first aid kit.

Additional information about polices, regulations, and more:

  • There are no elevators.
  • No cribs or infant beds are available.
  • No rollaway or extra beds are available.

Property is also known as

Westwinds Inn Key West
Westwinds Inn
Westwinds Key West
Key West Westwinds Inn
Westwinds Key West Fl
Westwinds Hotel Key West
Key West West Winds
Westwinds Inn Hotel
Westwinds Inn Key West
Westwinds Inn Hotel Key West

Frequently asked questions

Are free cancellation options available at Westwinds Inn?

Westwinds Inn provides free cancellation on select room rates. To learn more, look at the cancellation policy on Orbitz.

How much does it cost to stay at Westwinds Inn?

As of Mar 26, 2026, prices found for a 1-night stay for 2 adults at Westwinds Inn on Apr 5, 2026 start from $385, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

What can I see near Westwinds Inn?

This hotel is situated in Key West Historic District within a short 8-minute walk of Duval Street and also 12 minutes on foot from Florida Keys Beaches. You'll also find Mallory Square and Ernest Hemingway Home and Museum less than a mile away.

Is parking available on site at Westwinds Inn?

No, there isn't parking at this hotel.

Does Westwinds Inn have a casino at the property?

No, Westwinds Inn doesn't have a casino.

Is there an indoor pool at Westwinds Inn?

No, this hotel doesn't have an indoor pool; however, there are 2 outdoor pools.

What do couples enjoy most about Westwinds Inn?

Couples staying at this hotel will appreciate amenities like 2 outdoor pools plus some guestrooms include a garden view and a kitchenette.

Are there hot tubs at Westwinds Inn?

No, this hotel doesn't have a spa tub.

Does Westwinds Inn have a restaurant that serves breakfast?

Westwinds Inn offers free continental breakfast each morning though there is no restaurant.

Does Westwinds Inn allow pets to stay for free?

No, pets aren't allowed at Westwinds Inn.

Are there connecting rooms at Westwinds Inn?

No, there aren't connecting guestrooms at this hotel.

What is the closest airport to Westwinds Inn?

The closest major airport to Westwinds Inn is Key West Intl. Airport (EYW), which is 3.4 mi away (9 minutes by car).

Are there rooms with balconies that I can book at Westwinds Inn?

Yes, some guestrooms at this hotel offer either a balcony/patio and a patio where guests can enjoy garden views.

Westwinds Inn Reviews

Reviews

9.4

Exceptional

Rating 10 - Excellent. 765 out of 1009 reviews
Rating 8 - Good. 185 out of 1009 reviews
Rating 6 - Okay. 37 out of 1009 reviews
Rating 4 - Poor. 15 out of 1009 reviews
Rating 2 - Terrible. 7 out of 1009 reviews

9.6/10

Cleanliness

9.6/10

Staff & service

9.2/10

Amenities

9.2/10

Property conditions & facilities

Reviews

10/10 Excellent

Barbara

Stayed 1 night in Feb 2026

8/10 Good

Venkateshwar

Stayed 5 nights in Dec 2025

10/10 Excellent

Cindy

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Enjoyed our stay.
Stayed 2 nights in Dec 2025

10/10 Excellent

Darrin

Stayed 1 night in Dec 2025

10/10 Excellent

Claire

Stayed 5 nights in Dec 2025

10/10 Excellent

Jill

Stayed 5 nights in Dec 2025

10/10 Excellent

Joe

Traveled with partner
Liked: Cleanliness, staff & service, property conditions & facilities
We always feel welcomed to a cool retreat after walking. We love the peaceful backyard areas, and the warm hospitality shown by the staff.
Stayed 2 nights in Oct 2025

10/10 Excellent

Bruce

Stayed 3 nights in Dec 2025

10/10 Excellent

Allyson, Manitowoc

Traveled with partner
Liked: Cleanliness, amenities, property conditions & facilities
We enjoyed our stay from check in to check out. The two gentlemen on site were welcoming and enjoyable to work with. The rooms were clean with sufficient amenities and room from the minimal amount of time spend inside. The weather was perfect. I was surprised, I did not hear any noise from surrounding guest cottages or traffic. Very quiet and peaceful. We will stay again in the future.
Stayed 4 nights in Dec 2025

10/10 Excellent

Thomas

Liked: Cleanliness, property conditions & facilities
no ocean view
Stayed 1 night in Dec 2025

2/10 Terrible

Dianna

They weren’t still open at 7 and merely emailed me (though someone from there had called earlier yesterday) to tell me how to check in after hours - though I wasn’t there after hours, and then lied about still being open at 7, despite me calling from outside the locked and dark office before 7. I’m very disappointed in the customer service here.
Stayed 1 night in Dec 2025

10/10 Excellent

Tammy

Traveled with partner
Liked: Cleanliness, property conditions & facilities
Great location and loved the heated pool!
Stayed 3 nights in Dec 2025

10/10 Excellent

Jason

Stayed 1 night in Dec 2025

10/10 Excellent

jeanne, Jacksonville

Liked: Cleanliness, amenities, property conditions & facilities
Room was clean and comfortable, great location, breakfast was perfect, heated pools nice on the cool windy day we had.
Stayed 3 nights in Nov 2025

10/10 Excellent

jason

Traveled with family
Liked: Cleanliness, amenities, property conditions & facilities
Great pool area. Great quick continental breakfast. Easy after hours check in. Reasonable price. Will return for sure.
Stayed 5 nights in Nov 2025

10/10 Excellent

Mandi

Stayed 3 nights in Nov 2025

8/10 Good

Richard

Liked: Cleanliness, staff & service
very convienent to the harbor/port where the ferry comes in. beautiful setting, very private, very clean. breakfast is cold, and minimal. staff very helpful. we had a small room (403), with a very nice bathroom and shower. however, there was no chair, no suitcase stand, no desk/counter space at all.
Stayed 2 nights in Nov 2025

8/10 Good

miseok

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I like cleanness. But, very noise heard from upstairs.
Stayed 1 night in Nov 2025

10/10 Excellent

Allison, Monticello

Business traveler
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We loved Westwind Inn! We have been to Key West several times, but this was our first time staying at Westwind. I loved the feel of the small cottages. The grounds were immaculate and the pools were lagoon style with all of the beautiful and rich greenery. The office staff was extremely kind and helpful. The only negative would be no on site parking. However, they did accommodate our golf cart rental parking on site. I would definitely recommend Westwind for lodging if you are staying in Key West! It’s cleanliness, uniqueness, and location are all exceptional!
Stayed 4 nights in Nov 2025

10/10 Excellent

Jeff

Traveled with partner
Liked: Cleanliness, amenities, property conditions & facilities
Great location and relaxing atmosphere
Stayed 2 nights in Nov 2025

10/10 Excellent

Jeff

Liked: Cleanliness, staff & service, amenities
The room, the staff was excellent
Stayed 1 night in Nov 2025

10/10 Excellent

mark

Stayed 1 night in Nov 2025

10/10 Excellent

Alyssa

Liked: Cleanliness, amenities, property conditions & facilities
Breakfast was Good and had a great time
Stayed 3 nights in Nov 2025

10/10 Excellent

Gregory

Traveled with family
Liked: Cleanliness, amenities, property conditions & facilities
Great hideaway rooms! Amazing pool and great staff.
Stayed 2 nights in Aug 2025

10/10 Excellent

John

Liked: Cleanliness, amenities, property conditions & facilities
Clean room, comfortable bed.
Stayed 5 nights in Nov 2025

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