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Westwinds Inn

3.5 star property
Hotel with 2 outdoor swimming pools, 8-minute walk to Duval Street

Choose dates to view prices

Photo gallery for Westwinds Inn

Lobby sitting area
2 outdoor pools
Front of property
Deluxe King Patio | Free WiFi, bed sheets
Free daily continental breakfast

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, Duval Street
    ‪9 min walk‬
  • Place, Mallory Square
    ‪13 min walk‬
  • Place, Ernest Hemingway Home and Museum
    ‪14 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪8 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
(25 reviews)
  • 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
(56 reviews)
  • 200 sq ft
  • 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
(25 reviews)
  • 250 sq ft
  • Sleeps 2
  • 1 King Bed

View all photos for Deluxe Queen

Deluxe Queen | Free WiFi, bed sheets

Deluxe Queen

8.6 out of 10
Excellent
(8 reviews)
  • 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
(10 reviews)
  • 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)
  • 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)
  • 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
(4 reviews)
  • 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

9.0 out of 10
Wonderful
(4 reviews)
  • Sleeps 2
  • 1 Queen Bed

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 Cemetery - 5 min walk - 0.3 miles
  • Duval Street - 9 min walk - 0.5 miles
  • Key West Aquarium - 12 min walk - 0.7 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

  • ‪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
  • ‪Square Grouper Key West - ‬4 min walk

About this property

Westwinds Inn

Hotel with 2 outdoor swimming pools, 8-minute walk to Duval Street
Guests staying at Westwinds Inn enjoy 2 outdoor pools, free WiFi in public areas, and a library. Front-desk staff can assist with concierge services and luggage storage. Additional amenities include free newspapers, laundry facilities, and barbecue grills.
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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Jan 4 - Jan 5, 2026
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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

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 Dec 28, 2025, prices found for a 1-night stay for 2 adults at Westwinds Inn on Jan 4, 2026 start from $340.0, excluding 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.

Is Westwinds Inn a good place to stay for couples?

Couples staying at this hotel will appreciate amenities like 2 outdoor pools plus some guestrooms include kitchenettes and garden views.

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).

Can I book a room with a balcony at Westwinds Inn?

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

Westwinds Inn Reviews

Reviews

9.4

Exceptional

Rating 10 - Excellent. 755 out of 1003 reviews
Rating 8 - Good. 183 out of 1003 reviews
Rating 6 - Okay. 38 out of 1003 reviews
Rating 4 - Poor. 20 out of 1003 reviews
Rating 2 - Terrible. 7 out of 1003 reviews

9.6/10

Cleanliness

9.6/10

Staff & service

9.0/10

Amenities

9.2/10

Property conditions & facilities

9.2/10

Eco-friendliness

Reviews

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

Sandra

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Marcel at the Front Desk was superb. A very special person.
Stayed 1 night in Sep 2025

10/10 Excellent

Michelle

Traveled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Lovely property... the room was quaint, clean. The cold filtered water was awesome! ( life saving , thank you for that) love that they have laundry facilties, and breakfast. The only thing that would be better...piping in some runes to the pool area. Nothing to crazy, but... just an observation, not a game changer at all. Thanks to all the staff, super friendly, and very accomidating!!
Stayed 5 nights in Sep 2025

10/10 Excellent

Yonnie

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Great experience. Very helpful with my check in
Stayed 5 nights in Sep 2025

8/10 Good

Laura

Traveled with partner
Liked: Cleanliness, staff & service, amenities
Everything was really good except the room was a lot smaller than anticipated. Ultimately, it was all we needed to rest. Staff was really nice and even had umbrellas or ponchos to offer when rain was anticipated.
Stayed 3 nights in Sep 2025

10/10 Excellent

Traci

Traveled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I was pleasantly surprised how nice this property was, our room was steps from the pool, the grounds were pristine and I have not one complaint. Will be back next year for sure 100%
Stayed 6 nights in Sep 2025

8/10 Good

Bethany

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This was a great property for the money. Centrally located to walk to all areas of historic Key West including the wharf and Duval street. Cuban Coffee Queen is 2 blocks with excellent coffee and breakfast sandwiches. The include breakfast was really just rolls/muffins/fruit/yogurt and the coffee was blah. Bike rental location right next door with outstanding service. Beautiful property with 2 pools, multiple buildings and lush landscaping. My only complaint is no one told us it was a smoking property. I don’t know if they have non-smoking buildings or not but, there was constantly people on the very narrow front porch of our building smoking that we had to walk by to get in and out of our room. Dirty ashtrays scattered around the property as well and often people out front of the lobby smoking. The ashtray on our shared porch was constantly full. The rooms did not smell of smoke so it was bearable but, we had to hold our breath going through a cloud of smoke in and out of the room.
Stayed 3 nights in Aug 2025

10/10 Excellent

Lucia

Stayed 1 night in Sep 2025

10/10 Excellent

Jamie

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Sep 2025

10/10 Excellent

Luis

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Only negative thing is the parking, but it's Key West.
Stayed 1 night in Aug 2025

8/10 Good

Joe

Liked: Property conditions & facilities
Stayed 7 nights in Aug 2025

10/10 Excellent

James

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Aug 2025

10/10 Excellent

Christopher Alan

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great location and very cute place. We’ll definitely be back.
Stayed 3 nights in Jul 2025

10/10 Excellent

Pablo Rafael

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Friendly staff and clean. Nice plac for couples. Convenient. No parking available.
Stayed 5 nights in Aug 2025

10/10 Excellent

Eric

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Quaint set up. Rooms around the property make you feel as if you're in your own little cottage. Pools were refreshing. Location is an easy walk any part of the town. Only a couple of blocks from the Duval Loop bus route too.
Stayed 3 nights in Aug 2025

10/10 Excellent

Lora, Sheffield Lake

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The room and property was clean and quiet. The staff was extremely friendly and responded quickly to any requests. The continental breakfast included was nice at the tables by the pool. We would stay there again.
Stayed 5 nights in Aug 2025

10/10 Excellent

Gabrielle

Liked: Cleanliness, staff & service, property conditions & facilities
Great place with a great staff! Close to everything!
Stayed 2 nights in Aug 2025

10/10 Excellent

Ryan

Stayed 3 nights in Aug 2025

10/10 Excellent

Melinda

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We absolutely loved the grounds, the private and separate bungalows and all of the extras we did realize we needed. There was plaenty of shared sunscreen options, and two pools that give you a break from the sun. The bed was a 8/10 in comfort and breakfast was fresh though not hot or filling. Internet was spotty. The staff were super helpful and kind, very thoughtful and helpful. This was also a great location to many activities. We would absolutely stay there again.
Stayed 6 nights in Aug 2025

4/10 Poor

Caroline

Traveled with partner
Disliked: Cleanliness, staff & service, amenities, property conditions & facilities
Stayed here two years ago. Although a little tired really enjoyed our stay. Pool area was an amazing and tranquil. This time, it appears no maintenance has taken place. The amazing pool now looks stained and dirty. They now have breakfast on site, it was better when they gave vouchers for the bakery down the way. Rooms very very tired. Broken floor tiles, broken blinds. Smells of damp. Had a dehumidifier in the room!! Will not be returning. What a shame. A potentially amazing place.
Stayed 3 nights in Aug 2025

8/10 Good

Juan

Liked: Cleanliness, property conditions & facilities
Good
Stayed 2 nights in Aug 2025

10/10 Excellent

Jennifer

Liked: Cleanliness, staff & service, property conditions & facilities
Great location and clean rooms with cold AC! Very charming property!
Stayed 1 night in Jul 2025

10/10 Excellent

Camille

Liked: Cleanliness, staff & service, property conditions & facilities
Really great location! We
Stayed 4 nights in Jul 2025

10/10 Excellent

Karen

Stayed 4 nights in Aug 2025

10/10 Excellent

Colleen

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 5 nights in Apr 2025

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