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Westwinds Inn

3.5 star property
Key West's tranquil garden retreat offers two outdoor pools for relaxation, while putting travelers within easy reach of Mallory Square's vibrant attractions

Choose dates to view prices

Westwinds Inn offers a peaceful haven near Duval Street with continental breakfast and a lush garden. Guests enjoy two outdoor pools and a well-stocked library. Previous visitors consistently praise the attentive staff who enhance the experience.

Reviews

9.4 out of 10
Exceptional

Popular amenities

  • Free WiFi
  • Laundry
  • Housekeeping

Room options

Available filters for rooms
Showing 9 of 9 rooms

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)

Highlights

Air conditioning
Flat-screen TV
Hair dryer
Private bathroom
Cable channels
Daily housekeeping
  • 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)

Highlights

Air conditioning
Flat-screen TV
Hair dryer
Private bathroom
Cable channels
Daily housekeeping
  • 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
(26 reviews)

Highlights

Balcony or patio
Air conditioning
Flat-screen TV
Hair dryer
Private bathroom
Cable channels
Daily housekeeping
  • 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)

Highlights

Air conditioning
Flat-screen TV
Hair dryer
Private bathroom
Cable channels
Daily housekeeping
  • 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)

Highlights

Air conditioning
Flat-screen TV
Hair dryer
Private bathroom
Cable channels
Daily housekeeping
  • 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)

Highlights

Air conditioning
Flat-screen TV
Hair dryer
Private bathroom
Microwave
Cable channels
Daily housekeeping
  • 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)

Highlights

Air conditioning
Kitchenette
Flat-screen TV
Separate bedroom
Hair dryer
Private bathroom
Cable channels
Daily housekeeping
  • 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)

Highlights

Air conditioning
Kitchenette
Flat-screen TV
Separate bedroom
Hair dryer
Private bathroom
Microwave
Cable channels
  • 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)

Highlights

Air conditioning
Flat-screen TV
Hair dryer
Private bathroom
Cable channels
Daily housekeeping
  • Sleeps 2
  • 1 Queen Bed
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About the neighborhood

Map
914 Eaton St, Key West, FL, 33040

What's nearby

  • Key West Naval Station - 4 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 near Duval Street
Located close to Mallory Square and Ernest Hemingway Home and Museum, Westwinds Inn provides free continental breakfast, a garden, and a library. Free in-room WiFi and laundry facilities are available to all guests.
Other perks at this hotel include:
  • 2 outdoor pools
  • A vending machine, barbecue grills, and luggage storage
  • Smoke-free premises, concierge services, and tour/ticket assistance
  • Free newspapers
  • Guest reviews speak highly of the breakfast, pool, and helpful staff
Room features
All guestrooms at Westwinds Inn include comforts such as air conditioning, as well as amenities like free WiFi. Guest reviews highly rate the clean rooms at the property.
Extra conveniences in all rooms include:
  • Bathrooms with tubs or showers and free toiletries
  • 40-inch flat-screen TVs with cable channels

Similar properties

Front of property
Fitch Lodge - Key West Historic Inns
  • Pool
  • Breakfast included
  • Pet friendly
  • Free WiFi
8.8 out of 10, Excellent, 533 reviews
$314 nightly
The price is $354
Jan 13 - Jan 14
Total with taxes and fees
Fitch Lodge - Key West Historic Inns

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

Pets not allowed

Children and extra beds

Children 11 and younger are not allowed at this property; All guests older than 11 are welcome
Rollaway/extra beds are not available
Cribs (infant beds) are not available

Property payment types

Important information

Optional extras

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

The above list may not be comprehensive. Fees and deposits may 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

We should mention

This property does not have elevators
Children 11 years old and younger are not permitted at this property
A car is not required for transportation to and from this property

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

Does Westwinds Inn have a pool?

Yes, this property has 2 outdoor pools.

How much does it cost to stay at Westwinds Inn?

As of Jan 5, 2026, prices found for a 1-night stay for 2 adults at Westwinds Inn on Jan 6, 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.

Is Westwinds Inn pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Westwinds Inn?

Check-in start time: 3 PM; Check-in end time: 7:00 PM. Late check-in is available during limited hours.

What time is check-out at Westwinds Inn?

Check-out is at 11 AM.

Where is Westwinds Inn located?

Located in Key West Historic District, this hotel is within a 10-minute walk of Sails To Rails Museum at Flagler Station and Duval Street. Florida Keys Beaches and Mallory Square are also within 1 mi (2 km).

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Reviews

Westwinds Inn Reviews

9.4

Exceptional

9.6

Cleanliness

9.0

Amenities

9.6

Staff & service

9.2

Eco-friendliness

9.2

Property conditions & facilities
Rating 10 - Excellent. 758 out of 1011 reviews
Rating 8 - Good. 187 out of 1011 reviews
Rating 6 - Okay. 38 out of 1011 reviews
Rating 4 - Poor. 21 out of 1011 reviews
Rating 2 - Terrible. 7 out of 1011 reviews

Reviews

10/10 Excellent

Tammy

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

10/10 Excellent

Joe

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

JULIE

Liked: Cleanliness, amenities
Staff was amazing Room super clean
Stayed 1 night in Nov 2025

10/10 Excellent

Monica

Liked: Cleanliness, property conditions & facilities
Very nice room! Juan was super helpful at reception. A great experience overall. I recommend it
Stayed 1 night in Dec 2025

10/10 Excellent

jason

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

John

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

10/10 Excellent

Marcos

Liked: Cleanliness, amenities, property conditions & facilities
Always a favorite! Beautiful grounds and pools are a bonus.
Stayed 2 nights in Jul 2025

10/10 Excellent

Allyson

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

Beth

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Very nice property, great location, we enjoyed our stay !
Stayed 2 nights in Jul 2025

8/10 Good

Donald

Liked: Cleanliness, staff & service, property conditions & facilities
Dry nice and tropical breakfast was a bit bland however not bad the grounds are beautiful we stayed in room 106 which was nice , too bright for me to many lights showing thru blinds , somebody is upstairs walking around a lot and woke up.. pools were awesome Westwinds is about 4 blocks from everything..
Stayed 2 nights in Oct 2025

10/10 Excellent

Christopher Alan

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

Yonnie

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

10/10 Excellent

Traci

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

Laura

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

8/10 Good

Jose R

Liked: Cleanliness, staff & service, property conditions & facilities
Great location
Stayed 2 nights in May 2025

10/10 Excellent

Marta

Liked: Cleanliness, staff & service, property conditions & facilities
Very nice clean and friendly
Stayed 1 night in Jul 2025

10/10 Excellent

Jesse

Liked: Cleanliness, amenities, property conditions & facilities
Small room and bed, but best location and environments.
Stayed 1 night in Jul 2025

10/10 Excellent

Norman

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Garden like landscaping throughout.
Stayed 1 night in Jul 2025

10/10 Excellent

Jorge

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The people was very friendly
Stayed 1 night in Jun 2025

10/10 Excellent

Janet

Staff was extremely friendly and accommodating. Bed was very very comfortable and room was spotless and AC was great. Grounds and pool area are beautiful and quiet, we will return
Stayed 2 nights in Jun 2025

8/10 Good

Maikel

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I stayed for 2 nights, close to Duval street and the many restaurants. Pool area and desserts are a plus
Stayed 2 nights in May 2025

10/10 Excellent

Rachel

Liked: Cleanliness, amenities, property conditions & facilities
The pool area with the garden was very beautiful and tranquil. It was just lovely.
Stayed 2 nights in Jun 2025

10/10 Excellent

Kathleen

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Wonderful hotel with beauteous, pool, rooms with friendly and helpful staff
Stayed 4 nights in May 2025

8/10 Good

Frank

Liked: Cleanliness, amenities, property conditions & facilities
small beach for water access was nice. Quiet slow pace.
Stayed 2 nights in May 2025

10/10 Excellent

Leslie

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Beautiful grounds, wonderful staff!
Stayed 1 night in Mar 2025