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Westwinds Inn

3.5 star property

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Photo gallery for Westwinds Inn

Lobby sitting area
A poolside area with lounge chairs and a clear blue pool surrounded by lush tropical vegetation.
A bedroom with a bed, two bedside lamps, a ceiling fan, and a view of a balcony with plants.
A two-story house with a white exterior, a green roof, and a staircase leading to the upper floor.
Free daily continental breakfast

Reviews

9.4 out of 10
Exceptional

Popular amenities

  • Free WiFi
  • Air conditioning
  • Laundry
  • Housekeeping

Explore the area

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

Room options

View all photos for Deluxe Room, 1 King Bed

A white house with a picket fence, a palm tree, and lush greenery.

Deluxe Room, 1 King Bed

9.4 out of 10
Exceptional
(32 reviews)
  • Garden view
  • 250 sq ft
  • Sleeps 2
  • 1 King Bed
  • Free WiFi

View all photos for Standard Room, 1 Queen Bed

A bedroom with a bed, two wall-mounted lamps, a ceiling fan, and two framed botanical prints.

Standard Room, 1 Queen Bed

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

View all photos for Deluxe King Patio

A bedroom with a bed, two bedside lamps, a ceiling fan, and a view of a balcony with plants.

Deluxe King Patio

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

View all photos for Deluxe Queen

A hotel room with a bed, bedside table, lamp, and a television on the wall.

Deluxe Queen

9.0 out of 10
Wonderful
(12 reviews)
  • Garden view
  • 200 sq ft
  • Sleeps 2
  • 1 Queen Bed
  • Free WiFi

View all photos for Junior Suite, 1 King Bed

Junior Suite, 1 King Bed | View from room

Junior Suite, 1 King Bed

8.8 out of 10
Excellent
(14 reviews)
  • Garden view
  • 300 sq ft
  • Sleeps 2
  • 1 King Bed
  • Free WiFi

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

A bedroom with a bed, bedside tables, a nightstand, a dresser, a window with blinds, a ceiling fan, and a sofa.

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
  • Free WiFi

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

A bedroom with a bed, bedside lamps, a dresser, and a sofa.

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

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

View all photos for King Suite

A bedroom with a bed, bedside lamps, a dresser, a television, and a window with blinds.

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
  • Free WiFi

View all photos for Suite

A bedroom with a bed, a ceiling fan, a nightstand, a lamp, and a window.

Suite

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

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  • Pool
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8.6 out of 10, Excellent, 1,366 reviews
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The price is $164
Aug 10 - Aug 11
Total with taxes and fees
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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
  • Duval Street - 9 min walk - 0.5 miles
  • Florida Keys Beaches - 10 min walk - 0.6 miles
  • Mallory Square - 13 min walk - 0.7 miles
  • Ernest Hemingway Home and Museum - 17 min walk - 0.9 miles

Getting around

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

Restaurants

  • ‪Schooner Wharf Bar - ‬7 min walk
  • ‪Cuban Coffee Queen Waterfront - ‬4 min walk
  • ‪Kermit's Key West Key Lime Shoppe - ‬8 min walk
  • ‪Half Shell Raw Bar - ‬4 min walk
  • ‪Pepe's Cafe - ‬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 tours/tickets and luggage storage. Additional amenities include free newspapers, laundry facilities, and a garden.
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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Property amenities

Internet

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

Parking and transportation

  • Offsite parking available (USD 48 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 48 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 Jul 15, 2026, prices found for a 1-night stay for 2 adults at Westwinds Inn on Jul 28, 2026 start from $203, 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. 773 out of 1009 reviews
Rating 8 - Good. 177 out of 1009 reviews
Rating 6 - Okay. 36 out of 1009 reviews
Rating 4 - Poor. 16 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

9.4/10

Property conditions & facilities

Reviews

Verified

10/10 Excellent

michael

Liked: Cleanliness, staff & service, property conditions & facilities
Great place
Stayed 2 nights in Apr 2026
Verified

10/10 Excellent

Charles

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Fantastic location! Loved that they have a heated pool. Would stay there again.
Stayed 4 nights in Apr 2026
Verified

10/10 Excellent

Bill

Liked: Cleanliness, staff & service, property conditions & facilities
Great stay, we will be back!
Stayed 4 nights in Mar 2026
Verified

10/10 Excellent

james

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Pool areas were nice.....breakfast bar was perfect
Stayed 4 nights in Feb 2026
Verified

10/10 Excellent

Cynthia

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
great place so cute and cozy very clean great staff thank you
Stayed 1 night in Apr 2026
Verified

10/10 Excellent

Maria Rowena

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Truly relaxing place to stay. We enjoyed the heated pool.
Stayed 1 night in Mar 2026
Verified

10/10 Excellent

Krista

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great stay! Our third time here!
Stayed 3 nights in Dec 2025
Verified

10/10 Excellent

Ernest

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Perfect location!
Stayed 4 nights in Mar 2026
Verified

10/10 Excellent

Peter

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Beautiful Property !
Stayed 4 nights in Apr 2026
Verified

10/10 Excellent

Bryan

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Room was clean and the staff was very friendly. Garden area and pool were peaceful. Would definitely stay here again.
Stayed 4 nights in Mar 2026
Verified

10/10 Excellent

Jason

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Wonderful Westwinds… rooms are kept spotlessly clean, outdoor space is well looked after and staff are great.
Stayed 5 nights in Mar 2026
Verified

10/10 Excellent

sarah

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very clean and staff was friendly! Will definitely stay here again!
Stayed 2 nights in Feb 2026
Verified

10/10 Excellent

Charlotte

Liked: Cleanliness, amenities, property conditions & facilities
Great Location - juan was wonderful - property was so nice - continental breakfast was good.
Stayed 1 night in Feb 2026
Verified

10/10 Excellent

Tracy

Liked: Cleanliness, property conditions & facilities
Such a lovely site. Beautiful pool area and the perfect location for exploring Key West. Very short walk to great restaurants on the water.
Stayed 2 nights in Mar 2026
Verified

10/10 Excellent

Carmen

Liked: Cleanliness
Beautiful property and friendly staff. Was very peaceful.
Stayed 2 nights in Mar 2026
Verified

10/10 Excellent

Cindy

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

10/10 Excellent

Teresa

Liked: Cleanliness, amenities, property conditions & facilities
Breakfast was great! Pool conditions could have been better.
Stayed 3 nights in Apr 2026
Verified

10/10 Excellent

John

Liked: Cleanliness
Everything was perfect! We will be back.
Stayed 4 nights in Apr 2026
Verified

10/10 Excellent

Brian

Liked: Cleanliness, staff & service, amenities
Great location, friendly staff, & a heated pool!
Stayed 3 nights in Dec 2025
Verified

8/10 Good

Brad

Liked: Cleanliness, staff & service, amenities
The staff was great and the hotel is in a great location. Breakfast is an added bonus.
Stayed 4 nights in Jan 2026
Verified

10/10 Excellent

Dyane

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great area, within walking distance to everything we wanted to do. Very comfortable room but shower was old and door didn’t close properly but that is my only complaint. Would definitely stay there again.
Stayed 4 nights in Mar 2026
Verified

8/10 Good

Kristen

Liked: Cleanliness, staff & service, amenities
Outdoor and pool area were magnificent!
Stayed 5 nights in Jan 2026
Verified

10/10 Excellent

Amy

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We loved our stay at Westwinds. It was very close to the restaurants and shopping. The pools and outside areas were beautiful. We will be coming back.
Stayed 4 nights in Feb 2026
Verified

10/10 Excellent

Ben

Liked: Cleanliness, amenities, property conditions & facilities
Perfectly located within walking distance from the Key West Express port and it looks like it was totally renovated by an HGTV expert within the last year or two.
Stayed 1 night in Feb 2026
Verified

10/10 Excellent

Frances

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This was a great location, staff is very friendly and helpful. Rooms are nice and pools areas are lovely.
One of two pools
Stayed 2 nights in Jan 2026

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