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Westwinds Inn

3.5 star property

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Photo gallery for Westwinds Inn

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

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 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.)
    ‪13 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

9.4 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

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

Standard Room, 1 Queen Bed

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

View all photos for Deluxe King Patio

Deluxe King Patio | Free WiFi, bed sheets

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

Deluxe Queen | Free WiFi, bed sheets

Deluxe Queen

9.0 out of 10
Wonderful
(11 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
(13 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

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
  • Free WiFi

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
(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

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
  • Free WiFi

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
  • Free WiFi

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Southwinds Motel

Old Town Key West
  • Pool
  • Breakfast included
  • Restaurant
  • Air conditioning
8.6 out of 10, Excellent, 1,338 reviews
$175 nightly
The price is $196
Jun 1 - Jun 2
Total with taxes and fees
Southwinds Motel

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

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

Similar properties

Outdoor pool
Silver Palms Inn & Historic Homes
Old Town Key West
  • Pool
  • Breakfast included
  • Free WiFi
  • Air conditioning
9.4 out of 10, Exceptional, 1,032 reviews
$190 nightly
The price is $213
Jun 2 - Jun 3
Total with taxes and fees
Silver Palms Inn & Historic Homes

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 May 30, 2026, prices found for a 1-night stay for 2 adults at Westwinds Inn on May 31, 2026 start from $253, 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. 767 out of 1000 reviews
Rating 8 - Good. 175 out of 1000 reviews
Rating 6 - Okay. 36 out of 1000 reviews
Rating 4 - Poor. 15 out of 1000 reviews
Rating 2 - Terrible. 7 out of 1000 reviews

9.6/10

Cleanliness

9.6/10

Staff & service

9.2/10

Amenities

9.4/10

Property conditions & facilities

Reviews

10/10 Excellent

gene maillet jennifer

Stayed 4 nights in Apr 2026

10/10 Excellent

james, Harrodsburg

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

10/10 Excellent

sarah

Traveled with partner
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

10/10 Excellent

David

Stayed 3 nights in Feb 2026

10/10 Excellent

Christian

Traveled with partner
Liked: Cleanliness, amenities, property conditions & facilities
. Breakfast was a welcome addition beside the tropical pool. Housekeeping was quick. Water pressure was spotty. Good location.
Stayed 4 nights in Feb 2026

8/10 Good

Larry

Traveled with family
Liked: Cleanliness, amenities, property conditions & facilities
Room was a little cramped. No chair. Check-in was poor. Person at desk could not even tell me that there was a parking garage one block away. Breakfast great Pools were nice but obviously too cool to swim in Location was great
Stayed 1 night in Feb 2026

10/10 Excellent

Kimberly

Liked: Cleanliness, amenities, property conditions & facilities
Everything was great.Staff very friendly. Nice breakfast by the pool.
Stayed 4 nights in Feb 2026

8/10 Good

Stephanie

Stayed 3 nights in Feb 2026

10/10 Excellent

Barbara

Stayed 1 night in Feb 2026

10/10 Excellent

lisbell pena

Stayed 1 night in Feb 2026

8/10 Good

Steve

yes
Stayed 1 night in Feb 2026

10/10 Excellent

Ben

Traveled with family
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

10/10 Excellent

Richard

Liked: Cleanliness, amenities, property conditions & facilities
Great location, the two pools and outdoor area really good. Room was very comfortable and clean. Great value (for the area)
Stayed 4 nights in Jan 2026

10/10 Excellent

Charlotte

Traveled with group
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

10/10 Excellent

Cynthia

Traveled with partner
Liked: Cleanliness, amenities, property conditions & facilities
We were there 8 days and stayed in a suite. Included a refrigerator and microwave. The additional room/porch was amazing. All windows with a couch, chair, tv, coffe machine and dinnerware. Worked great for us. The cleaning and breakfast staff were wonderful. Enjoyed everything about the place.
Stayed 7 nights in Feb 2026

8/10 Good

Kristen

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

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

8/10 Good

David R

Traveled with group, Traveled with partner
Liked: Cleanliness, amenities, property conditions & facilities
Hotel staff was great. The location was good for walking to nearby things to do. Breakfast area needs to be better equipped for rainy days. Overall, I was happy and stay again.
Stayed 5 nights in Jan 2026

8/10 Good

Troy

Great staff, with a quiet quaint vibe. I’d recommend staying here.
Stayed 4 nights in Jan 2026

10/10 Excellent

Anthony

Stayed 3 nights in Jan 2026

10/10 Excellent

Anthony

Traveled with partner
Liked: Cleanliness, amenities, property conditions & facilities
As always, everything was great.
Stayed 3 nights in Jan 2026

10/10 Excellent

francis

Liked: Cleanliness, staff & service, amenities
From the moment we arrived, twe were impressed by the staff, settings and accommodations. Allowed early check in and permitted us to leave our luggage after checking out while we continued to enjoy Key West. Will definitely return!
Stayed 2 nights in Jan 2026

10/10 Excellent

Jeanette

Liked: Cleanliness, staff & service, amenities
The staff were beyond kind, the rooms were cleaned so well and the grounds were beautiful! Easy check in and check out! Would absolutely stay here again!
Stayed 4 nights in Jan 2026

10/10 Excellent

Guido

Stayed 2 nights in Jan 2026

8/10 Good

Kim

Traveled with family
Liked: Cleanliness, amenities, property conditions & facilities
Clean room but musty smelling. Was a bit cold and tried to use the heat but didn’t work. Employees were very friendly and helpful.
Stayed 5 nights in Jan 2026

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