Westwinds Inn

3.5 star property

Choose dates to view prices

Photo gallery for Westwinds Inn

Lobby sitting area
King Suite | View from property
Premium Suite 1 Queen Bed - 2nd Floor, no elevator | Garden view
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, 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.)
    ‪12 min drive‬

Room options

Deluxe Room, 1 King Bed

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

Standard Room, 1 Queen Bed

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

Deluxe King Patio

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

Deluxe Queen

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

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

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

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

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

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

Suite

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

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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

  • ‪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

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 May 10, 2026, prices found for a 1-night stay for 2 adults at Westwinds Inn on Jun 1, 2026 start from $298, 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. 764 out of 1011 reviews
Rating 8 - Good. 186 out of 1011 reviews
Rating 6 - Okay. 38 out of 1011 reviews
Rating 4 - Poor. 16 out of 1011 reviews
Rating 2 - Terrible. 7 out of 1011 reviews

9.6/10

Cleanliness

9.6/10

Staff & service

9.2/10

Amenities

9.4/10

Property conditions & facilities

Reviews

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

Barbara

Stayed 1 night 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

8/10 Good

Charles M Brainerd

Traveled with group, Traveled with partner
Liked: Property conditions & facilities
Disliked: Staff & service
Beautiful property, very well kept, great location, quiet area, three blocks to Duval St and two blocks to Harbor Walk.
Stayed 3 nights in Jan 2026

10/10 Excellent

Compton

Traveled with partner
Liked: Cleanliness, amenities, property conditions & facilities
Great place to stay. Walking distance to Duval St.
Stayed 4 nights in Jan 2026

10/10 Excellent

Rosalie

Liked: Cleanliness, amenities, property conditions & facilities
Cleanliness, staff, great breakfast in a beautiful setting. Parking actually worked out! We loved the Bakery so much for lunch. Thanks
Bagel with a 🩷
Breakfast
Poolside
Stayed 3 nights in Jan 2026

6/10 Okay

Deborah

Traveled with group
Liked: Cleanliness, staff & service
Breakfast should be earlier than 8am. Perfect location. Walkable. Enjoy the heated pool in January. Room 702 very small. Fridge and microwave are a plus. Need new shower head. Had to ask for extra blanket. Beds comfortable.
Front of lobby entrance
Stayed 4 nights in Jan 2026

8/10 Good

Hope

Traveled with partner
Liked: Cleanliness, staff & service
Our original room was smaller than we thought it would be and we developed an issue with the shower. But, we told the front desk and they were able to upgrade us to a very nice suite. We will stay again. We just have one suggestion. Put area runners in the sides of the bed so you can make sure your feet are wiped off before climbing into bed.
Stayed 9 nights in Jan 2026

10/10 Excellent

William

Stayed 4 nights in Jan 2026

10/10 Excellent

Lisa

Traveled with group, Traveled with partner
Liked: Cleanliness, amenities, property conditions & facilities
Everyone and everything was excellent!
Stayed 4 nights in Jan 2026

10/10 Excellent

Frances

Traveled with partner
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

8/10 Good

Gregory

Liked: Cleanliness
Stayed 5 nights in Jan 2026

8/10 Good

Jean

Traveled with partner
Liked: Cleanliness, amenities, property conditions & facilities
Location
Stayed 3 nights in Jan 2026

10/10 Excellent

Tim

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
It was great and great location! We will be back!
Stayed 3 nights in Jan 2026

10/10 Excellent

Lisa

Stayed 4 nights in Jan 2026

2/10 Terrible

heqing

Liked: Cleanliness, amenities, property conditions & facilities
The milk provided at breakfast was clearly spoiled — it tasted sour. We reported this issue to the breakfast staff. At first, she appeared indifferent. We explained that the milk had gone bad and even asked her to taste it herself. We poured her a cup, but she only glanced at it and told us that it was “regular.” To the best of my knowledge, sour milk indicates that it has spoiled. This was disappointing, especially given basic food safety expectations.
Stayed 1 night in Dec 2025