Westwinds Inn

Hotel with 2 outdoor swimming pools, a short walk to Duval Street

Choose dates to view prices

Where to?

Dates

July 2025

August 2025

Deluxe Room, 1 King Bed | Free WiFi, bed sheets

Deluxe King Patio | Free WiFi, bed sheets

Overview
Rooms
Location
Policies

Exceptional

Popular amenities

Housekeeping
Laundry
Free WiFi

Explore the area

914 Eaton St, Key West, FL, 33040

Duval Street
‪9 min walk‬
Mallory Square
‪13 min walk‬
Southernmost Point
‪3 min drive‬
Key West, FL (EYW-Key West Intl.)
‪8 min drive‬

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Room options

Deluxe Room, 1 King Bed

Wonderful

250 sq ft
Sleeps 2
1 King Bed

Standard Room, 1 Queen Bed

Wonderful

200 sq ft
Sleeps 2
1 Queen Bed

Suite

Wonderful

Sleeps 2
1 Queen Bed

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

Exceptional

400 sq ft
Sleeps 4
1 Queen Bed and 1 Queen Sofa Bed

Junior Suite, 1 King Bed

Wonderful

300 sq ft
Sleeps 2
1 King Bed

Junior King, Sleeper Sofa, 2nd Floor - no elevator

Exceptional

325 sq ft
Sleeps 4
1 King Bed and 1 Double Sofa Bed

Deluxe King Patio

Wonderful

250 sq ft
Sleeps 2
1 King Bed

Deluxe Queen

Excellent

200 sq ft
Sleeps 2
1 Queen Bed

King Suite

Exceptional

275 sq ft
Sleeps 4
1 King Bed and 1 King Sofa 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

Duval Street - 9 min walk - 0.5 miles
Mallory Square - 13 min walk - 0.7 miles
Ernest Hemingway Home and Museum - 14 min walk - 0.8 miles
Southernmost Point - 3 min drive - 0.9 miles
Fort Zachary Taylor Historic State Park - 3 min drive - 1.1 miles

Getting around

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

Restaurants

‪The Waterfront Brewery - ‬5 min walk
‪Cuban Coffee Queen Waterfront - ‬4 min walk
‪Conch Republic Seafood Company - ‬8 min walk
‪Kermit's Key West Key Lime Shoppe - ‬8 min walk
‪Schooner Wharf Bar - ‬6 min walk

About this property

Westwinds Inn

Hotel with 2 outdoor swimming pools, a short 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 luggage storage and tours/tickets. 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.

Languages

English, Filipino, Spanish

Similar properties

Outdoor pool, pool umbrellas, sun loungers

On private beach
Pool
Hot Tub
Free WiFi

$212 nightly

Jul 22 - Jul 23

Total includes taxes and fees

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

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

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

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 Jul 9, 2025, prices found for a 1-night stay for 2 adults at Westwinds Inn on Jul 27, 2025 start from $170.0, 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 there parking available at Westwinds Inn?

No, there isn't parking available at the 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 will couples enjoy most about a stay at Westwinds Inn?

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).

Are there rooms with balconies 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

9.4

Exceptional

9.4/10

Cleanliness

9.4/10

Staff & service

9.0/10

Amenities

9.2/10

Property conditions & facilities

9.2/10

Eco-friendliness

10/10 Excellent

Colleen

Apr 23, 2025

Liked: Cleanliness, property conditions & facilities

Stayed 2 nights in Apr 2025

6/10 Okay

John

Apr 8, 2025

Liked: Cleanliness, staff & service, amenities

Clean, Good location, Helpful Staff, I walked everywhere, Bed was horrible! Sagging Mattress, at best needs to be flipped and turned at worst replaced. Had to find and sleep on the high side to keep from feeling I was going to roll off. Also, I don`t recall any mention prior to booking of $48 per day to park off site. If it is mentioned shame on me. Not really the property`s fault I`m sure none of the other smaller hotels have on site parking either. Otherwise, no complaints aside from the bed it was a nice place to stay.

Stayed 4 nights in Apr 2025

10/10 Excellent

Elizabeth

Apr 8, 2025

Liked: Cleanliness, staff & service, property conditions & facilities

Stayed 12 nights in Mar 2025

10/10 Excellent

Victoria, De Soto

Apr 7, 2025

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

Westwinds is quaint and cozy with modern rooms and tropical vibe. Pools are secluded and surrounded by flowers and foliage. Even the breakfast nook, which has simple but ample selections is so relaxing. Best value too. I’ve stayed many places but this is my fav, also walkable to Duval, pier and marina areas. FABULOUS trip for granddaughters wedding!

Stayed 4 nights in Apr 2025

10/10 Excellent

Brady

Traveled with family

Apr 4, 2025

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

Lets start with an introduction of Great management. Victor was so friendly helpful and was extremely professional. The hotel was Quaint comfortable and a very relaxing vibe. Rooms were clean and comfortable thank you for a great stay

Stayed 7 nights in Mar 2025

8/10 Good

Anthony

Traveled with partner

Mar 31, 2025

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

There is no parking on the property at all and finding parking in the area can be challenging. Otherwise an amazing property in the perfect location for exploring Key West

Stayed 3 nights in Mar 2025

8/10 Good

Craig

Mar 24, 2025

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Stayed 6 nights in Mar 2025

10/10 Excellent

DAVID

Traveled with partner

Mar 23, 2025

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

Great location for a weekend trip. Walking distance to everything. Nice pool to relax at in a tropical oasis. We’ll be back!

Stayed 3 nights in Mar 2025

8/10 Good

Marc

Traveled with partner

Mar 22, 2025

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

Very nice property well maintained. Everything 5 stars except the breakfast which was what I’d expect at a Holiday Inn. The coffee was lukewarm most mornings; the orange juice should be fresh squeezed-it’s Florida after all; baked goods were sub-par and fruit selection very limited.

Stayed 6 nights in Mar 2025

10/10 Excellent

paul

Mar 22, 2025

Stayed 3 nights in Feb 2025

10/10 Excellent

Julie

Mar 22, 2025

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Stayed 3 nights in Mar 2025

10/10 Excellent

Jeffrey William

Traveled with partner

Mar 18, 2025

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

Loved the location, the gardens and pool. Remember to ask for a room away from the street. Pickup of garbage at 5AM was a bit of a surprise, we also picked up a lot of motorcycle noise as our room was right on the street. Fantastic location for any activities anywhere throughout the old town activities.

Stayed 7 nights in Mar 2025

10/10 Excellent

Ye, Johns Creek

Traveled with family

Mar 18, 2025

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

A very spacious and comfortable suite with a small living room equipped with a sofa, a coffee machine and a microwave. The bed is just right, not too soft nor too hard. Sufficient towels and full sets of shampoos, conditioners and shower gels. Comfortable like home. A lovely swimming pool surrounded by tropical plants and flowers. We didn’t get the chance to try the breakfast because we got up at 10am when the breakfast serving ended. Guess it would be good experience having breakfast by the swimming pool under the tropical trees. The parking in Key West is a headache. There is a parking lot within minutes walk and it costs over $50 a night. Better check with the hotel in advance to see if there’s any discount coupon left for the overnight parking at $42. The staff are friendly and helpful. It’s a very good choice in Key West! Highly recommended.

Stayed 1 night in Mar 2025

10/10 Excellent

Kimberly S

Mar 17, 2025

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Stayed 4 nights in Mar 2025

10/10 Excellent

Shonda k

Mar 17, 2025

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Beautiful place close to all the sites within walking! Wonderful bakery a block down! Grounds are gorgeous!

Stayed 1 night in Mar 2025

10/10 Excellent

Carrie

Traveled with group, Traveled with partner

Mar 15, 2025

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

This was a wonderful place to stay, quiet and just far enough away from the busy areas but close enough that you have plenty of places to walk to. will stay here again. CJ from Hudson, MA

Stayed 4 nights in Mar 2025

2/10 Terrible

Shaun

Mar 14, 2025

Stayed 1 night in Mar 2025

10/10 Excellent

Tammy

Traveled with partner

Mar 12, 2025

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

Great location, walkable to Duval street. Breakfast was very nice. Loved the heated pool. Beautiful grounds.

Stayed 3 nights in Feb 2025

10/10 Excellent

Megan

Mar 11, 2025

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Absolutely beautiful property! You can tell it is older. The only thing I could suggest is a renovation to the bathroom. Otherwise, comfortable, safe, clean. Thanks for a nice stay!

Stayed 2 nights in Mar 2025