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Westwinds Inn

3.5 star property
Hotel with 2 outdoor swimming pools, 8-minute walk to Duval Street

Choose dates to view prices

Photo gallery for Westwinds Inn

Lobby sitting area
Front of property
Free daily continental breakfast
Deluxe King Patio | Free WiFi, bed sheets
2 outdoor pools

Reviews

9.4 out of 10
Exceptional

Popular amenities

  • Housekeeping
  • Laundry
  • Free WiFi

Explore the area

View in a map
914 Eaton St, Key West, FL, 33040
  • Place, Duval Street
    ‪9 min walk‬
  • Place, Mallory Square
    ‪13 min walk‬
  • Place, Southernmost Point
    ‪3 min drive‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪8 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

9.2 out of 10
Wonderful
(25 reviews)
  • 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
(54 reviews)
  • 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
(25 reviews)
  • 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)
  • 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)
  • 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)
  • 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

9.6 out of 10
Exceptional
(5 reviews)
  • 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)
  • 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)
  • Sleeps 2
  • 1 Queen Bed

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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

  • 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
  • South Beach - 19 min walk - 1.0 mile
  • Southernmost Point - 3 min drive - 0.9 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
  • ‪Square Grouper Key West - ‬4 min walk
  • ‪Half Shell Raw Bar - ‬4 min walk

About this property

Westwinds Inn

Hotel with 2 outdoor swimming pools, 8-minute 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.

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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 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

Renovations and closures

The following facilities or services will be unavailable from November 15 2025 to November 18 2025 (dates subject to change):
  • One of the swimming pools

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.

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. Note though that pool facilities will be unavailable from November 15 2025 until November 18 2025 (subject to change).

What amenities will couples enjoy 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.

Reviews

Westwinds Inn Reviews

9.4

Exceptional

9.6/10

Cleanliness

9.4/10

Staff & service

9.0/10

Amenities

9.2/10

Property conditions & facilities

9.2/10

Eco-friendliness
Rating 10 - Excellent. 754 out of 1009 reviews
Rating 8 - Good. 188 out of 1009 reviews
Rating 6 - Okay. 39 out of 1009 reviews
Rating 4 - Poor. 20 out of 1009 reviews
Rating 2 - Terrible. 8 out of 1009 reviews

Reviews

10/10 Excellent

Camille

Liked: Cleanliness, staff & service, property conditions & facilities
Really great location! We
Stayed 4 nights in Jul 2025

10/10 Excellent

Karen

Stayed 4 nights in Aug 2025

10/10 Excellent

Colleen

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 5 nights in Apr 2025

8/10 Good

frederick

Traveled with family
Liked: Cleanliness, property conditions & facilities
Lack of adequate parking Should give voucher for public parking. No restaurant or cafe no bar Rooster woke me up every morning at 530 or earlier LOL Wish had full breakfast available.
Stayed 6 nights in Jul 2025

10/10 Excellent

Regina

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
A wonderful 'hide out' for us. Walkable and a lovely place to cool off in the summer heat.
Stayed 4 nights in Jul 2025

10/10 Excellent

Janine

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 2 nights in Jul 2025

10/10 Excellent

Gregory

Stayed 1 night in May 2025

10/10 Excellent

Norman

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

10/10 Excellent

Miranda

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 3 nights in Jul 2025

10/10 Excellent

MICHELLE

Traveled with group
Liked: Cleanliness, staff & service, property conditions & facilities
I’d absolutely stay here again. We were able to check in very early, which was a huge plus since it was raining when we arrived. The check-in process was quick and easy. Our room was clean and comfortable. The included breakfast was simple but a nice added bonus. After a day of exploring, the pool was a refreshing way to unwind. The place had a quaint, quiet vibe. We stayed in the king suite with a pull-out king, which worked perfectly for our group.
Stayed 2 nights in Jul 2025

10/10 Excellent

Christopher Edwin, Clearwater

Stayed 2 nights in Jul 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

4/10 Poor

Annia

Stayed 1 night in Jul 2025

10/10 Excellent

Edward

Liked: Staff & service, amenities, property conditions & facilities
Nice little oasis near (but not on) Duval Street.
Stayed 1 night in Jul 2025

10/10 Excellent

Jim

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I had a great stay
Stayed 1 night in Jul 2025

10/10 Excellent

Melissa

Liked: Cleanliness
Stayed 4 nights in Jul 2025

10/10 Excellent

Mike

Stayed 2 nights in Jul 2025

8/10 Good

Joyce

Traveled with family
Liked: Cleanliness, amenities, property conditions & facilities
We had two rooms for this stay - one for my son and DIL, and one for my husband and I. Room 303 as beautiful and cute all at the same time. Pros - Well appointed with a dehumidifier, A/C worked great and was quiet, awesome Keurig, comfy side chair, small refrigerator, updated bathroom (would love that tile in my own home!!), great soaps/shampoos and lotions. Cons - None - really...NONE! Room 203-Overall super disappointing. Pro’s: the room open directly out to the pool, and the shampoos, conditioners, soaps, etc. very nice. The in room coffee maker was a great plus. Housekeeping was timely super friendly. Cons: To put it mildly, the room was “tired”. From no windows at all in the room (other than the door windows), a simple dining chair in the corner as the only seating, and no closet (leaving the ironing board and iron sitting on the floor in the room), to the broken wicker headboard, the outdated shower tiling, mold in the corners of the wall outside of the shower, the super loud air conditioner that even on auto ran constantly, the broken blinds on the doorway allowing folks to peer into the room towards one side of the bed easily, and the lack of humidifier in the room that left everything in the room damp feeling, it honestly feels and felt like this room was a total afterthought that was actually a forgotten thought. This room should likely be the very last room that they place someone in and should likely be downgraded to the least expensive room they have.
Stayed 2 nights in Jul 2025

10/10 Excellent

Brian

Traveled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Secluded, beautiful, quiet getaway close to Duval Street. Parking is an issue since you have to park off property and there is a little to no parking for scooters or golf carts. Staff was incredible. Property was amazing!
Stayed 5 nights in Jul 2025

10/10 Excellent

Sally

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

Great location!

Great location, love the set up of the hotel with the two separate pools, love the one pool with the water fountains, and all the greenery around, and there were shade in the pool, which was perfect! The bike rental place was right next-door and you got 10% off perfect. Tables and chairs to sit at, very comfortable. Would highly recommend.
Stayed 3 nights in Jul 2025

10/10 Excellent

Jason

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
It felt like Paradise. 2 pools. Close to Everything. Comfy bed.
Stayed 2 nights in Jul 2025

10/10 Excellent

Chris

Traveled with partner
Liked: Cleanliness, amenities, property conditions & facilities
Booked a patio room by the pool and really enjoyed our stay. Room was on the small side but had everything we needed. Breakfast outside on the patio was very nice. The location is excellent, 10 minutes walk to Duval street.
Stayed 3 nights in Jul 2025

10/10 Excellent

Adina

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 2 nights in Jun 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

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