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Westwinds Inn

3.5 star property
Key West's tranquil garden retreat offers two outdoor pools for relaxation, while putting travelers within easy reach of Mallory Square's vibrant attractions

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Photo gallery for Westwinds Inn

Lobby sitting area - Westwinds Inn (Key West)
Free daily continental breakfast - Westwinds Inn (Key West)
Deluxe King Patio | Free WiFi, bed sheets - Westwinds Inn (Key West)
King Suite | View from property - Westwinds Inn (Key West)
Premium Suite 1 Queen Bed - 2nd Floor, no elevator | Garden view - Westwinds Inn (Key West)
Westwinds Inn offers a peaceful haven near Duval Street with continental breakfast and a lush garden. Guests enjoy two outdoor pools and a well-stocked library. Previous visitors consistently praise the attentive staff who enhance the experience.

Reviews

9.4 out of 10
Exceptional

Popular amenities

  • Free WiFi
  • Laundry
  • Housekeeping

Room options

Available filters for rooms
Showing 9 of 9 rooms

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
(31 reviews)
  • Garden view
  • 23 sq m
  • 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
(62 reviews)
  • Garden view
  • 19 sq m
  • 1 bedroom
  • 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
(30 reviews)
  • Garden view
  • 23 sq m
  • Sleeps 2
  • 1 King Bed

View all photos for Deluxe Queen

Deluxe Queen | Free WiFi, bed sheets

Deluxe Queen

9.0 out of 10
Wonderful
(11 reviews)
  • Garden view
  • 19 sq m
  • 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

8.8 out of 10
Excellent
(13 reviews)
  • Garden view
  • 28 sq m
  • 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)
  • Garden view
  • 30 sq m
  • 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

9.8 out of 10
Exceptional
(7 reviews)
  • Garden view
  • 37 sq m
  • 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
(5 reviews)
  • Garden view
  • 26 sq m
  • 1 bedroom
  • Sleeps 4
  • 1 King Bed and 1 King Sofa Bed

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

About the neighborhood

Located near the beach, Westwinds Inn is in Key West Historic District, a neighborhood in Key West. Ernest Hemingway Home and Museum and Southernmost Point are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and Fort Zachary Taylor Historic State Park. Sails To Rails Museum at Flagler Station and The Kite House are also worth visiting. Jet skiing, kayaking, and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours nearby. Visit our Key West travel guide
Map
914 Eaton St, Key West, FL, 33040

What's nearby

  • Key West Naval Station
    Key West Naval Station
    4 min walk - 0.3 miles
  • Duval Street
    Duval Street
    9 min walk - 0.5 miles
  • Beach and Pier at Sunset, Florida, USA
    Florida Keys Beaches
    10 min walk - 0.6 miles
  • Mallory Square
    Mallory Square
    13 min walk - 0.7 miles
  • Ernest Hemingway Home and Museum
    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

Hotel near Duval Street
Located close to Mallory Square and Ernest Hemingway Home and Museum, Westwinds Inn provides free continental breakfast, a free manager's reception, and a garden. Free in-room WiFi is available to all guests, along with a library and laundry facilities.
Other perks at this hotel include:
  • 2 outdoor pools
  • Concierge services, a vending machine, and luggage storage
  • Smoke-free premises, free newspapers, and tour/ticket assistance
  • Barbecue grills
  • Guest reviews speak highly of the breakfast, pool, and helpful staff
Room features
All guestrooms at Westwinds Inn include comforts such as air conditioning, as well as amenities like free WiFi. Guest reviews highly rate the clean rooms at the property.
Extra conveniences in all rooms include:
  • Bathrooms with tubs or showers and free toiletries
  • 40-inch flat-screen TVs with cable channels

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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
  • 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

Pets not allowed

Children and extra beds

Children 11 and younger are not allowed at this property; All guests older than 11 are welcome
Rollaway/extra beds are not available
Cribs (infant beds) are not available

Property payment types

Important information

Optional extras

  • Nearby parking fee: USD 42 per night (499 ft away)

The above list may not be comprehensive. Fees and deposits may 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

We should mention

This property does not have elevators
Children 11 years old and younger are not permitted at this property
A car is not required for transportation to and from this property

Frequently asked questions

Does Westwinds Inn have a pool?

Yes, this property has 2 outdoor pools.

Is Westwinds Inn pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Westwinds Inn?

Check-in start time: 3 PM; Check-in end time: 7:00 PM. Late check-in is available during limited hours.

What time is check-out at Westwinds Inn?

Check-out is at 11 AM.

Where is Westwinds Inn located?

Located in Key West Historic District, this hotel is within a 10-minute walk of Sails To Rails Museum at Flagler Station and Duval Street. Florida Keys Beaches and Mallory Square are also within 1 mi (2 km).

Can I cancel my reservation for free and receive a full refund?

Yes, this property offers free cancellation on select room rates, because flexibility matters! Please refer to the property cancellation policy on our site for more details about any exclusions or requirements.

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Reviews

Westwinds Inn Reviews

9.4

Exceptional

9.6

Cleanliness

9.2

Amenities

9.6

Staff & service

9.4

Property conditions & facilities
Rating 10 - Excellent. 768 out of 1018 reviews
Rating 8 - Good. 188 out of 1018 reviews
Rating 6 - Okay. 39 out of 1018 reviews
Rating 4 - Poor. 16 out of 1018 reviews
Rating 2 - Terrible. 7 out of 1018 reviews

Reviews

Verified

8/10 Good

Peter

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Quant little bungalow in great location - heated pool and outside breakfast were very welcoming.
Stayed 3 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

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

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

8/10 Good

Mark

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Nice place to stay, with a great location. It's clean and simple. The breakfast isn't much to speak of and the pools are ok (although one is heated, which was nice for an early morning swim).
Stayed 4 nights in Apr 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

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

Carmen

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

10/10 Excellent

Paul

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great place to stay! Walking distance to Duval Street. Bike rental one block away. Great fish cafe one block away. Rent a golf cart! You don't need a car. Very good continental breakfast here. Staff is very friendly and accommodating. Five Stars!
Stayed 3 nights in Apr 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

Brian

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great spot to explore from. Walking distance to all the local favorites. Bike rental next door. Nice space to spread out in too.
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

Katt

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We arrived late so we didn’t interact with the staff , but the are room was lit up so we could find it .the room was very clean would stay again and recommend
Stayed 1 night 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

Jeremiah

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
My family and I only stayed for one night but the experience was incredible. The. Check-in process was easy and staff let us keep our luggage at the property before our room was ready. Our room was clean and spacious. The property is well maintained and offerers two pools, a water filling station, and continental breakfast. Even though the resort is in the middle of the busy downtown area, it felt like you were on your own island when sitting by the pool. I highly recommend Westwinds and I look forward to our next stay.
Stayed 1 night 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

Louisa B.

Liked: Cleanliness, property conditions & facilities
The Breakfast menu was very dissapointing. Not much to offer and all processed food. the Pool area was nice
Stayed 4 nights in Mar 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
Verified

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
Verified

8/10 Good

Troy

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

8/10 Good

Elena

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great location. Walking distance to almost everything; did not need a car. Room was clean. Pool was a special treat.
Stayed 3 nights in Mar 2026
Verified

10/10 Excellent

Tammy

Liked: Cleanliness, property conditions & facilities
Great location and loved the heated pool!
Stayed 3 nights in Dec 2025
Verified

8/10 Good

Charles M Brainerd

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
Verified

10/10 Excellent

Jeff

Liked: Cleanliness, amenities, property conditions & facilities
Great location and relaxing atmosphere
Stayed 2 nights in Nov 2025