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Westwinds Inn

Property class: 3.5

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Photo gallery for Westwinds Inn

A reception area with a curved marble counter, ceiling fans, large windows, and a staircase. - Westwinds Inn (Key West)
A poolside area with lounge chairs and a clear blue pool surrounded by lush tropical vegetation. - Westwinds Inn (Key West)
A two-story house with a white exterior, a green roof, and a staircase leading to the upper floor. - Westwinds Inn (Key West)
A breakfast table with a variety of food items, including fruits, pastries, and a coffee mug. - Westwinds Inn (Key West)
A bedroom with a bed, two bedside lamps, a ceiling fan, and a view of a balcony with plants. - Westwinds Inn (Key West)
Duval Street and Mallory Square are located near Westwinds Inn, which provides free continental breakfast, a free manager's reception, and a garden. In addition to a library and laundry facilities, guests can connect to free in-room WiFi.

Reviews

9.4 out of 10
Exceptional

Popular amenities

  • Free WiFi
  • Air conditioning
  • Laundry
  • Housekeeping

Off-peak, on budget: 30% or more off select hotels in our fall sale

Skip the crowds, keep the savings. AARP members save more after Labor Day. Book by Oct 7, 2026.

Room options

Available filters for rooms
Showing 9 of 9 rooms

View all photos for Deluxe Room, 1 King Bed

A white house with a picket fence, a palm tree, and lush greenery.

Deluxe Room, 1 King Bed

9.4 out of 10
Exceptional
(33 reviews)
  • Garden view
  • 23 sq m
  • Sleeps 2
  • 1 King Bed
  • Free WiFi

View all photos for Standard Room, 1 Queen Bed

A bedroom with a bed, two wall-mounted lamps, a ceiling fan, and two framed botanical prints.

Standard Room, 1 Queen Bed

9.0 out of 10
Wonderful
(65 reviews)
  • Garden view
  • 19 sq m
  • 1 bedroom
  • Sleeps 2
  • 1 Queen Bed
  • Free WiFi

View all photos for Deluxe King Patio

A bedroom with a bed, two bedside lamps, a ceiling fan, and a view of a balcony with plants.

Deluxe King Patio

9.2 out of 10
Wonderful
(32 reviews)
  • Garden view
  • 23 sq m
  • Sleeps 2
  • 1 King Bed
  • Free WiFi

View all photos for Deluxe Queen

A hotel room with a bed, bedside table, lamp, and a television on the wall.

Deluxe Queen

9.2 out of 10
Wonderful
(15 reviews)
  • Garden view
  • 19 sq m
  • Sleeps 2
  • 1 Queen Bed
  • Free WiFi

View all photos for Junior Suite, 1 King Bed

A hotel room with a bed, a bedside lamp, a small table, a microwave, a sink, and a mirror.

Junior Suite, 1 King Bed

8.8 out of 10
Excellent
(14 reviews)
  • Garden view
  • 28 sq m
  • Sleeps 2
  • 1 King Bed
  • Free WiFi

View all photos for Junior King, Sleeper Sofa, 2nd Floor - no elevator

A bedroom with a bed, bedside tables, a nightstand, a dresser, a window with blinds, a ceiling fan, and a sofa.

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
  • Free WiFi

View all photos for Premium Suite 1 Queen Bed - 2nd Floor, no elevator

A bedroom with a bed, bedside lamps, a dresser, and a sofa.

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

9.8 out of 10
Exceptional
(8 reviews)
  • Garden view
  • 37 sq m
  • 1 bedroom
  • Sleeps 4
  • 1 Queen Bed and 1 Queen Sofa Bed
  • Free WiFi

View all photos for King Suite

A bedroom with a bed, bedside lamps, a dresser, a television, and a window with blinds.

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
  • Free WiFi

View all photos for Suite

A bedroom with a bed, a ceiling fan, a nightstand, a lamp, and a window.

Suite

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

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. Ready for a night out? Consider The Key West Theater and Sloppy Joe's Bar. 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

  • A military jet flying low over a concrete path surrounded by vegetation.
    Key West Naval Station
    4 min walk - 0.3 miles
  • A street with a pharmacy, a theater, and a yellow building.
    Duval Street
    9 min walk - 0.5 miles
  • A sign reading "Welcome to Mallory Square" with an American flag, a red and white striped awning, and a statue of a man in a blue shirt and straw hat.
    Mallory Square
    13 min walk - 0.7 miles
  • A historical marker for The Little White House, built in 1890, used by American Navy officers, and listed on the National Register of Historic Places in 1974.
    Harry S. Truman Little White House
    13 min walk - 0.7 miles
  • A two-story colonial-style building with a balcony, surrounded by lush greenery and palm trees.
    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
  • Kermit's Key West Key Lime Shoppe
    8 min walk
  • Cuban Coffee Queen Waterfront
    4 min walk
  • Schooner Wharf Bar
    7 min walk
  • Half Shell Raw Bar
    4 min walk

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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 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

Pets not allowed

Children and extra beds

Children 12 and younger are not allowed at this property; All guests older than 12 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 48 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 12 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 15 minutes.

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 1003 reviews
Rating 8 - Good. 179 out of 1003 reviews
Rating 6 - Okay. 34 out of 1003 reviews
Rating 4 - Poor. 14 out of 1003 reviews
Rating 2 - Terrible. 8 out of 1003 reviews

Reviews

Verified review

10/10 Excellent

John

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Everything was great from the staff to the accommodations we will be returning in 2027
Stayed 5 nights in Aug 2026
Verified review

10/10 Excellent

Karen

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Room was very clean while staff was exceptional. Breakfast was nice & simple again with outstanding staff & the pools were relatively very nice,quiet & clean. Overall an exceptional outstanding stay and will probably return
Stayed 4 nights in Aug 2026
Verified review

10/10 Excellent

Nicole

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This place was amazing the staff was super nice and I cannot wait to come back!!
Stayed 4 nights in Jul 2026
Verified review

10/10 Excellent

Kim

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great location, just enough off the beaten path. Pools were inviting. Cute breakfast and happy hour. I think they even upgraded our room for my birthday, and added a bottle of champagne!
Stayed 4 nights in Aug 2026
Verified review

10/10 Excellent

Kristen

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The staff was friendly and helpful. The breakfast and happy hour was a wonderful addition. Rooms were spacious and had everything we needed. We will Be back.
Stayed 5 nights in Aug 2026
Verified review

8/10 Good

James

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very clean the room I stayed had recently been redone and was nice down side absolutely no parking pay for lot about 3 blocks away 15 away cash only
Stayed 1 night in Aug 2026
Verified review

8/10 Good

Jacqueline

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great spot, walking distance to most all sights. Staff was fabulous, attentive, and fastidious with keeping the room clean, fresh towels for the pool, and providing included breakfast and happy hour refreshments. Site is well manicured with lots of tropical plants; rooms could use some updates.
Stayed 4 nights in Jul 2026
Verified review

10/10 Excellent

Yolaysi

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Excellent! The property was clean, breakfast was very nice with different varieties including fresh fruits. The 2 pools were clean and accessible at any time. The property was close to everything around the main streets.
Stayed 2 nights in Jul 2026
Verified review

10/10 Excellent

Morgan

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This place is so charming. I love the layout and it was safe and so cute.
Stayed 2 nights in Jun 2026
Verified review

8/10 Good

melissa

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Room was nice, bed comfortable. Good location on the island near the wharf area. Mosquitoes on the property were a bit much though.
Stayed 4 nights in Jun 2026
Verified review

10/10 Excellent

Steve

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The staff was great and the room was wonderful. We loved the pool and the secluded areas to relax. Would highly recommend Westwinds for a great stay in Key west!!
Stayed 7 nights in May 2026
Verified review

10/10 Excellent

Dawn McDonald Marie

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Comfortable BED
Stayed 5 nights in Jun 2026
Verified review

10/10 Excellent

Paul

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We enjoyed our stay very much. Quiet and picturesque location, friendly staff, amd nice room. We used the outdoor pool nearest to our room (there are 2 pools) amd it was clean.
Stayed 4 nights in Jun 2026
Verified review

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 review

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 review

10/10 Excellent

CARMEN

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I can’t thanks enough. I can’t describe the all the good things about this hotel. Now forward is my only place to go.
Stayed 1 night in Jul 2026
Verified review

10/10 Excellent

Candace

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Room was great, the “room temperature “ pool was wonderful and the continental breakfast was exactly what we needed. The neighborhood is wonderful, walking distance to everything but if you don’t want to walk everywhere I recommend renting a golf cart… fun and easy.
Stayed 4 nights in May 2026
Verified review

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 review

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 review

10/10 Excellent

Sabrina

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
A great place to stay and always enjoy the property. It is conveniently located close to the harbor and Duval St. the mosquitos were awful this time and we weren’t able to enjoy the porch, and the ice machine went down but the provided ice at the office for us. Definitely recommend!
Stayed 9 nights in May 2026
Verified review

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 review

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 review

10/10 Excellent

Jason

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Wonderful Westwinds… rooms are kept spotlessly clean, outdoor space is well looked after and staff are great.
Stayed 5 nights in Mar 2026
Verified review

10/10 Excellent

Tracy

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Loved everything about this place!! Very convenient to Duvall St. Free breakfast was served daily. The staff were so friendly and helpful. The bed was comfortable. The grounds were beautiful!
Stayed 3 nights in Apr 2026
Verified review

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