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Westwinds Inn

Florida Keys - FL · United States

914 Eaton StreetView location

9.4/10Excellent1,002 Reviews
Cleanliness9.6/109.6
Service9.6/109.6
Comfort9.4/109.4
Condition9.4/109.4
Amenities9.2/109.2
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Room prices, availability, meal plans and cancellation terms are confirmed for your selected dates.

About Westwinds Inn

Located in Key West's Historic District, the Westwinds Inn is a short walk from Duval Street and the beach. Enjoy complimentary continental breakfast and amenities including Wi-Fi, concierge services, and laundry facilities. The 26 air-conditioned rooms feature flat-screen TVs and private bathrooms.

Nearby attractions include the Sails To Rails Museum and the Key West Historic Seaport. Key West International Airport (EYW) is a short drive away.

Read more about this hotelShow less

Located in Key West (Key West Historic District), Westwinds Inn is within a 15-minute walk of Duval Street and Florida Keys Beaches. This hotel is 0.7 mi (1.2 km) from Mallory Square and 1.3 mi (2 km) from Southernmost Point.

Make yourself at home in one of the 26 air-conditioned rooms featuring flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Private bathrooms with bathtubs or showers feature complimentary toiletries and hair dryers.

Featured amenities include complimentary newspapers in the lobby, luggage storage, and laundry facilities.

Popular amenities

Free WiFi
Parking available
Dining services
Concierge
Laundry
Entertainment
Non-smoking

Check-in and check-out

Check-in from 3:00 PM
Check-in until 7:00 PM
Check-out until 11:00 AM
Minimum check-in age 21

Hotel policies

Beach nearby No rollaway/extra beds available No cribs (infant beds) available No elevators Children not allowed Professional property host/manager Pets not allowed

Cleaning and safety

Essential Travel
Essential workers only - NO

Important information

  • You need to know
    • Children 12 years old and younger are not permitted at this property.
    • A car is not required for transportation to and from this property.
  • Special Instructions
    The front desk is open daily from 8 AM - 7:00 PM. 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. Guests must contact the property in advance for check-in instructions. The front desk is staffed during limited hours. Information provided by the property may be translated using automated translation tools.
  • Instructions
    • 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
  • Minimal age
    21
  • Optional fees
    • 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.

  • Spoken Language

    Filipino

    English

    Spanish

Nearby attractions

Sails To Rails Museum at Flagler Station 0.3 km / 0.2 mi
Key West Bight Marina 0.3 km / 0.2 mi
Donkey Milk House 0.4 km / 0.3 mi
Key West Historic Seaport 0.5 km / 0.3 mi
The Kite House 0.5 km / 0.3 mi
Schooner Western Union 0.5 km / 0.3 mi
Key West Cemetery 0.6 km / 0.4 mi
The Key West Theater 0.6 km / 0.4 mi
Duval Street 0.7 km / 0.4 mi
Key West Theater 0.7 km / 0.4 mi
Studios of Key West 0.7 km / 0.4 mi
St. Paul's Episcopal Church 0.7 km / 0.4 mi
Red Barn Theater 0.7 km / 0.5 mi
Hellings House Museum 0.7 km / 0.5 mi
Curry Mansion Museum 0.8 km / 0.5 mi

Hotel facilities & services

Services and fees can vary. Check the selected room details and hotel policies before booking.

  • Total number of rooms: 26
  • hotel
  • Check-in hour
  • Check-out hour
  • Wi-fi
  • Laundry service
  • Garden
  • Newspapers
  • Breakfast
  • Continental breakfast
  • Minimum check-in age: 21
Upon availability

Room types

These are the hotel's room types, rather than live offers. Choose your travel dates to see available rooms, prices and booking conditions. Check availability

  • DOUBLE QUEEN SIZE BEDDOUBLE • QUEEN SIZE BED • 1 Bedroom • 19 m²DBL.QN
    DOUBLE QUEEN SIZE BEDPhoto unavailable18 photos

    Westwinds Inn

    DOUBLE QUEEN SIZE BED

    Room photos

    18 photos

    Room overview

    Non-smoking room
    Room size
    19 m²
    Occupancy
    Guests: 1–2 • Adults: max. 2 • Children: max. 1
    Bed setup
    Queen-size bed 150-154 width
    Bedrooms
    1
    Room type
    DOUBLE
    View / characteristic
    QUEEN SIZE BED

    Adult and child limits apply within the room's total guest limit.

    Room code: DBL.QN

    Facilities with extra charge

    • Wi-fi

    Available rooms, prices and included facilities are confirmed after you choose your dates and rate.

  • JUNIOR SUITE KING SIZE BEDJUNIOR SUITE • KING SIZE BED • 1 Bedroom • 28 m²JSU.KG
    JUNIOR SUITE KING SIZE BEDPhoto unavailable15 photos

    Westwinds Inn

    JUNIOR SUITE KING SIZE BED

    Room photos

    15 photos

    Room overview

    Non-smoking room
    Room size
    28 m²
    Occupancy
    Guests: 1–2 • Adults: max. 2 • Children: max. 1
    Bed setup
    King-size bed 150-183 width
    Bedrooms
    1
    Room type
    JUNIOR SUITE
    View / characteristic
    KING SIZE BED

    Adult and child limits apply within the room's total guest limit.

    Room code: JSU.KG

    Facilities with extra charge

    • Wi-fi

    Available rooms, prices and included facilities are confirmed after you choose your dates and rate.

  • SUITE WITH DOUBLE BEDSUITE • WITH DOUBLE BEDSUI.DB

    Photos are not available for this room type.

    Westwinds Inn

    SUITE WITH DOUBLE BED

    Room photos

    Photos are not available for this room type.

    Room overview

    Occupancy
    Guests: 1–8 • Adults: max. 8 • Children: max. 5
    Room type
    SUITE
    View / characteristic
    WITH DOUBLE BED

    Adult and child limits apply within the room's total guest limit.

    Room code: SUI.DB

    Limited room details from hotel

    Available rooms, prices and included facilities are confirmed after you choose your dates and rate.

  • DOUBLE DELUXEDOUBLE • DELUXEDBL.DX

    Photos are not available for this room type.

    Westwinds Inn

    DOUBLE DELUXE

    Room photos

    Photos are not available for this room type.

    Room overview

    Occupancy
    Guests: 1–4 • Adults: max. 4 • Children: max. 3
    Room type
    DOUBLE
    View / characteristic
    DELUXE

    Adult and child limits apply within the room's total guest limit.

    Room code: DBL.DX

    Limited room details from hotel

    Available rooms, prices and included facilities are confirmed after you choose your dates and rate.

  • DOUBLE KING SIZE BEDDOUBLE • KING SIZE BEDDBL.KG-1

    Photos are not available for this room type.

    Westwinds Inn

    DOUBLE KING SIZE BED

    Room photos

    Photos are not available for this room type.

    Room overview

    Occupancy
    Guests: 1–4 • Adults: max. 4 • Children: max. 3
    Room type
    DOUBLE
    View / characteristic
    KING SIZE BED

    Adult and child limits apply within the room's total guest limit.

    Room code: DBL.KG-1

    Limited room details from hotel

    Available rooms, prices and included facilities are confirmed after you choose your dates and rate.

  • SUITE KING SIZE BEDSUITE • KING SIZE BEDSUI.KG

    Photos are not available for this room type.

    Westwinds Inn

    SUITE KING SIZE BED

    Room photos

    Photos are not available for this room type.

    Room overview

    Occupancy
    Guests: 1–8 • Adults: max. 8 • Children: max. 5
    Room type
    SUITE
    View / characteristic
    KING SIZE BED

    Adult and child limits apply within the room's total guest limit.

    Room code: SUI.KG

    Limited room details from hotel

    Available rooms, prices and included facilities are confirmed after you choose your dates and rate.

  • DOUBLE QUEEN SIZE BEDDOUBLE • QUEEN SIZE BEDDBL.QN-1

    Photos are not available for this room type.

    Westwinds Inn

    DOUBLE QUEEN SIZE BED

    Room photos

    Photos are not available for this room type.

    Room overview

    Occupancy
    Guests: 1–4 • Adults: max. 4 • Children: max. 3
    Room type
    DOUBLE
    View / characteristic
    QUEEN SIZE BED

    Adult and child limits apply within the room's total guest limit.

    Room code: DBL.QN-1

    Limited room details from hotel

    Available rooms, prices and included facilities are confirmed after you choose your dates and rate.

  • DOUBLE DELUXE KING BEDDOUBLE • DELUXE KING BED • 1 Bedroom • 23 m²DBL.DX-KG
    DOUBLE DELUXE KING BEDPhoto unavailable28 photos

    Westwinds Inn

    DOUBLE DELUXE KING BED

    Room photos

    28 photos

    Room overview

    Non-smoking room
    Room size
    23 m²
    Occupancy
    Guests: 1–2 • Adults: max. 2 • Children: max. 1
    Bed setup
    King-size bed 150-183 width
    Bedrooms
    1
    Room type
    DOUBLE
    View / characteristic
    DELUXE KING BED

    Adult and child limits apply within the room's total guest limit.

    Room code: DBL.DX-KG

    Facilities with extra charge

    • Wi-fi

    Available rooms, prices and included facilities are confirmed after you choose your dates and rate.

  • JUNIOR SUITE STANDARDJUNIOR SUITE • STANDARDJSU.ST

    Photos are not available for this room type.

    Westwinds Inn

    JUNIOR SUITE STANDARD

    Room photos

    Photos are not available for this room type.

    Room overview

    Occupancy
    Guests: 1–5 • Adults: max. 5 • Children: max. 3
    Room type
    JUNIOR SUITE
    View / characteristic
    STANDARD

    Adult and child limits apply within the room's total guest limit.

    Room code: JSU.ST

    Limited room details from hotel

    Available rooms, prices and included facilities are confirmed after you choose your dates and rate.

  • SUITE STANDARDSUITE • STANDARDSUI.ST

    Photos are not available for this room type.

    Westwinds Inn

    SUITE STANDARD

    Room photos

    Photos are not available for this room type.

    Room overview

    Occupancy
    Guests: 1–8 • Adults: max. 8 • Children: max. 5
    Room type
    SUITE
    View / characteristic
    STANDARD

    Adult and child limits apply within the room's total guest limit.

    Room code: SUI.ST

    Limited room details from hotel

    Available rooms, prices and included facilities are confirmed after you choose your dates and rate.

  • JUNIOR SUITE KING SIZE BEDJUNIOR SUITE • KING SIZE BEDJSU.KG-1

    Photos are not available for this room type.

    Westwinds Inn

    JUNIOR SUITE KING SIZE BED

    Room photos

    Photos are not available for this room type.

    Room overview

    Occupancy
    Guests: 1–5 • Adults: max. 5 • Children: max. 3
    Room type
    JUNIOR SUITE
    View / characteristic
    KING SIZE BED

    Adult and child limits apply within the room's total guest limit.

    Room code: JSU.KG-1

    Limited room details from hotel

    Available rooms, prices and included facilities are confirmed after you choose your dates and rate.

  • DOUBLE DELUXE QUEEN BEDDOUBLE • DELUXE QUEEN BEDDBL.DX-QN

    Photos are not available for this room type.

    Westwinds Inn

    DOUBLE DELUXE QUEEN BED

    Room photos

    Photos are not available for this room type.

    Room overview

    Occupancy
    Guests: 1–4 • Adults: max. 4 • Children: max. 3
    Room type
    DOUBLE
    View / characteristic
    DELUXE QUEEN BED

    Adult and child limits apply within the room's total guest limit.

    Room code: DBL.DX-QN

    Limited room details from hotel

    Available rooms, prices and included facilities are confirmed after you choose your dates and rate.

  • SUITE QUEEN SIZE BEDSUITE • QUEEN SIZE BEDSUI.QN

    Photos are not available for this room type.

    Westwinds Inn

    SUITE QUEEN SIZE BED

    Room photos

    Photos are not available for this room type.

    Room overview

    Occupancy
    Guests: 1–8 • Adults: max. 8 • Children: max. 5
    Room type
    SUITE
    View / characteristic
    QUEEN SIZE BED

    Adult and child limits apply within the room's total guest limit.

    Room code: SUI.QN

    Limited room details from hotel

    Available rooms, prices and included facilities are confirmed after you choose your dates and rate.

  • SUITE PREMIUMSUITE • PREMIUMSUI.PI

    Photos are not available for this room type.

    Westwinds Inn

    SUITE PREMIUM

    Room photos

    Photos are not available for this room type.

    Room overview

    Occupancy
    Guests: 1–8 • Adults: max. 8 • Children: max. 5
    Room type
    SUITE
    View / characteristic
    PREMIUM

    Adult and child limits apply within the room's total guest limit.

    Room code: SUI.PI

    Limited room details from hotel

    Available rooms, prices and included facilities are confirmed after you choose your dates and rate.

Guest reviews

What other guests saying about Westwinds Inn

9.4
Excellent
1,002 Reviews
Cleanliness
9.6 /10
Service
9.6 /10
Comfort
9.4 /10
Condition
9.4 /10
Amenities
9.2 /10
100 reviews shown
10/10
Exceptional
22 Jul 2026
Nicole
This place was amazing the staff was super nice and I cannot wait to come back!!
10/10
Exceptional
22 Jul 2026
Mark
This property is exactly what you want if you are to experience the Key West vibe. Tropical landscaping surrounds two separate pools. The rooms were impeccably clean, and the location is ideal. We travel to KW 3-4 times a year and we wanted to try a different property then where we often stay. We weren’t disappointed!!! Might be our new spot. Just a tip…if you are physically able to operate a scooter(moped), rent a couple from Sunshine Scooters, park for free at their location on Roosevelt and you’ll have access to the whole island and a multitude of free, scooter, parking spots.
10/10
Exceptional
20 Jul 2026
Laura
The hotel was cute and in a good location. The grounds had beautiful landscaping. The room was small, but we knew it would be so no big deal. It was fine for our purposes since we were out and about most of the time. The location was good as well. We walked many places. We would have walked to most places if our stay wasn’t during the intense heat of July. We were very close to Judy Blume’s bookstore if you’re a fan.

Breakfast included things like muffins, toast, bagels, cereal, fruit, yogurt and was staged outside near one of the pools. There was a very nice breakfast attendant that prepared everything and helped serve. All of the staff were very nice.

Overall, the value was excellent. It’s not a fancy resort, but it has a lot of old Key West charm, which I would prefer to suit the laid back vibe of the island anyway.
Partner
10/10
Exceptional
19 Jul 2026
Yolaysi
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.
Partner
10/10
Exceptional
15 Jul 2026
OVIAL
wonderfull
10/10
Exceptional
15 Jul 2026
Randall
Very clean, and very quiet. Enjoyed the breakfast every morning in the gardens. Very friendly and helpful staff.
Self
8/10
Excellent
14 Jul 2026
Scott
Great property/location. Wasn't there to spend time in room.... all about location. Within easy walking distance to Duval & waterfront establishments... Old Town Bakery around corner. Easy check in but we checked out early and nobody in office before 8am, nowhere to put keys. Parking is offsite and you have to pay additional. Within walking distance, you can drop off luggage then move car. Continental breakfast could have more options but adequate. Loved the pools and lush gardens. Nice ice maker and filtered water to fill bottles etc.
Partner
10/10
Exceptional
13 Jul 2026
modi
a
Partner
10/10
Exceptional
08 Jul 2026
Ernest
The room was very nice and clean. The staff was always available to help with anything we needed. They provided a very nice breakfast selection each morning and the girl who attended to us was excellent!

I do like to pool area, very secluded with beautiful lush vegetation. I will say that while nice and peaceful most times, there was a group of spanish women at the pool one day that were extremely loud.....not really what I expected from such a nice place. I did not go to the staff about this because I did not want to create any problems....if it were to happen again, I most certainly would.
Friends_and_family Friends
8/10
Excellent
06 Jul 2026
mark
It was ok
Partner
10/10
Exceptional
06 Jul 2026
CARMEN
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.
Family
10/10
Exceptional
04 Jul 2026
Melanie
Cute little room for one night. Very clean. Close to bakery and Fabulous Jamaican seafood restaurant Maroons.
Family
10/10
Exceptional
28 Jun 2026
Fred
My wife and I enjoyed staying at the Woodwinds Inn during our 3 night stay in the Keys. Room had a great location close to the pool, was very clean, had all ammenities needed, including a dehumidifier, and was only a 13 minute walk from Duval St. The daily continental breakfast and happy hour that included complimentary beer, wine, and snacks was a nice perk! Staff was very nice and polite. When my wife and I requested an extention on room time before check out or asked for suggestions to eat and visit during our stay they were very accommodating. Overall our stay was a very pleasant experience and we look forward to booking another stay next time in the Keys!
Friends_and_family Family
10/10
Exceptional
26 Jun 2026
Darrell
Two pools happy hour all great breakksfest could be changed a bit staff super helpful
Partner
8/10
Excellent
23 Jun 2026
Penny
The location was great. The pool was beautiful even though there were workers doing landscaping it seemed like continuously. The gas blower for hours while in the pool was yuck. The shower in room 103 in the main house was terrible! The floor was super soft and it felt like I was going to fall through. It was kind of scary.
Partner
10/10
Exceptional
23 Jun 2026
Andrea
My family was extremely pleased with the room, staff and amenities. We enjoyed the complimentary breakfast as well as happy hour during our stay. I will definitely be booking this place again as we enjoy this side of the island for our favorite restaurants and walking preferences. Thank you!
Friends_and_family Family
10/10
Exceptional
22 Jun 2026
Michael
The room was very clean , staff was great ! Both pools were clean and amazing! Breakfast was great , eating by the pool so nice
10/10
Exceptional
20 Jun 2026
Stacey E
We had a late flight on our last day and they were able to hold our luggage in the office, let us hang out at the pool, and use the shower room to change before we left for the airport.
Partner
8/10
Excellent
18 Jun 2026
melissa
Room was nice, bed comfortable. Good location on the island near the wharf area. Mosquitoes on the property were a bit much though.
Partner
10/10
Exceptional
16 Jun 2026
Dawn McDonald Marie
Comfortable BED
Friends
10/10
Exceptional
14 Jun 2026
Kelly
Great location!!
Partner
10/10
Exceptional
14 Jun 2026
Paul
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.
Family
10/10
Exceptional
11 Jun 2026
Angelina
Nobody was reachable after 7pm
8/10
Excellent
09 Jun 2026
Jerry
The young lady that checked us in was a blessing. She was very helpful and very nice. I think her name was Azul. She helped us in every way possible. The room we were put in was not the room we booked but we decided to stay there because we had already unpacked most of our stuff. It was a newly restroom. Very nice I might add. The only issue we had was the room seemed damp. Do t know if it was from all the humidity due to the rain. But some of our clothes were wet. The only real issue I had was with the manager. I had called to ask if there was parking for a golf cart due to we had a friend who had a bad knee. I was told by a gentleman that it was first come first serve. After 2 days of the golf cart beaked there I was given a notice stating I could not park there anymore. I spoke with the manager and she told me it was a fire hazard because the fire trucks wouldn’t be able to get to room eight f there was parked there. But yet there was a dump trailer parked there for 4 days. Other than that we had a great time. The complimentary happy hour was a nice touch.
Friends
10/10
Exceptional
09 Jun 2026
Morgan
This place is so charming. I love the layout and it was safe and so cute.
Partner
10/10
Exceptional
08 Jun 2026
Kenneth
We always stay on this property because it reasonably priced, clean and in a great location!
Partner
4/10
Poor
06 Jun 2026
felipe
Shower floor is completely destroyed.
10/10
Exceptional
31 May 2026
Anna
The room was cleaned everyday. Towels and sheets were changed everyday. Every staff member was courteous and efficient. They stored our luggage while we waited to go to the airport after we checked out. Breakfast had a good variety. Consuela was very friendly and helpful. We enjoyed the pool. We got to see iguanas! Free happy hour was nice.
Family
10/10
Exceptional
31 May 2026
Sabrina
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!
Family
10/10
Exceptional
31 May 2026
Candace
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.
Family
10/10
Exceptional
25 May 2026
Scott
Excellent service, highly recommend staying here, just a few blocks from Duval street and the water front.
Clean, very well taken care of pool and common areas are very nice!!
Walking distance to almost everything.
Partner
10/10
Exceptional
21 May 2026
Jennifer
Very nice place. Far more amenities than other similar KW properties. Two outdoor pools, outdoor bathroom, outdoor showers, sunscreen, towels, cold water, ice machine, and best of all, happy hour! Will definitely stay here again!
Friends
10/10
Exceptional
21 May 2026
michael
Nice place to stay!
10/10
Exceptional
20 May 2026
Steve
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!!
Family
10/10
Exceptional
19 May 2026
Donald
Beautiful property. Close to old town and harbor
10/10
Exceptional
16 May 2026
Misty
This is my second stay at this hotel and I love it here! The location is convenient and quiet. I went to the Dry Tortugas this year and the Ferry was literally 5 minutes away!

Duval and shopping is less than a 10 minute walk.

There is a bike rental basically next door, and they will give you discounted rates if you stay at the hotel.

Inside the rooms the amenities are basic, but still comfortable. I love the out door amenities and the breakfast bar- it’s outside so bring your bug spray the mosquitos are abundant.

I look forward to next year!
Self
10/10
Exceptional
13 May 2026
Tanya
The breakfast menu was fine..
Partner
6/10
Pleasant
13 May 2026
Kelly
Hotel is ok, room was clean, staff wasn’t readily available but when they were they were helpful. Location was good.
8/10
Excellent
12 May 2026
Costas S
Great location near Old Town Trolly stop 2. Nice pool. Good outdoor breakfast area. No complaints.
Family
8/10
Excellent
12 May 2026
Ian
Breakfast in the garden was good with friendly staff. Our room was at the front of the property by the road but still quiet. Pool areas clean and welcoming.
We found street parking close by.
10/10
Exceptional
11 May 2026
Bruce
Very clean rooms staff was very helpful. Pools we’re nice little small you continental breakfast could add a couple more things like bananas all in all 10 out of 10
Partner
10/10
Exceptional
10 May 2026
Jacqueline
Pools are refreshing. Extremely clean! We will definitely come back and recommend this hotel!
Friends
6/10
Pleasant
09 May 2026
Kimberly
Nice breakfast, happy hour was a nice touch. If you say what is provided at Happy Hour you should have it though. Thursday it was last and no hard seltzer. All the Junior King Suites are not the same some are smaller and do not what is in photo. The smaller pool was so warm no one wanted to use and I heard a few people complaining. First day pool was dirty but great rest of week. TV we had a hard time figuring it out please put instructions in rooms. We have been here 10 times go back because of location and with all the littles thing still like the place.
Partner
6/10
Pleasant
08 May 2026
Sandra
The room I was in was small, but clean, and has a good sized porch which was really nice to have.

The pools are small but I enjoyed the unheated pool at this time of year. There were towels and sunscreen available as well.

I wish they had black it curtains on the windows. Unfortunately there were only blinds that didn't block out all the light at night.

The Continental breakfast was very much appreciated.
Self
10/10
Exceptional
07 May 2026
Donald
What an amazing property! Perfect location just offset from busy downtown Duval Street, but easy walking distance to entertainment and food. Luscious plants adorn the entire property with two pools (hot and cold) easily accessed but not too close together. Great spot, we'll be back!
Friends
10/10
Exceptional
03 May 2026
Tony
I’m a songwriter down for the Festival and we wanted a different place to stay. Westwinds was amazing and close to Duval. They helped us get our scooter and we even got a discount for the rental. The only issue we had was a few mosquitos but they fixed it quick for us. It’s key west, so bugs is just the way of life. This is a hidden gem. Will be back next year.
Partner
10/10
Exceptional
02 May 2026
Fabiane
Very pleasant and well located. Friendly staff, easy check in.
Family
8/10
Excellent
02 May 2026
Mary
Breakfast attendee was very attentive. Court yards/pool area was very nice. Enjoyed our room & location of Inn.
Partner
8/10
Excellent
01 May 2026
Susan
There are no handicap accommodations. Breakfast was not even a 3 star. The place was clean & the staff were friendly. There is absolutely NO parking. There are NO elevators. There is NO late check out. The heated pool seemed to be for the cottages around the pool. And not for others. The other pool was nice & had a welcoming atmosphere.
Friends
10/10
Exceptional
28 Apr 2026
Victoria
Beautiful property. Loved looking at all the different plants. Close to a bus line that runs through key west for easy access to all areas of the island, even other areas of the lower keys. We ended up getting there later than the office was open (closes at 7), but I called ahead of time and they had no problem making arrangements for an after-hours check-in.
Partner
10/10
Exceptional
22 Apr 2026
Tracy
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!
Partner
10/10
Exceptional
21 Apr 2026
Jeremiah
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.
Family_with_children
8/10
Excellent
19 Apr 2026
Peter
Quant little bungalow in great location - heated pool and outside breakfast were very welcoming.
Partner
8/10
Excellent
19 Apr 2026
Mark
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).
Friends
10/10
Exceptional
18 Apr 2026
Paul
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!
Partner
10/10
Exceptional
15 Apr 2026
Cynthia
great place so cute and cozy very clean great staff thank you
10/10
Exceptional
15 Apr 2026
michael
Great place
10/10
Exceptional
14 Apr 2026
Peter
Beautiful Property !
Partner
10/10
Exceptional
13 Apr 2026
Charles
Fantastic location! Loved that they have a heated pool. Would stay there again.
Friends
10/10
Exceptional
12 Apr 2026
John
Everything was perfect! We will be back.
10/10
Exceptional
10 Apr 2026
Teresa
Breakfast was great! Pool conditions could have been better.
Friends_and_family Family
10/10
Exceptional
05 Apr 2026
Maria Rowena
Truly relaxing place to stay. We enjoyed the heated pool.
Partner
4/10
Poor
02 Apr 2026
David
For a hotel that costs $450 a night the bed sucks. Very soft like a hammock. Parking is awful. Took an hour to find a place to park on the street. Our rental car had bumper damage. The pool was dirty with leaves. Not enjoyable place to stay.
Partner
8/10
Excellent
01 Apr 2026
Louisa B.
The Breakfast menu was very dissapointing. Not much to offer and all processed food.

the Pool area was nice
Partner
10/10
Exceptional
31 Mar 2026
Katt
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
10/10
Exceptional
30 Mar 2026
April
Everything was great, the shower floor I RM 103 seemed broken
Partner
4/10
Poor
28 Mar 2026
Michael
Said the front desk was open till 7. Arrived and 20 till and no one was there. Put my key in the late arrival box and the key didn’t work. Couldn’t go to the front desk because they were gone already. Had to call the emergency number to get someone to get a correct key. Had to wait 35 minutes for the key man to arrive. Was late for a reception because of this. When I explained what happened to the front desk the next morning the response from the gentleman at the front desk was “ it happens”. Great customer service. Besides that everything was fine
Family
10/10
Exceptional
28 Mar 2026
Jason
Wonderful Westwinds… rooms are kept spotlessly clean, outdoor space is well looked after and staff are great.
Partner
10/10
Exceptional
26 Mar 2026
Bryan
Room was clean and the staff was very friendly. Garden area and pool were peaceful. Would definitely stay here again.
Family_with_children
10/10
Exceptional
25 Mar 2026
Donna
Not applicable
Partner
10/10
Exceptional
25 Mar 2026
Nicholas
This property is beautiful and well maintained. Our room was very clean and with the exception of not having a dresser or any storage for our clothes (we were forced to live out of our suitcases for the week) the room was perfect for our stay. There is a small closet with a couple hangers. The staff was extremely friendly and helpful. We did not use the laundry facilities but the room looked clean. There is an ice machine and filtered water dispenser in the pool area. The daily breakfast offered was a nice touch and the coffee that was served was 10/10. We would definitely return.
Partner
10/10
Exceptional
25 Mar 2026
Ernest
Perfect location!
Partner
10/10
Exceptional
24 Mar 2026
Bill
Great stay, we will be back!
Partner
6/10
Pleasant
24 Mar 2026
Robert
Tiny room. Bifold door on bathroom never shut completely. Room entry door knob was almost impossible to turn.
Friends_and_family Friends
10/10
Exceptional
23 Mar 2026
Ginger
Great place to stay. Good breakfast and comfortable beds. The main pool area is beautifully landscaped and a lovely place to relax. The only issue we had was it was pretty chilly a couple of nights and they don’t have heat. The blankets are very thin and more like sheets. We had a cold night bundled up in everything warm we packed. We did get extra blankets the next night but make sure you plan ahead if it looks like it will be cold.
Partner
8/10
Excellent
23 Mar 2026
Daniel
Great location. Very clean. Interesting lay out. 2 pools.
Friends_and_family Friends
10/10
Exceptional
20 Mar 2026
Tracy
Such a lovely site. Beautiful pool area and the perfect location for exploring Key West. Very short walk to great restaurants on the water.
Partner
8/10
Excellent
20 Mar 2026
Genevieve
Great location, beautiful gardens and pool. To consider for improvement: Laundry room was not working (dryer OOS) and there was no laundry soap available, our room was in the front of the building and there was a bright light shining in our window even with the shutters closed making it difficult to sleep, there was an air conditioner in the window didn't have central air.
Partner
10/10
Exceptional
19 Mar 2026
james
Pool areas were nice.....breakfast bar was perfect
Partner
8/10
Excellent
18 Mar 2026
Brian
Great spot to explore from. Walking distance to all the local favorites. Bike rental next door. Nice space to spread out in too.
Partner
8/10
Excellent
17 Mar 2026
Timothy
Nice place, good location. Everything was walkable. But far enough away from Duval to Venice and quiet at night.
Friends_and_family Family
10/10
Exceptional
15 Mar 2026
Krista
Great stay! Our third time here!
Partner
10/10
Exceptional
13 Mar 2026
Michelle
What a wonderful place. We stayed with a group of friends and really enjoyed this property a lot. Great location central to everything. The room and property were very clean, the bed was comfortable, pool was relaxing and the atmosphere was just enjoyable overall.Typical continental breakfast by the pool (included) but there is a really good coffee shop in walking distance if you want more. Ice machine and water filling station by the pool in an added bonus.

Friendly staff are willing to accommodate you in any way they can, whether you need extra towels, another blanket or need to store your bags while you wait for your room to be ready if your flight gets in early before check-in time. Just ask!

Only complaints are that the water pressure is not ideal in the shower and the internet is subpar but I think that is typical for the area.

We will definitely be staying here again.
Friends
8/10
Excellent
11 Mar 2026
Denisse
Lovely garden location walking distance to all sites. Two lovely pools and a nice complimentary light breakfast overlooking one of them. Good coffee! Our room 503 was tiny but fine for an overnight stay. Good shower. Staff was courteous. Appreciate that they don’t charge a resort fee, and that they have a drink vending machine near the pool for water. We paid $12 to park nearby. There is a bike shop on the corner but we didn’t use it.
Friends
10/10
Exceptional
11 Mar 2026
Dyane
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.
Family
8/10
Excellent
09 Mar 2026
Elena
Great location. Walking distance to almost everything; did not need a car. Room was clean. Pool was a special treat.
Partner
10/10
Exceptional
07 Mar 2026
Vickie
Westwinds exceded my expectations. They were a more affordable choice for my trip so I had my expectations set low. One heated pool, one unheated, continental breakfast, great bed, everything outside tucked away amidst beautiful landscaping (blooming ordchids growing on the trees). The back area was totally private from the adjoining properties. Perfectly location, close enough to walk to shopping and dining but ifar enough away that the area is very quiet (Duval St doesn't shut down til 4 am). I will stay at Westwinds again.
Partner
10/10
Exceptional
05 Mar 2026
Carmen
Beautiful property and friendly staff. Was very peaceful.
Partner
2/10
Poor
05 Mar 2026
Tyler
Front office staff was atrocious! Called several times to confirm stay with no answer. Upon arriving to the hotel staff was no where to be found for 45+ minutes at peak check in time— came back with Wendy’s. Was not helpful or informative. At check out he was on the phone watching videos, hard to get his attention. Breakfast staff was friendly and helpful. Beautiful place with proper receptionist.
10/10
Exceptional
04 Mar 2026
Amy
We loved our stay at Westwinds. It was very close to the restaurants and shopping. The pools and outside areas were beautiful. We will be coming back.
Partner
10/10
Exceptional
03 Mar 2026
Stephen
The site is compact but still provides 2 pools and quality accomodation. The rooms were clean, spacious, well maintained and bright. Continental breakfast was included with the usual cereals, pastries, toast, etc. The hotel is very central to the attractions and amenities. Offsite parking just 5 minute walk and reasonably priced. The staff were very helpful and available. We would definitely return here if we had the opportunity.
Partner
10/10
Exceptional
25 Feb 2026
sarah
Very clean and staff was friendly! Will definitely stay here again!
Partner
10/10
Exceptional
24 Feb 2026
Christian
. Breakfast was a welcome addition beside the tropical pool. Housekeeping was quick. Water pressure was spotty. Good location.
Partner
8/10
Excellent
21 Feb 2026
Larry
Room was a little cramped. No chair.
Check-in was poor. Person at desk could not even tell me that there was a parking garage one block away.
Breakfast great
Pools were nice but obviously too cool to swim in
Location was great
Family
10/10
Exceptional
21 Feb 2026
Kimberly
Everything was great.Staff very friendly. Nice breakfast by the pool.
8/10
Excellent
15 Feb 2026
Steve
yes
10/10
Exceptional
14 Feb 2026
Ben
Perfectly located within walking distance from the Key West Express port and it looks like it was totally renovated by an HGTV expert within the last year or two.
Leisure Family
10/10
Exceptional
13 Feb 2026
Richard
Great location, the two pools and outdoor area really good.
Room was very comfortable and clean.
Great value (for the area)
10/10
Exceptional
12 Feb 2026
Charlotte
Great Location - juan was wonderful - property was so nice - continental breakfast was good.
Leisure Friends
10/10
Exceptional
12 Feb 2026
Cynthia
We were there 8 days and stayed in a suite. Included a refrigerator and microwave. The additional room/porch was amazing. All windows with a couch, chair, tv, coffe machine and dinnerware. Worked great for us. The cleaning and breakfast staff were wonderful. Enjoyed everything about the place.
Leisure Partner

Location & surroundings

Westwinds Inn
914 Eaton Street, Key West, United States

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Westwinds Inn

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