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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

Choose dates to view prices

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 Wi-Fi
  • Laundry room
  • Housekeeping
The current price is Rp3.587.692
Rp4.036.153 total
includes taxes & fees
1 Jun - 2 Jun

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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.

Cots (infant beds) are not available

Payment types at the property

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 any lifts
Children 11 years old and younger are not permitted at this property
A car is not required for transport to and from this property

Frequently asked questions

Does Westwinds Inn have a pool?

Yes, this property has 2 outdoor pools.

How much does it cost to stay at Westwinds Inn?

As of 25 May 2026, prices found for a 1-night stay for 2 adults at Westwinds Inn on 1 Jun 2026 start from Rp3.587.692, 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.

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?

Checkout 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 mile (2 km).

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

Yes, this property offers free cancellation on selected 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

Reviews

9.4

Exceptional

9.6

Cleanliness

9.2

Amenities

9.6

Staff & service

9.4

Property conditions & facilities
Rating 10 - Excellent. 764 out of 1000 reviews
Rating 8 - Good. 178 out of 1000 reviews
Rating 6 - Okay. 36 out of 1000 reviews
Rating 4 - Poor. 15 out of 1000 reviews
Rating 2 - Terrible. 7 out of 1000 reviews

Reviews

Verified

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

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

Brian

Liked: Cleanliness, staff & service, amenities
Great location, friendly staff, & a heated pool!
Stayed 3 nights in Dec 2025
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

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