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Westwinds Inn

US$230
/ night

Avg. for October

Westwinds Inn - Image 1
Westwinds Inn - Room
Westwinds Inn - Room
Westwinds Inn - View from room
Westwinds Inn - Reception

Prices for Westwinds Inn

Select dates to see prices and availability

US$230
/ night

Avg. for October

Monthly average prices

Nightly prices at Westwinds Inn average US$162 in the cheapest month (September) and US$446 in the most expensive month (February), based on the last 12 months.

Average nightly price at Westwinds Inn by month, last 12 months (USD)
MonthAverage price
JanuaryUS$351
FebruaryUS$446
MarchUS$375
AprilUS$325
MayUS$293
JuneUS$212
JulyUS$200
AugustUS$183
SeptemberUS$162
OctoberUS$230
NovemberUS$255
DecemberUS$259

Most expensive: February (~US$446)

Cheapest: September (~US$162)

About this property

Take in the views from a garden and make use of amenities such as complimentary wireless internet access and concierge services. Additional features at this hotel include barbecue grills and a vending machine.
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  • Swimming pool

  • Non-smoking rooms

  • Tour desk

  • Housekeeping

  • Garden

  • Scuba diving

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Location

914 Eaton Street, Historic Seaport, Key West, Florida, United States of America

Sails To Rails Museum at Flagler Station (0.2 Miles)

Key West Bight Marina (0.2 Miles)

Donkey Milk House (0.3 Miles)

Key West Historic Seaport (0.3 Miles)

The Kite House (0.3 Miles)

Schooner Western Union (0.3 Miles)


Room options

Deluxe Queen

Room details

1 Large Double Bed

Sleeps 2

200 ft²

Air Conditioning
Wi-Fi (Free)
Private Bathroom

Standard Room, 1 Queen Bed

Room details

1 Large Double Bed

Sleeps 2

200 ft²

Air Conditioning
Wi-Fi (Free)
Private Bathroom

Deluxe King Patio

Room details

1 Extra-Large Double Bed

Sleeps 2

250 ft²

Balcony or Terrace
Air Conditioning
Wi-Fi (Free)
Private Bathroom
Patio

Junior Suite, 1 King Bed

Room details

1 Extra-Large Double Bed

Sleeps 2

300 ft²

Air Conditioning
Wi-Fi (Free)
Private Bathroom

Junior King, Sleeper Sofa, 2Nd Floor No Elevator

Room details

1 Extra-Large Double Bed
and
1 Sofa Bed

Sleeps 4

325 ft²

Air Conditioning
Wi-Fi (Free)
Microwave
1 Large Double Bed

Sleeps 2

Air Conditioning
Wi-Fi (Free)
Private Bathroom

Premium Suite 1 Queen Bed 2Nd Floor, No Elevator

Room details

1 Large Double Bed
and
1 Sofa Bed

Sleeps 4

400 ft²

Air Conditioning
Wi-Fi (Free)
Kitchenette

King Suite

Room details

1 Extra-Large Double Bed
and
1 Sofa Bed

Sleeps 4

275 ft²

Air Conditioning
Wi-Fi (Free)
Kitchenette

Deluxe Room, 1 King Bed

Room details

1 Extra-Large Double Bed

Sleeps 2

250 ft²

Air Conditioning
Wi-Fi (Free)
Private Bathroom

Guest reviews of Westwinds Inn

What guests think

AI-generated summary based on recent guest reviews

At Westwinds Inn, travelers praise the walkable Old Town location and charming garden setting with two small pools, plus friendly, helpful staff, while noting no on site parking and some small or dated rooms with occasional dampness and maintenance issues.

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Facilities

Good

Cleanliness

Inconsistent

Rooms

Mixed

Service

Friendly

Location

Walkable

Dining

Basic

Was this helpful?

8

Vincent

IAN-logo

4 weeks ago

·

Stayed 3 nights

Great location. Friendly and helpful staff. Thanks for the Happy Hours!
Great location. Friendly and helpful staff. Thanks for the Happy Hours!

8

Christina Schalde

IAN-logo

29 Aug 2026

·

Stayed 3 nights

Lovely little hotel, perfectly located close to Duval Street and many other attractions. Cozy room with a really comfortable bed. This is definitely a hotel we would choose again when we return to Key West one day. Unfortunately, we didn’t get a chance to use the pool area.
Lovely little hotel, perfectly located close to Duval Street and many other attractions. Cozy room with a really comfortable bed. This is definitely a hotel we would choose again when we return to Key West one day. Unfortunately, we didn’t get a chance to use the pool area.

10

Joy

IAN-logo

25 Jul 2026

·

Stayed 3 nights

The room was clean the staff super helpful especially Juan at the front desk. We loved swimming in the pools. We will plan to return!
The room was clean the staff super helpful especially Juan at the front desk. We loved swimming in the pools. We will plan to return!

10

Mark

IAN-logo

22 Jul 2026

·

Stayed 3 nights

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.
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

Ernest

IAN-logo

8 Jul 2026

·

Stayed 4 nights

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.
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.

Property policies

Check-in instructions

Everything you need to know for a smooth check-in.

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Check-in

Check-out

From 15:00 to 19:00

Before 11:00


Good to know

Additional policies and info about this property.

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Optional extras

Additional paid services you can request.

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FAQs about Westwinds Inn

Is parking available at the property?

Nearby parking is available at a fee of USD 42 per night, located 499 feet away from the property.


What type of breakfast is offered and what are the serving hours?

A complimentary continental breakfast is served daily from 8:00 AM to 10:00 AM.


What are the standard check-in and check-out times?

Check-in is from 3:00 PM to 7:00 PM, and check-out is at 11:00 AM. Early or late check-in/check-out may be available upon request and should be arranged in advance.


What accessibility features are available for guests with disabilities?

The property includes step-free entrances and wheelchair-accessible facilities in public areas. Specific details on room accessibility features are not provided.

What is the location of the property in relation to key landmarks?

The property is located in Key West's Historic District, within a 15-minute walk of Duval Street and Florida Keys Beaches. It is 0.8 miles from Mallory Square and 1.3 miles from the Southernmost Point.


Does the property have a swimming pool?

Yes, the property features an outdoor heated pool. Operational hours are not specified.


What are the policies for guests staying with children?

Children 11 years old and younger are not permitted at this property.


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Prices for upcoming dates

October 2026
November 2026

Cheaper

Pricier

Average nightly price across deals, with taxes & fees.

Prices in USD for 2 guests, updated daily.



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