Westwinds InnKey West, Florida
★ 8.6/10 · 586 guest reviews

Westwinds Inn

Historic Key West charm with modern comforts

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3 room types Sleeps up to 2 Wi-Fi Pool Breakfast A/C
Westwinds Inn
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This Victorian-style hotel, established around 1900, sits in the Historic Seaport District of Old Town Key West. It offers 26 rooms and suites that blend pre-WWII character with contemporary amenities. The property provides a centrally located base for exploring Duval Street and the surrounding island. Guests can relax by one of the two outdoor pools or wander through the tropical gardens. The inn also provides complimentary extended continental breakfast. It's a nonsmoking property with laundry facilities available.

8.6/10
Guest rating
586 reviews
3
Room types
available
$224
Rates from
per night

Should you book Westwinds Inn?

A charming, centrally located hotel with Victorian character, two pools, and easy access to Old Town Key West attractions.

Best for

  • Couples
  • Honeymooners
  • Central Old Town location
  • Historic charm seekers

Maybe not ideal for

  • Rooms may be compact
  • No on-site restaurant

Victorian architecture

Established circa 1900, this hotel retains its historic charm. The property is set in Old Town Key West's Historic Seaport District, offering a glimpse into the island's past.

Two swimming pools

Guests can enjoy two outdoor swimming pools. Complimentary breakfast is served poolside daily between 8:00 AM and 10:00 AM.

Walkable Old Town location

Situated in Old Town, the hotel is an 8-minute walk to Duval Street. Key West Bight Ferry Terminal is 0.3 km away, and SALT Gallery is 0.12 km away.

Room amenities

Rooms feature air conditioning, private bathrooms, flat-screen TVs, coffee machines, and free WiFi. Some suites include kitchenettes and private balconies.

Rooms & rates

Queen Suite

20.0 m² · sleeps 2 · 1 sofa bed and 1 queen bed

Air conditioning · Private bathroom · Flat-screen TV · Coffee machine · Free Wifi

from $289 View Deal

Deluxe Queen Room

19.0 m² · sleeps 2 · 1 queen bed

Air conditioning · Private bathroom · Flat-screen TV · Coffee machine · Free Wifi

from $224 View Deal

Junior Suite

20.0 m² · sleeps 2 · 1 queen bed

Private suite · Air conditioning · Attached bathroom · Flat-screen TV · Coffee machine · Free Wifi

from $251 View Deal

What you'll enjoy

Outdoor Pool
Breakfast
Bar & Lounge
Free Wi-Fi
Air Conditioning

Gallery

Amenities & facilities

Most popular facilities

  • Outdoor swimming pool
  • Non-smoking rooms
  • Facilities for disabled guests
  • Free Wifi
  • Daily housekeeping
  • Good Breakfast

Great for your stay

  • Private bathroom
  • Air conditioning
  • Free Wifi
  • BBQ facilities
  • Non-smoking rooms
  • Flat-screen TV
  • Facilities for disabled guests
  • Tour desk

Bathroom

  • Toilet paper
  • Towels
  • Additional toilet
  • Bath or shower
  • Private bathroom
  • Toilet
  • Free toiletries
  • Hairdryer

Bedroom

  • Alarm clock

Outdoors

  • Picnic area
  • Outdoor furniture
  • BBQ facilities
  • Garden

Kitchen

  • Coffee machine
  • Refrigerator

Location

914 Eaton Street, Downtown Key West, Key West, FL 33040, United States, Key West, Florida

Get directions

Westwinds Inn is located in Key West, Florida.

5 sights nearby, the closest being Nancy Forrester's Secret Garden at 0.3 mi; the nearest ferry pier, Key West Bight Ferry Terminal, is 0.2 mi away.

Things to do nearby

  • Nancy Forrester's Secret Gardenattraction0.3 mi
  • Audubon House and Tropical Gardensmuseum0.5 mi
  • The Basilica of Saint Mary Star of the Seaplace of worship0.5 mi
  • Mel Fisher Maritime Museummuseum0.5 mi
  • Key West Aquariumaquarium0.6 mi

Getting around

  • Key West Bight Ferry Terminalferry pier0.2 mi
  • Sunset Key Ferryferry pier0.6 mi

Straight-line distances from the property · data © OpenStreetMap contributors

What guests say

8.6 / 10 · Very good on Booking.com, from 586 guest reviews

Location & walkability · 20Pools & outdoor areas · 13Cleanliness & grounds · 12Staff & friendliness · 8Complimentary breakfast & happy hour · 10

Westwinds Inn earns strong praise for its lush, well-maintained grounds, two pools, friendly staff, and unbeatable walking distance to Key West's main attractions — making it a popular and largely well-regarded choice. However, a recurring thread of complaints around small rooms with limited storage, deferred maintenance in older rooms, inconsistent breakfast quality, and noise or lighting disturbances from both the street and the property itself tempers the enthusiasm. Guests who prioritise location and atmosphere over room size and polish tend to leave very satisfied.

Reviews scoring 9–10: 16 · average 9.6

They wrote about: room, location, breakfast

Reviews scoring 7–9: 14 · average 8

They wrote about: room, location, cleanliness

Good to know

Wi-FiFree
Air conditioningAvailable
MealsBreakfast available
Typical guestsCouples (83% of reviewers)
Guests from5 countries
Languages spokenEnglish, Spanish, Filipino

House rules

Check-in

From 3:00 PM

Guests are required to show a photo ID and credit card at check-in.

You need to let the property know what time you'll be arriving in advance.

Check-out

Until 11:00 AM

Cancellation/ prepayment

Cancellation and prepayment policies vary according to accommodation type. Enter your stay dates and check the conditions of your selected option.

Age restriction

The minimum age for check-in is 21

Pets

Pets are not allowed.

Cards accepted at this property

Cash is not accepted

Smoking

Smoking is not allowed.

Parties

Parties/events are not allowed

Quiet hours

Guests need be quiet between 8:00 PM and 8:00 AM.

Frequently asked questions

What is the hotel's location?

The hotel is located in the Historic Seaport District of Old Town Key West, Florida, within walking distance of Duval Street.

What amenities are in the rooms?

Rooms include air conditioning, a private bathroom, flat-screen TV, coffee machine, and wireless internet access. Some suites have kitchenettes and balconies.

Does the hotel have a restaurant?

The hotel does not have an on-site restaurant, but offers complimentary extended continental breakfast. Nearby dining options include Dante's Key West and Mangia Mangia Pasta Cafe.

Is breakfast included?

Yes, an extended continental breakfast is provided complimentary daily for guests, served poolside.

Are families welcome?

The hotel is noted as suitable for couples and honeymooners, and generally accommodates travelers seeking a central base. Specific family amenities are not detailed.

What attractions are nearby?

The hotel is a short walk to Duval Street. Nearby attractions include SALT Gallery, Key West Bight Ferry Terminal, and historic sites like Ernest Hemingway's former home.

What is the price range?

Prices start from $224 for a Deluxe Queen Room.

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Contact Westwinds Inn

Address914 Eaton Street, Downtown Key West, Key West, FL 33040, United States, Key West, Florida
Hotel contact (for guests)Check availability & rates →