Westwinds Inn

0 class rating
8.6
Very good
based on 2731 reviews
2,731 reviews
Key West, FL 33040, United States
Key West, FL
Mon 28/9
-
Tue 29/9
2 guests, 1 room
Deals from
$214
/Cheapest rate per night
Room type
Provider
Nightly total
Queen room, bed type unknown
$214
Standard Room, bed type unknown
$216
Deluxe room, bed type unknown
$253
34 more Westwinds Inn deals
34 more Westwinds Inn deals
Lobby
Living room
Pool
Bedroom
Pool
Bedroom
Patio
Living room
Other
Other
Bedroom
Living room
Bedroom
Bedroom
Outdoor view
Pool
Other
Overview
Prices
Amenities
Reviews
Location
When to book
Tips & FAQs
Nearby stays

Overview

Westwinds Inn provides comfortable 3-star accommodation in Key West. It also features an outdoor pool, a concierge and free Wi-Fi.

Those staying at the guest house can make the most of the property's gardens. Those staying at the property can enjoy a book in the on-site library.

All the rooms at Westwinds Inn include a refrigerator, plus all the necessities for a comfortable stay. They are also fitted with a hair dryer, an oven and a microwave.

The guest house is ideally located for discovering the city, with Key West Cemetery just a short walk away. It is also within walking distance of Sloppy Joe's, Duval Street and the Harry S Truman Little White House.

8.6
Very good
2731 reviews

Latest deals for Westwinds Inn

Mon 28/9
-
Tue 29/9
Queen room, bed type unknown
$214
nightly with fees
Standard Room, bed type unknown
$216
nightly with fees
Deluxe room, bed type unknown
$274
nightly with fees
Deluxe room, bed type unknown
$253
nightly with fees
Queen room, bed type unknown
$286
nightly with fees
King room, bed type unknown
$460
nightly with fees
Deluxe room, 1 queen bed
$254
nightly with fees
Standard Room, bed type unknown
$271
nightly with fees
Queen room, bed type unknown
$312
nightly with fees
Deluxe room, 1 king bed
$301
nightly with fees
Standard Room, 1 queen bed
$389
nightly with fees
King room, bed type unknown
$427
nightly with fees
Deluxe room, 1 king bed
$301
nightly with fees
Standard Room, 1 queen bed
$364
nightly with fees
King room, 1 king bed
$443
nightly with fees
Deluxe room, bed type unknown
$348
nightly with fees
King room, bed type unknown
$495
nightly with fees
Queen room, bed type unknown
$533
nightly with fees
Standard Room, 1 queen bed
$350
nightly with fees
Deluxe room, 1 king bed
$355
nightly with fees
King room, bed type unknown
$555
nightly with fees
Deluxe room, 1 king bed
$515
nightly with fees
Double room, 1 twin bed
$745
nightly with fees
*Total includes estimated local taxes & fees payable on check out.

Amenities at Westwinds Inn

  • Outdoor pool
  • Kitchen
  • Kitchenette
  • Terrace/Patio
  • Balcony
  • Outdoor dining area
  • Air-conditioned
  • Coffee machine
  • Laundry facilities
  • Towels

Reviews of Westwinds Inn

8.6
Very good
2731 verified ratings
Wonderful
1384
Very good
536
Good
405
Okay
176
Fair
121
Mediocre
47
Poor
62

Summary of reviews

Guests say
Guests overwhelmingly praised the hotel's prime location, with many noting its proximity to attractions, the pier, and Duval Street. Cleanliness was frequently highlighted, with several guests describing the property and rooms as immaculate or very clean. The atmosphere and outdoor areas, including pools and gardens, were also appreciated for their relaxing and beautiful ambiance. Breakfast and service received mixed feedback; while some found the staff helpful and breakfast enjoyable, others noted unhelpful front desk staff and mediocre breakfast options. Room size and some outdated facilities were mentioned as negatives by a few guests, but overall, positive experiences with location and cleanliness stood out.
AI-generated from customer reviews
Location10 out of 10
Cleanliness8.5 out of 10
Service5 out of 10
Breakfast5 out of 10
Room Size3.5 out of 10
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All reviews

8.0
Very good
Anonymous, Apr 2025
Great location, 2 blocks to Seaport, walking distance to Duval St and Mallory Square. Stopped by early to check on availability as check in was at 3. Did some walking around and staff called about noon to say room was ready.
9.7
Wonderful
Anonymous, Apr 2017
Pros (+) Close to Key West Bight....great continental breakfast
Cons (-) Shower was tight...

Location

Exact location provided after booking

What's nearby

  • Key West Cemetery0.5 km
  • Hard Rock Cafe Key West0.6 km
  • Sloppy Joe's Bar0.7 km
  • Pirate Soul Museum0.7 km
  • Duval Street0.7 km
  • Key West Historic District0.8 km
  • Audubon House and Tropical Gardens0.8 km
  • Key West Shipwreck Museum0.9 km
  • Key West Aquarium0.9 km
  • Mallory Square0.9 km
  • Harry S. Truman Little White House1 km
  • Ernest Hemingway Home and Museum1 km

Policies

Check-in/Check-out

Check in anytime after 15:00, check out anytime before 11:00

Cancellation/pre-payment

Cancellation/pre-payment policies vary by room type and provider.

Essential information about Westwinds Inn

Low season

High season

Average price (weekend night)

December
December
$459
Cheapest month to stay with an average 0% drop in price.
Most expensive month to stay with an average 0% rise in price.
Average Fri & Sat price over the last 2 weeks.

Westwinds Inn

Which month has the cheapest rates at Westwinds Inn?

The cheapest month to stay at Westwinds Inn is September, with an average nightly rate of $372. The most expensive month is February at $844 per night.

What is the cheapest day to book Westwinds Inn?

The cheapest day to book Westwinds Inn is Tuesday, with an average nightly rate of $355. The most expensive day is Friday at $649 per night.

How far in advance should you book Westwinds Inn?

To get the best price at Westwinds Inn, book around 1 week in advance. This could save you approximately 12% compared to booking last minute.

KAYAK's top tips for your stay at Westwinds Inn

  • How long should you stay at Westwinds Inn? KAYAK users usually book their rooms here for 1 day.

FAQs when booking at Westwinds Inn

  • When is check-in time and check-out time at Westwinds Inn?

    Check-in time is 15:00 and check-out time is 11:00 at Westwinds Inn.

  • Does Westwinds Inn offer free Wi-Fi?

    Yes, Westwinds Inn offers free Wi-Fi.

  • How far is Westwinds Inn from the airport?

    Westwinds Inn is 4 km from Key West.

  • Does Westwinds Inn have a pool?

    Yes, Westwinds Inn has a pool on-site.

  • How does KAYAK find such great Westwinds Inn hotel deals?

    KAYAK scours the web for all room deals available at Westwinds Inn in Key West and lets you compare them to find the best rate for your stay. Many different travel sites will offer discounts or deals at different times for rooms at Westwinds Inn and KAYAK will provide you with prices from a huge range of travel sites. That means that you can always find a great deal for Westwinds Inn.

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Most recommended

See most recommended stays in Key West
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Good to know

Distance to city centre

Nearest airport

Distance to airport

0.6 km
Key West
4.0 km

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