Westwinds Inn

0 class rating
8.5
Very good
based on 2732 reviews
2,732 reviews
Key West, FL 33040, United States
Key West, FL
Mon 26/10
-
Tue 27/10
2 guests, 1 room
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.

8.5
Very good
2732 reviews

Latest deals for Westwinds Inn

Mon 26/10
-
Tue 27/10
Deals from
$217
•Cheapest rate per night
Compare prices for Queen room, Standard Room and 34 more Westwinds Inn deals.
Queen room, bed type unknown
$217
nightly with fees
Standard Room, bed type unknown
$219
nightly with fees
Deluxe room, bed type unknown
$278
nightly with fees
Deluxe room, 1 queen bed
$257
nightly with fees
Standard Room, bed type unknown
$274
nightly with fees
King room, 1 king bed
$371
nightly with fees
Queen room, bed type unknown
$289
nightly with fees
Deluxe room, bed type unknown
$358
nightly with fees
King room, bed type unknown
$465
nightly with fees
Deluxe room, 1 king bed
$304
nightly with fees
Standard Room, 1 queen bed
$394
nightly with fees
King room, bed type unknown
$433
nightly with fees
Deluxe room, 1 king bed
$304
nightly with fees
King room, bed type unknown
$385
nightly with fees
Standard Room, bed type unknown
$531
nightly with fees
Deluxe room, bed type unknown
$352
nightly with fees
King room, bed type unknown
$501
nightly with fees
Queen room, bed type unknown
$539
nightly with fees
Deluxe room, bed type unknown
$354
nightly with fees
Standard Room, bed type unknown
$614
nightly with fees
Standard Room, 1 queen bed
$355
nightly with fees
Deluxe room, 1 king bed
$359
nightly with fees
King room, bed type unknown
$561
nightly with fees
Deluxe room, 1 king bed
$522
nightly with fees
Double room, 1 twin bed
$754
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
  • Linens

Reviews of Westwinds Inn

8.5
Very good
2732 verified ratings
Wonderful
1383
Very good
535
Good
405
Okay
176
Fair
123
Mediocre
47
Poor
62

Summary of reviews

Pros (+)
Cons (-)
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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
$465
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 $385. The most expensive month is February at $857 per night.

What is the cheapest day to book Westwinds Inn?

The cheapest day to book Westwinds Inn is Saturday, with an average nightly rate of $465. The most expensive day is Thursday at $821 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 13% compared to booking last minute.

KAYAK's top tips for your stay at Westwinds Inn

  • The cheapest price a room at Westwinds Inn was booked for on KAYAK in the last 2 weeks was $465, while the most expensive was $465.
  • 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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Old Town Key West | Hot Tub | Duval 4 Blocks
10 Excellent (2 reviews)0.06 kmHot tub, Balcony, air-conditioned$743+
Holiday rental
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10 Excellent (1 review)0.11 kmWi-Fi, air-conditioned, linens$720+
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Lazy Gecko by AvantStay
10 Excellent (1 review)0.13 kmKitchen, terrace/patio, Outdoor dining area$439+
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10 Excellent (3 reviews)0.14 kmPrivate pool, Balcony, air-conditioned$4,577+

Good to know

Value for money

Distance to city centre

Nearest airport

Distance to airport

8.0
0.6 km
Key West
4.0 km

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