Westwinds Inn

0 class rating
8.5
Very good
based on 2731 reviews
2,731 reviews
Key West, FL 33040, United States
Key West, FL
Fri 11/6
-
Sat 11/7
2 guests, 1 room
Lobby
Living room
Pool
Bedroom
Pool
Bedroom
Patio
Living room
Other
Pool
Other
Bedroom
Living room
Bedroom
Bedroom
Outdoors view
Pool
Other
Living room
Overview
Prices
Amenities
Reviews
Location
When to book
Tips & FAQs
Nearby stays

Overview

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

The guest house treats guests to luggage storage and a ticket service. 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 Harry S Truman Little White House.

8.5
Very good
2731 reviews

Latest deals for Westwinds Inn

Fri 11/6
-
Sat 11/7
Deals from
$124
•Cheapest rate per night
Compare prices for Standard room, King room and 34 more Westwinds Inn deals.
Standard room, bed type unknown
$124
nightly with fees
King room, bed type unknown
$136
nightly with fees
Deluxe room, bed type unknown
$157
nightly with fees
Deluxe room, 1 queen bed
$145
nightly with fees
Standard room, bed type unknown
$155
nightly with fees
King room, 1 king bed
$210
nightly with fees
Queen room, bed type unknown
$164
nightly with fees
Deluxe room, bed type unknown
$202
nightly with fees
King room, bed type unknown
$263
nightly with fees
Deluxe room, 1 king bed
$172
nightly with fees
King room, bed type unknown
$218
nightly with fees
Standard room, bed type unknown
$300
nightly with fees
Deluxe room, bed type unknown
$182
nightly with fees
Standard room, 1 queen bed
$223
nightly with fees
King room, bed type unknown
$245
nightly with fees
Deluxe room, bed type unknown
$199
nightly with fees
King room, bed type unknown
$283
nightly with fees
Queen room, bed type unknown
$305
nightly with fees
Deluxe room, bed type unknown
$200
nightly with fees
Standard room, bed type unknown
$347
nightly with fees
Standard room, 1 queen bed
$201
nightly with fees
Deluxe room, 1 king bed
$203
nightly with fees
King room, bed type unknown
$318
nightly with fees
Deluxe room, 1 king bed
$295
nightly with fees
Double room, 1 twin bed
$426
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
2731 verified ratings
Wonderful
1383
Very good
537
Good
403
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 Cemetery0.3 mi
  • Hard Rock Cafe Key West0.4 mi
  • Sloppy Joe's Bar0.4 mi
  • Pirate Soul Museum0.4 mi
  • Duval Street0.4 mi
  • Key West Historic District0.5 mi
  • Audubon House and Tropical Gardens0.5 mi
  • Key West Shipwreck Museum0.5 mi
  • Key West Aquarium0.6 mi
  • Mallory Square0.6 mi
  • Harry S. Truman Little White House0.6 mi
  • Ernest Hemingway Home and Museum0.6 mi

Policies

Check-in/Check-out

Check in anytime after 3:00 PM, check out anytime before 11:00 AM

Cancellation/prepayment

Cancellation/prepayment policies vary by room type and provider.

Essential information about Westwinds Inn

Low season

High season

Average price (weeknight)

Average price (weekend night)

October
February
$384
$343
Cheapest month to stay with an average 50% drop in price.
Most expensive month to stay with an average 47% rise in price.
Average Sun - Thu price over the last 2 weeks.
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 $218. The most expensive month is February at $485 per night.

What is the cheapest day to book Westwinds Inn?

The cheapest day to book Westwinds Inn is Monday, with an average nightly rate of $269. The most expensive day is Thursday at $453 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

  • If you’re after a cheap room at Westwinds Inn, then you should consider staying during the low season. The cheapest deals can generally be found in October and August.
  • Prices can also vary depending on which day of the week you stay. For the best room deals at Westwinds Inn, plan to stay on a Monday or Sunday. The most expensive day is usually Thursday.
  • The cheapest price a room at Westwinds Inn was booked for on KAYAK in the last 2 weeks was $136, while the most expensive was $294.
  • How long should you stay at Westwinds Inn? KAYAK users usually book their rooms here for 3 days.

FAQs when booking at Westwinds Inn

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

    Check-in time is 3:00 PM and check-out time is 11:00 AM 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 2.5 miles from Key West.

  • Does Westwinds Inn have a pool?

    Yes, Westwinds Inn has a pool onsite.

  • 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.

Nearby hotels and places to stay

Closest

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Mojitoville: 3 bedroom pet-friendly, Old Town, Private Pool, Historic Seaport
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0.06 miBalcony, air-conditioned, linens$402+

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Seaport Sanctuary ~ Come And Enjoy This Romantic & Lovely Couples Hideaway!
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Southard Retreat- 2 bed 2 bath townhome downtown w/ pool, parking
10 Excellent (1 review)0.16 miWi-Fi, Balcony, air-conditioned$179+
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10 Excellent (9 reviews)0.11 miAdults only, Balcony, air-conditioned$191+
Rental
Margaretaville
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Most recommended

See most recommended stays in Key West
Rental
Old Town Key West | Hot Tub | Duval 4 Blocks
10 Excellent (2 reviews)0.04 miHot tub, wifi, Balcony$436+
Rental
Ohana Paradise At The Historic Seaport , Old Town. Private Home.
10 Excellent (1 review)0.07 miPool, wifi, terrace/patio$420+
Rental
Lazy Gecko by AvantStay
10 Excellent (1 review)0.08 miKitchen, terrace/patio, Outdoor dining area$250+
Rental
Old Town Caribbean Estate Key West - Great for Groups - Private Pool - Sleeps 21
10 Excellent (3 reviews)0.09 miPrivate pool, Balcony, air-conditioned$2,590+

Good to know

Value for money

Distance to city center

Nearest Airport

Distance to airport

8.1
0.4 mi
Key West
2.5 mi

More options for your stay in Key West