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 2.5 miles from Key West.

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.

Does Westwinds Inn have a pool?

Yes, Westwinds Inn has a pool on-site.

Westwinds Inn

0 class rating

8.6

Very good

based on 2732 reviews

2,732 reviews

Key West, FL 33040, United States

Key West, FL

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

2732 reviews

Tue 13/10

Wed 14/10

Deals from

£93

•Cheapest rate per night

Compare prices for Queen room, Standard Room and 33 more Westwinds Inn deals.

Queen room, bed type unknown

£93

nightly with fees

Standard Room, bed type unknown

£94

nightly with fees

Deluxe room, bed type unknown

£119

nightly with fees

Deluxe room, 1 queen bed

£110

nightly with fees

Standard Room, bed type unknown

£117

nightly with fees

Queen room, bed type unknown

£135

nightly with fees

Queen room, bed type unknown

£124

nightly with fees

Deluxe room, bed type unknown

£153

nightly with fees

King room, bed type unknown

£199

nightly with fees

Deluxe room, 1 king bed

£130

nightly with fees

Standard Room, 1 queen bed

£169

nightly with fees

King room, bed type unknown

£185

nightly with fees

Deluxe room, 1 king bed

£130

nightly with fees

King room, bed type unknown

£165

nightly with fees

Standard Room, bed type unknown

£227

nightly with fees

Deluxe room, bed type unknown

£151

nightly with fees

King room, bed type unknown

£214

nightly with fees

Queen room, bed type unknown

£231

nightly with fees

Standard Room, 1 queen bed

£152

nightly with fees

Deluxe room, 1 king bed

£154

nightly with fees

King room, bed type unknown

£240

nightly with fees

Deluxe room, 1 king bed

£223

nightly with fees

Double room, 1 twin bed

£323

nightly with fees

Standard Room, bed type unknown

£263

nightly with fees

*Total includes estimated local taxes & fees payable on check out.

Cookie settings

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

8.6

Very good

2732 verified ratings

Wonderful

1384

Very good

536

Good

405

Okay

176

Fair

122

Mediocre

Poor

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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...

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

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.

Low season	High season	Average price (weeknight)	Average price (weekend night)
August	February	£243	£187
Cheapest month to stay with an average 20% drop in price.	Most expensive month to stay with an average 25% 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 £161. The most expensive month is February at £365 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 £181. The most expensive day is Sunday at £294 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 19% compared to booking last minute.

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 August and May.
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 Saturday or Monday. The most expensive day is usually Sunday.
The cheapest price a room at Westwinds Inn was booked for on KAYAK in the last 2 weeks was £259, while the most expensive was £259.
How long should you stay at Westwinds Inn? KAYAK users usually book their rooms here for 3 days.

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 2.5 miles 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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Distance to city centre	Nearest airport	Distance to airport
0.4 mi	Key West	2.5 mi

Westwinds Inn

Overview

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Average price (weekend night)

Westwinds Inn

Which month has the cheapest rates at Westwinds Inn?

What is the cheapest day to book Westwinds Inn?

How far in advance should you book Westwinds Inn?

KAYAK's top tips for your stay at Westwinds Inn

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