Key West inns

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Booking Insights
Recommended by KAYAK

Best Key West inns

The Southernmost Inn-Adults Only - Key West - Pool
The Southernmost Inn-Adults Only
Old Town South of Truman
7.9Good(2783)
Free Wi-Fi
Pool
Air conditioning
€364+
Check availability
The Cabana Inn Key West - Adult Exclusive - Key West - Patio
The Cabana Inn Key West - Adult Exclusive
Downtown
8.2Very Good(1913)
Free Wi-Fi
Pool
Air conditioning
€427+
Check availability
Classic King- Curry Mansion with Heated Pool! - Key West - Restaurant
Classic King- Curry Mansion with Heated Pool!
Old Town North of Truman
7.0Good(213)
Free Wi-Fi
Pool
Pet friendly
Air conditioning
€447+
Check availability
Simonton Court Historic Inn & Cottages - Key West - Living room
Simonton Court Historic Inn & Cottages
Old Town North of Truman
9.2Wonderful(2026)
Free Wi-Fi
Pool
Air conditioning
€413+
Check availability
Paradise Inn - Adult Exclusive - Key West - Living room
Paradise Inn - Adult Exclusive
Downtown
8.6Very Good(1573)
Free Wi-Fi
Pool
Air conditioning
€516+
Check availability
Seascape Tropical Inn - Key West - Bedroom
Seascape Tropical Inn
Downtown
8.6Very Good(872)
Parking
Free Wi-Fi
Air conditioning
€415+
Check availability
The Porch on Frances Inn - Adults Exclusive - Key West - Living room
The Porch on Frances Inn - Adults Exclusive
Downtown
9.0Wonderful(917)
Parking
Free Wi-Fi
Air conditioning
€389+
Check availability
Ridley House - Key West Historic Inns - Key West - Bedroom
Ridley House - Key West Historic Inns
Old Town North of Truman
8.7Very Good(116)
Free Wi-Fi
Pool
Pet friendly
Air conditioning
€466+
Check availability
Yellow Room at Grand Maloney - Key West - Living room
Yellow Room at Grand Maloney
Old Town North of Truman
8.5Very Good(8)
Free Wi-Fi
Pool
Air conditioning
€419+
Check availability
Douglas House - Key West
Douglas House
Old Town South of Truman
9.1Wonderful(3973)
Free Wi-Fi
Pool
Pet friendly
Air conditioning
€393+
Check availability
Bunk Room at the Grand Maloney - Key West
Bunk Room at the Grand Maloney
Old Town North of Truman
9.7Wonderful(4)
Free Wi-Fi
Pool
Air conditioning
€474+
Check availability
Deluxe King with Balcony - at James House with Parking! - Key West
Deluxe King with Balcony - at James House with Parking!
Old Town North of Truman
6.2Okay(13)
Free Wi-Fi
Pool
Pet friendly
Air conditioning
€574+
Check availability
Curry House- 3rd Floor, King Bed, & Balcony Room 8 - Key West
Curry House- 3rd Floor, King Bed, & Balcony Room 8
Downtown
8.9Very Good(19)
Free Wi-Fi
Pool
Air conditioning
€352+
Check availability
Classic King Balcony at the James House - Key West
Classic King Balcony at the James House
Old Town North of Truman
8.9Very Good(10)
Free Wi-Fi
Pool
Pet friendly
Air conditioning
€492+
Check availability
Green Room at the Grand Maloney - Key West
Green Room at the Grand Maloney
Old Town North of Truman
8.9Very Good(4)
Free Wi-Fi
Pool
Air conditioning
€549+
Check availability
Carriage House at Grand Maloney - Key West
Carriage House at Grand Maloney
Old Town North of Truman
10Wonderful(4)
Parking
Free Wi-Fi
Pool
Air conditioning
€522+
Check availability
Curry House - Room 5 - Key West
Curry House - Room 5
Downtown
7.9Good(15)
Free Wi-Fi
Pool
Air conditioning
€356+
Check availability
Classic King with Balcony at Curry Mansion - Key West
Classic King with Balcony at Curry Mansion
Old Town North of Truman
6.8Okay(6)
Free Wi-Fi
Pool
Pet friendly
Air conditioning
€571+
Check availability
Curry House - Rooms 3 & 4 - Key West
Curry House - Rooms 3 & 4
Downtown
6.0Okay(2)
Free Wi-Fi
Pool
Air conditioning
€560+
Check availability
Classic Queen - Curry Mansion with Heated Pool - Key West
Classic Queen - Curry Mansion with Heated Pool
Old Town North of Truman
6.7Okay(3)
Free Wi-Fi
Pool
Pet friendly
Air conditioning
€563+
Check availability
Booking Insights

KAYAK’s insights for inns in Key West

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Key West with confidence.

Which month has the cheapest inn rates in Key West?

Inns are cheapest in Key West in November, with average rates of €100. In comparison, October is the most expensive month, with prices at €512.

What is the cheapest day of the week to book a inn in Key West?

Tuesday offers the lowest rates in Key West, with an average nightly price of €116. The highest prices are found on Friday, with average rates at €283.

How early should you book a inn in Key West?

Book at least 58 days before your stay begins to get the best price for your Key West inn.

Find deals

How much is a Key West inn?

Here are our most popular & best value inns

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

November
October
€157
€192
Cheapest month to stay with an average 55% drop in price.
Most expensive month to stay with an average 131% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding Key West inn deals

  • Inn room prices vary depending on many factors but you’ll likely find the best inn deals in Key West if you stay on a Saturday. The most expensive day for inn bookings is Sunday.
  • If you want to ensure you grab a bargain, try to book at least 58 days before your stay to get the best price for a Key West inn.

FAQs when booking a inn in Key West

  • Is it cheaper to stay in a inn than in a hotel in Key West?

    The average price for a night in a inn in Key West is €501 compared to €533 for a night in a hotel.

  • Are there inns in Key West that are good for couples?

    Inns can be a great choice for a romantic option. The Cabana Inn Key West - Adult Exclusive, The Southernmost Inn-Adults Only and Douglas House are especially romantic inns in Key West.

Where to find the best inns in Key West?

Our map will help you find the perfect inn in Key West by showing you the exact location of each inn

What Key West inn guests are talking about

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Popular topics

Hotels about topic

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Seascape Tropical Inn - Key West - Bedroom
Seascape Tropical Inn
Downtown
8.6Very Good(872)
Parking
Free Wi-Fi
Air conditioning
€415+
Check availability
The Porch on Frances Inn - Adults Exclusive - Key West - Living room
The Porch on Frances Inn - Adults Exclusive
Downtown
9.0Wonderful(917)
Parking
Free Wi-Fi
Air conditioning
€389+
Check availability
Douglas House - Key West
Douglas House
Old Town South of Truman
9.1Wonderful(3973)
Free Wi-Fi
Pool
Pet friendly
Air conditioning
€393+
Check availability
The Cabana Inn Key West - Adult Exclusive - Key West - Patio
The Cabana Inn Key West - Adult Exclusive
Downtown
8.2Very Good(1913)
Free Wi-Fi
Pool
Air conditioning
€427+
Check availability
Simonton Court Historic Inn & Cottages - Key West - Living room
Simonton Court Historic Inn & Cottages
Old Town North of Truman
9.2Wonderful(2026)
Free Wi-Fi
Pool
Air conditioning
€413+
Check availability

Everything you need to know for your stay in Key West