Key West Hotels with a Pool

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Booking Insights
Recommended by KAYAK

Best Key West hotels with a pool

The Headquarters - Key West
The Headquarters
Old Town South of Truman
9.2Wonderful(2)
House
Pool
Pet-friendly
Air conditioning
£267+
Check availability
The Beaming Barracuda by Last Key Realty - Key West - Living room
The Beaming Barracuda by Last Key Realty
Truman Annex
10Wonderful(3)
House
Parking
Free Wi-Fi
Pool
Air conditioning
£342+
Check availability
Suzys Parrot Perch by Last Key Realty - Key West - Balcony
Suzys Parrot Perch by Last Key Realty
Old Town South of Truman
9.7Wonderful(64)
Condo
Parking
Free Wi-Fi
Pool
Air conditioning
£362+
Check availability
Island Style Colony - Key West - Pool
Island Style Colony
Downtown
9.6Wonderful(32)
Cottage
Parking
Free Wi-Fi
Pool
Pet-friendly
£398+
Check availability
Bonaire Suite - Key West - Living room
Bonaire Suite
Downtown
9.2Wonderful(37)
Condo
Free Wi-Fi
Pool
Pet-friendly
Air conditioning
£502+
Check availability
The Mellow Macaw by Last Key Realty - Key West - Bedroom
The Mellow Macaw by Last Key Realty
Old Town South of Truman
9.8Wonderful(59)
Condo
Parking
Free Wi-Fi
Pool
Air conditioning
£722+
Check availability
Soul of Duval by Last Key Realty - Key West - Living room
Soul of Duval by Last Key Realty
Downtown
9.8Wonderful(29)
House
Parking
Free Wi-Fi
Pool
Air conditioning
£771+
Check availability
Casita Angelita by Last Key Realty - Key West
Casita Angelita by Last Key Realty
Downtown
9.7Wonderful(68)
House
Parking
Free Wi-Fi
Pool
Pet-friendly
£1,004+
Check availability
The Pirates Penthouse by Last Key Realty - Key West
The Pirates Penthouse by Last Key Realty
Truman Annex
9.5Wonderful(3)
Apartment
Parking
Free Wi-Fi
Pool
Air conditioning
£1,115+
Check availability
Duke of Catherine by Last Key Realty - Key West
Duke of Catherine by Last Key Realty
Old Town South of Truman
9.8Wonderful(12)
House
Parking
Free Wi-Fi
Pool
Pet-friendly
£1,206+
Check availability
Darling of Duval by Last Key Realty - Key West - Bedroom
Darling of Duval by Last Key Realty
Old Town North of Truman
9.8Wonderful(74)
Cottage
Parking
Free Wi-Fi
Pool
Air conditioning
£1,299+
Check availability
Just steps to Duval- Sleeps 10- Heated Pool House - Key West - Kitchen
Just steps to Duval- Sleeps 10- Heated Pool House
Downtown
8.9Very Good(20)
House
Parking
Free Wi-Fi
Pool
Pet-friendly
£1,777+
Check availability
Booking Insights

KAYAK’s insights for hotels with a pool in Key West

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

How much is a hotel with a pool in Key West for tonight?

The best deal for a 3-star hotel with a pool room in Key West found by KAYAK users in the last 3 days was £184, while a 4-star hotel with a pool the lowest price was £225. The cheapest room found overall was for £150.

How much is a hotel with a pool in Key West for this weekend?

The cheapest hotel with a pool room in Key West for the upcoming weekend found on KAYAK in the last 3 days was for £180 per night. For the same dates, 3-star hotel with a pool rooms have been found for as low as £189 per night and 4-star hotel with a pool rooms from £491 per night.

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Good to know

Average price (weeknight)

Lowest hotel price

£391
£252
Average Sun - Thu price over the last 2 weeks.
The cheapest hotel with a pool room rate in the last 7 days

Where to stay in a hotel with a pool in Key West?

Our map will help you find the perfect place to stay in Key West by showing you the exact location of each hotel.

Everything you need to know for your stay in Key West

Hotels near airports in Key West

Key West Airport