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Hotels with Pools in Key West

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Featured Key West Hotels with a Pool

Fairfield Inn and Suites by Marriott Key West
Fairfield Inn and Suites by Marriott Key West
3 out of 5
2400 N Roosevelt Blvd, Key West, FL, 33040
Fully refundableReserve now, pay when you stay
Stay at this 3-star hotel in Key West. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
Fairfield Inn and Suites by Marriott Key West
Southernmost Beach Resort
Southernmost Beach Resort
4 out of 5
1319 Duval Street, Key West, FL, 33040
Fully refundableReserve now, pay when you stay
Stay at this 4-star beach hotel in Key West. Enjoy 3 outdoor pools, a beach locale, and 2 poolside bars. Our guests praise the clean rooms in our reviews. Popular ...
Southernmost Beach Resort
24 North Hotel Key West
24 North Hotel Key West
4 out of 5
3820 North Roosevelt Boulevard, Key West, FL, 33040
Fully refundableReserve now, pay when you stay
Stay at this 4-star business-friendly hotel in Key West. Enjoy 3 restaurants, 2 bars/lounges, and breakfast. Our guests praise the pool and the bar in our reviews. ...
24 North Hotel Key West
Hampton Inn Key West FL
Hampton Inn Key West FL
2.5 out of 5
3755 S Roosevelt Blvd, Key West, FL, 33040
Fully refundableReserve now, pay when you stay
Stay at this business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the bar in our reviews. Popular ...
Hampton Inn Key West FL
The Gates Hotel Key West
The Gates Hotel Key West
4 out of 5
3824 N Roosevelt Blvd, Key West, FL, 33040
Fully refundableReserve now, pay when you stay
Stay at this 4-star hotel in Key West. Enjoy breakfast, a fitness center, and onsite parking. Our guests praise the pool and the bar in our reviews. Popular ...
The Gates Hotel Key West
Parrot Key Hotel & Villas
Parrot Key Hotel & Villas
4 out of 5
2801 N Roosevelt Blvd, Key West, FL, 33040
Fully refundableReserve now, pay when you stay
Stay at this 4-star beach hotel in Key West. Enjoy free WiFi, 4 outdoor pools, and breakfast. Our guests praise the pool and the helpful staff in our reviews. ...
Parrot Key Hotel & Villas
Silver Palms Inn
Silver Palms Inn
3.5 out of 5
830 Truman Ave, Key West, FL, 33040
Stay at this 3.5-star business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and a 24-hour front desk. Our guests praise the helpful staff and ...
Silver Palms Inn
The Southernmost Inn - Adults Only
The Southernmost Inn - Adults Only
3 out of 5
525 United Street, Key West, FL, 33040
Fully refundableReserve now, pay when you stay
Stay at this 3-star hotel in Key West. Enjoy free breakfast, 2 outdoor pools, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms ...
The Southernmost Inn - Adults Only
Oceans Edge Key West Resort, Hotel & Marina
Oceans Edge Key West Resort, Hotel & Marina
4 out of 5
5950 Peninsular Avenue, Key West, FL, 33040
Fully refundableReserve now, pay when you stay
Stay at this 4-star golf hotel in Key West. Enjoy 6 outdoor pools, a marina, and breakfast. Our guests praise the pool and the helpful staff in our reviews. ...
Oceans Edge Key West Resort, Hotel & Marina
Fairfield Inn & Suites Key West at The Keys Collection
Fairfield Inn & Suites Key West at The Keys Collection
3.5 out of 5
3852 North Roosevelt Boulevard, Key West, FL, 33040
Fully refundableReserve now, pay when you stay
Stay at this 3.5-star business-friendly hotel in Key West. Enjoy free WiFi, room service, and a fitness center. Our guests praise the bar and the helpful staff ...
Fairfield Inn & Suites Key West at The Keys Collection
DoubleTree Resort by Hilton Grand Key - Key West
DoubleTree Resort by Hilton Grand Key - Key West
4 out of 5
3990 S Roosevelt Blvd, Key West, FL, 33040
Fully refundableReserve now, pay when you stay
Stay at this 4-star business-friendly hotel in Key West. Enjoy free WiFi, breakfast, and a free beach shuttle. Our guests praise the pool and the bar in our ...
DoubleTree Resort by Hilton Grand Key - Key West
Ibis Bay Beach Resort
Ibis Bay Beach Resort
2.5 out of 5
3101 N. Roosevelt Blvd, Key West, FL, 33040
Fully refundableReserve now, pay when you stay
Stay at this beach hotel in Key West. Enjoy free breakfast, free WiFi, and a private beach. Our guests praise the restaurant and the bar in our reviews. Popular ...
Ibis Bay Beach Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotels With Pools in Key West

There’s one surefire way to make a splash on your last-minute trip to Key West—book a hotel with a pool for your stay. Because if you really want your getaway to be “laps” and bounds better than an average vacay, Key West hotels with pools will get you there. It’ll be gold medals all around for your vacation planning skills.

Dive into the Deep End of Savings

When you’re eyeing hotels with private pools for your last-minute Key West getaway, you may think you’ll have to blow your entire budget on a spectacular spot. But thanks to Hotwire Hot Rate hotel deals, you don’t have to backstroke away from a killer place and settle for just any cheap hotels with pools to save some cash. Even if you’re really looking to get fancy with a capital “F” and soak up some views from hotels with rooftop pools, we’ve got you covered like sunscreen.

Swimming in Good Times in Key West

Picture yourself in the lap of luxury after a long day of vacationing your heart out, relaxing to the absolute max at one of the best hotels with indoor pools in Key West. No, this isn’t some farfetched daydream—there’s no better way to book the hotel with a pool beyond your expectations for way less coin than snagging a Hotwire Hot Rate hotel deal. The only question left: Ready to cannonball into your perfect Key West adventure?

Frequently Asked Questions About Hotels With Pools

How to get last-minute deals on hotels with pools in Key West?

When it comes to planning your getaway, you probably have one thing on your mind—scoring cheap hotels in Key West with indoor pools. But only the best will do for you, including last-minute deals on an incredible hotel with a pool. When you book a Hotwire Hot Rate hotel deal, you won’t have to cut into your swimsuit budget, even if you reserve at the last minute. Because you could save up to 60% off versus booking a listed rate two weeks earlier. We’re talking as low as $212 kind of deals. You’re in there like swimwear.

What hotels in Key West have pools?

With 2,588 hotels in Key West, you’re sure to find your perfect match on Hotwire. Especially when you can count on finding some of the best hotels in Key West with pools ready for booking with Hotwire Hot Rate deals. Getting 4-star hotels at 2-star prices? Now that’s a deal to dive into.

How can I find hotels with pools in Key West?

Booking hotels with pools in Key West couldn’t be easier. Start by searching for hotels in Key West, make sure you check off “pool” under amenities, then peruse those sparkling deals. If you book a Hotwire Hot Rate hotel deal, you won’t know the exact hotel until after you’ve reserved, but rest assured that you’re about to get the toast of the town for a breadcrumb budget.

Is it safe to travel to Key West during the coronavirus (COVID-19) crisis?

With all of the most recent COVID-19 closures and reopenings, you may be wondering is it safe to travel to Key West right now. When booking your last-minute getaway to Key West, make sure to check out the latest information on safety measures, closures, and up-to-date guidance on traveling during the coronavirus.