Key West Hotels with Pools

If you want a relaxing stay, pick a hotel in Key West that has a pool. You can swim or rest by the water anytime you like. Look for places with well-kept pools to improve your experience.

Trip.com Featured hotels with Swimming Pools in Key West

1. Havana Cabana at Key West

• Rated 8.6/10 from 116 reviews.

• Only The Church of Jesus Christ of Latter-day Saints to 0.22 km.

2. Parrot Key Hotel & Villas

• With a rating of 8.4/10 from 121 reviews.

• Only Southernmost Sandbar Charters, LLC to 0.34 km.

3. DoubleTree by Hilton Hotel Grand Key - Key West

• Rated 8.6/10 based on 44 reviews.

• Convenient to Bone Island Charters Key West, only 0.66 km.

The above hotel prices are based on Trip.com for July 19-July 25.

Enter your dates to find hotels with swimming pools in Key West where you can swim, relax, and recharge.

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Top Hotels with Pools in Key West

Check out our recommended hotels with pools in Key West.

Most Booked

Lowest price

Closest to downtown

Highest Rated

99+

Nyah - Adult Exclusive

Hotel near Downtown Key West,Key West

Featured facilities: Bar, Spa

Very Good

107 reviews

8.1/10

1 night

From PLN 285

Check availability

99+

A stay at Silver Palms Inn & Historic Homes places you in the heart of Key West, within a 10-minute walk of Duval Street and Ernest Hemingway Home and Museum. This hotel is 0.7 mi (1 km) from Florida Keys Beaches and 0.7 mi (1.2 km) from South Beach. Take advantage of recreation opportunities including an outdoor pool and bicycles to rent. Additional amenities at this hotel include complimentary wireless internet access, concierge services, and a television in a common area. A complimentary continental breakfast is served daily from 8:00 AM to 10:00 AM. Featured amenities include a 24-hour front desk, multilingual staff, and luggage storage. Make yourself at home in one of the 50 individually furnished guestrooms, featuring refrigerators and LCD televisions. Your pillowtop bed comes with down comforters and Egyptian cotton sheets. Complimentary wired and wireless internet access keeps you connected, while iPod docking stations help you enjoy your music in the comfort of your room. Bathrooms have showers and hair dryers.

"The second time I came to Key West, the southernmost town in the United States, the hotel was not in the center of the old town, but it was quiet in the middle of the noisy, it was convenient to go anywhere, the breakfast was simple, but the room was very comfortable, and the former residence of Hemingway was worth seeing."

Very Good

117 reviews

8.9/10

1 night

From PLN 372

Check availability

99+

Havana Cabana at Key West

Hotels in Key West

Featured facilities: Bar

Very Good

114 reviews

8.6/10

1 night

From PLN 607

Check availability

99+

The Reach Key West, Curio Collection by Hilton

Hotel near Duval,Key West

Featured facilities: Private beach area, Bar, Gym

Very Good

107 reviews

8.5/10

1 night

From PLN 835

Check availability

99+

Winslows Bungalows - Key West Historic Inns

Hotel near Downtown Key West,Key West

Featured facilities: Bar

Great

107 reviews

9.0/10

1 night

From PLN 619

Check availability

99+

Hyatt Centric Key West Resort and Spa

Hotel near Downtown Key West,Key West

Featured facilities: Private beach area, Bar, Spa

Very Good

109 reviews

8.9/10

1 night

From PLN 1,077

Check availability

99+

The Marker Key West Harbor Resort

Hotel near Downtown Key West,Key West

Featured facilities: Bar, Gym

Great

100 reviews

9.2/10

1 night

From PLN 1,010

Check availability

99+

Parrot Key Hotel & Villas

Hotels in Key West

Featured facilities: Bar, Gym

Very Good

121 reviews

8.4/10

1 night

From PLN 565

Check availability

Fitch Lodge - Key West Historic Inns

Hotel near Downtown Key West,Key West

Minutes from the Key West Historic Seaport Fitch Lodge welcomes on-the-go explorers to authentic conch-house lodging in a neighborhood setting. Return from reef diving or deep-sea fishing to informal bohemian accommodations and a refreshing pool.

Very Good

100 reviews

8.8/10

1 night

From PLN 557

Check availability

99+

Beachside Resort & Residences

Hotels in Key West

Featured facilities: Private beach area, Bar, Spa

Very Good

104 reviews

8.1/10

1 night

From PLN 574

Check availability

See All Hotels With Pools in Key West

Latest Reviews for Key West Hotels

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Read genuine traveler ratings & reviews to find your perfect stay.

9.3/10

Great

GGuest UserGreat place to stay for escape room lovers… Check-in closes at 9pm, and staff clock out. There isn’t a 24hours reception desk, so if you’re driving down be sure to leave plenty of time and get in contact so that you receive your late check-in instructions, unlike us. We arrived at 10pm, to a locked gate, with no idea what the code to get in was, and as we do not have US phones, were unable to call the staff. A guest kindly let us into the resort, and there is a phone on top of a mail box with an out of hours number. After calling, staff were able to talk us through how to get our keys, but the series of steps definitely made it feel like an escape room. Room: Small and compact room. This hotel is laid out like a series of small cabin style huts. To be fair it had all the essentials, and was clean. The sink was in the room separate from the toilet and shower which was a bit strange. All amenities provided. Unfortunately, the AC unit is very loud, but there is also a fan, which is quieter, and tolerable to have on when sleeping. It is hard to sleep with the AC on. Staff were very pleasant and accommodating. Free drinks on check in and check out, no nasty surprises with the resort fee, which is $21.50. Breakfast options were limited, consisting of fruit (melon and pineapple), mini-pastries, granola yoghurt pots and waffles. Instant coffee in flasks. Waffles were made fresh by the staff. Plenty of cats were roaming around the resort. Extras: Only a small car park was available, with about 6 spaces. It costs $30 to park here overnight, but there is street parking available outside for $6/hr between 8am-10pm. You can hire bikes to explore Key West for $15 per day. Location: Very lively location, best location, right in the heart of all the shops, bars and cafes, walking distance to all the attractions.

Duval House

Hotel near Duval, Key West

Price per night from:PLN 435

9.0/10

Great

TTiChattonNice and spacious room included Nespresso pods. Central location, not too far from Duval st. Breakfast included was alright, included hard boiled eggs, cereal, waffle machine, bagels and toast with jam, PB, and cream cheese. Starbucks coffee machine and water machine available throughout the day. Air conditioning fan is a bit loud as the air handler is in the room. No one in the lobby to handle noise complaints at night, especially drunks using the pool after returning from a night out being obnoxious. Charging a resort fee of $34.99, then charging $30 for parking is just an absolute money grab. Should've went with the other options that included the parking, but didn't include breakfast as that breakfast was not worth $34.99...

Paradise Inn - Adult Exclusive

Hotel near Duval, Key West

Price per night from:PLN 477

8.9/10

Very Good

SSelina seetFantastic location by the green parrot and u don’t hear the party noise on the street. Good size room and cute little patio- but the ac just blew air like a fan and did not lower the temp. Way too humid and couldn’t sleep well. The breakfast situation was not good. Groups would claim all 3 tables with personal items and you would have to wait. Works if you r not there for work. I popped my head in to the cook in the kitchen to say hi there’s 2 more of us and he snapped at me saying can’t u see there’s others waiting? lol. He went table to table to ask what they wanted- even tho it was the one item on the menu for the day. So it was a slow process- ended up grabbing outside food.

Coco Plum Inn

Hotel near Duval, Key West

Price per night from:PLN 630

8.8/10

Very Good

GGuest UserLa concha is a beautiful & historic hotel in the heart of beautiful Key West. The location is unbeatable & the balcony rooms, while smaller than other standard rooms, offers excellent people watching & beautiful blue sky views. A parking space is included, which is great to have right on Duval & Fleming Streets. The staff was mostly very friendly, but the service level varied. At one point in our stay, the front desk went out of their way to make us a key card to use the microwave located in the conference room. When I asked to use it the next day, another staff member says there wasn't one in the building. I went & took a photo through the window to show him. He then said he could not grant me access as the desk had previously done. No biggie but a little frustrating. Our main issue with the hotel was HIDDEN FEES. Upon arrival, we were told we would be charged a fee of over $80 per room as a ”destination fee,” which was never explicitly disclosed & was certainly not fairly advertised. I asked about waiving this fee & the night desk said it was possible to check & see with day manager. The next day, they insisted the fee could not be waived & were unwilling to help with it further. I let them know I booked through a 3rd party prepaid, it said fees & taxes were included. They said read the fine print. They charged my card for the fees. Not being forthcoming and clear about the destination fee was the issue I had. And having parts of the hotel amenities, including outdoor areas, being closed off during the stay make this resort/destination fee more of a slap in the face. To highlight this point, the staff at this ”destination” hotel warned us that if we see some stuff a little run down or not in operation, its because the hotel just got bought & things wouldn't get straightened out until the new company takes over. Also minor issues for such a pricey hotel included missing slats on the inner balcony door & similar minor cosmetic issues. Other than that it is a beautiful building & top-notch location. Overall the experience was very enjoyable. P.S. The awesome bar tender makes delicious key lime martinis!

La Concha Key West

Hotel near Duval, Key West

Price per night from:PLN 1,096

8.7/10

Very Good

GGuest UserThe room was big, comfortable and quiet. Although it was in the airport area, we couldn't hear any airplane sounds. We drove ourselves, and it was convenient to stay anywhere with a car. We didn't have to choose a hotel in the city, after all, the city was so small.

Hampton Inn Key West

Hotel near Key West

Price per night from:PLN 787

8.7/10

Very Good

GGuest UserThe front desk was wonderful, room was good, pool area very nice. The problem was the cleaning crew. We wanted to stay until checkout at 11:00, as our flight didn’t leave until 2:30. At 10:00, two cleaning ladies with their cart parked directly outside our window, constantly looking into our window, just waiting for us to leave. We were extremely uncomfortable! No one likes to be watched from a peeping Tom outside their window. It was terrible. When we were finally left, we couldn’t get out the door because their cart was blocking the way.

Blue Flamingo Resort Key West

Hotel near Key West

Price per night from:PLN 860

8.6/10

Very Good

GGuest UserVery welcoming hotel, complimentary welcome pack with cookie, bottled water, and reusable water bottle upon arrival. Friendly receptionist who speaks French. The pool area and bar/restaurant are very pleasant. Delicious meals and cocktails. Free shuttle to the city center every hour. Highly recommend this hotel 😉

DoubleTree by Hilton Hotel Grand Key - Key West

Hotel near Key West

Price per night from:PLN 609

8.3/10

Very Good

GGuest UserGreat hotel, very cozy. All entertainment and attractions are nearby, but the hotel itself is not noisy. Good breakfast, happy hour in the evening with wine, cheese and snacks. If there is not enough space for parking near the hotel, then a couple of blocks away you can park for $ 15 per day. Of the nuances - noisy air conditioning in the room and a dirty pool (lots of leaves).

The Cabana Inn Key West - Adult Exclusive

Hotel near Duval, Key West

Price per night from:PLN 550

8.3/10

Very Good

GGuest UserNice place. Great location. Friendly staff. Comfortable room. Parking is NOT included. I'm a bit annoyed about that because I didn't find anything about that when reserving the room. I even called and left a message on the concierge line asking about parking but never got a callback.

Hilton Garden Inn Key West/The Keys Collection

Hotel near Key West

Price per night from:PLN 597

8.0/10

Very Good

NNanjipangqieThe location of the hotel is of high quality, and the facilities and environment are good. The bedding is clean and comfortable, and the typical American breakfast in the morning is very comfortable to sit outside and enjoy. Worth a visit!

Casa Marina Key West, Curio Collection by Hilton

Hotel near Downtown Key West, Key West

Price per night from:PLN 1,102

FAQs

Where is the best place for a stay with Swimming Pools in Key West?

Whether you are traveling to Key West for business or fun, DoubleTree by Hilton Hotel Grand Key - Key West (from PLN 599) , Havana Cabana at Key West (from PLN 497) and Hilton Garden Inn Key West/The Keys Collection (from PLN 524) are all preferred hotels.

What’s the typical price for hotels with Swimming Pools in Key West?

For hotels with Swimming Pools in Key West, the average price on weekdays is PLN 2,235, and the average price on weekends (Friday–Saturday) is PLN 3,179.

What’s the best romantic hotels in Key West with Swimming Pools?

Many hotels with Swimming Pools in Key West have good vibes, suitable for couples in need of a romantic escape. If you are planning to celebrate an anniversary, The Laureate Key West (from PLN 636) is a preferred hotel.

What's the best high-end place with Swimming Pools to stay in Key West?

There are many luxury hotels with Swimming Pools in Key West. Casa Marina Key West, Curio Collection by Hilton (from PLN 643) is very popular.

What are some great hotel promotions for property with Swimming Pools in Key West?

Trip.com provides various promotions and discounts for users all year round. You can check the promotions page to see what promotions are available on Trip.com.