Key West

Hotels with Rooftop Pools in Key West

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91 Key West Hotels with Rooftop Pools Found for You

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99+
Hotel near Downtown Key West,Key West
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
118 reviews
8.9/10
1 night
From €86
Check availability
99+
Hotel near Downtown Key West,Key West
Caribbean style resort with open air piazza situated on the Gulf of Mexico in the heart of old town Key West. Offering 118 guest rooms with tiled entry foyers, private balconies, ceiling fans, some rooms offer a partial water view. The dress code throughout the island is casual resort wear.

"The hotel for more than 6,000 nights is only part of the sea view, and the rest is the small beach of other houses, simple cars, and the scenery. The room is clean and tidy, and the bed is big and comfortable, but the noise of the air conditioner seriously affects sleep. The hotel’s seaside restaurant is good, while enjoying the food, watching the sunset."
Very Good
109 reviews
8.9/10
1 night
From €228
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93
Hotels in Key West
With a stay at Authors of Key West Guest House in Key West (Key West Historic District), you'll be within a 5-minute drive of Key West Lighthouse and Keeper's Quarters Museum and Duval Street. This bed & breakfast is 1 mi (1.5 km) from Ernest Hemingway Home and Museum and 1 mi (1.6 km) from Clarence S. Higgs Memorial Beach Park. Enjoy recreation amenities such as an outdoor pool or take in the view from a terrace. Additional amenities at this bed & breakfast include complimentary wireless internet access, concierge services, and a picnic area. A complimentary continental breakfast is served daily from 8:00 AM to 10:30 AM. Featured amenities include complimentary newspapers in the lobby and a water dispenser. Make yourself at home in one of the 13 air-conditioned rooms featuring refrigerators. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms feature showers, complimentary toiletries, and hair dryers. Conveniences include irons/ironing boards, and housekeeping is provided daily.

"This is a very cute mini inn. On white road, not far from Hemingway's former residence, lighthouse, Western Reef Cemetery, Duval Street. The room was lovely and there was a mini pool (similar to a jacuzzi) The artist room faces the street, and there are motorcycles blowing the street at night, and there is unavoidable noise. The ”Hemingway House” should be better. Breakfast is very simple, all bought now. Don't expect too much. (Last picture) Parking is free, very good. Overall very satisfied."
Great
109 reviews
9.0/10
1 night
From €94
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99+
Hotel near Downtown Key West,Key West
A stay at NYAH Key West - Adults Only places you in the heart of Key West, within a 15-minute walk of Duval Street and Florida Keys Beaches. This guesthouse is 0.7 mi (1.2 km) from Mallory Square and 1.2 mi (1.9 km) from Southernmost Point. Dip into one of the 3 outdoor pools or enjoy other recreational amenities, which include bicycles to rent. Additional amenities at this guesthouse include concierge services and a television in a common area. Grab a bite from the snack bar/deli serving guests of NYAH Key West - Adults Only. Quench your thirst with your favorite drink at the bar/lounge. A complimentary continental breakfast is served daily from 8:00 AM to 10:30 AM. Featured amenities include a 24-hour front desk, multilingual staff, and luggage storage. Make yourself at home in one of the 35 air-conditioned rooms featuring flat-screen televisions. Cable television is provided for your entertainment. Bathrooms have showers and hair dryers.

"The environment is good, the service is warm, the facilities are very good for vacation and leisure. Breakfast is very good and there are more varieties. Although the room is four people, it is not crowded at all, the bath is also very convenient, the hot water is very adequate, in short, the experience is good."
Very Good
107 reviews
8.1/10
1 night
From €66
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99+
Hotel near Downtown Key West,Key West
With a stay at Opal Key Resort & Marina, Key West, you'll be centrally located in Key West, steps from Mallory Square and 3 minutes by foot from Duval Street. This hotel is 0.3 mi (0.5 km) from Florida Keys Beaches and 0.7 mi (1.1 km) from Ernest Hemingway Home and Museum. Take advantage of recreational opportunities offered, including an outdoor pool, a hot tub, and a 24-hour fitness center. This hotel also features concierge services and a banquet hall. At Opal Key Resort & Marina, Key West, enjoy a satisfying meal at the restaurant. Relax with a refreshing drink from the poolside bar or one of the 3 bars/lounges. Cooked-to-order breakfasts are available daily from 7:00 AM to 10:00 AM for a fee. Featured amenities include a 24-hour business center, dry cleaning/laundry services, and a 24-hour front desk. This hotel has 11 meeting rooms available for events. Self parking (subject to charges) is available onsite. Make yourself at home in one of the 178 air-conditioned rooms featuring flat-screen televisions. Cable television is provided for your entertainment. Bathrooms feature bathtubs or showers with rainfall showerheads and complimentary toiletries. Conveniences include safes and desks, as well as phones with free local calls.

"This hotel is a kind of more lively hotel, just at the cruise terminal. In the morning breakfast, there will be cruise ships of major cruise companies coming and parked, and will drive away in the afternoon! The hotel's people are all foreign friends and buddies come together for a holiday party, the pool is very lively, the pool view room will be noisy at night! Sea view room is ok! I feel that it is not so suitable for a family to bring children, if a few families bring children together! It's convenient to go anywhere, needless to say! But to say that it is convenient, there is not much in the center of Key West, which is very convenient! The hotel is good because of its location, so the price is not high! Nothing else to say, the service level is first class! Sea view room can see the setting sun!"
Very Good
101 reviews
8.9/10
1 night
From €236
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99+
Hotel near Downtown Key West,Key West
Unlock a New Treasure at a Gem Among Florida Keys Resorts. Poised on the pristine waterfront of Key West's historic seaport, The Marker is the only newly built hotel to grace Old Town Key West in over 20 years, seamlessly blending the timeless elegance of classic Florida Keys resorts with an understated air of modern glamour. Featuring 96 state-of-the-art rooms on two lush acres of tropical landscaped seclusion, The Marker is a tropical oasis set within a vibrant, free spirited paradise filled with sun, surf, art and culture. Resort Fee of $45.00 /per night will be charged to the guest upon Check-in.

"The location is very good, but I can't see the view, I don't know the view of the sea view, but it is not a wharf. Eat, drink, everyone is happy"
Great
100 reviews
9.2/10
1 night
From €243
Check availability
99+
Hotel near Duval,Key West
With a stay at Duval House in Key West (Old Town Key West), you'll be steps from Duval Street and Ernest Hemingway Home and Museum. This bed & breakfast is 0.5 mi (0.8 km) from Florida Keys Beaches and 0.5 mi (0.9 km) from Southernmost Point. Take advantage of recreation opportunities such as bicycles to rent or take in the view from a terrace and a garden. Additional amenities at this bed & breakfast include concierge services, wedding services, and a picnic area. Featured amenities include express check-in, express check-out, and complimentary newspapers in the lobby. Self parking (subject to charges) is available onsite. Make yourself at home in one of the 29 air-conditioned rooms featuring flat-screen televisions. Cable television is provided for your entertainment. Private bathrooms with showers feature complimentary toiletries and hair dryers.

"Great 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."
Great
101 reviews
9.1/10
1 night
From €96
Check availability
61
Hotels in Key West
With a stay at Hyatt Vacation Club at Windward Pointe, Key West in Key West, you'll be near the airport, within a 15-minute walk of Fort East Martello Museum and Gallery and Key West Art and Historical Society. This hotel is 1.2 mi (1.9 km) from Smathers Beach and 3.5 mi (5.6 km) from Duval Street. Be sure to enjoy recreational amenities, including an outdoor pool, a hot tub, and bicycles to rent. This hotel also features complimentary wireless internet access, concierge services, and babysitting (surcharge). You can enjoy a meal at the restaurant serving the guests of Hyatt Vacation Club at Windward Pointe, Key West, or stop in at the snack bar/deli. Featured amenities include a safe deposit box at the front desk and an elevator. Free self parking is available onsite. Make yourself at home in one of the 93 guestrooms, featuring kitchens with refrigerators and stovetops. Rooms have private balconies. Complimentary wireless internet access keeps you connected, and DVD players are provided for your entertainment. Bathrooms with separate bathtubs and showers feature jetted bathtubs and complimentary toiletries.

"It is the second time and as always very good . All staff very careful and friendly . Exceptional cleaning , just that the hydromassage bathroom did not work but as we were short time don't call the reception to say it , but everything else always perfect"
Great
105 reviews
9.2/10
1 night
From €350
Check availability
62
Hotel near Duval,Key West
With a stay at H2O Suites - Adults Only in Key West (Old Town Key West), you'll be steps from Duval Street and 3 minutes by foot from Key West Butterfly and Nature Conservatory. This hotel is 0.2 mi (0.4 km) from South Beach and 0.3 mi (0.5 km) from Southernmost Point. Don't miss out on recreational opportunities including an outdoor pool and a fitness center. Relax with your favorite drink at the bar/lounge or the poolside bar. Featured amenities include complimentary newspapers in the lobby, dry cleaning/laundry services, and a 24-hour front desk. Self parking (subject to charges) is available onsite. Make yourself at home in one of the 22 individually decorated guestrooms, featuring refrigerators and minibars. Your pillowtop bed comes with premium bedding. Rooms have private balconies or patios. Flat-screen televisions with cable programming provide entertainment, while complimentary wireless internet access keeps you connected. Private bathrooms with showers feature complimentary toiletries and hair dryers.

"Hotel location is good, 9 minutes walk from Hemingway's former residence, very close to the iconic photo punching resort, the hotel is new, parking is convenient, the charge is reasonable, the front desk attitude is good."
Amazing
101 reviews
9.6/10
1 night
From €266
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99+
Hotel near Downtown Key West,Key West
Daily Resort Charge includes: WiFi: poolside concierge services: activities including volleyball & table tennis: beach chairs, umbrellas & hammocks: access to amenities at Casa Marina and The Reach: chilled fruit-infused spring water: pool hydration stations. Listed in the National Register for Historic Places, Casa Marina Key West, Curio Collection by Hilton, is a historic landmark with Old Town Key West elegance. Conceived over 100 years ago by the railroad magnate Henry Flagler, the hotel was designed to replicate the arches of Flagler's pioneering Overseas railway. The hotel opened on New Year's Eve, 1920. Nestled along the southern edge of the island on more than 1,100 feet of Key West's largest private beach, the 311 room Casa Marina is in proximity to the vibrant spots of Duval Street and rich history of Old Town. Offering the finest in resort activities, along with a dedicated beach and pool concierge, guests enjoy experiences from sand sculpting workshops led by the award-winning resident sculptor to ocean sports including jet-ski tours and deep-sea fishing charters. Key West's freshest ingredients are featured on Sun Sun Bar and Grill's island-style menu for a poolside bite or beachside dinner. For the ultimate in relaxation, Spa al Mare offers relaxing treatments matched with uncompromisingly pure products.

"The 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!"
Very Good
107 reviews
8.2/10
1 night
From €218
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See All Hotels With Rooftop Pools in Key West

FAQs

What is the average price of a hotel in Key West for this weekend?

According to the latest 12-month data from Trip.com, the average price for a 3-star hotel in Key West this weekend is €509 per night. For a 4-star hotel, the average cost is €1,086 per night. If you're looking for a luxury experience, 5-star hotels in Key West this weekend typically cost €551 per night.

How much do hotels in Key West cost per night during weekdays?

Based on the latest 12-month data from Trip.com, the average price for a 3-star hotel in Key West during weekdays is €393 per night. For a 4-star hotel, you can expect to pay around €848 per night. If you're seeking a luxury stay, 5-star hotels in Key West generally cost €393 per night on weekdays.

What are the best places to stay in Key West?

Some of the best places to stay in Key West are near popular attractions like Key West, The Hemingway Home and Museum and Truman Little White House, offering easy access to key sights and amenities.

What are the top hotels in Key West near Key West?

Some of the top hotels in Key West near Key West include Authors Key West Guesthouse (from €105), Casa Marina Key West, Curio Collection by Hilton (from €207) and The Grand Guesthouse (from €101), all offering easy access to Key West, making them ideal for visitors looking to explore the area.

What is the best spa hotel in Key West?

What are some hotels with pools in Key West?

Where can you find hotels with excellent breakfast in Key West?

Where can I find the best hotel discounts 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.