Key West

Key West Hotels with Rooftop Pools

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87 Key West Hotels with Rooftop Pools Found for You

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Oceans Edge Key West
Oceans Edge Key WestOceans Edge Key WestOceans Edge Key WestOceans Edge Key WestOceans Edge Key WestOceans Edge Key West
99+
Hotels in Key West
When you stay at Oceans Edge Key West Resort, Hotel & Marina in Key West, you'll be next to a golf course, within a 15-minute drive of Duval Street and Smathers Beach. This golf hotel is 4.6 mi (7.5 km) from Florida Keys Beaches and 6.1 mi (9.8 km) from Mallory Square. Dip into one of the 6 outdoor swimming pools or enjoy other recreational amenities, which include a 24-hour fitness center. Additional amenities at this hotel include complimentary wireless internet access and concierge services. Enjoy a meal at the restaurant or snacks in the coffee shop/cafe. The hotel also offers room service (during limited hours). Unwind at the end of the day with a drink at the bar/lounge or the poolside bar. Cooked-to-order breakfasts are available daily from 7 AM to 11:30 AM for a fee. Featured amenities include a 24-hour front desk, multilingual staff, and luggage storage. Self parking (subject to charges) is available onsite. Make yourself at home in one of the 175 guestrooms featuring refrigerators and LCD televisions. Your bed comes with down comforters and Egyptian cotton sheets. Rooms have private furnished balconies. Complimentary wireless internet access keeps you connected, and digital programming is available for your entertainment. Private bathrooms with showers feature complimentary toiletries and hair dryers.

"The hotel atmosphere and facilities were overall very pleasing. The hotel shuttle bus to Key West downtown runs every hour, and there were various additional facilities such as kayaking, paddling, bicycle activities, and yoga classes, which was nice. The activity staff were all friendly, so the kids had a great time doing the activities. The swimming pool and children's playground were also great. The atmosphere of the restaurant and bar in the hotel and the price were good. The staff were also very friendly. However, the check-in was very late because it was the peak season of Christmas. However, I was very upset by the attitude of the front desk staff. I tried to understand that the check-in was late (I had to wait 1 hour and 10 minutes based on the check-in time...), but they assigned me a completely different room instead of the one I had reserved. When I called to say that the room was assigned incorrectly, they just told me to come back to the front desk and change the room key card. Without even a word of apology. Because the check-in was late, I rested a little in the room, and my schedule for sightseeing was all messed up.. There was no place to rest while waiting, so I went sightseeing and checked in once, and since they let me check in late, I visited the front desk twice to get the room key.. I went to the front desk a third time to exchange the room key because the room was assigned incorrectly.. I was so tired, both physically and mentally.. I just thought that this was the kind of service they had, but they were busy, so what could they do? When I told them that I was upset with their service, they finally apologized. Except for the front desk staff, the other staff members were so kind that I just let it go, but I think the staff members at the front desk are the face of the hotel. It's definitely a good hotel, but the front desk staff's service was the worst of all the places I've been to. I think this definitely needs to be improved."
Very Good
118 reviews
8.8/10
Check availability
Havana Cabana at Key West
Havana Cabana at Key WestHavana Cabana at Key WestHavana Cabana at Key WestHavana Cabana at Key WestHavana Cabana at Key WestHavana Cabana at Key West
99+
Hotels in Key West
With a stay at Havana Cabana at Key West in Key West (New Town), you'll be a 5-minute drive from Florida Keys Beaches and 6 minutes from Duval Street. This hotel is 3.2 mi (5.1 km) from Southernmost Point and 3.4 mi (5.5 km) from Mallory Square. Enjoy a range of recreational amenities, including an outdoor pool, a hot tub, and bicycles to rent. Additional features at this hotel include complimentary wireless internet access, concierge services, and complimentary use of a nearby fitness facility. You can enjoy a meal at Floridita Food Truck serving the guests of Havana Cabana at Key West , or stop in at the snack bar/deli. Relax with your favorite drink at the bar/lounge or the poolside bar. Cooked-to-order breakfasts are available daily from 7:00 AM to 10 AM for a fee. Featured amenities include dry cleaning/laundry services, a 24-hour front desk, and multilingual staff. Free self parking is available onsite. Make yourself at home in one of the 106 individually decorated guestrooms, featuring refrigerators and microwaves. Flat-screen televisions with cable programming provide entertainment, while complimentary wireless internet access keeps you connected. Private bathrooms with bathtubs or showers feature complimentary toiletries and hair dryers. Conveniences include safes and desks, and housekeeping is provided daily.

"Hotel had a great vibe, filled with plants and was very colorful in the lobby, a true feeling to the name, Havana cabana. The pool was the best part, so clean and had inner tubes to float around and relax. Two complimentary drink passes during check in was a plus. Food was excellent for lunch and breakfast. We went as a family trip so the only downside was there weren't a lot of kids. At one point we thought it was ”adult only” but then towards the later afternoon we started to see more kids. Rooms were clean and service was good. Definitely will stay again."
Very Good
109 reviews
8.6/10
1 night
From INR 21,176
Check availability
DoubleTree by Hilton Hotel Grand Key - Key West
DoubleTree by Hilton Hotel Grand Key - Key WestDoubleTree by Hilton Hotel Grand Key - Key WestDoubleTree by Hilton Hotel Grand Key - Key WestDoubleTree by Hilton Hotel Grand Key - Key WestDoubleTree by Hilton Hotel Grand Key - Key WestDoubleTree by Hilton Hotel Grand Key - Key West
99+
Hotels in Key West
Daily Resort Charge includes: Guest internet access; shuttle service to airport, downtown and beach; access to Sunset Watersport Beach Club; 2 reusable water bottles refillable at stations throughout resort; morning coffee bar in the lobby. Enjoy the laid back atmosphere of the Florida Keys, one of the world's most popular destinations. Surrounded by the tropical beauty, charm, and colorful character of Key West, business travelers and vacationers alike appreciate the resort's 216 guest rooms and suites. Enjoy the comforts of home and all the conveniences of a full-service resort. DoubleTree by Hilton Grand Key Resort features on-site dining and a tiki bar, zero entry pool and cabanas, full convention and catering facilities with function space for up to 200, a shuttle service, 24-hour fitness center, and ample parking.

"The hotel rooms are a bit old and the location is far from the main attractions in Key West. Although the hotel has a shuttle bus, it is still inconvenient. Considering that everyone basically only stays for one night in Key West, it is not recommended. The cost performance is low. It is recommended not to bring breakfast. The breakfast is an American breakfast, and you have to tip. The cost performance is not high."
Very Good
130 reviews
8.1/10
1 night
From INR 24,194
Check availability
Key West
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Hilton Garden Inn Key West/The Keys Collection
Hilton Garden Inn Key West/The Keys CollectionHilton Garden Inn Key West/The Keys CollectionHilton Garden Inn Key West/The Keys CollectionHilton Garden Inn Key West/The Keys CollectionHilton Garden Inn Key West/The Keys CollectionHilton Garden Inn Key West/The Keys Collection
99+
Hotels in Key West
Daily Resort Charge includes: Shuttle service to Old Town Key West; two daily in-room bottled waters; beach amenities (chairs, umbrella & cooler); 20% off bicycle rentals for two; 10% off golf cart rentals; arts & crafts for kids. The best of Key West in easy reach We're off Highway 1, three miles from Duval Street and Smathers Beach, and walking distance from restaurants. The Ernest Hemingway House and Old Town can be reached in about 10 minutes, and Mallory Square is only four miles from our door. Enjoy our restaurant, outdoor pool bar, available downtown shuttle service, and 24-hour convenience shop.

"The shuttle bus runs once an hour. You need to make an appointment for the outbound trip. The return trip will be full if it is too crowded. The room is very old and stained everywhere. It is a cheap hotel on the island. The quality is average. Breakfast is 18 yuan per person. There is no need to buy it. It is not cost-effective."
Very Good
130 reviews
8.2/10
1 night
From INR 27,148
Check availability
H2O Suites- Adults Only
H2O Suites- Adults OnlyH2O Suites- Adults OnlyH2O Suites- Adults OnlyH2O Suites- Adults OnlyH2O Suites- Adults OnlyH2O Suites- Adults Only
58
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. Be sure to enjoy recreational amenities, including an outdoor pool, a fitness center, and bicycles to rent. 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 INR 36,266
Check availability
Hyatt Centric Key West Resort and Spa
Hyatt Centric Key West Resort and SpaHyatt Centric Key West Resort and SpaHyatt Centric Key West Resort and SpaHyatt Centric Key West Resort and SpaHyatt Centric Key West Resort and SpaHyatt Centric Key West Resort and Spa
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
108 reviews
8.6/10
1 night
From INR 36,189
Check availability
La Concha Key West
La Concha Key WestLa Concha Key WestLa Concha Key WestLa Concha Key WestLa Concha Key WestLa Concha Key West
99+
Hotel near Duval,Key West
Nestled in the heart of Key West, La Concha Key West is a beacon of timeless elegance and contemporary comfort. This iconic destination, celebrated for its rich historical significance and vibrant local culture, offers guests an unparalleled experience of luxury and adventure. From our luxurious accommodations and pet-friendly amenities to our outdoor pool and exclusive rooftop terrace for breathtaking sunsets and handcrafted cocktails, every detail is curated to captivate your senses and inspire unforgettable moments. Whether exploring Old Town's enchanting streets, basking in the sun at nearby Key West beaches, or walking to Mallory Square, Sunset Pier, and the nightlife on Duval Street, La Concha Key West is your gateway to the ultimate island escape. Home to Tropicado, Perla, and El Dom, offering Cuban-inspired culinary experiences that celebrate local flavor with a twist. Discover the perfect blend of historic charm and modern sophistication, all wrapped in the laid-back luxury Key West is famous for.

"La 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!"
Very Good
109 reviews
8.6/10
1 night
From INR 26,573
Check availability
Parrot Key Hotel & Villas
Parrot Key Hotel & VillasParrot Key Hotel & VillasParrot Key Hotel & VillasParrot Key Hotel & VillasParrot Key Hotel & VillasParrot Key Hotel & Villas
99+
Hotels in Key West
Nestled along the Florida Bay, a short drive from historic Old Town Key West, Florida, this property offers an outdoor pool, casual cafe and a variety of activities.Parrot Key Hotel & Villas is surrounded by lush landscaping and gardens. Guests can go for a swim in one of the 4 outdoor pools, then enjoy a snack from the poolside The Grove Kitchen & Bar. The property is completely nonsmoking.Guests at the Parrot Key Hotel & Villas can spend the day kayaking. After a kayaking trip, guests can relax with an on-site massage or take the complimentary shuttle to the historic Key West old town city center.A 55-inch flat-screen TV and small fridge are featured in each accommodations at the Parrot Key Hotel & Villas. Guests can relax on their private terrace and enjoy views of the ocean and tropical landscape.

"Overall it was good, the service was good, the front desk staff was very patient, and introduced the various facilities and opening hours carefully and in detail at the beginning. The supplies in the room were also very complete, and the toiletries were all L'Occitane."
Very Good
117 reviews
8.8/10
1 night
From INR 25,141
Check availability
The Perry Hotel & Marina Key West
The Perry Hotel & Marina Key WestThe Perry Hotel & Marina Key WestThe Perry Hotel & Marina Key WestThe Perry Hotel & Marina Key WestThe Perry Hotel & Marina Key WestThe Perry Hotel & Marina Key West
99+
Hotels in Key West
When you stay at The Perry Hotel & Marina Key West in Key West, you'll be on the waterfront, within a 5-minute drive of Stock Island Yacht Club & Marina and Key West Golf Club. This hotel is 4.9 mi (7.9 km) from Clarence S. Higgs Memorial Beach Park and 5 mi (8.1 km) from Ernest Hemingway Home and Museum. Dip into one of the 2 outdoor swimming pools or enjoy other recreational amenities including a 24-hour fitness center and bicycles to rent. Additional amenities at this hotel include complimentary wireless internet access, concierge services, and gift shops/newsstands. Satisfy your appetite with seafood at Matt's Stock Island, one of the hotel's 2 restaurants. Wind down with a drink at one of the 2 bars/lounges or 2 poolside bars. Cooked-to-order breakfasts are available daily from 8:00 AM to 11:30 AM for a fee. Featured amenities include dry cleaning/laundry services, a 24-hour front desk, and multilingual staff. Planning an event in Key West? This hotel has 700 square feet (65 square meters) of space consisting of conference space and a meeting room. Self parking (subject to charges) is available onsite. Stay in one of 100 guestrooms featuring flat-screen televisions. Your pillowtop bed comes with premium bedding. Rooms have private furnished balconies or patios. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Private bathrooms with showers feature designer toiletries and hair dryers.

"This time the departmental group went to Dujiangyan, and then chose this newly opened Hampton by Hilton hotel. The location of the hotel is very good. Chengdu has been driving for over an hour. The location is in Dujiangyan City. It is close to some must-see attractions, such as Nanqiao and Yulei Mountain Park. There are also a lot of food nearby, hot pot restaurants, barbecue. The room was unexpectedly comfortable and warm. The check-in efficiency at the front desk is also good, and there are three breakfast options to be delivered to the room during yq, which is very intimate. The price / performance ratio is also very high. I will still choose this place when I bring my family over next time ~"
Great
105 reviews
9.2/10
1 night
From INR 28,235
Check availability
The Laureate Key West
The Laureate Key WestThe Laureate Key WestThe Laureate Key WestThe Laureate Key WestThe Laureate Key WestThe Laureate Key West
82
Hotels in Key West
With a stay at The Laureate Key West in Key West (New Town), you'll be within a 10-minute drive of Duval Street and Smathers Beach. This beach hotel is 3.3 mi (5.3 km) from Southernmost Point and 3.6 mi (5.7 km) from Mallory Square. Enjoy recreational amenities such as an outdoor pool and an indoor pool. This hotel also features concierge services, gift shops/newsstands, and a television in a common area. Featured amenities include a 24-hour business center, express check-out, and complimentary newspapers in the lobby. Make yourself at home in one of the 64 individually decorated guestrooms, featuring kitchenettes with refrigerators and stovetops. 55-inch flat-screen televisions are provided, with digital programming available. Conveniences include safes and desks, as well as phones with free local calls.

"The room has a very beautiful color scheme. The sea is just across the road from the window. The view is beautiful and not noisy at night. There is a small living room (with a sofa bed) and a kitchen. The kitchenware is complete and very practical. There is a free parking space and it is also close to the supermarket. It only costs a dozen dollars to take a taxi to popular attractions (such as Hemingway's former residence). The only problem is that the quilt at night is very thin, similar to a blanket, and it is a bit cold. You need to ask the hotel for an extra quilt. But overall, I am very satisfied and I will probably come again next time."
Great
107 reviews
9.0/10
1 night
From INR 23,964
Check availability
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Frequently Asked Questions

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 INR 82,743 per night. For a 4-star hotel, the average cost is INR 144,929 per night. If you're looking for a luxury experience, 5-star hotels in Key West this weekend typically cost INR 95,678 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 INR 73,349 per night. For a 4-star hotel, you can expect to pay around INR 131,386 per night. If you're looking for a luxury stay, 5-star hotels in Key West generally cost INR 81,714 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 Fairfield Inn & Suites Key West (from INR 29,541), Casa Marina Key West, Curio Collection by Hilton (from INR 40,053) and Silver Palms Inn (from INR 22,584), all offering easy access to Key West, making them ideal for visitors looking to explore the area.

What are the best hotels with a spa in Key West?

Plan a peaceful trip? Spa can be a wonderful experience when traveling. Fairfield Inn & Suites Key West at the Keys Collection (from INR 29,567), Southernmost Beach Resort (from INR 24,745) and Fairfield Inn & Suites Key West (from INR 29,541) provide highly rated spa services.

What hotels in Key West provide swimming pools?

Which hotels in Key West have the best breakfast?

What hotel deals are available in Key West?

Trip.com offers multiple promotions and discounts all year round for both new users and loyal customers . Please check the promotions page to see what promotions are available now on Trip.com.