Swim-up Rooms & Private Pools in Key West

"Amazing resort with excellent location and amenities! Loved the pool and happy hour and proximity to great restaurants! Room was also very spacious and well maintained. Very friendly staff. Will definitely come stay again!"  (10/10)

"Front desk staff were so great, they gave us recommendations on dining and activities going on, also so friendly. Rooms were clean and so comfortable. Pool amazing. Property is beautiful! "  (10/10)

"Great Hotel Very nice Hotel and staff. Demetrius was great. The heated pool was a plus. "  (10/10)

"The room was awesome due to having a separate living area and kitchen area, the bed was soft and comfy, it was really spacious clean and safe. The pool was so nice and the garden area was spectacular I loved it. "  (10/10)

"Beautiful mansion directly on the water. Pool was heated & amazing. Staff were attentive & very accommodating. "  (10/10)

"Great pool away from the fray. The shuttle to Duval was a perfect way to enjoy the fun of Key West. "  (10/10)

A stay at Silver Palms Inn 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.

"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 ..." Read more  (9.5/10)

When you stay at Beachside Resort & Residences in Key West, you'll be next to a golf course, a 5-minute drive from Smathers Beach and 8 minutes from Duval Street. This beach hotel is 3.8 mi (6.1 km) from Southernmost Point and 2.7 mi (4.3 km) from Fl... Read more

"Great pool area and great location to key west. Buffet breakfast totally worth it too"  (8/10)

"The room is a bit small. I chose a sea view room. In fact, the room is separated from the sea by a road, South 1, which is a bit far from the beach, and the traffic is very noisy. It is not as quiet as the pool view room. It is the hotel's own intern..." Read more  (9/10)

"We had a great mini spring break here. Great for kids, Ubers always close by to get into old Key West in less than 10 minutes, and the beach and pool are so nice. "  (10/10)

The Lexington Key West (ex Holiday Inn) provides a great place for travelers to relax after a busy day. The Lexington Key West (ex Holiday Inn) offers a pleasant stay in Key West for those traveling for business or leisure.

"From arrival through departure our stay at Alexander’s Guest House was amazing! We felt like we were staying with the most thoughtful friends. Breakfast was superb, a variety of choices and always fresh fruit and delicious coffee. The pool temperatur..." Read more  (10/10)

"We liked the property. The parking was really bad but that is the case for Key West. The pool and patio area was really nice. The staff was courteous and the room was clean. We would book this bed and breakfast again. "  (10/10)

"This place is absolutely fantastic! I’ve never stayed anywhere cleaner! The breakfasts are very good. The staff is always super friendly. The location is perfect. It’s near Duval, but still quiet. The walkability of the area is great! The pool is ..." Read more  (10/10)

"Wonderful experience. Quiet and safe. Off the party area but close to walk. Relaxed in the pool and on our private patio! Absolutely loved it for our girls trip! "  (10/10)

"We were located in Truman Room having balcony. A very good opportunity for relaxing at evening. Nice tiny Pool is there too. The breakfast is better than american average. The City is a nice Walk. But bicycles are avalaible."  (10/10)

"Great stay, can’t wait to return! Amazing stay & room. Quiet & clean room just steps away from the action on Duval. Close to all the shopping & dining yet quiet & comfortable. We loved both our room & the quiet lovely pool. Thank you for a great s..." Read more  (10/10)

"Key West Holiday This was my 3rd visit to this property and I had an excellent time. The front desk staff was welcoming and very helpful with Checking into the hotel. Alejandro & Mike kept my room in tip top shape with amenities & towels. A wonderf..." Read more  (10/10)

Elegance and modern sophistication are apparent as you enter any one of these six conveniently located townhomes in a quiet Old Town Key West neighborhood just three blocks from Duval Street. Windsor Townhomes #4 boast over 1700 sq ft. on two level... Read more

An Old town Key West home, located in the Historic District and just one half a block off Duval Street. Guests are within walking distance of restaurants, the Atlantic Ocean, Southernmost Point of Key West and our sunset piers. All lovingly restored ... Read more