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.
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.
Great weekend hotel deals in Key West, FL
Showing deals for:Sep 19 - Sep 21
Image gallery for Capmar House by Brightwild Huge Home Pool
Old Town Key West mixes Caribbean charm with historical treasures on every corner. Stroll past colorful Victorian "Conch Houses" with gingerbread trim to discover Ernest Hemingway's six-toed cats or the gleaming Truman Little White House. Duval Street buzzes with lively bars and music venues while Mallory Square hosts unforgettable sunset celebrations with fire jugglers and street performers.
The neighborhood serves up everything from fresh grouper and conch fritters to key lime pie at spots ranging from waterfront fine dining to casual shacks. Most travelers explore the charming brick streets on foot or by renting bikes, with trolleys looping frequently through the walkable historic grid.
New Town gives you a quieter slice of Key West living away from the tourist crowds. This peaceful residential area offers wide streets for strolling and a glimpse into authentic island life. Nearby Smathers Beach and the Key West Tropical Forest provide natural escapes when you need a break from the bustle.
Budget-friendly chain hotels and vacation rentals make this area wallet-friendly for longer stays. Cuban-American eateries and family restaurants offer affordable meals, while shopping plazas with grocery stores help you feel right at home. A car is handy, but free parking is plentiful throughout the neighborhood.
The Key West Historic District lets your inner wanderer loose on pastel-painted streets steeped in salty charm. Ernest Hemingway's old stomping grounds mix with lively bars and the nightly sunset celebration at Mallory Square. History buffs explore the Truman Little White House while party people hit Duval Street for live music and tropical drinks.
Fresh seafood and Cuban-influenced cuisine fuel your adventures between historic Victorian B&Bs and boutique inns with tropical courtyards. Getting around is easy—just stroll the narrow brick streets, hop on a narrated trolley tour, or rent a bike to cruise this flat, compact island paradise.
Downtown Key West dazzles with its historic charm and non-stop energy. Wander Duval Street's lively scene, visit Hemingway's famous six-toed cat sanctuary, or catch the sunset celebration at Mallory Square where fire-breathers and musicians perform against stunning Gulf backdrops. The neighborhood's Victorian mansions with gingerbread trim and weathered coral stone churches create a unique tropical atmosphere.
The area serves up fresh seafood from casual waterfront joints to upscale restaurants. Most attractions sit within a walkable six-block radius, though you can hop on the Conch Tour Train when your feet need a break. Boutique hotels and historic inns with tropical courtyards offer charming places to crash after experiencing the legendary bar scene.
Truman Annex delivers presidential history with a side of peaceful luxury just steps from Key West's action. Tour the Harry S. Truman Little White House where tropical gardens frame the preserved presidential retreat. Stroll past gleaming naval buildings on manicured grounds or explore maritime treasures at the Mel Fisher Museum. The quiet, tree-lined streets feel worlds away from Duval Street's energy.
Elegant vacation rentals occupy restored naval quarters with premium amenities and tropical courtyards. Getting around is best done on foot or by bike through the gated community's uncrowded pathways. When hunger strikes, a short walk takes you to nearby Old Town's restaurants and shops.
If you want to give your credit card some exercise, head out to Duval Street, a popular place for shoppers in Key West Historic District. Splash some more cash at We Cycle Key West and Mallory Dock.
If you're planning a bit of sightseeing head to Southernmost Point— just one of the monuments in Old Town Key West. Why not take a stroll along the beaches and watch the sunset while you're here?
Mallory Square is worth passing through for a few pics when in Key West Historic District. Why not take a stroll along the beaches and watch the sunset while you're here?
If a restful vacation is part of your travel plans, Smathers Beach might be the perfect place to seek out during your trip to Key West. Stroll along the seaside or discover the area's sunrises.
If a restful vacation is part of your travel plans, South Beach might be the perfect place to seek out during your trip to Key West. Stroll along the seaside or discover the area's sunsets.
You can spend time studying the exhibits at Ernest Hemingway Home and Museum in Key West. Wander the area's seaside or simply enjoy one of its lively bars.
Sip a mojito at Hemingway's favorite bar, then watch street performers on lively Duval Street. Snorkel vibrant coral reefs or take a sunset sail around this laid-back island paradise.
"Our stay at Southernmost Beach Resort was great!! This place offers so many amenities. They keep you up to date on everything that is going on at the resort everyday. The room was very comfortable and the breakfast was enjoyable. We would definitely stay again. My only complaint is that the shower floor especially in the corners could use better cleaning. Other than that everything went great."
"We really enjoyed our stay here, the room was very clean an spacious. Great having a full kitchen and washer/dryer. The area was a bit out of town which was nice so it was quiet but still could walk to local restaurants. Use the shuttle or Uber to get into town.
The pool area was great with the Chicken Walk doing great food and cocktails.
We would definitely stay here again."
"From start to finish everything about parrot Key hotels and resorts was excellent! The rooms were clean with extra details and little touches that made it an extraordinary stay. The views from the waterfront room was jaw-dropping. The service was professional and personable. The only place I will ever stay when I'm in Key West."
"Was clean and friendly staff, shuttle driver were also nice, the pool was awesome and so was the bar. Only thing is I thought there was a balcony but it is more of a motel set up. But the rooms are comfy and very coast home inspired"
"Our overall experience was very good. People were friendly and helpful. Margaritas during check in were delicious- although waiting time for our room was long. There were many others waiting in the lobby as well. Seems as though the flights arrive way before check in at 4. Would have been nice to have rooms ready sooner. Beds are a bit on the hard side and ours made clanging noises. 😄Great that they provide shuttle service to and from Downtown. It lets you off a few blocks from Duval. Nice pool area and hot tub. There weren’t enough towels for the pool area so we were given bath towels. Its a pretty laid back atmosphere with decent food available on site. Close to the airport. Beach is across the street. There was alot of seaweed and debris on the beach which was unfortunate. Lounge chairs and other equipment was rental only. This is a decent place to stay and nice atmosphere but do not expect a luxury hotel experience. "
"Hotel was great. Service was excellent. Tiki bar was good but not much in the way of food options/quality. Only complaint is the 5 am wake up every morning from the neighborhood Rooster....."
Can I book a refundable accommodation in Key West?
If you're looking for the flexibility to change your plans to Key West, most properties offer refundable* rates you can book. You can find these properties by searching our site and using the "fully refundable" filter to narrow down the results.
Where can I stay in Key West if I want a budget-friendly accommodation?
Ibis Bay Beach Resort is an accommodation you might want to consider that'll save you money.
Where can I stay in Key West if I want a vacation home instead of a traditional hotel?
If you're looking for a good alternative to a hotel, review our selection of 1096 vacation homes. In addition, there are 270 apartments and 670 condos.
What will the weather in Key West be like during my vacation?
With an average temperature of 73°F during the coldest months, Key West is a great place to visit any time of year.
Why should I book my Key West accommodation with Hotels.com?
There are lots of reasons to book your Key West trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.
Find out more about Key West
Find out more about Key West
Visitors speak favorably about all that Key West has to offer, including its seaside, live music, bars, and festivals. Activities like biking give you a chance to enjoy the outdoors while you're in town. If you're hunting for the perfect souvenir, you may want to head to Duval Street to shop. And while you're here, be sure to stop by Ernest Hemingway Home and Museum and Key West Lighthouse and Keeper's Quarters Museum.
