Where to Stay in the Florida Keys: Best Islands & Hotels

Best Places to Stay in Key West

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Margaritaville Key West Resort – With fantastic views over the water and its location in the center of the Old Town (plus just three minutes from Mallory Square), this upscale resort is a fun and friendly place to stay. Rooms are spacious and boast private balconies and large windows – simply perfect for watching the boats pass by on the water outside. The outdoor pool here is accompanied by an open-air bar and there’s also a very chic restaurant on site, which welcomes diners from outside of the hotel for a lively atmosphere.

The Marker Waterfront Resort – A mere nine-minute walk from the food, drink, and entertainment at Mallory Square, The Marker Waterfront Resort was built in 2014, meaning a modern stay is what you can expect at this 4-star hotel. The staff here are friendly, there’s a decent pool for guests to use, and the rooms – including the bathrooms – are spacious. There’s more food and drink to be had just on the doorstep of The Marker, making it great for anyone wanting to explore Key West further.

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Chelsea House Hotel – The best thing about this 3-star offering is the fact that it’s set over three beautiful period houses, making it great for anybody who likes to stay right in the middle of a town’s heritage itself. The Victorian era lodging comes complete with simple furnishings; some rooms have four-poster beds! The garden here is wonderfully shaded and comes complete with its own heated pool. When you can tear yourself away, the lively Duval Street is only a three-minute walk from the Chelsea House Hotel.

Truman Hotel – Bold, modern rooms decorated with marble are the order of the day at this 3-star offering, which also comes complete with a picturesque poolside area shaded by palm trees. Some rooms here come with balconies, so you can get some fresh air from the privacy of your own room, whilst suites feature a lounge. Parking is available at the Truman Hotel; it also boasts a complimentary continental breakfast for guests. The Ernest Hemingway House, an icon of the town, is just a three-minute walk away. Go To the Next Page to see more