Key West hotels

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Best Key West hotels

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Most recommended Key West hotels

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Pegasus International Hotel - Key West - Bedroom
Pegasus International Hotel
7.6 Good
Old Town North of Truman$552+
$552+
Parking
Free Wi-Fi
Pool
Eden House - Key West - Bedroom
Eden House
8.4 Very good
Old Town North of Truman$561+
$561+
Parking
Free Wi-Fi
Pool
Almond Tree Inn
9.5 Wonderful
Old Town North of Truman$702+
$702+
Free Wi-Fi
Pool
The Gates Hotel Key West
7.4 Good
New Town$445+
$445+
Parking
Free Wi-Fi
Pool
Pet friendly
Heron House - Adult Only
8.1 Very good
Old Town North of Truman$501+
$501+
Free Wi-Fi
Pool
Sunset Key Cottages
9 Wonderful
Truman Annex$1,238+
$1,238+
Free Wi-Fi
Pet friendly
Spa
Heron House Court - Adult Only
8.7 Very good
Old Town North of Truman$495+
$495+
Free Wi-Fi
Pool
The Casablanca Hotel
8.8 Very good
Old Town North of Truman$475+
$475+
Free Wi-Fi
Pool
H2O Suites- Adults Only
9.5 Wonderful
Old Town South of Truman$826+
$826+
Pool

Key West hotels near South Beach

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The Guesthouses at Southernmost Beach Resort - Key West - Bedroom
The Guesthouses at Southernmost Beach Resort
9.2 Wonderful
Old Town South of Truman$660+
$660+
Free Wi-Fi
Pool
Casa Marina Key West, Curio Collection by Hilton - Key West - Restaurant
Free Wi-Fi
Pool
Southernmost Beach Resort
7.7 Good
Old Town South of Truman$704+
$704+
Free Wi-Fi
Pool
Silver Palms Inn
8.8 Very good
Old Town South of Truman$583+
$583+
Parking
Free Wi-Fi

Top Key West hotels with parking

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Key West Bed and Breakfast - Key West
Key West Bed and Breakfast
9 Wonderful
Old Town North of Truman$472+
$472+
Parking
Free Wi-Fi
Weatherstation Inn - Key West - Living room
Weatherstation Inn
8.8 Very good
Truman Annex$546+
$546+
Parking
Free Wi-Fi
Hampton Inn Key West
8.5 Very good
New Town$560+
$560+
Parking
Airport shuttle
Havana Cabana at Key West
8.3 Very good
New Town$473+
$473+
Parking
Free Wi-Fi

The 10 best hotels in Key West

Discover the top hotels in Key West handpicked by local expert Sarah Sekula.
Sarah Sekula
November 11, 2024

The best hotels in Key West, Florida, range from historic bungalows to boutique getaways. And if you want to really get away from it all, there are even secluded cottages with private beaches. No matter which hotel you choose, you’re never far from the ocean and all of the top hotels have easy access to the beach. Pro tip: Avoid hurricane season (June through November). During this season, the Florida Keys can experience flooding, high winds and heavy rain. If crowds aren’t your thing, you may want to steer clear of Hemingway Days (July), Fantasy Fest (October), Christmas and New Year's and the local fishing tournaments (typically held October-December). During these events, hotel prices tend to be much higher. As someone who lived in Florida for 30-plus years and has traveled to the Florida Keys many times, these are my top picks for the best hotels to stay in Key West.

1.

Sunset Key Cottages

Address:

245 Front Street

Price:

$1,518-$2,530/night

When it comes to the best hotels in Key West, this gem – home to 40 high-design cottages – is always at the top of my list. Set on an exclusive 27-acre private island full of exotic orchids and bougainvillea, it’s as dreamy as it gets. You can choose from one-, two-, three- and four-bedroom cottages for your stay.

From the wraparound verandas and the private beach to the oceanfront yoga, this place is special. There’s plenty to keep you entertained too from a waterfront pool, family activities and a spa (where I recommend the Hydrafacial and a deep-tissue massage). My favorite time of day is mid-afternoon, when a staff member hands out complimentary treats.

I highly recommend dining at Latitudes for roasted beets, pan-seared yellowtail snapper and grilled center-cut tenderloin. If you want to kick things up a notch, add a private chef, grocery-shopping services or in-cottage massage treatments.

2.

The Capitana Key West

Address:

2401 N. Roosevelt Blvd, Key West

Price:

$235-$1,219/night

The Capitana is a standout when it comes to the best hotels in Key West. The first thing you’ll notice are the two huge aquatic murals, which both have a serious wow factor. The walls and ceiling of the lobby – festooned with antique brass lanterns, refurbished driftwood fixtures and buried treasure – instantly set the mood.

The coastal theme is carried throughout the suites, with ship lapped walls and tiles reminiscent of sea glass. Family rooms come with a king bed and bunk beds, while cottages offer two king bedrooms, furnished decks, full kitchens and canal views. Kids will appreciate the kayak, SUP and bicycle rentals on site, while adults will enjoy McKee's Tiki Bar, where the classic conch fritters with spicy remoulade are to die for.

I recommend splurging on a beachside cabana. Stocked with a mini fridge full of complimentary soft drinks and a TV, it’s just made for beachside lounging.

3.

Simonton Court Historic Inn & Cottages

Address:

320 Simonton Street

Price:

$148-$1,079/night

With 30 types of rooms and cottages to choose from across several different properties, Simonton Court Historic Inn & Cottages is one of the most unique hotels in Key West. Set on the sprawling site of a former 1880s cigar factory, the property has a storied past.

The Historic Inn has Dade County pine accents and a black-bottom swimming pool, while The Manor House is a Conch-style shotgun home that has been transformed into a poolside oasis. Last but not least, the 1920s two-story pink stucco home has suites complete with a pool. In the back of the property, you’ll find the Mansion, the property’s largest swimming pool and a breakfast bar.

My go-to restaurant nearby is Date & Thyme, where you can order acai bowls and avocado toast for breakfast and pesto garden wraps and veggie burgers for lunch.

4.

The Conch House Heritage Inn

Address:

625 Truman Avenue

Price:

$386-$646/night