Florida Keys

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ShermansTravel experts know how to pick a good hotel. Whether in the budget, moderate, or luxury price range, the hotels we recommend always meet our highly selective criteria for what amounts to an unbeatable experience. We look at location, comparing the hotel to other offerings in the area; price range, determining where the hotel falls on the scale of affordability, and whether it merits the expense; and finally, experience, that all-important benchmark covering everything from aesthetics to service. We assess every aspect of the hotel experience, from beds and views to service and that indefinable thing called vibe.

Top Hotels in Florida Keys

Albury Court Inn

Historic Key West Inns operates six small hotels in the island city and one of its most ... more

1030 Eaton St.
Key West , FL
Tags: budget | b&b
Alexander's Guesthouse

There are several gay guesthouses in Key West, but unlike the male-dominated majority of them, ... more

1118 Fleming St.
Key West , FL
Tags: gay and lesbian | moderate | spa | swimming pool
Bayside Inn

True to its name, this 2009 remodeled resort offers 56 rooms set along FloridaBay. Room ... more

99490 Overseas Hwy. at MM 99.5
Key Largo , FL
Tags: moderate | beachfront | swimming pool
Casa Marina Resort

Located right on the beach and a short walk from the action of Duval Street,this landmark hotel ... more

1500 Reynolds St.
Key West , FL
888-303-5717; 305-296-3535
Tags: luxury | beach | expensive | historic | jim's pick
Casa Morada

This intimate 16-room resort has been making headlines with its NewYork-meets-Florida flair - ... more

136 Maderia Rd. near MM 82
Islamorada , FL
Tags: expensive | boutique hotel | resort
Cheeca Lodge & Spa

A New Year's Eve fire in the main lodge shut down this 214-room luxury resort for the majority ... more

81801 Overseas Hwy. at MM 82
Islamorada , FL
Tags: luxury | expensive
Chesapeake Beach Resort

This 65-room, 6.5-acre resort renovated in February 2009 blends Florida Keyscharm with a ... more

83409 Overseas Hwy, at MM 83.5
Islamorada , FL
Tags: moderate | editor pick | beachfront
Coconut Cove Resort & Marina

Set on a nature preserve, Coconut Cove exudes a "mom and pop feel," offeringvisitors a quiet, ... more

84801 Overseas Hwy. at MM 85
Islamorada , FL
Tags: budget | editor pick | beachfront
Cypress House

Built in 1888, the Cypress House wears its weathered wood exterior with pride,eschewing the ... more

601 Caroline St.
Key West , FL
800-525-2488; 305-294-6969
Tags: romance | moderate | historic | b&b
Hawks Cay

Family is the focus at this Florida Keys’ island retreat, set on some 60rambling acres ... more

61 Hawks Cay Blvd. at MM 61
Duck Cay , FL
Tags: luxury | family | expensive | smart splurge | resort
Island House

If you want to take it all off where the boys are, the men-only,clothing-optional Island House ... more

1129 Fleming St.
Key West , FL
800-890-6284, 305-294-6284
Tags: smart splurge | b&b | jim's pick
Key Largo Grande Resort & Beach Club, A Hilton Resort

In the center of this Hilton-owned 200-room hotel is an inviting jungle-like oasis with paths ... more

97000 South Overseas Hwy. at MM 97
Key Largo , FL
Tags: moderate | beachfront | swimming pool | great value
Kona Kai Resort and Gallery

This quiet, adults-only tropical resort consists of just 13 rooms, and is perfect for a ... more

97802 Overseas Hwy. at MM 97.8
Key Largo , FL
Tags: luxury | expensive | editor pick | boutique hotel | smart splurge | adult
La Concha Crowne Plaza

La Concha's 1920s roots are made obvious once you step foot into the lobby:marble floors, Art ... more

430 Duval St.
Key West , FL
877-227-6963; 305-296-2991
Tags: historic | swimming pool | great value | jim's pick
Little Palm Island

This exclusive island hideaway is just a boat ride or seaplane off Florida's Little Torch Key, ... more

28500 Overseas Hwy.
Little Torch Key , FL
Tags: luxury | romance | expensive | editor pick | smart splurge
Marquesa Hotel

Comprised of 27 rooms spread throughout an idyllic four-house compound (onehouse dates back to ... more

600 Fleming St.
Key West , FL
800-869-4631; 305-292-1919
Tags: romance | moderate | editor pick | boutique hotel | smart splurge | swimming pool | jim's pick
Marriott Key Largo

A perennial favorite, this 153-room hotel is primed for families and makes foran excellent ... more

103800 Overseas Hwy. at MM 103.8
Key Largo , FL
Tags: moderate | beachfront
Ocean Key Resort

Definitely much larger than the B&Bs Key West are known for, Ocean Key has100 brightly ... more

Zero Duval St.
Key West , FL
800-328-9815; 305-296-7701
Tags: luxury | family | expensive | spa | hotel bar | waterfront | jim's pick
Olivia by Duval

Save your pennies at this gracious guesthouse tucked half a block off the southern end of the ... more

511 Olivia St.
Key West , FL
800-413-1978; 305-296-5169
Tags: budget | adult
Orchid Key Inn

The motor inn formerly known as the Key Lodge now delivers a boutique-stylewelcome (though still ... more

1004 Duval St
Key West , FL
800-845-8384; 305-296-9915
Tags: moderate | spa | boutique hotel | swimming pool | great value | great location | trendy | hotel bar | jim's pick
Santa Maria Suites

This all-suite hotel situated one block from Duval Street and from the Atlantic Ocean offers an ... more

1401 Simonton St.
Key West , Florida
1-866-726-8259 or 305-296-5678
Tags: luxury | swimming pool | hotel restaurant | all-suite
Southernmost on the Beach

Set on a quiet, Atlantic-facing beach, this luxury Key West resort offers guests oceanfront ... more

1319 Duval St.
Key West , FL
800-354-4455; 305-296-6577
Tags: moderate | editor pick | beachfront
Sunset Key

The 39 pastel cottages of Sunset Key are visible from Front Street and have full hotel ... more

245 Front St.
Key West , FL
305-292-5300 or 866-837-4249
Tags: luxury | expensive | views
The Gardens Hotel

The eco-minded Gardens Hotel manages to stay hidden in plain sight. It's only ahalf-block from ... more

526 Angela St.
Key West , FL
800-526-2664; 305-294-2661
Tags: luxury | romance | expensive | historic | smart splurge | great location | jim's pick
The Pelican

For a true Florida Keys experience, skip the larger hotels and opt for thisprivately owned ... more

99340 Overseas Hwy at MM 99.34
Key Largo , FL
Tags: budget | boutique hotel

Compare Rates to Florida Keys

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