Top Key West Resorts

Where is Key West? It is both the city and island of the same name at the southernmost tip of the Florida Keys in Monroe County, Florida. It is the county seat of Monroe County. Key West is known as the Southernmost City in the Continental United States. It is also the southern terminus of U.S. Route 1. We will try to direct you to the top rated Florida Keys Resorts, grouped by location:

Keys Resorts Home – – Upper Keys – – Middle Keys – – Lower Keys – – Key West

The Gardens Hotel
526 Angela St., Key West FL 33040 Ranked #2 “Best Hidden Gems in the US” and #5 “Best for Romance in the US” for 2006 on Named “The Prettiest Hotel In Key West” by The New York Time’s List

The historic wooden buildings that comprise The Gardens remain themselves unobtrusive within the walled confines of the corner property on Simonton and Angela streets. Cobblestone walkways meander through tropical gardens featuring hanging orchids, brilliant hibiscus and four African tortoises. Foam mats float lazily in the heated pool, which is separate from the tucked-away hot tub.

The Gardens estate houses 17 luxurious guest suites amidst one of Florida’s oldest and most respected tropical gardens. Once the largest private estate in Key West, the expansive grounds of The Gardens Hotel comprise over an acre of lush, tropical landscaping just steps away from Key West’s infamous Duval Street.

Guests love that Erika Biddle at the front desk speaks five languages, that bartender Billy Rentz is always ready with a smile, a story and a stiff drink. The champagne guests are handed during check-in doesn’t hurt, either.

Merlin Guesthouse
811 Simonton St., Key West, FL 33040Most Key West guest houses don’t cater to, some don’t even allow, families, but the Merlin Guesthouse is an exception, in more ways then this. Beautiful brick walkways connect the colorful rooms, suites, and cottages. The courtyard with tropical plantings further accent the grounds. The rooms in the 1930s era Simonton House are most suited to couples with four-poster beds and porches. Suites have wooden floors, French doors, rugs, four-poster beds, sundecks or porches, and sofa beds. The bright and roomy cottages have similar furnishings.

This should not be a surprise in Key West but you should be warned, there’s no parking lot. This site is only a block from Duval Street.

Amenities: There are 10 rooms, 6 suites and 4 cottages. Some fans, in-room safes, some kitchens, some microwaves, some refrigerators, cable TV, pool, Internet; no room phones, no smoking, Continental breakfast.

Island City House Hotel
411 William St., Key West, FL 33040

Ranked #10 “Best Hidden Gems in the US” for 2006 on

This highly rated three-building guest house, each with a unique style (and price), is another Family Friendly Guesthouse. The vintage-1880s Island City House has a widow’s walk, antiques, and pine floors. Arch House, a former carriage house, has a dramatic entry that opens into a lush courtyard. Although all suites front on busy Eaton Street, only Nos. 5 and 6 face it. A reconstructed cigar factory has become the Cigar House, with porches, decks, and plantation-style teak and wicker furnishings. Guests share a private tropical garden. Amenities: 24 suites. Picnic area, BBQ, fans, some kitchens, some microwaves, cable TV, in-room VCRs, Wi-Fi, pool, outdoor hot tub, bicycles, laundry facilities, concierge; no smoking, Continental breakfast.

Wyndham’s Casa Marina Resort
1500 Reynolds St., Key West, FL 33040

And now for something completely different. This 13-acre resort was built in the 1920s. With a rich lobby with a beamed ceiling, polished pine floor, and art. Guest rooms are stylishly decorated. Armoires and wicker chairs with thick cushions add warmth. Fluffy bathrobes and luxurious designer toiletries make it feel like home.

You will surely enjoy the two-bedroom loft suites with balconies face the ocean. The main building’s ground-floor lanai rooms open onto the lawn.

Amenities: 311 rooms, 63 suites. 2 restaurants, room service, in-room safes, minibars, cable TV with movies and video games, in-room data ports, 3 tennis courts, 2 pools, gym, hair salon, outdoor hot tub, massage, sauna, beach, dive shop, snorkeling, windsurfing, boating, jet skiing, fishing, bicycles, volleyball, 2 bars, shop, babysitting, children’s programs (ages 4-12), laundry service, concierge, business services, meeting rooms, airport shuttle, no-smoking rooms.

Is that enough?

Sunset Key Guest Cottages at the Hilton Key West Resort
245 Front St., Key West, FL 33040

Do you want to visit Key West but you don’t want to stay in Key West? Well you will check in to this resort in Key West, thenboard a 10-minute launch to the one-, two-, and three-bedroom cottages on Sunset Key. Sandy beaches, swaying palms, flowering gardens, a delicious sense of privacy, what more could you ask for. The comforts are first class and appeal to adults and children. Baked goods, juice, and a newspaper are delivered each morning, grocery shopping service is provided (with a fee), a private chef is available (with a fee), and you can use all the facilities at the Key West Hilton.

You can enjoy their VHS/DVD collection, books, board games, and CDs. Shuttle between the island and Key West around the clock at no extra charge, or remain at Sunset Key to dine, play, and relax at the very civilized beach, complete with attendants and cabanas.

Amenities: 37 cottages. Restaurant, snack bar, room service, fans, in-room safes, kitchens, cable TV with movies, in-room DVDs/VCRs, in-room data ports, 2 tennis courts, pool, massage, beach, basketball, library, shop, babysitting, laundry service, concierge, Internet, business services, meeting rooms; no smoking.

Florida Keys Resorts Information on the Top Rated Keys Resorts, Hotels, Motels, Condos and more from Key Largo, Islamorada, Marathon and Key West. Including keys resort, key largo resort, key west resort, tavernier, islamorada, ocean reef, marathon, big pine key, fish, fishing resort, dive resort, diving resort and scuba resort. What is a Resort? You see the name Keys Resort and you think pools, spas, restaurants, golf, watersports and nightlife all in one location. Well by definition a resort is a location with a particular activity such as ski resort, dive resort, beach resort or mountain resort. The Florida Keys fit the definition for several Resort types such as; Dive Resort, Fishing Resort, Nature Resort, Beach Resort and Ocean Resort. Any Hotel, Motel, Bed & Breakfast, Inn or Guesthouse in this location can list themselves as a Florida Keys Resort. But you are not looking for “any hotel”. You want that special place in the Florida Keys. So we will try to direct you to the top rated Florida Keys Resorts, grouped by location.