Search Hotels By Price and Season

SeasonOff Season

Key West

Welcome to Happy Days Key West. This site is built by your requests. Most folks travel here searching for the best deals on the cheapest Key West Hotels and resorts available for their dates. We list accommodations by price. The numbers to the hotel are provided so that you can book directly. From the cheap to most expensive in a convenient list. Key West is the southernmost point of the Florida Keys in Monroe County, Florida, and the United States. Key West is 129 miles (3 hour drive) south of Miami, and 90 miles north of Cuba. The island is a very popular destination for cruise ships to stop as the travel through the Caribbean. You can fly into the Key West airport from Miami after boarding a smaller turboprop plane. It's a short hop that takes about 30 minutes. Hotels, resorts, inns, guest houses, and bed and breakfasts are available for lodging. We offer virtual tours of cheap and luxury hotels. Many of the islands restaurants offer a choice of indoor or outdoor dining. Some restaurants overlook the beautiful Caribbean waters and the famous sunset. Downtown (Oldtown) is the area surrounding the main street named Duval Street, and includes much of the southwest corner of the island along Whitehead, Front, Greene, and Truman Avenue. The island is only two by four miles. The remaining part of the island (Newtown) is mainly residential with a hotel or motel along the water and beach. Many visitors consider the southernmost beach also known as south beach, the best beach on the island. It's surrounded by luxury resorts and has a cafe with spectacular views. As a guest of one of the resorts you can get a complimentary beach chair and have cocktails delivered while you bask in the sun.

The official island motto is "One Human Family." Key West Fl was relatively isolated until 1912 when it was connected to the Florida mainland via the Overseas Railway. The dream of Henry Flagler to bring people to the American Caribbean for vacation and sun. One of the most famous residents, there is a museum dedicated to Flagler and his railroad located downtown. There are still many spans of old rail crossing through the Keys you can see as you drive down. Completed in 1938, the US Government rebuilt the rail lines as a highway, which is now US 1 / the Overseas Highway. In 1939 Franklin Roosevelt toured the road and the island for the first time. He loved Key West and the first road you turn onto is named after him. The Conch Republic is a nick-name applied to the city. It was first used during a mock protest secession of the Keys from the United States on April 23, 1982. The term continues to be used as a tourism slogan, and has been used in Key West television commercials and is part of the official flag. Key West celebrates Conch Republic Independence Day every April 23 as part of a week-long festival of activities involving numerous businesses in the city. The original protest event was motivated by a U.S. Border Patrol roadblock and checkpoint which greatly inconvenienced residents and was detrimental to tourism in the area. Tourism was, and is today the number one source of income for local residents. The most popular festival of the year (which there are many) is at the end of October, called Fantasy Fest. The theme is different every year and the finally is an all night street party that begins with a parade. Key West is the only city in the lower 48 states never to have had a frost. Because of the proximity of the Gulf Stream in the Straits of Florida, about 12 miles south and southeast, and the tempering effects of the Gulf of Mexico to the west and north, Key West Fl has a notably mild, tropical climate. The main high season for vacation rentals and tourism is from December to April. The island is packed with vacationers escaping the snow and cold up north. Because the island so small, we recommend making advanced reservations whether you come during season or off season. Please visit our list of properties: 1800 Atlantic Condos / Albury Court / Best Western / Blue Marlin / Casa 325 / Casa Marina / Cayo Huseo / Chelsea House / Conch Cottage Suites / Cypress House / Duval Inn / Eden House / Ibis Bay Resort / Island City House / Key Lime Inn / Key West Bed and Breakfast / Key West Vacation Rentals / La Mer and Dewey House / La Te Da Hotel / Lighthouse Court / Merlin Inn / Mermaid and the Alligator / Old Customs House / Olivia By Duval / Pilot House / Reach Resort / Rent Key West / Silver Palms Inn / Southernmost Hotel / Southernmost On The Beach / Suite Dreams / West Winds /