Vacation Rentals Key West Florida

Key West Florida is a tropical island paradise that attracts thousands of visitors each year. Choices for travelers looking for a rental are as abundant as they are eclectic in this quaint town where southern hospitality and Caribbean flavor blend. This destination of the southernmost point of the United States offers rental accommodations from charming bed and breakfasts to luxury hotel resorts. Learn more information about the rentals Key West has to offer in our guide and choose the best option to suit your needs, as well as your tastes.

The Wicker Guesthouse

Experience island charm and comfort at Key West’s favorite Guesthouse. Located just a few feet from the excitement of world famous Duvall Street this guesthouse is secluded enough that you think you are staying in an island oasis. The Wicker Guesthouse offers standard rooms, suites, and cottages which surround the lush landscape complete with sundecks and a sparkling heated pool.

If you are looking for a tropical paradise close to the center of town to relax and unwind, the Wicker Guesthouse is the ideal place for you. Rates for rooms and suites begin at $139.00 off season and start at $159 during the season. Cottages range from $199.00 per night off season to $269.00 a night in season.


As the name implies this Key West rental is the perfect escape by the sea. Recommended by the New York Times, it is located on a secluded side street off of Duvall where most of the action in Key West takes place. Seascape offers both rooms and suites with a list of amenities to make your stay a comfortable and relaxing one.

Guests can unwind in the heated pool/spa, soak up the sun on two private sundecks, or take a stroll in the tropical garden. If you are looking for nightly entertainment, the Seascape Inn located on the grounds won’t disappoint and stays open till the early morning hours. Rates at this captivating, yet tranquil bed and breakfast range from $129.00 a night off season to $229.00 nightly in season.

Travelers Palm Inn and Guesthouse

This rental is the ideal tropical vacation getaway located in a quiet setting just minutes from shopping, restaurants, and nightclubs on Duvall Street. It offers 2 bedroom cottages, 1 bedroom suites, and a studio surrounded by lush gardens and an enticing heated pool. Environmentally conscious visitors will appreciate the Travelers Palm certification of Green Lodging.

Their state of the art eco-friendly accommodations feature solar heated water for the rooms and pool, environmentally friendly paint and building materials used for the Inn’s construction and cistern collected rain water that nourishes its lush gardens and landscape. Cottage rentals range from $328.00 to $348.00 a day off season and peak at $408.00 to 398.00 during the season. Suites are $198.00 a day off season and $298.00 per day during season. Studios start at 148.00 a day to 198.00 per day in season.

Hyatt Beach House

Designed in classic Key West motif, this luxury resort offers seventy-four magnificent units which offer spectacular views of the Gulf of Mexico. Surrounded by lush tropical foliage and palms this luxury resort offers a wide variety of amenities and personal guest services to make your stay a dream vacation.

Located on the Overseas Highway, it is one of the first resorts you will notice while entering this tropical paradise called Key West. Its location makes for easy access to all types of water sports, as well as boating and fishing at nearby marinas. Rates will depend on the length of your stay as well as the time of year you plan to visit.

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