Key West Winter Rental Savings

Happy Holidays to you!  Historic Key West Vacation Rentals is proud to announce seven opportunities for seasonal savings in December 2022. We've lowered the rates of all of our remaining Key West monthly rentals through the end of the year. Key West's mild weather means you can enjoy your dream Caribbean vacation and the holidays, too. Come join in as we celebrate the season with hometown parades, concerts, holiday markets, house tours, live shows and sporting events.

Walk to the harbor from this luxurious home in Old Town. From its white picket fence and second story balcony to its Dade County pine walls and covered patio, this monthly rental home will have you feeling like a Key West local in no time.

By special arrangement, Casablanca Too is available as a Key West monthly rental for December 2022. From your bedroom, you can open the French doors and step out to the backyard’s lush foliage and private hot tub. You will also enjoy the outdoor dining set, umbrella, and gas grill.

Explore the uniqueness of this updated monthly rental including its location in Bahama Village, private pool, and pool house.

After a day in the sunshine, you may enjoy a dip in the brand-new private pool. You'll find yourself outdoors, enjoying the beautiful waterfront space.

Complete with a waterfall feature, the saline pool is oh so relaxing. Whether you are cooling off after a day of exploring the island or simply sunbathing, this area is private and comfortable.

Enjoy the private outdoor area with saline pool and hot tub. A gas grill, dining tables and chairs and outdoor shower complete the space.

As you enter this attractive space, you will immediately feel its peaceful vibe. Built with an abundance of windows, sunshine envelopes this happy place.

From Christmas through New Years Eve, you'll delight in the holiday cheer and warmth of Key West. Make your selection from these seven opportunities for seasonal savings in December 2022. Santa Claus is coming to town. We invite you to, as well!