6 Places For A Family Style Key West Christmas

Historic Key West Vacation Rentals presents these six places for a family-style Key West Christmas. No matter where you're currently experiencing the miseries of rain, sleet, snow, cold and gloomy skies, we're here to cheer you up with an awesome family getaway this winter. Key West is one island city where our winter wonderland comes with warmth and sunshine and a Caribbean beat. When's the last time your yuletide holidays came with world-class diving and snorkeling, vibrant coral reefs, and lovely conch-styled cottages? Instead of looking for snow boots, shovels, bags of road salt, and heavy coats, come on down and find fun on the water and family-friendly attractions. You decide if you want to bring your ugly Christmas sweaters for ambiance.

Petite Maison is a designer Key West Guest Cottage that is located in the Gallery District of Duval Street. This is a charming, tasteful, designer two-story cottage that is all-new, yet the cottage has all the charm of a traditional Key West home. The furniture is all updated and modern. There is parking for one car which is a GREAT amenity for those that drive to Key West, however, you will not need a car when staying at Petite Maison. It is on a quiet hidden lane behind Duval Street. Petite Maison is just a few blocks away from the Southernmost Beach, night clubs, and tourist areas which make it a perfect spot to vacation. It's a quick safe walk to everything Key West has to offer, yet it provides an escape when it is time to rest and relax. And, when we say this is a family-sized rental we mean the entire family and that includes your dog!

"Solaris Pair-A-Dise" allows couples traveling together to stay close, but also have their own private living room and kitchen. The property unit is located on a tiny lane and is a perfect and spacious retreat for up to four adults. There's no need for a car. Enjoy a leisurely walk and you’re just where you want to be. It's literally a one-minute bike ride away. Old Town is the western part of the island and divided into North and South of Truman Avenue. A majority of the tourist attractions are located here as well as numerous restaurants, shops and galleries. Bring your fur friend to this pet-friendly paradise, too.

The Margaret Truman Suite is steps from Duval Street, the Lighthouse, Southernmost Point, the Hemingway Home, shops, restaurants, and art galleries! Enjoy the brand new shared heated pool with a tranquil waterfall feature! There is free street parking located on the side of the building

Pet-Friendly Casablanca Grande consists of the two neighboring vacation rentals "Casablanca" & "Casablanca Too", located at the edge of Old Town Key West and The Meadows in a quiet neighborhood, just a short bike ride to anywhere you want to go in Key West!

This is a spacious vacation rental with the added bonus of off-street parking for 2 cars and a private 20‘x10’ heated pool and hot tub! Beautifully manicured grounds along with the wonderful outdoor areas set this property apart from others. There's a gas grill for cooking your fresh catch and outdoor dining as well.

There are many vacation homes in Key West, but none captures the unique charm of life in Key West like this beautiful home on Southard Street. This is much more than a place to stay; it’s living the Key West experience to the fullest. For starters, drive into your private rocked driveway and find parking for two vehicles.

When you walk into the living room, you’re just a few steps from the pool with its custom waterfall. The expansive French doors can be left open to make the most of those tropical breezes. On really warm days, close up and relax with the central air conditioning. 

Your stay at Southard Comfort would not be complete without enjoying the private outdoor shower. You can start your day with a relaxing shower under the tropical morning sun or end your day showering under the evening stars. It is also perfect for rinsing off the beach sand or ocean salt.

Fair Winds at the Foundry is a gorgeous coastal immaculate light and airy end unit townhouse in the Foundry section of the Truman Annex. It's located within a private, gated community that's close to beaches and state park, as well as Old Town’s bustling restaurants and nightlife. The condo pool is located half a block away. There is a dedicated covered parking space for one car.

Reserve any of these sex places for a family-style Key West Christmas right on our website or let our Vacation Planners help you make the perfect winter getaway reservations with loads of fun things to enjoy during your stay.