7 Key West Cottages On Santa's Good List

These Key West Cottages are on Santa's Good List and you will be, too, when you reserve one for your yuletide fun. These are luxury boutique vacation rentals that are perfect for family fun, girls getaways, couples retreats and solo travelers. In fact, Key West is Santa's favorite stop because he knows everyone here brings good tidings and great cheer for the Christmas season. From cozy and intimate to grand and gracious conch homes that open up to let the outdoors inside. Can't decide which one is best for you?  Our Vacation Planners are on standby to help plan your stay and to make sure Santa knows each and every address.

 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! In addition to the private pool, hot tub, and in-wall A/C, this property also has designated off-street parking for 2 cars (one per unit). With the two units, you can also be close to friends or family, but still have your own private space.

This home has been totally "reborn"! New plumbing, central air conditioning, updated appliances in brand new kitchen, and new flooring throughout the home. Televisions are in each bedroom and one in the main room. Great WIFI for working, schooling or just browsing!

Welcome to Poinciana Treetop, a sunny one-bedroom Key West vacation rental. The casual upstairs unit is located in the heart of Old Town Key West — less than 2 blocks from Duval Street and central to the island’s best attractions and things to do.

 Solaris Garden, located on one of Key West’s most private slow lanes, is a Bohemian dream! This one-bedroom vacation rental is perfect for a couple or single guest ready to explore all that Key West has to offer.

From its delightful mosaic-tiled, covered front porch to its back yard dip pool, this Key West home will surprise you! Petite yet grand, this home is walkable to many attractions. As you enter the home via the living room, you will be surrounded by comfortable furnishings, hardwood floors, a vaulted ceiling and plenty of natural light.

Galveston Getaway- NEW Monthly Rental 3 Bedrooms 2 Bath Sleeps 6

Relax in the new hot tub, and enjoy the palm trees, fresh air, and life as it was meant to be. If you are looking to enjoy the charm of Key West, away from the hustle and bustle of Duval Street, plan to stay in Galveston Getaway!

Poppy Cottage boasts hardwood floors, a modern kitchen and bathroom, and a tucked away queen-size bed that simply begs you to snuggle in. And, we bet you can’t help smiling when you see the delightful cobalt blue retro refrigerator! It’s a touch of modern whimsy you won’t soon forget.

So, on the night before Christmas, just know you'll be tucked away peacefully in your luxury cottage from the collection of Historic Key West Vacation Rentals with all the hopes and dreams of your most fantastic holiday experience, yet.  Santa Claus is coming to town.  We hope you will, too!