9 One-Bedroom Key West Luxury Boutique Cottages

By the Historic Key West Vacation Rentals Team

Historic Key West Vacation Rentals is sharing these one-bedroom Key West luxury boutique cottages for your holidays. We can appreciate how even solo travelers, romantic couples, and a pair of friends could really appreciate a safecation for Thanksgiving, Christmas and New Year's. Which one is best for you? Let's take a closer look.

Bess Truman Suite - Nightly Rental 1 Bedroom 1 Bath Sleeps 3

Book Bess Truman Suite, a sunny and beautiful Key West vacation rental. Bess has one King Bedroom, one bath, a beautiful full kitchen, a large living room, and an in-suite washer and dryer. There is a brand-new shared 14' x 10' heated pool with a tranquil waterfall feature! There are also loungers for being poolside. Beach towels provided.

Casablanca - Nightly Rental 1 Bedroom 1 Bath Sleeps 4

This is a spacious one-bedroom vacation rental with the added bonus of off-street parking and a private heated pool! Beautifully manicured grounds along with the wonderful outdoor areas set this property apart from others. Pack your wags as small dogs are welcome here. Reserve it now for Christmas and New Year's.

Casablanca Too - Nightly Rental 1 Bedroom 1 Bath Sleeps 2

Casablanca Too is the perfect vacation rental for two in sunny Key West. Take an evening dip in your private hot tub under the stars! In the back yard, there is a lush garden, a back deck with chaise lounge chairs and an outdoor dining set. You'll enjoy free parking for one mid-size car and small dogs are welcome, too.  Let's look at the dates you can enjoy for Christmas and New Year's.

Horse Conch - Nightly Rental 1 Bedroom 1 Bath Sleeps 4

Horse Conch is located upstairs on the second story and can be accessed by the stairway on the side of the building. It includes a shared, covered balcony that overlooks the sparkling pool and courtyard area. Have a wish for a very merry Christmas? Click here.

John Truman's Hideaway 1 Bedroom 1 Bath Sleeps 2

Welcome to John Truman’s Hideaway, a private detached one-bedroom modern studio Key West vacation rental. This cute, cozy, and newly constructed Key West cottage rental features top-of-the-line amenities and brand-new furnishings. Right outside is the 14' x 10' shared pool with an amazing waterfall feature. Plenty of loungers for catching the Key West sun. Towels provided! Looking for the perfect cottage to enjoy Thanksgiving and Christmas? Come on in for a closer look. 

Poinciana Treetop - Nightly Rental 1 Bedroom 1 Bath Sleeps 3

This 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. Open the French doors from your bedroom and step out into the second-floor lanai. In the backyard, there is a shared gas grill, lush garden, back deck with chaise lounge chairs and outdoor dining set. Other great amenities include free parking for one midsize car, as well as an on-property bike rack for locking up your bicycles. We welcome small dogs here, as well. Book your Christmas vacation today.

Rooster Conch - Nightly Rental 1 Bedroom 1 Bath Sleeps 4

Rooster Conch includes a shared, covered balcony that overlooks the sparkling pool and courtyard area. The inside of the unit offers adorable Key West decor throughout with colorful furnishings. Your Christmas cheer is just a click away.

Solaris Cottage - Nightly Rental 1 Bedroom 1 Bath Sleeps 2

This one-bedroom, one-bath unit is located on a tiny lane in Old Town Key West and is a perfect and spacious retreat for one to two adults. Solaris Cottage is an artist’s cottage — for real. The owner is a nationally recognized artist and some of her works are displayed in the cottage. Solaris Cottage is pawsitively pet-friendly, too! Click here to choose your travel dates for Thanksgiving, Christmas and New Year's.

Solaris Garden - Nightly Rental 1 Bedroom 1 Bath Sleeps 2

This unique Key West vacation rental has had renovations! Enjoy fabulous furnishings and appliances, a plush mattress, and fine linens too.  This home is also one of our dog-friendly vacation rentals. Check our calendar for your Christmas stay dates.

Come on down for some very happy holidays with a Caribbean vibe. Please check our exciting Events page and our very merry Concierge Services to help you in selecting your travel dates. Gobble up our fresh seafood and have a Joyeux Noel and a Happy New Year with us!