Key West Hotels & Vacation Rentals for Christmas: find your perfect rental from just $152 per night!
If you want to escape to Key West for some festive sun, you won't have to compromise on a traditional Christmas lunch. Tuck into hearty classics such as roast beer with potatoes or enjoy a seafood twist on firm favorites at the charming Matt's Stock Island.
This charming boutique hotel serves up a traditional meal with all the trimmings in a relaxed, family-friendly environment. You can opt for a table just for you and your family or join a large table and celebrate the festivities with others. Reservations are strongly recommended.
Mary Ellen's is famed for its classic comfort food of turkey with Guinness gravy, roast potatoes, and stuffing. Desserts are included and the casual atmosphere is great for those who prefer a laid back approach to Christmas rather than a refined affair.
The head chef at Stock Island, Kalen Fortuna, has created a truly exquisite festive menu which takes Christmas classics and gives them a coastal twist. Indoor and outdoor seating is available and the chic decoration is rustic but still smart. Along with stunning food and fabulous views, Matt's Stock Island makes for a magnificent place for an indulgent Christmas lunch.
Key West Hotels for Christmas are the perfect choice for those who want to spend the holidays in the sunshine and make the most of the great outdoors. Enjoy wonderful outdoor attractions like the Conch Train which tours the festive lights of Key West and soak up the festive atmosphere at the opulently decorated Little White House.
Weeks of preparation go into this fabulous light parade with locals decorating their vessels in a myriad of lights which culminates in a dazzling spectacle at Christmas. The procession starts at Schooner Wharf and then traverses the entire Key West Bight where you can enjoy the wonderful spectacle.
This wonderful Key West museum is a must-visit during the holiday season. It was formerly a retreat for President Harry S. Truman and throughout the Christmas period it's wonderfully adorned with decorations and lights. It's also located in the picturesque Old Town which is superbly decorated throughout the season and a lovely place to spend some time.
This characterful train rides through the neighborhoods of Key West and is a wonderful way to see the town's decorations, both professional and amateur. Cooking and cider are also served prior to the tour's departure to add to the festive feel.
Key West is a fantastic destination to spend the festive period with all the family. Enjoy charming seasonal performances like the magical Nutcracker or take a bike ride through the quaint streets of the Old Town and soak up the Christmas cheer.
Each year the Tennessee Williams Fine Arts Center produces a wonderful interpretation of The Nutcracker. They add a tropical twist on the classic and the show is bound to be a hit with the whole family. The center also stages a number of additional festive tributes including old-school Hollywood Christmas specials.
The balmy temperatures mean taking a bike ride to see the festive displays in the Old Town is a pleasure even in December. The traditional sites are decked in gingerbread millwork and twinkling lights and some rental firms will even bring the bikes to your accommodation or hotel.
Add a little adventure to your festive trip with a visit to the beach for a fun-filled day of watersports and ride on a catamaran – the giant inflatable slides are a firm favorite with the kids.
| 💳 Highest rates | in December |
|---|---|
| 🥳 Busiest month | June |
| 🛏️ Popular home types | House rental and Condo |
| 🌡️ Hottest months | August and July |
| ❄️ Coldest months | 65 °F in January and February |
| 🌧️ Rainiest months | September and August |
HomeToGo offers ideal vacation rentals, with rates as low as $152 per night.
House rental in Key West may fit 7 guests.
You can find 1,220 House rentals and 663 Condos in Key West on HomeToGo.