Merry Keysmas

Feeling lost about how to best spend your holiday? ‘Tis the season to celebrate all of the traditional joys associated with this time of year, with no snow shoveling involved! Key West is the perfect location to celebrate the season with family and friends for a holiday everyone will remember.

Escape from the cold and experience the holiday season a little differently here in Key West.

This Year Shovel Sunshine, Not Snow!

The winter chill might be on around the world, but here in sunny Key West you can expect temperatures in the high 70s or low 80s. Sometimes cold fronts bring a frost to the mainland of Florida, but here in Key West we stay frost-free! Rain is uncommon this time of year too so you can expect sunny skies and warm enjoyable temperatures.

Imagine enjoying a bike ride through Old Town to view the creative talent of Key West locals as they decorate with lights on everything from their homes, to fences, to boats… Palm trees make great Christmas trees too. Santa can even be found snoozing in a hammock or on a front porch.

Worried about stressful travel to Key West? Well don’t be, because getting to Key West has never been easier… United Airlines is now offering direct flights to Key West from Chicago and Newark throughout the Holiday Season.

Christmas in Paradise!

Give the ultimate gift of a last-minute Key West vacation to your spouse or family this year! We are currently offering a SUPER special of up to 60% off remaining rentals for Christmas, and we’ve extended this deal for January rentals as well. To make the deal even sweeter, our Concierge Team is offering Christmas Tree delivery and set-up, as well as all of the usual services (bike rentals, dinner reservations, fishing trips, etc).

Don’t hassle with traveling with gifts, just ship them to our office and we’ll deliver them right under your tree!

Enjoy More Churches and Bars

You are probably not surprised to hear that Key West offers more churches and bars per capita than anywhere else in the USA. For those looking for worship, you can attend a service at any of the many churches and synagogues. For those seeking happy hour and perhaps more, enjoy an eggnog martini or your preferred beverage at your favorite Key West watering hole. FYI Virgilos is open again!

Events = Lighted Everything!

December in Key West means the festive season is in full swing. The island buzzes with magical events for all to enjoy… and lots of lights!

Take a lighted trolley to view all the wonderful lights around Old Town.

Enjoy the annual lighted boat parade.

Take a tour of the Historic Inns of Key West.

Ring in the New Year… Key West style!

Spend your last nights of 2017 sipping on bubbly in Paradise! Key West is the best place to celebrate New Year’s Eve – watching the famous drag queen Sushi drop from a shoe at 801 Bourbon or the famous Conch Shell drop at Sloppy Joes bar. Duval street is closed to cars for the big party. The best part – sipping champagne in 75 degree weather. We’re also providing special welcome and celebratory gifts to guests staying with us for New Years.

Consider spending this holiday season with us in Key West and make a special holiday memory or plan a surprise trip for your spouse or family as a Christmas gift. Give us a call at 305-292-6266 or browse our available homes for last minute availability.

Not on our Mailing List? Don’t miss our latest Newsletter Highlighting Vacation Rentals

Although Fall is just settling in for many of us, the cold reality of winter is just around the corner. And while many locations around the US become unbearably cold, Key West historically sits in the 70’s with sunny and breezy conditions. So it’s not surprising that December through April is considered our prime season.

christmaskeysDue to a few cancellations prior to the final payment date this week for our prime season pre-bookings, we do have a bit of availability left for prime season dates in some of our best rental homes.

Give your winter self a gift and reserve your Key West vacation home for a few nights, a week, or a month during the coldest time of your year for what is sure to be a welcome respite once that day finally comes. Here is a quick look at homes still available for prime season rentals – don’t wait until we’re all sold out for season!

Featured Listings with Upcoming Availability

La Vie En Rose

This classic mid-century modern home is set in the Beachside district of Key West. This four-bedroom home also boasts a lushly landscaped front and backyard, spacious brick patio, free form swimming pool and Jacuzzi.

casa-amarillaCasa Amarilla

This newly renovated private home is anything but simple. Located in the Seaport district of Old Town Key West, this classic conch cottage is the best of both the wonder of historic island life and the comforts of modern living.

lilac-cottageThe Lilac Cottage

This charming home has just been completely renovated, from its gingerbread on the front porch to the restored Dade County Pine inside. All of the furnishings are brand new and of the highest quality.

splish-splashSplish Splash

This jewel-like townhome at the Key West Golf Club is a breath of fresh air with its upgrades and design. Lovingly furnished with a modern coastal ambiance that incorporates high technology touches throughout.

calmer-watersCalmer Waters

Located in Sunset Marina, a gated community located on Stock Island right off the entrance to Key West. This condo is close to Old Town yet is quiet and secluded, with spectacular views of the sunsets over Florida Bay.

Christmas Getaways

Although we have mostly filled up for the week of New Years, our Christmas week (Dec 19-27 dates) has plenty of availability left. Use Promotional Code MerryKW at check out on our website to receive a 5% discount on your Christmas week reservation! Offer good through December 15th for stays between Dec 19-27, 2016.

footer-christmasNew Rental Properties

Check out our newest additions to our rental inventory and be the first to experience these fabulous rental options. Be sure to see Smooth Sailing, it’s our first one-bedroom weekly rental in our program!

Want to join our mailing list? Sign up to receive special offers and updates every month.