There’s something undeniably soothing about life on the water. The rhythm of gentle waves, the scent of salty sea air, and an endless horizon combine to create a unique
sense of peace. Longing for an escape from the chilly fall and winter months? Immerse yourself in the beauty of Key West, with a waterfront stay in one of our Historic Key
West Vacation Rentals — and find paradise just outside your door.
Find tranquility on the waterfront
From sunup to sundown, being near the ocean changes the way you vacation. Here’s what makes waterfront living in Key West so special:
● The sound of the sea: Wake up to the gentle lull of lapping waves and let it set the tone for a day of relaxation. Many of our waterfront rentals offer wonderful
private balconies or patios where you can sip coffee as the morning sun dances across the water.
● The smell of fresh ocean air: There’s science behind the notion that salt water heals everything. Breathing in fresh sea air can boost your mood, reduce stress,
and help you sleep better.
● Beach walks at your doorstep: Long walks on the sand aren’t just for postcards — they’re for you! Step out of one of our gorgeous rental homes and find yourself
strolling along Key West’s shores, soaking in stunning sunsets or greeting the day with a sunrise walk.
● Easy access to water sports: From kayaking and paddle boarding to snorkeling and fishing excursions, being near the water makes it easy to enjoy your favorite
aquatic adventures.
● The convenience factor: When you stay near the water, beach days happen spontaneously. Forget the coolers and logistics — just grab your towel, step
outside in your flip-flops, and you’re there.
The lure of the beach in fall and winter
If you’re visiting from colder climates, Key West is the absolute antidote to gray skies and chilly temperatures. Here’s why fall and winter are two of the best seasons to
experience our island:
● Warm, sunny days: While snow falls up north, you’ll be basking in balmy temperatures averaging in the mid-70s and low 80s.
● Fewer tourists, more relaxation: Fall and early winter bring a quieter vibe, conducive to enjoying the island’s natural beauty and slower pace.
● Unforgettable sunsets: There’s nothing like watching the sun dip below the horizon every night with your toes in the sand.
● Holiday magic in the tropics: Celebrate Thanksgiving, Christmas, or New Year’s with waterfront dining, festive lights on boats, and Key West’s signature breezy island charm.
Find your perfect waterfront escape