Key West Monthly Vacation Home Spotlight

Our Key West weather is absolutely perfect from October through January making it the ideal getaway destination for extended vacations. Warm enough to lounge by the pool, snorkel our reefs and to kayak along the mangroves. Visiting couples, seniors and families will find it the perfect place to stay and play, to work and learn and it's slow travel so you can really settle in and live like a local. Now is the best time to book your stay so you can get off the beaten path and to enjoy these four premier Key West homes for your month-long stays by the sea. 

Are you ready for a fabulous and fun-filled Key West adventure? Well, look no further than Castaway Cove! This beautifully appointed townhouse is nestled in the Key Cove community just a few minutes' drive or bike ride from downtown Key West and just steps away from access to the brilliant blue waters that surround Key West.

Perhaps the most exciting part of "Castaway Cove" is the four complimentary kayaks available for your paddling pleasure with water access just steps away from your front door!. Go on daily water adventures and soak up the sunshine out in the soothing waters of the Atlantic Ocean. Spend evenings gazing at the beautiful Key West sunsets out in your kayak. 

Open the door to Key West’s past when you arrive at Copa Cabana, a quaint, 1923 “shotgun” house that was originally a cigar maker’s home, just a stone’s throw from where the Atlantic Ocean meets the Gulf of Mexico.

This monthly Key West rental is Furnished in vintage rattan seating and retro accents, the living room has a warm-colored wood floor and is sunlit by five large windows. The modern kitchen with stainless steel appliances faces the living room with its wide bar perfect for entertaining. Dine at the vintage dinette under a rattan swag light. The countertops are a striking earth-tone granite with real wood cabinetry offering plenty of storage. The convenient built-in desk is the perfect place to surf the internet or correspond with friends and family “off the rock” of Key West.

This two-story, two-bedroom home with a beautifully updated, second-floor bath offers the kinds of privacy and outdoor space you might not expect to find in a historic Key West home. Yet, there it is. Explore the beautiful outdoor deck that opens through French doors from the spacious, well-appointed kitchen. Why, there’s even that desirable and private outdoor shower with stars and moonlight overhead each evening.

You’ll love entertaining family and friends in the expansive open kitchen and living areas, spilling onto the deck for fresh air and conversation. Or say farewell to the guests and or curl up with morning coffee and a good book before heading out for the day’s adventures.

This unique vacation rental has had renovations! Fabulous furnishings and appliances, ultra-comfy mattress, fine linens too! This little gem even has quartz countertops, a new gas stove, dishwasher, full-size refrigerator, microwave, coffee it needs is you!

This one-bedroom, one-bath unit is located on a tiny lane and is a perfect and spacious retreat for one to two adults. Solaris Garden is an artist’s cottage – for real. Its owner is a nationally recognized artist and some of her works are displayed in the cottage.

Even though some people think they'd be happy to lay on the beach or around a pool for hours and days on end, you'll find there's so much more to see and do in Key West. Our experienced Vacation Planners are happy to help you plan your activities for a month or longer. Find out more about these four premier Key West homes for your month-long stays by the sea. Your journey starts with just a few clicks right on our website!