9 Key West Rain Porches

villa josine rain porch

Here are nine Key West Rain Porches to add to your list of life's unexpected luxuries. A rain porch is an awning-like extension of the roof itself that dips down at an angle to shield the house from wind and rain. Most often, they feature a slatted ceiling for ventilation which creates breathing room for the porch ceiling to expand and contract with the moisture and humidity. Once you discover the delights of slowing down, relaxing, enjoying and appreciating the occasional rains and just listening to the songs of the south they pitter-patter out, you'll be a dedicated porch sitter forever. Guests come to Key West for the fun, the sun, the music, the arts, the fresh seafood and the Caribbean ambiance. Just wait until you add the delicious relaxation that comes with the rains.  It's part of our Key West cottage-style living. Here are some of our favorite porches to enjoy from our Historic Key West Vacation Rentals collection.


Copa Cabana - Monthly Rental 2 Bedrooms 1.5 Bath Sleeps 4

Step through the back door of the original house onto a wide and shady back porch to read or just listen to the subtle sounds of the neighborhood under the breezy ceiling fan.

Fish Camp - New Monthly Rental 3 Bedrooms 3 Bath Sleeps 8

Step outside this easy access, one-level home’s expansive wall of windows, to a covered patio, complete with TV, gas grill, mini-fridge, picnic table and plenty of outdoor space for the kiddos. After a day in the sunshine, you may rinse off in the outdoor shower or enjoy a dip in the swim spa. AC and ceiling fans will keep you cool during your stay, but you will likely find yourself outdoors, enjoying the beautiful waterfront space.

My Happy Place - Monthly Rental 2 Bedrooms 2 Bath Sleeps 4

This cottage has a shotgun architectural style device that both harmonizes indoor and out space and ventilates the rooms, as was necessary in days before air-conditioning. The front porch is fabulous for people watching and waving ‘Hey!’ as a good neighbor should.

Petunia Cottage - Monthly Rental 2 Bedrooms 1 Bath Sleeps 4

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.

Southern Skies - Monthly Rental 3 Bedrooms 2.5 Bath Sleeps 6

This is signature Key West living with an open floor plan that opens onto a lovely deck area with a private, heated pool and water feature that will confirm you are indeed in "paradise"!

The Escape at Sunset Key - New Monthly Rental 2 Bedrooms 3 Bath Sleeps 6

Upon entering the home via its foliage-lined pergola, you can decide whether to take a dip in the pool just steps from the home or enjoy the partial water view from the third-floor covered deck.

Grand Maison - Nightly Rental 4 Bedrooms 4.5 Bath Sleeps 8

Grand Maison embodies everything you dream about when you think of Key West. Early morning coffee on the front porch while you watch the island come to life, early evening cocktails on the second-floor balcony overlooking Duval Street as you make your dinner plans and discuss the night's possibilities.

Potter's Cottage - Nightly Rental 2 Bedrooms 2 Bath Sleeps 4

Here, the first-floor French doors open to the private heated dip pool, covered lanai dining area, and ultra-comfy shaded outdoor lounge area.

Cloud 9 - Nightly Rental 3 Bedrooms 3 Bath Sleeps 7

When you pass through the whimsical custom wrought iron gate decorated with palm fronds and a welcoming gecko, you’ll find yourself in the private brick courtyard facing the home with its French doors and balconies.

These are just a few of the cottages and homes with rain porches that create beautiful cascading water features when the rains stop by to welcome you to Key West. The rains are your cue to simply sit back, close your eyes and feel the stresses fade away as our tropical climate puts on a show for you.  They also provide the perfect soft noise background when you remote work and learn from our happy little houses in the Caribbean.  Choose yours right on our website or with our rainy day-friendly vacation planners.  It's just another delight to cherish in paradise!