Swap winter boots for flip-flops: Your December island escape in idyllic Key West

Copa Cabana

●       A 2BR, 2BA cottage (sleeps 4) built in 1923, nestled in historic Bahama Village just south of Truman Avenue.
●       Has a private, seasonally-heated cocktail pool, a pool house with kitchenette and sleeper sofa — perfect for teens or guests.
●       The white picket-fence front porch invites morning rocking-chair coffee; the backyard offers al-fresco dining, grill, outdoor shower and poolside lounging.
●       Ideal for a family wanting easy walkability (to Duval Street & Old Town) plus private pool comfort. December in Key West means warm sun + your own pool.
●       Highlight for remote work: built-in workstation in main house, natural light, quiet neighborhood yet near island amenities.

La Casita en Cima

●       A newly renovated 2BR, 2BA Old Town cottage (sleeps up to 6) just 2 blocks from Duval Street.
●       A 2016 recipient of The Historic Florida Keys Foundation’s Preservation Award.
●       Private fenced yard, heated pool with waterfall feature, outdoor dining under a retractable awning — great for holiday family dinners outdoors.
●       Bonus room off the living room designated for “reading, relaxing, schooling or working.”
●       December escape: walk everywhere, enjoy poolside sun instead of shoveling snow, and family can gather in stylish comfort.

Sea Vista

●       A larger 3BR, 2.5BA home for up to 7 guests.

●       Features include private dock with seating, lush tropical landscaping, generous indoor/outdoor flow, and covered porch for Gulf breezes.
●       Ideal for a family-oriented month-long getaway: space for everyone, pool, dock time, and location for both relaxing and exploring.
●       Perfect for remote work, with abundant space, a study area with pocket doors, plenty of light and setting to focus while still being on island time.
●       December bonus: gorgeous sunset views, warm evenings, outdoor living by the water.

Palm Hideaway

●       A 3BR, 2BA home (king, guest king, queen Murphy bed) with open-concept kitchen, sunroom/lanai, and heated pool.
●       Private gated entry, carport, large indoor/outdoor entertaining space — great for extended family or friends.
●       Sunroom with wet bar and dining table, perfect for holiday meals or after-work cocktails by the pool.
●       Laundry room, full size washer/dryer, comfortable spaces for work, play and downtime.
●       Lounge by your private pool, walk to the beach, soak up the sunshine.

Blue Haven

●       Mid-town location, this single-story retreat includes a guest house. Sleeping: Primary king, guest king, queen, plus guest house king.
●       Outdoor amenities: pool with jets/chilling/heating options, fire pit, deck, outdoor shower, dining area, grill and Blackstone. Off-street parking included.
●       A separate guest house creates a dedicated workspace or a place for visitors to stay.
●       Heated pool means your time outside isn’t compromised on cooler days; outdoor firepit for balmy island evenings.
●       Perfect for a group that wants “walkable and relaxed” — near Higgs Beach, shopping, restaurants.

Why December?

●       It’s the last real chance to trade boots, coats and snow-storms for flip-flops, bare feet and sun-lit poolside mornings.
●       For families: gather for a warm Christmas, outdoor dining, decorating in the sun, and creating new winter-holiday traditions in paradise.
●       For remote workers: make the most of your time — work during the day with wifi + calm surroundings, and after hours stroll to dinner on the island, or unwind by your own pool.
●       All five homes are monthly rentals — ideal for stays of 28+ nights — giving you time to settle in, live like a local, and not just “visit.”
●       Direct flights from many cities make getting to Key West much easier — which means your December escape is more accessible than ever.

 Don’t wait! December is prime time for “snow escape” travel, and monthly homes like these fill up fast. Contact HKWVR today, choose your ideal home (or homes), and book your December island stay, and we will see you under the palms in Key West.