Four Most Luxurious Snowbird Vacation Rentals For 2023

Fernwood Monthly Rental
by Historic Key West Vacation Rentals

Our four most luxurious Key West Snowbird Vacation Rentals for 2023 are fully furnished premier homes that are perfect for long-term month stays in Key West, winter vacations and remote working assignments. In fact, our luxury Key West vacation rentals vacation planners are dedicated to matching you with ideal accommodations for you, your family, your friends and your work travel groups. Immerse yourself in the warm and tropical vibes all month long and experience what local living in Key West can offer.  Historic Key West Vacation Rentals offers numerous luxury properties to make your stay hassle-free and filled with the best that Key West and the Florida Keys have to offer. 

Magical Margaret - NEW Monthly Rental 4 Bedrooms 5 Bath Sleeps 10

Whether you stay for a month or more, this beautifully renovated home and guest house will leave you yearning to come back time and time again. Enjoy the private outdoor area with saline pool and hot tub. A gas grill, dining tables and chairs and outdoor shower complete the space. Available for January, February and March 2023

Discover more of our Key West Monthly Rentals and Stay a While!

Fernwood- NEW Monthly Rental 4 Bedrooms 3.5 Bath Sleeps 8

Dade County pine, vaulted ceilings, hardwood and tile floors, and saltwater pool add to the delights of this superb, pet-friendly Key West home. The covered lanai with seating for 10 is an outdoor jewel! This entertaining area is complete with ping pong table, TV, and gas grill. Available March 2023

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

Begin to relax and unwind as you ferry between two Keys in less than 5 minutes. This small, private island escape features a beautiful swimming pool, tennis and basketball courts, spa, private beaches just a few hundred yards away, hammocks, and comfortable lounges to complete the outdoor experience. Available March 2023

Tropical Dream - Monthly Rental 4 Bedrooms 4.5 Bath Sleeps 8

As you enter the carport and begin to unwind, you will be greeted by beautiful porches and tropical greenery. Drop your luggage at the door and go for a swim. Around back, a private pool with waterfall feature awaits you. Available March 2023

Create your own winter vacation when you reserve one of our luxury Key West Snowbirds Vacation Rentals from our monthly collection or with our luxury vacation rentals planners at 305.296.1010. You'll live like a Key West local and feel all the comforts of home as soon as you settle in. Winter is always most enjoyable when it's warmed up by our tropical sunshine!