Luxury Vacation Rentals To Work Remotely In Key West

Bahari House Work Remote Office
by Historic Key West Vacation Rentals

Work remotely in Key West and live like a local while doing your best at your dream job. No commute. No lunch rush. No travel costs. Save time for a better life filled with adventures that will make you a better employee. You'll have better work/life balance, more freedom, more well being and increased productivity. Home is where the heart is and our collection of luxury vacation rentals in Key West has intimate cottages and family style Caribbean homes perfect for you, your work team, your family and your friends. Many are even pet-friendly rentals. Priorities, you know. Can't you just see your best self here?

Dreaming on Duval - Nightly Rental

With three levels of gorgeous living, this Key West nightly rental provides plenty of space for everyone to stretch out. The first floor includes the family room, kitchen, powder room, and study-a suitable place to work/school virtually or enjoy a quiet read.

Ashe House

The dining room with seating for six as well as a half bath is a great place to set up your remote office. This area is open to a cozy family room with built in cabinets, TV, and a fireplace-imagine that!

Miss Sunshine-NEW Monthly Rental

Here, the first floor has a bedroom with a full bed and access to the hall bath. The bedroom includes a dresser, ceiling fan, closet, and desk. There is a second desk/workstation in the upstairs hall, allowing for schooling and/or working from home. After your work day, enjoy a dip in your private pool to experience all luxury living in Key West has to offer. 

Bahari House, Seaport-NEW Monthly Rental

In this luxury monthly rental home, the primary bedroom, located towards the rear of the home, includes a king bed, night tables, open closet and a tiled, ensuite bath with glass shower. This bedroom also has a small sitting area, skylight, vaulted ceiling and an office that can be closed off by pocket doors, should you need to work or enjoy quiet time.

Potter's Cottage - Nightly Rental

This monthly rental in Key West comes with a private pool and perfect for a small family or two couples. This home provides a bedroom and full bath on each level. The primary loft bedroom is located on the second floor and includes an ensuite bath with walk-in shower. The TV and seating area are a bonus in addition to the vanity/desk for working in your home away from home. 

Cloud 9 - Nightly Rental

Who says your remote work environment has to be an interior office or work station. At Cloud 9, you enter your portal to paradise via the custom iron gecko gate, and immediately feel as if you have left all your cares behind. You will be greeted by the home's stunning French doors, pool, lounge area and second story balcony.

Azur Palm

If you have been longing to indulge in a vacation where you can work remotely with a view and be lulled to sleep by the sounds of the sea, this upscale oceanfront home is waiting for you!


High speed internet is a brand standard at Historic Key West Vacation Rentals, so no matter which luxury vacation rental you choose, your work productivity will go up, your life stresses will go down. You and your boss will be glad you chose to work remotely from Key West!