Monthly Work From Home Vacation Rentals

Here are 10 monthly Key West rentals where you can remote work, learn and play in Key West. Historic Key West Vacation Rentals has put together a collection of Caribbean cottages, condos, townhomes and Conch homes for those who prefer to work and learn outside of a traditional office or classroom.  Can you think of a more desirable place to execute projects and daily tasks without a commute to a brick-and-mortar office or school? Our Key West monthly vacation rentals are fully furnished and set up to accommodate long-term family stays, team-building adventures and solo adventurers looking to make the most of relaxed work and school requirements. Just take a look at some of our available monthly vacation rentals where you can work, learn and play through the end of the year.

Copa Cabana - Monthly Rental 2 Bedrooms 1.5 Bath Sleeps 4

Completely restored, updated and uniquely furnished, Copa Cabana is a cozy, turn-key-ready home away from home with everything you need for day-to-day relaxation.  The countertops are 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 for work or school or correspond with friends and family “off the rock” of Key West. Available August, September, October and November 2021.

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

My Happy Place is an exemplary renovation of a historic, Key West house. It retains its original character and wisdom, but with up-to-date comfort and high-quality interior design. Newly refreshed with a sensitive and savvy eye, this vacation rental surrounds you in the texture of the past as well as all the comforts of modern times. Available August, September, October, November and December 2021.

Petunia Cottage - Monthly Rental 2 Bedrooms 1 Bath Sleeps 4

Petunia was recently renovated and updated so you’ll find brand new amenities, appliances and bed and bath linens. Top-of-the-line appliances include a washer and dryer and a delightful retro-yellow refrigerator to add a touch of whimsy. Set up your workstation in the expansive open kitchen and living areas and spill onto the deck for fresh air and conversation. Available August and September 2021.

Starfish - Monthly Rental 2 Bedrooms 2 Bath Sleeps 4

A well-appointed workstation is near the master suite to take care of business. The master suite includes a King size bed, large TV, ceiling fan, and modern oversized master bath with double vanity. Available August, September, October and December 2021.

Cayo Limón - Monthly Rental 2 Bedrooms 2.5 Bath Sleeps 6

Experience local living in the heart of it all! Cayo Limon - an absolutely amazing Key West home - one block away from world-famous Duval Street. Although it is in the heart of "Old Town," Cayo Limon offers peace and quiet conveniently tucked away behind Simonton Street. Available August, September and October 2021.

Southern Skies - Monthly Rental 3 Bedrooms 2.5 Bath Sleeps 6

This is signature Key West living with an open floor plan. A comfy sofa in the living room is awesome for late-night TV watching after a full day of working and learning. Available August and September 2021.

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

Upon arriving at this private island, you will immediately notice the peaceful quiet that car-free, traffic-free living affords. The security and privacy that this island offers make this a great place for families, children, or couples. Available August and September 2021.

Bahama Getaway - Monthly Rental 4 Bedrooms 3 Bath Sleeps 8 

Bahama Getaway consists of 3 buildings. They are all single stories. The main house with 3 bedrooms, each room has a FULL-size bed. two full baths, kitchen, dining area, and living room. A large guest cottage with bathroom, mini-refrigerator, coffee maker, and microwave. And a laundry cottage with a washing machine and clothes dryer. Available August and November 2021.

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

 This family-friendly, canal-front cottage is perfect for a relaxing old-world getaway. Located in an upscale area of Newtown and just a 10-minute Uber ride to Old Town, you can enjoy the hustle and bustle of Duval Street and then zip back to the serenity of the water.  Available August, September, October, November and December 2021.

Steamplant 207 - Monthly Rental 3 Bedrooms 3.5 Bath Sleeps 8

Steamplant 207is a two-level, 5 Star luxury residence with breathtaking panoramic views of Key West. It includes a private rooftop terrace with an elevated pool, a parking garage, private elevators and it's pet-friendly.  Available August and September 2021.

Being able to work, learn and play is necessary for just about everyone. Where you choose to get your work done and to find the quality of life is your choice.  Historic Key West Vacation Rentals is happy to make it easy easier for you.  Just choose your work, learn and play vacation rental from our collection of nightly, weekly,  and monthly vacation rentals, click it and reserve it. Or, make your choice with the assistance of our vacation planners. They are always working and learning how to best make your stay!