7 Places To Enjoy Key West By The Month

monthly vacation rentals in key west
By the Historic Key West Vacation Rentals Team

Key West is a paradise of sun, fun, laid back living, the arts, food, the gulf and the ocean. How long should you visit to take it all in?  Historic Key West Vacation Rentals recommends at least 28 days and even longer. Monthly vacation rentals include utilities such as electricity, water, and propane. These are some of the monthly rentals available throughout the summer. We're sure you'll find one that's perfect for you.

Bahama Getaway - Monthly Rental 4 Bedrooms 3 Bath Sleeps 8

Bahama Getaway consists of three buildings. They are all single story. There's a main house with three bedrooms. Each room has one full-size bed. two full baths, kitchen, dining area, and living room. The large guest cottage has a bathroom, mini-refrigerator, coffee maker, and microwave. The laundry cottage comes with a washing machine and clothes dryer.

Casa Key West - Monthly Rental 3 Bedrooms 3 Bath Sleeps 6

One of the Grand Dames of Key West, this two-story family home, known locally as the "Amparo Avila House," combines the exceptional details of historic preservation with the modern amenities that today’s lifestyle demands. Built in the late 1800s and a recipient of the Historic Preservation Award, this treasure offers the essence of what we love about Old Town Key West; history, romance, luxury, and location!

Castaway Cove - Monthly Rental 2 Bedrooms 1.5 Bath Sleeps 4

This beautifully appointed townhouse is nestled in the Key Cove community just a few minutes' drive or bike ride from downtown Key West and just steps away from access to the brilliant blue waters that surround Key West. Perhaps the most exciting perks of "Castaway Cove" are the four complimentary kayaks available for your paddling pleasure with water access just steps away from your front door!

Coconut Cottage - Monthly Rental 2 Bedrooms 2 Bath Sleeps 4

Experience this bright, cute and sunny condo in gated Sunset Marina Condominium Complex community, tucked away on Stock Island between the Key West Golf Course and the beautiful waters of the Caribbean Sea.

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.

Petunia Cottage - Monthly Rental 2 Bedrooms 1 Bath Sleeps 4

This two-story, two-bedroom home with a beautifully updated, second-floor bath offers the kinds of privacy and outdoor space you might not expect to find in a historic Key West home. Yet, there it is. Explore the beautiful outdoor deck that opens through French doors from the spacious, well-appointed kitchen. Why, there’s even that desirable and private outdoor shower with stars and moonlight overhead each evening.

Southern Skies - NEW Monthly Rental 3 Bedrooms 2.5 Bath Sleeps 6

Southern Skies is the Great Old Town location you want for your family or friends getaway! A heated pool with waterfall is private and luxurious. This home is just a 4-minute walk to the Southernmost Point of the United States, and just a few minutes by bike to Duval Street and all it has to offer.

A monthly rental from our collection is the perfect place to live, work and play with Key West as your inspiration. Spend your days exploring Key West's famous sites and attractions. Key West nights will be waiting to help you experience live shows, theater, concerts and fine dining. Your options are so numerous but never daunting, as our Concierge is at your service to help plan your excursions and adventures.

Our happy and experienced Vacation Planners are also available to help you select your monthly rental and if you're return guests, you can conveniently make reservations right on our website. It's summertime and it'your time for a most memorable vacation!