Two Bedroom Homes ~ Key West Monthly Rentals

Are you ready for an extended getaway? Monthly rentals in Key West, Florida are awaiting your arrival with all the amenities you deserve. These homes have two bedrooms and your choice of one or two baths. In addition, monthly rentals include private pool, air conditioning, a fully equipped kitchen and luxurious towels and linens for your use. Homes offer comfortable accommodations with custom decor and lush landscaping.

Some Key West monthly vacation rentals are pet-friendly so you can bring your four-legged pal to join the fun. Rentals offer plenty of space for entertaining your family or the new friends you'll make in Key West. Located near the Mid and Old Town communities of Key West, these monthly rentals are well-situated near world renowned tourist destinations. Just a short bike or walk away is the entertainments of Duval Street including shopping, restaurants and performances. If you prefer relaxation, venture over to the Atlantic Ocean where breathtaking views and the gentle sea air will put your mind at ease.

Regardless of what you do in Key West, make sure you're ending your day in a cozy, spacious accommodation that will make you feel right at home. Book a monthly rental online today!
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Showing homes 1 - 17 of 17

GOLF COURSE 2 Bed Home - Monthly Key West, FL 2 bedrooms
1.5 baths
 

WIND SWEPT (monthly rental): Imagine yourself nestled within a serene, lushly landscaped picturesque community with walkways meandering around the only Caribbean golf course in the United States.  This lovely 2 bedroom 1.5 bath townhome is tastefully furnished with a well-stocked kitchen and located a few doors from the community pool.



GOLF COURSE 2 Bed Home - Monthly Key West, FL 2 bedrooms
1.5 baths
 

BOGEY'S RETREAT (monthly rental): Welcome to Bogey's Retreat, your home away from home in Key West. This lovely townhome is located in the exclusive Golf Course community, and allows you to enjoy everything Key West has to offer in a relaxing environment.  New to the rental market and updated from top to bottom with supreme comfort in mind.  



MID TOWN 2 Bed Home - Monthly Key West, FL 2 bedrooms
2 baths
 

A SUITE PARADISE (monthly rental) : This lovely 2 bedroom 2 bath home with den is truly a tropical hideaway tucked away in a secluded Key West neighborhood, yet minutes from all the Duval Street entertainment and Historic Seaport. You can relax and be pampered in a superbly appointed and decorated private home that has every amenity you could desire.



OLD TOWN 2 Bed Home - Monthly Key West, FL 2 bedrooms
2 baths
 

REJUVENATE!!! (monthly rental): This is a Key West experience you don't often find. A spacious 2-bedroom 2-bath cottage with extra large kitchen and private lanai with heated jacuzzi.  You'll find more reason to be outside than inside!  Add to it the pleasure of sharing  pool and jacuzzi (not heated) with other homes in this intimate compound and you'll have everything you need.



OLD TOWN 2 Bed Home - Monthly Key West, FL 2 bedrooms
1 bath
 

TRES GATOS (monthly rental): Spend a month in one of Key West's revered neighborhoods;  live like a local in this 2-bedroom Conch cottage. Close to Higgs Beach, Sandy's Cafe and our infamous local grocery, Fausto's Food Palace.  Take a sunrise swim in your pool, pick up a con leche from Sandy's and your day has started in the right direction.



OLD TOWN 2 Bed Home - Monthly Key West, FL 2 bedrooms
2 baths
 

VERANDAH (monthly rental): Tucked away on Frances Street lies your island escape called Verandah, named for the lanai surrounded by Bahama shutters allowing tropical breezes to waft through. A stunning 2 bedroom 2 bath home with private pool in a quiet residential neighborhood with plenty of space for your family to stay and play!



OLD TOWN 2 Bed Home - Monthly Key West, FL 2 bedrooms
2.5 baths
 

GREEN ORCHID (monthly rental): Dreaming of living like a local in Key West? Dream no more. Green Orchid offers a true Conch experience situated on a narrow lane in one of the last historic Old Town neighborhoods.  Inside you'll live with all the modern conveniences and furnishings; outside you'll feel you've been transported to years gone by.



GOLF COURSE 2 Bed Home - Monthly Glenwood Canyon 2 bedrooms
1.5 baths
 

A SLICE OF PARADISE (monthly rental): Imagine life in a secluded golf community, minutes from the beach, airport and favorite local haunts.  2 bedrooms, 1.5 bath, freshly painted, new appliances -- a home away from home.  Located in the exclusive Key West Golf Club; close to Old Town when you want it, far enough away when you don't.



OLD TOWN 2 Bed Home - Monthly Key West, FL 2 bedrooms
2 baths
 

CONCH ESCAPE (monthly rental): 2 bedroom 2 bath cottage in a quiet Old Town neighborhood, this property has a renovated kitchen and other recent updates making it comfortable and inviting. Enjoy a cocktail on the private deck in your own backyard, or stroll over the the pool shared by an intimate group of neighbors.



GOLF COURSE 2 Bed Home - Monthly Glenwood Canyon 2 bedrooms
3 baths
 

CASA FLORA (monthly rental): This lovely home overlooks the greens at the Key West Golf Club. First  floor includes the kitchen, dining area, living room, den with sleeper sofa and a full bath. Upstairs are 2 bedrooms with baths ensuite. Relax in the luxury of your own backyard with private pool or take a stroll through the lushly landscaped grounds of this gated community.  



OLD TOWN 2 Bed Home - Monthly Key West, FL 2 bedrooms
1 bath
 

ATLANTIC BLUES (monthly rental):   A stylish example of Conch architecture, this 2 bedroom 1 bath cottage has been totally renovated with hardwood floors, beautiful glass tiles, shining granite countertops, top notch kitchen appliances and décor that is playful and soothing. Add the luxury of your own dipping pool and you know you have found your home.



OLD TOWN 2 Bed Home - Monthly Key West, FL 2 bedrooms
2 baths
 

NAUTICAL DREAMS (monthly rental): Here's the perfect spot for whatever you desire, parties or peace & quiet. This 2 bedroom 2 bath home, in a small compound of 8 cottages, opens from each bedroom and the living room onto a grand private deck with ample space for entertaining or relaxing with a book. Walking through this well-established local neighborhood is an added bonus.



OLD TOWN 2 Bed Home - Monthly Key West, FL 2 bedrooms
1 bath
 

PERFECT PINEAPPLE (monthly rental): Long considered a sign of hospitality, the pineapple is now widely recognized as a sign of Welcome and Friendship...and so we welcome you to the Perfect Pineapple. This quaint Conch cottage, 2 bedrooms 1 bath has all the amenities for your visit, including a side yard to sunbathe, swim and BBQ to your heart's content.



OLD TOWN 2 Bed Home - Monthly Key West, FL 2 bedrooms
2 baths
 

KEY LIME PIE (monthly rental): A little slice of paradise located one block from the Historic Seaport on a tiny lane. Close enough to bike to all the sights and attractions of Old Town; far enough away to forget you are staying right in the middle of the action. 2 bedrooms 2 baths with private swim spa, this home will give you a reason to say, Ahhh...



MID TOWN 2 Bed Home - Monthly Key West, FL 2 bedrooms
3 baths
 

CAYO HUESO SUNSHINE (monthly rental): A brand new 2-bedroom 3-bath home with den in a new Key West neighborhood -- quiet and secluded yet so accessible to the wonders of our island.  A block from Higgs Beach on the Atlantic Ocean, one of the best locations you'll find, with lots of extras to make you want to return again and again.



GOLF COURSE 2 Bed Home - Monthly Key West, FL 2 bedrooms
1 bath
 

AQUA (monthly rental): What comes to mind when you think of the color aqua? This home was lovingly designed to give you that sense of peace and serenity, balmy breezes and crystal clear waters.  Located within the gated community of the Key West Golf Club with clubhouse, pool and meandering walkways to view local fauna and flora.



OLD TOWN 2 Bed Home - Monthly Key West, FL 2 bedrooms
1 bath
 

SUNNY DAYS (monthly rental): Beautifully maintained while retaining its original style and structure, this quaint 2 bedroom 1 bath cottage has Dade County pine throughout the property adding a feel of old Key West. The furnishings are tasteful and comfortable, the neighbors in this intimate compound are friendly and the pool and jacuzzi are inviting.



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Showing homes 1 - 17 of 17