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!
Your search has found 15 homes
Homes per page:
1
Showing homes 1 - 15 of 15

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

Everybody knows a little place like Kokomo. Now if you want to go and get away from it all go down to Kokomo. It's not Bermuda or the Bahamas but better, a delightful 2 bedroom, 2.5 bathroom townhome in Key West. Bright and sunny Kokomo, a monthly rental for those who want to settle in and live like a native for awhile.



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

A SLICE OF PARADISE: Imagine life in a secluded, golf community, minutes from beach, airport and local's favorite restaurants.  Two bedrooms, 1.5 bath, freshly painted, new appliances and eager to offer you a home away from home.  Located on the main thoroughfare of the exclusive Key West Golf Club, close enough 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
 

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...



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

EDEN ON EATON: You can have the best of both worlds, right here and now. Live in a historic Conch cottage with subtle details of days gone by, located in the middle of the action on Eaton Street in Old Town Key West. A quick walk or bike ride to the historic seaport, bars, restaurants, shops. Relax on the private deck or sip a cocktail on the front porch watching the people pass by.



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 where you can sunbathe, swim and BBQ to your heart's content.



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 Key West, FL 2 bedrooms
1.5 baths
 

WIND SWEPT: 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.



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.



OLD TOWN 2 Bed Home - Monthly KEY WEST, FL 2 bedrooms
2 baths
 

ANNE'S HIDEAWAY (monthly rental): Relax and unwind in this historic 2 bedroom 2 bath Conch home with original Key West architecture and private pool. Tucked away in a quiet area of Old Town, this home has it all, privacy at home with all the modern conveniences, yet a short walk or bike ride to the downtown Duval Street activities, entertainment, restaurants and shopping.



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 baths
 

EXHALE (monthly rental): Located on a quiet tree lined street in the heart of Old Town, you will enter into a a tropical escape surrounded by sunshine, ocean breezes and EXHALE. A quaint cottage with the true spirit of Key West combining indoor and outdoor living into one. Walking or biking distance to anything you will want to do while enjoying the lifestyle of a local.



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

CASA FLORA (monthly rental): This lovely home overlooks the greens at the Key West Golf Club. On the first floor you will find 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
 

TRES GATOS: Spend a month (or two) in one of Key West's most revered neighborhoods and live like a local in this sweet 2-bedroom Conch cottage. A few blocks from Higgs



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.



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.



1
Showing homes 1 - 15 of 15