Key West Vacation Rentals

Find Monthly Vacation Rentals In Key West, Florida

Key West vacation homes in Florida, like the ones offered by At Home Key West, have been adored by all who set foot on our sands. Harry S. Truman spent his winter down here, and Ernest Hemingway called the island his home for many years. At Home Key West is proud to offer monthly vacation homes for guests who want to take full advantage of our beaches and radiant blue ocean. The option of a monthly rental allows guests to fully immerse themselves into Key West culture and enjoy the tropical beauty that surrounds them without having to make the commitment of buying real estate

  • Show On Map
34 Properties Returned
Page: 1 of 3  

Page Navigation

34 Properties Returned
1 of 3 Pages
Call For Availability and Pricing
2 Bedrooms
1 Bath
Sleeps 4
Type of property: Home
Area: Old Town

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.


Call For Availability and Pricing
2 Bedrooms
1½ Baths
Sleeps 6
Type of property: Townhouse
Area: Stock Island

A SLICE OF PARADISE (monthly rental): 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.


Call For Availability and Pricing
2 Bedrooms
2 Baths
Sleeps 4
Type of property: Cottage
Area: Old Town

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...


Call For Availability and Pricing
3 Bedrooms
2½ Baths
Sleeps 6
Type of property: Home
Area: Old Town

FAN-tastic GETAWAY (monthly rental): This home has everything, including a bit of Key West history. Formerly owned by actress and fan dancer, Sally Rand, this spacious, fully renovated 3-bedroom, 2.5 bath home in the Old Town neighborhood known as The Meadows, with luxurious pool, chef's kitchen and outdoor great room.


Call For Availability and Pricing
4 Bedrooms
3 Baths
Sleeps 8
Type of property: Home
Area: Old Town

CASA ON CASA--  So simple yet elegant, intimate yet spacious, "Casa on Casa"; offers a unique Key West experience that will linger in your memory for years to come. Located in the exclusive Casa Marina neighborhood, it is separated from the beach by a park with a fitness circuit, dog park, playground, tennis courts and pickleball courts. The historic Casa Marina hotel is at the other end of the block, and all of Old Town is a quick bike ride away.


Call For Availability and Pricing
3 Bedrooms
2 Baths
Sleeps 6
Type of property: Home
Area: Mid Town

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.


Call For Availability and Pricing
3 Bedrooms
2 Baths
Sleeps 8
Type of property: Home
Area: Mid Town

FLAGLER STATION (monthly rental): This one just arrived and it is a true gem! Flagler Station was just remodeled, refurbished and re-furnished. High speed WIFI and state-of-the-art electronics, top-of the-line gourmet kitchen and luxury linens make this home the one you'll return to year after year.


Call For Availability and Pricing
2 Bedrooms
1 Bath
Sleeps 4
Type of property: Cottage
Area: Old Town

SUNNY DAYS - Monthly rental Key West, beautifully maintained while retaining its original style and structure. Dade County pine is throughout the property, lots of French doors and windows to bring in the sunshine, and lots of privacy within the cottage grounds and within the compound community. 


Call For Availability and Pricing
2 Bedrooms
1 Bath
Sleeps 4
Type of property: Condo
Area: Old Town

EMMA'S SECRET (monthly rental):  Luxurious 2 bedroom 1 bath condominium located in the historic Bahama Village neighborhood of Old Town offers all the amenities of home.  Enjoy the tropical backyard ambience with jacuzzi, pool and tiki hut.   Located in walking distance to Duval Street, the heart of Key West with all the activities, restaurants, speciality shops and nightlife.


Call For Availability and Pricing
2 Bedrooms
2 Baths
Sleeps 6
Type of property: Cottage
Area: Old Town

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.


Call For Availability and Pricing
2 Bedrooms
3 Baths
Sleeps 6
Type of property: Home
Area: Mid Town

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.


Call For Availability and Pricing
2 Bedrooms
2½ Baths
Sleeps 4
Type of property: Cottage
Area: Old Town

GREEN ORCHID (monthly rental): Dreaming of living like a local in Key West? Dream no more. Green Orchid offers a true Conch Cottage 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.


Call For Availability and Pricing
2 Bedrooms
1½ Baths
Sleeps 4
Type of property: Townhouse
Area: Stock Island

CORAL BREEZE (monthly rental): Imagine yourself living with the vibrant golf course greens in your backyard and cool tropical breezes wafting your way. Coral  Breeze has that and more.  Beautiful townhome with all the modern conveniences located in the exclusive gated Key West Golf Club where you can relax in the serene golf course surroundings or take a quick trip into Old Town Key West for all it has to offer.


Call For Availability and Pricing
2 Bedrooms
2½ Baths
Sleeps 4
Type of property: Home
Area: Old Town

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!


Call For Availability and Pricing
1 Bedroom
1 Bath
Sleeps 4
Type of property: Cottage
Area: Old Town

VARELA COTTAGE (monthly rental): A true Conch cutie snuggled in Old Town. Varela Cottage is a 1 bedroom 1 bath cottage with an additional sleeping area in the loft. Located in a well-established local neighborhood, the open-floor plan of this home and private jacuzzi in the lushly landscaped backyard beckon you to our Island paradise.


 

Search Result Page Navigation: