Key West 1-2 Bedrooms Homes & Condos Rentals

Are you looking for a 1-2 bedroom rental in Key West, Fl? Last Key Realty has you covered! We have vacation homes that are private homes in the most desirable locations in all of Key West Florida. Whether it is located on Duval St, near Duval Street, 1800 Atlantic, Truman Annex, or a location in the heart of Historic Old Town we have something for everyone. Many of our homes have private pools, full baths, and a front porch for you to enjoy the seasonally warm weather we have year-round. In addition, our homes come fully stocked with all of the appliances, linens, and comforts you can expect in a luxury vacation home in the whole Key West area. Each home is tastefully decorated to show the unique conch flavor of the area.

If you're looking for something smaller, we even have luxurious fully stocked condo rentals in various locations throughout Key West. Our condos have resort-style amenities, including access to onsite pools, spas, tennis courts, and more! Vacation rentals in Key West are our specialty. If you have any questions please feel free to contact one of our vacation specialists today!

Properties Available 63 properties available
If you’d like to spend your month in a neighborhood engulfed in as much history as the Matecumbe Keys, look no further! Located on William Street in Old Town atop the Seaport Inn, MATECUMBE SUITE offers simple island comfort matched with easy access to all the action and historical landmarks. When you add on Last Key Realty’s Five-Star Guest Servic
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A week isn't enough time in Key West! This property is available for longer stays of 29 nights+. Please adhere to calendar months if you can. (Due to strict city ordinances we can't offer it for any less time)
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Matecumbe Suite
Condo
$205.00 - $497.00 / per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
If the allure of the Caribbean is calling you but you don’t want to pull out your passport, a month at the ANTIGUA SUITE at the Seaport Inn does just the trick! This suite is perched on the second floor of the Seaport Inn and just a short walk to all Old Town has to offer. Paired with Last Key Realty’s Five-Star Guest Services and Complimentary Con
Monthly Rental Monthly Rental
Monthly Rental
A week isn't enough time in Key West! This property is available for longer stays of 29 nights+. Please adhere to calendar months if you can. (Due to strict city ordinances we can't offer it for any less time)
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Antigua Suite
Condo
$215.00 - $509.00 / per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Get out of the turtle pond and make a splash in the ocean with your month stay at TORTUGA SUITE at the Seaport Inn! Within in quick walk to great sunsets, food, drinks, and attractions, you can still move at a “tortuga’s” pace and see it all! You can relax with ease as you will have access to Last Key Realty’s Five-Star Guest Services and Complimen
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Monthly Rental Monthly Rental
Monthly Rental
A week isn't enough time in Key West! This property is available for longer stays of 29 nights+. Please adhere to calendar months if you can. (Due to strict city ordinances we can't offer it for any less time)
Tortuga Suite
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Tortuga Suite
Condo
$225.00 - $547.00 / per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
SERENITY ON SOUTHARD is a beautifully renovated 1 bedroom second floor condo with a full kitchen and washer and dryer. This condo is located in the Truman Annex, a gated community located in the heart of the island - just steps from Mallory Square, Duval Street and all the attractions Key West has to offer. Yet, you'll have a peaceful retreat withi
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Serenity on Southard
Condo
$217.00 - $1,013.00 / per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 2 guests
Rating 5 (46)
Looking for a month-long stay where you’ll have easy access to the heart of Key West coupled with genuine Old Town charm? Quaint island decor, a cozy space, and a convenient location can all be found in the BARBUDA SUITE at the Seaport Inn. You're just a short walk to the most popular attractions in Old Town and have a comfortable space to duck out
Monthly Rental Monthly Rental
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A week isn't enough time in Key West! This property is available for longer stays of 29 nights+. Please adhere to calendar months if you can. (Due to strict city ordinances we can't offer it for any less time)
Barbuda Suite
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Barbuda Suite
Condo
$215.00 - $509.00 / per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
COLORS OF THE KEYS is a bright and vibrant townhome that embodies Key West’s colorful & tropical spirit. Located within Truman Annex, Key West's most exclusive gated community, this home is within walking distance of all that Key West has to offer: restaurants, shopping, attractions, and nightlife. In addition to a prime location, COLORS OF THE
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Colors of the Keys
Townhome
$350.00 - $1,321.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Half-Bathroom 1 half-baths
Guests 6 guests
Rating 5 (62)
The sound of steel drums, the warm breeze off the water, the palm trees rustling in the sky… the essence of the Caribbean awaits in Key West for your next private vacation. This classic island townhome is located within Truman Annex, Key West's most exclusive gated community. From the Tommy Bahama furnishings and island inspired décor to the tropic
Caribbean Charm
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Caribbean Charm
Townhome
$350.00 - $1,229.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Half-Bathroom 1 half-baths
Guests 6 guests
Rating 5 (69)
WALKING ON SUNSHINE is a modern, tastefully decorated penthouse condo featuring a large wrap-around balcony that offers a front row seat to those famous Key West sunsets and overlooks the peaceful nature preserve and Atlantic Ocean beyond. Best of all, WALKING ON SUNSHINE is located in an upscale private community within walking or biking distance
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Walking on Sunshine
Condo
$315.00 - $1,580.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (174)
Looking to land at the perfect vacation rental to explore Key West and the Lower Keys? Then look no further than THE LARK’S LANDING. Found on the top floor of Sunrise Suites, THE LARK’S LANDING features all new furniture and TVs, a private balcony, Two Bedroom Suites, a comfortable living room, and a full kitchen. With a location near the entrance
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The Lark's Landing
Condo
$210.00 - $760.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (40)
This freshly renovated condo is located at 1800 Atlantic Blvd on the beach, just steps from the Atlantic Ocean and sand in your toes. Enjoy quiet afternoons with those balmy Key West breezes wafting through the floor-to-ceiling sliding glass doors, or while sitting on your private balcony surrounded by the palm tree tops. DRIFTWOOD DREAMS is locate
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Driftwood Dreams
Condo
$150.00 - $430.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (10)
SHANG-RI-LA is a term for a utopia designed for life-long learning, happiness and fulfillment. There is no better place to find your happiness and fulfillment than a waterfront oasis on a little island at the farthest Southern tip of the US. This water view condo has been meticulously furnished with a modern coastal feel, with a front row seat to y
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Shang-Ri-La
Condo
$220.00 - $1,404.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (322)
Get ready to reel in Last Key Realty’s newest vacation home! THE WICKED TUNA is a classic Key West home located in one of the most desirable areas of Old Town. This tastefully restored home features a historic appearance and charm, while offering all the modern conveniences one could desire. Located just down the street from the historic seaport, y
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The Wicked Tuna
Private Home Pet Friendly
$250.00 - $725.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests

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