Key West House Rentals

Discover the charm of Key West with Last Key Realty, your premier choice for Key West house rentals. Whether you're seeking a cozy bungalow for a romantic getaway or a spacious estate for a family vacation, our portfolio of properties captures the unique essence of the "Conch Republic."

At Last Key Realty, we are more than just a vacation rental broker; we are enthusiasts of all Key West offers. Our properties are thoughtfully designed and furnished to ensure you feel the comfort of home with a touch of local flair. From the historic streets of Old Town to the serene shores of 1800 Atlantic, our vacation house rentals are ideally situated in Key West's most desirable locations.

Why not take a moment to browse our complete selection of properties? Our Key West Vacation Rentals page features our entire inventory, making it easy for you to view all available options. Whether you're looking for a property near the bustling streets of Duval or a quiet retreat by Sunset Marina, you'll find that each of our homes is thoughtfully positioned to enhance your experience in Key West. Start planning your dream vacation by exploring the range of homes available through Last Key Realty today.

92 properties available

Tranquility. Peace. Relaxation. You’ll find these traits are in abundance at GARDEN OF EMMA. The open and airy interior of this exquisite Key West home will keep your group connected and present, while being the perfect complement to the tranquil, tropical exterior. The spacious backyard is your very own private oasis, complete with a lagoon-style

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Garden of Emma

Private Home

$800^.00 - $3,055^.00 / per night

Like many highlights of Key West, THE ADMIRAL'S ESTATE celebrates a rich history of the island while embracing a modern restoration. THE ADMIRAL'S ESTATE is a true historic Key West home, originally built for a high-ranking Naval Officer in the early 1900s. This impressive estate is armed with two living areas, a top-of-the-line gourmet kitchen, cl

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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)

The Admiral's Estate

Private Home

$500^.00 - $1,404^.00 / per night

Resembling a French Plantation, PLANTATION TROPICALE is an impressive island estate that occupies an entire corner block of the desirable Casa East neighborhood of Key West. This expansive property features nearly 3,000 square feet of indoor living space, a separate Guest House, beautifully maintained gardens, and a large private pool and cabana –

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Plantation Tropicale

Compound

$1,045^.00 - $5,560^.00 / per night

SPIRIT OF KEY WEST was originally built in 1893 and features that authentic Key West charm found in other historic properties such as Hemingway’s House, Asa Tift’s manor and Truman’s Little White House. The vaulted ceilings and Dade County Pine walls harken back to a time when the cigar industry was booming and Key West featured more millionaires p

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Monthly Rental

Spirit of Key West

Private Home

$482^.00 - $1,261^.00 / per night

Imagine a traditional conch home in the Solares Hill section of Old Town. MAISON TROPICALE is stunningly restored then decorated in a post-modern style with vivid colors and sophisticated decor. Every room is adorned with colorful art and has been furnished with unique show pieces. This brilliant decor is set against a backdrop of original Dade Cou

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Monthly Rental

Maison Tropicale

Private Home

$250^.00 - $825^.00 / per night

A trip to Key West is like a breath of fresh air! The sounds of rustling palm trees, the scent of fragrant flowers and the smell of salt air are the rejuvenation that only the tropics can provide. This home is a breath of Key West fresh air, or BRISA FRESCA, a timeless, beach-inspired home that seems to be straight out of the pages of Coastal Livin

Brisa Fresca

Private Home

$860^.00 - $2,494^.00 / per night

ISLAND BLISS is a classic Old Town Key West home, complete with delicate gingerbread accents, a classic Southern front porch with rocking chairs, and lush, tropical foliage tastefully surrounding the property. This beautiful, historic two-story home has been lovingly cared for and restored with a mix of modern touches and traditional Key West influ

Monthly Rental

Island Bliss

Private Home

$250^.00 - $730^.00 / per night

3 bedrooms

2 baths

8 guests

CASA VICTORIA, located in the heart of Old Town just two blocks from Duval Street, is a large 5 bedroom home built with the charm and quirkiness of early 20th century Key West. Dating back to the Cigar Manufacturers' era, CASA VICTORIA exudes the classic Old Town style that makes Key West such a unique vacation experience. This authentic Conch Hous

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Casa Victoria

Private Home

$995^.00 - $5,407^.00 / per night

Coordinating the entire gang for a dream Key West wedding, reunion, or simply a vacation of a lifetime is hard enough... let Last Key Realty make the accommodations easy for you. ALL TOGETHER NOW is an entire block of private homes just steps from Duval Street, all yours to enjoy and with everything needed for a large group getaway: a total of thir

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All Together Now

Compound

$2,185^.00 - $9,846^.00 / per night

Like the mystical flower this home is named after, THE ENCHANTED ROSE is a breathtaking monthly vacation home that stands out from the rest. Situated on Rose Street, in the Beachside district of Key West, just a couple blocks from Smathers Beach, this recently renovated one-story home provides a magical setting for vacationers looking to experience

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Monthly Rental

The Enchanted Rose

Private Home

$225^.00 - $844^.00 / per night

THE GILDED PINEAPPLE is a classic Key West home located on one of the most desirable streets in Old Town. This completely renovated, historic home gets its’ name from the elegant, oversized golden door knocker shaped like a pineapple that graces the front door – one of the many subtle touches that adds to the charm. THE GILDED PINEAPPLE features a

Monthly Rental

The Gilded Pineapple

Private Home

$387^.00 - $1,200^.00 / per night

3 bedrooms

3 baths

6 guests

Located in Truman Annex, a gated community with some of the most impressive homes in Key West, this exceptional home stands out from all the rest. NOONA'S MANSION is nestled in a quiet cul-de-sac facing the ocean on a beautifully landscaped piece of property. This impressive home features six spacious bedrooms, a fully equipped kitchen, a stunning

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Noona's Mansion

Private Home

$1,500^.00 - $6,056^.00 / per night

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