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.

89 properties available

SOUTHERNMOST BLISS is a historic Key West eyebrow home that recently underwent a complete renovation, and the result is nothing short of pure bliss. This home was designed to combine the best of classic Key West with luxurious modern comfort. SOUTHERNMOST BLISS features 3 bedrooms in the main house and a 4th bedroom in the Guest House, each with it

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)

Southernmost Bliss

Private Home

$350^.00 - $992^.00 / per night

4 bedrooms

4 baths

9 guests

Imagine your whole group staying in one home, with everyone having their own private bedroom suite. At CASA SUITE CASA, all four bedrooms are laid out as suites; each with an en-suite bathroom and flat screen TV. And that's just the beginning! A large private pool surrounded by tropical gardens, an expansive living area, and an ideal location close

Monthly Rental

Casa Suite Casa

Private Home

$275^.00 - $1,000^.00 / per night

Travelers from around the world would agree spending a month in Key West is truly a magical experience, especially when you find two classic conch homes made into one. This cozy compound perfectly captures the magic of the island, with its beautiful Dade County Pine walls, tropical decor, and the plunge pool waiting just outside. MARGARET’S MAGIC

Monthly Rental

Margaret's Magic Compound

Compound

$318^.00 - $1,156^.00 / per night

4 bedrooms

4 baths

8 guests

Key West is known for all things lime: Key Lime Pies, Margaritas, and now, THE ZESTY LIME, a rare gem in the heart of Old Town Key West that captures the essence of classic Key West in a completely renovated modern design. THE ZESTY LIME includes all of the coveted amenities of a vacation home: a spacious living area, an ideal bedroom and bathroom

The Zesty Lime

Private Home

$500^.00 - $2,762^.00 / per night

This ultimate Key West dream home is nestled in the highly desirable residential Old Town neighborhood of Solares Hill, just a quick walk from Duval Street and the Historic Seaport areas. No expense has been spared in upgrading and furnishing VILLA OLIVIETTA; the most up-to-date appliances and technology can be found in each room. The comfortable a

Monthly Rental

Villa Olivietta

Private Home

$299^.00 - $1,066^.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 –

Plantation Tropicale

Compound

$1,045^.00 - $5,332^.00 / per night

Traveling with a large group requires a special home. To maximize comfort, large common areas are offered both indoor and outdoor. Private bedroom accommodations with en-suite bathrooms and TVs are a must. And don't forget about the location! This home is easily accessible to the favorites of Old Town for when the group (finally) reaches a decision

Monthly Rental

La Grande Reunion

Private Home

$395^.00 - $1,399^.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

Monthly Rental

The Enchanted Rose

Private Home

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

THE POLYNESIAN HOUSE is an extraordinarily unique and whimsical home, designed to capture the culture and experience of island life in an upscale private home. Viewing this home from the street, you'll know immediately how the name THE POLYNESIAN HOUSE came to be; The Polynesian-style curved roofs of the two rooms sitting atop this home are the fir

Monthly Rental

The Polynesian House

Private Home

$500^.00 - $1,400^.00 / per night

4 bedrooms

4 baths

10 guests

In the same way that the island of Key West has captured the hearts of so many, this charming monthly vacation home will capture yours. ISLAND INSPIRATION combines the appearance and charm of a historic Keys home, with all of the modern conveniences you have come to appreciate. This special home is situated on Margaret Street at the edge of where O

Monthly Rental

Island Inspiration

Private Home

$303^.00 - $1,057^.00 / per night

A stay at the DUKE OF CATHERINE is fit for a Queen to bring her King! From the crisp, clean decor to the large hot tub and the spacious master bedroom, the DUKE OF CATHERINE has everything his Majesty could desire. This freshly built, professionally designed home is the perfect size for a weekend rendezvous or an extended stay with the royal family

Duke of Catherine

Private Home

$375^.00 - $1,944^.00 / per night

Seals & Crofts said it best: ‘Diamond Girl, you sure do shine.’ Formerly known as Seventh Heaven, DIAMOND GIRL is a stunning two-story private home that epitomizes island living, with its’ distinct exterior eyebrow design, ample indoor and outdoor living space, and comfortable accommodations. Once here you’ll quickly realize this peaceful oasis

Diamond Girl

Private Home

$850^.00 - $3,767^.00 / per night

Tell us what you're looking for and someone will contact you with available options.

First Name

Last Name

Phone Number

Email Address

Arrival Date

Departure Date

Comments

I agree Sign me up! I agree to receive information about promotional offers and rental info via phone, email or SMS. You can unsubscribe at anytime. Privacy Policy