Key West Condo Rentals

Last Key offers luxurious fully stocked Key West condo rentals in various locations throughout Key West, including Historic Old Town, 1800 Atlantic, Key West Beach Club, Truman Annex, and Sunset Marina. Our Key West condo rentals are available Nightly, Weekly, and Monthly. All of our condos have fully equipped kitchens and plenty of dining space for your whole group on those nights you want to enjoy a home-cooked meal. Each of our condo rentals has a washer and dryer, making laundry easy and convenient, and also allows you to pack less. Not only does every condo rental have a washer and dryer, but each is also stocked with towels and linens. Perhaps the best benefit of renting a Last Key condo is the guest services we provide. We meet you at the condo upon your arrival so you’re not lost when finding where to park or trying to figure out how to get in. Let us walk you right up to your condo door and show you around. Our condo rentals also offer resort-style amenities, including access to on-site pools, spas, tennis courts, and more! Whether you’re looking to be on the water or in the heart of downtown, we have a condo that suits your needs!

44 properties available

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

Serenity on Southard

Condo

$200^.00 - $917^.00 / per night

Walking along Duval Street dreaming of the ideal Key West vacation destination, scanning the rooftops for possibilities, at first you’ll miss this hidden gem completely…but once you discover MAYA’S SECRET TREASURE, you will know you have found the ultimate home base to enjoy Key West. Perched above Duval Street, this beautifully modern condo offers

Maya's Secret Treasure

Condo

$599^.00 - $3,303^.00 / per night

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

HOT 37

Shang-Ri-La

Condo

$220^.00 - $1,405^.00 / per night

As Neptune was known as the Roman God of the Sea, NEPTUNE'S PENTHOUSE is known as the crown jewel of the 1800 Atlantic complex overlooking the Sea. This Penthouse Condominium has a lavish wrap-around balcony that overlooks the Atlantic Ocean and Community Pool below. You'll be able to enjoy the refreshing Key West breezes from atop your own private

Construction Notice

There will be concrete restoration of every balcony in this complex through Summer 2026. This construction WILL impact your stay. Call us at 305-292-6266 prior to making a reservation.

Neptune's Penthouse

Condo

$333^.00 - $1,640^.00 / per night

Formerly La Bonne Vie, SMOOTH SAILING has been meticulously furnished with a modern coastal feel, and the only beauty that competes with the interior is the spectacular views from your private oceanfront balcony. You'll be able to enjoy quiet afternoons with those balmy Key West breezes wafting through the floor-to-ceiling glass doors from the livi

Construction Notice

There will be concrete restoration of every balcony in this complex through Summer 2026. This construction WILL impact your stay. Call us at 305-292-6266 prior to making a reservation.

Smooth Sailing

Condo

$234^.00 - $1,591^.00 / per night

Among the many hidden treasures of Old Town Key West, lives a charming loft-style condo that will melt your heart from the moment you enter. SOUTHARD PEARL is a 2 bedroom second floor condo located in Southard Square, an intimate community located in the heart of the island - a few blocks from Mallory Square, Duval Street and all the attractions Ke

New Property

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)

Southard Pearl

Condo

$138^.00 - $551^.00 / per night

2 bedrooms

2 baths

5 guests

FOLLOW THE SUN is located at 1800 Atlantic Blvd on the beach, with sunset views right from your own 28-foot balcony. You'll be able to enjoy quiet afternoons with those balmy Key West breezes wafting through the floor-to-ceiling glass doors. FOLLOW THE SUN is located in an upscale private community within walking or biking distance to all of your f

Construction Notice

There will be concrete restoration of every balcony in this complex through Summer 2026. This construction WILL impact your stay. Call us at 305-292-6266 prior to making a reservation.

Follow the Sun

Condo

$200^.00 - $1,258^.00 / per night

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

Construction Notice

There will be concrete restoration of every balcony in this complex through Summer 2026. This construction WILL impact your stay. Call us at 305-292-6266 prior to making a reservation.

Walking on Sunshine

Condo

$315^.00 - $1,627^.00 / per night

This Old Town condo is perfect for anyone who can't get enough of Key West's famous nightlife scene. CASITA ANGELITA is located right in Old Town, half a block away from Duval Street and smack dab in the center of the entertainment district. You couldn't be any closer to the late-night scene and attractions of downtown. Fair warning... It can get

HOT 27

Casita Angelita

Condo

$220^.00 - $1,553^.00 / per night

Imagine a home with floor-to-ceiling panoramic views of the Atlantic Ocean from every room. WINDSWEPT PALMS has been thoughtfully decorated and furnished. The modern, upscale furniture is complemented with splashes of color throughout the home. The balcony wraps 270 degrees around the condo, with seating for everyone in your group. WINDSWEPT PALMS

HOT 29

Windswept Palms

Condo

$445^.00 - $2,424^.00 / per night

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

Monthly Rental

Matecumbe Suite

Condo

$165^.00 - $450^.00 / per night

SUNSET POINT has everything you could want in a vacation home: it is close to Old Town, so you'll be able to enjoy everything that Key West has to offer. Yet, you'll be in your own world at SUNSET POINT with a very large balcony overlooking the Florida Bay and the Gulf of Mexico beyond.THE PRIVATE GATED COMMUNITY...Sunset Marina is a gated communit

Monthly Rental

Sunset Point

Condo

$175^.00 - $487^.00 / per night

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