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

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

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

Condo

$165^.00 - $524^.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

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 - $1,257^.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

$137^.00 - $487^.00 / per night

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

2026 Changes

Starting January 1, 2026 every home in Truman Annex (including this one) will become a monthly-only rental. This is due to a new City Ordinance, so it will need to be rented for a minimum of 29 nights. Call 305-292-6266 for further information.

Serenity on Southard

Condo

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

OLD TOWN OASIS is back! After three years out of the rental program, this luxurious condo has returned, with all the same elegance enjoyed by many guests since 2004, and with many improvements.You’ll be staying right near the ocean in Old Town but with all the quiet and solitude of an exclusive gated community. The Green Parrot (oldest blues bar in

2026 Changes

Old Town Oasis

Condo

$325^.00 - $1,162^.00 / per night

SUNDRENCHED REFLECTIONS is very close to Old Town, with access to all the attractions that Key West has to offer. Yet, you'll be in your own world with a large sundrenched balcony overlooking Florida Bay and the Gulf of Mexico beyond. THE PRIVATE GATED COMMUNITY... Sunset Marina is a gated community located on Stock Island, right off the entrance t

Monthly Rental

Sundrenched Reflections

Condo

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

NATURE'S EDGE is a well maintained condo that is located at 1800 Atlantic Blvd on the beach, just steps from the ocean and sand in your toes. You'll enjoy peace and quiet on your balcony, with the Key West Nature Preserve just outside your door. NATURE'S EDGE is located in an upscale private community within walking or biking distance to all of you

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.

Nature's Edge

Condo

$200^.00 - $1,201^.00 / per night

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

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.

Monthly Rental

Driftwood Dreams

Condo

$135^.00 - $430^.00 / per night

When your vacation is set around your experiences on the water, where you choose to spend your time on land should be convenient and comfortable. Whether it be a day at the sandbar… reeling in a big catch… kayaking through the mangroves - COASTLINE COMFORT is the perfect place to retire after an epic day on the water around Key West. Located in th

Coastline Comfort

Condo

$200^.00 - $865^.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

$138^.00 - $450^.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

$235^.00 - $1,590^.00 / per night

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