New Properties

Discover the Newest Last Key Rentals for an Unforgettable Vacation

Elevate your island getaway with a stay at our newest rental properties. Our Key West vacation rentals offer locations that allow guests to enjoy the island's enchanting historic district, breathtaking views of the island's crystal-clear waters, or easy access to the beach. Whether you're an avid angler seeking big game fish or a leisurely traveler savoring evening strolls through Old Town, our diverse selection of new rental homes will satisfy your needs.

We also offer pet-friendly rentals for those traveling with furry friends and properties directly on Duval Street for those seeking the heart of the action. Whatever your preference, Last Key Rentals has the perfect property to make your Key West vacation unforgettable.


Properties Available 11 properties available
SEA BREEZE VILLA is an elegant two-story townhome located in the quiet residential community of Grinnell Gardens, a quaint and intimate community in the middle of Old Town. From this location, you’ll be only a handful of blocks from world famous Duval Street in one direction, and a handful of blocks from Higgs Beach in the other direction. SEA BREE
New Property New Property
New Property
Fabulously Fresh New Property!!
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)
Sea Breeze Villa
Townhome
$151.00 - $575.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Half-Bathroom 1 half-baths
Guests 6 guests
SUNFLOWER MELODIES captures the feeling of a childhood summer, like your bare feet on freshly cut grass, the summer sun gently kissing your skin or the sweet, subtle scent of a field of wildflowers in bloom. A month in Key West is defined by a simpler way of life, with low stress, high fun, and heaps of relaxation - which SUNFLOWER MELODIES provide
New Property New Property
New Property
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)
Sunflower Melodies
Private Home Pet Friendly
$222.00 - $765.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
If you’re looking for the perfect place to spend your month in Key West, look no further than KOKOMO & TORTUGA at Seaport Inn! KOKOMO & TORTUGA is the combination of two ground level units at the historic Seaport Inn that are right across the hall from each other. This is the perfect arrangement for a pair of couples or a family looking to
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)
Kokomo & Tortuga
Condo
$333.00 - $765.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Half-Bathroom 1 half-baths
Guests 6 guests
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 New Property
New Property
Southard Pearl
Condo Pet Friendly
$138.00 - $551.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
SOUTHERN STAR is a modern Key West home nestled in the quiet Meadows neighborhood of Old Town that combines the island way and the sweet life of the South. With wide porches, a breezy interior, cathedral ceilings, and an apparent southern charm, it's easy to see where this home gets its name. In addition to its distinct southern features, this home
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)
Southern Star
Private Home Pet Friendly
$265.00 - $1,015.00 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Half-Bathroom 1 half-baths
Guests 8 guests
Rating Rating Rating Rating Rating 5 (1)
OCEANFRONT OASIS is a boater’s paradise featuring incredible views, modern decor, and dockage that can handle a mini yacht. This five-bedroom home provides the ultimate escape for those needing a break from their fast-paced everyday life. Imagine yourself relaxing in the pool, soaking up some sun as you gaze across the endless ocean. When it’s tim
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)
Oceanfront Oasis
Private Home Pet Friendly
$400.00 - $1,228.00 / per night
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 12 guests
DOS CASITAS is the perfect property for a group of friends or a family that wants to experience Key West together in comfortable neighboring accommodations. DOS CASITAS is a cleverly named combo of two side-by-side private homes with a total of five bedrooms, five bathrooms, and an unbeatable location - half a block off Duval Street on Catherine St
New Property New Property
New Property
Dos Casitas
Compound Pet Friendly
$800.00 - $4,866.00 / per night
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 14 guests
COSTA VIDA is a freshly built, elevated Florida Keys home that embraces life on the coast and provides an ideal setting for those looking to enjoy an easygoing vacation. Located less than 25 miles from Key West, this beautiful waterfront property is situated oceanside on a deep-water canal, which makes getting out on the water a breeze. When you’re
Hot HOT 53
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)
Costa Vida
Private Home Pet Friendly
$216.00 - $945.00 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Half-Bathroom 1 half-baths
Guests 6 guests
Rating Rating Rating Rating Rating 5 (3)
Key West is known for having amazing properties, but one home stands tall above the rest with its six majestic Royal Palm trees. HOUSE OF THE ROYAL PALMS features a spacious exterior that will make even the most high-end influencer envious. You’ll be spoiled with multiple seating areas, an oversized covered porch, and a swimming pool, all set under
New Property New Property
New Property
House of the Royal Palms
Private Home Pet Friendly
$1,000.00 - $4,785.00 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Half-Bathroom 1 half-baths
Guests 6 guests
AZURE DAYDREAM, a beautifully renovated waterfront home located 25 miles north of Key West, epitomizes Florida Keys living at its finest. From spending your days on the boat exploring the Lower Keys, to hosting the ultimate family game night in the game room, there’s no shortage of fun to be had at AZURE DAYDREAM. This 4-bedroom home was recently u
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)
Azure Daydream
Private Home Pet Friendly
$200.00 - $799.00 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Half-Bathroom 1 half-baths
Guests 8 guests
Rating Rating Rating Rating Rating 5 (2)
GREEN TURTLE COTTAGE will help you come out of your shell and slow down to a turtle’s pace. This 2 bedroom, 2.5 bathroom home is located in the highly sought after Truman Annex neighborhood, putting it within walking distance to Old Town's most treasured restaurants and attractions. GREEN TURTLE COTTAGE is a relaxed home that features coastal, beac
2026 Changes 2026 Changes
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.
Green Turtle Cottage
Private Home
$415.00 - $1,411.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Half-Bathroom 1 half-baths
Guests 6 guests

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

I agree