Key West Compound Rentals

If you’re gathering a large group together, be it for a reunion, a wedding, or just for the fun of it, Last Key has you covered!

We’re proud to offer several compound properties, located around the island of Key West and in the Lower Keys. These compounds are two or more dwellings, located on the same piece of property (or directly next door to each other) that can be rented as one large unit. Our compound properties are available for Nightly, Weekly, and Monthly rental.

Our homes come fully stocked with all of the appliances, linens, and comforts you can expect in a luxury vacation home. Our unrivaled Guest Services give you the peace of mind that should any issue arise during your stay, it will be taken care of quickly and efficiently, so you can focus on enjoying your well-deserved vacation.

Contact us directly for more booking information. Or, view all of our Key West vacation rentals.


Properties Available 16 properties available
In Key West, every day is a celebration of what makes Summer such a beloved season - warm weather, no agendas, and spending quality time with family and friends. "Summer Solstice" provides the perfect setting for a large group looking to enjoy exactly that. As a combination of two side-by-side private homes located in the heart of Old Town, "Summer
Summer Solstice
Compound Pet Friendly
Bedrooms 9 bedrooms
Bathrooms 9 baths
Half-Bathroom 1 half-baths
Guests 22 guests
Rating Rating Rating Rating Rating 5 (10)
Dreaming of a large group getaway in Old Town Key West, but struggling to find comfortable accommodations for your whole gang? The dream becomes a reality with THE IBIS & THE CRANE: two side-by-side townhomes with six bedrooms, six bathrooms, and a prime Old Town location perfect for enjoying all that Key West has to offer. The perks of reservi
The Ibis & The Crane
Compound Pet Friendly
Bedrooms 6 bedrooms
Bathrooms 6 baths
Half-Bathroom 2 half-baths
Guests 16 guests
Rating Rating Rating Rating 4.9 (125)
Finding high-end accommodations for a large group vacation can be a challenge... let Last Key Realty make it easy for you with this one-of-a-kind compound. A ROYAL AFFAIR is the combination of three homes that offer everything a large group could desire in a Key West vacation home - a total of eleven bedrooms, twelve full bathrooms, three open livi
A Royal Affair
Compound Pet Friendly
Bedrooms 11 bedrooms
Bathrooms 12 baths
Guests 34 guests
Rating Rating Rating Rating Rating 5 (2)
Dreaming of a large group getaway in Old Town Key West, but struggling to find a single home that offers both luxury and enough space for everyone? The solution is THE EGRET & THE SANDPIPER — two side-by-side, luxury townhomes offering a combined total of 6 bedrooms and 6 bathrooms, multiple living areas, two private saltwater pools, and a prim
The Egret & The Sandpiper
Compound Pet Friendly
Bedrooms 6 bedrooms
Bathrooms 6 baths
Half-Bathroom 2 half-baths
Guests 12 guests
It doesn't get any 'sweeter' than vacationing with a large group of your closest friends and family in America's Paradise. As a combination of two side-by-side private homes, SWEET AMERICANA not only offers plenty of comfortable accommodations for the whole crew but is an extremely rare find in the center of Old Town Key West. Located at the end of
Sweet Americana
Compound Pet Friendly
Bedrooms 8 bedrooms
Bathrooms 8 baths
Half-Bathroom 2 half-baths
Guests 20 guests
Rating Rating Rating Rating Rating 5 (19)
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 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)
Margaret's Magic Compound
Compound Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 4 baths
Half-Bathroom 1 half-baths
Guests 8 guests
Rating Rating Rating Rating Rating 5 (1)
Finding a compound like THE THREE MERMAIDS in Key West is as rare as finding actual mermaids! From the pristine, modern decor, to the fun, nostalgic appliances and the ample amount of space in an ideal Old Town location, this compound is truly a one-of-a-kind. Featuring 3 stunning, freshly-built homes on one lot, with a beautiful swimming pool betw
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)
The Three Mermaids
Compound Pet Friendly
Bedrooms 5 bedrooms
Bathrooms 4 baths
Half-Bathroom 1 half-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
Dos Casitas
Compound Pet Friendly
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 14 guests
Rating Rating Rating Rating Rating 5 (1)
Located in the Truman Annex, a gated community with some of the most impressive homes in Key West, this meticulously furnished estate occupies an entire block, making it the largest single property in the Annex. Formerly referred to as "Plantation Tropicale," with three dwellings, two kitchens (one indoor, one outdoor), a very large pool and enoug
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)
The Royal Compound
Compound Pet Friendly
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 8 guests
Rating Rating Rating Rating Rating 5 (62)
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
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 12 guests
Rating Rating Rating Rating 4.9 (98)
According to the classic song, the best remedy for a belly ache is to "put de lime in de coconut and drink 'em bot' up." Last Key Realty now has the best remedy for finding comfortable accommodations for a large group vacationing in Key West: Reserve THE LIME & THE COCONUT and let us handle de rest! THE LIME & THE COCONUT is a compound of t
The Lime & The Coconut
Compound Pet Friendly
Bedrooms 6 bedrooms
Bathrooms 6 baths
Half-Bathroom 2 half-baths
Guests 16 guests
Rating Rating Rating Rating 4.9 (88)
THE DUKE & THE DUCHESS is a compound fit for a Queen, her King, and their whole court! These newly built, professionally designed side-by-side homes have everything you could desire for a large group vacation - a prime location, coveted amenities, and plenty of space. Your stay at the THE DUKE & THE DUCHESS also includes Last Key Realty's F
Hot HOT 26
The Duke & The Duchess
Compound Pet Friendly
Bedrooms 7 bedrooms
Bathrooms 8 baths
Guests 22 guests
Rating Rating Rating Rating Rating 5 (4)

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