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 14 properties available
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
The Royal Compound
Compound Pet Friendly
$1,500.00 - $6,728.00 / per night
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 8 guests
Rating 5 (24)
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
$1,300.00 - $7,710.00 / per night
Bedrooms 8 bedrooms
Bathrooms 8 baths
Guests 20 guests
Rating 5 (9)
This compound is fit for a Queen and her court! These professionally designed homes have everything you need - the location, the amenities and the impeccable service fit for royalty. From the QUEEN’S modern interior and heat-optional saltwater pool to the DUKE’S spacious layout and robust hot tub, your Highness will be treated to a luxurious stay.
The Duke & The Queen
Compound Pet Friendly
$857.00 - $5,953.00 / per night
Bedrooms 6 bedrooms
Bathrooms 7 baths
Guests 18 guests
Coordinating the entire gang for a dream Key West wedding, reunion, or simply a vacation of a lifetime is hard enough... let Last Key Realty make the accommodations easy for you. ALL TOGETHER NOW is an entire block of private homes just steps from Duval Street, all yours to enjoy and with everything needed for a large group getaway: a total of thir
All Together Now
Compound Pet Friendly
$2,185.00 - $11,451.00 / per night
Bedrooms 13 bedrooms
Bathrooms 13 baths
Guests 32 guests
Rating 5 (5)
OASIS ON OLIVIA is the perfect setting for a large group looking to experience a month in Key West in style. As a combination of two side-by-side private homes located in the heart of Old Town, OASIS ON OLIVIA offers a prime location and plenty of comfortable accommodations for everyone, as well as numerous luxuries, including two private heated po
Oasis on Olivia
Compound Pet Friendly
Bedrooms 9 bedrooms
Bathrooms 9 baths
Guests 20 guests
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
$316.00 - $1,128.00 / per night
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 8 guests
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
$1,350.00 - $8,098.00 / per night
Bedrooms 9 bedrooms
Bathrooms 9 baths
Guests 22 guests
Rating 5 (4)
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 –
Hot HOT 62
Plantation Tropicale
Compound
$1,045.00 - $5,854.00 / per night
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 12 guests
Rating 5 (39)
SOUTHERNMOST HOSPITALITY VII is a luxurious private estate that occupies an entire corner of Old Town's famous Duval Street, just a block from the Southernmost Point. Don't let the address fool you... this upscale home has plenty of privacy in the spacious back yard with a tall fence surrounding the large private pool. Privacy also comes in the for
Southernmost Hospitality VII
Compound Pet Friendly
$900.00 - $7,139.00 / per night
Bedrooms 7 bedrooms
Bathrooms 7 baths
Guests 16 guests
Rating 5 (84)
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
$1,000.00 - $6,120.00 / per night
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 16 guests
Rating 5 (28)
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
$1,800.00 - $9,291.00 / per night
Bedrooms 11 bedrooms
Bathrooms 12 baths
Guests 34 guests
The vacation opportunity of a lifetime awaits at GRAND KEY OASIS. This breathtaking one-of-a-kind property is the epitome of luxurious island living, featuring two separate homes connected by a covered pavilion that overlooks the exceptional backyard and resort-style private pool. The interior design of this compound will leave you marveling at the
Grand Key Oasis
Compound
$876.00 - $3,926.00 / per night
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 8 guests
Rating 5 (3)

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