
Shellstone Magic
16 guests
8 bedrooms
Key Haven, Key West
This modern coastal retreat is all about laid-back luxury and sun-soaked living. With an ultra-sleek design, spacious interiors, and a private pool, it’s made for unwinding in style.

Shellstone Magic
16 guests
8 bedrooms
Key Haven, Key West
This modern coastal retreat is all about laid-back luxury and sun-soaked living. With an ultra-sleek design, spacious interiors, and a private pool, it’s made for unwinding in style.

Dream Escape
14 guests
6 bedrooms
Key Haven, Key West
Step off the dock and straight into holiday mode — this waterfront retreat is made for easygoing island days. Set in a gated community with its own private marina, you can moor your boat just steps from the door.

Views In The Making
17 guests
7 bedrooms
Cloud Lake, Palm Beach County
This stunning 2 side-by-side homes on the lake offer guests plenty of space to soak up the sun, with a total of 2,940 square feet of luxury living. The open-plan living room is perfect for spending quality time with friends and family, and the bedrooms are all outfitted with fresh linens, plump pillows, and ultra-comfy mattresses.

Golden Acres
8 guests
3 bedrooms
Rural Estates, Collier County
This supped-up villa, located just minutes from the pristine beaches of Southwest Florida, is tailor-made for a multi-generational family stay. Think an enclosed heated swimming pool, Jacuzzi, and an impressive covered terrace with an outdoor grill set-up for easy meal times.
Explore the 672 most perfect homes in our collection
All Plum Guide homes in Key West, Monroe County, Florida, United States have been tested and approved by our team of independent home critics. These meticulous beings inspect everything –from the convenience of each house’s location right down to the art on the walls– so what you see really is what you get. Worried about thin curtains? Accessibility? Maybe wifi speed is your biggest concern? Rest assured, we obsessively check each home in Key West, Monroe County, Florida, United States before approving it, so you can book with peace of mind.