5-Star Luxury Rentals Key West

Experience all that Key West has to offer at this waterfront home. It oozes coastal relaxation, from the marina views and swimming pool right down to the private dock. We don't blame you if you'd rath.....

If you’re seeking an authentic Florida Keys experience, then look no further. This home is located within a gated community, less than a mile from popular Key West. With a private pool, fire pit, and.....

This home has bagged itself a great location in a gated community, less than a mile from ever-popular Key West. With a private pool, alfresco dining area, and fire pit, outdoor living is easy here. Ke.....

If you’ve ever dreamed of a tropical getaway in the sun, with palm trees swaying and crystal blue waters visible from the kitchen window, this is the place for you. Located in the iconic Key West, thi.....

Welcome home to this stunning 8-bedroom villa in the heart of Lunara Bay, Key West. This luxurious retreat is perfect for families and large groups, offering spacious interiors, a large pool, and lush.....

A palm-lined compound in the heart of Old Town Key West, this house splits across a main home and a self-contained cottage – each with its own heated plunge pool, making it easy for groups who want to.....

Spend your days soaking up the island breeze at this laid-back retreat just outside Key West. Tucked inside a quiet gated community, this spacious six-bedroom home is made for group getaways, with a p.....

Two side-by-side six-bedroom villas in a gated Key West community, with a pool to cool off in and a fire pit to gather around once the sun drops. Wraparound balconies span the full width of each level.....

Nestled within an exclusive gated community less than a mile from vibrant Key West, this stunning home offers a truly exceptional experience. With breathtaking waterfront views and a private pool, it'.....

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. Lounge outdoors,.....

This waterfront house is in a great spot, tucked away in a gated community, less than a mile from popular Key West. Perfect for families or groups, the home centres around the open-plan living area, w.....

This impeccably decorated home is a masterclass in island elegance, where every detail has been thoughtfully designed for comfort and style. It's light-filled, spacious, and beautifully finished with.....

Set in an exclusive gated community, with the best of Key West just a stone's throw away, this homestay is well-suited for families and friends. Needless to say, outdoor living was the key priority wh.....

This home offers an idyllic retreat in Key West. Outside, you can savour blissful days by the heated pool and there's a fire-pit for magical evenings under the stars. Head inside and you'll find the r.....

Four waterfront villas set within a gated community just under a mile from Key West, this home is built for groups who want serious space without sacrificing the setting. Each villa comes with its own.....

Two villas, two private pools, and two docks sitting right on the water – this Key West home is built for a crowd that wants to do things properly. Enjoy an alfresco lunch above the waterway as palm t.....

Just minutes from the heart of Key West, this home is a laid-back waterfront escape with room for the whole crew. Five bedrooms, including a playful bunk room, make this home ideal for families and g.....

This waterfront home is the perfect spot to bask in the sun, sea, and sand of the Florida Keys. The private boat dock is a highlight, allowing you to explore the vast beaches and reefs of Key West. Th.....

Set beside the water in a quiet gated community, this Key West retreat is all breezy days and golden-hour swims. Coastal tones and soft natural light bring a sense of calm throughout, while outside, t.....

Just beyond the buzz of Key West, this waterfront villa offers easy-going luxury in a gated community. Outside you can relax in the private pool, fire up the barbecue, or jet off from the private slip.....

Two white coastal villas sit beside an open waterway in Key West, each with its own private pool and dock – which makes this a rare find for larger groups wanting both scale and seclusion. Swim beneat.....

Tucked along the water’s edge just minutes from Key West, this breezy four-bedroom retreat blends comfort with coastal charm. With a private heated pool, gated garden, and dock for boats up to 50 feet.....

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 fr.....

This spacious and stylish waterfront home offers the perfect setting for a relaxing Key West getaway. The bright, open-concept layout is ideal for family gatherings or entertaining friends. Dine in wi.....

Tucked along the water’s edge in a peaceful gated community, this four-bedroom Key West retreat is made for laid-back days and warm, breezy nights. With a private heated pool, a gated garden, and a do.....