Key West Villas
Soak up the southern coastal charms of Key West, from our charming collection of villas and condos near the beach.
Key West Vacation Rentals
Indulge in the ultimate Florida getaway, with our curated selection of luxury Key West vacation rentals - where sophistication meets the sun-soaked shores of this tropical paradise. Our exquisitely designed homes redefine the art of relaxation and southern living. Accommodating up to 12 guests for an intimate retreat or memorable reunion, our Key West-style retreats promise an exclusive dose of home comfort and freedom whilst away in Sunshine State.
Elevate your Key West vacation experience with private pool access, or the convenience of pet-friendly facilities, allowing every member of your entourage to experience Key West living at its best. Prepare to be captivated by a world of refined southern elegance, tropical charm, and optional Concierge Services designed to create an unforgettable escape.
Enjoy the buzz of Key West Historic SeaportExplore some of the best-loved local attractions and enjoy the unique bars and boating, fishing charter and watersport opportunities on offer in Key West.
Soak up the captivating Key West beachesBask in the island's tropical warmth and romantic sunsets at nearby Smathers Beach, or enjoy snorkeling adventures around its vibrant coral reefs - for the perfect beach-lovers' paradise!
Explore Duval StreetThis vibrant street is lined with colorful shops and buzzing bars. Take in the lively atmosphere, the entertaining street performers, and snap away at the iconic Southernmost Point buoy.
Make for Mallory SquareMallory Square in Key West's historic Old Town offers plenty of touristic appeal, with its eclectic mix of shops, renowned local restaurants and picturesque sunsets to take in.
Visit the Southernmost PointEnjoy a classic vacation photo moment and capture your Key West break by the the iconic Southernmost Point buoy - marking the southernmost point in the continental United States.
Tour a local Rum DistilleryTouring a Key West rum distillery is a truly sensory adventure, where the sweet aroma of fermenting molasses mingles with the salty sea breeze. Enjoy sampling the rum neat, or in a regional signature cocktail.
Explore Dry Tortugas National ParkFrom the historic 19th century Fort Jefferson to the pristine coral reefs, the journey to this remote national park is an unforgettable experience - as is the snorkeling in the crystal-clear waters!
Visit Ernest Hemingway’s HouseDiscover where Hemingway wrote his enduring American classics. Wander through historic rooms, landscaped gardens, and meet descendants of his six-toed cats!
Go Reef Swimming & SnorkelingHop aboard a catamaran and sail off the Key West coast, to North America's only living coral barrier reef! Experience an unforgettable moment swimming and snorkeling in this unique marine environment.
A curated portfolio of the best vacation homes and villas in the world’s top destinations
Experienced vacation rental and villa experts to help you find the perfect home
Enjoy 5-star hotel concierge services and dedicated local support with every stay
Key West Vacation Rentals with Concierge
Elevate your Key West experience with our dedicated Concierge Services. Designed to ensure you enjoy a seamless and indulgent stay, our team are here to arrange everything from car hire, personalized excursions, restaurant reservations, in-home spa services, private chef and more. With our luxury vacation rentals and optional Concierge Services, you can savor the best the island has to offer, all while basking in the comfort and privacy of your exclusive Key West retreat. Welcome to a world where every detail is tailored to exceed your expectations, making your Key West vacation a truly extraordinary experience.
Key West Vacation Rentals with pools
Discover the epitome of tropical indulgence with our handpicked selection of Key West vacation rentals, each adorned with a refreshing pool to elevate your stay. Dive into the lap of luxury as you explore our award-winning vacation homes, each boasting a unique blend of comfort and style. Picture yourself lounging by the poolside, sipping on a cool beverage, whilst soaking up the year-round Key West sun. Our Key West rentals with pools redefine the vacation experience, offering not just a place to stay, but a sanctuary where relaxation and exclusivity combine.
Whether you're planning a romantic retreat, a classic family escape, or a getaway with pals, our Key West vacation homes provide the ideal backdrop for creating lasting memories. Imagine lazy mornings by the pool, followed by afternoons exploring the lively streets of Key West, before spending evenings unwinding or entertaining in the comfort of your private retreat. Whether you prefer a quaint cottage with plunge pool or a Key West-style home with large pool the whole family will love, our beautiful collection caters to all tastes and preferences.
Explore Key West Vacation Rentals with pool
Key West Condo Rentals
Indulge in a carefree Key West vacation, with our upscale collection of condo rentals. Our Key West condos offer more than just a place to stay – they're an invitation to embrace the laid-back southern charm of the island and enjoy the comfort and luxury of a home-away-from-home. It's an exclusive bolthole where you can soak up the sun, unwind, entertain and embrace all that Key West has to offer.
Looking to be by the beach? Our beachfront condos invite you to step into a world of breathtaking ocean views. Our selection of Key West condos with pool access also promise the prospect of a daily swim, whilst our charming condo rentals in coveted communities provide an effortless way to experience the old world charm of Key West. In fact, you'll find our condos strategically located to offer you the perfect balance – a private haven just moments away from the marina and vibrant energy of Key West's famous attractions. Immerse yourself in the local culture by day and return to the tranquility of your carefree condo rental by night. Offering an affordable way for couples and small groups to experience this famous Florida destination ensures everyone can experience the laid-back charms and captivating coastline of Key West.
