Luxury Florida Keys Villas
Indulge in one of the go-to destinations in Sunshine State for beach fun and oceanfront relaxation - by booking one of our luxury Florida Keys vacation rentals
Florida Keys Vacation Rentals
Sun-soaked luxury in the Sunshine State; that’s what defines the Florida Keys. This band of islands has an average daily temperature of 77 F (25 C), plentiful beaches, and jaw-droppingly beautiful natural spaces, so it’s no surprise that it has become the place to see and be seen for some winter sun. The Florida Keys cover a vast area, including Key West, Islamorada, and Key Lago. The region offers a plethora of fantastic attractions, from relaxing on the beach to shopping and diving North America’s only living coral barrier reef.
Find and book fabulous Florida Keys vacation rentals, in stunning locations around this popular destination. From beachfront villas to pet-friendly homes, whatever you’re looking for, we’ve got you covered. Our Florida Keys vacation rentals are perfect for breaks with the family in the Sunshine State, with luxurious villa facilities and easy access to the beaches and attractions of the Florida Keys right on the doorstep.
Popular Vacation Rentals
There are approximately 1700 islands that make up the Florida Keys, most of which are very small and unpopulated.
Driving to the Florida Keys from mainland Florida is straightforward. You can reach the Keys is a little over one hour from the mainland, by following US-1 Highway from Miami.
Key West International Airport (EYW) is the closest main airport to the Florida Keys, at a distance of 49 miles away.
The Atlantic hurricane season, which affects the Florida Keys, begins on June 1st and ends on November 30th, with the greatest chance of strong tropical storms between August 15th and October 1st.
The Florida Keys are home to many exceptional and beautiful beaches, including one in Bahia Honda State Park that was voted the second most beautiful in America.
Getting to and around the Florida Keys
Airports
The Florida Keys are served by two main airports. Key West International Airport (EYW) is the primary airport, conveniently located in Key West. Marathon also has an airport, the Florida Keys Marathon International Airport (MTH). Both airports offer domestic and limited international flights.
Taxis
Taxis are available at the airports and major towns in the Florida Keys. While they are metered, make sure to confirm the fare before starting your journey. Taxis are a convenient option for short distances and airport transfers.
Shuttles and Buses
The Florida Keys offer shuttle services and public buses that connect major islands. The Key West Transit operates in Key West, providing an affordable way to get around the city. Additionally, the Miami to Key West shuttle is available for those traveling from Miami.
Driving
Renting a car is a popular choice to explore the Florida Keys at your own pace. The scenic Overseas Highway (U.S. Highway 1) connects the main islands, offering breathtaking views along the route. Driving allows you to explore hidden gems and enjoy various attractions en-route.
Car Rental
Numerous car rental companies are available throughout the Florida Keys. Renting a car grants you the freedom to explore the islands' beautiful landscapes and discover off-the-beaten-path locations.
Whether you choose to fly, take a taxi, use public transportation, or rent a car, getting to and around the Florida Keys is convenient and allows you to experience the unique charm and natural beauty of this stunning archipelago.
Best time to visit Florida Keys
The best time to visit the Florida Keys is March to May and October to early December, when the islands are at their most serene and beautiful. These months bring warm sunshine, gentle ocean breezes, and fewer crowds, creating an effortlessly luxurious atmosphere.
It’s the perfect time to imagine slow mornings overlooking turquoise water, long afternoons on powder-soft beaches, and sunset cocktails by your private pool. With calm seas ideal for boating and snorkelling, and balmy evenings made for beachfront dining, this is when the Florida Keys truly shine — offering an idyllic setting for an unforgettable villa escape.
Food and drink in the Florida Keys
Capture the essence of island life, blending fresh seafood, tropical flavors, and laid-back luxury. Local catches like lobster, grouper, mahi-mahi, and shrimp are often grilled, blackened, or served as ceviche, highlighting the region’s vibrant waters.
The Keys are also known for Key lime pie, fresh tropical fruits, and Caribbean-inspired dishes served in relaxed yet elegant waterfront restaurants. For drinks, enjoy craft cocktails, rum punches, frozen margaritas, and local beers while soaking up views of turquoise waters and stunning sunsets.
Whether dining casually on a pier or indulging in fine dining at a seaside villa, food and drink in the Florida Keys are a central part of the island’s luxurious, sun-soaked lifestyle.
Soak up the Florida Keys beachesRelax and indulge in the beaches of the Florida Keys, catering to all interests. Enjoy Bahia Honda State Park, Smathers Beach, Higgs Beach, Fort Zachary Taylor State Park Beach, and Sombrero Beach - to name a few!
Explore Key WestExperience Key West's laid-back vibe, historic sites, and vibrant nightlife. Discover the iconic Ernest Hemingway Home, enjoy sunset celebrations at Mallory Square, and shop and dine along lively Duval Street.
Snorkeling & DivingDive or snorkel into Florida Keys' underwater paradise, home to the only living coral barrier reef in the continental U.S. Explore renowned spots like John Pennekamp Coral Reef State Park and the Sombrero Reef.
Visit Dry Tortugas National ParkReachable by boat or seaplane from Key West, this remote island paradise showcases Fort Jefferson, a massive 19th-century coastal fortress. Set against a backdrop of crystal-clear waters, the scenic Park promises a unique day out!
FishingRenowned as a fishing destination, the Florida Keys offer opportunities for deep-sea and flats fishing. Both seasoned anglers and beginners can find exciting charters to suit!
Explore the Bahia Honda State ParkLocated in the Lower Keys, Bahia Honda State Park offers stunning beaches and plenty of wildlife spotting opportunities, with clear waters and nature trails leading to scenic viewpoints.
Visit the Dolphin Research CenterExplore the nonprofit Dolphin Research Center in Marathon, dedicated to marine mammal research and education. Engage and swim with dolphins, and interact with sea lions.
Tuck into some Key Lime PieDon't miss the famous Key lime pie when in the Florida Keys. Savor this sweet and tangy treat at various restaurants and bakeries across the islands.
Florida Keys' Concierge
When on vacation in the Florida Keys, you may be looking to make your stay extra special, as well as convenient. Our dedicated Concierge services invite you to make your vacation as effortless as can be, with a host of optional hotel concierge-style services.
From car hire and airport transportation to private chef hire, baby equipment hire, grocery shopping, welcome hampers, fishing charters and more, our custom Concierge services promise to enhance every moment of your Florida Keys vacation.
Beautiful beachfront rentals in Florida Keys
Florida Keys offers one of the most stunning destinations in the state to head for pristine, untouched beaches. Located between the Atlantic Ocean and Gulf of Mexico, here you can even see the line where the two oceans clash together. Take it all in from your stunning beachfront rental in the Florida Keys, where you’ll be able to gaze out over the ocean from your bedroom window, wander down to one of the world’s most stunning beaches within moments, and depending where you stay, have easy access to a huge variety of thrilling seaside activities, such as boating, diving and snorkeling.
Oceanfront vacation rentals in Islamorada with pool access
Nothing quite says Florida Keys vacation, like our scenic beachfront vacation rentals with pool access in Islamorada. Embracing a laid-back, tropical ambiance, Islamorada is famous for its world-class sportfishing and incidentally, fresh seafood cuisine, alongside its beautiful coral reefs. Kick back with a cocktail on the beach, or soak up the resort pools and tempting water-based activities. Our scenic oceanfront vacation homes come in all sizes and configurations, opening the doors to romantic couple breaks, family and group stays and guests needing accessible, wheelchair-friendly accommodation. Explore our incredible Florida Keys beachfront rentals today!
Explore beachfront rentals in Florida Keys
Florida Keys pet-friendly rentals
Enjoy the beauty of the Sunshine State with your faithful companion in our Florida Keys pet-friendly rentals. These lovely homes are perfect for families and four-legged friends, with easy access to walks and places to run and frolic. Our range of pet-friendly homes in the Florida Keys are close to the region's beautiful beaches, many of which are dog friendly, and have wonderful facilities inside, including private pools. We also offer fantastic wheelchair-accessible homes that are pet-friendly - inviting the whole family to come and stay.
For families vacationing with pets, our larger, pet-friendly Florida Keys rentals are ideal. All benefiting from spacious layouts and private outdoor space, they provide a stylish yet functional base from which to unwind and enjoy the Florida Keys. Our largest 4-bedroom luxury vacation rentals are perfectly-suited for groups of 8 to 10 - perfect for hosting unforgettable reunions!
Explore Florida Keys pet-friendly rentals
Florida Keys villas with pools
Discover the ultimate in island luxury with our Florida Keys villas with pools, where secluded elegance meets sun‑soaked coastal living. These private estates offer generous living spaces, beautifully landscaped grounds, and crystal‑clear swimming pools, perfect for cooling off after a day on the water or simply relaxing with a sunset cocktail in hand.
Each villa is designed to capture the island’s effortless charm, with indoor‑outdoor living areas, modern amenities, and panoramic views of swaying palms, turquoise seas, or peaceful waterways. Whether you choose a villa in Key Largo, Islamorada, Marathon, or Key West, your private pool becomes a serene retreat where you can unwind, swim, and entertain in complete privacy.
Ideal for families, groups, or couples seeking a refined escape, our Florida Keys villas with pools bring the perfect combination of comfort, style, and seaside tranquility to every stay.
