Florida Keys Vacation Rentals
Featured Homes
The perfect tropical oasis after a day of sun and fun in the Keys. A place for the solitary spirit to relax and rejuvenate amid Key Largo's natural environment.
The epitome of romantic, your private two-story retreat features a charming loft-style bedroom with wrap around porch. A popular choice among honeymooners, enjoy time together in a cottage design with newlyweds and married couples celebrating an anniversary in mind.
Escape to solitude in our expansive suites. Revel in the largest oceanfront rooms in the Florida Keys with a palatial 840 square feet of living space. Bask in stunning panoramic views of the azure Atlantic through floor to ceiling glass walls.
Find true tropical solitude in the largest room in the Florida Keys, clocking in at 840 square feet. Take in soothing views of the luxuriant grounds through a wall of windows. In the evening enjoy a cocktail on your private lanai or soak under the stars in the romantic open-air soaking tub with dramatic overhead tub filler.
Encircling the Tahitian-inspired "Spa Island,” with views of the cascading waterfall, sparkling lagoon, quaint wooden foot bridges, and meandering streams, these inspired Islamorada suites feature a private screened balcony, dark mahogany furnishings, elegant tropical artwork, and a palm leaf ceiling fan. Luxuriate in exquisite marble bathrooms featuring an oversized soaking tub, separate glassed-in rain shower with massaging jets, and downy soft bathrobes.
These spacious 681 square foot suites are an oasis of luxury, featuring a private screened balcony, dark mahogany furnishings, elegant tropical artwork, and palm leaf ceiling fan. The spacious master bedroom features a premium pillow-top king bed with fine linens and down comforter and a marble bathroom with oversized soaking tub and separate glassed-in rain shower with massaging jets.
These charming Marathon FL accommodations feature two-level living ideal for up to four people. The beautifully proportioned first floor features a fully equipped gourmet kitchen, separate dining area for four, half bath and living room with 42-inch wall mounted plasma TV, premium cable and wireless internet
This charming two-bedroom beachfront house sits directly on the beach. Enjoy spectacular beachfront views of the Gulf of Mexico from the 1st floor porch off the living area and 2nd floor balcony off the master bedroom
Welcome to Playa 3, a charming two-story beach house sitting directly on the beach with spectacular views of the Gulf of Mexico in Marathon, Florida Keys.
Welcome to Playa 3 Waterfront, a charming two-story beach house set directly on the shores of the Gulf of Mexico in Marathon, Florida Keys.
Welcome to Playa 3 Water View, a charming two-story beach house set amid lushly landscaped grounds in Marathon, Florida Keys.
Keys Oceanfront Townhome is a spacious waterfront vacation rental in Key West, Florida. Set within one of the Florida Keys' most sought-after waterfront resortsthis three-bedroom retreat provides an exceptional base for exploring the vibrant charm of Key West.
Discover luxury in our three-bedroom garden view villa which includes a spacious guest room with two queen beds, along with an adjacent suite featuring a king master bedroom and a top floor queen bedroom. The villa has a shared main entrance.
Designed to provide you with a true taste of Florida Keys living, you’ll flip for this incredible two-story Florida Keys-styled villa. With an open floor plan living space, larger family and friend groups will enjoy relaxing together in the spacious living area or retire to one of the 3 private master bedroom.
Evershore is a stunning waterfront vacation rental in Key West, Florida, offering the perfect balance between relaxation and elevated coastal living.
Mastway House is a waterfront luxury vacation rental in Key West, Florida, offering private dock access and resort-style amenities.
Capmar House is a luxury vacation rental in Key West that combines relaxed island living with the comfort and privacy.
Welcome to Spindrift House, a stunning waterfront vacation villa in Key West, Florida with pet-friendly fenced yard. This is a beautiful, private and functional vacation property, suitable for larger families or couples travelling together.
Waterlane House is a stylish waterfront vacation rental in Key West, Florida with Maarina dock slip.
Seagate Estate is a luxury vacation rental in Key West, offering private dock access, a private pool, and an exceptional setting.
Aquaria House is a stunning luxury vacation villa in Key West, Florida, offering private and waterfront vacation escape for the whole family.
Springtide is an elegant waterfront luxury vacation rental in Key West, Florida, offering a sophisticated island retreat with coastal design.
When you think of a family retreat, the Conch Villa should immediately come to mind. Spacious luxury is the theme of this sensational 4-bedroom/4-bath, two-story villa steps away from our pristine figure-eight pool provides you with a true taste of Florida Keys living.
Mirador House is a stunning waterfront vacation villa in Key Haven Estates, Florida offering 5 bedrooms, a heated pool, and a private dock for 16 guests.
Suncoast is a stylish waterfront vacation rental in the Florida Keys, designed for travelers seeking true island living with direct water access.
This 5 bedroom, 5 bath grand villa offers contemporary island ambiance and panoramic bay views. It is truly an exquisite tropical island retreat!
Catchlight House is a stunning waterfront vacation villa in Key Haven Estates, Key West, Florida, offering 6 bedrooms, a heated pool, and a private dock for 16 guests
Windrose House is a stunning vacation villa in Key West, Florida, featuring a heated pool, private dock, fire pit, and gated yard steps from the water.
Joyrise House is a stunning luxury vacation villa in Key Haven, Florida, located just minutes from Key west and all local attractions.
Floralee is a beautifully designed luxury vacation rental in Key West, Florida, offering an elegant and contemporary coastal style retreat.
Palmgale is a stylish and luxury vacation rental in Key West, Florida, designed for travelers seeking a refined island escape.
Welcome to Ebberly House, a luxury vacation villa in near Key West, Florida, offering a heated pool and amazing outdoor space.
Greenmoor is a sophisticated luxury vacation rental in Key West, Florida, offering an elevated vacation escape and coastal setting.
Altair House is a stunning vacation villa in Key Haven Estates, Florida, offering expansive outdoor areas and amazing amenities.
Crestwood House is a stunning 6-bedroom vacation villa in Key Haven Estates, Key West, amazing amenities and holiday escape.
Keys Luxury Hideaway is a vacation rental in Marathon, within the Florida Keys easy to reach from Miami Airport.
Fairhaven is a waterfront vacation rental in the Florida Keys, offering a stylish retreat just minutes from the vibrant atmosphere of Key Wes
Sunray House is an exceptional luxury waterfront vacation rental in Key West, Florida, offering an elevated island escape designed for large groups.
Larkshine House is a stunning 8-bedroom vacation villa in Key West, Florida, offering a heated pool, private dock, and luxury amenities for up to 18 guests
Shellstone House is a stunning vacation villa in Key Haven Estates, Florida offering amazing vacation escape for up to 16 guests.
Tidelands House is a stunning waterfront vacation villa in Key West, Florida, offering expansive indoor spaces and landscaped gardens.
Dreamside House is a stunning waterfront vacation villa in Key Haven, Key West, FL, offering 8 bedrooms, a heated pool, and a private dock for 16 guests
Starboard House is a stunning 8-bedroom vacation villa in Key Haven Estates, Key West, offering waterfront living, a heated pool, and private dock for up to 20 guests.
Paradise Lodge is an amazing combination of natural beauty and stunning ambiance. From the tropical setting in one of Florida's most sought after destinations in the Key Largo Area, with private beach and dock, this is where the world ends and magic begins.
Two private waterfront homes, two pools, and endless opportunities for connection make Ebberly Estate in Key West's most distinctive luxury vacation rentals
Two exceptional waterfront vacation homes come together to create Joyrise Fairhaven, a private Key West vacation rental estate.
Unique Key Largo estate offers 6 individual villas and two swimming pools on the Florida Bay. Our stilt-style villas are designed to provide you with a true taste of Florida Keys living.
The Florida Keys, a wonder of natural wonders, a line of tiny islands strung together like a pearl, each one unique and each one drawing its own crowds. The Florida Keys is mainly known for its Wild Fantasy Festival
, which is usually held near Halloween. Yet, the Florida Keys has long been a draw for all kinds of people seeking a “US” based “Caribbean Style” destination. The temperatures here are always warm and sunny and there is always lots to do if you enjoy the nautical lifestyle.
Of all the wonderful things to do and islands to visit, most people like the Island of Islamorada, Key Largo, Florida Keys, and Tavernier. These are places that people are familiar with and you can bet that people flock here during the winter time. There are really only two main ways to get there, you can fly into Florida Keys International Airport and rent a car and drive around or you can drive down from Miami. The drive down to the Keys is what most people usually like to see the 7 Mile Bridge
, it’s a bridge that one has to admire truly floating you over the ocean as you are left to the elements. The most amazing photos are usually taken from this very spot as children, parents, friends and family alike gaze over at the connecting island in the distance. This is truly not a drive for those who do not love bridges, for most however it’s a true majestic drive.
Once you begin your drive you can stop at the local shops and great seafood restaurants. Some of our favorites include:
Snappers
Café Largo
Most people love to go to the Keys to enjoy nature, while you are driving you can also stop off at the Dolphin Cove
for some one on one with the wildlife, you’ll be given and lesson and then you’ll get to swim with the dolphins.
As you make your way down to the furthermost point, Florida Keys becomes the place to unwind, walk in your sandals day and night and think about nothing but the beaches.
Duval Street
is a favorite of Florida Keysers, enjoy live bands, foods, café’s , and lots of great times. We offer beachfront villas as well as oceanfront villas. Remember that the Keys is not like most other areas, the beaches are not expansive, but they are very cozy for families and friends. You’ll also find some pet friendly beaches as you make your way down.
The best time of year to go is during the winter, from November through June 30th, but many Europeans enjoy the summer months as well. During the summer you can find the best deals on these holiday homes.
