Skip to content

LUXURIOUS FLORIDA KEYS VACATIONS

brought to you by Vacation Rentals of the Florida Keys

Experience the perfect blend of comfort and luxury. Our properties are complete with a variety of amenities and features such as: boat dockage, fully stocked kitchens, all linens and towels, private heated pools, wireless internet and Cabana Club privileges. Whether you come to fish, bask on the beach, dive or just relax island style, Vacation Rentals of the Florida Keys has the perfect Florida Keys vacation rental for you and your group!

Discover Your Perfect Stay

Book with Vacation Rentals of the Florida Keys today and we will help you plan your trip every step of the way!

Morton Manor - Marathon

Experience the perfect blend of luxury, comfort, and privacy at this stunning estate. Featuring a main house, 2 charming bungalows, private pool, pickleball court, tiki huts, dockage, and more. Designed to ensure relaxation and entertainment.

  9       7.5    24 

Luxurious Fantasea - Duck Key

Experience Tropical Elegance and Luxury. A breathtaking tropical retreat that redefines sophistication and charm. Step inside and immerse yourself in a world of grandeur. The outdoor space rivals a private resort.

  6       5.5    14 

Frigate's Nest - Little Torch Key

This extraordinary waterfront retreat is a perfect blend of luxury, comfort, and stunning open water views, offering an unforgettable escape. Step inside to a tastefully designed interior that merges modern elegance  with laid-back charm.

  8       8    16 

Summerland Serenity

An exceptional waterfront estate designed for refined Florida Keys living. Thoughtfully curated for extended stays, this exclusive retreat blends modern coastal elegance, effortless accessibility, and resort-style amenities.

  5       5.5    12 

Casa Mare - Marathon

A spectacular luxury oceanfront estate offering a true five-star resort experience in the heart of the Florida Keys. Situated on a private 1.1-acre gated property with 120 feet of white sandy beachfront with infinity pool and breathtaking views.

  5       6.5    12 

Duck Key Tarpon House

Exquisite Home on Duck Key. There is a nice heated pool with an outdoor living space TV and Grill area, a Bar and fantastic views of the channel.  There is a Tiki Hut at the dock with a large fish cleaning station.

  8       8    16 

Serenity - Marathon

Enjoy life at Serenity with unobstructed views of the Vaca Cut from this amazing home! Located on the ocean side, it’s the perfect place to create memories on your vacation. The pool deck has a covered patio boasting a 16’x30′ pool.

  5       4    12 

Blue Paradise - Marathon

Your Dream Getaway in the Heart of Sombrero! Escape to luxury and comfort in this stunning new construction that redefines vacation living. Outside, the fun never stops. Lounge by the pool and enjoy the BBQ and full kitchen area.

  5       5    12 

Dolphin Oasis - Marathon

Welcome to your private tropical paradise in the Florida Keys. Located on two spacious lots, Dolphin Oasis offers exceptional privacy, lush tropical grounds, and plenty of room for your group to relax, explore, and enjoy island living.

  5       3    12 

Sunrise Getaway - Marathon

Designed with elegance and comfort, this private, gated two-story home is perfect for families, executives, and vacationers looking for a luxurious retreat. Wake up to breathtaking ocean views and indulge in the finest amenities.

  5       3.1    12 

Blue Water is Calling - Marathon

Experience the beauty of the Caribbean right here in the Heart of Marathon! This spacious and modern home is perfect for those seeking adventure and relaxation. Pool is on the same level as living areas with a gated backyard and pool deck.

  5       3    12 

Sombrero Beach Sands - Marathon

This beautifully appointed home offers 2,656 square feet of thoughtfully designed living space. This home is immaculately curated with high-end furnishings, tasteful wall art, and luxurious linens. It is nothing short of a dream come true.

  5       4    12 

Turtle Crawl - Long Key

A breathtaking oceanfront estate where upscale design meets barefoot luxury island living. This private luxury retreat sits on nearly one acre of pristine tropical paradise, featuring a real sandy beach and direct boating access.

  5       5    12 

Mockingbird Cove - Marathon

A stunning luxury waterfront retreat in the heart of Marathon, Florida Keys, where breathtaking sunsets and effortless island living await. Step outside to your private tropical oasis featuring a heated/chilled resort-style pool.

  5       5    12 

Sunrise Paradise - Marathon

This stunning property is an upscale, top of the line retreat, with elegant furnishings, a large outdoor entertaining space, and so much more. This house has spared no expense in being its very own paradise; you will never want to leave!

  4       4    10 

Sombrero Beach Luxury Retreat

This stunning property is an upscale, top of the line, out of this world retreat with elegant furnishings, This house has spared no expense in being your very own paradise, you will never want to leave!

  4       4    10 

Oceans 11.3 - Marathon

Oceanfront White Sand Beach Home with a dock for your boat and Ocean views from practically every room. Modern new furnishings. Your Florida Keys Vacation Dreams are here! 12X24 pool is private with lush vegetation.

  4       3    10 

Sea Forever - Marathon

stunning luxury waterfront retreat with breathtaking views of the Atlantic Ocean. This home has a private heated pool, a brand-new Tiki Hut, and a dock for your boat with prime access to world-class fishing and boating.

  4       3    10 

Coco Cay House - Marathon

This stunning waterfront home offers modern luxury, breathtaking open-water views, and direct ocean access, making it the perfect destination for boating enthusiasts, anglers, and families seeking a memorable island vacation.

  4       3    10 

The Katch - Marathon

An updated and tastefully decorated interior, chef’s kitchen, and clean, well-lighted area to entertain indoors and outdoors. The 150 ft concrete dock, a direct oceanfront, a screened-in porch, and serene views of the Atlantic.

  4       4.2    13 

Duck Key Come Back Shack

Beautifully appointed home with Open Floor plan. Cathedral ceilings and views from every room of the ocean. The house has a huge yard for privacy, and a swimming pool and Tiki Hut, plus a putting green. This home sits on the ocean.

  3       3    6 

Beachy Keen - Marathon

This home is just one house up from the white sands of Sombrero Beach. The outdoor spaces are as beautiful as the indoor spaces. Beautiful pool with concrete sundeck. Deep water dockage with ocean access includes a 60-ft dock.

  3       2    8 

Shangri La - Marathon

Welcome to Shangri-La – Your Luxurious Retreat in the Florida Keys! Shangri-La is a serene paradise that combines the best of both worlds – a tranquil retreat and an outdoor playground for water sports, fishing, and diving enthusiasts.

  3       3    8 

Sip Slidin' Hideaway - Key Colony Beach

Slide into vacation mode at this stunningly renovated waterfront home, perfectly located with direct access to both the Atlantic Ocean and Gulf. Private, fenced backyard with a heated pool and tropical grotto with a built-in water slide.

  3       2    8 

About Vacation Rentals of the Florida keys

Your Expert Source for Florida Keys Vacation Rentals


Locally owned and operated, Vacation Rentals of the Florida Keys’s team will assist you in finding the perfect vacation rental home, villa or condo. Regardless of the size or makeup of your group, we have a rental property to meet all your needs and desires in every price range. We offer weekly vacation rentals, monthly vacation rentals and seasonal rental properties. Planning to bring your dog along? We have gorgeous pet friendly homes in the Florida Keys for you and your family to enjoy with your furry friend!

Florida Keys Vacation Rentals

Dreaming of your next island getaway? Make that dream a reality when you book your next Florida Keys vacation rental with Vacation Rentals of the Florida Keys! We have properties ranging from Key Largo to Key West. Majority of our properties are nestled in Marathon.

The city of Marathon is nestled in the center of the Florida Keys island chain – just one hour from Key West and Key Largo. This collection of keys offers white sand beaches and beautiful, warm weather for the ultimate in relaxation. Our Marathon vacation rentals are situated just minutes from the best the city has to offer – many even have private docks, pools and gulf views! A great way to get the feel of an exotic vacation while staying in the United States, by staying close to home, you will save money on airfare that you can spend making this vacation as luxurious as possible!

Book with Vacation Rentals of the Florida Keys today and we will help you plan your trip every step of the way! From the moment you book with our state of the art, secure, online reservation system until you return home! Vacation Rentals of the Florida Keys’s Team is available to assist you with all of your vacation plans!

Your Vacation Rental Partner

We specialize in unforgettable Florida Keys getaways, offering handpicked vacation rentals that combine comfort, style, and stunning island views. Whether you’re dreaming of a beachfront escape or a cozy Key West cottage, our team ensures every stay is seamless, relaxing, and full of island charm.

EXPERIENCE THE KEYS

Fun Activities & Attractions throughout the Keys
LEARN MORE...

HOMES FOR SALE

Explore Florida Keys Neighborhoods and Listings
LEARN MORE...
Back To Top
Verified by MonsterInsights