Florida Keys Oceanfront Vacation Rental Grassy Key Beachfront Home with Pool & Private Beach

Bedrooms: 4    Bathrooms: 4    Sleeps: 10    Save to Favorites

  • Property 1080717
  • Gold (4 Star)
  • The Florida Keys
  • Privately Owned Professionally Managed®
  • Minimum Stay: One Week
  • Average Rate: $1,123/Night
  • Rates do not reflect taxes and fees and are subject to change without notice.
  • Location: 5 Stars
  • Interior Decor: 4 Stars
  • Distance to Beach: 5 Stars
  • View: 5 Stars
  • On-Call Management: 5 Stars

Why Book with Emerald Kite?

Your vacation deserves more than a gamble! When renting with private owner listing platforms it's easy to miss critical details about a property. You may end up in a home that doesn't suit your needs.

Emerald Kite provides detailed, one-on-one consultations BEFORE booking to discuss the property, proximity to attractions, and special requirements.

Why settle for less?

Call Our Local Agent

USA: 941.900.4552

Intl: +1 941.900.4552

7 Days a Week 9am - 10pm EST



Florida Keys oceanfront vacation rental seekers will fall in love with this Grassy Key beachfront home, where tropical serenity meets barefoot luxury. This stunning four-bedroom, four-bath escape offers guests a rare treat in the Keys—a private sandy beach just steps from the door. Bask in the warm Southeast exposure with sunshine from morning to evening, enjoy refreshing swims in the private pool, or explore the calm turquoise waters on one of the included kayaks. Surrounded by lush palms and panoramic ocean views, this home captures the essence of island living, offering the perfect balance of privacy, relaxation, and adventure for families, friends, or couples seeking an unforgettable Florida Keys getaway. Nestled within vibrant tropical landscaping, this elegant home showcases classic coastal design blended with modern comfort. The covered porches welcome guests with the scent of salt air and the sound of gentle waves rolling ashore. Inside, an open floor plan bathed in natural light creates an inviting atmosphere. With tile flooring underfoot and ocean views from nearly every window, this property brings the outside in, allowing you to fully embrace the tranquil rhythm of island life. The spacious living area is the heart of the home—an airy gathering space perfect for relaxation or socializing after a day on the beach. Two plush sofas frame the entertainment area, where guests can enjoy cable TV or stream their favorite shows. The décor is coastal-inspired, with soft, sandy tones and ocean-blue accents that mirror the scenery outside. Ceiling fans and central air conditioning keep the space cool and comfortable throughout the year. The fully equipped kitchen is designed for both functionality and enjoyment. With stainless steel appliances, a central island breakfast bar, and plenty of counter space, meal preparation becomes a breeze. The adjoining dining area features large windows overlooking the water, making every meal an experience to remember. Whether you’re brewing morning coffee or hosting a sunset dinner, this open-concept layout ensures you’re always connected to the home’s stunning natural surroundings. This Florida Keys oceanfront vacation rental features four comfortable bedrooms designed to accommodate up to ten guests. The first-floor primary suite offers a King bed and ensuite bath, while the second-floor primary suite features a King bed, a cozy sofa bed, and a private bathroom. Another King bedroom provides a peaceful retreat, and the fourth bedroom—furnished with two Twin beds—is ideal for children or additional guests. Each bedroom includes a TV, soft linens, and serene coastal décor for restful nights and sunny morning wake-ups. Outdoor living is where this Grassy Key beachfront home truly shines. The fenced pool terrace offers the perfect blend of shade and sunshine, surrounded by loungers, umbrellas, and a gentle ocean breeze. The private beach invites guests to dig their toes into the soft sand, take in the endless views, or launch a kayak for a quiet paddle over the crystal-clear shallows. With tables, chairs, and ample space for al fresco dining, the property is an ideal setting for long afternoons that stretch into colorful Florida sunsets. Families will appreciate the thoughtful amenities that make traveling with children effortless. A high chair, booster seat, pack ’n play, baby gate, and a collection of toys and games are all provided for younger guests. The home’s washer and dryer make it easy to keep beachwear fresh, while strong Wi-Fi and multiple TVs ensure entertainment for everyone, rain or shine. Every detail has been designed to make this home a stress-free and relaxing escape. For boating enthusiasts, convenience is key. Grassy Key Marina, located less than a quarter-mile from the home, provides docking options and a handy convenience store for all your on-the-water needs. This makes it easy to spend your days fishing, snorkeling, or island-hopping across the Keys, with your boat just moments away. Whether you’re exploring the open ocean or simply lounging on your private shore, adventure awaits in every direction. Beyond your private oasis, you’ll find the heart of the Florida Keys within easy reach. Marathon is just a short drive away, offering excellent dining, shopping, and local attractions such as the Dolphin Research Center and Sombrero Beach. Travel a little farther south to reach Key West, where colorful architecture, vibrant nightlife, and unforgettable sunsets at Mallory Square await. Every moment in the Keys offers something special—from the stillness of the morning tide to the sparkle of starlit evenings. As day turns to night, return to your peaceful retreat on Grassy Key, where gentle waves lap at the shore and the moonlight glimmers over the ocean. Whether you’re sipping a drink by the pool, stargazing from the porch, or listening to the rhythm of the sea, this beachfront home delivers the magic of the Florida Keys with every breath of ocean air. Emerald Kite has been welcoming visitors to Grassy Key and the Florida Keys for over 20 years. We provide one-on-one assistance via our dedicated phone line, where you can discuss this property or explore other Florida Keys vacation rentals available for your preferred dates. All guests are VIPs and enjoy complimentary concierge services before and during their stay, ensuring a seamless and memorable Florida Keys experience.

Available! Call Local Agent - 941.900.4552

Note: Rentals are a minimum of 7 nights, from Saturday to Saturday.

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Photo Disclaimer: Images represent the overall interior and furnishings of a property at the time photographs are taken. Owners do and will continue to decorate and change furnishings, beds, etc. at their discretion and these updates/changes may not be reflected. Views of the property's closest beach, mountain or ski areas may also be represented, however, these images may not reflect the view from the actual accommodation. Views from the property may be limited by natural tree growth outside of our control.