Islamorada Oceanfront Vacation Rental - Florida Keys Luxury Waterfront Home

  • Property 1094551
  • Platinum (5 Star)
  • The Florida Keys
  • Privately Owned Professionally Managed®
  • Minimum Stay: One Month
  • Average Rate: $1,596/Night
  • Location: 5 Stars
  • Interior Decor: 5 Stars
  • Distance to Beach: 5 Stars
  • View: 5 Stars
  • On-Call Management: 5 Stars

Call Our Local Agent

USA: 941.900.4552

Intl: +1 941.900.4552

7 Days a Week 9am - 10pm EST

Available! Call Local Agent - 941.900.4552

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

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Property Features

Florida Keys vacation rentals and Islamorada oceanfront rentals are highly sought after by travelers who want to combine luxury, privacy, and direct waterfront access. This exceptional five-bedroom, three-bathroom home offers breathtaking panoramic views over Florida Bay, providing an unforgettable backdrop for your stay in the Keys. Perfectly located on Lower Matecumbe, the property offers both easy access to the world-famous Everglades and direct routes through the Channel 5 Bridge to the Atlantic Ocean. Guests can enjoy a blend of adventure and relaxation, with fine dining, shopping, and outdoor activities just minutes away. Whether you’re here for sportfishing, boating, or simply to unwind by the water, this stunning Islamorada retreat offers a one-of-a-kind island experience with the comfort and elegance of a private estate. Upstairs, the property showcases an open-concept design with floor-to-ceiling impact windows that bring the beauty of the outdoors inside. The expansive living space is filled with natural light and panoramic water views, creating a seamless connection between interior comfort and the natural splendor of the Keys. The gourmet kitchen is a highlight, featuring modern appliances, sleek finishes, and ample counter space for preparing meals. Whether you are a seasoned chef or prefer casual island-style cooking, this space allows for effortless entertaining while overlooking the sparkling waters of Florida Bay. The master suite is designed as a private sanctuary, offering a king bed, en-suite bathroom, generous closet space, and direct balcony access to the pool area. Each morning begins with serene waterfront views, while evenings bring soothing sunsets that can be enjoyed right from your private terrace. Additional upstairs bedrooms offer luxurious accommodations with unique character, comfortable furnishings, and beautiful views. Downstairs, guests will find a separate living area complete with two additional bedrooms and a full bathroom, ideal for multi-generational families or groups needing both space and privacy. Outdoors, the property transforms into a private tropical oasis. A sparkling heated pool sits just steps from the shoreline, while a 30-foot stretch of beach provides the perfect setting for lounging in the sun. The spacious covered patio features comfortable seating areas where guests can relax in the shade and savor the views of the turquoise waters. Outdoor dining is elevated with a Fisher & Paykel grill, perfect for preparing fresh seafood or island-inspired meals. Guests can also enjoy the luxury of two professional margarita-making machines, ensuring every gathering by the poolside feels like a celebration. Water enthusiasts will delight in endless opportunities to explore the surrounding waters. Paddleboarding, kayaking, and snorkeling are all just steps away, while boating adventures can take you to the historic Alligator Lighthouse, a local landmark surrounded by incredible marine life. Islamorada is renowned as the Sportfishing Capital of the World, offering anglers access to both backcountry and deep-sea fishing. For those seeking a slower pace, boutique shops, art galleries, and world-class dining await in nearby downtown Islamorada. This oceanfront retreat captures the essence of Florida Keys living, combining luxurious amenities with the laid-back island lifestyle. Whether you’re seeking adventure on the water, quality time with loved ones, or quiet moments watching the sunset, this home delivers an unforgettable vacation experience in Islamorada. Emerald Kite has been welcoming visitors to the Florida Keys for over 20 years. We provide one-on-one assistance on our phone line where you can discuss this property or explore alternate options in Islamorada that may be available for your travel dates. All guests are treated as VIPs and will receive complimentary concierge services before and during their stay.

Beds & Bathrooms

  • 5 Bedrooms
  • Maximum Occupancy: 12
  • King Bed in Bedroom 1
  • Queen Bed in Bedroom 2
  • Queen Bed in Bedroom 3
  • Queen Bed in Bedroom 4
  • 2 Sets Bunk Beds Bed in Bedroom 5
  • 3 Bathrooms

Indoor Amenities

Temperature Control

  • Ceiling Fans
  • Air Conditioning

Kitchen

  • Fully Equipped Kitchen
  • Breakfast Bar
  • Top of the Line Appliances

Outdoor Amenities

View

  • Full Ocean / Gulf View
  • Patio
  • Multiple Balconies

Beach Access

  • Located on Beach

Activities, Relaxation & Fitness

  • Boat Dock
  • Private Outdoor Pool (Not Caged)

Other Outdoor Amenities

  • Outdoor Grill

We invite you to call our Emerald Kite accommodation specialist who will be delighted to share more about this lovely home away from home or ask about other similar vacation accommodations open for your travel dates.

Complimentary Concierge Services:

Emerald Kite Guests receive complimentary concierge services prior to and during your arrival. Guests will enjoy access to our professional concierge staff who will be delighted to make dining reservations, as well as provide information on events & local activities.

Hospitality by Emerald Kite

Extra Services: (Fees & Advance Notice Required)

Pre Villa Stocking

Airport/Accommodation Transfers

Private Driver

Private Flight/Jet Charter

Private Chef & Additional Staffing

Private Tours

White Glove Errand Services

In-Home Spa & Beauty Services

In-Home Tai Chi/Yoga/Pilates Instruction

Luggage/Sport Equipment Shipping

Emerald Kite's Care Housekeeping:

As one of the world's leading Luxury Villa companies our guests safety and comfort is paramount. All Emerald Kite properties are serviced and maintained by professional local, licensed staff and every home is impeccably cleaned to the highest standard.

House Rules:

No Smoking and No Vaping

No Events or Parties Without Written Approval

Morning / Evening Noise Ordinances

Minimum Occupancy Includes Infants

Check-In May Require Photo ID

Minimum Age for Making Reservation

Additional Fees/Taxes May Apply

How to Reserve this Property?

If you would like more information regarding this exceptional accommodation we invite you to call our Emerald Kite Accommodation specialist who will be happy to provide even more details on this and other similar rentals available for your travel dates.

USA: 941.900.4552

Intl: +1 941.900.4552

7 Days a Week 9am - 10pm EST

Privately Owned Professionally Managed®

Our portfolio of homes are Privately Owned & Professionally Managed® by a local first-class team which includes housekeepers, maintenance staff, pool service and 24-hour Emergency Services. For your next visit be assured of the finest service, guaranteeing a world class vacation experience.

Our professional travel staff will strive to provide a seamless vacation experience with memories that will last a lifetime. Call our expert staff today.

Local housekeeping and maintenance service on call

Your local Emerald Kite agent is at your service for the duration of your stay

Our local agent has viewed and verified ownership of this rental

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.