Islamorada Oceanfront Vacation Rental - Florida Keys Luxury Waterfront Home

Property number 1094551

Platinum Entire home Isla Morada, Florida All The Florida Keys rentals
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Property number 1094551

CALL A VILLA SPECIALIST941.900.4552

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Starting rate
$1,596 / night
Minimum stay: one month

Rates can change with dates, length of stay, guest count, season, demand, promotions, fees, and management flexibility. A Villa Specialist will confirm the current total and any applicable mandatory fees and taxes.

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Islamorada Oceanfront Vacation Rental - Florida Keys Luxury Waterfront HomeThe Florida Keys · Property #1094551This home is automatically attached to your inquiry.

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Rates and availability are confirmed for your dates. No particular rate or savings is guaranteed.

Entire home in The Florida Keys

Privately owned, professionally managed

5 bedrooms
3 bathrooms
Sleeps 12
On the beachFiled as a beachfront property in The Florida Keys.
Full ocean or Gulf viewThe water is in view from the property.
Private poolA pool for the use of this property only.
Room for 125 bedrooms, so the whole party stays under one roof.

About this home

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.

What this place offers

14 features listed by the management company.

Inside

Ceiling Fans
Air Conditioning
Fully Equipped Kitchen
Breakfast Bar
Top of the Line Appliances

Outside

Boat Dock
Full Ocean / Gulf View
Located on Beach
Outdoor Grill
Patio
Private Outdoor Pool (Not Caged)
Multiple Balconies

House rules

No Vaping
No Pets

Where you’ll sleep

Bedroom 1King bed
Bedroom 2Queen bed
Bedroom 3Queen bed
Bedroom 4Queen bed
Bedroom 52 Sets Bunk Beds

Emerald Kite’s Assessment

Our independent expert assessment of this property, scored out of five.

Not a guest rating or review. Emerald Kite assesses properties independently using our own standards. The Interior score reflects the furnishings and interior quality only—not the price, view, or location.

Location 5/5
Interior decor 5/5
Distance to the beach 5/5
View 5/5
On-call management 5/5

Before you book

What does this property cost?

The owner publishes a starting rate of $1,596 per night, with a minimum stay of one month. Rates move with the season and the length of stay, so call and we will price your exact dates.

Can I book this home online?

No, and that is deliberate. Emerald Kite books by phone so that a specialist who knows The Florida Keys can confirm what is genuinely available on your dates and check the home suits your group before anything is committed.

Who looks after the property during our stay?

An established local management company. It is responsible for cleaning, maintenance and guest support while you are there, and your Emerald Kite agent stays reachable for the duration of the stay.

Can we bring a pet?

No - this property is filed as not accepting pets. Use the pet-friendly filter on the The Florida Keys page to see homes that do.

When can we check in?

Check-in and checkout times vary by property. Your Villa Specialist will confirm both times, along with the arrival instructions, for this home before your stay.

Booking with Emerald Kite

What you get that a listing site does not

Professionally ManagedPrivately owned and locally managed by a professional cleaning, maintenance, and guest support team during your stay.
A Concierge, at No ChargeOur complimentary VIP concierge service team assists with organizing an array of activities, along with villa pre-stocking and in-property dining and services.
Rate AdvantageOnce your luxury accommodation is selected, a Villa Specialist can contact the home's management team or owner and try to obtain the best available rate for your dates.
Personalized ServiceWhy book online when you can discuss your requirements with your own knowledgeable local accommodation specialist?
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