Hemingway Oceanfront Luxury: Pool • Marina • Views

Entire home in Marathon, Florida, United States

  1. 12 guests
  2. 5 bedrooms
  3. 4.5 baths
Rated 5.0 out of 5 stars.3 reviews
Extraordinary homes, vetted for quality.
Hosted by Star Properties
  1. 14 years hosting

Listing highlights

In Grassy Key, right on the water

Directly beside Keys Cable Park, with the Dolphin Research Center about a 5-min drive away

Private pool and beach access

A private outdoor pool open year-round, steps from the beachfront backyard

A home guests call gorgeous

Guests describe the home as gorgeous inside and out, with stunning views and cozy decor
Think Hemingway’s Keys spirit, but with a chef’s kitchen, designer interiors, and panoramic Atlantic views. This spacious 5BR waterfront retreat offers nearby marina slips, a resort-style pool, pickleball and generous outdoor living. Enjoy shoreline breezes, middle Keys sunsets, and effortless access to Marathon dining, marinas, and unforgettable ocean adventures throughout your stay. Experience the sun rising over the Atlantic and disappearing over the Gulf, all from one unforgettable location.

The space
Welcome to Casa Pilar at SeaGlass Cove

Casa Pilar at SeaGlass Cove is an oceanfront masterpiece blending timeless Cuban charm with modern Florida Keys luxury. Located within SeaGlass, Marathon’s most exclusive gated community, this brand-new residence captures the essence of island elegance and vibrant Caribbean spirit. Thoughtfully designed with curated tilework, warm wood accents, refined décor, and sweeping views of the Atlantic, this 5-bedroom, 4.5-bath retreat offers the perfect balance of sophistication and comfort.

Created for families, couples, groups, and boaters, Casa Pilar delivers spacious indoor–outdoor living, elevated finishes, and memorable gathering spaces. From the chef’s kitchen to the oceanfront terrace, every detail is designed to help guests relax, reconnect, and enjoy the Keys lifestyle in style.

🌅 Main Living Level

Bright, airy, and surrounded by ocean blues, the main living area sets the tone for your stay.

Open-concept great room with floor-to-ceiling Atlantic views

Comfortable seating area with large smart TV

Ocean-view dining area ideal for family meals

Seamless indoor–outdoor flow to the terrace

Sophisticated décor inspired by classic Havana and modern coastal design

👨‍🍳 Chef’s Kitchen

A fully equipped culinary space perfect for cooking, entertaining, and gathering.

Premium stainless-steel appliances

Large center island with bar seating

Fully stocked cookware, dishware, and utensils

Coffee maker, blender, toaster, and essentials

Elegant Cuban-inspired tilework and warm wood finishes

🌊 Oceanfront Terrace & Outdoor Living

Your private open-air sanctuary overlooking the Atlantic.

Expansive ocean-view terrace

Outdoor kitchen with grill

Lounge seating for relaxation and conversation

Ideal setting for sunrise coffee or sunset cocktails

Endless breezes and panoramic blue-water views

🛌 Bedroom Suites

Casa Pilar offers five comfortable and beautifully appointed bedrooms.
Bedrooms 1, 2, and 3 each feature king beds with private en-suite bathrooms—a rare and highly desirable layout for groups.

Bedroom 1 — Primary King Suite (Ocean View)

King bed with luxury linens

Private sunrise balcony

Spacious en-suite bathroom with dual vanities and walk-in shower

Coastal-Havana design details and warm textures

Bedroom 2 — King Suite

King bed with premium bedding

Private en-suite bathroom

Bright natural light and elegant décor

Private porch with ocean view

Bedroom 3 — King Suite

King bed with high-quality linens

Private en-suite bathroom

Stylish furnishings and serene atmosphere

Bedroom 4 — Queen + Twin Trundle

One queen bed plus one twin pull-out trundle

Perfect for families or flexible sleeping arrangements

Convenient access to nearby full bathroom

Bedroom 5

Queen bed

Comfortable, peaceful space for additional guests

Close to shared bathroom

🚿 Bathrooms

Casa Pilar includes 4.5 well-appointed bathrooms featuring modern fixtures and tasteful Cuban-inspired tilework.

Walk-in showers

Dual vanities in the primary bath

High-quality linens and essentials provided

🏊‍♀️ SeaGlass Community Amenities

Guests enjoy access to Marathon’s premier gated community amenities:

Resort-style swimming pool

Pickleball court

Scenic walkways and open green spaces

Gated entry and private, peaceful environment

⚓ Boating & Marina Access

A dream for boaters and anglers.

Nearby full-service marinas offering fuel, bait, ice, charters, and more

Quick access to ocean and bay for fishing, snorkeling, sandbars, and cruising

🛎️ Professional Management & Concierge Services

Every stay includes support from local hospitality experts.

Professionally managed by Star Properties Destinations

Full concierge options including:

Fishing and diving charters

Snorkeling and watersport experiences

Kayak and paddleboard rentals

Private chef services

Restaurant recommendations

Special occasion planning

✨ Why Guests Love Casa Pilar

Newly built with elevated finishes

Three king en-suite bedrooms

Sweeping Atlantic views throughout

Spacious indoor–outdoor layout

Luxury community amenities

Close to marinas, dining, and island excursions

Unique blend of Cuban influence and modern Keys luxury

Your stay is proudly hosted by Star Properties Destinations, the Florida Keys’ premier luxury vacation rental manager. Our local team specializes in designing seamless, elevated travel experiences with the highest standard of care and personalized service. Through our full-service Concierge Program, we can arrange nearly anything to enhance your stay — from private chefs, in-home massages, and e-bike rentals to fishing charters, snorkeling excursions, water sports, boat rentals, transportation, grocery provisioning, and professional babysitting services. Whether you’re planning unforgettable adventures or effortless relaxation, our team is here to help create a stay shaped around your interests, comfort, and style.

Managed by Star Properties Destinations LLC | Vacation Rental License VRE-19-18 | Business Tax #25230-122730

Guest access
Guests have full private access to the entire home and all included amenities—no shared interior spaces with anyone outside your group.

Full home access to all 5 bedrooms, 4.5 baths, chef’s kitchen, living areas, and oceanfront terrace

Outdoor kitchen & lounge terrace overlooking the Atlantic for sunrise coffees and sunset gatherings

Resort-style community amenities including the SeaGlass pool and pickleball court

Nearby full-service marina with boat-slip availability (up to 30’) for boating, snorkeling, and fishing adventures

High-speed WiFi throughout the home, offering very fast internet speeds ideal for streaming, remote work, and multiple devices

Gated parking and secure entry, with simple arrival instructions for a smooth check-in

Concierge support available for charters, watersports, provisioning, special requests, and more

Other things to note
At Casa Pilar, we strive to elevate every aspect of your stay. As part of this commitment, guests enjoy access to our full concierge program, offering curated experiences tailored to the Florida Keys lifestyle. Popular services include:

Fishing and diving charters with trusted local captains

Snorkeling excursions and watersport rentals

Private chef experiences and in-home dining

Provisioning services to stock the home before arrival

Special event planning, celebrations, and custom itineraries

Our team is happy to assist with arrangements prior to arrival or during your stay.

🏗️ Construction Notice

Casa Pilar is 100% complete and fully operational, but some nearby homes within the SeaGlass community are still under construction.

No construction takes place at this specific property.

Work may occasionally be visible or audible in the surrounding community.

The anticipated completion date for the overall development is March 2026.

We believe in full transparency so guests can plan with confidence.

🧼 Cleaning, Sanitization & Guest Safety

The health, safety, and well-being of our guests are of utmost importance.
For this reason, we follow a thorough hotel-standard cleaning process after every checkout, including:

Full sanitization of high-touch surfaces

Fresh linens and professionally laundered towels

Deep cleaning of bathrooms, kitchen, and appliances

Inspection by our quality-control team to ensure readiness

Your comfort and peace of mind are central to the Casa Pilar experience.

Where you'll sleep

1 of 3 pages

What this place offers

Each Luxe home is fully equipped to meet your needs, with ample space and privacy.
Bay view
Ocean view
Private beach access
Private outdoor pool – available all year, open 24 hours, heated
Kitchen

Add-ons

These can be arranged by your host at an additional cost.
Cleaning available during stay

Select check-in date

Add your travel dates for exact pricing

5.0 out of 5 stars from 3 reviews

Overall rating

  1. 5 stars, 100% of reviews
  2. 4 stars, 0% of reviews
  3. 3 stars, 0% of reviews
  4. 2 stars, 0% of reviews
  5. 1 stars, 0% of reviews

Rated 5.0 out of 5 stars for cleanliness

Rated 5.0 out of 5 stars for accuracy

Rated 5.0 out of 5 stars for check-in

Rated 5.0 out of 5 stars for communication

Rated 5.0 out of 5 stars for location

Rated 5.0 out of 5 stars for value

Where you’ll be

Marathon, Florida, United States
This listing’s location is verified.

Neighbourhood highlights

Located on quiet Grassy Key at the northern end of Marathon, this area feels like a true Florida Keys escape. It’s peaceful, relaxed, and deeply connected to the water, with palm-lined roads, salty breezes, and a small-island atmosphere. Guests enjoy a private, residential setting while staying close to everything Marathon has to offer.

The property sits beside the Keys Cable Park, a popular spot for wakeboarding and water sports, and is just minutes from the Dolphin Research Center, where you can learn about dolphins, sea lions, conservation, and local marine life. A short drive brings you to Marathon’s restaurants, grocery stores, island boutiques, local bars, and charter marinas for fishing, snorkeling, reef trips, and sunset cruises.

Grassy Key is ideal for travelers who want the best of both worlds—quiet mornings with sunrise over the Atlantic, easy access to outdoor adventures, and the convenience of Marathon just down the road. It’s a laid-back, friendly part of the Middle Keys with memorable experiences in every direction.

Popular Nearby Attractions:

Keys Cable Park (Wakeboarding) — 0 miles (directly beside the property)

Dolphin Research Center — 0.5 miles

Curry Hammock State Park — 3 miles

Florida Keys Aquarium Encounters — 6 miles

Marathon grocery, shops & dining — 6 miles

Seven Mile Bridge scenic overlook — 8 miles

Sombrero Beach (public beach & park) — 10 miles

Turtle Hospital (rehab & education) — 10 miles

Key Colony Beach golf & parks — 7 miles

Meet your host

Host
557 reviews
4.62 out of 5 average rating
14 years of hosting
My work: STAR Properties Destinations, Florida Keys Real Estate Experts and Property Manager
Lives in Key Largo, Florida
Star Properties Destinations is a full service property management and vacation rental hosting company. Our professional and hard working team live and work in the Upper Florida Keys, the islands of Key Largo and Islamorada. We are ready to help you not only book your vacation rental but to experience the vacation of your dreams through our extensive local knowledge. It is our goal to ensure your vacation is the absolute best it can be at any one of our Star destinations. We hope to see you return year after year. Please contact us directly if you have any questions or if you are not finding what you are looking for. We love to travel and enjoy life in the Florida Keys! There is so much to do here we feel like we are on vacation just by stepping outdoors! Thinking of making a permanent move? Dedicated Realtors® are ready to serve you, at our big sister company, Better Homes and Gardens Real Estate Destinations. Visit our website for all of your buying or selling needs from Key Largo to Key West. Concierge services available (for a fee!) at all of our listings. Book with us to make your stay easier and more enjoyable. We want you to enjoy the destination much more than the road it took to get here! Message us to request anything you want or need, and we will do our best to accommodate, Including baby furniture and amenities, groceries, watersports activities and even personalized chef experiences! All services are based on availability, inquire early!

Host details

Response rate: 100%
Responds within an hour
To help protect your payment, always use Airbnb to send money and communicate with hosts.

Things to know

Cancellation policy
House rules
Check-in: 4:00 pm - 12:00 am
Checkout before 10:00 am
12 guests maximum
Safety & property
Exterior security cameras on property
Carbon monoxide alarm
Smoke alarm