Luxury rentals in Key Colony Beach

Find and book unique accommodation on Airbnb

Top-rated luxury holiday rentals in Key Colony Beach

Guests agree: these stays are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1
Luxe
Home in Marathon
5 out of 5 average rating, 3 reviews

Hemingway Oceanfront Luxury: Pool • Marina • Views

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.

Luxe
Home in Marathon
4.2 out of 5 average rating, 5 reviews

New Waterfront Luxe: Pool-Spa-Dock-Beach-Gulf View

The Gulfside Retreat is the perfect tropical luxury location to unwind in the sun, enjoy endless activities, and stay a while. This 4-bedroom, 5-bathroom 1.5 acre Gulf-front home offers the ideal private resort experience. Our home features an open layout with massive outdoor space and amazing Gulf views. You will have your own private beach, boat dockage, protected lagoon, and a long private pier to enjoy the gulf breezes. Plus, easy access to the oceanside in minutes by boat via the Vaca Cut.

Luxe
Home in Marathon
4.67 out of 5 average rating, 3 reviews

Oceanfront Mangrove Manor at SeaGlass Cove FL Keys

Mangrove Manor at SeaGlass Cove is a luxury oceanfront retreat in Marathon, Florida. This modern five-bedroom home features panoramic Atlantic views, refined coastal interiors, and seamless indoor-outdoor living. Sleeps twelve with a chef’s kitchen, ocean-view terrace, and access to resort-style amenities including a pool and pickleball courts. Located near marinas, dining, boating, fishing, and snorkeling, with concierge services for charters and private chefs. Perfect for relaxed Keys escapes.

Luxe
Home in Marathon

The Pearl at SeaGlass Cove Waterfront Luxury Home!

Welcome to The Pearl at SeaGlass Cove, a professionally designed waterfront retreat in Marathon. This modern coastal home features refined interiors, curated finishes, and serene water views throughout. Known as the true gem of the SeaGlass community, it offers seamless indoor outdoor living and elevated comfort in a relaxed island atmosphere. Perfect for families or groups seeking luxury, style, and an unforgettable Florida Keys escape in an exclusive gated oceanfront setting with water views.

Luxe
Home in Marathon

The Sea Glass House~LUXoceanfront Pool~Dock~Views

The Sea Glass House is a Luxury Exclusive Oceanfront Treasure with more than 100’ of dock and stunning ocean views from virtually every room. Located perfectly in the Middle Keys with direct access to the Atlantic Ocean and the Gulf of Mexico. With unlimited supplies provided, it can’t get easier. This Estate has it all! Saltwater pool with wading area, spa, 100 ft of dock, fire table, summer kitchen and grill, bicycles, ping pong table, kayaks and SUP boards, more! ​​ Come escape to luxury.

Luxe
Home in Marathon

Ocean Palms Luxury Oceanfront SeaGlass Cove FLKeys

Welcome to Ocean Palms, a private oceanfront retreat in SeaGlass Cove on Grassy Key in Marathon, the Heart of the Florida Keys. This exclusive end unit features a rare resort style private pool, elevated privacy, and sweeping Atlantic views. Enjoy sunrise coffee, poolside lounging, and seamless indoor outdoor living with modern coastal design. Ideal for families or couples seeking luxury, space, and a true Keys escape. Experience unmatched ocean views, privacy, and comfort daily in paradise.

Luxe
Home in Marathon
4.93 out of 5 average rating, 30 reviews

Maison Blue Sands/120'Dock/4Bed room/HtdPool/GRoom

Come stay with us! Here you’ll find it all: a fully renovated home just minutes from the beach, a 124-foot canal ready for your yacht, a heated pool, private mini golf, and a game room full of fun. Sun, sea, and unforgettable memories are waiting for you. Book your stay and start living the Key Colony Beach dream!

Luxe
Home in Marathon

The Vaca House

This exquisite custom-designed home in exclusive Yacht Harbor Island is the perfect VIP retreat. Each of the five gorgeous bedrooms has a private bathroom, making it easy to relax and recharge. The outdoor living space is complete with a lavish cabana.

Popular amenities for Key Colony Beach luxury holiday rentals

Destinations to explore