Luxury rentals in Vaca Key

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Top-rated luxury holiday rentals in Vaca Key

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

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Luxe

A spacious outdoor seating area features a comfortable sectional sofa paired with a coffee table. An outdoor kitchen is visible, with a grill and countertop. Large windows open to panoramic views of turquoise waters and swaying palm trees under a clear blue sky.

Home in Marathon

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

A spacious outdoor area showcases a gleaming pool with separate hot tub, surrounded by elegant paver stones. Two covered lounge areas are present, featuring comfortable seating under shaded structures. Lush palm trees frame the scene, while a modern two-story home provides a stylish backdrop.

Home in Marathon

5 out of 5 average rating, 4 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

A private beach is framed by lush palm trees and vibrant foliage. The coastline is met by calm waters, with a seaplane visible in the distance. A blue surface can be seen in the foreground, suggesting recreational space, while serene skies add to the tranquil atmosphere.

Home in Islamorada

Private Beach, Pickleball Court and Tiki Bar

Hidden in the heart of Islamorada, this oceanfront villa offers an unmatched privilege of a secluded private beach—an experience few can claim. Expansive terraces stretch across both levels, framing ocean views. This haven's open design and spacious rooms blend seamlessly with serene surroundings. A lush tropical yard meets the oceanfront, where swaying palms and vibrant greenery create a private oasis, crafting a retreat as rare as it is extraordinary. Enhanced cleaning practices implemented.

Luxe

An aerial view captures the expansive tropical retreat surrounded by Florida Bay and lush mangroves. A heated pool and tiki bar are visible within the vibrant garden area, along with a dock extending towards the water, ideal for fishing or boating activities.

Home in Islamorada

Peninsula Villa | Boat Dock | Heated Pool | Sunset

This grand peninsula retreat, embraced by the Ocean and lush mangroves offering utmost privacy, has been designed for ultimate vacationing. Nestled along the tranquil shores of Florida Bay, its array of indoor & outdoor living and lounge areas, heated pool with a tiki bar, expansive sandy playgrounds, dock with ocean-access canal, gazebo boasting sunset views make this magical oasis ideal for serene escapes or vibrant family gatherings. Enhanced cleaning practices implemented.