Luxury rentals in Plantation Key

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Top-rated luxury holiday rentals in Plantation Key

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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, 3 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 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 5BR SeaGlass Cove Private BoatSlip Keys

Mangrove Manor is a luxury 5BR oceanfront home located in exclusive SeaGlass Cove with pool, wide ocean views, elegant coastal style and room for family groups. Sleeps 12 with spacious living, stocked kitchen, covered outdoor dining and sunrise decks. A boat slip is available at our trusted partner marina located very close to the property. Enjoy dining, fishing, snorkeling, kayaking, boating and exploring the Keys with concierge help for charters, private chef, tours, bikes, and transportation.

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.

Luxe

Apartment in Islamorada

Maison Residences, 8 Bedroom oceanfront w Pool

Escape to a laid-back paradise at this 8-bedroom Islamorada residence, where two sprawling units are rented as one. The terrace boasts ocean views while soaring windows drench the interior in ribbons of natural light. Tropical palms sway in the balmy breeze as you stroll to the beach. Take a dip in the pool, try snorkeling through the coral reefs, or grab a bite to eat at a local restaurant. Copyright © Island Villa Rentals of Islamorada. All rights reserved.

Luxe

A scenic pathway winds through lush green landscaping, leading to charming townhouses with colorful exteriors. Tall palm trees and flowering plants frame the walkways, while the bright blue sky creates a vibrant backdrop, enhancing the coastal atmosphere of the community.

Home in Islamorada

Casa Dos Hondos II

Escape to this laid-back, oceanfront townhouse in Angler’s Reef, where coastal vibes and easy living come together in the perfect Keys getaway. With three bedrooms, three baths, and plenty of charm, this spot is all about kicking back and enjoying the island life. Whether you’re here with family or friends, this laid-back spot in Angler’s Reef has all the comforts you need for a relaxing, sun-soaked escape.