Luxury Properties for rent in the Monroe County (FL)

Available for the Winter season! This Oceanfront peaceful paradise sits on the Ocean point to Rodriguez Key from it's convenient 90 ft private dock w/ a lift for a Jet ski. The...

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If you're looking to enjoy the turquoise waters and tropical landscapes that define true Key Largo living, Keys Lake Villas offers a serene, vacation-style community at the...

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Only at Key Largo Ocean Resort can you be close to the bay and minutes from all. Your 1800+ ft luxury vacation property has been meticulously and elegantly presented with dramatic...

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This home is a two-story residence with exterior stairs leading to the private second-floor living area. Three spacious bedrooms & two modern bathrooms, including one with a...

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Florida Keys Paradise Awaits You in Marathon! Ground level, Step into luxury and comfort. Fully furnished for an extra fee , w/ 3 full bedrooms, 2 bathrooms. Pet friendly,...

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Reduced summer special! Located 90 minutes from Miami and 20 minutes to the world-famous Tiki Bar sandbar (dock to anchor) one of the best in the Keys. Enjoy easy and quick access...

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Immerse yourself in this seaside retreat in the heart of the Florida Keys. With its recent construction, this furnished home blends modern-day finishes and is withing walking...

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Introducing a 3/2 home located in the serene Tavernier. this hideaway is situated in a tranquil block with only a few properties providing you with the perfect opportunity to...

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Price improvement*** Annual Rental, will consider 6+ months. Beautiful 3/3 bayside waterfront home in Kahiki Harbor. 65' canal front with davits. Fully furnished & Turnkey Ready!...

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~ justed reduced ~ Seasonal rental in Key Largo. Newly renovated 3-story home with a clean, modern design. This spacious property offers 3 bedrooms, 2 bathrooms, and waterfront...

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House in the Lower Keys Seasonal Rental. Available Sept 15, 2025 – Villa Marquesa, Lower Keys waterfront retreat! Spacious furnished home ideal for families, multi-gen living, or...

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Prestigious Executive Bay Club corner townhouse in Islamorada. Offering 2bd/2Bth and loft. Spacious, updated & completely furnished. Beach front private community with 24 manned...

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Escape to this stunning waterfront home in Sunset Waterways, the ideal winter getaway. The main floor offers 3 spacious bedrooms, 3 beautifully designed bathrooms, and a huge...

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Utilities Included! long term/annual rental. Unfurnished, 2nd Floor cbs Single Family House, Built 2021, Located @ mm 102/Ocean Side. 3 Spacious Bedroom, 2 Ample Bathrooms,...

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Two Separated Entrances: With a 50 Ft. Concrete Dock. $2,725 Upstairs 2 Bedrooms 1 Bathroom, Kitchen, Laundry 1000 ft.² $2,725 Downstairs: 2 Bedrooms 1 Bathroom, Kitchen, Laundry...

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