Luxury rentals in Monroe County

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Top-rated luxury vacation rentals in Monroe County

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Luxe

A spacious living area features a plush navy sofa facing a modern television mounted on an accent wall. Natural light filters through floor-to-ceiling windows, illuminating a large dining table with seating for eight. A unique wooden coffee table and area rug add warmth to the space.

Apartment in Miami

5 out of 5 average rating, 35 reviews

2-Story 3BD Brickell Penthouse | Heated Pool | Gym

This incredible penthouse offers the premium amenities and service of a luxury hotel, combined with the space and value of a vacation rental. Enjoy sweeping views of Brickell and Biscayne Bay from the top 2 floors of the building. The first floor has floor-to-ceiling windows, flooding the space with natural light, along with a balcony and the 1st bedroom. The second floor has 2 bedrooms as well as a dedicated work space. The property is located in the heart of Brickell.

Luxe

An aerial view captures the vibrant rooftops of Old Town Key West, with colorful buildings lining the bustling Duval Street below. A private rooftop deck is visible, featuring seating and outdoor decor, with glimpses of the ocean and a lighthouse in the distance.

Condo in Key West

5 out of 5 average rating, 15 reviews

Maya's Secret Treasure at Duval - Unique Condo

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! ** Last Key Realty requires a credit card on file for all reservations. ** Walking along Duval Street dreaming of the ideal Key West vacation destination, scanning the rooftops for possibilities, at first you’ll miss this hidden gem completely…but once you discover MAYA’S SECRET TREASURE, you will know you have found the ultimate home base to enjoy Key West.

Luxe

An outdoor area features a saltwater pool surrounded by lush greenery and palm trees. A hot tub is situated nearby, accompanied by sleek lounge chairs. Seating options are provided with modern beanbags, while an outdoor kitchen visible in the background enhances the space.

Home in Miami

4.98 out of 5 average rating, 51 reviews

Vizcaya Retreat - PRIME Location! Style & Comfort

Palm prints cover walls and garden at this mid-century-modern-inspired Miami retreat. Hedges frame a saltwater pool, hot tub, outdoor kitchen with bar, and a shaded sitting area for a lush, private feel. Sunlight pours over blond wood, woven accents, and pops of leafy green in the open-concept great room. It’s 15 minutes to must-hit neighborhoods like South Beach and the Design District. Copyright © Luxury Retreats. All rights reserved.

Luxe

The living area features large windows allowing natural light to fill the space. A comfortable sofa and two armchairs are arranged around a wooden coffee table. A flat-screen TV is positioned on a sideboard, with decorative items adding a touch of style.

Home in Key West

4.8 out of 5 average rating, 5 reviews

Truman's Trove at The Annex

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! ** Last Key Realty requires a credit card on file for all reservations. ** Hunting for the perfect Key West vacation home can feel like a daunting task. However, once you discover TRUMAN’S TROVE, you’ll know that you’ve struck gold! This two-story private home has been beautifully furnished and designed to the highest standard.

Luxe

A private pool surrounded by lush tropical landscaping is featured, with a spacious wooden deck for lounging. Two shaded cabanas provide seating, and a dining area is positioned nearby. The tranquil surroundings enhance the sense of privacy in this inviting outdoor space.

Home in Key West

5 out of 5 average rating, 4 reviews

Plantation Tropicale at Casa East

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! ** Last Key Realty requires a credit card on file for all reservations. ** Resembling a French Plantation, PLANTATION TROPICALE is an impressive island estate that occupies an entire corner block of the desirable Casa East neighborhood of Key West.