Luxury rentals in Monroe County

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Top-rated luxury holiday rentals in Monroe County

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Luxe

Flat in Miami

5 out of 5 average rating, 28 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

Apartment in Key West

5 out of 5 average rating, 14 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

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

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

Home in Key West

5 out of 5 average rating, 3 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.