Luxury rentals in Florida Keys

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.

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.

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.

Oceanview Private Condo at The Setai -2604

Enjoy full access to all the amenities of this world-renowned 5-star resort while still retaining all the conveniences of home as you relax and recharge, allowing the worries of the outside world to slowly melt away. Embrace the serenity and tranquility, using this oasis as the perfect launching point for all of your Miami adventures. Wake early and head out to the balcony to experience the magnificence of morning’s first light illuminating South Beach. Make a quick breakfast in the

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.

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.

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.

Oceanview Private Residence at The Setai -2401

Dune meets beach meets ocean just outside the floor-to-ceiling windows of this sleek white-and-wood retreat above Miami Beach. A sitting area on the balcony overlooks the beach—and catches the sound of the surf—while an open-plan great room takes in both water and skyline views. From the residence’s perch in the Setai Hotel, it’s steps to the beach and pools, and minutes to Lincoln Road. Copyright © Luxury Retreats. All rights reserved.

4 Bedroom Oceanfront Accessible Villa – Capacity 8

Enjoy abundant space with spectacular Atlantic Ocean views, and embrace the surrounding natural haven with indoor-outdoor living. At 3,100 SF each, the Villas include 3 in-suite king-bed bedrooms and 1 twin room, a full kitchen, dining room, laundry room, waterfront balconies, a 2-car garage and elevator. *A 5% Monroe county tourism tax will be collected at check in, as Airbnb does not include this tax in their bookings*

The Greenmoor House at Lunara Bay

Discover a luxurious new build featuring six spacious bedrooms and a private pool. This stunning home offers exceptional amenities, including free gym access and ample living space perfect for relaxation and entertainment. With modern design and high-end finishes, this property is ideal for those seeking comfort and style. Experience a new level of living that combines elegance and convenience in this remarkable home.

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.

Oceanfront Private Residence at The Setai -2208

Floor-to-ceiling, corner-to-corner windows align with the rows of beach chairs below this corner suite in South Beach. A white Eames lounger parked in front of the glass sets the tone for this residence: cool, collected, and modern. Go downstairs for a tea-inspired spa treatment and Asian flavors under a retractable roof at the Setai’s spa and restaurant, and walk to white-sand Miami Beach.