Lakeside Getaway
18 guests
10 bedrooms
Barrier Island, Fort Lauderdale
This stunning residence boasts nine bedrooms split into three suites, each with their own private entrance, making it perfect for multiple families or large groups. Nestled right on the waterfront, the property offers spectacular panoramic views and direct access to a private dock.
A Miami To Go
2 guests
2 bedrooms
Central Beach, Fort Lauderdale
The perfect beach holiday spot. Located just a 1 min walk from the beach and the Intracoastal Waterway, this cozy one-bedroom apartment is nestled in the heart of Fort Lauderdale's Central Beach.
Naples Aglow
8 guests
4 bedrooms
Old Naples, Naples
You’ll find this modern, adult-only home in Old Naples, a short walk from Fifth Avenue with its plethora of delicious eateries and trendy shops. Comfortable for eight, each bedroom boasts an ensuite and with two separate living areas, there’s plenty of room for guests to spread out here.
Explore the 240 most perfect homes in our collection
Browse our remarkable collection of luxury Vacation Rentals for Winter in Key West. As only the top 3% of homes go on to become Plum Award winners, you can be certain that your chosen home will be ideal for you. Each home in our range must pass 3 rounds of testing, and comes fully furnished with a well-equipped kitchen, all linen, and essential bathroom toiletries included. Make the most of the chilly season, and wrap up warm in a comfortable Winter Holiday Rental in Key West. Reach out to our caring team of experts, who love nothing more than helping you discover the perfect home for your trip.
