As the sun sets on winter months and we spring ahead to fresh blooms, soft afternoon showers and sunbeams poking through cloudy skies, we are reminded that in southern corners of the country and beyond, warm-weather retreats relish in this amiable atmosphere all year long. Why not escape to somewhere that affords seamless indoor/outdoor living and endless opportunities for entertaining during any calendar month? As your search begins for a respite to escape next winter season, we’ve aggregated an array of estates that enjoy never-ending sun and capitalize on balmy climates.

Warm-weather retreats are defined by their expansive outdoor spaces that often boast a summer kitchen for grilling gracious meals and hosting friendly gatherings. Guests may also wish to take a dip in the pool to cool off, catch some rays from comfortable lounge chairs set up on the sun deck or challenge you to a friendly competition on the outdoor sports court. At night, a heated spa and a glass of wine wash away daytime stresses and a warm fire pit emits a sense of peaceful serenity. As the sun peeks over placid waters the next day and guests have retired to their own homes, you can savor a few morning moments outside on your private terrace; a luxury made feasible by the warmer weather.

Architecture is also redefined by the higher temperatures of warm-weather retreats. Southern homes will showcase summer rooms and screened-in porches that can be utilized for family time year-round. Collapsing glass walls allow the outdoors into your living area. Open-air concepts capitalize on cool ocean breezes. Pavered patios provide the means to spend more time with the sun on your skin. All of these architectural nuances are designed for and made possible by the temperate climate.

In this feature, we’ve defined a collection of warm-weather retreats in which you may choose to spend your time, any time of the year. These options span coast to coast and beyond in places that present the opportunity to appreciate tepid conditions. Surround yourself with swaying palm trees, ocean waves, warm rays of sunlight and sun-dappled living spaces.

Malibu, California
Coldwell Banker - Malibu West
Daniel Moss

Naples, Florida
Gulf Coast International Properties

Michael A. McCumber

Henderson, Nevada
Luxury Estates International
Kamran Zand

Santa Monica, California
Coldwell Banker - Brentwood
Todd Baker

Nassau/New Providence, Bahamas
HG Christie
Martina Reichardt


Corona Del Mar, California
RE/MAX Evolution
Melanie Greiner

Coral Gables, Florida
Miami Real Estate Team | Compass
Audrey Ross

Kiawah Island, South Carolina
Kiawah Island Club & Real Estate
Danielle Whitson

Tampa, Florida
The Toni Everett Company

Toni Everett