The days are getting shorter, the temperatures are dropping and winter is on the horizon. For many, the sight of snow is one of joy. After all, who doesn’t love building a snowman, sipping on hot chocolate by a fire and cozying up with a good book under a warm blanket? Many others, however, are finding themselves dreading the coming months. Luckily for warm weather lovers, there are plenty of desirable homes in places where winter simply feels like an elongated summer. We’ve curated a list of five resort-like homes where you can escape the harsh winter months and enjoy the summer lifestyle all year round.

The outdoor entertainment area is complete with a hot tub and sparkling pool. (Willis Allen Real Estate)
Southern California Estate
The Mediterranean aesthetic of this La Jolla estate embodies luxury and resort-style living. The six-bedroom, six-and-a-half bathroom, 7,225-square-foot boasts amazing amenities and features. The property has a home theater where you can watch all of your favorite movies, a wine cellar to keep your favorite bottles fresh, and an elevator for convenient access to floors. The outdoor pool with a cascading waterfall and spa is the ideal place to relax and enjoy a late-night swim. Each of the upstairs bedrooms has its own private balcony and wooden accents throughout the home create a warm ambience. The spacious primary suite features a massive closet and gorgeous bath. Lush landscaping surrounds the home, transporting you to a 5-star resort right from the comfort of your own home.
The estate is co-listed with Drew Nelson and Tim Nelson of Willis Allen Real Estate.
Hawaiian Escape
This three-bedroom Hawaiian oasis in Maui is a tranquil sanctuary. Take in the stunning views of the ocean as you sip your morning coffee and delight in Hawaii’s beauty. The residence was thoughtfully updated in 2020 and earth conscious energy is provided by 25 photovoltaic panels with two Tesla Powerwall units. The stunning anthracite granite stone floors provide elegance while the beautiful hardwood floors invite warmth into the home. The primary suite is nestled on the first floor and has direct access to the pool and outdoor shower. The kitchen is gorgeously updated with Subzero and Kohler appliances, porcelain backsplash, and massive double waterfall kitchen island.
The property is listed with Dale Richardson of Hawaii Life.
Santa Barbara Panoramic Views
The beauty of this Santa Barbara estate cannot be overstated. The five-bedroom, five-and-a-half bathroom property is located in the prestigious Ennisbrook community and has impressive panoramic views of the sparkling Pacific Ocean. Nestled on over an acre of land, this home boasts resort-style living with its main level primary bedroom, four en-suite bedrooms, pristine pool and spa, and plenty of outdoor entertaining space. The kitchen features a Viking range, Subzero refrigerator and a massive chef’s island with bar seating and a sink. The living room is the heart of the house, with soaring ceilings and retractable glass pocket doors that lead to a patio space with a stunning ocean view. As a resident of the Ennisbrook community, you will have access to world-class amenities such as four championship tennis courts, pickle ball court, private wine lockers, two heated pools, gym, basketball court, and 50 acres of protected open space.
The estate is listed with Marcy Bazzani of Village Properties.
Personal Resort in Blue Mountain Beach
This massive 6,391-square-foot estate in the historic neighborhood of Blue Mountain Beach in Florida is your own resort oasis. Just a short walk away from the beach, this magnificent property was painstakingly designed and crafted to offer the most in luxurious Florida beach living. The first floor greets you with impressive 12-foot ceilings and window-lined walls that allow the sunshine to warm every inch of the room. The beautifully designed kitchen features a large kitchen island with bar seating, stunning golden accents, custom cabinetry and Thermador appliances. You will find dual primary suites on the second floor, both featuring walk-in closets and private porch access. A covered breezeway connects the main house to the fully equipped carriage house, which is a wonderful place for guests to stay. The giant pool is equipped with lounge chairs and is an entertainer’s dream.
The property is listed with James Watts of Coastal Abode.
Beachfront Bliss in the Bahamas
This five-bedroom, five-and-a-half bathroom, 3,420-square-foot abode is located on a secluded Nassau beach. The winter blues won’t find you at this magnificent property. With direct access to the waters, this home as everything you could need to live your best resort-style life. Airy and minimalist, the home features a recently renovated kitchen as well as an upstairs primary suite with panoramic beach views. The property comes with an outdoor dining area and barbecue, ideal for entertaining friends and family. The hammock by the water is a great place to unwind after a long day in the sun. Soak in the outdoor hot tub or gather round the firepit with a good drink in hand. The property also provides adequate guest quarters in the form of a lovely cottage with a newly renovated kitchenette.
The home is listed with Ryan Knowles of MAISON Bahamas.
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