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Escape The Cold: Homes for Winter Sun Holidays

Looking to not freeze your tail off this winter? We’ve got you covered.


Hot tub on the beachfront in LA

Don’t get us wrong, we love Christmas (especially one with a thick layer of snow, plenty of festive music, and lots of good food, maybe in a cosy cottage in the countryside) – but all of the freezing rain, drab sleet and cold temperatures that come with winter? No thanks. That’s why we’ve put together a list of fifteen formidable places for winter sun holidays so that you can hibernate until spring comes around. You’re welcome.

Homes in Tel Aviv

The rooftop views across Tel Aviv and rooftop pool of Plum Guide home, Olive Tree Viewpoint

The Olive Tree Viewpoint actually isn’t that big, but isn’t the whole point of travelling to distant skies for winter sun holidays in the colder months to spend as much time outside as possible?

Blue sofa and exposed concrete wall in living room of Plum Guide home, Concrete Heritage

Concrete Heritage is without a doubt one of our coolest homes in Tel Aviv. Stay here if you want to holiday like international jet setters.

Bright, colourful living area and outdoor terrace of Plum Guide home, Surfin' Safari

The surfboards are purely ornamental, but we’re still feeling the vibes. Edgy and characterful, Surfin’ Safari is for people who want to delve into the artier side of Tel Aviv during their winter sun holidays in the city.

Bright and open living area and outdoor dinner table of Plum Guide home, Bauhaus Chronicle

Bauhaus Chronicle is very special. Not only is it set in a typical Bauhaus building, but it also has a wonderful, green garden in the heart of Tel Aviv. The beach isn’t too far away either…

Seating are facing out onto window and rooftop pool of Plum Guide home, Rolling in the Dip

Rooftop, pool, terraces, city views, now that’s the stuff! Rolling in the Dip has four bedrooms, so you can bring the whole family (or at least just the family members you like).

Spacious living area and terrace with coastal views in Plum Guide home, On the Sea

Sea, sun, and fun, what’s not to love? We don’t beat around the bush at Plum Guide, On the Sea is actually on the sea. You’ll be feeling the fresh breeze as soon as you open a window.

Kitchen and dining area and outdoor shower of Plum Guide home, Paragon

Paragon is one of those homes that will forever appear effortless. Literally two minutes away from the beach and with an outdoor shower for cooling down, it sets the scene for our kind of holiday.

Large terrace of Plum Guide home, Late Night Dinner at sunset

With a terrace that’s perfect for late night dinners, Late Night Dinner is exactly what it says it is. Fingers crossed for beautiful sunsets every day.

Homes in Los Angeles

Sun loungers facing a view of the hills and sink with geometric tiles in Plum Guide home, View From Above

We’re struggling with this one… We can’t decide whether the view is more beautiful from the terrace or the bathtub in Views from Above… Isn't life tough?

Outdoor seating area and private beach area with loungers in Plum Guide home, Beauty and the Beach

Another Malibu retreat, Beauty and the Beach is an experience in itself. Guests have access to a private beach, need we say more?

Relaxing and cosy outdoor area of the Plum Guide home, Peace of Mind

Tranquil like no other home, Peace of Mind offers up one of the cosiest outdoor spots we’ve seen. Just imagine the kind of memories you can make under the open sky.

Living area and terrace with hot tub, both overlooking the sea, in Plum Guide home, California Dreamin'

When all the leaves are brown and the sky is grey, we dream of this extraordinary oceanfront home in Malibu. Fasten your seatbelts, you’re in for a holiday you’ll never want to leave when staying in California Dreamin'.

The outdoor terrace of Plum Guide home, Cue Ball overlooking the Malibu hills

Cue Ball is exactly what comes to mind when we think of Malibu. Offering the kind of glamorous seclusion that you can only find in Southern California, we wouldn’t have to think twice about booking this home for our holidays.

The pool table inside and swimming pool outside of Plum Guide home, Olympic Games

Not only does Olympic Games boast five bedrooms, but it also comes with a range of entertainment options. We know it’s tempting to stay indoors, but there’s also a huge swimming pool and giant chessboard with views of the Santa Monica Mountains waiting to be taken advantage of.

Looking for even more inspiration on where to escape the cold through some winter sun holidays? Take a look at the 11 most stunning pools in LA.

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