Winter Sun Villa Holidays 2026/2027 Rated Excellent (4.8/5) Plan an early escape from the cold this winter by booking a sunny villa stay. With fewer crowds, cheaper flights and comfortably warm temperatures, a winter sun break is the perfect choice.Choose your dream villa in the Canary Islands and get ready to experience breath-taking views right on your doorstep. Renowned for their year-round sunshine, beautiful beaches and dramatic landscapes, the captivating Canary Islands each boast their own unique identity and offer the perfect setting to enjoy a Winter Sun break. Or why not try Madeira - the tiny Portuguese island bursting with exceptional natural beauty and active outdoor pursuits.Can't decide on where to go? Take a look at our blog for a bit of insight into the best locations to jet off to this winter! Month Month January February March April May June July August September October November December Search For Your Winter Sun Villa Here Popular Winter Sun Destinations Fuerteventura From £1155 per week Madeira From £1136 per week Andalucia From £403 per week Gran Canaria From £1159 per week Algarve From £814 per week Costa Blanca From £570 per week Lanzarote From £804 per week Cyprus From £628 per week USA From £751 per week Tenerife From £1617 per week Malta & Gozo From £1025 per week Our Top Winter Sun Picks Previous Next 2 Guests 1 Bedroom 1 Bathrooms 2 Guests 1 Bedroom 1 Bathrooms 2 Guests 1 Bedroom 1 Bathrooms 2 Guests 1 Bedroom 1 Bathrooms