JANUARY: ACKERGILL TOWER, CAITHNESS, UK
Celebrate Hogmanay with a bang at this amazing 15th-century castle on Scoland's northeast coast, with space for all in its 25 rooms. Therapists will give spa treatments, the chef can devise gourmet dinners and the place even has its own opera house. From £434 pppn, based on 16 sharing (amazingretreats.com). BA flies to Inverness.
FEBRUARY:DRIFTWOOD VILLA, CAPE TOWN, SOUTH AFRICA
Leave winter behind in this all-white villa with great views over Twelve Apostle Mountains, a huge terrace with Jacuzzi and infinity pool. Ask the concierge where to go for sundowners. From £994 pp based on eight sharing for seven nights (capeportfolios.com). BA flies to Cape Town.
MARCH: CHALET ZEN, ZERMATT, SWITZERLAND
Ski fanatics should head to Zermatt, reckoned to be one of the best resorts for its stunning scenery and slopes. Chalet Zen, just 100m from the main lift to the Klein Matterhorn, is the perfect bolt-hole. Think Alpine with chic touches: marble bathrooms, antique furniture, artworks and balconies with hot tubs. From £1,415 pp based on eight sharing for seven nights (chalet-zen.com). BA flies to Geneva.
APRIL: FRANK SINATRA TWIN PALMS ESTATE, PALM SPRINGS, USA
For a sophisticated spring city break, his sprawling pad was designed in 1947 for Sinatra and his first wife Nancy, and its luxurious, mid-century interiors are full of memorabilia. It was the setting for some legendary parties, and some mighty tantrums too: check out the chip in the sink where Frank threw a bottle after rowing with his then wife Ava Gardner. From £238 pppn based on eight sharing (beaumondevillas.com). BA flies to Los Angeles.
MAY: LA BODEGA WINE CELLAR, PALAMOS, SPAIN
This cutting-edge, steel and glass winery in Catalonia, is perfect for a grown-up retreat before the children break up for the holidays. Stay in the six-bedroom guesthouse run by hip hoteliers Rough Luxe, and take in wine appreciation in the cellars or relax on the beaches of Costa Brava. From £850 pp, based on six sharing for seven nights (roughluxe.com). BA flies to Barcelona.
JUNE: CHATEAU DE LA BRAME, LIMOGES, FRANCE
This seven-bedroom mansion in Limoges has been recently renovated to offer a chic, modern interior with state-of-the-art gadgetry, heated pool and three acres of walled grounds. The perfect winter warmer for large groups. From £187 pp based on 15 sharing for seven nights (purefrance.com). BA flies to Bordeaux.
JULY: VILLA SAN GIOVANNI, ISTRIA, CROATIA
Modern, light and airy, this converted schoolhouse looks out over ocean and ancient villages, and is a great option for a slice of affordable Europe in the height of summer. Istria is a relatively undiscovered family destination with great beaches. From
£362 pp based on ten sharing for seven nights (rocksurerentals.com). BA flies to Dubrovnik.
AUGUST: CHAPEL LODGE, PADSTOW, CORNWALL, UK
For a traditional British seaside summer holiday, Chapel Lodge is in the heart of Padstow — a charming fishing harbour that's home to Rick Stein's The Seafood Restaurant, boutique shops and historic sights. Originally a chapel, it has freestanding baths and luxe bedrooms with sea views. Rates from £99 pp for 14 for seven nights (classic.co.uk).
SEPTEMBER: L'OLIVASTRO, FONTANE BIANCHE, SICILY
Come autumn in Sicily, the heat and crowds have dissipated, leaving warm seas and empty beaches. On the southeast coast, L'Olivastro is the perfect base for exploring Siracusa and the Vendicari Nature Reserve. This three-bedroom villa is spacious and cool with stunning sea views, and there's a panoramic balcony, beautiful terraces and a pool. A small gate leads down to a rocky cove. The owner is a designer, and the house is full of stylish curios including a wire moose head. From £1,025 pp based on six sharing for seven nights (thinksicily.com).
BA offers a seven-night fly-drive to Catania with Avis from £198pp (includes return flights from Gatwick adn Avis car rental). Contact ba.com/italy.
OCTOBER: THE BALANCING BARN, SUFFOLK, UK
Living Architecture is revolutionising holiday lets by making brand-new houses, designed by top architects, available to rent at affordable prices. Our favourite autumnal retreat is The Balancing Barn, close to the coast. Wow factors include its cantilevered, silver tiled design and the picturesque, peaceful setting. From £259 pp based on eight sharing, for seven nights (living-architecture.co.uk).
NOVEMBER: COMO SHAMBHALA VILLA, PARROT CAY, TURKS AND CAICOS
Banish the winter blues the luxe way. Within the much-lauded Parrot Cay Estate this three-bedroom villa has marble, stone and natural-wood interiors. It has an infinity pool and direct access to the beach. Guests have their own butler and chef, and can use the resort's outstanding facilities. From £945 pp based on eight sharing for seven nights (como.bz). BA flies to Providenciales.
DECEMBER: VILLA ANDAMAN, PHUKET, THAILAND
End the year on a high at this breathtaking Thai villa. Based around a series of pavilions, it has every luxury you can think of, massage room, games room, a fleet of staff, and an infinity pool that overlooks the Andaman Sea. Take advantage of the nearby Andara resort and its renowned spa. From £1,065 pp based on 12 sharing for seven nights (sjvillas.co.uk). BA flies to Bangkok. Visit ba.com.