Low Season Travel Destination Guide

Dreaming of your next luxury escape? Our curated portfolio of holiday homes are located in the world’s most sought-after locations, renowned for their thoughtfully designed interiors and handpicked artwork.

As crowds disperse and the peak season comes to an end, a calm undisturbed atmosphere emerges. Get ready to escape to luxury and experience top global destinations through the lens of a local. An authentic, meaningful getaway awaits you…


The Mediterranean’s hidden gem - Deià, Mallorca

Nestled amongst the Tramuntana mountains, with postcard-worthy views of the Mediterranean Sea. Visit this Mallorcan treasure during Autumn/Winter for more manageable temperatures as the sun’s rays combine with a cool breeze. It’s no wonder that those who visit Deià are instantly mesmerised and tempted to keep it a secret. The mountains which surround the village are believed to exude positive, healing energy alluding to it being renowned for its spiritual tranquillity and symbolic ceremonies. A renowned gastro-hub, support local restaurants and businesses during their quiet season - envision exceptional fine dining and evenings framed by sunsets.

Sa Llupia

Rich earthy hues, textured linens, exquisite Spanish art and bespoke furniture are thoughtfully placed throughout Sa Llupia, located in an enchanting mountain-top destination. Featuring designer touches by Roche Bobois, Ralph Lauren, Decorus and Maxalto. Each space brimming with natural light, the stone-walled villa is surrounded by vibrant bougainvillea and olive trees. Enjoy Sa Llupia’s treasure of a swimming pool, a shaded sanctuary perfect for an uninterrupted dip. Check Sa Llupia’s availability here.

Sa Milana

Rustic sophistication meets luxury interiors at Sa Milana, the newest addition to our private portfolio. Look out onto the Mediterranean Sea, Tramuntana mountains and private pool in one glance from a choice of balconies. You can experience the beauty for yourself with an exclusive month-long stay - the perfect opportunity to work remotely with the backdrop of jaw-dropping views. Enquire now for a month-long stay at Sa Milana.


Staycations are the new vacations - UK Escapes

Staycations, reimagined. British summertime will always have a nostalgic charm however at SimonEscapes we believe that the UK during Autumn/Winter is truly underrated. Name a better feeling than cosying up next to a roaring fire surrounded by design-led luxury interiors? We’ll wait…

Elkstones, Chipping Campden

Step into the Cotswolds with its honey-coloured stone houses, cosy pubs and breath-taking countryside. Our Elkstones holiday home is perfectly situated just a short walk from the picturesque Chipping Campden, a town packed with charm as well as plenty of restaurants and boutiques to explore. Our Cotswolds holiday home is not only known for its designer interiors but also for its beautifully landscaped gardens, opening onto a rolling meadow. Featuring cinema room, indoor pool with swim jet and sauna, it’s the perfect choice for a much-needed wellness reset. Enquire now for availability here.

Little Polgarron, Booby’s Bay

Situated in one of Cornwall’s most desirable locations, Little Polgarron is located just steps away from the beach at Booby’s Bay. Accommodating up to 10 guests, you can expect luxurious touches throughout, including locally sourced art, sculptures and designer furnishings. Our beach house’s outdoor areas are just as spectacular, set on an acre-sized plot, and featuring a private gate for direct beach access. The ideal destination for foodies, indulge in Cornwall’s best locally-sourced produce with fine dining, British classics and freshly-caught fish at the helm. Check Little Polgarron’s availability here.

Grey Gables, Lake Windermere

Sitting on the shore of Lake Windermere, Grey Gables is an impressive and luxurious Lakeland-stone home with unforgettable views, the kind that’ll stop you in your tracks. This guest favourite lake house sleeps up to 10 guests and features distinctive design choices including decorative antlers, warm plaid fabrics and faux fur rugs, contributing to its ski chalet/hunting lodge vibe. Make an enquiry to stay at Grey Gables.

Your low season escape is just a click away, discover our full portfolio of luxury holiday homes here.

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