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October half-term holidays

It’s the longest term of the year, so why not break it up with a half-term holiday? While the winter woollies are out in the UK, many of our Mediterranean destinations are still enjoying plenty of warm sunshine and sea temperatures raised by a long hot summer. October half term is a wonderful time for exploring too: the ancient ruins scattered across Crete and around Kalkan are easier to navigate out of the intense heat, and the walking trails in Corfu offer the perfect antidote to the urban routine. So whether you're looking for a little culture or some lazy days by the beach, there's no need to jet off to the far-flung corners of the world, our October half-term holidays are the answer.

Simpson Hotels

Distinctive, charming, unique...

Simpson Hotels

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GK Beach Hotel

Chania & West Crete, Crete, Greece

Hotel | Bedrooms 1 | Sleeps 2-6

Delightfully situated Simpson Hotel
Beautiful gardens
23 suites and a 2-bedroom penthouse, all with sea view
Beachfront bar and taverna

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Villa Mars

Kalkan, Turkey

Villa | Bedrooms 4 | Sleeps 8

Exceptional villa
Stunning sea views
Two private pools over two levels
Walk downhill to Kalkan and restaurants

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Villa Donatella

Umbria, Italy

Villa | Bedrooms 5 | Sleeps 6-9

Calming and welcoming country house
Spacious and comfortable
Captivating views
Excellent location to explore Umbria

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Lighthouse Loft Gunbatimi

Kaş, Turkey

Villa | Bedrooms 3 | Sleeps 6

Stunning contemporary architecture
Private swimming platform
Outstanding sea views
Hotel restaurant 10-minute walk

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Kaya Ev

Kalkan, Turkey

Villa | Bedrooms 3 | Sleeps 6

Beautiful stone villa
Mesmerising views of Kalkan Bay
Stylish and characterful interiors
Plunge pool off master bedroom

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Villa Sezin

Islamlar & Üzümlü, Turkey

Villa | Bedrooms 2 | Sleeps 4

Exceptional modern villa
Stunning views of Patara
Stylish interiors
Heated pool

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Trullo Raffaella

Puglia, Italy

Villa | Bedrooms 3 | Sleeps 5

Enchanting trulli house
Valle d’Itria location
Flexible accommodation
Private garden

Simpson Kids

Simple pleasures, grand adventures...

Simpson Kids

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Villa Passione

Tuscany, Italy

Villa | Bedrooms 3 | Sleeps 6

Stylish and comfortable barn conversion
Extensive garden with small lake
Cooking classes available
Simpson family extras available

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Trulli Rosalinda

Puglia, Italy

Villa | Bedrooms 5 | Sleeps 10

Beautifully restored trulli
Ideal for families and multi-generational groups
Expansive lawned grounds
Peaceful setting amongst the olive groves

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Villa Flavia

Puglia, Italy

Villa | Bedrooms 4 | Sleeps 6

Spacious contemporary villa
Panoramic sea view
Large lawned garden
Polignano a Mare beach 10-minute drive

Simpson Travel in the media

‘[Simpson Travel] specialise in the sort of magical, unspoilt destinations my family loves’ Author: The Telegraph
‘So how did we find the near-perfection that was Villa Cabanellas in Mallorca? The first step was to approach… Simpson Travel… we needed expertise, not just blinding choice.’ Author: Sunday Times Travel Magazine, The Villas Handbook
‘The Simpson Travel check-in at Heathrow’s Terminal 5 was seamless.’ Author: Family Traveller, Katy Hill
‘Where Simpson [Exclusive] really excels is in its first-hand knowledge of properties and destinations’ Author: House & Garden
‘Simpson [Exclusive] delivers holidays that combine sunshine, five-star luxury and friendly service’ Author: House & Garden