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Luxury honeymoons in Italy

Is there a better place than Italy for a honeymoon? A country of breathtakingly beautiful landscapes with some of the finest wines in the world, home to both Casanova and Michelangelo and birthplace of the Renaissance - this world-renowned destination puts couples in the mood for love more stylishly than most.

Few places have the power to stir hearts and minds like the awe-inspiring cities and rolling landscapes of Tuscany. Yet the lesser-known regions of Umbria and Puglia are increasingly catching the eye of discerning travellers in search of la dolce vita (the sweet life) and offer equally atmospheric alternatives for a memorable honeymoon.

Couples have an open invitation to lose themselves in medieval hilltop villages and towns, only to find the finest art and architecture around every corner; spend hours over a romantic lunch or dinner accompanied by the best local wines or follow ancient walking trails through some of the loveliest landscapes ever painted – and at the end of if all, there’ll be a luxury villa, hotel or apartment to welcome you home.

A honeymoon in Italy is a celebration from start to finish – and an idyllic destination to appreciate your own amore to the full.

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Casa Papa

Tuscany, Italy

Villa | Bedrooms 2 | Sleeps 2-4

  • Charming hillside villa
  • Classic Tuscan views
  • Outdoor kitchen with barbecue and pizza oven
  • 2min drive to Castelfiorentino

Prices are based on 2 sharing for 7 nights on Saturday 9 October 2021

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  • Villa

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$678pp Total price $1,356
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La Casa dei Mandorli

Tuscany, Italy

Villa | Bedroom 1 | Sleeps 2

  • Charming bijou Chianti villa
  • Stunning views
  • A romantic interlude
  • Beautiful sunset terrace

Prices are based on 2 sharing for 7 nights on Saturday 1 May 2021

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$945pp Total price $1,889
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Villa Aurora

Puglia, Italy

Villa | Bedrooms 4 | Sleeps 8

  • Stylish and contemporary villa
  • Delightful countryside views
  • Shaded balcony for al fresco dining
  • Bar/restaurant 15-minute walk

Prices are based on 2 sharing for 7 nights on Saturday 1 May 2021

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$1,090pp Total price $2,179
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Villa Rudy

Puglia, Italy

Villa | Bedrooms 4 | Sleeps 8

  • Spacious family villa
  • Generous entertaining space
  • Outdoor kitchen
  • Private heated swimming pool

Prices are based on 2 sharing for 7 nights on Saturday 1 May 2021

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$1,591pp Total price $3,182
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La Canonica di Cortine Cottages

Tuscany, Italy

Villa | Bedrooms 2 | Sleeps 4

  • Five unique two-bedroom cottages
  • Part of a beautifully restored historic hamlet
  • Informal and friendly
  • Delightful views of Chianti countryside

Prices are based on 2 sharing for 7 nights on Saturday 18 September 2021

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  • Cottage

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$836pp Total price $1,672
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Simpson Secrets

Our search for exceptional villas occasionally leads us along the road less travelled to find hidden gems just too lovely to leave behind. Aimed at the adventurous at heart, each Simpson Secret offers a unique take on what a holiday off the beaten track can be.
Simpson Secrets

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Simpson Secret – Puglia

Puglia, Italy

Villa | Bedrooms 2 | Sleeps 4

  • Stunning nature reserve location
  • Comfortable country villa
  • Unique natural rock pool
  • Walking distance to beach

Prices are based on 2 sharing for 7 nights on Saturday 1 May 2021

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$976pp Total price $1,952
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La Perla del Mare

Puglia, Italy

Villa | Bedrooms 2 | Sleeps 4

  • Two-bedroom suite
  • Stunning sea views
  • Direct access to the sea
  • Private garden and terrace

Prices are based on 2 sharing for 7 nights on Saturday 8 May 2021

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  • Suite

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$1,671pp Total price $3,341
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Villa Polignano

Puglia, Italy

Villa | Bedrooms 3 | Sleeps 6

  • Delightful versatile villa
  • Attractive gardens
  • Superb 16-metre pool
  • Stylish garden annexe

Prices are based on 2 sharing for 7 nights on Saturday 9 October 2021

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$1,716pp Total price $3,431
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Villa Favorita

Puglia, Italy

Villa | Bedrooms 3 | Sleeps 8

  • Elegant historic villa
  • Spacious and comfortable
  • Heated swimming pool
  • Exceptional outdoor area

Prices are based on 2 sharing for 7 nights on Saturday 1 May 2021

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  • Villa

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$1,730pp Total price $3,459
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Masseria Borgo San Benedetto

Puglia, Italy

Villa | Bedrooms 4 | Sleeps 8

  • Imposing 18th century masseria
  • Spacious elegant interiors
  • Walled garden with pool
  • 5-minute drive to Conversano

Prices are based on 2 sharing for 7 nights on Saturday 1 May 2021

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  • Villa

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$2,216pp Total price $4,431
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  • ‘[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

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Travel advice from the Foreign Office

For up-to-date advice and information on travelling abroad, including passports, visas and health and safety, please visit the Foreign Commonwealth & Development Office website or call 020 7008 1500.

The air holidays and flights shown are ATOL protected by the Civil Aviation Authority. Our ATOL number is ATOL 5858. ATOL protection extends primarily to customers who book and pay in the United Kingdom. Find out more about ATOL. Simpson Travel is the trading name of Far & Wide Ltd.

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  • Destinations

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    France

    France

    • Côte d'Azur
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    • Vendée
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    • Ile de Ré

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  • Villas

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    • Romantic villas for two
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    • Villas near the beach
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    Back

  • Hotels

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  • Holiday inspiration

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    • Couples holidays
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    • 10-night holidays
    • Countryside holidays
    • Honeymoons
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    • Holidays with childcare
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    Collections

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    Be Inspired

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