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Villa holidays for couples

Whatever holiday you’re dreaming of, our villas for two offer the perfect base for a memorable trip. Whether you’re seeking a luxury villa with a private pool, an intimate hideaway just moments from the shore or a cosy bolthole with tavernas and shops on your doorstep, our portfolio has the perfect solution. With a superb selection of smaller villas, promising privacy and independence both on and off the beaten track, you’re sure to find the holiday you’ve been yearning for.

The magical pine forests of the Bozburun Peninsula and the chic rooftop bars of Kalkan are a paradise for those seeking romance and the exceptional quality of our Turkish portfolio continues to offer excellent value.

The legendary beauty of the Greek islands is unrivalled. Mystical landscapes, vibrant towns and a stunning coastline of hidden coves, ancient fishing villages and irresistible waterside tavernas are the key to its enduring appeal.

You don’t need to fly to the other side of the world to enjoy an idyllic holiday for two, with Corsica offering pretty hillside cottages and sandy beaches to rival anywhere in the Caribbean.

From enchanting trulli houses to charming countryside retreats, our Italian villas promise stunning scenery and the opportunity to experience something a little different with a taste of la dolce vita.

Mallorca is renowned for its flawless beaches and historic towns. Meander the cobbled streets and stop off to enjoy a little tapas or wander home for a candlelit supper under the stars. Even some of our more petite properties here feature spacious terraces and serene gardens, so you can dine al fresco like the locals.

Foodies and thrill-seekers will love the diversity of our French portfolio. Whether you’re seeking an authentic rural hideaway or the glitz and glamour of a lively seaside town, we have villas in France to satisfy all tastes.

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The Saints

Corfu, Greece

Villa | Bedrooms 1-2 | Sleeps 2-4

  • A cluster of six 1 and 2-bedroom cottages
  • Each with private terrace
  • Stunning sea views
  • Shared swimming pool

Prices are based on 2 sharing for 7 nights on Sunday 7 May 2023

Accommodation Only

  • Cottage

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$788pp Total price $1,575
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Reserve now for 2024 with a fully refundable deposit of $625

Use our Advanced Registration service to secure your 2024 holiday with a deposit of $625, fully refundable when prices are published

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Villa l'Alta

The Valinco, Corsica

Villa | Bedroom 1 | Sleeps 2

  • Spacious contemporary villa
  • Stunning sea views
  • Private saltwater plunge pool
  • Restaurants/shops 10-minute drive

Prices are based on 2 sharing for 7 nights on Sunday 22 October 2023

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  • Villa

Prices
from

$789pp Total price $1,578
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Reserve now for 2024 with a fully refundable deposit of $625

Use our Advanced Registration service to secure your 2024 holiday with a deposit of $625, fully refundable when prices are published

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Villa Velanidia

Rethymno & Central Crete, Crete, Greece

Villa | Bedroom 1 | Sleeps 2

  • Attractive and idyllic stone house
  • A charming retreat for two
  • Delightful mature gardens
  • Unspoilt Crete at its best

Prices are based on 2 sharing for 7 nights on Tuesday 10 October 2023

Accommodation Only

  • Villa

Prices
from

$801pp Total price $1,602
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Reserve now for 2024 with a fully refundable deposit of $625

Use our Advanced Registration service to secure your 2024 holiday with a deposit of $625, fully refundable when prices are published

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The Harbour House

Paxos, Greece

Villa | Bedroom 1 | Sleeps 2

  • Delightful harbour house suite
  • Gaios waterfront
  • Roof terrace with harbour views
  • Shops and restaurants on your doorstep

Prices are based on 2 sharing for 7 nights on Wednesday 4 October 2023

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  • Suite

Prices
from

$804pp Total price $1,608
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Reserve now for 2024 with a fully refundable deposit of $625

Use our Advanced Registration service to secure your 2024 holiday with a deposit of $625, fully refundable when prices are published

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Casetta Carina

Tuscany, Italy

Apartment | Bedrooms 2 | Sleeps 3

  • Contemporary and comfortable apartment
  • Ideally located to explore Chianti
  • Magnificent large private swimming pool
  • Shops/restaurants/supermarket 10-minute drive

Prices are based on 2 sharing for 7 nights on Saturday 14 October 2023

Accommodation Only

  • Villa

Prices
from

$813pp Total price $1,625
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Reserve now for 2024 with a fully refundable deposit of $625

Use our Advanced Registration service to secure your 2024 holiday with a deposit of $625, fully refundable when prices are published

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Maison de la Combe

The Dordogne & South West , France

Villa | Bedrooms 2 | Sleeps 4

  • Charming and romantic barn conversion
  • Stunning views of the Lot valley
  • Scenic rural location
  • Surrounded by beautiful countryside in Lot-et-Garonne

Prices are based on 2 sharing for 7 nights on Saturday 30 September 2023

Accommodation Only

  • Villa

Prices
from

$813pp Total price $1,625
View details
Reserve now for 2024 with a fully refundable deposit of $625

Use our Advanced Registration service to secure your 2024 holiday with a deposit of $625, fully refundable when prices are published

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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 – Crete

Rethymno & Central Crete, Crete, Greece

Villa | Bedrooms 2 | Sleeps 4

  • Charming house in rural village
  • Set amongst rolling hills and vineyards
  • Carefully tended garden with barbecue and bread oven
  • Authentic Crete at its best

Prices are based on 2 sharing for 7 nights on Tuesday 2 May 2023

Accommodation Only

  • Villa

Prices
from

$825pp Total price $1,650
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Reserve now for 2024 with a fully refundable deposit of $625

Use our Advanced Registration service to secure your 2024 holiday with a deposit of $625, fully refundable when prices are published

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Simpson Kids

Whether you're travelling with babes in arms, toddlers or school-age children, our Simpson Kids programme will help you find the perfect holiday to suit your family. From hotels with expert childcare to villas with complimentary infant packs and garden games for the kids, we have everything you need for a stress-free family holiday.
Simpson Kids

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Villa Maria

Corfu, Greece

Villa | Bedrooms 2 | Sleeps 4

  • Simpson family extras available
  • Prime NE Corfu location
  • Pretty single-storey villa
  • Attractive garden

Prices are based on 2 sharing for 7 nights on Sunday 22 October 2023

Accommodation Only

  • Villa

Prices
from

$835pp Total price $1,670
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Reserve now for 2024 with a fully refundable deposit of $625

Use our Advanced Registration service to secure your 2024 holiday with a deposit of $625, fully refundable when prices are published

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Joanna's House

Paxos, Greece

Villa | Bedroom 1 | Sleeps 2

  • Delightful house for two
  • In traditional hamlet
  • Stunning sea views
  • Adults only

Prices are based on 2 sharing for 7 nights on Wednesday 4 October 2023

Accommodation Only

  • Villa

Prices
from

$837pp Total price $1,674
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Use our Advanced Registration service to secure your 2024 holiday with a deposit of $625, fully refundable when prices are published

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Myrtle Cottage

Paxos, Greece

Villa | Bedrooms 2 | Sleeps 4

  • Delightful cottage with superb views
  • Recently renovated
  • Mature, flower-filled garden
  • Terrace for sun and shade

Prices are based on 2 sharing for 7 nights on Sunday 1 October 2023

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  • Villa

Prices
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$847pp Total price $1,694
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Why travel with us..?

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A brand you can trust

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See what others say about us

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Reviews

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

Awards

  •  Silver British travel awards 2017
  • Award - Telegraph 2018
  • Award - Baby 2019
  • Award - Conde Naste Traveller 2020
  • Award - Conde Naste Traveller 2021
  • Award - Conde Naste Traveller 2022
  •  Silver British travel awards 2021/22

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Holiday ideas

  • Holidays in Corsica
  • Villas in Corsica
  • Holidays in France
  • Villas in France
  • Holidays in Greece
  • Villas in Greece
  • Holidays in Italy
  • Villas in Italy
  • Holidays in Mallorca
  • Villas in Mallorca
  • Holidays in Turkey
  • Villas in Turkey

Travel advice

For up-to-date advice and information on travel from the UK, including passports, visas and health and safety, please visit the Foreign Commonwealth & Development Office website or call 020 7008 1500. For travel from countries outside the UK, please visit your corresponding government website.

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.

Copyright © 2022 Simpson Travel

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  • Destinations

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    France

    France

    • Provence
    • The Dordogne & South West
    • Vendée
    • Aquitaine Coast
    • Ile de Ré

    Mallorca

    Mallorca

    • Fornalutx & Sóller
    • Pollença & Puerto Pollença

    Greece

    Greece

    • Corfu
    • Crete
    • Ithaca
    • Kefalonia
    • Lefkada
    • Meganissi
    • Paxos
    • Zakynthos
    • Sivota & Epirus

    Turkey

    Turkey

    • Akyaka
    • Bozburun Peninsula
    • Islamlar & Uzumlu
    • Kalkan
    • Kaş

    Italy

    Italy

    • Tuscany
    • Umbria
    • Puglia

    Corsica

    Corsica

    • Calvi & The Balagne
    • Porto Vecchio & Bonifacio
    • The Valinco
  • Villas

    Villas

    • Villas with childcare
    • Luxury villas
    • Off the beaten track villas
    • Car-free villas
    • Large group villas
    • Villas together
    • Romantic villas for two
    • Family Favourite villas
    • Teen-friendly villas
    • Beachfront villas
    • Villas with heated pools
    • Villas near the beach
    • Villas near a restaurant

    Back

  • Hotels

    Hotels

    • Simpson Hotels
    • Partner hotels
    • Family hotels
    • Beachfront hotels
    • Adult-only hotels
    • Romantic hotels for two
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    • Car-free hotels

    Back

  • Holiday inspiration

    Holiday inspiration

    Holiday Types

    Holiday Types

    • Couples holidays
    • Beach holidays
    • Large group holidays
    • Car-free holidays
    • Twin Centre holidays
    • 10-night holidays
    • Countryside holidays
    • Honeymoons
    • Babymoons
    • Walking Holidays in Crete
    • Special Interest Holidays
    • Experiences and Activities

    Family Holidays

    Family Holidays

    • Holidays with childcare
    • Easter holidays
    • Half-term holidays
    • Multi-gen holidays

    Collections

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