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  • Destinations

    Destinations

    France

    France

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

    Mallorca

    Mallorca

    • Pollensa & Puerto Pollensa

    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
    Family villas
  • Hotels

    Hotels

    Simpson Hotels
    Partner hotels
    Family hotels
    Beachfront hotels
    Adult-only hotels
    Romantic hotels for two
    Hotels with childcare
    Car-free hotels
  • 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 Greece
    • Special Interest Holidays

    Family holidays

    Family holidays

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

    Collections

    Collections

    • Simpson Exclusive
    • Simpson Secrets
    • Simpson Hotels
    • Simply Simpson
    • Simpson Kids
    • Simpson Bespoke

    More inspiration

    More inspiration

    • Our Blog
    • 2025 Holidays
    • Our digital brochures
    • Holiday gift vouchers
    • The Simpson Travel Book Club
    • Experiences and Activities
  • About us

    About us

    Why choose Simpson Travel?
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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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Elionas Cottage

Paxos , Greece

Villa | Bedrooms 2 | Sleeps 2-4

  • Charming stylish cottage
  • West coast for beautiful sunsets
  • Spacious and contemporary
  • Ideal for couples and small families

Prices are per person, based on 2 sharing for 7 nights
on Sunday 4 May 2025

Accommodation Only
Villa
Prices
from
£510pp
Total price £1,020
View details
Go to property page

Casa Papa

Tuscany , Italy

Villa | Bedrooms 2 | Sleeps 2-4

  • Our most popular Tuscan property
  • Charming hillside villa
  • Classic Tuscan views
  • Outdoor kitchen with barbecue and pizza oven

Prices are per person, based on 2 sharing for 7 nights
on Saturday 11 October 2025

Accommodation Only
Villa
Prices
from
£520pp
Total price £1,040
View details
Simply Simpson

The simple things in life often give the greatest pleasure and we believe our Simply Simpson Collection offers the chance to experience a more authentic taste of local living in some of the most idyllic locations in the Mediterranean. Take time to discover our comfortable, no-frills accommodation and join us on the road less travelled.
Simply Simpson

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Casa Momi

Tuscany , Italy

Villa | Bedroom 1 | Sleeps 2

  • 12m private swimming pool
  • Stunning views across rolling hills
  • Walking distance to restaurant
  • Radda in Chianti 5-minute drive

Prices are per person, based on 2 sharing for 7 nights
on Saturday 4 October 2025

Accommodation Only
Villa
Prices
from
£530pp
Total price £1,060
View details
Go to property page

Villa Sezin

Islamlar & Üzümlü , Turkey

Villa | Bedrooms 2 | Sleeps 4

  • Exceptional modern villa
  • Stunning views of Patara
  • Stylish interiors
  • Heated pool

Prices are per person, based on 2 sharing for 7 nights
on Sunday 4 May 2025

Accommodation Only
Villa
Prices
from
£533pp
Total price £1,065
View details
Go to property page

Villa Stellina

Kefalonia , Greece

Villa | Bedrooms 2 | Sleeps 4

  • Superbly positioned villa
  • Outstanding sea and Mount Ainos views
  • Stylish and spacious
  • Beautiful mature gardens

Prices are per person, based on 2 sharing for 7 nights
on Sunday 19 October 2025

Accommodation Only
Villa
Prices
from
£535pp
Total price £1,070
View details
Go to property page

Villa Anelle

Kefalonia , Greece

Villa | Bedrooms 2 | Sleeps 4

  • Superbly positioned villa
  • Outstanding sea and Mount Ainos views
  • Stylish and spacious
  • Beautiful mature gardens

Prices are per person, based on 2 sharing for 7 nights
on Sunday 19 October 2025

Accommodation Only
Villa
Prices
from
£535pp
Total price £1,070
View details
Go to property page

Sivota Senses – Villa Amalia

Sivota & Epirus , Greece

Villa | Bedrooms 2 | Sleeps 4

  • Innovative contemporary villa
  • Light and spacious
  • Sandy beach 5min walk
  • Sivota harbour 10min walk

Prices are per person, based on 2 sharing for 7 nights
on Sunday 4 May 2025

Accommodation Only
Villa
Prices
from
£535pp
Total price £1,070
View details
Go to property page

Sivota Senses – Villa Loukas

Sivota & Epirus , Greece

Villa | Bedrooms 2 | Sleeps 4

  • Innovative contemporary villa
  • Light and spacious
  • Sandy beach 5min walk
  • Sivota harbour 10min walk

Prices are per person, based on 2 sharing for 7 nights
on Sunday 4 May 2025

Accommodation Only
Villa
Prices
from
£535pp
Total price £1,070
View details
Go to property page

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 per person, based on 2 sharing for 7 nights
on Wednesday 15 October 2025

Accommodation Only
Villa
Prices
from
£560pp
Total price £1,120
View details
Simply Simpson

The simple things in life often give the greatest pleasure and we believe our Simply Simpson Collection offers the chance to experience a more authentic taste of local living in some of the most idyllic locations in the Mediterranean. Take time to discover our comfortable, no-frills accommodation and join us on the road less travelled.
Simply Simpson

Close
Go to property page

Stella Cottage

Kefalonia , Greece

Villa | Bedroom 1 | Sleeps 2

  • Seafront cottage
  • 20m to water's edge
  • Beautiful sea views
  • Fiskardo 12min walk

Prices are per person, based on 2 sharing for 7 nights
on Sunday 5 October 2025

Accommodation Only
Villa
Prices
from
£560pp
Total price £1,120
View details
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See what others say about us

See what others say about us
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

  • 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
  • Runner up Telegraph travel awards 2023

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Holiday ideas

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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.

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