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Villas for large groups

Our selection of larger villas makes planning a special celebration or a luxury escape with family and friends an effortless experience. With flexible layouts, private pools, generous entertaining space and a complimentary welcome pack waiting when you arrive, our large villas offer everything you need for a sophisticated house party.

From the teen-friendly L.A. vibe of the Aquitaine coast to the seriously stylish villas around Kalkan’s beautiful bay, we’ve got something to suit the needs of even the most particular group ensemble. You’ll find villas with a separate guest annexes, home cinemas and games rooms, spacious gardens, private swimming pools and elegant outdoor dining areas for convivial entertaining. And if catering en masse doesn’t appeal, we’ll even arrange a private chef so you can celebrate in style without lifting a finger.

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Villa Frosso

Kefalonia , Greece

Villa | Bedrooms 4 | Sleeps 8

Charming and character villa
Pretty enclosed garden
Stunning sea views
Family friendly

Prices are per person, based on 2 sharing for 7 nights
on Sunday 12 October 2025

Accommodation Only

Villa

Prices
from

$766pp

Total price $1,531

View details

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Avlaki Bay House

Paxos , Greece

Villa | Bedrooms 4 | Sleeps 8

Delightful family house
Stunning sea views
Complete privacy
Gaios 5min drive

Prices are per person, based on 2 sharing for 7 nights
on Sunday 3 May 2026

Accommodation Only

Villa

Prices
from

$887pp

Total price $1,773

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Villa Flora

Paxos , Greece

Villa | Bedrooms 3-4 | Sleeps 8

Beautiful family villa
Splendid sea views
Spacious and shaded terraces
Beach 5min walk

Prices are per person, based on 2 sharing for 7 nights
on Sunday 3 May 2026

Accommodation Only

Villa

Prices
from

$923pp

Total price $1,846

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Torretta Villas – Ariadne

Lefkada , Greece

Villa | Bedrooms 4 | Sleeps 8

Stylish contemporary villa
Beautiful gardens
Large private pool
Walking distance to beaches and tavernas

Prices are per person, based on 2 sharing for 7 nights
on Sunday 12 October 2025

Accommodation Only

Villa

Prices
from

$931pp

Total price $1,862

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Reserve now for 2026 with a fully refundable deposit of $700

Use our Advanced Registration service to secure your 2026 holiday with a deposit of $700, fully refundable when prices are published

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Trapezaki Bay

Kefalonia , Greece

Villa | Bedrooms 4 | Sleeps 8

Stylish family villa
Sleek and contemporary interiors
Beautiful Sea views
Short walk to Trapezaki Beach

Prices are per person, based on 2 sharing for 7 nights
on Tuesday 14 October 2025

Accommodation Only

Villa

Prices
from

$1,106pp

Total price $2,212

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Reserve now for 2026 with a fully refundable deposit of $700

Use our Advanced Registration service to secure your 2026 holiday with a deposit of $700, fully refundable when prices are published

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Villa Mare

Calvi & The Balagne , Corsica

Villa | Bedrooms 4 | Sleeps 8

Stylish and contemporary villa
Exclusive residential area
Private heated swimming pool
Beach and restaurant 10-minute walk

Prices are per person, based on 2 sharing for 7 nights
on Saturday 16 May 2026

Accommodation Only

Villa

Prices
from

$1,131pp

Total price $2,261

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Villa S'arieta

Pollensa & Puerto Pollensa , Mallorca

Villa | Bedrooms 4 | Sleeps 8

Classic finca-style villa
Beautiful private gardens
Tastefully upgraded
Child friendly

Prices are per person, based on 2 sharing for 7 nights
on Friday 10 October 2025

Accommodation Only

Villa

Prices
from

$1,418pp

Total price $2,835

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Reserve now for 2026 with a fully refundable deposit of $700

Use our Advanced Registration service to secure your 2026 holiday with a deposit of $700, fully refundable when prices are published

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Villa Ekavi

Corfu , Greece

Villa | Bedrooms 3 | Sleeps 6

Comfortable family villa
Stunning sea views
Spacious outside pool terrace
Simpson family extras available

Prices are per person, based on 2 sharing for 7 nights
on Sunday 12 October 2025

Accommodation Only

Villa

Prices
from

$1,596pp

Total price $3,192

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Tenuta Fonte

Puglia , Italy

Villa | Bedrooms 4 | Sleeps 8

Ideal configuration for 2 families
Very private
Short drive to Ostuni, Cisternino, Rosamarina, Villanova
Beach 8min drive

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

Accommodation Only

Villa

Prices
from

$1,610pp

Total price $3,220

View details

Reserve now for 2026 with a fully refundable deposit of $700

Use our Advanced Registration service to secure your 2026 holiday with a deposit of $700, fully refundable when prices are published

Reserve Now

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Villa Souraïde

Biarritz & The Basque Country , Aquitaine Coast , France

Villa | Bedrooms 4 | Sleeps 8

Immaculate contemporary villa
Glorious Basque countryside views
Games room
Beautiful heated swimming pool

Prices are per person, based on 2 sharing for 7 nights
on Saturday 27 September 2025

Accommodation Only

Villa

Prices
from

$1,747pp

Total price $3,493

View details

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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-perfect villa 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
‘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
Our stay was also infused with his thoughtful brand of hospitality, matched with that of the experienced tour operator (Simpson Travel). Author: Claire Irvin, The Times

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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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