Destinations
Destinations
France
France

Provence

The Dordogne & South West

Vendée

Aquitaine Coast

Ile de Ré
Mallorca
Mallorca

Pollensa & Puerto Pollensa

Palma
Greece
Greece

Corfu

Crete

Ithaca

Kefalonia

Lefkada

Meganissi

Paxos

Zakynthos

Sivota & Epirus

The Peloponnese
Turkey
Turkey

Akyaka

Bozburun Peninsula

Dalyan

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

Villas for two

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

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 Signature

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?

Travel arrangements

Advance Registration

Our heritage

Awards

Reviews

Loyalty Club

Our Destination Specialists

Giving back

Our Partners

Responsible Tourism

Simpson Travel App
Contact us

Contact us

Sign up to emails

Gift Vouchers

Press & PR

Property owners

FAQs
Late Availability

Late Availability

My Account
Wishlist

FAQs

CALL US

81 results found

Filters

Main search criteria

Clear search criteria

Where?

Filter your results

Selected filters

x clear all

Facilities

Toggle visibility of filters

Air conditioned car (15)
Air conditioning (73)
Babes in arms (3)
Barbecue (55)
Beachfront (8)
Beautiful grounds (20)
Boat hire available (43)
Car-free (12)
Childcare (0)
Childcare and/or nanny service (4)
Complimentary infant pack (1)
Easter holiday (1)
Essentials – iron, ironing board, hairdryer and pool/beach towels (65)
Experiences available (11)
Family pack (1)
Flexible stays (0)
Garden (31)
Gated pool (0)
Greek - Family hotels (0)
Heated swimming pool (1)
Large group (0)
May Half Term (6)
Modern (6)
New (7)
October Half Term (4)
Outdoor kitchen (3)
Partner Hotel (0)
Pets Possible (0)
Pool (11)
Private chef available (15)
Private swimming pool (58)
Safe (62)
Satellite (25)
Sea view (69)
Secluded (9)
Swimming pool (50)
Table tennis (0)
Teen-friendly (10)
Tennis Court (0)
Walking distance to a restaurant (32)
Walking distance to amenities (35)
Walking distance to beach (53)
WiFi (72)

Holiday types

Toggle visibility of filters

Adult Only (7)
Beachside (23)
Châteaux (0)
Couples (79)
Families (45)
Historic towns and villages (0)
Honeymoons / anniversaries (32)
Large Villas (1)
Rural retreats (9)

Collections

Toggle visibility of filters

For more information on our variety collections and what they can offer, head to our Collections section

Simply Simpson (8)
Simpson Family Holidays (0)
Simpson Hotels (0)
Simpson Secrets (3)
Simpson Signature (2)

x clear filters

Luxury couples holidays in Greece

Greece is a natural holiday destination for two, blessed with stunning beaches, fascinating towns and villages and sunshine from May to October. Experience the quiet intimacy of Paxos, Meganissi and Ithaca or the rich history of larger Greek Islands like Crete and Corfu for quality time you can treasure.

The Simpson Travel couples holiday collection includes luxury villas for two in Sivota and Kefalonia, or you can relax in the company of like minds at our Adult Only Hotels. For a honeymoon, anniversary or just quality time together, a holiday in Greece is the perfect way to celebrate.

+ Show more

List view
Map view

Previousious
1
2
3
4
...
9
Next

Sort by

Go to property page

Joanna's House

Paxos , Greece

Villa | Bedroom 1 | Sleeps 2

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

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

Accommodation Only

Villa

Prices
from

$635pp

Total price $1,269

View details

Go to property page

Thodoris House

Paxos , Greece

Villa | Bedrooms 2 | Sleeps 3

Delightfully restored house
In traditional hamlet
Light and comfortable
Adults only

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

Accommodation Only

Villa

Prices
from

$635pp

Total price $1,269

View details

Go to property page

Mochlos Waterside

Agios Nikolaos & The Gulf of Mirabello , Crete , Greece

Villa | Bedroom 1 | Sleeps 2

Romantic waterfront studio
Uninterrupted sea views
Set in the charming village of Mochlos
Tavernas/cafés 1min walk

Prices are per person, based on 2 sharing for 7 nights
on Tuesday 7 April 2026

Accommodation Only

Villa

Prices
from

$670pp

Total price $1,340

View details

Go to property page

Loutsa Waterside

Ithaca , Greece

Villa | Bedroom 1 | Sleeps 2

Superbly positioned studio-house
Simple, contemporary interiors
Direct beach access
Taverna and café 10min walk

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

Accommodation Only

Villa

Prices
from

$670pp

Total price $1,340

View details

Go to property page

Olive Cottage

Paxos , Greece

Villa | Bedrooms 2 | Sleeps 4

Charming restored stone house
West coast with beautiful sunsets
Bright and airy
Plani beach 15min walk

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

Accommodation Only

Villa

Prices
from

$670pp

Total price $1,340

View details

Go to property page

Villa Asteri

Paxos , Greece

Villa | Bedrooms 2 | Sleeps 4

Superbly positioned villa
Outstanding island and sea views
Stylish and comfortable
Walking distance to taverna

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

Accommodation Only

Villa

Prices
from

$670pp

Total price $1,340

View details

Go to property page

Muses Beach Villas – Thalia

Palekastro & Eastern Crete , Crete , Greece

Villa | Bedroom 1 | Sleeps 2

Beachfront location
Authentic Crete
Short walk to tavernas
Close to Palekastro

Prices are per person, based on 2 sharing for 7 nights
on Tuesday 21 October 2025

Accommodation Only

Villa

Prices
from

$676pp

Total price $1,351

View details

Go to property page

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 3 May 2026

Accommodation Only

Villa

Prices
from

$742pp

Total price $1,484

View details

Go to property page

Villa Horizon

Kefalonia , Greece

Villa | Bedrooms 2 | Sleeps 4

Spacious, contemporary villa
Stunning sea views
Beautiful sunsets
Short walk to tavernas

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

Accommodation Only

Villa

Prices
from

$742pp

Total price $1,484

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

$756pp

Total price $1,512

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

Previousious
1
2
3
4
...
9
Next

Why travel with us..?

Talk to one of our experts

A brand you can trust

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-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

Awards

Keep in touch

Email address

Trustpilot

Quick links

Get in touch

Facebook
Twitter
Pinterest
Instagram
YouTube

Contact us
Property Owners
Travel Agents
Special Assistance
Careers
Press & PR

Useful links

Why Simpson Travel?
Contact us
Booking Information
Terms & Conditions
FAQs
Responsible Tourism
Privacy notice
Cookie policy
Sitemap
Site Terms
Legal Disclosure
Modern Slavery

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.

Property was added to your wishlist

Please wait

We're searching our availability to build your holiday.
This may take up to 30 seconds.

Browser not supported

Unfortunately your browser version is no longer supported.

For the best experience of the Simpson Travel website, please upgrade your browser version and try again.

We hope to see you soon!