Best luxury villas & cottages

Santorini, Greece

Canaves Oia Villa with Infinity Pool
Close to Oia’s buzzy bars and boutiques

Immaculate white interiors

Clifftop setting for perfect panoramas

Sleeps up to

6

Total price (inc. taxes and fees) $20,056.78

Why book with us?

Best-price guarantee

Found your stay for less elsewhere? We'll match the price and give you a £50 voucher.

Free Smith Extras on arrival

From a bottle of champagne, to a spa treatment or a cookery class, you’ll get a little extra thank you with every booking

Here for you 24/7

Personal service from Smith24, our in-house travel specialists, 1 800 464 2040

Anonymously reviewed

Every hotel is reviewed by undercover tastemakers (and their partners)
Smith Extra
Two glasses of vinsanto wine by the pool on arrival, and a bottle of white wine and a fruit plate in your room
Book Now
Santorini, Greece

EroSantorini Estate
Uninterrupted caldera view

Private plunge pools

On-site spa

Total price (inc. taxes and fees) $37,969.81

Why book with us?

Best-price guarantee

Found your stay for less elsewhere? We'll match the price and give you a £50 voucher.

Free Smith Extras on arrival

From a bottle of champagne, to a spa treatment or a cookery class, you’ll get a little extra thank you with every booking

Here for you 24/7

Personal service from Smith24, our in-house travel specialists, 1 800 464 2040

Anonymously reviewed

Every hotel is reviewed by undercover tastemakers (and their partners)
Smith Extra
Home-made olive oil, local honey and a bottle of white wine
Book Now
Santorini, Greece

Nafsika Estate
Private helipad

Personal chef

Super-slick interiors

Sleeps up to

10

Chosen dates areUnavailable

Why book with us?

Best-price guarantee

Found your stay for less elsewhere? We'll match the price and give you a £50 voucher.

Free Smith Extras on arrival

From a bottle of champagne, to a spa treatment or a cookery class, you’ll get a little extra thank you with every booking

Here for you 24/7

Personal service from Smith24, our in-house travel specialists, 1 800 464 2040

Anonymously reviewed

Every hotel is reviewed by undercover tastemakers (and their partners)
Smith Extra
A set of Aesop bath products
View availability
East Peloponnese, Greece

Amanzoe Four-Bedroom Villa
Aegean views

Cool contemporary design

Seclusion and space

Sleeps up to

8

Chosen dates areUnavailable

Why book with us?

Best-price guarantee

Found your stay for less elsewhere? We'll match the price and give you a £50 voucher.

Free Smith Extras on arrival

From a bottle of champagne, to a spa treatment or a cookery class, you’ll get a little extra thank you with every booking

Here for you 24/7

Personal service from Smith24, our in-house travel specialists, 1 800 464 2040

Anonymously reviewed

Every hotel is reviewed by undercover tastemakers (and their partners)
Smith Extra
One 60-minute massage per person at the Aman Spa
View availability
Crete, Greece

Daios Cove Two-Bedroom Family Villa with Private Pool
Very family-friendly

Private saltwater pool

Kids club and resort access

Chosen dates areUnavailable

Why book with us?

Best-price guarantee

Found your stay for less elsewhere? We'll match the price and give you a £50 voucher.

Free Smith Extras on arrival

From a bottle of champagne, to a spa treatment or a cookery class, you’ll get a little extra thank you with every booking

Here for you 24/7

Personal service from Smith24, our in-house travel specialists, 1 800 464 2040

Anonymously reviewed

Every hotel is reviewed by undercover tastemakers (and their partners)
Smith Extra
A bottle of champagne and a spa treat; for five-night stays, four crèche sessions or two hours' babysitting; for seven-night stays,… more
View availability
Santorini, Greece

Grace Santorini Villa
Caldera-top location

A private in-villa spa

Ocean views from the heated pool

Chosen dates areUnavailable

Why book with us?

Best-price guarantee

Found your stay for less elsewhere? We'll match the price and give you a £50 voucher.

Free Smith Extras on arrival

From a bottle of champagne, to a spa treatment or a cookery class, you’ll get a little extra thank you with every booking

Here for you 24/7

Personal service from Smith24, our in-house travel specialists, 1 800 464 2040

Anonymously reviewed

Every hotel is reviewed by undercover tastemakers (and their partners)
Smith Extra
A bottle of sparkling wine; or a bottle of Deutz Rose champagne, delicacies and flowers for guests staying in a Villa
View availability
Halkidiki, Greece

Eagles Villas Residential Two-Bedroom Pool Villa
Seafront resort

Family-friendly activities

Blue Flag beach

Sleeps up to

4

Chosen dates areUnavailable

Why book with us?

Best-price guarantee

Found your stay for less elsewhere? We'll match the price and give you a £50 voucher.

Free Smith Extras on arrival

From a bottle of champagne, to a spa treatment or a cookery class, you’ll get a little extra thank you with every booking

Here for you 24/7

Personal service from Smith24, our in-house travel specialists, 1 800 464 2040

Anonymously reviewed

Every hotel is reviewed by undercover tastemakers (and their partners)
Smith Extra
A cocktail each; stay a week or more and get a three-hour boat trip (weather permitting), including a lunch basket
View availability
Crete, Greece

Villa Octo
Heated infinity pool

Unobstructed bay views

Private hillside location

Chosen dates areUnavailable

Why book with us?

Best-price guarantee

Found your stay for less elsewhere? We'll match the price and give you a £50 voucher.

Free Smith Extras on arrival

From a bottle of champagne, to a spa treatment or a cookery class, you’ll get a little extra thank you with every booking

Here for you 24/7

Personal service from Smith24, our in-house travel specialists, 1 800 464 2040

Anonymously reviewed

Every hotel is reviewed by undercover tastemakers (and their partners)
Smith Extra
A bottle of champagne upon arrival.
View availability
Santorini, Greece

Vino Houses Vinsanto Villa
Family friendly

Made-for-you breakfasts

Indoor-outdoor living

Sleeps up to

5

Chosen dates areUnavailable

Why book with us?

Best-price guarantee

Found your stay for less elsewhere? We'll match the price and give you a £50 voucher.

Free Smith Extras on arrival

From a bottle of champagne, to a spa treatment or a cookery class, you’ll get a little extra thank you with every booking

Here for you 24/7

Personal service from Smith24, our in-house travel specialists, 1 800 464 2040

Anonymously reviewed

Every hotel is reviewed by undercover tastemakers (and their partners)
Smith Extra
A bottle of wine and a fruit platter
View availability
Santorini, Greece

Vino Houses Athiri Villa
Private and peaceful

Wine-making neighbours

Sunset-ready setting

Sleeps up to

4

Chosen dates areUnavailable

Why book with us?

Best-price guarantee

Found your stay for less elsewhere? We'll match the price and give you a £50 voucher.

Free Smith Extras on arrival

From a bottle of champagne, to a spa treatment or a cookery class, you’ll get a little extra thank you with every booking

Here for you 24/7

Personal service from Smith24, our in-house travel specialists, 1 800 464 2040

Anonymously reviewed

Every hotel is reviewed by undercover tastemakers (and their partners)
Smith Extra
A bottle of wine and a fruit platter
View availability