Best luxury villas & cottages

Tuscany, Italy

Rosewood Castiglion del Bosco Villa Sant’Anna
Private pool and tennis court

Large gardens

Furnished pool house

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 wine-tasting tour for all villa guests
View availability
Tuscany, Italy

Rosewood Castiglion del Bosco Villa Stabbi
Private infinity pool

Val d’Orcia views

Styled by the Ferragamo family

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 wine-tasting tour for all villa guests
View availability
Tuscany, Italy

Rosewood Castiglion del Bosco Villa Alba
Sweeping gardens

Centuries-old site

Private pool

Sleeps up to

6

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 wine-tasting tour for all villa guests
View availability
Tuscany, Italy

Rosewood Castiglion del Bosco Villa Biondi
Ferragamo-styled decor

Rosewood hotel facilities

Set on a World Heritage Site

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 wine-tasting tour for all villa guests
View availability
Tuscany, Italy

Rosewood Castiglion del Bosco Villa Castello
Large gardens

Historic site

Val d’Orcia views

Sleeps up to

6

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 wine-tasting tour for all villa guests
View availability
Tuscany, Italy

Rosewood Castiglion del Bosco Villa Casa del Fiume
Traditional Tuscan style

Private pool and tennis court

Set on a World Heritage Site

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 wine-tasting tour for all villa guests
View availability
Tuscany, Italy

Rosewood Castiglion del Bosco Villa Chiusa
Historic former police station

Classic Tuscan style

Bloom-packed private gardens

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 wine-tasting tour for all villa guests
View availability
Crete, Greece

Domes of Elounda Two-Bedroom Luxury Residence
Guaranteed privacy

Sleek, modern design

Full resort services

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 Thermae Experience for two in the spa, or GoldSmith members staying seven nights or more get a three-course dinner
View availability
Santorini, Greece

Chromata San Nicholas Cave House Villa
Clifftop caldera views

Unique cavern interior

Private plunge pool

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 champagne on arrival. GoldSmiths get an additional room upgrade, early check-in and late check-out (all subject to availability)
View availability
Tuscany, Italy

Locanda Rossa Superior Apartment
Triplex family apartment

Idyllic countryside location

Three pools and spa on-site

Sleeps up to

6

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 the hotel’s extra-virgin olive oil, and a 50 per cent discount on extra beds for kids
View availability