The Best Luxury Villas & Handpicked Private Rentals

Tuscany, Italy

Rosewood Castiglion del Bosco Villa Alba
Sweeping gardens

Centuries-old site

Private pool

Price per night from (ex tax)$4,238.63

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
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Tuscany, Italy

Monteverdi Muri Antichi Private Village House
Peace and quiet

Stylish interiors

Friendly staff

Price per night from (ex tax)$4,374.73

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
Welcome reception including a glass of prosecco and selection of local cheeses and meats.
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Tuscany, Italy

Rosewood Castiglion del Bosco Villa Oliviera
Private infinity pool

Postcard-perfect views

Authentic Tuscan style

Price per night from (ex tax)$5,611.32

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 villa
Tuscany, Italy

Rosewood Castiglion del Bosco Villa Castello
Large gardens

Historic site

Val d’Orcia views

Price per night from (ex tax)$5,772.45

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 villa
Tuscany, Italy

Rosewood Castiglion del Bosco Villa Casa del Fiume
Traditional Tuscan style

Private pool and tennis court

Set on a World Heritage Site

Price per night from (ex tax)$6,012.82

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 villa
Tuscany, Italy

Rosewood Castiglion del Bosco Villa Chiusa
Historic former police station

Classic Tuscan style

Bloom-packed private gardens

Price per night from (ex tax)$7,212.47

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 villa
Tuscany, Italy

Rosewood Castiglion del Bosco Villa Gauggiole
Private infinity pool

Three separate buildings

Sweeping gardens

Price per night from (ex tax)$7,536.20

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 villa
Tuscany, Italy

Rosewood Castiglion del Bosco Villa Stabbi
Private infinity pool

Val d’Orcia views

Styled by the Ferragamo family

Price per night from (ex tax)$7,773.41

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 villa
Tuscany, Italy

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

Large gardens

Furnished pool house

Price per night from (ex tax)$8,063.11

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 villa
Tuscany, Italy

Rosewood Castiglion del Bosco Villa Biondi
Ferragamo-styled decor

Rosewood hotel facilities

Set on a World Heritage Site

Price per night from (ex tax)$8,276.01

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 villa