Best luxury villas & cottages

Tuscany, Italy

Fontelunga Villa Galletto
A semi-private pool close by

Uninterrupted views of Tuscan hills

Brick walls and understated decor

Price per night from (ex tax)$242.65

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
Drinks for two and a bottle of Fontelunga's olive oil
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Tuscany, Italy

Fontelunga Villa Gallo
Semi-private pool close by

Classic Tuscan scenery

An open fireplace in the living room

Price per night from (ex tax)$381.71

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
Drinks for two and a bottle of Fontelunga's olive oil
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Tuscany, Italy

Locanda Rossa Superior Apartment
Triplex family apartment

Idyllic countryside location

Three pools and spa on-site

Price per night from (ex tax)$439.69

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
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Tuscany, Italy

Borgo Pignano Maisonnette La Piccionaia
Remote, rural setting

Views of Volterra

Traditional and Tuscan

Price per night from (ex tax)$928.24

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 organic wine and a small selection of Pignano Organic products in your room on arrival
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Tuscany, Italy

Borgo Pignano Maisonnette Il Pozzo
Family friendly

Traditionally Tuscan

Verdant views

Price per night from (ex tax)$977.09

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 organic wine and a small selection of Pignano Organic products in your room on arrival
View villa
Tuscany, Italy

Borgo Pignano Maisonnette Il Granaio
Rustic and romantic

Fantastic for families

Blissful bucolic setting

Price per night from (ex tax)$1,172.50

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 organic wine and a small selection of Pignano Organic products in your room on arrival
View villa
Tuscany, Italy

Borgo Pignano Cottage Casa del Lago
Rustic glamour

Organic farm

Plenty of activities

Price per night from (ex tax)$1,465.63

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 bottle of organic wine and a small selection of Pignano Organic products in your room on arrival
View villa
Tuscany, Italy

Monteverdi San Pietro Private Village House
Goodie-stocked kitchen

Hand-made furnishings

Refined rusticity

Price per night from (ex tax)$1,661.04

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

Monteverdi Amiata Private Village House
A private garden

Val d’Orcia views

Peace and quiet

Price per night from (ex tax)$2,540.43

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.
View villa
Tuscany, Italy

Monteverdi Muri Antichi Private Village House
Peace and quiet

Stylish interiors

Friendly staff

Price per night from (ex tax)$4,396.89

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.
View villa
Tuscany, Italy

Rosewood Castiglion del Bosco Villa Alba
Sweeping gardens

Centuries-old site

Private pool

Price per night from (ex tax)$6,639.30

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)$6,690.12

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)$7,190.38

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 Oliviera
Private infinity pool

Postcard-perfect views

Authentic Tuscan style

Price per night from (ex tax)$7,799.10

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)$9,086.91

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)$9,189.50

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)$9,431.81

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
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)$9,597.92

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)$10,514.43

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 Oddi
Traditional, family-size villa

Private infinity pool and tennis court

Modern fixtures and fittings

Price per night from (ex tax)$13,329.90

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