Best luxury villas & cottages

Tuscany, Italy

Locanda Rossa Superior Apartment
Triplex family apartment

Idyllic countryside location

Three pools and spa on-site

Sleeps up to

6

Total price (inc. taxes and fees) $2,053.64

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
Book Now
Tuscany, Italy

Borgo Pignano Maisonnette La Piccionaia
Remote, rural setting

Views of Volterra

Traditional and Tuscan

Sleeps up to

4

Total price (inc. taxes and fees) $4,464.43

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

Borgo Pignano Maisonnette Il Granaio
Rustic and romantic

Fantastic for families

Blissful bucolic setting

Sleeps up to

4

Total price (inc. taxes and fees) $5,893.05

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
Book Now
Tuscany, Italy

Borgo Pignano Cottage Casa del Lago
Rustic glamour

Organic farm

Plenty of activities

Sleeps up to

4

Total price (inc. taxes and fees) $7,143.09

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
Book Now
Tuscany, Italy

Monteverdi San Pietro Private Village House
Goodie-stocked kitchen

Hand-made furnishings

Refined rusticity

Sleeps up to

4

Total price (inc. taxes and fees) $9,292.71

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

Monteverdi Amiata Private Village House
A private garden

Val d’Orcia views

Peace and quiet

Sleeps up to

6

Total price (inc. taxes and fees) $13,891.07

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.
Book Now
Tuscany, Italy

Rosewood Castiglion del Bosco Villa Oliviera
Private infinity pool

Postcard-perfect views

Authentic Tuscan style

Sleeps up to

6

Total price (inc. taxes and fees) $30,670.64

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
Book Now
Tuscany, Italy

Rosewood Castiglion del Bosco Villa Casa del Fiume
Traditional Tuscan style

Private pool and tennis court

Set on a World Heritage Site

Sleeps up to

8

Total price (inc. taxes and fees) $33,170.72

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
Book Now
Tuscany, Italy

Rosewood Castiglion del Bosco Villa Chiusa
Historic former police station

Classic Tuscan style

Bloom-packed private gardens

Total price (inc. taxes and fees) $35,454.27

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
Book Now
Tuscany, Italy

Rosewood Castiglion del Bosco Villa Gauggiole
Private infinity pool

Three separate buildings

Sweeping gardens

Total price (inc. taxes and fees) $36,900.75

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
Book Now