1. 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) $448.93

    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
  2. 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) $282.13

    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
  3. 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) $6,968.00

    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
  4. 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) $10,949.44

    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
  5. 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) $11,476.63

    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
  6. Tuscany, Italy

    Rosewood Castiglion del Bosco Villa Gauggiole

    • Private infinity pool
    • Three separate buildings
    • Sweeping gardens

    Price per night from (ex tax) $10,929.88

    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
  7. 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) $17,227.30

    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
  8. Tuscany, Italy

    Rosewood Castiglion del Bosco Villa Oliviera

    • Private infinity pool
    • Postcard-perfect views
    • Authentic Tuscan style

    Price per night from (ex tax) $8,957.04

    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

    A wine-tasting tour for all villa guests
  9. Tuscany, Italy

    Rosewood Castiglion del Bosco Villa Alba

    • Sweeping gardens
    • Centuries-old site
    • Private pool

    Price per night from (ex tax) $4,756.77

    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
  10. 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) $8,636.81

    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