1. Tuscany, Italy

    Rosewood Castiglion del Bosco Villa Alba

    • Sweeping gardens
    • Centuries-old site
    • Private pool

    Price per night from (ex tax) $7,479.83

    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
  2. 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) $10,892.84

    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
  3. Health & safety New safety measures are in place at this hotel. Read more here

    Tuscany, Italy

    Borgo Pignano Maisonnette Il Granaio

    • Rustic and romantic
    • Fantastic for families
    • Blissful bucolic setting

    Price per night from (ex tax) $1,073.61

    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
  4. Health & safety New safety measures are in place at this hotel. Read more here

    Tuscany, Italy

    Borgo Pignano Maisonnette La Piccionaia

    • Remote, rural setting
    • Views of Volterra
    • Traditional and Tuscan

    Price per night from (ex tax) $966.25

    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
  5. Health & safety New safety measures are in place at this hotel. Read more here

    Tuscany, Italy

    Borgo Pignano Cottage Casa del Lago

    • Rustic glamour
    • Organic farm
    • Plenty of activities

    Price per night from (ex tax) $858.88

    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 bottle of organic wine and a small selection of Pignano Organic products in your room on arrival
  6. Health & safety New safety measures are in place at this hotel. Read more here

    Tuscany, Italy

    Borgo Pignano Maisonnette Il Pozzo

    • Family friendly
    • Traditionally Tuscan
    • Verdant views

    Price per night from (ex tax) $1,073.61

    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
  7. Health & safety New safety measures are in place at this hotel. Read more here

    Tuscany, Italy

    Borgo Santo Pietro Casa dell'Unicorno

    • Hidden in the grounds
    • Twice-daily housekeeping
    • Private garden

    Price per night from (ex tax) $1,927.13

    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

    A bottle of spumante classic method from a vineyard in Trentino; and guests' choice of an assortment of hand-made chocolates made by the in-hou… more
  8. Tuscany, Italy

    Monteverdi Villa Amiata

    • A private garden
    • Val d’Orcia views
    • Peace and quiet

    Price per night from (ex tax) $2,898.75

    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

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

    Monteverdi Villa San Pietro

    • Goodie-stocked kitchen
    • Hand-made furnishings
    • Refined rusticity

    Price per night from (ex tax) $1,986.18

    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.
  10. Tuscany, Italy

    Monteverdi Villa Muri Antichi

    • Peace and quiet
    • Stylish interiors
    • Friendly staff

    Price per night from (ex tax) $4,723.88

    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

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