1. tuscany, Italy

    Villa Ghizzano

    • Traditional Tuscan style
    • Family friendly
    • Included activities
    Bedrooms
    5
    Sleeps up to
    10

    Rates per night from (ex tax) $1,542.13 - $2,315.66

    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 set of Aesop bath products
  2. Tuscany, Italy

    Villa La Cipresseta

    • Rustic-chic Tuscan farmhouse
    • Secluded vine-draped terrace
    • Private heated pool
    Bedrooms
    5
    Sleeps up to
    10

    Rates per night from (ex tax) $2,397.16 - $2,397.16

    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 set of Aesop bath products
  3. Tuscany, Italy

    Rosewood Castiglion del Bosco Villa Gauggiole

    • Private infinity pool
    • Three separate buildings
    • Sweeping gardens
    Bedrooms
    4
    Sleeps up to
    8

    Rates per night from (ex tax) $3,457.17

    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 Alba

    • Sweeping gardens
    • Centuries-old site
    • Private pool
    Bedrooms
    3
    Sleeps up to
    6

    Rates per night from (ex tax) $3,160.90

    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
  5. Tuscany, Italy

    Rosewood Castiglion del Bosco Villa Chiusa

    • Historic former police station
    • Classic Tuscan style
    • Bloom-packed private gardens
    Bedrooms
    4
    Sleeps up to
    8

    Rates per night from (ex tax) $3,457.17

    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

    Locanda Rossa Superior Apartment

    • Triplex family apartment
    • Idyllic countryside location
    • Three pools and spa on-site
    Bedrooms
    3
    Sleeps up to
    6

    Rates per night from (ex tax) $392.03

    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
  7. Tuscany, Italy

    Villa la Quiete

    • Sprawling Tuscan estate
    • Indoor and outdoor pools
    • Bikes and a barbecue on hand
    Bedrooms
    5
    Sleeps up to
    10

    Rates per night from (ex tax) $1,584.79 - $2,397.16

    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 set of Aesop bath products
  8. Tuscany, Italy

    Rosewood Castiglion del Bosco Villa Oddi

    • Traditional, family-size villa
    • Private infinity pool and tennis court
    • Modern fixtures and fittings
    Bedrooms
    6
    Sleeps up to
    12

    Rates per night from (ex tax) $4,442.35

    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 Biondi

    • Ferragamo-styled decor
    • Rosewood hotel facilities
    • Set on a World Heritage Site
    Bedrooms
    5
    Sleeps up to
    10

    Rates per night from (ex tax) $3,949.76

    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. Maremma, Italy

    Il Gancio

    • Trio of pools
    • Family friendly
    • Lounge space galore
    Bedrooms
    9
    Sleeps up to
    18

    Rates per night from (ex tax) $1,299.98 - $3,103.07

    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

    A set of Aesop bath products