Discover luxury self-catering villas

  1. Tuscany, Italy

    Rosewood Castiglion del Bosco Villa Gauggiole

    • Private infinity pool
    • Three separate buildings
    • Sweeping gardens

    Price per night from (ex tax)$9,587.64

    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
  2. 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)$10,503.16

    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 wine-tasting tour for all villa guests
  3. 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)$13,315.61

    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 wine-tasting tour for all villa guests
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