Luxury villas in Italy

Searching for a private luxury villa in Italy? From princely palazzi to tucked-away Tuscan casas, find your dream group getaway here.

  1. Tuscany, Italy

    Rosewood Castiglion del Bosco Villa Stabbi

    • Private infinity pool
    • Val d’Orcia views
    • Styled by the Ferragamo family

    Rates per night from (ex tax) $6,516.40

    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

    Rates per night from (ex tax) $6,656.70

    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 Gauggiole

    • Private infinity pool
    • Three separate buildings
    • Sweeping gardens

    Rates per night from (ex tax) $6,478.07

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

    Rosewood Castiglion del Bosco Villa Oddi

    • Traditional, family-size villa
    • Private infinity pool and tennis court
    • Modern fixtures and fittings

    Rates per night from (ex tax) $9,733.32

    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 Oliviera

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

    Rates per night from (ex tax) $5,755.44

    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
  6. Tuscany, Italy

    Rosewood Castiglion del Bosco Villa Castello

    • Large gardens
    • Historic site
    • Val d’Orcia views

    Rates per night from (ex tax) $5,080.99

    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 Alba

    • Sweeping gardens
    • Centuries-old site
    • Private pool

    Rates per night from (ex tax) $4,271.85

    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 Chiusa

    • Historic former police station
    • Classic Tuscan style
    • Bloom-packed private gardens

    Rates per night from (ex tax) $6,200.82

    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

    Borgo Pignano Maisonnette Il Pozzo

    • Family friendly
    • Traditionally Tuscan
    • Verdant views

    Rates per night from (ex tax) $639.06

    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
  10. Tuscany, Italy

    Borgo Pignano Cottage Casa del Lago

    • Rustic glamour
    • Organic farm
    • Plenty of activities

    Rates per night from (ex tax) $540.74

    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