Discover luxury villas with outdoor pools

  1. Sicily, Italy

    Monaci delle Terre Nere Exclusive Suite Elegante

    • Serene countryside setting
    • Fabulous, far-reaching views
    • Secluded setting

    Price per night from (ex tax) $1,237.78

    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 glass of local Etna wine on arrival
  2. Marbella, Spain

    Finca Cortesin Five-Bedroom Villa

    • Prime coastal perch
    • Spoiling spa extras
    • Kids welcome

    Price per night from (ex tax) $4,038.59

    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

    Late check-out or early check-in. For members staying in an Executive Suite, Executive Sea Suite or Pool Suite: a bottle of wine for three-nigh… more
  3. Marbella, Spain

    Finca Cortesin Four-Bedroom Villa

    • Gardens and pool
    • Mod-rustic interiors
    • Luxury resort

    Price per night from (ex tax) $3,364.90

    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 bottle of wine and late check-out or early check-in; three 50-minute massages (or airport transfers) if staying five nights, four if staying … more
  4. Marbella, Spain

    Finca Cortesin Two-Bedroom Villa

    • Family-friendly stay
    • Luxury resort one minute away
    • Private plunge pool

    Price per night from (ex tax) $2,165.26

    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

    Late check-out or early check-in (if available) and a bottle of wine; three 50-minute massages if staying five or six nights, four if staying s… more
  5. Sicily, Italy

    Verdura Resort Villa Acacia

    • Mediterranean views
    • Great for golfers
    • Pool perfection

    Price per night from (ex tax) $3,449.03

    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

    Two drinks in the Granita bar
  6. Lake Como, Italy

    Grand Hotel Tremezzo Villa Sola Cabiati

    • Lake Como landmark
    • Elegant party pad
    • Historic heirlooms aplenty

    Price per night from (ex tax) $8,273.37

    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

    An hour-long boat tour of Lake Como with prosecco
  7. Santorini, Greece

    Santo Maris Luxury Villa with Private Pool and Sea View

    • Peace and privacy
    • Showstopper sunsets
    • Pool, Jacuzzi and sauna

    Price per night from (ex tax) $2,413.09

    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 local wine, sweets and one poolside cocktail each, served at sunset
  8. 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) $6,081.46

    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 Chiusa

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

    Price per night from (ex tax) $9,637.18

    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

    A wine-tasting tour for all villa guests
  10. 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) $6,874.41

    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