1. Tuscany, Italy

    Borgo Pignano Cottage Casa del Lago

    • Rustic glamour
    • Organic farm
    • Plenty of activities
    Sleeps up to
    4

    Total price $7,218.42

    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
  2. Puglia, Italy

    Borgo Egnazia Villa Bella

    • Family-focused wonderland
    • Private pool and garden
    • Beachside seclusion
    Sleeps up to
    6

    Total price $20,594.37

    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

    Fruit and a bottle of spumante
  3. Santorini, Greece

    Canaves Oia Villa with Infinity Pool

    • Close to Oia’s buzzy bars and boutiques
    • Immaculate white interiors
    • Clifftop setting for perfect panoramas
    Sleeps up to
    6

    Total price $22,748.97

    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 glasses of vinsanto wine by the pool on arrival, and a bottle of white wine and a fruit plate in your room
  4. Marbella, Spain

    Finca Cortesin Four-Bedroom Villa

    • Gardens and pool
    • Mod-rustic interiors
    • Luxury resort
    Sleeps up to
    8

    Total price $23,784.71

    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
  5. Marbella, Spain

    Finca Cortesin Five-Bedroom Villa

    • Prime coastal perch
    • Spoiling spa extras
    • Kids welcome
    Sleeps up to
    12

    Total price $26,740.98

    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
  6. Tuscany, Italy

    Rosewood Castiglion del Bosco Villa Castello

    • Large gardens
    • Historic site
    • Val d’Orcia views
    Sleeps up to
    6

    Total price $28,993.99

    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. Santorini, Greece

    Grace Santorini Villa

    • Caldera-top location
    • A private in-villa spa
    • Ocean views from the heated pool
    Sleeps up to
    4

    Total price $30,525.18

    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 bottle of sparkling wine; or a bottle of Deutz Rose champagne, delicacies and flowers for guests staying in a Villa
  8. Puglia, Italy

    Borgo Egnazia Villa Magnifica

    • Secluded swimming pool
    • Fragrant gardens
    • All-age activities
    Sleeps up to
    6

    Total price $32,078.23

    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

    Fruit and a bottle of spumante
  9. Tuscany, Italy

    Rosewood Castiglion del Bosco Villa Sant’Anna

    • Private pool and tennis court
    • Large gardens
    • Furnished pool house

    Total price $39,192.76

    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. Tuscany, Italy

    Rosewood Castiglion del Bosco Villa Stabbi

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

    Total price $39,931.01

    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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