Discover Jake Rosenberg's hotel shortlist

Tuscany, Italy

Monteverdi

Style

Mellow mediaeval village

Setting

Colourful Castiglioncello

Price per night from (ex tax)$1,900.56

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 prosecco and a selection of local cheeses and meats at Enoteca
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St Barths, St. Barthélemy

Hotel Christopher

Style

Haute Caribbean

Setting

Ocean-view Pointe Milou

Price per night from (ex tax)$542.43

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
House-made treats from the chef
View hotel
Santorini, Greece

Kapari Natural Resort

Style

Neutral shades, cool caves

Setting

Volcanic viewpoint

Price per night from (ex tax)$375.02

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
Free pick-up from either the airport or seaport and a plate of fresh fruit on arrival
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New York, United States

The Bowery

Style

Retro glamour

Setting

Post-punk East Village

Price per night from (ex tax)$355.00

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
View hotel
STAY FLEXIBLE CANCEL WITH 48 HOURS NOTICE
Toronto, Canada

The Drake

Style

Cool, cultural cutting-edge

Setting

Art and Design District of Parkdale

Price per night from (ex tax)$190.51

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 Starving Artist house red or white wine in your room on arrival
View hotel