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Company

WhereToStay

Location

Gloucestershire

Geographical focus

Asia-Pacific

Caribbean

Europe

North America

Client types

HNW

UHNW

Sector

Travel Services

WhereToStay

Spear’s Review 

WhereToStay connects high-end holidayers and HNWs to some of the world’s finest luxury villas, private estates and ski chalets. Trips are often organised to ensure the discerning clientele have access to nannies, private butlers and chefs. 

The firm’s wide offering includes beachfront villas in the Caribbean and rare hideaways, including some perfectly secluded properties with views of Santorini. UHNWs might want to jet off to one of the many private islands the firm organises escapes to, including Thanda Island in Tanzania and Calivigny in Grenada. 

To curate the firm’s 4,000-strong list of retreats, it works alongside what it calls ‘global tastemakers’. 

Rank: Top Recommended

Top Recommended 2025, Holiday Homes, Villas & Country House Rentals

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