Diver's Dream - Grand CaymanN°001
Cayman, Cayman Islands
Grand Cayman
Vistas al marAire acondicionado
Desde €408 por noche
Smiling House brings together 4 hand-selected luxury condos in Cayman — each one chosen for its setting, its design and the service around it. Cayman is a polished Caribbean haven of powder-soft beaches, calm turquoise water and world-class diving. From intimate hideaways for two to expansive homes for family and friends, every condo is booked directly with our team — no middle-man, no surprises. Browse the homes below, then speak to a concierge who knows Cayman first-hand about dates, rates and the details that make a stay effortless.
Actualizado Septiembre de 2026
1 Bdr Penthouse Oceanfront Condo w/ Infinity PoolN°002
Cayman, Cayman Islands
West Bay
Vistas al marAire acondicionado
Desde €408 por noche
Modern Penthouse Oceanfront 1 Bdr Condo /w PoolN°003
Cayman, Cayman Islands
West Bay
Vistas al marAire acondicionado
Desde €408 por noche
Modern Oceanfront 1 Bdr Condo /w Pool + DivingN°004
Cayman, Cayman Islands
West Bay
Vistas al marAire acondicionado
Desde €408 por noche
Smiling House también ofrece un servicio de conserjería para chefs privados, traslados, monitores de esquí, yates y coches, un VIP Club con acceso anticipado a nuevas residencias y tarifas para socios, chalets en venta en la región de Gstaad a través de su división inmobiliaria y casas de reserva inmediata con disponibilidad en tiempo real.
More to rent in Cayman
Condos in other destinations
Frequently asked
How do I book a condo in Cayman?
Choose a home below and send an enquiry, or ask to book directly. A Smiling House concierge confirms availability and rates with the owner and handles the booking end to end — you deal with our team, not a faceless platform.
What's included when I rent a condo in Cayman?
Every home is fully furnished and privately yours for the stay. Concierge support, and often housekeeping and local recommendations, come as standard; specific services vary by property and are listed on each home's page.
Is it cheaper to book direct with Smiling House?
Booking direct removes the platform mark-ups that sit on OTA listings, and puts you in touch with a team that knows Cayman personally. You get the real home, the real price and a human who answers.
How many condos are available in Cayman?
4 condos are featured here right now. Inventory changes as homes are booked and new ones join, so the collection is always current.