How do I book a house in Orlando?

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 house in Orlando?

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 Orlando personally. You get the real home, the real price and a human who answers.

How many houses are available in Orlando?

1 houses are featured here right now. Inventory changes as homes are booked and new ones join, so the collection is always current.

Luxury Houses in Orlando

1 properties

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Smiling House brings together 1 hand-selected luxury houses in Orlando — each one chosen for its setting, its design and the service around it. Orlando is Central Florida's theme park capital, home to Walt Disney World, Universal and SeaWorld. From intimate hideaways for two to expansive homes for family and friends, every house is booked directly with our team — no middle-man, no surprises. Browse the homes below, then speak to a concierge who knows Orlando first-hand about dates, rates and the details that make a stay effortless.

Stunning Villa w/ Private Pool Near DisneyN°001

West Lucaya, USA

18 guests 9 bedrooms 7.5 bathrooms

Private poolHot tubAir conditioning

From $390 per night

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More to rent in Orlando

Condos in Orlando 6

Houses in other destinations

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Frequently asked

How do I book a house in Orlando?: 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 house in Orlando?: 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 Orlando personally. You get the real home, the real price and a human who answers.
How many houses are available in Orlando?: 1 houses are featured here right now. Inventory changes as homes are booked and new ones join, so the collection is always current.