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A curved, timber-screened contemporary house lit from within at dusk, seen from the street

Orlando. At Ease.

Thoughtful stays.
Warm welcomes.
Our first chapter is coming soon.

Get in touch

Calierra Hospitality is an Orlando-based vacation rental company preparing its first stays. We bring together considered spaces, personal care and a sense of place — for guests who want to settle in, and owners who share our vision.

A More Thoughtful Way To Stay

An open, sunlit room in cream plaster with an arched doorway, a curved bouclé sofa and a round wooden table

Our stays / Coming soon

A little sunshine.
A place to belong.

Explore our stays ↗

6 collection concepts · All coming soon

Concept imagery and names illustrate our vision. Properties, amenities, pricing and opening dates are not yet confirmed.

The Art of Feeling At Home

  • _01

    Considered Spaces

    Warm, inviting spaces with thoughtful details at their heart.
  • _02

    Everyday Comfort

    Room to settle in and enjoy the everyday moments of your trip.
  • _03

    Orlando, Explored

    A local perspective on the experiences that make a stay your own.
  • _04

    Personal Care

    Clear information and a personal approach for guests and owners.

A beautiful stay is more than a beautiful space. We are building Calierra around comfort, thoughtful details and clear communication — from the first question to the final goodbye.

Property owner partnerships

A considered approach.
A personal partnership.

Good hospitality begins long before a guest arrives. We are building Calierra around thoughtful presentation, clear communication and care for the homes entrusted to us.

As we prepare our first properties, we are speaking with owners who share that outlook. Every conversation starts with your home, your priorities and an honest assessment of fit.

Discuss your property ↗

A few things worth knowing

Good questions.
Clear answers.

All frequently asked questions ↗
Can I book a Calierra stay now?

Not yet. We are securing our first property. Our stays are coming soon, and confirmed photos, amenities, rates and availability will be published before reservations open.

Where will Calierra offer vacation rentals?

Our focus is the Orlando area in Central Florida. The exact location of each home will be shared when the property is confirmed.

Will I be able to book directly?

Direct booking is planned. Once it is activated, you will be able to review availability, the full price and cancellation terms before making a secure reservation.

Are the homes shown on this website available?

The collection currently illustrates the design and stay experiences we are developing. These are concept properties, not confirmed inventory.

Can property owners partner with Calierra?

Yes. We welcome conversations with Orlando-area owners about their property, goals and potential fit. Services, responsibilities, launch timing and fees are agreed individually.

Will every home have a pool or family amenities?

Amenities will be specific to each confirmed home. Pool access, sleeping arrangements, accessibility, parking and child-friendly features will be listed on the property page.

How close will the homes be to the theme parks?

Journey times depend on the property address, your destination and traffic. We will provide location-specific guidance after each home is confirmed.

What are the cancellation terms and extra fees?

These will be published before booking opens. Every confirmed stay will show its cancellation policy and a complete price breakdown, including applicable cleaning fees and taxes.

A walnut front door in a plaster entryway at golden hour, framed by olive branches

Your
Orlando Stay
Starts Here

Get in touch