Kissimmee, Osceola County

Windsor at Westside Photography

Large family homes built for group travel, anchored by a 10,000 square foot clubhouse with a lazy river and water playground. Shot for the booker choosing between whole houses.

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or call (321) 800-5294

Windsor at Westside is built around large family homes, five to nine bedrooms, with a 10,000 square foot clubhouse, lazy river, and water playground at the centre of the community.

Its guests are almost always groups, which means the listing is being assessed by somebody with a spreadsheet and a headcount rather than a couple browsing for a weekend.

Book a Shoot Call (321) 800-5294

What Owners Buy Here

+Single family homes, commonly 5 to 9 bedrooms
+Homes with private pools and spas
+Properties with themed bedrooms and game rooms

Resort Amenities

*10,000 square foot clubhouse
*Lazy river
*Water playground

How We Shoot It

Photographing a Rental in Windsor at Westside

What actually matters when the goal is bookings rather than a pretty gallery.

Every bedroom gets photographed, without exception. A group booker will not take a bedroom count on faith, and a missing room reads as a room worth hiding.

Resort amenities are part of the sell here. Where the community allows it, the clubhouse and water features belong in the set because they are a genuine reason to choose this resort over a comparable one.

Game rooms and themed spaces should be treated as feature images and placed early, not buried at frame twenty.

Own or manage in Windsor at Westside?

Photo packages start at $219 with 24 hour delivery. Managing several properties here? Portfolio rates are quoted below the published price.

Book a Shoot Portfolio Rates

Or call (321) 800-5294

Our Guarantees

Booked With Zero Risk

Every shoot is backed in writing. If something is not right, fixing it is on us, not on your listing timeline.

100% Satisfaction Guarantee

Love the photos, or we reshoot free.

If the media does not work for your listing, tell us within 48 hours and we come back and reshoot the property at no charge. No debate, no partial credit, no invoice games. We would rather spend another morning at the property than have you market it with photos you are not proud of.

Blue Sky Guarantee

A grey day never costs you a listing.

Florida weather does not check your listing calendar. If the shoot day turns grey, overcast, or wet, you pick the fix: we come back and reshoot the exteriors in good light at no charge, or we enhance the sky so the home looks like it does on its best day, labelled as a digitally altered image the way MLS rules require. Either way you never pay twice because of the weather.

24-Hour Delivery Guarantee

Photos back in 24 hours, as standard.

Every photo package is delivered within 24 hours of the shoot as the standard service, not as a paid upgrade you have to remember to ask for. When a listing has to go live tonight, same-day rush delivery is available on request.

No Travel Fees

One price across every city we serve.

Orlando, Kissimmee, Davenport, Winter Garden, Clermont, Sanford: the rate card is identical in all of them. No mileage surcharge, no travel zones, no fuel line item, and no quiet upcharge because a property sits at the edge of the map.

Drone Aerials Included

Aerials in every package, no extra charge.

Licensed drone photography is included in every real estate and vacation rental package wherever airspace allows, rather than sold as an add-on. Airspace is checked and any LAANC authorization is filed before the shoot, so nobody finds out on the day that the property sits inside controlled airspace.

Licensed and Insured

FAA Part 107 certified and commercially insured.

Every flight is flown by an FAA Part 107 certified remote pilot using Remote ID compliant equipment, and the business carries commercial insurance. Brokerages that keep vendor files on record can request the certificate at any time.

Read all 8 guarantees in full →

Windsor at Westside Questions

Do you photograph homes at Windsor at Westside?

Yes, across the five to nine bedroom range typical of the community, including homes with private pools, themed bedrooms, and game rooms.

Do you photograph the resort amenities as well as the home?

Where the community permits it, yes, and it is worth doing. The clubhouse, lazy river, and water playground are part of what a guest is choosing when they book here, and a listing that shows only the interior of one house is leaving the resort's own selling points unused.

Can you fly a drone at Windsor at Westside?

It depends on the exact address. Walt Disney World and Universal hold permanent flight restrictions, and the boundary matters more than the mailing address does: two homes in the same community can fall on different sides of it. We check the specific property against current restrictions before the shoot rather than promising aerials we cannot legally fly, and we tell you before the appointment, not after. All drone work is flown under an FAA Part 107 certificate on Remote ID compliant equipment.

Can you shoot several homes here in one day?

Yes, and it is routine. Multi-property days across Windsor at Westside and the surrounding corridor are a normal week for us, and clustered homes are cheaper to shoot than scattered ones because a routed day costs less to run. If you manage several units here, portfolio rates are quoted below the published single-property price.

How fast is delivery?

Photos are delivered within 24 hours of the shoot, web and print resolution, named so your team can push them straight to Airbnb, Vrbo, and your direct booking site. Packages start at $219.

Nearby

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Book a Shoot in Windsor at Westside

Photos delivered in 24 hours, backed by our 100% satisfaction and Blue Sky guarantees. From $219.