Windsor Island
Vacation Rental Management
SunnySide Properties manages short-term rental homes throughout Windsor Island, one of Davenport's newer luxury communities built for large group travel.
Why Windsor Island?
One of Davenport's Fastest-Growing Resort Communities
Windsor Island is one of the newer luxury communities in Davenport, built around a high-end water park clubhouse. The home inventory leans large, with 6 to 10-plus bedroom houses designed for big family groups and multi-family reunions who need real space.
- World-Class Water Park ClubhousePools, slides, a splash area, and cabanas that guests specifically call out in reviews.
- Large-Format Vacation HomesMostly 6 to 10-plus bedroom houses with private pools and hot tubs, built for big groups rather than a typical family of four.
- 15 Minutes from DisneyOff Champions Gate Boulevard near I-4, also about 20 minutes from Universal.
- Fast-Growing STR MarketAs a newer entrant on the I-4 corridor, demand here has been climbing steadily as more guests discover it.
- STR-Permitted HOAShort-term rentals are permitted under the community's HOA structure.
Owner Testimonial
"Windsor Island has been a great investment and SunnySide has maximized every booking opportunity. Guests rave about the community waterpark and come back year after year."
Free Vacation Rental Revenue Estimate
What could your Windsor Island property earn?
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Our Windsor Island Services
Full-Service Management in Windsor Island
Everything you need to run a profitable short-term rental (STR), handled by our local team.
Professional Photos
HDR photography that showcases your Windsor Island property at its best.
Dynamic Pricing
Real-time rate optimization tuned to Windsor Island demand patterns.
Professional Cleaning
Trusted local housekeepers who know Windsor Island properties.
24/7 Guest Support
We handle every guest inquiry so you never get a 2am call.
Common Questions
Windsor Island FAQ
Yes, short-term rentals are permitted under the community's HOA structure.
Mostly large-format, 6 to 10-plus bedroom homes with private pools, built for big groups.
Off Champions Gate Boulevard near I-4 in Davenport, about 15 minutes from Disney.
Where We Work
Orlando's Top Resort Communities
We specialize in STR management across Orlando's most popular resort communities, from Champions Gate to Windsor Island and beyond.
Own a Property in Windsor Island?
Get a free revenue estimate and see what your property could earn under our management.