
Windsor Hills is amongst the original vacation home resorts with a proven track record of successful years in operation. This proven resort features 2 and 3 bed condos, 3 bed townhomes with splash pools and 4-6 bed pool homes. The 6 bed homes feature 3 en-suites, the 5 bed homes feature 3 and 4 en-suites depending on the floorplan and the 4 bed homes feature 3 en-suites.
The Windsor Hills Resort is packed with amenities like the Aquapark that features waterslides and kids splash pad, lagoon pool, fitness room, sports courts and more. This Resort was built with vacation rental as priority.
Property in Windsor Hills start in the $200's
Enjoy the aerial view of the Clubhouse Amentiies
From arrival to poolside sunset — explore what makes this community exceptional.
What truly distinguishes Windsor Hills from a standard vacation rental is its lineup of resort-caliber amenities, including:
A heated lagoon-style pool, perfect for year-round swimming. An Aquaventure Water Park for families with kids
Full clubhouse with arcade, billiards, movie theater, ping pong tables and sundry shop
State-of-the-art equipment, yoga studio for all residents and guests.
Beach Sand Courts
Support and Service throughout your stay
Tennis Court, Basketball Court & Putting Green







Our unique app is available for iphone or android. It allows you the freedom to search anytime at your convenience. Listings are available live just as I see them so there are not delays like you find on those national websites.
“This app is so easy to use” — D. Stewart - Kissimmee, FL
Enjoy features like:
Search by Location using our Map Search
Numerous Search Filters to pinpoint your preferences
Specific information pertaining to each home
Our unique app is available for iphone or android. It allows you the freedom to search anytime at your convenience. Listings are available live just as I see them so there are not delays like you find on those national websites.
“This app is easy to use” — F. Johnson - Boston, MA
Enjoy features like:
Search by Location using our Map Search
Numerous Search Filters to pinpoint your preferences
Specific information pertaining to each home
Assessments are typically billed and collected on a monthly basis. Statements are distributed approximately 30 days prior to the due date, ensuring owners have ample time to process their payments.
Yes, Windsor Hills is zoned for short-term rental usage and is well known to the public that is strictly a vacation home resort.
Yes, all guests have access even if the home owner is not present with them.
basic internet and cable tv, groundskeeping, all clubhouse amenities except for restaurant, arcade and drinks, 24/7 Security Guarded Gate, Trash Pickup
Windsor Hills features 2 and 3 bedroom condos, 3 bedroom townhomes with splash pools and 4-6 bedroom Single Family Homes with Pools
about a 10 minute drive to the park entrance, it is literally one of the closest Resorts to the Magic.
No, vacation rentals in Windsor Hills Resort can be rented year round with no limits.
© 2026 Matthew Montalvo
La Rosa Realty 1420 Celebration Ave, Celebration FL 34747
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