Windsor Island Resort
One of Central Florida's premier gated resort communities — luxury vacation homes minutes from Walt Disney World. Perfect for personal use or a high-performing short-term rental investment.
Why Buy a home in Windsor Island Resort
Windsor Island Resort is one of Central Florida's most desirable communities for buyers looking to own a vacation home near Orlando's world-famous attractions. Located in Davenport, Florida, this premier resort community puts owners just minutes from Walt Disney World, Universal Orlando Resort, and the rest of Central Florida's top destinations — making it a smart choice for both personal getaways and vacation rental income.
Why Windsor Island Is a Smart Investment
Owning a home at Windsor Island offers a rare combination: a true vacation retreat for your own family, paired with strong income potential when you're not using it. The resort's location near Disney and Universal keeps visitor demand high year-round, while the on-property amenities — including the clubhouse, splash zone, and sports courts Windsor Island's amenity center features a zero-entry resort-style pool, a lazy river, dual water slides, a children's splash pad, a fitness center, game room, sundry shop, and an on-site Grille restaurant and bar.— give guests reasons to book again and again. For owners who want a simpler path to ownership, options exist to make the experience completely hands-free.
Property in Windsor Island start in the $400's
ABOUT THE COMMUNITY
Massive Clubhouse and Waterpark
Enjoy the aerial view of the Clubhouse Amentiies
A Community Built for Every Kind of Buyer
Whether you're searching for a family vacation home, a place to host multi-generational getaways, or a long-term investment property in one of Florida's fastest-growing vacation markets, Windsor Island Resort offers a home to match. Its blend of spacious floor plans, resort-caliber amenities, and an unbeatable location near Orlando's biggest attractions makes it a standout choice for buyers who want more than just a house — they want a lifestyle.
Investment & Short-Term Rental in Windsor Island
Having operated a vacation home management company for nearly 20 years, our reviews from past guests constantly praised the resort clubhouse. First being accessibility was free, lazy river was large and guests mentioned the kids splash pad. Other mentions were the bed to bath ratio being perfect and the floorplans being open. Guests also mentioned the privacy of the king en-suites being separated in these floorplans.
PHOTO GALLERY
Explore the Homes
From arrival to poolside sunset — explore what makes this community exceptional.
PROPERTY FEATURES
Everything You Need
World-class amenities, resort-quality finishes, and a location guests love — everything you need for a successful vacation home investment.
Gated Community
Resort Clubhouse
Arcade/Game Room
Fitness Center
Computer Area
Lounge Area
Daily Activities
Events Lawn
Fire Pit
Hammock Garden
Tiki Bar
Cafe
Ice Cream
Sundries/Market
Basketball Court
Sand Volleyball
Pickleball Court
Poolside Lounges/Umbrellas
Private Cabanas - Rentals
Soccer Field
9-Hole Mini Golf
Cornhole
Playground
Climbing Wall
Walking Path
Dual Water Slides
Kids Splash Zone
Hot Tub/Spa
Windsor Island Location
Mobile App
Download our App and Search for Homes in Real Time!
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
Search Homes on Our App
Mobile App
Download our App and Search for Homes in Real Time!
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
CLARITY
Common Questions
Where is Windsor Island Resort located?
Windsor Island Resort is located at 1115 Aloha Blvd, Davenport, FL 33897, just minutes from Walt Disney World and Universal Orlando Resort.
Can I buy a home at Windsor Island Resort?
Yes. Windsor Island Resort offers vacation homes for purchase, giving buyers the opportunity to own property in one of Central Florida's most in-demand resort communities.
How frequently are HOA fees collected?
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.
What payment methods are accepted by the management?
Owners may remit payments securely via the online portal using ACH or credit card. Alternatively, payments can be made by mailing a physical check to the designated lockbox or by establishing automated recurring bank drafts.
I own a home in Windsor Island and I would like to sell, can you help me?
Yes, we actlvely list vacation homes for sale. View our Choosing an Agent page to get started.
If I have friends or guests in my home, will they have free, unlimited access to the Resort Amenities?
Yes, all guests have access even if the home owner is not present with them.
What types of services are included in the HOA fee?
basic internet and cable tv, groundskeeping, all clubhouse amenities except for restaurant, arcade and drinks, 24/7 Security Guarded Gate, Trash Pickup
How do I buy a home at Windsor Island Resort?
Interested buyers can contact us directly to learn about current home availability, pricing, and the purchase process at Windsor Island Resort.
Matthew Montalvo, PA
Realtor
As a specialized real estate agent with La Rosa Realty, Matthew Montalvo provides unparalleled expertise in the Disney World area, helping clients find the perfect vacation home, residence or investment property. About Us
© 2026 Matthew Montalvo
La Rosa Realty 1420 Celebration Ave, Celebration FL 34747
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