Windsor Island Resort
Kissimmee, Orlando
Windsor Island Resort
Kissimmee, Orlando
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Windsor Island Resort

Windsor Island Resort is a premier style rental community ideally located in West Kissimmee / Davenport, south of US Highway 192, close to US 27 South and situated within a short drive of Disney World Resort Orlando.

This exciting rental only community features an extensive range of on-site leisure amenities including the Aloha Clubhouse, resort-style swimming pool, lazy river, double waterslide and much more, surrounded with extensive sun decking, offering guests an ideal spot to relax and unwind after a day at the Orlando Theme Parks 

Your choice of Windsor Island Resort rental properties are 5 Bed 2 story Townhouses with splash pool and 5, 6, 7 8, 9 & 10 Bed Detached Homes with private swimming pool.  Book your rental online 24/7

To find out more visit our about Windsor Island Resort page and there is a Windsor Island Resort video for you to view further down the home page.

If you would like to view a list of our featured Orlando communities that offer resort style leisure amenities throughout Kissimmee, Clermont, Davenport and International Drive please visit our Orlando Villa Rentals website.

Windsor Island Resort At A Glance

About

Windsor Island Resort is a secure gated manned community ideally located in the popular Western Kissimmee area just a short drive from Walt Disney World Resort and Universal Resort with all the Orlando Theme Parks within an easy drive.
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Amenities

Windsor Island Resort offers an extensive range of family friendly resort style leisure amenities for guests which include Clubhouse, lounge, restrooms, games room, fitness facility, large swimming pool, lazy river, jacuzzi spa, children’s water features, playground.
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Rentals

Windsor Island Resort features 5 Bed Townhouses with Splash Pool and 5, 6, 7, 8, 9 and 10 Bed Detached Homes each with a private swimming pool for your Vacation Rental Holiday in Kissimmee, Orlando.
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Windsor Island Resort Video

Why to Stay at Windsor Island Resort

Windsor Island Resort — The Vacation Property Pros
★ Premier Resort-Style Club Experience – The stunning Mediterranean-themed Clubhouse is the vibrant heart of Windsor Island Resort, featuring a state-of-the-art fitness center/gym, arcade/game room (with video games, billiards, ping-pong), sundry shop/marketplace (snacks, groceries, grill), lounge areas, and seamless integration with the expansive outdoor water park and amenities for a complete, family-focused resort hub onsite
 
★ Prime Orlando Location – Gated community in West Kissimmee/Davenport area with easy access to major highways, just 7-10 min drive (about 7-8 miles) to Walt Disney World main entrances, 25-35 mins to Universal Orlando & SeaWorld, and roughly 30 mins from Orlando International Airport – one of the newest and most convenient spots for theme park adventures
 
★ Variety of Luxury Rentals – Spacious 5- to 10-bedroom detached villas, homes, and townhomes (including affordable 5-bed options with splash pools) sleeping 10-28+ guests, with full kitchens, open living areas, multiple ensuites, game rooms/movie theaters (in many), themed bedrooms (in select), and high-end finishes—perfect for large families and groups seeking home-like comfort
 
★ Private Pools in Every Home – Each property features its own screened private pool (often heated with spa/hot tub options and covered lanai areas) for ultimate private relaxation and Florida-style outdoor enjoyment
 
★ Expanded Resort Pool & Water Park Features – FREE access to the zero-entry heated resort-style lagoon pool (with lazy river, dual/twin waterslides, children’s splash pad/playground, hot tub, cabanas, hammocks, loungers, and Tiki bar/grill for poolside food/drinks) – a standout family water fun zone for endless splashing and relaxation
 
★ Fun Onsite Activities – Fitness center, arcade/game room, mini golf/putting green, playground, tennis courts, basketball, sand volleyball/cornhole, and more complimentary options for active family entertainment and downtime
 
★ Ultimate Convenience Onsite – Secure gated resort with lush landscaping, on-site dining/snacks (marketplace grill, Tiki bar), poolside service, high-speed Wi-Fi, 24/7 security, and nearby shops/dining—spend more time enjoying your vacation and less time traveling
 
★ Superior Space & Value – Full kitchens, open-plan living/dining areas, laundry facilities, high-end furnishings, serene surroundings, and private pool perks – far more room, privacy, and better value than any hotel for multi-generational family vacations