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Windsor Island

June 7, 2025 by Florida Premier Rentals

Windsor Island Resort – A New Generation of Family Fun Near Disney


Located just minutes from Orlando’s world-class attractions, Windsor Island Resort is one of the newest and most exciting vacation communities in Central Florida. With incredible on-site amenities and beautifully designed vacation homes, it’s the perfect spot for families, groups, and multigenerational holidays. Whether you’re relaxing by the pool or heading out to explore the theme parks, Windsor Island offers a fantastic balance of comfort and convenience.


🌴 Resort Highlights

Windsor Island Resort was designed with fun and relaxation in mind, featuring a modern tropical theme and an extensive list of resort-style amenities.

Top amenities include:

  • Huge resort-style pool with lazy river

  • Splash zone with waterslides and kids’ water playground

  • Hot tub and cabanas for relaxation

  • Clubhouse with lounge, bar, and café

  • Fitness center and sports courts (volleyball, basketball, mini golf)

  • Family cabana rentals and fire pit gathering area

  • Arcade and game room for kids and teens

  • Gated entrance with 24/7 security

Everything is designed to offer a resort vacation experience without ever leaving the community.


📍 Prime Location

Windsor Island is located in Davenport, just south of Kissimmee and easily accessible via Highway 27 and I-4. It’s close to shopping, dining, and all of Orlando’s major attractions.

Nearby highlights:

  • Walt Disney World Resort – 15–20 minutes

  • Universal Orlando Resort – 30 minutes

  • SeaWorld & Aquatica – 25 minutes

  • Orlando International Airport (MCO) – 35–40 minutes

  • ChampionsGate Golf Courses & Shops – 10 minutes

  • Supermarkets, restaurants, and convenience stores – 5 minutes or less


🏠 Who Is Windsor Island Resort For?

This vibrant, family-friendly resort is ideal for:

  • Families with children of all ages

  • Multigenerational family holidays

  • Groups and reunions needing spacious homes with shared resort perks

  • Guests wanting a balance of private villa living with access to exciting on-site amenities

With its modern layout, well-maintained facilities, and proximity to Disney, Windsor Island is a great choice for those looking for a full resort experience within a gated vacation community.


🏡 Browse Our Windsor Island Rentals

At Florida Premier Rentals, we offer a stunning collection of vacation homes in Windsor Island—from cozy family villas to large luxury retreats. All homes come with full access to the resort’s amenities.

🌐 View Windsor Island Listings


Customer Reviews

Florida Premier Rentals

Customer Reviews

Melissa Brye 01/11/2026

Our family had an exceptional stay here. We traveled with my husband, our four children, and my parents, and the home truly accommodated all ages comfortably. From the moment we arrived, it was clear the property is very well cared for. The decor is beautiful, and the home was spotless, creating an inviting and relaxing environment.The amenities truly set this property apart. The playroom and movie room were huge highlights for the kids, while the pool quickly became the center of our stay for everyone. In fact, there were multiple days during our Orlando trip, even with Disney and Universal planned, when the kids chose to stay at the house to swim and play instead. That alone speaks to how enjoyable the home was.There were genuinely activities for every age group, which made traveling as a multi-generational family easy and enjoyable.The location was very convenient, with attractions, games, and entertainment nearby whenever we decided to go out.Communication from the hosts was excellent from check-in through departure. They were kind, responsive, and proactive, making the entire process seamless and stress-free.If visiting during the winter months, I strongly recommend opting for the heated pool. It made a significant difference and was absolutely worth it.We cannot recommend this property highly enough. It provided a memorable experience for our family, and we would gladly stay again.

Mark Lucero 01/28/2026

The host was very helpful, the house was beautiful and very comfortable. Thank you!

Jane Sauther 01/28/2026

Clean, comfortable, spacious home, perfect for our large family trip to Disney. Location was perfect, pool was a hit, kitchen was well appointed for large groups, and beds were comfy. We highly recommend this property.

Dita Lawson 01/25/2026

We had the best time ever! House is really beautiful, clean and cozy. You can feel the homy vibes. Pool was clean too and super warm so we could enjoy it after long day in Disney! Location is also very convenient. We really loved our stay here!!! Thank you!!!

Joseph McFarland 01/25/2026

This home was perfect! Great accommodations, amazing community with a lot of amenities and close to all Orlando attractions. Rental agency was wonderful to work with and very responsive!

susie fisher 02/10/2026

Yvonne was wonderful in communicating with us and any questions we had.

Michael Faletto 02/09/2026

House as advertised and was amazing. Absolutely great communication with the host team, and the home was beautiful. An excellent stay for the 8 of us! Will definitely book again if we come back - GREAT location and easy ride shares to the parks!

Andrea 01/02/2026

Thank you so much for the kind words! We’re really glad you enjoyed the space, the location, and felt well looked after during your stay. It was a pleasure hosting you, and you’re welcome back anytime.

Marcy Allison 01/19/2026

Absolutely wonderful stay! The house was perfect for our family. It was clean and offered so many fun options for the whole family - pool, game room, media room. Could not recommend it more!! We will definitely book again if we return to the area.

Gregory Sather 01/19/2026

Fantastic house! Pool, hot tub, games room were all additional amenities not found everywhere. Host was extremely responsive to our needs and made sure we were satisfied with our stay. Parking for more than 3 vehicles was easily accessed just a few feet away and the location was still close enough to the parks, bars, restaurants. Plenty of beds and baths for large groups/families. Very enjoyable stay!
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