Buyers Guide to Windsor Island Resort Homes for Sale
What is Windsor Island Resort?
Windsor Island Resort is a gated vacation home resort built by Pulte Homes in Davenport, Florida, about 11 miles southwest of Walt Disney World.
Construction started in 2019 and the resort was completed by 2023.
It is the fourth fully amenitized short term rental resort completed by Pulte, following on from Windsor Palms (2001), Windsor Hills (2005) and Windsor at Westside (2015). The new Windsor Cay Resort in Clermont is expected to be completed in early 2027.
A fresh new look both inside and out of the home selections bring the dynamic cutting edge look owners and renters seek in the highest end vacation home product. Builder Pulte has gotten it just right with this fantastic concept resort.
HOUSES AND TOWNHOUSES FOR SALE AT WINDSOR ISLAND
NEW LISTINGS at WINDSOR ISLAND
UPGRADED FROM WINDSOR AT WESTSIDE
As great as the Windsor at Westside clubhouse and water park was, developer Pulte found ways to greatly improve the concept for Windsor Island.
In comparison to Windsor at Westside Pulte made the pool 30% bigger, over 60% more sun deck space and the lazy river a whopping 50% longer. Lets not forget the two 20ft duel water slides, fire pit, hammock park and 9 hole mini-golf!
According to developer Pulte Homes, the new restaurant and bar has 600% more tables, from just 5 at Windsor at Westside to 35 at Windsor Island with an overall enhanced and luxurious experience both in dining and entertainment. If you liked Windsor at Westside you are going to love Windsor Island – and so will your guests!
AMENITIES at WINDSOR ISLAND
Windsor Island Homes and Resort Amenities
As one of the newest resorts, Windsor Island has one of the most modern and well-designed clubhouse and resort amenity packages of any resort.
It has a main adult pool and kid’s water park, a huge lazy river and water slides that dump into the lazy river directly.
A large hammock garden and spa area, outside tiki bar and corn-hole area add some nice touches.
On the north side of the clubhouse, they have placed a fire put and it is a superb location to watch the Disney fireworks every night at Walt Disney World,
You can see a short video of how it looks in this video of Disney fireworks from Windsor Island.
Windsor Island Clubhouse
Inside the clubhouse is a well-equipped fitness center and a good-sized game room with a nice variety of video games. It also holds a small sundry shop and ice cream bar. The main reception is also within and guests can chat with the concierge service for any assistance needed during their stay.
Restaurant
The restaurant ” The Blue Marlin” is located outside and is an excellent addition. Not only does it have a very reasonable menu with good selection of bar food but it also has a very good selection of tap beer and cocktails. It is designed like a sports bar tiki bar, with lots of large screen TV’s all around so guests can enjoy the sporting pleasures of the day.
Sports
A tennis court, basketball court and mini-golf course are all available for guests to use when available.
Security
Windsor Island has excellent manned and gated 24-hour security. You’re not getting in unless you have clearance.
Similar Locations to Windsor Island
ChampionsGate Resort
Solara Resort
Storey Lake Resort
Windsor at Westside Resort
Floor Plans
Homes and villas start at 5 bedroom and go all the way to the 10 bedroom Clearwater Grande.
The 8-bedroom “Baymont” has proven to be one of the most successful floor plans in the Orlando short term rental market, and continues to be exceptionally popular with buyers. ALL FLOOR PLANS
5 Bedroom Castaway
Pulte also offered a 5 bedroom “The Castaway” townhouse floor plan which has proven to be extremely popular.
It’s one of the best designed floor plans of any townhouse and also offers a 3/4 size pool and a very big deck are for a townhouse.
Buyer questions
What types of homes are available at Windsor Island Resort?
Windsor Island Resort offers two property types: houses from 5 to 10-bedrooms and 5-bedroom townhomes.
Who built Windsor Island Resort, and when?
Pulte Homes built Windsor Island in three phases. Infrastructure began in 2019 and the “Aloha” clubhouse in 2020. The first homes and townhouses were completed in 2020 and the final homes in phase 3 were completed 2023. The clubhouse was completed in the summer of 2021. A total of 789 vacation homes have been built.
What are the most popular floor plans?
The 8-bedroom “Baymont” was revolutionary for its size and layout when first released. It later became “The Gatsby” in phase three when Lennar converted the garage into a usable space to make it even more desirable as a short term rental home. Tour the Baymont Floor Plan.
The 6 & 7-bedroom “Hideaway” and “Seashore” floor plans are almost exactly the same with just one added bedroom on the second floor in the Seashore that replaces the open plan entry of the 6-bedroom Hideaway. Tour the Seashore Floor Plan.
The 5-bedroom “Castaway” is the only available townhouse floor plan but is considered by owners and guests as one of the best for its size, larger bedrooms and spacious pool area. Tour the Castaway Floor Plan.
What amenities does Windsor Island Resort have?
The Aloha clubhouse features an outside bar restaurant – “The Blue Marlin”, fitness center, arcade room, and sundries gift shop. The water park complex includes a Tiki bar, private cabanas, lazy river, water slides, hammock garden. kids water park and a miniature golf.
Pickle ball, Beach Volleyball and a Basketball court are all available for use at no charge to guests.
The Aloha clubhouse is is generally open from 6:00 AM to 9:00 PM Sunday through Thursday, and from 6:00 AM to 11:00 PM on Friday and Saturday. Seasonal time changes may apply.
Can I rent my Windsor Island Resort home short-term?
Yes. Windsor Island Resort is zoned for short-term rental.
The community is deed restricted and does not allow full time residency. Stays are limited to 90 days.
Is Windsor Island Resort gated and secure?
Yes. The resort has two gated entrances: one is staffed with 24-hour security and one is electronically gated.
What does a home at Windsor Island Resort cost?
Prices range from the mid $500’s for the 5-bedroom houses to the high $900’s for the 9 & 10-bedroom houses, the high $300’s to the mid $500’s for townhouses.
Prices as of October 2026.
What are the HOA and CDD fees?
There is one HOA association in Windsor Island Resort.
Houses 40′ lots (5–7 bedrooms): $691 per month
Houses 50′ lots (8–10 bedrooms): $700 per month
Townhomes $791 per month. The townhouse fees are higher because they include building insurance and other maintenance items like roof and exterior paint.
Fees may change, you can call the HOA association to check at 863-438-5950
CDD fees are included as part of the annual property tax and are approx. $2,092 annually.
CDD explained Here.
How does Windsor Island Resort compare to similar resorts?
Comparable communities include Storey Lake, ChampionsGate Resort and, Solara, and Encore Resort at Reunion. All of which have similar facilities and comparable floor plans and price points.
Is Windsor Island Resort a good investment for vacation rentals?
Windsor Island Resort is a popular short-term-rental resort, largely because of its large floor plans and full amenity package. Many homes come with a second social area or theater room, large, well-appointed kitchens, and good bedroom-to-bathroom ratios, and most pool areas include a full-length lanai and hot spa.
Windsor Island is currently the newest completed full service resort in the Orlando area.
Rental results vary by property, ownership, management, and time of year, so one home’s history is not a reliable guide to another. A better approach is to gather potential nightly rates and occupancy from comparable listings on Airbnb and VRBO, then enter them along with your expected costs into our Short Term Rental Property Calculator to estimate cash flow and return. Results are estimates that depend on accurate input, so confirm them with a qualified accountant. For help running the numbers on a specific home, contact The Jerry Barker Group at 407.286.8170.
Author Jerry Barker
Realtor & Vacation Home Specialist
Last verified October 7, 2026
For more information on buying and rental potential at Windsor Island Resort, or an introduction to property management companies we trust, please contact us directly online via our support page or call us directly at 407.286.8170