Windsor Island - Davenport, Florida, is an upscale gated community located just 20-25 minutes from Walt Disney World. This luxury home sits nestled just outside of Orlando, Florida, and has quickly become one of the most desired locations in the Orlando area. During your stay, you will enjoy this well-appointed home that has been designed and decorated to provide you and your family with an abundance of luxury amenities and leave you well-equipped to vacation with all the usual items you would expect to find at home. Windsor Island is only a 30-minute drive from the Orlando International Airport and is situated centrally to all of Orlando’s famous attractions. This spacious 8-bedroom holiday villa can comfortably accommodate a larger family or group of up to 22 people.
Home Features -
8 Bedrooms
6 Baths
Fully Equipped Kitchen with Granite Countertops and Stainless-Steel Appliances
Private Screened-In Lanai with Pool - Optional Pool Heat $40 a Day
Spa - This is not a hot tub. It is only heated to the same temperature as the pool if pool heat is added
Patio with Outdoor Furniture and Spacious Deck
Theater Movie Room with Stadium Seating, Bean Bags, Bar Area, and 2-Bunk Beds.
Wireless Internet
Upstairs Loft with 75" Flat Screen TV
Full-Size Washer/Dryer
Dishwasher
Central Air
Towels and Bed Linens
Flat Screen 75" TV in Living Room
TVs in all Bedrooms
4036 Square Feet
Pool Direction North
Must be 25 Years of Age to Book
Person Booking Must be Present
Bedroom Configuration
1-King (Downstairs, Ensuite)
1-King (Downstairs)
1-King (Upstairs, Ensuite)
1-Queen Montessori Bed (Upstairs)
1-King (Upstairs)
1-Queen (Upstairs)
1-Full/Twin Bunk Bed and 1-Twin (Upstairs)
1-Full and 1-Twin Murphy Bed (Upstairs)
2-Bunk Beds in Theater Room (Downstairs)
Come to stay in this wonderfully designed resort where you’ll enjoy luxury living at its finest. Whether you want to escape for peace and quiet or would rather explore for a bit of adventure, Windsor Island can fulfill all of your desires. This resort community was developed with the discerning vacationer in mind, offering privacy and peace, all just minutes away from Orlando’s famed attractions. Windsor Island was developed to ensure that it was close enough to access all that Orlando has to offer, as well as to make certain there was plenty to do right within its gates. The neighborhood caters to groups, both family and business-oriented, and continues to be one of the best and most sought-after accommodations in the Orlando, Florida area. Resort Disclaimer: Guests can use resort amenities, some with additional guest fees. We're not liable for closures or changes, and refunds won't be provided.
Clubhouse Amenities
Resort Style Pool w/ Lazy River
Outdoor Spa
Children's Water Playground
Tiki Bar
Sand Volleyball
Fitness center
Game Room
Sundry shop
Beach Access
Central Florida's renowned coastal region is only a short drive from Windsor Island! Within an hour, you can be sunbathing on the Sunshine State's fabulous Atlantic Coast, and within only 50 miles, you can enjoy the amazing waters of the Gulf Coast.
Why rent with us?
Head for Orlando is led by a small hardworking team who focuses on customer service. Open daily from 8AM-10PM EST (including weekends and holidays), we strive to promptly help our guests.
When you inquire about a home, you will receive information about the homes along with payment information. We try to be as transparent as possible with the reservation process.
When you reserve, you will be emailed your confirmation and arrival instructions which have all the information you need for your stay.
Other benefits:
The photos you see in the ad are recent photos of the actual property you will rent.
Our homes are in safe communities.
Keyless entry allows you to check in directly to your home, without stopping at an office.
Smoke free and pet free properties.
Our homes have assigned, dedicated onsite property managers to assist you if any issues arise.
Home Features -
8 Bedrooms
6 Baths
Fully Equipped Kitchen with Granite Countertops and Stainless Steel Appliances
Private Screened-In Lanai with Pool - Optional Pool Heat $40 a Day
Spa - This is not a hot tub. It is only heated to the same temperature as the pool if pool heat is added
Patio with Outdoor Furniture and Spacious Deck
Theater Movie Room with Stadium Seating, Bean Bags, Bar Area, and 2-Bunk Beds.
Wireless Internet
Upstairs Loft with 75" Flat Screen TV
Full-Size Washer/Dryer
Dishwasher
Central Air
Towels and Bed Linens
Flat Screen 75" TV in Living Room
TVs in all Bedrooms
4036 Square Feet
Pool Direction North
Must be 25 Years of Age to Book
Person Booking Must be Present
No Booking or Service Fees
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| Rate Period | Nightly | Weekend Night | Weekly | Monthly | Min Stay |
|---|---|---|---|---|---|
Jun 05 - Jun 30 2026 | $465 | 3 nights | |||
Jul 01 - Jul 05 2026 | $770 | 4 nights | |||
Jul 06 - Aug 14 2026 | $595 | 4 nights | |||
Aug 15 - Sep 30 2026 | $385 | 3 nights | |||
Oct 01 - Oct 31 2026 | $465 | 3 nights |
Fees:
Notes:
Please note: Low Season has a 3 night(s) minimum
Mid Season has a 3 night(s) minimum
High Season has a 4 night(s) minimum
Holiday Season has a 4 night(s) minimum
Stays under 99 nights require a $325.00 Cleaning fee.
If stay is 99 nights or longer, the cleaning fee is waived.
Pool heat is an extra $40.00 per day.
Tax/Service fee is 12.00%
Last updated on April 20, 2026
Member since 2017