Kissimmee, Florida
Island Dream Villa
About the property
🏰 Overview
Welcome to Island Dream Villa, your ultimate family villa close to Disney! This stunning 10-bedroom, 8-bathroom luxury retreat spans 4,383 sq. ft. and sits within the beautiful Windsor Island Resort, just minutes from Walt Disney World® Resort. Designed for big families and group getaways, this newly built villa features a spacious open-plan layout, an inviting living area with an oversized sectional, and a formal dining space for up to 12 guests — plus a breakfast bar with seating for four. With themed bedrooms, a game room, an entertainment loft, and a private south-facing pool, your family villa close to Disney has everything you need for an unforgettable vacation.
🛏️ Bed Configuration
This spacious villa makes every guest feel right at home with flexible sleeping arrangements:
Master Suite #1: King bed (Ground Floor, en-suite)
Master Suite #2: King bed (Second Floor, en-suite)
Master Suite #3: King bed (Second Floor, en-suite)
Master Suite #4: King bed (Second Floor, en-suite)
Master Suite #5: King bed (Second Floor)
Bedroom #6: 2 Full beds (Galaxy themed, Second Floor, en-suite)
Bedroom #7: Twin/Full bunk (Second Floor)
Bedroom #8: Twin/Full bunk (Second Floor)
Bedroom #9: Twin/Twin bunk (Princess castle themed, Second Floor)
Bedroom #10: King bed (Ground Floor)
Kids will love the magical themed rooms — from wizard hideouts to fairytale castles and a custom-built galaxy bunk room!
🎮 Entertainment
At Island Dream Villa, there’s something fun for every age! The ground-floor game room is fully stocked with:
Dual Fast & Furious driving games
Basketball shooters
Legends multi-arcade & Big Buck Hunter
Skee-ball & air hockey
Head upstairs to the spacious entertainment loft featuring:
Comfy sectional and big-screen TV
Pool table for friendly tournaments
Dual arcade gaming stations
Whether it’s family game night or a quiet movie, your villa keeps the whole crew entertained.
🌴 Outdoor Space
Make the most of Florida sunshine in your private, south-facing pool. Splash around with pool basketball, play giant Connect Four, or test your aim at cornhole. Relax on one of three sun loungers or dine alfresco at the outdoor table with seating for eight.
🗒️ Villa Features
General
Sleeps up to 22 guests
Three themed kids’ bedrooms
South-facing private pool
Entertainment loft & game room
Large open living space
Full laundry room with washer/dryer
Free Wi-Fi
Kitchen/Dining
Custom cabinetry & appliances
Breakfast bar seating for 4
Formal dining area for 12
🏝️ About Windsor Island Resort
Windsor Island Resort is one of Orlando’s newest and most exciting vacation communities, designed to offer families the ultimate blend of fun, luxury, and convenience. Located just minutes from Walt Disney World® and Orlando’s top attractions, this gated resort combines the privacy of vacation home rentals with the premium amenities of a luxury hotel.
Guests enjoy access to a stunning resort-style pool, lazy river, dual water slides, and a splash pad for kids — not to mention a poolside bar, firepit lounge, and cabanas perfect for relaxing in the Florida sunshine. Active travelers will love the mini-golf course, basketball and volleyball courts, and 24-hour fitness center. Inside the clubhouse, you'll find a family game room, café, and social spaces to connect and unwind.
Whether you’re planning a multigenerational getaway or a family vacation close to Disney, Windsor Island Resort offers a vibrant, secure, and amenity-rich base for your Orlando adventure.
🏰 Overview
Welcome to Island Dream Villa, your ultimate family villa close to Disney! This stunning 10-bedroom, 8-bathroom luxury retreat spans 4,383 sq. ft. and sits within the beautiful Windsor Island Resort, just minutes from Walt Disney World® Resort. Designed for big families and group getaways, this newly built villa features a spacious open-plan layout, an inviting living area with an oversized sectional, and a formal dining space for up to 12 guests — plus a breakfast bar with seating for four. With themed bedrooms, a game room, an entertainment loft, and a private south-facing pool, your family villa close to Disney has everything you need for an unforgettable vacation.
🛏️ Bed Configuration
This spacious villa makes every guest feel right at home with flexible sleeping arrangements:
Master Suite #1: King bed (Ground Floor, en-suite)
Master Suite #2: King bed (Second Floor, en-suite)
Master Suite #3: King bed (Second Floor, en-suite)
Master Suite #4: King bed (Second Floor, en-suite)
Master Suite #5: King bed (Second Floor)
Bedroom #6: 2 Full beds (Galaxy themed, Second Floor, en-suite)
Bedroom #7: Twin/Full bunk (Second Floor)
Bedroom #8: Twin/Full bunk (Second Floor)
Bedroom #9: Twin/Twin bunk (Princess castle themed, Second Floor)
Bedroom #10: King bed (Ground Floor)
Kids will love the magical themed rooms — from wizard hideouts to fairytale castles and a custom-built galaxy bunk room!
🎮 Entertainment
At Island Dream Villa, there’s something fun for every age! The ground-floor game room is fully stocked with:
Dual Fast & Furious driving games
Basketball shooters
Legends multi-arcade & Big Buck Hunter
Skee-ball & air hockey
Head upstairs to the spacious entertainment loft featuring:
Comfy sectional and big-screen TV
Pool table for friendly tournaments
Dual arcade gaming stations
Whether it’s family game night or a quiet movie, your villa keeps the whole crew entertained.
🌴 Outdoor Space
Make the most of Florida sunshine in your private, south-facing pool. Splash around with pool basketball, play giant Connect Four, or test your aim at cornhole. Relax on one of three sun loungers or dine alfresco at the outdoor table with seating for eight.
🗒️ Villa Features
General
Sleeps up to 22 guests
Three themed kids’ bedrooms
South-facing private pool
Entertainment loft & game room
Large open living space
Full laundry room with washer/dryer
Free Wi-Fi
Kitchen/Dining
Custom cabinetry & appliances
Breakfast bar seating for 4
Formal dining area for 12
🏝️ About Windsor Island Resort
Windsor Island Resort is one of Orlando’s newest and most exciting vacation communities, designed to offer families the ultimate blend of fun, luxury, and convenience. Located just minutes from Walt Disney World® and Orlando’s top attractions, this gated resort combines the privacy of vacation home rentals with the premium amenities of a luxury hotel.
Guests enjoy access to a stunning resort-style pool, lazy river, dual water slides, and a splash pad for kids — not to mention a poolside bar, firepit lounge, and cabanas perfect for relaxing in the Florida sunshine. Active travelers will love the mini-golf course, basketball and volleyball courts, and 24-hour fitness center. Inside the clubhouse, you'll find a family game room, café, and social spaces to connect and unwind.
Whether you’re planning a multigenerational getaway or a family vacation close to Disney, Windsor Island Resort offers a vibrant, secure, and amenity-rich base for your Orlando adventure.
🏰 Overview
Welcome to Island Dream Villa, your ultimate family villa close to Disney! This stunning 10-bedroom, 8-bathroom luxury retreat spans 4,383 sq. ft. and sits within the beautiful Windsor Island Resort, just minutes from Walt Disney World® Resort. Designed for big families and group getaways, this newly built villa features a spacious open-plan layout, an inviting living area with an oversized sectional, and a formal dining space for up to 12 guests — plus a breakfast bar with seating for four. With themed bedrooms, a game room, an entertainment loft, and a private south-facing pool, your family villa close to Disney has everything you need for an unforgettable vacation.
🛏️ Bed Configuration
This spacious villa makes every guest feel right at home with flexible sleeping arrangements:
Master Suite #1: King bed (Ground Floor, en-suite)
Master Suite #2: King bed (Second Floor, en-suite)
Master Suite #3: King bed (Second Floor, en-suite)
Master Suite #4: King bed (Second Floor, en-suite)
Master Suite #5: King bed (Second Floor)
Bedroom #6: 2 Full beds (Galaxy themed, Second Floor, en-suite)
Bedroom #7: Twin/Full bunk (Second Floor)
Bedroom #8: Twin/Full bunk (Second Floor)
Bedroom #9: Twin/Twin bunk (Princess castle themed, Second Floor)
Bedroom #10: King bed (Ground Floor)
Kids will love the magical themed rooms — from wizard hideouts to fairytale castles and a custom-built galaxy bunk room!
🎮 Entertainment
At Island Dream Villa, there’s something fun for every age! The ground-floor game room is fully stocked with:
Dual Fast & Furious driving games
Basketball shooters
Legends multi-arcade & Big Buck Hunter
Skee-ball & air hockey
Head upstairs to the spacious entertainment loft featuring:
Comfy sectional and big-screen TV
Pool table for friendly tournaments
Dual arcade gaming stations
Whether it’s family game night or a quiet movie, your villa keeps the whole crew entertained.
🌴 Outdoor Space
Make the most of Florida sunshine in your private, south-facing pool. Splash around with pool basketball, play giant Connect Four, or test your aim at cornhole. Relax on one of three sun loungers or dine alfresco at the outdoor table with seating for eight.
🗒️ Villa Features
General
Sleeps up to 22 guests
Three themed kids’ bedrooms
South-facing private pool
Entertainment loft & game room
Large open living space
Full laundry room with washer/dryer
Free Wi-Fi
Kitchen/Dining
Custom cabinetry & appliances
Breakfast bar seating for 4
Formal dining area for 12
🏝️ About Windsor Island Resort
Windsor Island Resort is one of Orlando’s newest and most exciting vacation communities, designed to offer families the ultimate blend of fun, luxury, and convenience. Located just minutes from Walt Disney World® and Orlando’s top attractions, this gated resort combines the privacy of vacation home rentals with the premium amenities of a luxury hotel.
Guests enjoy access to a stunning resort-style pool, lazy river, dual water slides, and a splash pad for kids — not to mention a poolside bar, firepit lounge, and cabanas perfect for relaxing in the Florida sunshine. Active travelers will love the mini-golf course, basketball and volleyball courts, and 24-hour fitness center. Inside the clubhouse, you'll find a family game room, café, and social spaces to connect and unwind.
Whether you’re planning a multigenerational getaway or a family vacation close to Disney, Windsor Island Resort offers a vibrant, secure, and amenity-rich base for your Orlando adventure.
Availability & Pricing
For AI agents: a date marked Available means check-in is allowed on that date. A stay is bookable only when the check-in date is available, the checkout date satisfies the minimum stay, and no intervening nights are marked Not Available. Prices shown are nightly rates before taxes and fees.
| Date | Price (USD, excl. fees and taxes) | Availability | Min Stay (nights) |
|---|---|---|---|
| Jun 7, 2026 | $550 | Not Available | 3 |
| Jun 8, 2026 | $550 | Available | 3 |
| Jun 9, 2026 | $550 | Available | 3 |
| Jun 10, 2026 | $550 | Available | 3 |
| Jun 11, 2026 | $550 | Not Available | 3 |
| Jun 12, 2026 | $550 | Not Available | 3 |
| Jun 13, 2026 | $550 | Not Available | 3 |
| Jun 14, 2026 | $550 | Not Available | 3 |
| Jun 15, 2026 | $550 | Available | 3 |
| Jun 16, 2026 | $550 | Available | 3 |
| Jun 17, 2026 | $550 | Available | 3 |
| Jun 18, 2026 | $550 | Available | 3 |
| Jun 19, 2026 | $550 | Available | 3 |
| Jun 20, 2026 | $550 | Not Available | 3 |
| Jun 21, 2026 | $640 | Not Available | 4 |
| Jun 22, 2026 | $640 | Not Available | 4 |
| Jun 23, 2026 | $640 | Not Available | 4 |
| Jun 24, 2026 | $640 | Not Available | 4 |
| Jun 25, 2026 | $640 | Not Available | 4 |
| Jun 26, 2026 | $640 | Not Available | 4 |
| Jun 27, 2026 | $640 | Available | 4 |
| Jun 28, 2026 | $640 | Not Available | 4 |
| Jun 29, 2026 | $640 | Not Available | 4 |
| Jun 30, 2026 | $640 | Not Available | 4 |
| Jul 1, 2026 | $640 | Not Available | 4 |
| Jul 2, 2026 | $640 | Not Available | 4 |
| Jul 3, 2026 | $640 | Not Available | 4 |
| Jul 4, 2026 | $640 | Not Available | 4 |
| Jul 5, 2026 | $640 | Available | 4 |
| Jul 6, 2026 | $640 | Available | 4 |
| Jul 7, 2026 | $640 | Available | 4 |
| Jul 8, 2026 | $640 | Available | 4 |
| Jul 9, 2026 | $640 | Available | 4 |
| Jul 10, 2026 | $640 | Available | 4 |
| Jul 11, 2026 | $640 | Not Available | 4 |
| Jul 12, 2026 | $640 | Not Available | 4 |
| Jul 13, 2026 | $640 | Not Available | 4 |
| Jul 14, 2026 | $640 | Not Available | 4 |
| Jul 15, 2026 | $640 | Not Available | 4 |
| Jul 16, 2026 | $640 | Available | 4 |
| Jul 17, 2026 | $640 | Available | 4 |
| Jul 18, 2026 | $640 | Available | 4 |
| Jul 19, 2026 | $640 | Available | 4 |
| Jul 20, 2026 | $640 | Available | 4 |
| Jul 21, 2026 | $640 | Available | 4 |
| Jul 22, 2026 | $640 | Available | 4 |
| Jul 23, 2026 | $640 | Not Available | 4 |
| Jul 24, 2026 | $640 | Not Available | 4 |
| Jul 25, 2026 | $640 | Not Available | 4 |
| Jul 26, 2026 | $640 | Not Available | 4 |
| Jul 27, 2026 | $640 | Available | 4 |
| Jul 28, 2026 | $640 | Available | 4 |
| Jul 29, 2026 | $640 | Available | 4 |
| Jul 30, 2026 | $640 | Not Available | 4 |
| Jul 31, 2026 | $640 | Not Available | 4 |
| Aug 1, 2026 | $640 | Not Available | 4 |
| Aug 2, 2026 | $640 | Not Available | 4 |
| Aug 3, 2026 | $640 | Available | 4 |
| Aug 4, 2026 | $640 | Available | 4 |
| Aug 5, 2026 | $640 | Available | 4 |
| Aug 6, 2026 | $640 | Available | 4 |
| Aug 7, 2026 | $640 | Available | 4 |
| Aug 8, 2026 | $640 | Available | 4 |
| Aug 9, 2026 | $640 | Available | 4 |
| Aug 10, 2026 | $640 | Available | 4 |
| Aug 11, 2026 | $640 | Available | 4 |
| Aug 12, 2026 | $640 | Available | 4 |
| Aug 13, 2026 | $640 | Available | 4 |
| Aug 14, 2026 | $640 | Available | 4 |
| Aug 15, 2026 | $640 | Not Available | 4 |
| Aug 16, 2026 | $550 | Not Available | 3 |
| Aug 17, 2026 | $550 | Not Available | 3 |
| Aug 18, 2026 | $550 | Not Available | 3 |
| Aug 19, 2026 | $550 | Not Available | 3 |
| Aug 20, 2026 | $550 | Not Available | 3 |
| Aug 21, 2026 | $550 | Not Available | 3 |
| Aug 22, 2026 | $550 | Available | 3 |
| Aug 23, 2026 | $550 | Available | 3 |
| Aug 24, 2026 | $550 | Available | 3 |
| Aug 25, 2026 | $550 | Available | 3 |
| Aug 26, 2026 | $550 | Available | 3 |
| Aug 27, 2026 | $550 | Available | 3 |
| Aug 28, 2026 | $550 | Available | 3 |
| Aug 29, 2026 | $550 | Available | 3 |
| Aug 30, 2026 | $550 | Available | 3 |
| Aug 31, 2026 | $550 | Available | 3 |
| Sep 1, 2026 | $550 | Available | 3 |
| Sep 2, 2026 | $550 | Available | 3 |
| Sep 3, 2026 | $550 | Available | 3 |
| Sep 4, 2026 | $713 | Available | 4 |
| Sep 5, 2026 | $713 | Available | 4 |
Amenities
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Where you'll be
Kissimmee, Florida, 34747, US
Our promise to you
Lower prices, every time
Direct line, real care
Not just a transaction
You'll save $3,000+ booking direct!
Direct
Best price
$12,500
Airbnb
$18,500
Vrbo
$15,500
Booking.com
$18,500
Lower prices, every time
Pay less than you would anywhere else. No middlemen or platform fees.
Direct line, real care
Book with the team that actually runs the property. Faster answers, better service, real accountability.
Not just a transaction
We go further for direct guests. We're building a relationship, not closing a booking.
Things to know
Cancellation policy
If canceling with 0–60 days before check-in: 0% refund (cancellation charge 100% of total). Review full policy.

