Kissimmee, Florida

Island Dream Villa

10 bedrooms 11 beds 8 baths 20 guests New

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.

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) AvailabilityMin Stay (nights)
Jun 7, 2026$550Not Available3
Jun 8, 2026$550Available3
Jun 9, 2026$550Available3
Jun 10, 2026$550Available3
Jun 11, 2026$550Not Available3
Jun 12, 2026$550Not Available3
Jun 13, 2026$550Not Available3
Jun 14, 2026$550Not Available3
Jun 15, 2026$550Available3
Jun 16, 2026$550Available3
Jun 17, 2026$550Available3
Jun 18, 2026$550Available3
Jun 19, 2026$550Available3
Jun 20, 2026$550Not Available3
Jun 21, 2026$640Not Available4
Jun 22, 2026$640Not Available4
Jun 23, 2026$640Not Available4
Jun 24, 2026$640Not Available4
Jun 25, 2026$640Not Available4
Jun 26, 2026$640Not Available4
Jun 27, 2026$640Available4
Jun 28, 2026$640Not Available4
Jun 29, 2026$640Not Available4
Jun 30, 2026$640Not Available4
Jul 1, 2026$640Not Available4
Jul 2, 2026$640Not Available4
Jul 3, 2026$640Not Available4
Jul 4, 2026$640Not Available4
Jul 5, 2026$640Available4
Jul 6, 2026$640Available4
Jul 7, 2026$640Available4
Jul 8, 2026$640Available4
Jul 9, 2026$640Available4
Jul 10, 2026$640Available4
Jul 11, 2026$640Not Available4
Jul 12, 2026$640Not Available4
Jul 13, 2026$640Not Available4
Jul 14, 2026$640Not Available4
Jul 15, 2026$640Not Available4
Jul 16, 2026$640Available4
Jul 17, 2026$640Available4
Jul 18, 2026$640Available4
Jul 19, 2026$640Available4
Jul 20, 2026$640Available4
Jul 21, 2026$640Available4
Jul 22, 2026$640Available4
Jul 23, 2026$640Not Available4
Jul 24, 2026$640Not Available4
Jul 25, 2026$640Not Available4
Jul 26, 2026$640Not Available4
Jul 27, 2026$640Available4
Jul 28, 2026$640Available4
Jul 29, 2026$640Available4
Jul 30, 2026$640Not Available4
Jul 31, 2026$640Not Available4
Aug 1, 2026$640Not Available4
Aug 2, 2026$640Not Available4
Aug 3, 2026$640Available4
Aug 4, 2026$640Available4
Aug 5, 2026$640Available4
Aug 6, 2026$640Available4
Aug 7, 2026$640Available4
Aug 8, 2026$640Available4
Aug 9, 2026$640Available4
Aug 10, 2026$640Available4
Aug 11, 2026$640Available4
Aug 12, 2026$640Available4
Aug 13, 2026$640Available4
Aug 14, 2026$640Available4
Aug 15, 2026$640Not Available4
Aug 16, 2026$550Not Available3
Aug 17, 2026$550Not Available3
Aug 18, 2026$550Not Available3
Aug 19, 2026$550Not Available3
Aug 20, 2026$550Not Available3
Aug 21, 2026$550Not Available3
Aug 22, 2026$550Available3
Aug 23, 2026$550Available3
Aug 24, 2026$550Available3
Aug 25, 2026$550Available3
Aug 26, 2026$550Available3
Aug 27, 2026$550Available3
Aug 28, 2026$550Available3
Aug 29, 2026$550Available3
Aug 30, 2026$550Available3
Aug 31, 2026$550Available3
Sep 1, 2026$550Available3
Sep 2, 2026$550Available3
Sep 3, 2026$550Available3
Sep 4, 2026$713Available4
Sep 5, 2026$713Available4

Amenities

Pool outdoor
Washer
Air conditioning
Bed linens
Dishwasher
TV
Smoke detector

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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

Things to know

Cancellation policy

If canceling with 0–60 days before check-in: 0% refund (cancellation charge 100% of total). Review full policy.

Property rules

Children welcome (2–12 years).
Infants welcome (under 2).
No pets allowed.
No parties or events.

Safety & security

Check-in after 4:00 PM.
Check-out before 10:00 AM.
Maximum 20 guests.