Kissimmee, FL

2584 - 6 Bedroom w/ Pool and Water Park Included

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13 guests
6 bedrooms
4 bathrooms
1000 sqft

🌟 Welcome to Your Ultimate Vacation Escape at Windsor Hills Resort!

13 guests
6 bedrooms
4 bathrooms
1000 sqft

  • Flexible check-in & out

    Check-in after 4:00 PM • Check-out before 10:00 AM

  • Easy cancellation

    You can cancel your trip for up to 14 days prior to start.


About this property

🌟 Welcome to Your Ultimate Vacation Escape at Windsor Hills Resort! 🌟 This charming vacation home in Windsor Hills Resort offers six spacious bedrooms and is perfect for the entire family. Located in one of the finest gated communities in the area, Windsor Hills Resort features 24-hour security, ensuring only permitted guests have access to the neighborhood. We’re just a short distance from Disney parks, shopping, dining, and many of Orlando’s top attractions. THE SPACE: • 🛋️ Newly furnished and decorated • 👑 One queen bedroom downstairs • 👑 Two king suites upstairs • 🛏️ Two bedrooms with two twin beds each upstairs • 🛏 One bedroom with two full beds upstairs • 🍽️ Kitchen: Large, fully equipped with granite countertops and full-size stainless steel appliances • 🏊‍♂️ Private Pool: A perfect spot to unwind after a day at the theme parks • 🧺 Washer and Dryer: Convenient in-home laundry facilities • 🎱 Game Room: Converted garage with a pool table, ping pong table, and foosball table ✨ GUEST ACCESS: As our guest, you get full access to all the incredible amenities at Windsor Hills Resort, making your stay even more magical! 🎢 Windsor Hills Resort Amenities: • 💦 Epic Water Park with water slides and splash zones (08:00 AM - 10:00 PM) • 🏊 Resort-style swimming pool and hot tub for all-day fun in the sun! (08:00 AM - 10:00 PM) • 🎾 Sports courts: tennis, basketball, volleyball, and even ping pong! (08:00 AM - 10:00 PM) • 💪 Fitness Center: Keep up with your workouts in the fully equipped gym (06:30 AM - 10:00 PM) • 🍔 Market Place & Grill: Grab a bite or cool off with a drink without leaving the resort (10:00 AM to 08:00 PM) • 🎮 Game room and theatre: Indoor fun for the whole family! • 🌳 Playground & recreational park: Perfect for little adventurers. • 🎬 Movie theater: Catch family-friendly flicks just steps from your front door. • 💻 Cyber Café & Welcome Center: Relax, catch up on emails, or plan your next adventure. (08:00 AM - 10:00 PM) • 🏧 On-site ATM for your convenience. 🎢 Nearby Highlights: • 🏰 Walt Disney World Resort: Just 5 miles away! • ✈️ Orlando International Airport: 23 miles away. • 🛒 Walmart Supercenter: Orlando’s largest 24-hour Walmart, just across the street. 🍽️ Nearby Dining: • 🍕 Giordano’s: Classic Chicago-style pizza just 3 miles away. • 🍔 Five Guys: Delicious burgers and fries, only 2.5 miles away. • 🍤 Bonefish Grill: Upscale seafood and cocktails, 2.5 miles from your door. • 🍝 Carrabba’s Italian Grill: Authentic Italian cuisine, only 3 miles away. • 🍳 IHOP: Breakfast classics, open 24 hours and only 2.8 miles away. 🛍️ Nearby Shopping: • 🛒 Walmart Supercenter: All your essentials, just 1 mile from the resort. • 👜 Orlando Vineland Premium Outlets: Luxury brands and deals just 7 miles away. • 👗 Target: A wide range of shopping options only 2.5 miles from the resort. • 🛍️ The Mall at Millenia: High-end shopping 15 miles away. • 👟 Nike Clearance Store: Great deals on athletic gear, just 6 miles from your vacation home. Your dream vacation awaits at Windsor Hills Resort—where the fun never stops and relaxation is just a splash away! Book now and make this your ultimate home away from home! 🌴🌞 📌 THINGS TO NOTE: Windsor Hills Resort has a with a security gate. Please ensure you have your "welcome packet" either printed or accessible on your phone upon arrival. Security will provide you with a voucher to scan for entry and exit from the resort. All guests are required to sign our rental agreement via DocuSign before check-in. This will be sent to your email separately from any booking platform. As this is a self-catering home, you are responsible for your own shopping during your stay. For your convenience, we provide a complimentary supply of toiletries for the first day, but please note that these will not be replenished. * 2 rolls of toilet paper per bathroom * 1 travel size hand soap per bathroom * 1 travel size shampoo per bathroom * 2 garbage bags per bin * 1 paper towel roll per kitchen * 2 dishwasher pods * 1 dish detergent * 1 sponge We provide basic kitchen essentials such as pots, pans, plates, cups, and silverware to prepare simple meals. However, we do not supply seasonings, condiments, coffee, or tea. *** Pool & Spa Heating: • Optional pool/spa heating is available October–March for $45/day and must be requested before arrival for the entire stay. • Heating takes 24–48 hours, so we cannot guarantee warm temperatures if not pre-requested. We require at minimum 72 hour notice to heat the pool. • The pool and spa share the same water—spa heating is only available if pool heat is added. • No pool heating during summer months (April–September) due to high outdoor temperatures. • Heating effectiveness may vary in temps below 60°F (15°C); water may still feel cool, especially at night. *** Other Pool Info: • Pools are serviced every Monday, and may be unavailable for at least 3 hours during cleaning. • Pool heating is not intended to reach hot tub temperatures, especially during cold weather. *** Grill Notice: • There is no grill onsite. You’re welcome to rent one from a local provider. • If grilling, please do so on the grass, not the patio. • Extra cleaning fees may apply for grease/charcoal damage or excessive messes. *** Parking: • Windsor Hills Resort allows maximum 3 cars per reservation. There is NO street parking allowed. *** Slide & Water Park Project: • The slide & water park will be closed for construction from January 5th to February 13th, 2026 • The main pool and clubhouse will remain open and operate under normal hours during construction.

🌟 Welcome to Your Ultimate Vacation Escape at Windsor Hills Resort! 🌟 This charming vacation home in Windsor Hills Resort offers six spacious bedrooms and is perfect for the entire family. Located in one of the finest gated communities in the area, Windsor Hills Resort features 24-hour security, ensuring only permitted guests have access to the neighborhood. We’re just a short distance from Disney parks, shopping, dining, and many of Orlando’s top attractions. THE SPACE: • 🛋️ Newly furnished and decorated • 👑 One queen bedroom downstairs • 👑 Two king suites upstairs • 🛏️ Two bedrooms with two twin beds each upstairs • 🛏 One bedroom with two full beds upstairs • 🍽️ Kitchen: Large, fully equipped with granite countertops and full-size stainless steel appliances • 🏊‍♂️ Private Pool: A perfect spot to unwind after a day at the theme parks • 🧺 Washer and Dryer: Convenient in-home laundry facilities • 🎱 Game Room: Converted garage with a pool table, ping pong table, and foosball table ✨ GUEST ACCESS: As our guest, you get full access to all the incredible amenities at Windsor Hills Resort, making your stay even more magical! 🎢 Windsor Hills Resort Amenities: • 💦 Epic Water Park with water slides and splash zones (08:00 AM - 10:00 PM) • 🏊 Resort-style swimming pool and hot tub for all-day fun in the sun! (08:00 AM - 10:00 PM) • 🎾 Sports courts: tennis, basketball, volleyball, and even ping pong! (08:00 AM - 10:00 PM) • 💪 Fitness Center: Keep up with your workouts in the fully equipped gym (06:30 AM - 10:00 PM) • 🍔 Market Place & Grill: Grab a bite or cool off with a drink without leaving the resort (10:00 AM to 08:00 PM) • 🎮 Game room and theatre: Indoor fun for the whole family! • 🌳 Playground & recreational park: Perfect for little adventurers. • 🎬 Movie theater: Catch family-friendly flicks just steps from your front door. • 💻 Cyber Café & Welcome Center: Relax, catch up on emails, or plan your next adventure. (08:00 AM - 10:00 PM) • 🏧 On-site ATM for your convenience. 🎢 Nearby Highlights: • 🏰 Walt Disney World Resort: Just 5 miles away! • ✈️ Orlando International Airport: 23 miles away. • 🛒 Walmart Supercenter: Orlando’s largest 24-hour Walmart, just across the street. 🍽️ Nearby Dining: • 🍕 Giordano’s: Classic Chicago-style pizza just 3 miles away. • 🍔 Five Guys: Delicious burgers and fries, only 2.5 miles away. • 🍤 Bonefish Grill: Upscale seafood and cocktails, 2.5 miles from your door. • 🍝 Carrabba’s Italian Grill: Authentic Italian cuisine, only 3 miles away. • 🍳 IHOP: Breakfast classics, open 24 hours and only 2.8 miles away. 🛍️ Nearby Shopping: • 🛒 Walmart Supercenter: All your essentials, just 1 mile from the resort. • 👜 Orlando Vineland Premium Outlets: Luxury brands and deals just 7 miles away. • 👗 Target: A wide range of shopping options only 2.5 miles from the resort. • 🛍️ The Mall at Millenia: High-end shopping 15 miles away. • 👟 Nike Clearance Store: Great deals on athletic gear, just 6 miles from your vacation home. Your dream vacation awaits at Windsor Hills Resort—where the fun never stops and relaxation is just a splash away! Book now and make this your ultimate home away from home! 🌴🌞 📌 THINGS TO NOTE: Windsor Hills Resort has a with a security gate. Please ensure you have your "welcome packet" either printed or accessible on your phone upon arrival. Security will provide you with a voucher to scan for entry and exit from the resort. All guests are required to sign our rental agreement via DocuSign before check-in. This will be sent to your email separately from any booking platform. As this is a self-catering home, you are responsible for your own shopping during your stay. For your convenience, we provide a complimentary supply of toiletries for the first day, but please note that these will not be replenished. * 2 rolls of toilet paper per bathroom * 1 travel size hand soap per bathroom * 1 travel size shampoo per bathroom * 2 garbage bags per bin * 1 paper towel roll per kitchen * 2 dishwasher pods * 1 dish detergent * 1 sponge We provide basic kitchen essentials such as pots, pans, plates, cups, and silverware to prepare simple meals. However, we do not supply seasonings, condiments, coffee, or tea. *** Pool & Spa Heating: • Optional pool/spa heating is available October–March for $45/day and must be requested before arrival for the entire stay. • Heating takes 24–48 hours, so we cannot guarantee warm temperatures if not pre-requested. We require at minimum 72 hour notice to heat the pool. • The pool and spa share the same water—spa heating is only available if pool heat is added. • No pool heating during summer months (April–September) due to high outdoor temperatures. • Heating effectiveness may vary in temps below 60°F (15°C); water may still feel cool, especially at night. *** Other Pool Info: • Pools are serviced every Monday, and may be unavailable for at least 3 hours during cleaning. • Pool heating is not intended to reach hot tub temperatures, especially during cold weather. *** Grill Notice: • There is no grill onsite. You’re welcome to rent one from a local provider. • If grilling, please do so on the grass, not the patio. • Extra cleaning fees may apply for grease/charcoal damage or excessive messes. *** Parking: • Windsor Hills Resort allows maximum 3 cars per reservation. There is NO street parking allowed. *** Slide & Water Park Project: • The slide & water park will be closed for construction from January 5th to February 13th, 2026 • The main pool and clubhouse will remain open and operate under normal hours during construction.

Availability & Pricing

Date Price (USD, excl. fees and taxes) AvailabilityMin Stay (nights)
Dec 16, 2025$244Not Available3
Dec 17, 2025$244Not Available3
Dec 18, 2025$258Not Available3
Dec 19, 2025$287Not Available3
Dec 20, 2025$343Not Available3
Dec 21, 2025$363Not Available3
Dec 22, 2025$351Not Available3
Dec 23, 2025$389Not Available3
Dec 24, 2025$541Not Available3
Dec 25, 2025$593Not Available3
Dec 26, 2025$661Not Available3
Dec 27, 2025$673Not Available3
Dec 28, 2025$428Not Available3
Dec 29, 2025$388Not Available3
Dec 30, 2025$373Not Available3
Dec 31, 2025$471Not Available3
Jan 1, 2026$507Not Available3
Jan 2, 2026$316Available3
Jan 3, 2026$267Available3
Jan 4, 2026$244Available3
Jan 5, 2026$244Available3
Jan 6, 2026$244Available3
Jan 7, 2026$244Available3
Jan 8, 2026$244Available3
Jan 9, 2026$259Available3
Jan 10, 2026$256Available3
Jan 11, 2026$244Available3
Jan 12, 2026$244Available3
Jan 13, 2026$244Available3
Jan 14, 2026$244Available3
Jan 15, 2026$258Available3
Jan 16, 2026$276Available3
Jan 17, 2026$284Available3
Jan 18, 2026$265Available3
Jan 19, 2026$251Available3
Jan 20, 2026$312Not Available3
Jan 21, 2026$263Not Available3
Jan 22, 2026$304Not Available3
Jan 23, 2026$380Not Available3
Jan 24, 2026$376Not Available3
Jan 25, 2026$322Not Available3
Jan 26, 2026$286Not Available3
Jan 27, 2026$259Not Available3
Jan 28, 2026$279Not Available3
Jan 29, 2026$325Not Available3
Jan 30, 2026$422Not Available3
Jan 31, 2026$374Not Available3
Feb 1, 2026$248Not Available2
Feb 2, 2026$244Not Available3
Feb 3, 2026$244Not Available3
Feb 4, 2026$244Not Available3
Feb 5, 2026$267Not Available3
Feb 6, 2026$284Not Available3
Feb 7, 2026$294Not Available3
Feb 8, 2026$260Not Available3
Feb 9, 2026$244Not Available3
Feb 10, 2026$244Not Available3
Feb 11, 2026$246Not Available3
Feb 12, 2026$343Not Available3
Feb 13, 2026$345Not Available3
Feb 14, 2026$346Not Available3
Feb 15, 2026$352Not Available3
Feb 16, 2026$353Not Available3
Feb 17, 2026$347Not Available3
Feb 18, 2026$258Not Available3
Feb 19, 2026$271Not Available3
Feb 20, 2026$304Not Available3
Feb 21, 2026$300Not Available3
Feb 22, 2026$269Not Available3
Feb 23, 2026$244Available2
Feb 24, 2026$244Available2
Feb 25, 2026$251Not Available2
Feb 26, 2026$275Not Available3
Feb 27, 2026$306Not Available3
Feb 28, 2026$314Not Available3
Mar 1, 2026$276Not Available3
Mar 2, 2026$244Available3
Mar 3, 2026$244Available3
Mar 4, 2026$246Available3
Mar 5, 2026$264Available3
Mar 6, 2026$310Not Available3
Mar 7, 2026$317Not Available3
Mar 8, 2026$280Not Available3
Mar 9, 2026$256Not Available3
Mar 10, 2026$244Available3
Mar 11, 2026$245Available3
Mar 12, 2026$265Available3
Mar 13, 2026$358Not Available3
Mar 14, 2026$376Not Available3
Mar 15, 2026$330Not Available3
Mar 16, 2026$302Not Available3

Amenities

Shower
Hair dryer
Shampoo
Bathtub
TV
Air conditioning
Heating
Ceiling fan
Wifi

Where you'll sleep



Explore Kissimmee, FL


Things to know

Here are some things which you should know before booking 2584 - 6 Bedroom w/ Pool and Water Park Included

House rules

Check-in after 4:00 PM
Check-out before 10:00 AM
13 guests maximum
Pets not allowed
Events require approval

Cancellation policy

This property follows Booming Vacation Homes’s standard cancellation policy.