Kissimmee, FL

2545 - 5 Bedrooms w/ Pool & Water Park included

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10 guests
5 bedrooms
5 bathrooms
1000 sqft

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

10 guests
5 bedrooms
5 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! 🌟 Step into pure luxury at this newly remodeled 5-bedroom, 5-bathroom retreat, complete with your very own private pool and spa! Located in the sought-after, gated Windsor Hills Resort, this vacation home isn’t just a place to stay – it’s a place to create lasting memories! Perfectly positioned near the Disney Parks, you’re in for a magical adventure. 🏠 Layout & Bedrooms: First Floor: 🛏️ 2 King Suites with private en-suite bathrooms featuring walk-in showers — perfect for a luxurious retreat. 🛌 1 Queen Bedroom with easy access to a shared full bathroom — great for additional guests or extended family. Second Floor: 🎨 2 Themed Bedrooms, each with 2 Twin Beds, perfect for kids or the young-at-heart! Each has access to full bathrooms with a tub/shower combo. ✨ Features & Amenities: 📐 2,480 sqft of open-concept living space — plenty of room for everyone to unwind. 🚪 A welcoming grand entrance leads into a stylish dining area and a modern, fully equipped kitchen with premium stainless steel appliances — ideal for family meals and holiday feasts. 🛋️ Spacious living room and cozy breakfast nook for quality time and casual dining. 🎱 Converted garage game room with a pool table and foosball — the ultimate spot for indoor fun and friendly competition. 🏖️ Step outside to your private screened-in pool and spa with a covered lanai and brick-paved patio — a peaceful outdoor haven to soak in the Florida sun or enjoy an evening dip. 🧺 In-Unit Washer & Dryer for added convenience during your stay. (Please bring your own laundry detergent.) Whether you’re visiting for the theme parks, a family reunion, or simply a relaxing vacation, this home offers comfort, style, and entertainment for guests of all ages. ✨ 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 do have basic kitchen essentials to facilitate making quick, easy meals while away from home like pots/pans, cups, silverware, plates, etc. * We do not supply seasonings/condiments (salt, pepper, sugar, etc) nor coffee/tea (grains, beans, pods or teabags, etc). 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. • Due to equipment limitations, the hot tub jets do function and circulate water, but they may not produce as many bubbles as a standard hot tub. 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! 🌟 Step into pure luxury at this newly remodeled 5-bedroom, 5-bathroom retreat, complete with your very own private pool and spa! Located in the sought-after, gated Windsor Hills Resort, this vacation home isn’t just a place to stay – it’s a place to create lasting memories! Perfectly positioned near the Disney Parks, you’re in for a magical adventure. 🏠 Layout & Bedrooms: First Floor: 🛏️ 2 King Suites with private en-suite bathrooms featuring walk-in showers — perfect for a luxurious retreat. 🛌 1 Queen Bedroom with easy access to a shared full bathroom — great for additional guests or extended family. Second Floor: 🎨 2 Themed Bedrooms, each with 2 Twin Beds, perfect for kids or the young-at-heart! Each has access to full bathrooms with a tub/shower combo. ✨ Features & Amenities: 📐 2,480 sqft of open-concept living space — plenty of room for everyone to unwind. 🚪 A welcoming grand entrance leads into a stylish dining area and a modern, fully equipped kitchen with premium stainless steel appliances — ideal for family meals and holiday feasts. 🛋️ Spacious living room and cozy breakfast nook for quality time and casual dining. 🎱 Converted garage game room with a pool table and foosball — the ultimate spot for indoor fun and friendly competition. 🏖️ Step outside to your private screened-in pool and spa with a covered lanai and brick-paved patio — a peaceful outdoor haven to soak in the Florida sun or enjoy an evening dip. 🧺 In-Unit Washer & Dryer for added convenience during your stay. (Please bring your own laundry detergent.) Whether you’re visiting for the theme parks, a family reunion, or simply a relaxing vacation, this home offers comfort, style, and entertainment for guests of all ages. ✨ 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 do have basic kitchen essentials to facilitate making quick, easy meals while away from home like pots/pans, cups, silverware, plates, etc. * We do not supply seasonings/condiments (salt, pepper, sugar, etc) nor coffee/tea (grains, beans, pods or teabags, etc). 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. • Due to equipment limitations, the hot tub jets do function and circulate water, but they may not produce as many bubbles as a standard hot tub. 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$184Available3
Dec 17, 2025$224Not Available3
Dec 18, 2025$224Not Available3
Dec 19, 2025$243Not Available3
Dec 20, 2025$300Not Available3
Dec 21, 2025$306Not Available3
Dec 22, 2025$302Not Available3
Dec 23, 2025$334Not Available3
Dec 24, 2025$391Available3
Dec 25, 2025$391Available3
Dec 26, 2025$391Available3
Dec 27, 2025$540Not Available3
Dec 28, 2025$437Not Available3
Dec 29, 2025$397Not Available3
Dec 30, 2025$384Not Available3
Dec 31, 2025$517Not Available3
Jan 1, 2026$506Not Available3
Jan 2, 2026$439Not Available3
Jan 3, 2026$438Not Available3
Jan 4, 2026$224Available3
Jan 5, 2026$224Available3
Jan 6, 2026$224Available3
Jan 7, 2026$224Not Available3
Jan 8, 2026$224Not Available3
Jan 9, 2026$224Not Available3
Jan 10, 2026$224Not Available3
Jan 11, 2026$224Not Available3
Jan 12, 2026$224Not Available3
Jan 13, 2026$224Not Available3
Jan 14, 2026$224Not Available3
Jan 15, 2026$224Not Available3
Jan 16, 2026$224Not Available3
Jan 17, 2026$224Not Available3
Jan 18, 2026$224Not Available3
Jan 19, 2026$224Not Available3
Jan 20, 2026$224Not Available3
Jan 21, 2026$224Available3
Jan 22, 2026$224Available3
Jan 23, 2026$224Available3
Jan 24, 2026$224Available3
Jan 25, 2026$224Available3
Jan 26, 2026$224Available3
Jan 27, 2026$224Available3
Jan 28, 2026$224Available3
Jan 29, 2026$224Available3
Jan 30, 2026$243Not Available3
Jan 31, 2026$242Not Available3
Feb 1, 2026$270Not Available3
Feb 2, 2026$269Not Available3
Feb 3, 2026$270Not Available3
Feb 4, 2026$272Not Available3
Feb 5, 2026$275Not Available3
Feb 6, 2026$288Not Available3
Feb 7, 2026$293Not Available3
Feb 8, 2026$283Not Available3
Feb 9, 2026$281Not Available3
Feb 10, 2026$281Not Available3
Feb 11, 2026$282Not Available3
Feb 12, 2026$569Not Available3
Feb 13, 2026$593Not Available3
Feb 14, 2026$594Not Available3
Feb 15, 2026$577Not Available3
Feb 16, 2026$574Not Available3
Feb 17, 2026$574Not Available3
Feb 18, 2026$294Not Available3
Feb 19, 2026$224Not Available3
Feb 20, 2026$254Not Available3
Feb 21, 2026$249Not Available3
Feb 22, 2026$224Not Available3
Feb 23, 2026$224Not Available3
Feb 24, 2026$224Not Available3
Feb 25, 2026$226Not Available3
Feb 26, 2026$245Not Available3
Feb 27, 2026$273Not Available3
Feb 28, 2026$278Not Available3
Mar 1, 2026$246Not Available3
Mar 2, 2026$224Not Available3
Mar 3, 2026$224Not Available3
Mar 4, 2026$230Not Available3
Mar 5, 2026$250Not Available3
Mar 6, 2026$224Not Available2
Mar 7, 2026$278Not Available2
Mar 8, 2026$244Not Available3
Mar 9, 2026$224Not Available3
Mar 10, 2026$224Not Available3
Mar 11, 2026$249Not Available3
Mar 12, 2026$267Not Available3
Mar 13, 2026$299Not Available3
Mar 14, 2026$280Not Available3
Mar 15, 2026$256Not Available3
Mar 16, 2026$235Not Available3

Amenities

Shower
Hair dryer
Shampoo
Bathtub
Fire place
TV
Air conditioning
Heating
Ceiling fan

Where you'll sleep



Explore Kissimmee, FL


Things to know

Here are some things which you should know before booking 2545 - 5 Bedrooms w/ Pool & Water Park included

House rules

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

Cancellation policy

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