Kissimmee, FL

2545 - 5 Bedrooms w/ Pool & Water Park included

5 bedrooms 7 beds 5 baths 10 guests 4.9 (53)

About the 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

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)
May 18, 2026$224Available3
May 19, 2026$224Available3
May 20, 2026$224Available3
May 21, 2026$224Not Available3
May 22, 2026$224Not Available3
May 23, 2026$224Not Available3
May 24, 2026$224Not Available3
May 25, 2026$224Not Available3
May 26, 2026$224Not Available3
May 27, 2026$224Not Available3
May 28, 2026$224Not Available3
May 29, 2026$224Not Available3
May 30, 2026$224Not Available3
May 31, 2026$224Not Available3
Jun 1, 2026$224Not Available3
Jun 2, 2026$224Not Available3
Jun 3, 2026$224Not Available3
Jun 4, 2026$224Not Available3
Jun 5, 2026$224Not Available3
Jun 6, 2026$224Available3
Jun 7, 2026$224Available3
Jun 8, 2026$224Not Available3
Jun 9, 2026$224Not Available3
Jun 10, 2026$224Not Available3
Jun 11, 2026$224Not Available3
Jun 12, 2026$226Not Available3
Jun 13, 2026$230Not Available3
Jun 14, 2026$224Available3
Jun 15, 2026$224Available3
Jun 16, 2026$224Available3
Jun 17, 2026$224Not Available3
Jun 18, 2026$224Not Available3
Jun 19, 2026$239Not Available3
Jun 20, 2026$243Not Available3
Jun 21, 2026$224Not Available3
Jun 22, 2026$224Not Available3
Jun 23, 2026$224Not Available3
Jun 24, 2026$224Not Available3
Jun 25, 2026$224Not Available3
Jun 26, 2026$249Not Available3
Jun 27, 2026$228Not Available3
Jun 28, 2026$258Not Available3
Jun 29, 2026$233Not Available3
Jun 30, 2026$381Not Available3
Jul 1, 2026$382Not Available3
Jul 2, 2026$395Not Available3
Jul 3, 2026$417Not Available3
Jul 4, 2026$417Not Available3
Jul 5, 2026$377Not Available3
Jul 6, 2026$224Not Available3
Jul 7, 2026$224Available3
Jul 8, 2026$224Available3
Jul 9, 2026$235Available3
Jul 10, 2026$265Available3
Jul 11, 2026$258Available3
Jul 12, 2026$224Available3
Jul 13, 2026$224Available3
Jul 14, 2026$224Not Available3
Jul 15, 2026$233Not Available3
Jul 16, 2026$252Not Available3
Jul 17, 2026$284Not Available3
Jul 18, 2026$277Not Available3
Jul 19, 2026$243Not Available3
Jul 20, 2026$278Not Available3
Jul 21, 2026$275Not Available3
Jul 22, 2026$272Not Available3
Jul 23, 2026$273Not Available3
Jul 24, 2026$291Not Available3
Jul 25, 2026$285Not Available3
Jul 26, 2026$258Not Available3
Jul 27, 2026$256Not Available3
Jul 28, 2026$255Not Available3
Jul 29, 2026$224Not Available3
Jul 30, 2026$224Available3
Jul 31, 2026$283Not Available3
Aug 1, 2026$277Not Available3
Aug 2, 2026$271Not Available3
Aug 3, 2026$273Not Available3
Aug 4, 2026$281Not Available3
Aug 5, 2026$282Not Available3
Aug 6, 2026$272Not Available3
Aug 7, 2026$277Not Available3
Aug 8, 2026$268Not Available3
Aug 9, 2026$239Not Available3
Aug 10, 2026$224Not Available3
Aug 11, 2026$224Not Available3
Aug 12, 2026$224Not Available3
Aug 13, 2026$235Not Available3
Aug 14, 2026$259Not Available3
Aug 15, 2026$256Not Available3
Aug 16, 2026$231Not Available3

Amenities

Shower
Hair dryer
Shampoo
Bathtub
Fire place
TV
Air conditioning
Heating

4.9 · 53 reviews

B
Bianca C.
January 2026

Nossa estadia foi ótima! Larissa e Rosely me respondiam muito rapidamente sempre que precisávamos de alguma coisa. A casa é excelente para um grupo do tamanho do nosso (3 casais e 2 crianças). Casa limpa, espaçosa e moderna!

R
Roger K.
January 2026

Great place! Heated pool and hot tub worked great! There were 3 large bedrooms on the first floor each with a large bed and private bathroom and 2 bedrooms on the second floor each with 2 single beds and a private bathroom each. These upstairs bedrooms are decorated for kids but they are perfectly fine for adults as well. All bedrooms have smart tvs and there was a large smart tv in the living room as well which also had a lot of other tv channels. All the beds were comfortable. Great game room also with air hockey and foosball table and a full pool table and a tv with a gaming system. Perfect location for Disney vacations as short drive to all parks. Plenty of shops and restuarants within a short drive. Gated community is very nice especially the water park with waterslides. Once you register your car at the front gate when you arrive they give you a paper with a QR code and then it is very quick and easy to just scan it when you go in and out. Uber and Lyft work fine here too.

J
Jim L.
January 2026

Great hosts! Awesome place to stay.

Where you'll be

Kissimmee, FL, 34747, United States of America

Things to know

Cancellation policy

Contact us for cancellation policy details prior to booking.

Property rules

Not suitable for children (2–12 years).
Not suitable for infants (under 2).
No pets allowed.
No parties or events.

Safety & security

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