Kissimmee, Florida

Windsor Haven

5 bedrooms 6 beds 5 baths 12 guests New

About the property

Windsor Haven.

Welcome to Windsor Haven, a luxurious 5-bedroom, 5-bathroom villa just moments from Walt Disney World® Resort. Designed for an unforgettable family vacation, this spacious home offers a private screened-in pool and spa, an exciting game and theater room, and custom-themed bedrooms for kids.

Upon entry, an open floor plan and airy living area welcome you to relax in style. The modern chandelier adds a sophisticated touch, while the cozy seating area, 65-inch 4K SMART TV, and SONOS system create a perfect space to unwind. The fully equipped kitchen, with its stainless steel appliances, breakfast bar, and kitchen nook, makes meal prep easy and offers views of the pool area.

For entertainment, Windsor Haven’s private theater and arcade room deliver endless excitement. With two 40-inch LCD TVs, Xbox 360, PS4, and classic arcade games like Golden Tee Golf and Twisted Nitro Stunt Racing, there’s something for everyone. A 120-inch movie screen, surround sound, and custom theater seating bring an immersive cinematic experience right to your doorstep.

Outdoors, the private pool and spillover spa are perfect for soaking up the Florida sun. The screened-in pool area, complete with sun loungers and an outdoor dining area, provides a wonderful spot to relax or entertain.

Accommodations are designed with your family’s comfort in mind. The first floor hosts the master suite, with a king-sized bed, 40-inch LCD TV, Apple TV, en-suite bathroom, and direct pool access. Two additional first-floor bedrooms, each with king-sized beds, TVs, and en-suite bathrooms, ensure space for everyone. Upstairs, two custom-designed kids’ rooms await: a superhero suite with twin bunk beds, LCD TV, and en-suite bathroom, and another room themed after a beloved character, featuring a custom bunk bed, LCD TV, and en-suite bathroom.

Windsor Hills Resort is a premier gated vacation community located just minutes from Walt Disney World® Resort. Known for its exceptional amenities, Windsor Hills offers a large lagoon-style pool, a water park with slides, a clubhouse with a fitness center, movie theater, game room, and mini market. Sports enthusiasts will enjoy the tennis, basketball, and volleyball courts, as well as a putting green. Ideal for families, the resort also features playgrounds and walking trails, creating the perfect base for a memorable Orlando getaway.

Windsor Haven.

Welcome to Windsor Haven, a luxurious 5-bedroom, 5-bathroom villa just moments from Walt Disney World® Resort. Designed for an unforgettable family vacation, this spacious home offers a private screened-in pool and spa, an exciting game and theater room, and custom-themed bedrooms for kids.

Upon entry, an open floor plan and airy living area welcome you to relax in style. The modern chandelier adds a sophisticated touch, while the cozy seating area, 65-inch 4K SMART TV, and SONOS system create a perfect space to unwind. The fully equipped kitchen, with its stainless steel appliances, breakfast bar, and kitchen nook, makes meal prep easy and offers views of the pool area.

For entertainment, Windsor Haven’s private theater and arcade room deliver endless excitement. With two 40-inch LCD TVs, Xbox 360, PS4, and classic arcade games like Golden Tee Golf and Twisted Nitro Stunt Racing, there’s something for everyone. A 120-inch movie screen, surround sound, and custom theater seating bring an immersive cinematic experience right to your doorstep.

Outdoors, the private pool and spillover spa are perfect for soaking up the Florida sun. The screened-in pool area, complete with sun loungers and an outdoor dining area, provides a wonderful spot to relax or entertain.

Accommodations are designed with your family’s comfort in mind. The first floor hosts the master suite, with a king-sized bed, 40-inch LCD TV, Apple TV, en-suite bathroom, and direct pool access. Two additional first-floor bedrooms, each with king-sized beds, TVs, and en-suite bathrooms, ensure space for everyone. Upstairs, two custom-designed kids’ rooms await: a superhero suite with twin bunk beds, LCD TV, and en-suite bathroom, and another room themed after a beloved character, featuring a custom bunk bed, LCD TV, and en-suite bathroom.

Windsor Hills Resort is a premier gated vacation community located just minutes from Walt Disney World® Resort. Known for its exceptional amenities, Windsor Hills offers a large lagoon-style pool, a water park with slides, a clubhouse with a fitness center, movie theater, game room, and mini market. Sports enthusiasts will enjoy the tennis, basketball, and volleyball courts, as well as a putting green. Ideal for families, the resort also features playgrounds and walking trails, creating the perfect base for a memorable Orlando getaway.

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$310Not Available3
Jun 8, 2026$310Available3
Jun 9, 2026$310Available3
Jun 10, 2026$310Available3
Jun 11, 2026$310Available3
Jun 12, 2026$310Available3
Jun 13, 2026$310Available3
Jun 14, 2026$310Available3
Jun 15, 2026$310Available3
Jun 16, 2026$310Available3
Jun 17, 2026$310Available3
Jun 18, 2026$310Available3
Jun 19, 2026$310Available3
Jun 20, 2026$310Available3
Jun 21, 2026$387Available4
Jun 22, 2026$387Available4
Jun 23, 2026$387Available4
Jun 24, 2026$387Available4
Jun 25, 2026$387Available4
Jun 26, 2026$387Available4
Jun 27, 2026$387Not Available4
Jun 28, 2026$387Not Available4
Jun 29, 2026$387Not Available4
Jun 30, 2026$387Not Available4
Jul 1, 2026$387Not Available4
Jul 2, 2026$387Not Available4
Jul 3, 2026$387Available4
Jul 4, 2026$387Available4
Jul 5, 2026$387Available4
Jul 6, 2026$387Available4
Jul 7, 2026$387Available4
Jul 8, 2026$387Available4
Jul 9, 2026$387Available4
Jul 10, 2026$387Available4
Jul 11, 2026$387Available4
Jul 12, 2026$387Available4
Jul 13, 2026$387Available4
Jul 14, 2026$387Available4
Jul 15, 2026$387Available4
Jul 16, 2026$387Not Available4
Jul 17, 2026$387Not Available4
Jul 18, 2026$387Not Available4
Jul 19, 2026$387Not Available4
Jul 20, 2026$387Not Available4
Jul 21, 2026$387Not Available4
Jul 22, 2026$387Not Available4
Jul 23, 2026$387Available4
Jul 24, 2026$387Available4
Jul 25, 2026$387Available4
Jul 26, 2026$387Available4
Jul 27, 2026$387Available4
Jul 28, 2026$387Available4
Jul 29, 2026$387Available4
Jul 30, 2026$387Available4
Jul 31, 2026$387Available4
Aug 1, 2026$387Available4
Aug 2, 2026$387Available4
Aug 3, 2026$387Available4
Aug 4, 2026$387Available4
Aug 5, 2026$387Available4
Aug 6, 2026$387Available4
Aug 7, 2026$387Available4
Aug 8, 2026$387Available4
Aug 9, 2026$387Available4
Aug 10, 2026$387Available4
Aug 11, 2026$387Available4
Aug 12, 2026$387Available4
Aug 13, 2026$387Available4
Aug 14, 2026$387Available4
Aug 15, 2026$387Available4
Aug 16, 2026$309Available3
Aug 17, 2026$309Available3
Aug 18, 2026$309Available3
Aug 19, 2026$309Available3
Aug 20, 2026$309Available3
Aug 21, 2026$309Available3
Aug 22, 2026$309Available3
Aug 23, 2026$309Available3
Aug 24, 2026$309Available3
Aug 25, 2026$309Available3
Aug 26, 2026$309Available3
Aug 27, 2026$309Available3
Aug 28, 2026$309Available3
Aug 29, 2026$309Available3
Aug 30, 2026$309Available3
Aug 31, 2026$309Available3
Sep 1, 2026$309Available3
Sep 2, 2026$309Available3
Sep 3, 2026$309Available3
Sep 4, 2026$360Available4
Sep 5, 2026$360Available4

Amenities

Pool outdoor
Washer
Air conditioning
Dryer
Free parking
Bed linens
Dishwasher
TV

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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 12 guests.