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Windsor Haven – 5 Bed 5 Bath Sleeps 12 – from $300

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Kissimmee, Windsor Hills
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5 Bedroom Vacation Homes Orlando, Games Room, Private Pool and Spa, Themed Rooms
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Windsor Hills
12 Guests| 5 Bedrooms| 5 Baths
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Description

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.

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Rates
Property protection fee: $ 115
Cleaning fee: $ 205
Pool and Spa Heat per night (optional): $ 40
Rates
Price per night
Price per night (7n+)
Price per night (30n+)
Minimum Night Stay
Extra price per guest
Price per night in weekends
Booking starts only on
Booking starts/ends only on
From 01-06-2025 To 17-12-2025
$ 300
-
-
4
-
$ 300
All
All
From 18-12-2025 To 05-01-2026
$ 575
-
-
7
-
$ 575
All
All
From 06-01-2026 To 31-03-2026
$ 300
-
-
4
-
$ 300
All
All
From 01-04-2026 To 12-04-2026
$ 525
-
-
7
-
$ 525
All
All
From 13-04-2026 To 17-12-2026
$ 300
-
-
4
-
$ 300
All
All
From 18-12-2026 To 05-01-2027
$ 575
-
-
7
-
$ 575
All
All
Period
From 01-06-2025 To 17-12-2025
Price per night
$ 300
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
4
Extra price per guest
-
Price per night in weekends
$ 300
Booking starts only on
All
Booking starts/ends only on
All
Period
From 18-12-2025 To 05-01-2026
Price per night
$ 575
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
7
Extra price per guest
-
Price per night in weekends
$ 575
Booking starts only on
All
Booking starts/ends only on
All
Period
From 06-01-2026 To 31-03-2026
Price per night
$ 300
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
4
Extra price per guest
-
Price per night in weekends
$ 300
Booking starts only on
All
Booking starts/ends only on
All
Period
From 01-04-2026 To 12-04-2026
Price per night
$ 525
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
7
Extra price per guest
-
Price per night in weekends
$ 525
Booking starts only on
All
Booking starts/ends only on
All
Period
From 13-04-2026 To 17-12-2026
Price per night
$ 300
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
4
Extra price per guest
-
Price per night in weekends
$ 300
Booking starts only on
All
Booking starts/ends only on
All
Period
From 18-12-2026 To 05-01-2027
Price per night
$ 575
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
7
Extra price per guest
-
Price per night in weekends
$ 575
Booking starts only on
All
Booking starts/ends only on
All
Property Address
Address: 7733 Teascone Blvd
City:
State: Florida
Zip: 34747
Country: United States
Bed Configuration
Property Name:
97253
Property Size: 2,297 ft2
Bedrooms: 5
Bathrooms: 5
King : 3
Sets Of Bunk Beds: 3
Features and Amenities
Private Pool
Spa
Home Theatre
Games Room
Playstation 4
Themed Bedrooms
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What's Nearby

Arts & Entertainment

Disney's Art of Animation Resort
(3.67 miles)Disney's Art of Animation Resort
Art Therapy Studio
(0.74 miles)Art Therapy Studio
Mary Queen of the Universe
(7.64 miles)Mary Queen of the Universe

Beauty & Spas

Food

Peach Valley Cafe
(2.03 miles)Peach Valley Cafe
Kamayan Grill
(1.43 miles)Kamayan Grill
Hokusai Ramen And Izakaya
(1.13 miles)Hokusai Ramen And Izakaya

Restaurants

Crush Yard
(1.42 miles)Crush Yard
Keke's Breakfast Cafe
(2.01 miles)Keke's Breakfast Cafe
Salt & The Cellar By Akira Back
(1.24 miles)Salt & The Cellar By Akira Back

Shopping

Celebration Factory Outlet
(4.31 miles)Celebration Factory Outlet
Promenade at Sunset Walk
(1.82 miles)Promenade at Sunset Walk
Target
(1.91 miles)Target

Availability

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Customer Reviews

Florida Premier Rentals

Customer Reviews

Melissa Brye 01/11/2026

Our family had an exceptional stay here. We traveled with my husband, our four children, and my parents, and the home truly accommodated all ages comfortably. From the moment we arrived, it was clear the property is very well cared for. The decor is beautiful, and the home was spotless, creating an inviting and relaxing environment.The amenities truly set this property apart. The playroom and movie room were huge highlights for the kids, while the pool quickly became the center of our stay for everyone. In fact, there were multiple days during our Orlando trip, even with Disney and Universal planned, when the kids chose to stay at the house to swim and play instead. That alone speaks to how enjoyable the home was.There were genuinely activities for every age group, which made traveling as a multi-generational family easy and enjoyable.The location was very convenient, with attractions, games, and entertainment nearby whenever we decided to go out.Communication from the hosts was excellent from check-in through departure. They were kind, responsive, and proactive, making the entire process seamless and stress-free.If visiting during the winter months, I strongly recommend opting for the heated pool. It made a significant difference and was absolutely worth it.We cannot recommend this property highly enough. It provided a memorable experience for our family, and we would gladly stay again.

Mark Lucero 01/28/2026

The host was very helpful, the house was beautiful and very comfortable. Thank you!

Jane Sauther 01/28/2026

Clean, comfortable, spacious home, perfect for our large family trip to Disney. Location was perfect, pool was a hit, kitchen was well appointed for large groups, and beds were comfy. We highly recommend this property.

Dita Lawson 01/25/2026

We had the best time ever! House is really beautiful, clean and cozy. You can feel the homy vibes. Pool was clean too and super warm so we could enjoy it after long day in Disney! Location is also very convenient. We really loved our stay here!!! Thank you!!!

Joseph McFarland 01/25/2026

This home was perfect! Great accommodations, amazing community with a lot of amenities and close to all Orlando attractions. Rental agency was wonderful to work with and very responsive!

susie fisher 02/10/2026

Yvonne was wonderful in communicating with us and any questions we had.

Michael Faletto 02/09/2026

House as advertised and was amazing. Absolutely great communication with the host team, and the home was beautiful. An excellent stay for the 8 of us! Will definitely book again if we come back - GREAT location and easy ride shares to the parks!

Andrea 01/02/2026

Thank you so much for the kind words! We’re really glad you enjoyed the space, the location, and felt well looked after during your stay. It was a pleasure hosting you, and you’re welcome back anytime.

Marcy Allison 01/19/2026

Absolutely wonderful stay! The house was perfect for our family. It was clean and offered so many fun options for the whole family - pool, game room, media room. Could not recommend it more!! We will definitely book again if we return to the area.

Gregory Sather 01/19/2026

Fantastic house! Pool, hot tub, games room were all additional amenities not found everywhere. Host was extremely responsive to our needs and made sure we were satisfied with our stay. Parking for more than 3 vehicles was easily accessed just a few feet away and the location was still close enough to the parks, bars, restaurants. Plenty of beds and baths for large groups/families. Very enjoyable stay!
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