Entire home
THE ROUNDUP RETREAT! 5 MILES TO DISNEY
Holiday home in Kissimmee
Photo gallery for THE ROUNDUP RETREAT! 5 MILES TO DISNEY





3 bedrooms3 bathroomsSleeps 81440 sq ft
Popular amenities
Explore the area

Kissimmee, FL
- Place, Mystic Dunes Golf Club19 min walk
- Place, Bonanza Golf & Gifts3 min drive
- Place, Walt Disney World® Resort6 min drive
- Airport, Kissimmee, FL (ISM-Kissimmee Gateway)24 min drive
Rooms & beds
3 bedrooms (sleeps 8)
Bedroom 1
1 Queen Bed
Bedroom 2
1 King Bed
Bedroom 3
1 Double Bunk Bed
3 bathrooms
Bathroom 1
Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer
Bathroom 2
Soap · Towels provided · Bathtub or shower · Toilet · Shampoo
Bathroom 3
Soap · Towels provided · Bathtub or shower · Toilet · Shampoo
About this property
THE ROUNDUP RETREAT! 5 MILES TO DISNEY
🌟 The Roundup Retreat is a newly renovated 3 Bedroom, 3 Full Bathroom Townhome located in the Windsor Hills gated community.
- 2 Professionally 🌟Themed Toy Story 🌟 bedrooms
-Keyless entry
- Free Wifi
- Luxury Vinyl Plank throughout the entire home
- Games, cards and Jumbo Connect Four
- Washer and Dryer in unit
🛏️ Bedroom 1 ( First Floor) - Queen size bed, en suite full bathroom with walk in shower (bathroom is shared with main area of house), Immersive Jessie and Bullseye themed
🛏️ Bedroom 2 (Second Floor) - King size bed , en suite full bathroom
🛏️ Bedroom 3 (Second Floor) - Full size Toy Story Bunk bed, en suite full bathroom, Al's Toy barn hideaway room with TV
🏖️ Screened in Splash Pool
🍳 The kitchen comes equipped with various items including the following:
- Blender
- Toaster
- Plates, cups, mugs
- Utensils
- Knife Block
- Baking sheets
- Pots and Pans
- Olive oil spray, salt and pepper
The kitchen area has a Coffee bar and Waffle bar. Both stocked with the following starter items:
☕️Coffee Bar
- Ninja DualBrew Grounds and Pods Coffee Maker
- 1 pack of Coffee Grounds
- Handful of K-cups
- Handful of Coffee Creamer
- Sugar packets
- Coffee filters
🧇 Waffle Bar
- Mickey Waffle Maker
- 1 pack of waffle mix
- handful of individual syrup packs
- Torani dessert syrups
🍼 Baby gear and safety features
- Single stroller
- Double Stroller
- Baby Gate
- Step Stool
- High Chair
- Pack n Play with sheets
- Children's plates, cups and utensils
- Top lock on sliding door
- Child lock on upstairs bunk room window
- Safety gate around splash pool
🧴Also included in your stay, a starter supply of:
- Toilet paper, paper towels, shampoo, conditioner, body wash, laundry detergent, dish soap, dishwasher pods, garbage bags.
⭐️ Please note that this is a self service home. All of the above starter items are provided for your convenience. Anything beyond these items will need to be purchased and brought in by the guests. There is a Walmart just 1 mile down the road.
🎢LOCAL ATTRACTIONS
5 Miles to Disney
15 Miles to Universal
12 Miles to Seaworld
33 Miles to LEGOLAND
24 Miles to Orlando International Airport **JANUARY 5th-FEBRUARY 13th, 2026**
** Resort water slides and Splash pad will be closed for refurbishment. The main resort pool will remain open during this time**
🏡 House Rules
By booking this home you are agreeing to the House Rules.
✅ General
• No parties or events.
• Windsor Hills quiet hours after 10pm
• Guest must be 25+ in age to book this property
• There is no United States Postal Service to this address
• Travel insurance is recommended for all guests. Hurricane season is June 1st-November 30th. Refunds will default to online booking website policy.
❌ Safety & Prohibited Items
• No firearms, weapons, or illegal substances allowed on the property at any time.
🎠 Respect for Our Themed Spaces
• We love creating a magical experience with our themed rooms—please help us keep them that way!
• Be gentle with décor, props, and themed items.
👶 Child Safety
• Children must always be supervised, especially around hot appliances such as the coffee maker, toaster, and waffle maker. These surfaces can get very hot — please ensure little hands stay safe.
🐾 Pets
• No pets allowed. We love furry friends, but the property is not pet-friendly due to allergies.
🚭 Smoking
• No smoking or vaping
📹 Security & Policies
• There is one Ring doorbell video camera on the front door pointing at the driveway
• A rental agreement must be signed
💦 Splash Pool Rules
• No glass near the pool area.
• Children must be supervised at all times in and around the water.
Please note that we are in no way affiliated with The Walt Disney Company. Windsor Hills is a 24/7 Security Guard gated community resort located just miles away from Walt Disney World. It is the closest vacation resort community to Disney and has close proximity to other popular attractions in the area.
🪪 Driver's License is used to register house guests into the Windsor Hills Security Gate system. When arriving at the gate at Windsor Hills, guests must present the same Driver's License and it must match the name on the reservation. If there are multiple vehicles, each car must be registered seperately and have their own gate pass.
🏖️ Please visit the Welcome Center at the main Clubhouse to obtain your wristbands for access to amenities! Open 8AM-10PM ** Please note that there are a maximum of 8 wristbands per townhome**
As a guest at The Roundup Retreat in Windsor Hills, you will have access to the following:
- 24/7 Guard Gated Entrance
- Clubhouse
- Arcade
- Resort Pool
- Resort Water slides and Splash pad
- Movie Theater
- Playgrounds
- Gym and more!
- 2 Professionally 🌟Themed Toy Story 🌟 bedrooms
-Keyless entry
- Free Wifi
- Luxury Vinyl Plank throughout the entire home
- Games, cards and Jumbo Connect Four
- Washer and Dryer in unit
🛏️ Bedroom 1 ( First Floor) - Queen size bed, en suite full bathroom with walk in shower (bathroom is shared with main area of house), Immersive Jessie and Bullseye themed
🛏️ Bedroom 2 (Second Floor) - King size bed , en suite full bathroom
🛏️ Bedroom 3 (Second Floor) - Full size Toy Story Bunk bed, en suite full bathroom, Al's Toy barn hideaway room with TV
🏖️ Screened in Splash Pool
🍳 The kitchen comes equipped with various items including the following:
- Blender
- Toaster
- Plates, cups, mugs
- Utensils
- Knife Block
- Baking sheets
- Pots and Pans
- Olive oil spray, salt and pepper
The kitchen area has a Coffee bar and Waffle bar. Both stocked with the following starter items:
☕️Coffee Bar
- Ninja DualBrew Grounds and Pods Coffee Maker
- 1 pack of Coffee Grounds
- Handful of K-cups
- Handful of Coffee Creamer
- Sugar packets
- Coffee filters
🧇 Waffle Bar
- Mickey Waffle Maker
- 1 pack of waffle mix
- handful of individual syrup packs
- Torani dessert syrups
🍼 Baby gear and safety features
- Single stroller
- Double Stroller
- Baby Gate
- Step Stool
- High Chair
- Pack n Play with sheets
- Children's plates, cups and utensils
- Top lock on sliding door
- Child lock on upstairs bunk room window
- Safety gate around splash pool
🧴Also included in your stay, a starter supply of:
- Toilet paper, paper towels, shampoo, conditioner, body wash, laundry detergent, dish soap, dishwasher pods, garbage bags.
⭐️ Please note that this is a self service home. All of the above starter items are provided for your convenience. Anything beyond these items will need to be purchased and brought in by the guests. There is a Walmart just 1 mile down the road.
🎢LOCAL ATTRACTIONS
5 Miles to Disney
15 Miles to Universal
12 Miles to Seaworld
33 Miles to LEGOLAND
24 Miles to Orlando International Airport **JANUARY 5th-FEBRUARY 13th, 2026**
** Resort water slides and Splash pad will be closed for refurbishment. The main resort pool will remain open during this time**
🏡 House Rules
By booking this home you are agreeing to the House Rules.
✅ General
• No parties or events.
• Windsor Hills quiet hours after 10pm
• Guest must be 25+ in age to book this property
• There is no United States Postal Service to this address
• Travel insurance is recommended for all guests. Hurricane season is June 1st-November 30th. Refunds will default to online booking website policy.
❌ Safety & Prohibited Items
• No firearms, weapons, or illegal substances allowed on the property at any time.
🎠 Respect for Our Themed Spaces
• We love creating a magical experience with our themed rooms—please help us keep them that way!
• Be gentle with décor, props, and themed items.
👶 Child Safety
• Children must always be supervised, especially around hot appliances such as the coffee maker, toaster, and waffle maker. These surfaces can get very hot — please ensure little hands stay safe.
🐾 Pets
• No pets allowed. We love furry friends, but the property is not pet-friendly due to allergies.
🚭 Smoking
• No smoking or vaping
📹 Security & Policies
• There is one Ring doorbell video camera on the front door pointing at the driveway
• A rental agreement must be signed
💦 Splash Pool Rules
• No glass near the pool area.
• Children must be supervised at all times in and around the water.
Please note that we are in no way affiliated with The Walt Disney Company. Windsor Hills is a 24/7 Security Guard gated community resort located just miles away from Walt Disney World. It is the closest vacation resort community to Disney and has close proximity to other popular attractions in the area.
🪪 Driver's License is used to register house guests into the Windsor Hills Security Gate system. When arriving at the gate at Windsor Hills, guests must present the same Driver's License and it must match the name on the reservation. If there are multiple vehicles, each car must be registered seperately and have their own gate pass.
🏖️ Please visit the Welcome Center at the main Clubhouse to obtain your wristbands for access to amenities! Open 8AM-10PM ** Please note that there are a maximum of 8 wristbands per townhome**
As a guest at The Roundup Retreat in Windsor Hills, you will have access to the following:
- 24/7 Guard Gated Entrance
- Clubhouse
- Arcade
- Resort Pool
- Resort Water slides and Splash pad
- Movie Theater
- Playgrounds
- Gym and more!
Add dates for prices
Amenities
Pool
Washing machine
Dryer
Air conditioning
Parking available
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House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets allowed
Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
About the area
Kissimmee
Windsor Hills, a neighbourhood in Kissimmee, is home to this holiday home. Mystic Dunes Golf Club and Reunion Resort Golf Course are worth checking out if an activity is on the agenda, while those in the mood for shopping can visit Old Town and Flamingo Crossings Town Center. Check out an event or a game at ESPN Wide World of Sports Complex, and consider making time for Walt Disney World® Resort, a top attraction not to be missed.

Kissimmee, FL
What's nearby
- Mystic Dunes Golf Club - 19 min walk - 1.7 km
- Bonanza Golf & Gifts - 3 min drive - 3.1 km
- Walt Disney World® Resort - 6 min drive - 5.1 km
- Disney's Animal Kingdom® Theme Park - 7 min drive - 4.8 km
- Disney Springs™ - 11 min drive - 13.7 km
Getting around
Restaurants
- McDonald's - 3 min drive
- Starbucks - 3 min drive
- Del Taco - 3 min drive
- Sickies Garage Burgers & Brews - 3 min drive
- Drafts Sports Bar & Grill - 13 min walk
Frequently asked questions
About the host
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