Available properties

This luxurious 10-bedroom villa at Windsor Island Resort accommodates up to 25 guests and delivers an unforgettable vacation experience. Enjoy a private heated pool with a giant outdoor screen, a Star Wars themed home theater with...

This luxurious 10-bedroom villa at Windsor Island Resort accommodates up to 25 guests and delivers an unforgettable vacation experience. Enjoy a private heated pool with a giant outdoor screen, a Star Wars themed home theater with reclining seats, and an incredible game room inspired by Iron Man and The Simpsons featuring pool table, air hockey, and gaming stations. Themed bedrooms like Harry Potter, Frozen, Barbie, and Mickey create a magical stay for families or groups seeking comfort and fun.

Welcome to a HoliStays home, where every stay feels seamless.

Managed by our local team specializing in Disney-area vacation homes, we ensure spotless cleaning, responsive 24/7 support in multiple languages, concierge assistance at no extra cost, and the comfort of a resort-style experience from check-in to check-out.

Located in Windsor Island Resort, this impressive 10-bedroom home was designed to create an unforgettable vacation experience for large families and groups. Every detail has been carefully planned to deliver comfort and entertainment, from the beautifully themed bedrooms inspired by iconic movies and characters to the incredible entertainment areas throughout the house.

Relax in the private pool while watching your favorite movie on the outdoor giant screen, enjoy an immersive experience in the Star Wars themed home theater with reclining seats, or spend hours having fun in the spectacular Iron Man and Simpsons inspired game room. With spacious interiors, creative design, and access to one of the most complete resorts in the Orlando area, this home combines comfort, entertainment, and convenience just minutes from the main attractions.

- Ground Floor

• Spacious open concept living room

• Fully equipped kitchen

• Large dining area

• Avatar bedroom with 2 Full beds

• Master suite with 1 King bed

• Guest bathroom

• Outdoor area with private pool and lounge space

- Second Floor

• Luxury suite with 1 King bed

• Mickey bedroom with 2 Full beds (suite)

• Cars bedroom with 2 Twin beds (suite)

• Harry Potter bedroom with 1 Twin + 1 Full bed (suite)

• Minions bedroom with 1 Queen bed

• Barbie bedroom with 2 Twin beds (shared bathroom with Minions room)

• Princess bedroom with Twin/Full bunk bed

• Frozen bedroom with Twin/Twin bunk bed (Jack and Jill bathroom with Princess)

- Entertainment Areas

• Star Wars themed home theater with reclining seats

• Iron Man & Simpsons themed game room

• Pool table

• Air hockey

• Foosball

• Gaming stations

• Private pool with outdoor giant screen

• Outdoor patio with sun loungers and seating area

- Home Amenities

• Gated community

• Full access to Windsor Island Resort amenities

• Optional private pool heating

• Free Wi-Fi throughout the house

• TVs in every bedroom

• Central air conditioning

• Fully equipped kitchen

• Laundry room with washer and dryer

• Towels and linens for all guests

• Pack n Play and high chair available upon request

Every HoliStays home is inspected before each arrival to guarantee the quality and comfort you deserve.

From your first message to the final day of your stay, our team is available to assist with park guidance, dining recommendations, transportation, or special requests.

Book with confidence and let us take care of the rest of your Orlando vacation.

Guests have full and exclusive access to the entire home, including the private pool and all indoor spaces. They can also enjoy all Windsor Island Resort amenities such as pools, lazy river, fitness center, mini golf, and sports courts.

Our local team is available 24/7 to assist throughout your stay. Guests can contact us anytime via messaging or phone for support, questions, or local recommendations.

Windsor Island Resort is a modern gated community located in Davenport, about 20 minutes from Disney. The area offers easy access to supermarkets, restaurants, outlets, and Orlando’s main attractions while maintaining a peaceful and family-friendly atmosphere.

The home is located near major highways, making it easy to reach Disney parks, Universal Studios, outlets, and other Orlando attractions. Free parking is available on site with a maximum of 5 vehicles allowed.

Located in Windsor Island Resort, this 5-bedroom, 4.5-bath home is designed for unforgettable family vacations. Enjoy a private heatable pool, fun Mickey and Toy Story themed bedrooms, and a Mario Bros inspired family room. The op...

Located in Windsor Island Resort, this 5-bedroom, 4.5-bath home is designed for unforgettable family vacations. Enjoy a private heatable pool, fun Mickey and Toy Story themed bedrooms, and a Mario Bros inspired family room. The open living, dining, and fully equipped kitchen create the perfect space to gather after a day at the parks. Guests also enjoy access to incredible resort amenities including a resort-style pool, lazy river, waterslides, fitness center, and more.

Welcome to a HoliStays home, where every stay feels seamless.

Managed by our local team specializing in Disney-area vacation homes, we ensure spotless cleaning, responsive 24/7 support in multiple languages, concierge assistance at no extra cost, and the comfort of a resort-style experience from check-in to check-out.

Located in Windsor Island Resort, this 5-bedroom, 4.5-bathroom home offers the perfect combination of comfort, entertainment, and resort living for families visiting the Orlando area. Designed to create unforgettable moments, the home features spacious living areas, themed spaces for kids, and access to one of the region’s most popular resort communities.

The main living area features an open-concept layout connecting the living room, dining space, and fully equipped kitchen. It’s the ideal place to gather after a day at the parks, cook meals together, or simply relax.

Step outside to your private patio with a heatable pool, perfect for enjoying the Florida sunshine, cooling off in the afternoon, or unwinding in the evening with family and friends.

One of the highlights of this home is its playful themed spaces. Kids will love the colorful Mickey Mouse themed bedroom and the Toy Story themed room, both designed to bring these beloved characters to life. The fun continues in the Mario Bros themed family room, a great space for games, movie nights, and family entertainment.

- Ground floor

• Open concept living room

• Dining area

• Fully equipped kitchen

• Bedroom with Queen bed

• Private bathroom

• Half bathroom

• Private patio with heatable pool

• Outdoor seating area

- Second floor

• Master suite with King bed and private bathroom

• Queen bedroom suite with private bathroom

• Mickey Mouse themed bedroom with two twin beds

• Toy Story themed bedroom with two twin beds

• Shared full bathroom

• Mario Bros themed family room

• Laundry area with washer and dryer

Additional conveniences include high-speed Wi-Fi, free parking, and a starter welcome kit with essential items for your arrival.

- Guests also have access to the incredible amenities at Windsor Island Resort, including:

• Resort-style swimming pool

• Lazy river

• Water slides

• Fitness center

• Sports courts

• Mini golf

• Kids splash pad

• Poolside bar and dining area

• 24-hour gated security

Every HoliStays home is inspected before each arrival to guarantee the quality and comfort you deserve.

From the first message to your final day, our team is available to help with anything you need — dining tips, park guidance, transportation or special requests.

Book your stay with confidence and let us take care of the rest.

Guests have full and private access to the entire home, including all bedrooms, living areas, and the private pool. You will also be able to enjoy all Windsor Island Resort amenities such as the resort pool, lazy river, fitness center, mini golf, and sports courts.

Our team is available 24/7 to assist you throughout your stay. We also provide a detailed digital guide with house information, local recommendations, restaurants, and attraction tips to make your trip easier.

The home is located in Windsor Island Resort, a gated community with 24-hour security and a full range of resort-style amenities. Guests can enjoy a resort pool, lazy river, waterslides, fitness center, mini golf, sports courts, and a clubhouse with bar and dining area. The location also offers easy access to Disney parks, restaurants, grocery stores, and Orlando’s outlets.

Free on-site parking is available, and the home is conveniently located near major roads and highways, making it easy to reach Disney parks, Universal Studios, restaurants, grocery stores, and shopping centers.

Just 20 minutes from Disney, this stunning 12-bedroom home at Bella Vida Resort is perfect for large families and groups. Featuring a private pool, spacious living areas, themed bedrooms, and everything you need for a memorable st...

Just 20 minutes from Disney, this stunning 12-bedroom home at Bella Vida Resort is perfect for large families and groups. Featuring a private pool, spacious living areas, themed bedrooms, and everything you need for a memorable stay. Prime location near parks, outlets, and restaurants. Pet friendly (US$50 per pet), with full amenities and 24/7 support for a smooth and enjoyable Orlando experience.

Welcome to a HoliStays home, where every stay is designed to be smooth, comfortable, and worry-free. Our local team specializes in Orlando vacation homes, ensuring spotless cleaning, 24/7 multilingual support, and full assistance throughout your stay.

Located in Bella Vida Resort, one of Kissimmee’s most complete gated communities, this 12-bedroom, 11.5-bathroom mansion offers the perfect combination of space, comfort, and entertainment for large families and groups. Just 20 minutes from Disney, you’ll be close to top attractions, shopping outlets, restaurants, and golf courses.

The outdoor area is a private oasis, featuring a private pool and space perfect for relaxing or enjoying outdoor meals. The open-concept layout allows everyone to stay connected, whether cooking, watching TV, or spending quality time together.

- Ground Floor
• Spacious open-concept living room
• Fully equipped kitchen
• Dining area
• Bedroom 1: 1 King + 1 Twin | private bathroom
• Bedroom 2: 1 Queen | private bathroom
• Bedroom 3: 1 Full | private bathroom
• Bedroom 4: 1 Full | private bathroom

- Second Floor
• Bedroom 5: 1 King + 1 Twin | private bathroom
• Bedroom 6: 1 King | private bathroom
• Bedroom 7: 1 Full + 1 Twin | private bathroom
• Bedroom 8: Twin bunk (Mario theme) | private bathroom
• Bedroom 9: 1 Full (Harry Potter theme) | private bathroom
• Bedroom 10: 1 Full | private bathroom
• Bedroom 11: Twin bunk (Princess theme) | shared bathroom
• Bedroom 12: 1 King | shared bathroom

- Outdoor Area
• Private pool
• Outdoor dining space
• BBQ area

- Amenities
• Central air conditioning
• Free Wi-Fi
• Cable TV in all bedrooms
• Full laundry room (washer, dryer, iron)
• Driveway parking
• Smart doorbell (Ring)

- Bella Vida Resort Amenities
• Scenic lakes and walking trails
• Playground and gardens
• Basketball court
• Sand volleyball court
• Resort-style pool and spa
• Fitness center and aerobics room
• Cyber café, lounge, and movie theater
• Game room and library

- Distances
• Disney: 20 minutes
• Universal: 30 minutes
• SeaWorld: 25 minutes
• Downtown Orlando: 30 minutes
• Premium Outlets: 10 minutes

- Important Information
• Pet friendly: US$50 per pet (max 3 pets, up to 15kg each)
• Pool heating: US$35/night (min. 3 nights)
• BBQ grill: US$95 (gas + cleaning included)
• Mid-stay cleaning available
• Starter supplies included

Every HoliStays home is inspected before each arrival to ensure the highest standards of quality and comfort. Our team is available from your first message to your last day to assist with anything you need.

Book with confidence and enjoy a complete Orlando experience.

Guests will have full access to the entire home, including the private pool area and resort amenities, subject to community availability.

Our team is available 24/7 to provide support, recommendations, and assistance throughout your stay.

Resort amenities are managed by the homeowners association and may be temporarily unavailable due to maintenance or other factors beyond our control, without refunds.

We recommend having a car for convenience, as Orlando is a car-oriented city. The home is located near major roads, providing easy access to Disney parks, Universal, outlets, and restaurants. Ride-sharing services like Uber and Lyft are also widely available in the area.

Modern mansion in Paradiso Grande featuring 11 suites and accommodating up to 22 guests. Includes a private screened pool, themed bedrooms, game room, and spacious living areas. Located just minutes from Disney, Universal, and Sea...

Modern mansion in Paradiso Grande featuring 11 suites and accommodating up to 22 guests. Includes a private screened pool, themed bedrooms, game room, and spacious living areas. Located just minutes from Disney, Universal, and SeaWorld in a full resort with lazy river, gym, and leisure areas. Perfect for large groups seeking comfort, entertainment, and an unforgettable Orlando experience.

Welcome to a HoliStays home, where every stay feels seamless.
Managed by our local team specializing in vacation homes, we ensure spotless cleaning, responsive 24/7 support in multiple languages, concierge assistance at no extra cost, and a full resort-style experience from check-in to check-out.

This spectacular home in Paradiso Grande is the perfect choice for those seeking luxury, space, and entertainment in Orlando. Featuring 11 themed suites and accommodating up to 22 guests, the property is designed for large families and groups looking for comfort and unforgettable experiences. Spacious interiors, modern design, and multiple entertainment areas make this home a true retreat near Orlando’s top attractions.


- Bedroom configuration:

- Ground Floor
• Bedroom 1: King bed + private bathroom
• Bedroom 2: Full bed + private bathroom
• Bedroom 3: Full bed + private bathroom

- Second Floor
• Bedroom 4: King bed + private bathroom (master suite)
• Bedroom 5: 2 twin beds + private bathroom (Princess)
• Bedroom 6: 1 twin + 1 full bed + private bathroom (Mickey)
• Bedroom 7: Full-over-full bunk bed + private bathroom (Dragons)
• Bedroom 8: 2 full beds + private bathroom (Harry Potter)
• Bedroom 9: 2 full beds + private bathroom (Avatar)
• Bedroom 10: King bed + private bathroom
• Bedroom 11: King bed + private bathroom

Paradiso Grande amenities:

• Resort-style pool with lazy river
• Fully equipped fitness center
• Clubhouse
• Sports courts
• Common areas and cabanas
• Lake views
• Gated community
• Business center

- Additional information:
• Pool heating: US$35 per night (minimum 3 nights)
• BBQ grill: US$95 per stay
• Starter supplies included (not replenished)

Every HoliStays home is inspected before each arrival to guarantee the quality and comfort you deserve.
From the first message to your final day, our team is available to assist with anything you need — dining recommendations, local tips, transportation, or special requests.
Book with confidence and let us take care of the rest.

Guests will have full access to the entire home, including the private pool and all property areas, as well as the community amenities.

Our team is available 24/7 to assist you throughout your stay.

Pets are not allowed. Pool heating and BBQ use have additional fees. Starter supplies are provided but not replenished during the stay.

Paradiso Grande is a modern and well-located community, close to Orlando’s top attractions, restaurants, outlets, and entertainment options.

Just minutes from Disney, this Windsor Island Cay Resort home is perfect for large families and groups. Featuring 10 themed bedrooms, a private splash pool, and spacious open areas, it offers comfort and fun for everyone. The full...

Just minutes from Disney, this Windsor Island Cay Resort home is perfect for large families and groups. Featuring 10 themed bedrooms, a private splash pool, and spacious open areas, it offers comfort and fun for everyone. The fully equipped kitchen and social spaces are ideal for gathering after the parks. Enjoy resort amenities like a lazy river, water slides, and on-site dining, plus 24/7 support for a seamless Orlando stay.

Welcome to a HoliStays home, where every stay is designed to be seamless, comfortable, and fully supported. Our local team specializes in Disney-area vacation homes, providing spotless cleaning, 24/7 multilingual support, and full assistance throughout your stay.

Located in Windsor Island Cay Resort, this 10-bedroom home is designed for large families and groups seeking space, comfort, and fun. Just minutes from Disney, it offers a modern and welcoming environment with everything you need for a memorable vacation.

The outdoor area features a private splash pool, perfect for relaxing after a day at the parks. Inside, the open-concept layout connects the living room, dining area, and fully equipped kitchen — ideal for gathering and spending time together.

The themed bedrooms — including Princess, Star Wars, Ratatouille, and Toy Story — create a fun and immersive experience for guests of all ages.

- Ground Floor
• Open-concept living area
• Dining area
• Fully equipped kitchen
• Bedroom 1: 1 King bed + private bathroom
• Bedroom 2: 1 King bed + hallway bathroom

- Second Floor
• Bedroom 3: 1 King bed + private bathroom
• Bedroom 4: 1 King bed + private bathroom
• Bedroom 5: Full/Full bunk bed – Princess theme
• Bedroom 6: Full/Full bunk bed – Star Wars theme + shared bathroom
• Bedroom 7: Full/Full bunk bed – Ratatouille theme + shared bathroom
• Bedroom 8: Full/Full bunk bed – Toy Story theme + shared bathroom
• Bedroom 9: 1 King bed + shared bathroom
• Bedroom 10: 1 King bed + private bathroom

- Home amenities:
• Private splash pool
• Outdoor seating area
• High-speed Wi-Fi
• Cable TV in all bedrooms
• Central A/C
• RING doorbell
• Full laundry room (washer, dryer, iron)
• Parking (garage and street)

- Resort amenities:
• Resort-style zero-entry pool
• Lazy river
• Water slides
• Kids splash pad
• Spa
• Mini golf
• Fitness center
• On-site bar and restaurant
• Clubhouse social areas

Pets are allowed with a $50 fee per pet (maximum 3).

Pool heating is available for $35/day (3-day minimum).

No smoking or parties allowed.

Every HoliStays home is inspected before each check-in to ensure quality and comfort. Our team is available throughout your stay to assist with recommendations, reservations, and anything you may need.

Book with confidence and enjoy a complete Orlando experience.

Guests will have full access to the entire home and resort amenities, including the pool, lazy river, fitness center, and common areas.

Our team is available 24/7 to assist with support, questions, recommendations, and anything you may need during your stay.

Located in Windsor Island Cay Resort, close to Disney parks, outlets, supermarkets, and restaurants, offering convenience and a prime location.

We recommend having a car for convenience. Ride-sharing services are also widely available in the area.