Available properties

Experience the ultimate Orlando getaway in this brand-new 10BR, 8BA Windsor Cay Resort home! Perfect for up to 20 guests, it features themed rooms (Moana, Harry Potter, Mickey), an Avatar game room, and a private home theater. Rel...

Experience the ultimate Orlando getaway in this brand-new 10BR, 8BA Windsor Cay Resort home! Perfect for up to 20 guests, it features themed rooms (Moana, Harry Potter, Mickey), an Avatar game room, and a private home theater. Relax by the heated pool and enjoy resort amenities like lazy river, mini golf, slides, and tiki bar. Just 15 minutes from Disney, it’s the perfect retreat for families and large groups.

Welcome to a HoliStays Disney home — where every stay feels seamless.

Managed by our local team specializing in Disney-area vacation homes, we ensure spotless cleaning, 24/7 multilingual support, complimentary concierge service, and a resort-style experience from check-in to check-out.

Step inside this brand-new 10-bedroom, 8-bathroom villa at Windsor Cay Resort, one of Orlando’s newest and most luxurious communities. Perfect for up to 20 guests, this home delivers the ideal combination of comfort, themed entertainment, and family fun just 15 minutes from Disney.

- Living Spaces & Entertainment:

• Open-concept living room with plush sofas and Smart TV

• Fully equipped modern kitchen with high-end appliances and central island

• Spacious dining area for large family meals

• Private screened pool with outdoor dining, loungers, and BBQ grill (BBQ rental fee applies)

• Avatar-themed game room with arcade games and interactive fun

• Mickey Mouse home theater for unforgettable movie nights

- Bedroom Layout:

- Ground Floor:

• 1 King Suite with private bathroom

• 1 King Suite with shared bathroom

- Upper Floor:

• 2 King Suites with private bathrooms

• 1 King Bedroom + Moana-themed twin room (shared bathroom)

• 1 King Bedroom + Lego-themed twin room (shared bathroom)

• Toy Story-themed Suite (2 twin beds) with private bathroom

• Harry Potter-themed Suite (2 twin beds) with private bathroom

• Total: 10 bedrooms | 8 full bathrooms

- Comfort & Convenience:

• 8 full bathrooms with stylish finishes

• Laundry room with washer and dryer

•High-speed Wi-Fi throughout

• Free on-site parking

• Linens and towels included (no washcloths)

• Starter kit with basic toiletries and kitchen items

- Windsor Cay Resort Amenities:

• Resort-style pool with lazy river and water slides

• Kids’ splash zone and mini golf course

• Fitness center and arcade room

• Sports courts: basketball, tennis, volleyball

• On-site restaurant, bar, and tiki lounge

• 24/7 gated community with full-time security

Every HoliStays home is inspected before each arrival to ensure the highest quality and cleanliness standards.

From the moment you book to the day you check out, our local team is here to assist with anything you need — park tips, dining recommendations, or special requests.

With HoliStays, you don’t just book a home — you live the experience.

Guests have full access to the entire home, private pool, and all Windsor Cay Resort amenities including lazy river, mini golf, water slides, and fitness center. Free parking available on-site.

Our HoliStays team is available 24/7 by message or phone to assist with any questions, concierge requests, or local tips.

Windsor Cay Resort is one of Orlando’s newest luxury communities, just 15 minutes from Disney and close to Universal and SeaWorld. Shops, dining, and supermarkets (Publix, Walmart) are 5 minutes away.

A car is recommended to explore Orlando’s attractions. Uber and Lyft are widely available, and the resort offers free on-site parking.

Enjoy luxury in this 5‑bedroom, 4‑bath home at Windsor Westside Resort! Sleeps up to 13, with Mickey & Toy Story themed rooms, private pool, and access to water park, lazy river, gym and more. Near Disney, with pool heating av...

Enjoy luxury in this 5‑bedroom, 4‑bath home at Windsor Westside Resort! Sleeps up to 13, with Mickey & Toy Story themed rooms, private pool, and access to water park, lazy river, gym and more. Near Disney, with pool heating available for US$40/day (min. 3 days). Your upscale stay in Orlando starts here.

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

Managed by our local team specializing in the Disney‑area, we ensure spotless cleaning, 24/7 multilingual support, free concierge service and the resort‑style comfort you deserve from check‑in to check‑out.

Your dream vacation home at Windsor Westside Resort

Located in the Windsor Westside Resort, this elegant 5‑bedroom, 4‑bath villa accommodates up to 13 guests, offering a perfect blend of luxury, comfort and fun just minutes from Disney. Featuring themed bedrooms, private pool and full resort access.

- Ground Floor

Bedroom 1: Queen bed | Private bathroom

Living room with Smart TV and comfortable sofas

Modern fully equipped kitchen with stainless‑steel appliances

Spacious dining room

Access to outdoor area with private pool and outdoor dining space

- Upper Floor

Bedroom 2: Master Suite with King bed | Private bathroom

Bedroom 3: Queen bed | Private bathroom

Bedroom 4: Mickey theme | Bunk bed (1 Full + 1 Twin) | Shared bathroom

Bedroom 5: Toy Story theme | Bunk bed (1 Full + 1 Twin) | Shared bathroom

Family lounge/loft for relaxing or playing

4 full bathrooms

Pool heating available for US$ 40/day (min. 3 days)

BBQ grill rental available for US$ 100/week

- Resort Amenities

Guests enjoy full access to Windsor Westside Resort, including resort‑style heated pool and lazy river; water park and kids’ splash zone; full gym and sports courts; game room, playground and cinema in the clubhouse; on‑site bar and restaurant.

- Home Amenities

Free high‑speed WiFi

Washer & dryer

Central A/C and ceiling fans

Free parking

Starter kit of kitchen & bath essentials (no refills)

Digital check‑in with smart lock

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 always available with tips, support and human service. Book with confidence and enjoy amazing days in Orlando!

Guests have full access to the entire home, private pool, and all Windsor Westside Resort amenities, including the clubhouse, water park, fitness center, and sports courts.

Our team is available 24/7 through phone and message for any assistance — from park guidance to concierge requests.Localizada no condomínio fechado Windsor Westside, em Kissimmee, a casa fica a 10 minutos da Disney, 25 da Universal e próxima de restaurantes, supermercados e outlets

Located in the secure Windsor Westside community in Kissimmee, just 10 minutes from Disney, 25 minutes from Universal, and near top restaurants, supermarkets, and outlet

A car is recommended, but Uber & Lyft are readily available. Free parking on-site.

Discover comfort and calm in this 3‑bedroom, 3‑bathroom home in the Serenity community! Features a private heated pool, open‑plan living spaces and full access to the resort’s clubhouse, gym and games room. Ideal for families look...

Discover comfort and calm in this 3‑bedroom, 3‑bathroom home in the Serenity community! Features a private heated pool, open‑plan living spaces and full access to the resort’s clubhouse, gym and games room. Ideal for families looking to unwind in Orlando, just minutes from Disney. Pool heating available for US$ 40/day (min. 3 days).

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

Managed by our local team specialized in the Disney region, we provide spotless cleaning, 24/7 multilingual support, free concierge and the full comfort of a resort‑style experience from check‑in to check‑out.

Your Serenity retreat — 3 bedrooms, 3 bathrooms

Located minutes from Disney, this two‑story retreat offers modern style and a welcoming atmosphere—perfect for families or small groups seeking a relaxing stay with a fantastic location.

- Ground Floor

Bedroom 1: Queen bed | Bathroom adjacent

Open‑plan living room with Smart TV and dining area for six

Fully equipped kitchen with granite countertops and stainless‑steel appliances

Direct access to the screen‑enclosed patio with private pool

- Upper Floor

Bedroom 2: Master Suite with King bed | Private bathroom | Exclusive balcony

Bedroom 3: Two Twin beds | Private bathroom

Sleeps up to 6 guests

3 full bathrooms

Pool heating available at US$ 40/day (min. 3 days)

BBQ grill rental available at US$ 100/week

- Resort Amenities

Guests enjoy full access to the ECO‑Club at Serenity featuring a resort‑style heated pool, fitness center, games room, children’s playground and outdoor lounging areas.

- Home Amenities

Free high‑speed WiFi

Washer & dryer

Central A/C

Full linens and towels provided

Starter kit with kitchen & bath essentials (no refill)

Free on‑site parking

Digital check‑in with smart lock

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

From first message to final day, our team is always available to assist with tips, support and human service. Book with confidence and enjoy peaceful and fun days in Orlando!

Guests have full and exclusive access to the home, private pool, and the Serenity ECO-Club — including the resort pool, gym, game room, and playground.

Our local team is available 24/7 through phone and messages for anything you may need during your stay.

Serenity is an eco-friendly community surrounded by 30 acres of natural conservation, located just 8 miles from Disney and near shopping, dining, and entertainment.

A car is recommended. Disney is about 20–25 minutes away; Universal around 35 minutes; and Orlando Airport approximately 45–50 minutes. Free parking on-site.

Experience luxury and fun in this 5BR/5.5BA home at Windsor Island Resort! Sleeps up to 14 with Mickey & Minions themed bedrooms, private heated pool, game room, and full access to resort amenities including water park, lazy r...

Experience luxury and fun in this 5BR/5.5BA home at Windsor Island Resort! Sleeps up to 14 with Mickey & Minions themed bedrooms, private heated pool, game room, and full access to resort amenities including water park, lazy river, gym, and more. Perfect for families near Disney with top-notch service and 24/7 support. Your dream stay starts here.

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.

Your dream home at Windsor Island Resort

Just minutes from Disney, this modern and family-friendly home offers an unforgettable stay for up to 14 guests. With 5 bedrooms and 5.5 bathrooms, enjoy themed suites, a private pool, game room, and full access to the resort’s luxury amenities. Perfect for those seeking comfort, fun, and an unbeatable location.

- Ground Floor

Suite 1: King bed | Private bathroom

Open-concept living and dining area

Fully equipped kitchen with modern appliances

Direct access to screened patio with pool

- Second Floor

Suite 2: King bed | Private bathroom

Suite 3: Two Full beds | Mickey theme | Private bathroom

Suite 4: Queen bed | Private bathroom

Suite 5: Bunk bed (Full + Twin) | Minions theme | Private bathroom

Family lounge with Smart TV and sleeper sofa

- Entertainment & Outdoor Fun

Mario Bros themed game room

Upstairs lounge with Smart TV and sleeper sofa

Heated private pool with wall-mounted TV

Outdoor dining table and optional BBQ grill

Pool heating available at $40/day (3-day minimum)

BBQ grill rental available at $100/week

- Windsor Island Resort Amenities

Resort-style pool with water slides

Lazy river, jacuzzi, and kids’ splash pad

Mini golf, basketball, and soccer courts

Fully equipped gym and clubhouse with bar/restaurant

Outdoor firepit area and 24/7 gated security

- In-Home Amenities

Washer and dryer

Free high-speed Wi-Fi

Central A/C and heating

Full linens and towels provided

Starter kit with essentials (no refills)

Free parking on-site

Smart lock for easy digital check-in

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 access to the entire home, private pool, and all Windsor Island Resort amenities including the clubhouse, lazy river, slides, gym, and mini-golf.

Our team is available 24/7 via phone and messages for any assistance or recommendations during your stay.

Windsor Island Resort is a brand-new gated community in Kissimmee, just 10 minutes from Disney, 25 minutes from Universal, and close to restaurants, shopping, and entertainment.

A car is recommended, but Uber and Lyft are easily available. Free parking on-site.

Just 8 miles from Disney, this stylish 7-bedroom, 6.5-bath home at Solara Resort accommodates up to 14 guests with total comfort. Enjoy a south-facing private pool and spa, game room, fast Wi-Fi, and a TV in every bedroom. Perfect...

Just 8 miles from Disney, this stylish 7-bedroom, 6.5-bath home at Solara Resort accommodates up to 14 guests with total comfort. Enjoy a south-facing private pool and spa, game room, fast Wi-Fi, and a TV in every bedroom. Perfect for families and groups, it offers space, relaxation, and fun for unforgettable vacations in Orlando — with 24/7 HoliStays support included.

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, 24/7 multilingual support, concierge assistance at no extra cost, and the comfort of a resort-style experience from check-in to check-out.

Located inside the gated Solara Resort, this 7-bedroom, 6.5-bath luxury villa blends modern design, family comfort, and resort living just 8 miles from Disney! It features a private south-facing pool and spa, game room, fast Wi-Fi, and smart TVs in every room, making it ideal for families and groups looking to create lasting memories in Orlando.

Ground Floor -

Open-concept living and dining area with 70” Smart TV

Fully equipped kitchen with breakfast island

Bedroom 1: King bed | Ensuite bathroom | 50” TV

Laundry area and half bathroom

Second Floor -

Lounge area with 65” TV

Bedroom 2: King bed | 50” TV

Bedroom 3: Two Twin beds | 50” TV

Bedroom 4: King Master Suite | Ensuite bathroom | 50” TV

Bedroom 5: Queen bed | 50” TV

Bedroom 6: Two Twin beds | 50” TV

Bedroom 7: Two Twin beds | 50” TV

Outside, enjoy your private south-facing pool and spa (optional heating available for $40/day, 3-day minimum), with a safety fence and screened patio.

A BBQ grill is also available for $100 per week.

The garage has been converted into a fun game room for everyone to enjoy.

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 always available to help dining tips, park guidance, transportation or special requests.

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

Guests have full access to the entire home, private pool, and all Solara Resort amenities including the clubhouse, FlowRider, splash zone, restaurant, and fitness center.

Our local management team is available 24/7 through phone and message to assist with anything you may need from concierge requests to local tips.

Located in the secure Solara Resort community in Kissimmee, the neighborhood offers peace, resort-style amenities, and easy access to Disney (8 miles), Universal (20 miles), Orlando Airport (25 miles), Walmart, and premium outlets.

The home is conveniently located near major highways, making it easy to reach Disney, Universal, and all Orlando attractions. Free on-site parking available.