Available properties

Enjoy comfort, style, and space in this modern 5-bedroom villa at Windsor at Westside Resort, perfect for up to 14 guests. Features themed bedrooms, full kitchen, open living space, laundry, Wi-Fi, and a private heatable pool. Acc...

Enjoy comfort, style, and space in this modern 5-bedroom villa at Windsor at Westside Resort, perfect for up to 14 guests. Features themed bedrooms, full kitchen, open living space, laundry, Wi-Fi, and a private heatable pool. Access resort amenities including community pool, lazy river, fitness center, playground and family entertainment. Just minutes from Disney and Orlando’s top attractions, this villa is ideal for families or groups seeking convenience, fun, and unforgettable memories.

Welcome to a HoliStays experience where every stay feels seamless, comfortable, and unforgettable. Our local team specializing in Orlando vacation homes ensures spotless cleaning, 24/7 support in multiple languages, complimentary concierge assistance, and a resort‑style experience from check‑in to check‑out.

This modern 5‑bedroom villa is designed for comfort, convenience, and style, accommodating families and groups of up to 14 guests. Located in the prestigious Windsor at Westside Resort, you’ll enjoy top‑tier amenities and be just minutes from Orlando’s best attractions, including Walt Disney World.

Inside, a spacious open‑concept layout features a stylish living room, fully equipped kitchen, and generous dining area — perfect for gathering and entertaining. The kitchen includes all essentials for easy meal preparation.

Outside, unwind in your private heatable pool with a nearby half bathroom — the perfect space to relax after a day at the parks.

Upstairs, a cozy family lounge offers extra space to relax, play games, or watch a movie.

- Ground Floor

• Bedroom 1: Queen bed with private bathroom

- Second Floor

• Bedroom 2: King bed with ensuite bathroom

• Bedroom 3: Queen bed with ensuite bathroom

• Bedroom 4: Mickey‑themed room with two bunk beds (4 single beds)

• Bedroom 5: Harry Potter‑themed room with a bunk bed (double + single) and a trundle

• (Bedrooms 4 & 5 share a full bathroom)

- Amenities & features

Free Wi‑Fi, on‑site parking, in‑home laundry with washer and dryer, welcome kit with basic bathroom and kitchen essentials (guests responsible for replenishment). Pool heating and BBQ grill use available for an additional fee.

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 dining tips, park guidance, transportation, or special requests. Book with confidence and let us take care of the rest.

Guests will enjoy full access to the entire villa, including all bedrooms, living spaces, private pool, and access to the resort’s top‑tier amenities. Free on‑site parking is available.

A detailed digital guide will be provided with essential home information and local recommendations. Our team is available 24/7 via messaging or phone for any assistance or questions during your stay.

Located within Windsor at Westside Resort in Kissimmee, this community offers a complete vacation experience with a variety of amenities for all ages. Just minutes from Walt Disney World, the area also features restaurants, shops, outlets, golf courses, and entertainment options, ensuring convenience and fun for the whole family.

The home is ideally located near major roads and highways, making it easy to reach Disney, Universal Studios, SeaWorld, and other Orlando attractions. Free on‑site parking and convenient access to transportation services and tours.

Experience the ultimate Orlando getaway in this 9‑bedroom home at Storey Lake Resort, just minutes from Disney and top attractions. Perfect for large families and groups, this stylish home features themed bedroom, a private pool w...

Experience the ultimate Orlando getaway in this 9‑bedroom home at Storey Lake Resort, just minutes from Disney and top attractions. Perfect for large families and groups, this stylish home features themed bedroom, a private pool with patio, and spacious family lounge. The highlight is the exceptional Hulk‑themed game room — perfect for watching matches and having fun together.

Welcome to this HoliStays home at the prestigious Storey Lake Resort, where comfort, style, and fun come together seamlessly. Our local team specializing in Orlando vacation homes ensures spotless cleaning, 24/7 responsive support, complimentary concierge assistance, and a resort‑style experience from check‑in to check‑out.

This spacious and modern 9‑bedroom home is designed to deliver comfort, elegant style, and unforgettable moments for families and groups. Featuring chic décor and generous living spaces, the welcoming interior invites you to relax after a day of theme park adventures.

On the ground floor, the open‑concept living area blends living, dining, and a fully equipped kitchen — perfect for gatherings. Outside, enjoy the private pool with patio seating — ideal for sunbathing, lounging, or evening drinks under the stars.

Upstairs, the family lounge adds another space to unwind, watch movies, or play. The true highlight is the incredible Hulk‑themed game room, with big screens and soccer décor — a lively space to watch matches and enjoy fun together.

- Ground Floor

• Master suite with king bed and ensuite bathroom

• King suite with ensuite bathroom

- Second Floor

• Queen room

• Queen room (Jack and Jill bathroom)

• Mickey themed room with bunk beds (2 singles)

• Beauty and the Beast themed room with 2 singles (Jack and Jill shared)

• King room

• Harry Potter themed room with 2 singles

• Avengers themed room with 3 full beds

• Shared full bathroom

Additional features include laundry, complimentary Wi‑Fi, free parking, and a welcome kit with essentials. Pool heating and BBQ grill use are available for an additional fee.

Guests also enjoy full access to Storey Lake Resort’s world‑class amenities including resort‑style pool with slides and lazy river, tiki bar, sports courts, mini golf, kayak, and fitness center — all minutes from Orlando’s top attractions.

Every HoliStays home is inspected before each arrival to guarantee the quality and comfort you deserve. From first contact to your final day, our team is available for dining tips, park guidance, transportation, or special requests. Book with confidence and let us take care of the rest.

Guests enjoy full access to the entire property including all bedrooms, living spaces, private pool, and Storey Lake Resort’s top‑tier amenities such as water slides, lazy river, tiki bar, sports courts, and fitness center. Free parking on site.

We provide a detailed digital guide with essential house information and local recommendations. Our team is available 24/7 via message or phone to assist with any needs or questions.

Storey Lake Resort is located just 10 minutes from Orlando’s major attractions including Walt Disney World, Universal, and SeaWorld. The resort offers a safe, family‑friendly atmosphere with amenities for all ages and easy access to restaurants, shopping, supermarkets, and essential services.

The home is conveniently located near Osceola Parkway, providing easy access to theme parks, outlets, supermarkets, and restaurants. Free on‑site parking makes it easy to explore Orlando by car.

Experience luxury and fun at Solara Resort! This stunning 10-bedroom villa sleeps up to 25 guests and features elegant décor, immersive themed bedrooms, and full entertainment options. Enjoy the private heatable pool, Mario Bros g...

Experience luxury and fun at Solara Resort! This stunning 10-bedroom villa sleeps up to 25 guests and features elegant décor, immersive themed bedrooms, and full entertainment options. Enjoy the private heatable pool, Mario Bros game room, and Mickey loft. With full access to resort amenities — water park, resort-style pools, fitness center, restaurants, and more. Perfect for large families and groups seeking comfort, entertainment, and convenience.

Welcome to a HoliStays home at Solara Resort, where your stay is designed for unforgettable memories. Our local team specializing in Orlando vacation homes ensures spotless cleaning, 24/7 support in English and Portuguese, complimentary concierge assistance, and a resort‑style experience from check‑in to check‑out.

This luxury 10‑bedroom villa at Solara Resort blends elegance, comfort, and fun in a perfect family retreat. Accommodating up to 25 guests, the home offers spacious living areas, beautifully themed bedrooms, a gourmet kitchen, and entertainment for all ages. Enjoy your private heatable pool and comfortable outdoor lounge — ideal for sunny afternoons and relaxed evenings.

- Ground Floor

• Open‑concept living and dining area

• Fully equipped gourmet kitchen

• Master suite with King bed and ensuite bathroom

- Second Floor

• Queen suite with ensuite bathroom

• Toy Story themed room (queen, double, single bunk beds)

• Alice in Wonderland themed room (double and single trundle)

• Queen bedroom

• Queen bedroom (Jack‑and‑Jill bathroom)

• Queen bedroom

• Little Mermaid themed room (double and single trundle)

• Queen bedroom

• Queen bedroom (Jack‑and‑Jill bathroom)

- Entertainment & Conveniences

• Mario Bros game room with arcade games and foosball

• Mickey loft with space for games and relaxation

• Living room with pool table

• Complimentary Wi‑Fi, laundry room, and free onsite parking

• Heatable pool and BBQ area (additional fee applies)

- Solara Resort Amenities

• Full access to world‑class resort amenities: resort‑style pools, water park with splash area, fitness center, restaurant and bar, plus sports courts — all minutes from Disney and Orlando’s top attractions.

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 dining tips, park guidance, transportation or special requests. Book your stay with confidence and make unforgettable memories.

Guests have full access to the entire villa — all bedrooms, common areas, and the private pool — plus full use of Solara Resort amenities including resort‑style pools, water park, fitness center, restaurant, and sports facilities. Free parking onsite.

We provide a detailed digital guide with essential house information and local recommendations. Our team is available 24/7 via messaging for any assistance or questions you may have.

Solara Resort in Kissimmee is a premier vacation destination just minutes from Disney and Orlando’s top attractions. With 24/7 security, a grand clubhouse, water park, sports courts, dining options, and nearby shopping, it’s ideal for both adventure seekers and relaxation.

A villa está situada perto das principais vias de acesso, facilitando o deslocamento até os parques temáticos, outlets e restaurantes. Estacionamento gratuito disponível no local.

Experience the perfect retreat at Windsor Cay Resort in this brand‑new 10‑bedroom home for up to 26 guests. Designed for comfort and fun, the property offers a private heatable pool, spacious open living area, contemporary kitchen...

Experience the perfect retreat at Windsor Cay Resort in this brand‑new 10‑bedroom home for up to 26 guests. Designed for comfort and fun, the property offers a private heatable pool, spacious open living area, contemporary kitchen, and a Star Wars themed game room for endless entertainment. Themed bedrooms including Lion King, Lilo & Stitch and Frozen delight guests of all ages. Just minutes from Disney and Orlando’s top attractions.

Welcome to a HoliStays home at Windsor Cay Resort, where each stay is designed to create lasting memories. Our local team, specialized in Orlando area vacation homes, ensures spotless cleaning, 24/7 support in English and Portuguese, complimentary concierge assistance, and a high‑quality experience from check‑in to check‑out.

This brand‑new 10‑bedroom home at Windsor Cay Resort is thoughtfully designed to host up to 26 guests in comfort, style, and fun. Featuring a spacious open‑plan living room, contemporary kitchen, dining area, and a private heatable pool with lounge space, the property is ideal for large families and groups. The Star Wars themed game room offers entertainment for all ages, while themed bedrooms elevate the vacation experience.

- Ground Floor

• Open‑concept living, kitchen, and dining

• Master King suite with ensuite bathroom

• Additional King suite with ensuite bathroom

• Star Wars themed game room

• Direct access to patio with heatable pool

- Second Floor

• Family room

• Batman themed room (2 twin + 1 twin pullout)

• Lilo & Stitch themed room (queen + twin pullout)

• Frozen themed ensuite (queen + twin pullout)

• Queen room sharing a bath with Lion King themed room (queen + twin pullout)

• Two independent Queen suites

• Mickey themed room (2 twin + 1 twin pullout)

• Laundry with washer and dryer

- Entertainment & Conveniences

• Free Wi‑Fi and complimentary parking for up to 4 cars

• Heatable private pool (additional fee) and barbecue area available for a fee

• Fully equipped kitchen and thoughtful planning for large group comfort

- Windsor Cay Resort Amenities

• Full access to premium resort amenities: resort‑style pool, lazy river, kids splash pad, jacuzzi spa, tiki bar, fitness center, mini golf, and clubhouse — all just minutes from Disney parks, restaurants, and Orlando outlets.

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 help with local recommendations, park tips, transportation, or special requests. Book with confidence and look forward to unforgettable experiences.

Guests have full access to the entire property, including all bedrooms, living spaces, private pool, and resort amenities. Complimentary parking is available for up to 4 cars.

We provide a detailed digital guide with essential house information and local recommendations. Our team is available 24/7 via messaging for any assistance or questions.

Windsor Cay Resort is the perfect family destination, ideally located just minutes from Disney parks, shopping, and dining. The resort features a water‑park style pool, lazy river, spa jacuzzi, mini golf, tiki bar, and recreational areas for all ages.

The home is conveniently located near major roads, making it easy to reach theme parks, outlets, and restaurants. Complimentary parking is available for up to 4 cars.

Discover a spacious 8‑bedroom home perfect for large groups and families, accommodating up to 18 guests at Windsor at Westside Resort, Kissimmee. Enjoy a private heatable pool, a large games area with pool table and foosball, and ...

Discover a spacious 8‑bedroom home perfect for large groups and families, accommodating up to 18 guests at Windsor at Westside Resort, Kissimmee. Enjoy a private heatable pool, a large games area with pool table and foosball, and inviting spaces to relax. Excellent location just minutes from Disney and Orlando’s top attractions. Includes Wi‑Fi, free parking, and an essential welcome kit to make your stay comfortable.

Welcome to a HoliStays home, where every stay feels seamless and memorable. Managed by our local team specializing in vacation homes in the Orlando area, we ensure spotless cleaning, 24/7 support, concierge assistance at no extra cost, and the comfort of a resort‑style experience from check‑in to check‑out.

This 8‑bedroom home at Windsor at Westside Resort offers space, comfort, and entertainment for up to 18 guests. With a private heatable pool and a fully equipped games room, this retreat is perfect for family and friends, just minutes from the magic of Disney and all of Orlando’s attractions.

- Ground Floor

• Spacious living room with dining area

• Fully equipped kitchen

• Queen bedroom with private bathroom

• Master king suite

- Second Floor

• Family room with pool table and foosball

• King suite

• Three rooms with two twin beds each (two Disney‑themed)

• One queen bedroom

• One room with two queen beds

• Four additional bathrooms

- Additional Amenities

• Laundry room with washer and dryer

• Complimentary Wi‑Fi

• Free parking

• Welcome kit with essential bathroom and kitchen supplies

• Pool heating and barbecue grill available for an additional fee

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 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, including the private heated pool and all amenities at Windsor at Westside Resort, such as the clubhouse, community pool, lazy river, sports courts, gym, and more.

Our team is available 24/7 via message or phone to assist with anything you may need — from local tips to concierge requests.

Located in Windsor at Westside Resort in Kissimmee, this gated community offers a peaceful and secure environment with convenient access to Orlando’s top attractions. You're just minutes from Disney, outlet malls, restaurants, supermarkets, and more.

The home is close to major roads and highways, making it easy to reach Disney, Universal, SeaWorld, and shopping destinations. Free on-site parking is available for your convenience.