Available properties

Located in Windsor Cay Resort, this 7-bedroom, 5-bathroom home comfortably accommodates up to 20 guests with space and style. Featuring a private pool, spacious suites, and themed Mickey, Minions, and Star Wars bedrooms, it’s perf...

Located in Windsor Cay Resort, this 7-bedroom, 5-bathroom home comfortably accommodates up to 20 guests with space and style. Featuring a private pool, spacious suites, and themed Mickey, Minions, and Star Wars bedrooms, it’s perfect for large families and groups. Enjoy open living areas, full entertainment, and access to resort amenities just minutes from Orlando’s top attractions.

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 the sought-after Windsor Cay Resort, this home was designed to comfortably host large groups with space, functionality, and entertainment. With 7 bedrooms, 5 bathrooms, and accommodations for up to 20 guests, it’s ideal for extended families and group vacations looking to experience Orlando with comfort and privacy.

On the ground floor, you’ll find a spacious King master suite with a private bathroom and direct pool access. The open-concept living areas create the perfect space to gather and unwind after a full day at the parks.

- Ground Floor

• Open-concept living room

• Dining area

• Fully equipped kitchen

• Bedroom 1 – King master suite with private bathroom and pool access

- Second Floor

• Bedroom 2 – King suite

• Bedroom 3 – King suite

• Bedroom 4 – Mickey themed room with 2 Full beds

• Bedroom 5 – King bedroom

• Full hallway bathroom

• Bedroom 6 – Minions themed room with 2 Full beds

• Bedroom 7 – Star Wars themed room with 2 Full beds

• Full bathroom between themed rooms

The private outdoor pool area is perfect for relaxing under the Florida sun. Pool heating and BBQ grill service are available as optional add-ons to enhance your stay.

Windsor Cay Resort is one of the newest and most desirable communities in the Orlando area, offering modern amenities, entertainment, and security in one place.

• Resort-style swimming pool

• Lazy river

• Water slide

• Kids splash area

• Fully equipped fitness center

• Sports courts

• Playground

• Clubhouse

• Lounge and relaxation areas

• Gated community with security

- Extra Services (request at least 48h in advance)

• Pool heating: US$ 35 per night (minimum 3 nights)

• BBQ grill: US$ 95 per stay (includes propane and cleaning)

- House Rules

• No smoking indoors (US$ 300 fine)

• No pets allowed (US$ 300 fine)

• No parties or events

Check-in: 4:00 PM

Check-out: 10:00 AM

Pets are allowed. There is a $50 fee per pet.

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

Guests have exclusive access to the entire home, including the private pool and garage. Full access to all Windsor Cay Resort amenities is also included during the stay.

Our local team provides 24/7 support via message or phone. We’re available to assist with guidance, recommendations, and additional service requests.

Windsor Cay Resort is a modern, gated community in the Orlando area with easy access to major highways, supermarkets, restaurants, and attractions. The location offers both tranquility and convenience for park visitors.

A car is recommended for convenience. The home offers on-site parking and quick access to major roads connecting to Disney, Universal, and local outlet malls.

Stay in this spacious single-story 7-bedroom home featuring a private heated pool and open living areas perfect for families and groups. Located in Lake Berkley Resort, a gated community with lake access, pool, fitness center, and...

Stay in this spacious single-story 7-bedroom home featuring a private heated pool and open living areas perfect for families and groups. Located in Lake Berkley Resort, a gated community with lake access, pool, fitness center, and sports courts, it offers comfort, privacy, and convenience less than 20 minutes from Disney. Ideal for those seeking space, leisure, and a prime location near Orlando’s top attractions.

Welcome to a HoliStays home, where every stay feels seamless and thoughtfully managed. Operated by our local team specializing in Disney-area vacation homes, we provide spotless cleaning, 24/7 multilingual support, complimentary concierge assistance, and a smooth experience from check-in to check-out.

This spacious single-story 7-bedroom, 4.5-bath home is located in Lake Berkley Resort, just a short walk from the lake, perfect for relaxing strolls or fishing. Featuring a private heated pool and open-concept living areas, it is ideal for large families and groups seeking comfort, privacy, and a prime location near the parks.

- Living Area

• Spacious living room with 3-seat sofa and loveseat

• 55” Smart TV

• Direct access to covered, screened lanai and pool area

• Lounge chairs to enjoy the Florida sun

• Dining table for 10 guests + 3 bar stools

• Fully equipped kitchen with appliances and cookware

• Laundry room with washer, dryer, iron, and ironing board

• Free unlimited Wi-Fi

- Master Suite

• King bed

• 45” TV

• Walk-in closet

• Private bathroom with shower

- Additional Bedrooms

• 1 King bedroom with TV

• 2 Queen bedrooms (1 with TV)

• 3 Twin bedrooms with two single beds each

• 3 additional full bathrooms

- Home Features

• Private heated pool

• No carpet

• Smoke-free environment

• All linens and towels provided

• Streaming TV only

• Free high-speed internet

• In-unit washer and dryer at no extra cost

• Easy self check-in

• Early check-in and late check-out options (subject to availability)

- Lake Berkley Resort Amenities

• 24-hour gated community

• Lake with walking and fishing areas

• Heated community pool

• Fitness center

• Basketball court

• Volleyball court

• Playground

Strategically located in Kissimmee, less than 20 minutes from Disney and with easy access to other parks, outlets, grocery stores, and restaurants.

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

Guests have full private access to the entire home, including the heated private pool. They may also enjoy Lake Berkley Resort amenities such as the community pool, lake, fitness center, and sports courts.

Our team is available 24/7 via message or phone to assist with anything you may need, from home-related questions to local recommendations and in-stay support.

Located in Kissimmee within Lake Berkley Resort, a 24-hour gated community. Less than 20 minutes from Disney, about 30 minutes from Universal Studios, and approximately 25 minutes from Orlando International Airport. Close to supermarkets, Walmart, restaurants, and outlets.

A car is recommended for convenience. The home offers free parking and easy access to major highways connecting to parks and area attractions.

Enjoy peaceful days in this family-style 3-bedroom, 3-bath home in Clermont, just minutes from Orlando’s top attractions. Featuring a private pool, spacious living areas, and a fully equipped kitchen, it’s the perfect place to unw...

Enjoy peaceful days in this family-style 3-bedroom, 3-bath home in Clermont, just minutes from Orlando’s top attractions. Featuring a private pool, spacious living areas, and a fully equipped kitchen, it’s the perfect place to unwind after a day at the parks. Ideal for families seeking comfort, convenience, and privacy in a strategic location that blends relaxation and fun for your Florida vacation.

Welcome to a HoliStays home, where every stay feels seamless. Managed by our local team specializing in Disney-area vacation homes, we ensure professional cleaning, 24/7 multilingual support, and assistance throughout your stay so you can relax and enjoy every moment.

Located in Clermont, this family-style home offers the perfect balance between comfort and convenience. Featuring a private pool and spacious interiors, it is ideal for families who want to enjoy the parks and return to a private, welcoming space at the end of the day.

- Ground Floor

• Open-concept living area with TV and comfortable sofa

• Dining area with table for group meals

• Fully equipped kitchen with appliances and cookware

• Queen bedroom

• Full bathroom

• Outdoor area with private pool

- Second Floor

• Master suite with King bed and private bathroom

• Bedroom with two twin beds

• Full bathroom

• Laundry room with washer and dryer

- Additional amenities

• Free Wi-Fi

• Parking in front of the property

• Starter kit of bathroom and kitchen essentials

(Replenishment of bathroom and kitchen supplies is the guest’s responsibility.)

Check-in: 4:00 PM

Check-out: 10:00 AM

Every HoliStays home is inspected before each arrival to guarantee the quality and comfort you deserve. From your first message to your final day, our team is available to assist with recommendations, guidance, and anything you may need during your stay. Book with confidence and enjoy a complete Florida experience.

Guests have exclusive access to the entire home, including the private pool and all indoor areas.

Our team is available 24/7 via message or phone to assist with anything you may need during your stay.

Located in Clermont, the home offers easy access to major roads leading to Disney parks, restaurants, grocery stores, and outlet malls. The area is residential and peaceful, perfect for relaxing after busy park days.

We recommend having a car for convenience. The home offers parking in front and is close to major roads connecting to Orlando’s attractions.

7-bedroom home at Champions Gate Resort, about 15–20 minutes from Disney. Features a private pool with spa, movie theater, full game room, and themed bedrooms including Harry Potter, Frozen, and Star Wars. Perfect for families and...

7-bedroom home at Champions Gate Resort, about 15–20 minutes from Disney. Features a private pool with spa, movie theater, full game room, and themed bedrooms including Harry Potter, Frozen, and Star Wars. Perfect for families and large groups seeking comfort, fun, and full resort amenities with lazy river, water slides, and clubhouse access. Spacious, modern, and fully equipped for an unforgettable Florida stay.

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 multilingual support, concierge assistance at no extra cost, and a smooth experience from check-in to check-out.

Located in Champions Gate Resort in Davenport, FL, this 7-bedroom home offers nearly 3,909 sq. ft. of beautifully designed living space just 15–20 minutes from Disney. It blends comfort, themed entertainment, and resort-style amenities, making it ideal for large families and group vacations.

- Ground Floor

• Open-concept living area

• Fully equipped kitchen with stainless steel appliances

• Silestone countertops and tile backsplash

• Kitchen island seating for 4

• Dining table seating for 12

• 1 bedroom

• 1 full bathroom

• Direct access to pool area

- Second Floor

• 6 additional bedrooms

• 3 full bathrooms

• Master suite with King bed

• Themed bedrooms: Harry Potter, Frozen, Avengers

• Private Star Wars themed movie theater with recliners

- Indoor Entertainment

• Converted garage game room

• Two TVs

• Gaming chairs

• Retro arcade machines

• Air hockey

• Foosball

- Private Outdoor Area

• Private swimming pool

• Integrated spa (connected to pool heating system)

• Screened enclosure

• Brick paver deck

• Covered patio with outdoor dining and lounge seating

- Comfort & Technology

• Smart TVs

• High-speed internet

• Washer and dryer

• Central air conditioning

• 10 beds total

- Champions Gate Resort Amenities

• Resort-style pool with two-story water slide

• Lazy river

• Kids splash zone

• Outdoor jacuzzi

• Tiki bar and restaurant

• Fully equipped fitness center

• Sports courts

• Clubhouse with guest services

- Important Information

• Pool heating available for $40/day + taxes (3-day minimum)

• Request heating at least 3 days before arrival

• Weekly pool maintenance

• Bath towels, linens, and pool towels included

• Pack-n-play and highchair available upon request

• Check-in after 4 PM | Check-out by 10 AM

• Spa is not a standalone hot tub and follows pool temperature

• No smoking, pets, or parties allowed

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

Guests have full and exclusive access to the home, private pool and spa, plus full access to Champions Gate Resort amenities including the clubhouse, lazy river, fitness center, and on-site restaurant.

Our team is available 24/7 via message or phone. We provide full support, including park guidance, reservations, and assistance throughout your stay.

Located within the gated Champions Gate Resort community, the home is about 15–20 minutes from Disney, 30 minutes from Orlando International Airport, and close to supermarkets, restaurants, and outlets. A peaceful and well-maintained area perfect for family vacations.

A car is recommended for convenience. The home offers free parking and easy access to major highways leading to Disney, outlets, and Orlando’s main attractions.

Just 15 minutes from Disney, this 4-bedroom home at Windsor at Westside features a private pool with jacuzzi, game room, and full access to a 5-star resort with lazy river, waterslide, restaurant, and gym. Perfect for up to 8 gues...

Just 15 minutes from Disney, this 4-bedroom home at Windsor at Westside features a private pool with jacuzzi, game room, and full access to a 5-star resort with lazy river, waterslide, restaurant, and gym. Perfect for up to 8 guests, it offers comfort, security, and fun in a gated community with 24-hour security and easy self check-in. Spacious and modern, ideal for families wanting convenience near the parks.

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 at Westside Resort, this elegant 4-bedroom, 3-bath home is just 15 minutes from Disney and close to Orlando’s top theme parks. Perfect for up to 8 guests, it combines comfort, functionality, and entertainment in one of the area’s most sought-after resorts.

- Main Living Area

• Open-concept living room with Smart TV

• Dining table for 8

• Fully equipped kitchen with stainless steel appliances

• Kitchen island with seating for 4

• Central air conditioning

• High-speed Wi-Fi

• Washer and dryer

- Bedrooms & Bathrooms

• Master Suite (Ground Floor)

• King bed

• Private ensuite bathroom

• Bedroom 2 (Ground Floor)

• Queen bed

• Full bathroom in hallway

• Bedroom 3 (Second Floor)

• Queen bed

• Bedroom 4 (Second Floor)

• Two twin beds

• Full shared bathroom upstairs for Bedrooms 3 and 4

- Private Outdoor Area

• Private swimming pool

• Spillover jacuzzi

• Removable safety fence

• Furnished patio facing the garden

- Entertainment

• Garage game room with foosball, billiards, and ping pong

• Upstairs loft with TV and air hockey table

- As our guest, you will enjoy full access to Windsor at Westside Resort, featuring:

• 10,000 sq. ft. clubhouse

• Resort-style pool with waterslide

• Lazy river

• Kids splash area

• Restaurant, bar and lounge

• Fully equipped fitness center

• Sports courts

• Secure gated community with 24-hour security

- Additional options:

• Pool & jacuzzi heating: $40 per day (minimum 3 consecutive days)

• BBQ grill rental: $100 per stay

• Easy self check-in with personalized door code

• Welcome package with essential arrival items

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

Guests have exclusive access to the entire home, including the private pool and jacuzzi. Full access to Windsor at Westside Resort amenities is included, such as the clubhouse, pools, lazy river, fitness center, and sports courts.

Our team is available 24/7 via message or phone. We provide full support throughout your stay, including complimentary concierge assistance.

Free parking is available in front of the home. Easy access to major highways makes reaching theme parks, outlets, and restaurants simple. A car is recommended for convenience during your stay.