Available properties

Welcome to your vacation retreat in Crestwynd Bay! This spacious 3-bedroom, 3-bath home provides everything you need just minutes from Disney. Enjoy a fully equipped kitchen, a comfortable living area, and a private outdoor space ...

Welcome to your vacation retreat in Crestwynd Bay! This spacious 3-bedroom, 3-bath home provides everything you need just minutes from Disney. Enjoy a fully equipped kitchen, a comfortable living area, and a private outdoor space perfect for relaxing after the parks. With shops, restaurants, and major attractions close by, you'll have convenience and comfort for a truly memorable stay.

Experience the magic of Orlando from your comfortable home base in Crestwynd Bay, just minutes from Disney! This spacious 3-bedroom, 3-bath home is perfect for families and groups, offering the ideal blend of convenience, comfort, and relaxation.

Each bedroom is thoughtfully designed to ensure a restful stay:

• Bedroom 1: Master suite with a luxurious king bed and private bathroom

• Bedroom 2: Cozy room with a double bed

• Bedroom 3: Ideal for kids or friends, featuring two twin beds

The fully equipped kitchen allows you to prepare meals with ease, while the inviting living area is perfect for gathering, watching a movie, or planning your next adventure. After a fun-filled day at the parks, unwind in the private outdoor space and enjoy the warm Florida weather.

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 as well as the Crestwynd Bay community amenities, including the community pool and walking trails.

We respect your privacy but remain available 24/7 via phone or messaging for any questions or assistance you may need throughout your stay.

Located in the gated community of Crestwynd Bay, this home is just a 5–10 minute drive from Disney’s main gates. You’ll also be close to shops, restaurants, and essential stores, making it easy to pick up anything you need during your stay. With its peaceful setting and secure atmosphere, Crestwynd Bay offers a quiet retreat while keeping you near the excitement of Orlando’s top attractions.

A car is recommended for exploring the area, and convenient on-site parking is available at the home.

Experience comfort and style in this 6-bedroom home at Windsor Cay Resort. Featuring chic décor, a full kitchen, cozy living spaces, and a private pool with patio, it’s ideal for families and groups. Enjoy resort amenities and a p...

Experience comfort and style in this 6-bedroom home at Windsor Cay Resort. Featuring chic décor, a full kitchen, cozy living spaces, and a private pool with patio, it’s ideal for families and groups. Enjoy resort amenities and a prime location near Disney and Orlando’s top attractions for an unforgettable HoliStays experience with 24/7 support.

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, complimentary concierge, and the comfort of a resort-style experience from check-in to check-out.

The Home

Located in the stunning Windsor Cay Resort, this spacious 6-bedroom home combines modern design, comfort, and warmth. Perfect for families and groups, it features open living spaces, stylish décor, and a welcoming atmosphere.

Enjoy a fully equipped modern kitchen, cozy living and dining areas, and a private pool with patio — ideal for sunny Florida days or peaceful evenings under the stars.

Sleeping Arrangements

- First Floor

Bedroom 1: King master suite with ensuite bathroom

Bedroom 2: Queen suite with ensuite bathroom

Bedroom 3: Ocean-themed room with bunk bed (two doubles)

Bedroom 4: Queen bedroom (shared bath with Bedroom 3)

- Second Floor

Bedroom 5: Space-themed room with two single beds

Bedroom 6: Queen bedroom (shared bath with Bedroom 5)

Home Features & Amenities

Private pool with relaxing patio

Fully equipped kitchen with modern appliances

Smart TVs and high-speed Wi-Fi throughout

In-home laundry

Free parking

Welcome kit with essentials (no replenishment included)

Optional pool heating and BBQ grill (extra fee)

Windsor Cay Resort Amenities

Enjoy a resort-style pool, lazy river, tiki bar, jacuzzi spa, fitness center, mini-golf, playgrounds, and cornhole area.

Ideally located close to Orlando’s famous theme parks, shopping, and dining.

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

From your first message to your last day, our team is available 24/7 to assist with tips, reservations, transportation, or special requests.

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

Guests have full access to the entire property, private pool, and all resort amenities including the clubhouse, fitness center, lazy river, tiki bar, and playgrounds.

Our team is available 24/7 via message or phone, and guests receive a detailed digital guide with house information and local recommendations.

Windsor Cay Resort is a secure, family-friendly community just minutes from Disney, restaurants, shopping, and major Orlando attractions.

Conveniently located near I-4 and US-192, providing easy access to Disney, Universal, and SeaWorld. Free on-site parking available.

Just minutes from Disney, this one-story home at Lake Berkley Resort offers comfort and convenience for families and groups. It features 4 bedrooms, 2 baths, a private heated pool, full kitchen, and fast Wi-Fi. Located in a secure...

Just minutes from Disney, this one-story home at Lake Berkley Resort offers comfort and convenience for families and groups. It features 4 bedrooms, 2 baths, a private heated pool, full kitchen, and fast Wi-Fi. Located in a secure gated resort with fitness center, lake, and sports courts, it’s ideal for relaxing and enjoying Orlando with HoliStays’ trusted 24/7 support.

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, complimentary concierge, and the comfort of a resort-style experience from check-in to check-out.

The Home

Come stay in this spacious one-story home located in the beautiful Lake Berkley Resort. Featuring 4 bedrooms, 2 bathrooms, and a private heated pool, it’s the perfect retreat for families and groups visiting Orlando.

The open layout includes a cozy living room with a 45” Smart TV, comfortable sofa, and access to the screened patio and pool area — complete with lounge chairs for relaxing under the Florida sun.

The fully equipped kitchen offers modern appliances, dining space for six, and everything you need to cook and gather as a family. The laundry room includes washer, dryer, iron, and ironing board for your convenience.

Bedroom Layout

Master Suite: Queen bed, 32” TV, closet, private bathroom with direct pool access

Queen Bedroom: Queen bed, TV

Twin Bedroom: 2 Twin beds, TV

Bunk Bedroom: Twin-over-Full bunk bed with trundle Twin, TV

Shared Bathroom: for Queen, Twin, and Bunk bedrooms

Home Highlights & Amenities

No carpet / single story home

Private heated pool (*extra fee)

Free high-speed Wi-Fi

All linens and towels provided

Easy self check-in

Parking for 2 cars (HOA rules strictly enforced)

BBQ: US$80 per stay (includes propane & cleaning)

Pool heat: US$35/day (min. 3 days) or US$75 for 2-night stays

Lake Berkley Resort Amenities

Enjoy community heated pool, fitness center, volleyball, basketball, and tennis courts, playground, and walking/fishing lake.

A secure, family-friendly gated community just 20 minutes from Disney.

Every HoliStays home is inspected before each arrival to ensure quality and comfort.

From your first message to your last day, our team is available 24/7 to assist with any needs, tips, or requests.

Book your stay with confidence — HoliStays will take care of the rest.

Guests have full access to the home, private pool, and all Lake Berkley Resort amenities including the community pool, gym, lake, sports courts, and playground.

Our team is available 24/7 via message or phone and provides a detailed digital guide with house info and local recommendations.

Lake Berkley Resort is a secure gated community just 20 minutes from Disney, close to restaurants, supermarkets, and shopping outlets.

Easy access to US-192 and I-4 for quick trips to Disney, Universal, and SeaWorld. Free parking for up to 2 cars (HOA rules apply).

Discover the perfect blend of luxury and fun in this stunning 7BR themed villa at Storey Lake Resort, just 10 minutes from Disney. With a private pool, relaxing spa, game room with 75” TV, and stylish themed bedrooms, it comfortab...

Discover the perfect blend of luxury and fun in this stunning 7BR themed villa at Storey Lake Resort, just 10 minutes from Disney. With a private pool, relaxing spa, game room with 75” TV, and stylish themed bedrooms, it comfortably hosts up to 18 guests. Enjoy full resort access, 24/7 support, and an unforgettable stay filled with comfort, convenience, and magical family moments.

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.

Luxury Meets Imagination

This stunning 7-bedroom, 5-bathroom villa at Storey Lake Resort is perfect for families and groups up to 18 guests. Designed with creativity and elegance, the home features beautifully themed rooms, a private north-facing pool and spa, and an incredible upstairs game room with a 75” Smart TV. Whether relaxing or enjoying fun-filled days, your dream vacation starts here — just 5.9 miles from Disney!

- Ground Floor

Open-concept living and dining area

Fully equipped modern kitchen

Themed bedroom with bunk bed + trundle

1 Queen Bedroom

Full bathroom

- Second Floor

Master Suite with King Bed + 55” Smart TV

1 King Bedroom (gray theme) + 55” Smart TV

2 Full Beds themed room

1 Queen Bedroom

1 Full Bed + 1 Twin Bedroom

Game Room with Smart TV

Multiple full bathrooms

- Highlights & Amenities

Game Room

High-Speed Wi-Fi (up to 1Gbps)

Smart TVs in key rooms

Baby gear: Pack n' Play

Free parking

Other Important Information:

* Pool heating is available upon request for an additional fee ($40 per day, min 3 days)

* BBQ Grill $100 per stays

* No parties or events allowed

* Smoke-free home

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 exclusive access to the entire home, including private pool and spa. Resort amenities like pools, lazy river, gym, and more are all included.

Our team is available 24/7 via message or phone for any needs — from park tips to concierge services.

Located in Storey Lake Resort, just 5.9 miles from Disney and close to Universal and shopping outlets. Enjoy top amenities like lazy river, water park, and clubhouse.

Easy access to major roads. Just 5.9 miles to Disney, 13.1 miles to Universal. Walmart, Target, and restaurants nearby.

Create unforgettable memories in this modern 10-bedroom home at Windsor Cay Resort. Featuring a private pool, Avatar game room, and themed bedrooms like Aladdin, Star Wars, and Mickey, it sleeps up to 22 guests. Ideal for families...

Create unforgettable memories in this modern 10-bedroom home at Windsor Cay Resort. Featuring a private pool, Avatar game room, and themed bedrooms like Aladdin, Star Wars, and Mickey, it sleeps up to 22 guests. Ideal for families and groups, enjoy spacious living, private suites, and full resort access. Comfort, fun, and style meet here—just minutes from Disney and Orlando’s best 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.

Fun, Comfort & Style for Large Groups

Located in the new Windsor Cay Resort, this modern 10-bedroom home was designed to host up to 22 guests. Enjoy a spacious open-concept living room, contemporary kitchen and dining area, and a large private patio with a heatable pool — the perfect spot to unwind after a day at the parks.

Entertainment is everywhere, starting with the Avatar-themed game room and continuing with the creatively themed bedrooms: Aladdin, Mickey, Star Wars, Transformers, and Spiderman. With 6 comfortable suites, this home offers the perfect balance between fun and privacy.

- Ground Floor

Open living, dining, and kitchen area

Modern, fully equipped kitchen

Private heatable pool and patio area

Avatar-themed game room

2 King suites (including a beautifully designed master suite)

- Second Floor

Cozy family TV room

2 Queen suites with private bathrooms

Transformers-themed room: 2 Twin beds + pullout bed

Star Wars-themed room: Full bed

Mickey room: 2 Twin beds (shares bath with Full room)

Aladdin room: 2 Twin beds (shares bath with Spiderman room with 2 Twin + pullout)

Highlights & Amenities

Private pool (heating optional)

Themed game room

Fun kids’ themed bedrooms

High-speed free Wi-Fi

Free parking

Full laundry room

Starter welcome kit

Other Important Information:

* Pool heating is available upon request for an additional fee ($40 per day, min 3 days)

* BBQ Grill $100 per stays

* No parties or events allowed

* Smoke-free homeEvery 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, including all rooms, living areas, private pool, and full use of the resort amenities. Free parking available on-site.

Our team is available 24/7 by message or phone to help with anything — from local tips to concierge services.

Located in Windsor Cay Resort, just minutes from Disney, the resort features a resort-style pool, lazy river, splash pad, minigolf, tiki bar, and gym. Close to shopping and dining.

Conveniently located with easy access to Orlando’s top attractions. Free parking is available for all guests.