Regal Oaks holiday lettings

We found 76 holiday rentals — enter your dates for availability

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Why visit Regal Oaks

  • Proximity to Theme Parks: Regal Oaks is conveniently located near Disney and other major theme parks, making it an ideal base for family adventures.
  • Family-Friendly Atmosphere: The resort community offers a welcoming environment perfect for families, ensuring a fun and relaxing holiday.
  • Variety of Accommodation: Choose from private holiday homes, luxurious villas, or comfortable condos, catering to all preferences and budgets.
  • Outdoor Recreation: Enjoy nearby golf courses and amusement parks, providing plenty of outdoor entertainment for all ages.
  • Local Excursions: Explore friendly neighbourhoods and diverse attractions in the surrounding area, adding to the holiday experience.

Popular types of accommodation around Regal Oaks

Planning a getaway to Regal Oaks? The excitement begins with finding the perfect accommodation. Explore the most sought-after options, including private holiday homes, luxurious villas, and comfortable condos. Whether you’re after a Regal Oaks resort experience or a charming vacation townhome, our platform offers a variety of holiday rentals to suit your needs. Enjoy transparency, savings, and reassurance as you embark on your journey to Regal Oaks.

  • Houses: The top choice for holidaymakers in Regal Oaks, offering spacious and comfortable stays suitable for families and groups.
  • Villas: A popular option, these luxurious properties provide ample amenities and privacy for a relaxing getaway.
  • Condos: Ideal for those seeking a blend of convenience and comfort, condos offer a modern living experience.
  • Apartments: A practical choice for couples or solo travellers, providing essential facilities in a home-like setting.
  • Cottages: Charming and quaint, cottages are perfect for a cosy retreat surrounded by nature.**

Top attractions near Regal Oaks

Regal Oaks in Kissimmee, Florida, offers a delightful mix of attractions, including theme parks, golf courses, and amusement parks, perfect for families seeking outdoor entertainment. Enjoy a getaway at Regal Oaks Resort, and explore nearby Orlando attractions for an unforgettable experience. Whether you're after thrilling rides or relaxing days on the greens, there's something for everyone in this vibrant area.

  • Walt Disney World® Resort: This iconic theme park offers a magical experience with enchanting attractions, thrilling rides, and beloved characters. Families can enjoy immersive entertainment in a vibrant atmosphere just 4.3km from Regal Oaks.
  • Orange County Convention Center: A hub for arts and culture, this centre hosts various events and exhibitions, fostering creativity and community engagement. Located 4.3km away, it’s a perfect spot for art enthusiasts.
  • Fun Spot America: Situated only 124m from Regal Oaks, this amusement park features exhilarating rides and outdoor adventures, making it an ideal destination for family fun and excitement.

Things to do recommended for couples

For a romantic getaway in Kissimmee, enjoy a friendly competition at Disney's Fantasia Gardens Miniature Golf, only 2.5km away. Savor a delightful dinner at Pirate's Dinner Adventure, 5.6km from Regal Oaks, and indulge in wine tasting at True Blue Winery, 8.1km away, for a perfect evening.

Things to do recommended for families

Families staying at Regal Oaks can enjoy exciting activities such as the ESPN Wide World of Sports Complex for sports enthusiasts, the thrilling Disney's Typhoon Lagoon Water Park for a splash of fun, and the adventurous Wonderworks arcade, perfect for all ages.

Things to do recommended for groups

Explore Disney Springs™ for a delightful shopping experience only 1.9km from Regal Oaks, or enjoy the vibrant atmosphere at Old Town, just 249m away. For those keen on sports, Mystic Dunes Golf Club, located 3.7km away, offers a fantastic outdoor golfing experience.

What do I need to keep in mind when booking a vacation around Regal Oaks

If you're travelling with a group, as a family, with your pets, or seeking extended stays, it's essential to filter your options according to your priorities. Here are some helpful booking tips for using Vrbo.

  • Traveling to Regal Oaks with a group: Think about how many bedrooms you'll require, along with features like a fully equipped kitchen or outdoor areas for group activities. Luckily, you can easily refine your search for all these options and more on Vrbo.
  • Traveling to Regal Oaks with young kids: Travelling with young children can present some challenges. It’s important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Regal Oaks: For many, a family holiday wouldn’t be the same without their furry companion by their side. If this resonates with you, take a look at Vrbo accommodations that welcome pets. Most pet-friendly properties offer feeding bowls and beds to ensure that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Regal Oaks: If you're in search of holiday rentals offering discounts for stays of a month or more, you've come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don't forget to include amenities such as a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Regal Oaks

Regal Oaks in Kissimmee offers a delightful family-friendly atmosphere, making it an ideal base for your Orlando holiday. Nestled conveniently near Disney, this resort community provides easy access to area attractions, ensuring a memorable experience filled with recreation and relaxation. With friendly locals and a variety of excursions, you'll find plenty to explore both within Regal Oaks and in the surrounding regions.

  • Kissimmee: Located 4.3km from Regal Oaks, Kissimmee is a vibrant city renowned for its family-friendly atmosphere and entertainment options. Visitors can enjoy a multitude of resorts, shopping areas, and mall centres, making it an ideal destination for shopping enthusiasts. The city is also home to famous landmarks such as theme parks and film studios, offering endless fun and excitement for all ages. Whether you’re looking to experience thrilling rides or relax on a beautiful beach, Kissimmee has something for everyone.
  • Lake Buena Vista: Just 3.1km from Regal Oaks, Lake Buena Vista is a bustling city that promises an unforgettable holiday experience. It is famous for its family-oriented entertainment and a plethora of resorts that cater to all kinds of visitors. Shopping areas and mall centres abound, perfect for those seeking retail therapy. Close by, you'll find iconic theme parks and film studios that are must-visit attractions, as well as a stadium for sports fans. Lake Buena Vista truly captures the essence of fun and leisure.
  • Celebration: Only 621m away from Regal Oaks, Celebration is a charming town that perfectly balances family activities with entertainment. Known for its picturesque streets and community feel, it offers delightful resorts, shopping areas, and even golf for those looking to relax. The proximity to theme parks and film studios adds to its allure, making it a fantastic destination for both leisure and adventure. Celebration invites you to explore its scenic beauty while enjoying various attractions.

Best time to go to Regal Oaks

If you're planning a trip to Regal Oaks, it's a good idea to check both the weather and property rates. The warmest months are August and August. Peak season runs in February, February to March, March, July and July, while off-peak times, like September, September to October, October to November and November tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January60.6°F (15.9°C)Light RainMostly SunnyAverageAverage
January60.6°F (15.9°C)Light RainMostly SunnyAverageAverage
February64.4°F (18.0°C)Light RainMostly SunnySlightly HighSlightly Low
February64.4°F (18.0°C)Light RainMostly SunnySlightly HighSlightly Low
March67.6°F (19.8°C)Light RainMostly SunnySlightly HighAverage
March67.6°F (19.8°C)Light RainMostly SunnySlightly HighAverage
April72.7°F (22.6°C)Light RainMostly SunnyAverageAverage
April72.7°F (22.6°C)Light RainMostly SunnyAverageAverage
May77.2°F (25.1°C)Light RainMostly SunnyAverageAverage
May77.2°F (25.1°C)Light RainMostly SunnyAverageAverage
June81.1°F (27.3°C)Light RainMostly SunnyAverageSlightly High
June81.1°F (27.3°C)Light RainMostly SunnyAverageSlightly High
July82.4°F (28.0°C)Moderate RainMostly SunnySlightly HighSlightly High
July82.4°F (28.0°C)Moderate RainMostly SunnySlightly HighSlightly High
August82.6°F (28.1°C)Moderate RainMostly SunnyAverageAverage
August82.6°F (28.1°C)Moderate RainMostly SunnyAverageAverage
September80.4°F (26.9°C)Moderate RainMostly SunnySlightly LowSlightly Low
September80.4°F (26.9°C)Moderate RainMostly SunnySlightly LowSlightly Low
October75.2°F (24.0°C)Light RainMostly SunnySlightly LowSlightly Low
October75.2°F (24.0°C)Light RainMostly SunnySlightly LowSlightly Low
November68.5°F (20.3°C)Light RainMostly SunnySlightly LowAverage
November68.5°F (20.3°C)Light RainMostly SunnySlightly LowAverage
December64.4°F (18.0°C)No Rain (Dry)Mostly SunnyAverageSlightly High
December64.4°F (18.0°C)No Rain (Dry)Mostly SunnyAverageSlightly High

Booking with Vrbo is simple

Are you hoping to save on your next getaway? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, you can enjoy considerable savings by booking a longer stay. To discover a Vrbo property that suits your budget, make use of our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's clever Trip Board offers you a dedicated area to plan new getaways, pick up from where you last stopped, or manage and review your travel arrangements. You can easily access the properties you've saved or booked, now conveniently sorted into Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

More holiday ideas