Book Disney Area Orlando Villa Holidays 2024

Find your perfect 2024 & 2025 villa holiday in Orlando, Florida! Whether you’re a thrill-seeker looking for adrenaline-pumping rides or a nature lover seeking serene landscapes, Orlando has it all. From exploring the wonders of the Wizarding World of Harry Potter to enjoying a relaxing day by your private pool in one of our luxury villas, there’s never a dull moment in Orlando.

Orlando is home to thousands of villas and we have one of the UK’s largest collections for you to choose from.  But, which is best for you?  Where should I stay?  Don’t worry.  Our Orlando Gurus are here to help find the perfect villa for your Orlando holiday.  It’s all part of the service.

Orlando Holiday Villas with Flights and theme park tickets all included
Orlando Holiday Villas with Flights and theme park tickets all included

When Is The Best Time To Visit Orlando?

While Orlando is a year-round destination, there are certain times that offer better weather and fewer crowds. The best time to visit Orlando is during the spring or fall months, when temperatures are pleasant and the crowds are smaller. However, if you’re looking to make the most of your time at the theme parks, it’s worth considering visiting during off-peak times to avoid long lines and enjoy shorter wait times for attractions.  Check out our Florida Experts guide to the best time to visit Orlando.

Why Should I Stay In A Villa?

Staying in a rental villa can be much better than a regular hotel. Firstly, you’ll have plenty of space, allowing you to truly relax and unwind. Villas often come with multiple bedrooms and bathrooms, ensuring everyone in your group has their own space. Additionally, villas come equipped with a fully equipped kitchen, allowing you to prepare meals at your convenience and save money on dining out.  There are many properties with private pools, but not all will and the size and shape can vary a lot.  Chat with your own Orlando Guru to find the perfect villa for you.  It’s truly from home away from home.  

Families can save up to 4 hours every day in the Orlando theme parks with FREE Orlando Help & Guides

Save Up To 4 Hours In The Parks Every Day

Free Disney World Trip Planner

Are you a fan of torture by standing in never-ending queues, with feet that scream in agony? Sounds like a super fun way to spend your day, doesn’t it?
But wait, because our super awesome AI bots have cracked the code to predicting line lengths using some serious brainpower. That means you’ll have less time wasted on waiting and more time to enjoy the thrill of the rides and hang out with your beloved Disney characters.
Picture this: families can rescue a whole four hours every single day!

Popular Orlando Attractions On Your Doorstep

If you’re looking to explore beyond Orlando during your villa holiday, there are several exciting excursions you can take. One popular option is a visit to the Kennedy Space Center, located just an hour’s drive east of Orlando. Here, you can learn about the history of space exploration, see real rockets up close, and even meet astronauts.

Another must-visit destination is the Everglades National Park. Located to the south of Orlando, this vast wetland is home to a diverse range of plant and animal species. Take a guided airboat tour to explore the unique ecosystem and spot alligators, turtles, and exotic birds in their natural habitat.

Exploring the natural beauty of Florida

Florida is not just about theme parks and vibrant cities. The state is also blessed with an abundance of natural beauty. From pristine beaches to lush national parks, there are plenty of opportunities to reconnect with nature during your villa holiday.

One of the state’s top natural attractions is the Everglades, as mentioned earlier. This unique ecosystem is home to a wide variety of wildlife, including alligators, manatees, and even the elusive Florida panther. Explore the Everglades by kayak, go hiking on one of the many trails, or take a scenic boat tour.

If you’re a beach lover, you’ll be spoiled for choice in Florida. From the gorgeous white sands of Clearwater Beach to the untouched beauty of the Florida Keys, there are countless beaches to discover. Spend your days swimming, sunbathing, or indulging in water sports like snorkelling and paddleboarding.

Luxury Villas near to Disney World with private pools
Luxury Villas near to Disney World with private pools

How Do I Pick My Perfect Orlando Villa?

When planning your Orlando holiday, choosing the right villa is essential to ensure a memorable and comfortable stay. There are many advantages to staying in a villa rather than a hotel. First and foremost, villas offer more privacy and space, allowing you to truly relax and unwind. With multiple bedrooms, a living area, and a fully equipped kitchen, you’ll have all the comforts of home at your fingertips.

Location is another important factor to consider when selecting a villa. Orlando offers a variety of options, from villas located near the theme parks to those nestled in quiet residential areas. 

Will I Know Where I’m Staying?

There are 3 ways to book your villa.

Disney Area Villas – Allocation upon arrival

This is usually the cheapest way to book a villa.  When you book, you’ll be told a rough time it would take to drive to Walt Disney World.  If you’re looking for the cheapest holiday to Orlando, this is going to save you some money.  However, you won’t know the where your 

Named Community – Allocation upon arrival

With this option, you’ll know the community/area you’ll be staying in, but not the exact villa.  As each villa is privately owned, the styles and furniture will change from villa-to-villa.  It’s more expensive than a Disney Area Villa, but cheaper than knowing the exact villa in advance.  This is a great choice for you if you want to know where you’ll be, but don’t need to know the exact villa.

Book The Exact Villa You Want

Not only will you know the exact community you’ll be staying in, you’ll even know which villa too.  It’s the most expensive option, but you’ll have the peace of mind knowing exactly where you’ll be staying and what the villa will look like.

No pressure

I find Martin Ross excellent to work with he understands my requests and always comes up with a brilliant solution. There is no pressure and he is more than happy to work through different requests until we get the right holiday for us as a family. Many thanks Martin x

Vicky, North West

Can’t Wait To Go

It’s my first time planning a trip outside the UK. I’m quite apprehensive. Hence, I sometimes feel like I need more support with this plan; this is why I ask so many questions, or go back and forth with clarifying things.

London, UK

I’ll only book with them

Wouldn’t book a holiday with anyone else now. Really happy with my experience. Not only a lovely guy to deal with but also gets back to you straight away with brilliant advice and good prices.

Sarah, England

Another brilliant trip to Orlando

Martin Ross has been amazing. Really helpful, listens to what we want and then finds us the perfect holiday. Have already recommended and will keep doing so.

Anna, UK

Made Orlando Easy

As always prompt service with Martin allowing us to explore a couple of different options before booking. Clear information and prompt replies – all in all excellent customer service.


5 Star Rated Travel Agents with Trustpilot - Highest rated Disney World UK Specialist

Tips for booking a villa holiday

When booking a villa holiday, it’s important to do your research and choose a reputable company. Look for reviews and recommendations from other travellers to ensure you’re booking with a trustworthy provider. Additionally, consider the location, amenities, and price of the villa to make sure it meets your needs and budget.

It’s also a good idea to book your villa well in advance, especially if you’re traveling during peak season or a popular event. This will give you a better chance of securing your preferred dates and accommodations. Finally, don’t forget to check if there are any additional fees or charges, such as cleaning or security deposits, so you can budget accordingly.

Top Villas in Orlando

When it comes to luxury accommodations in Orlando, there is no shortage of top-rated villas to choose from. Whether you’re seeking high-end resorts or popular villa communities near Disney, you’ll find the perfect option to suit your needs and preferences.

Luxury villas in high-end resorts

If you’re looking for the ultimate luxury experience, consider staying in one of the many high-end resorts in Orlando. These luxurious villas offer top-notch amenities and services, ensuring that your stay is nothing short of extraordinary. From private pools and spacious living areas to stunning views and world-class dining options, these villas truly encompass the meaning of luxury.

Imagine starting your day with a refreshing swim in your private pool, followed by a delicious breakfast prepared in your fully equipped kitchen. Afterward, you can take advantage of the resort’s excellent amenities, such as spa services, golf courses, and fitness centres. With everything you need at your fingertips, you’ll feel like royalty during your stay in one of these luxurious villas.

ChampionsGate Signature 8 bedroom villa

ChampionsGate Signature Homes

5, 6, 8 & 9 Bedroom Villas For Large Families

Experience the ultimate in affordable luxury at these stunning new 5, 6, 8, and 9 bedroom Luxury Orlando homes located in ChampionsGate. These homes have been meticulously designed with contemporary furnishings and decor, ensuring a truly beautiful space to relax and recharge. Take a dip in your own private outdoor pool and spa, perfect for unwinding and soaking up the Florida sun.

Enjoy endless hours of entertainment in the games room, equipped with air hockey and foosball tables. Every bedroom is equipped with a flatscreen HDTV, providing additional entertainment options for guests.

Plus, fire up the BBQ grill and savour delicious meals under the open sky. Plus, you’re only minutes from the Disney and Universal theme parks.

Windsor Hills Resort in Orlando

Windsor Hills Gated Community

Family-friendy resort

Welcome to Windsor Hills Resort, where you can experience a perfect blend of comfort and excitement. Indulge in the exhilarating joy of a magnificent waterpark, soak up the sun by the spacious swimming pool, or bond with your family over a movie night at the resort theatre.

It’s a great place to base yourselves and you’re just moments away from Orlando’s theme parks.

Encore at Reunion Resort

Encore Club at Reunion

Luxury Orlando Villa resort

The Encore Club at Reunion is like a mini-resort within a larger resort. It’s situated in one of Orlando’s highly sought-after locations, making it a dream destination for those seeking luxury.

Just a stone’s throw away from Walt Disney World Resort, Reunion Resort has created an exclusive community specifically tailored to meet the needs of discerning vacationers.   You’ll be really close to Disney World with the theme parks just 5 miles away and a quick 7-minute car ride from the resort’s gates. Additionally, Highway 192, which is known for its family-friendly restaurants and top-notch supermarkets, is only a short drive away. Interstate 4 is conveniently close by, offering easy access to all of Central Florida’s main attractions.

So, whether you’re a fan of thrilling rides or delicious dining, convenience and enjoyment are right at your fingertips at the Encore Club at Reunion.

Storey Lake Villas in Orlando

Storey Lake Resort Florida Villas

near Disney World

Embark on an incredible adventure and craft your own captivating stories at the stunning Storey Lake Resort. Situated amidst peaceful countryside, just a stone’s throw away from Walt Disney World, you can indulge in the picture-perfect beauty of lush green meadows and shimmering lakes in your private villa.

Experience the thrill of gliding across vast waters in a kayak or canoe, or make a splash at the resort pool, where you can lazily float along the winding river or zip down water slides. 

Here for you 24 hours a day with our emergency duty office

24/7 Holiday Help

Peace of mind

How would you feel if your flight was cancelled? If you’ve booked your own flights, pretty worried I’d imagine. The good news is if you’re a smart traveller and booked with us, don’t worry!

Having a 24/7 duty office for your trip to Walt Disney World is great because it means you can get help at any time. Whether you have an emergency or need help, there will always be someone available to assist you. It ensures you have support and can enjoy your holiday without worries, no matter the time of day.

Calabay Parc at Tower Lake

Calabay Parc at Tower Lake

Great value villas

Calabay Parc at Tower Lake is a contemporary and secure neighbourhood that boasts its own beautiful lake, providing a tranquil escape from the chaos and excitement of the nearby parks. 

Conveniently positioned a mere 25-minute drive from the renowned Walt Disney World Resort and conveniently situated off Highway 27, this gated community serves as a perfect home base to explore the countless attractions Florida has to offer, including top-notch golf courses. In fact, this fantastic resort is only a few minutes away from the esteemed Southern Dunes Golf Club, allowing golf enthusiasts to indulge in their passion nearby.

Highlands Reserve Villas in Kissimmee

Highlands Reserve Villas in Kissimmee

Great for golf trips

Step into Highlands Reserve, where the golf course is bursting with luscious greens, and each golf swing is met with the delightful touch of the sun’s rays. Indulge yourself in a tranquil and invigorating retreat within your very own luxurious villa, accompanied by a pristine pool that will refresh and revitalize your every sense.

From its elevated position, Highlands Reserve presents awe-inspiring panoramas of Davenport that will truly captivate and enchant your inner being.

Highlands Reserve Villas in Kissimmee

Windsor Palms Resort Florida Holidays

Kissimmee villas

Looking for a tranquil getaway in the beautiful Sunshine State? Look no further than the incredible Windsor Palms Resort in the heart of Central Florida. This resort truly embodies the essence of relaxation and fun.

Conveniently located just 5 miles away from the magical Walt Disney World, you can take advantage of their shuttle service for a stress-free and exhilarating trip to the theme parks. And when you return to the resort, you have the freedom to choose how you want to spend your evening in the cosy and delightful atmosphere of Kissimmee’s enchanting twilight.

Disney Area Allocation Upon Arrival Villa

Disney Area Executive Homes

Allocation upon arrival

Our Disney Area Executive homes have high-quality furnishings and include extra amenities, providing you with a sanctuary to come back to after a day of adventure in Orlando.  These Orlando area houses are situated in residential areas, either in Kissimmee or Davenport, all conveniently located within a 20-25 minute drive of Walt Disney World. You will receive the precise location of your villa prior to your arrival. 

Encantada Townhouse in Orlando

Disney Area Town Homes

Cheapest Villas in Orlando

Typically smaller than a villa, our Town Homes are conveniently located in residential areas such as Kissimmee, Clermont, Davenport, and Haines City. Best of all, they are just a short 20-35 minutes’ drive away from the magical Walt Disney World. 
Elegantly furnished with a high standard, each Town Home ensures comfort and convenience. You’ll find them air-conditioned, well-equipped, and incredibly spacious. Rest assured, all linens and towels are provided, and you’ll have access to essential household equipment like an iron, ironing board, vacuum cleaner, and laundry facilities – making you feel right at home.
For your entertainment needs, the lounge is equipped with a TV and DVD player. You will receive the precise location of your townhouse prior to your arrival.

What’s Included In My Orlando Villa Holiday?

Your villa, ATOL Protected flights from the UK, theme park tickets, 24/7 help desk and our famous Orlando Guru holiday planning service is all included.  We can also book extras such as car hire and stays elsewhere such as at one of Florida’s beaches or even a cruise.  Just chat with your Orlando Guru to start personalising your holiday.  And don’t worry, you don’t need to have a plan already in place.  It’s one of the many reasons to book your holiday with Orlando Insider.

Popular villa communities near Disney

Looking for a refreshing getaway in the beautiful Sunshine State? Look no further than the fantastic Windsor Palms Resort in the heart of Central Florida. This amazing resort goes above and beyond to provide you with the ultimate in relaxation and amusement. Situated just within 5 miles of the world-famous Walt Disney World, you can conveniently hop on the shuttle and embark on a worry-free journey filled with thrilling adventures. And when you finally return, the possibilities are endless for how you can make the most of your evening in the delightful twilight of Kissimmee.

Enjoying a swim on holiday in the hotel pool

Have A Question? Just Ask

Planning an orlando holiday made easy

Have you ever asked a group of friends or on Facebook for some advice?  If you’re like most people, you probably had tons of replies, all with different and conflicting advice.  What may be the golden nugget for someone else may not be your pot of gold. Fear not, for your very own Orlando Guru has arrived to save the day.

Your Guru already knows about you and your trip so can give personalised help that’s right for you.

Gated Communities With Excellent Amenities

If privacy and security are high on your list of priorities, consider staying in one of the gated communities in Orlando. These communities offer an added layer of safety, ensuring that you can relax and enjoy your vacation without any worries. In addition to the peace of mind, gated communities often come with excellent amenities that will enhance your stay.

From communal swimming pools and sports facilities to spa services and concierge assistance, these gated communities offer everything you need for a comfortable and enjoyable stay. You’ll also have the opportunity to connect with other like-minded travellers, making your villa holiday in Orlando a truly memorable experience.

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Orlando Insider is an award winning British travel agent specialising in holidays to Walt Disney World, Universal Orlando, SeaWorld and cruises from Port Canaveral and Miami
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