Orlando Villa Holidays for Summer 2027

 

Orlando Villa Holidays for Summer 2027: The Benefits for Families and Groups

Planning a family holiday to Orlando is exciting, but choosing the right accommodation can sometimes be overlooked. With days likely to be filled with theme parks, shopping, restaurants and Florida attractions, having somewhere comfortable to return to is essential.

For summer 2027, an Orlando villa holiday could be the ideal option for families and larger groups looking for more space, flexibility and privacy than a traditional hotel stay can provide.

Make Your Orlando Holiday Feel Like Home

One of the main reasons families choose villas in Orlando is the feeling of having a home away from home. Instead of returning to a single hotel room after a day at the parks, you'll have separate bedrooms, living spaces and often outdoor areas where you can relax.

This can make a significant difference on a longer holiday. Orlando trips often involve busy days, early starts and plenty of walking, so having somewhere spacious to relax in the evening gives everyone the chance to recharge.

For larger families, a six-bedroom villa can provide space for up to 12 people, making it possible to travel together without sacrificing personal space.

Your Own Space to Swim and Relax

A private pool can completely change the way you enjoy your Florida holiday. With your own pool at the villa, there's no need to wait until you've returned from a theme park to enjoy the water.

Take a morning swim, spend an afternoon relaxing at the villa or let the children enjoy some pool time while the adults unwind nearby. The choice is yours.

This flexibility is particularly welcome during a busy summer holiday when having a slower day between theme park visits can help everyone stay refreshed.

Perfect for Longer Orlando Stays

Many families visiting Orlando stay for two weeks or more, and a villa can be particularly practical for a longer trip. Having a full kitchen, laundry facilities and plenty of storage can make everyday holiday life much easier.

You can prepare breakfast before heading out, pack snacks for the day and return to the villa for a relaxed meal whenever you choose.

You're also not tied to hotel dining schedules. With supermarkets and restaurants available close to many Orlando villa communities, you can mix days eating out with evenings at home.

Ideal for Multi-Generational Holidays

Orlando is a destination that works brilliantly for different generations, but travelling as a large family can make accommodation more complicated.

A villa provides a simple solution. Grandparents can have their own bedroom, parents can enjoy some privacy and children can have plenty of space to play. At the same time, everyone can come together in the living areas and around the pool.

It's also an excellent option for two families travelling together. Sharing one larger property can make the holiday feel more sociable while potentially offering better value than booking multiple hotel rooms.

Location Matters

When choosing an Orlando villa, location is another important consideration. Emerald Island Resort, for example, is approximately 20 minutes from Walt Disney World and around 10 minutes from supermarkets, restaurants and other everyday amenities.

The resort also offers community facilities, including a communal swimming pool and Tiki Bar, giving guests additional opportunities to relax away from the parks.

Know Exactly Where You're Staying

For peace of mind, it's worth checking whether your Orlando villa booking guarantees a specific property. With some accommodation providers, guests may receive a property allocated on arrival.

Charter Travel works directly with villa owners, allowing customers to book an exact Orlando villa rather than simply booking a villa category and finding out the property later.

That means you can make your plans knowing what accommodation you're booking before you leave the UK.

Make Summer 2027 a Florida Holiday to Remember

An Orlando villa gives families and groups the freedom to create their own routine. Theme park days can be balanced with pool days, meals out can be mixed with evenings in and busy adventures can be followed by plenty of time to relax.

For summer 2027, choosing a spacious villa could be the perfect way to make an Orlando holiday more comfortable, flexible and enjoyable – particularly for larger families, two families travelling together or multi-generational groups.

Orlando Villa Holiday or Split Stay? Choosing the Best Florida Holiday for 2028

Every family has a different idea of the perfect Florida holiday. Some want to spend every day discovering world-famous attractions, while others dream of lazy afternoons beside a private pool. The good news is that you don't have to choose just one style of holiday.

As more people begin planning their future holidays well in advance, 2028 is already shaping up to be a popular year for trips to Florida. Early planners benefit from greater accommodation choice, better travel options and the chance to secure their preferred dates before peak availability disappears.

One option that remains incredibly popular is booking a private villa for the entire holiday. Orlando and the surrounding areas are home to thousands of beautiful villas, many located within easy driving distance of the major attractions while offering peaceful surroundings away from the crowds.

Choosing a 2028 Florida villa holiday means enjoying all the comforts of home while still being close to everything Central Florida has to offer. Villas typically include private swimming pools, spacious living areas, fully equipped kitchens, multiple bedrooms and outdoor spaces where families can relax together.

This style of accommodation works especially well for larger families, multi-generational holidays or groups of friends travelling together. Instead of spending evenings in separate hotel rooms, everyone can enjoy quality time together around the pool or dining table.

The flexibility of villa accommodation also allows visitors to explore more of Florida. One day might involve a visit to Orlando's attractions, while the next could be spent shopping, relaxing by the pool or driving to the coast for a beach day.

However, another holiday style has grown rapidly in popularity over recent years—the split stay.

Rather than spending the entire holiday in one location, many visitors now divide their trip between a Universal Orlando hotel and a private villa. This approach offers a completely different holiday experience while allowing guests to enjoy the unique advantages of both accommodation types.

A Universal Orlando and Orlando villa split stay in 2028 is ideal for travellers who want to maximise their theme park experience before slowing the pace for the remainder of their holiday.

Staying close to Universal for several nights makes early park starts much easier and reduces travel time during your busiest sightseeing days. After enjoying the excitement of the parks, moving into a private villa provides the perfect opportunity to recharge.

Many families describe this as having two holidays in one.

The first part is packed with thrilling rides, entertainment, restaurants and late evenings exploring Orlando's famous attractions. The second half becomes a more relaxing escape where mornings begin beside your own swimming pool and evenings end with family barbecues or peaceful swims.

Budget-conscious travellers also appreciate this approach because it balances convenience with value. Rather than paying premium hotel prices for an entire fortnight, guests enjoy the excitement of staying near Universal before moving into a spacious villa for the remainder of the holiday.

Another benefit is flexibility. During your villa stay you can visit other attractions across Central Florida, spend time at outlet shopping centres, enjoy golf courses or explore the many natural attractions beyond the theme parks.

Planning a holiday for 2028 may seem early, but many experienced Florida travellers know that booking ahead provides significant advantages. The most sought-after villas often receive reservations well in advance, particularly during school holidays and peak travel periods. Early planning also allows families to budget gradually while researching attractions, dining experiences and travel itineraries.

Whether you choose a villa for your entire holiday or decide on a split stay, Florida continues to offer something for every type of traveller. Families, couples and groups all appreciate the combination of sunshine, entertainment and variety that makes every visit feel unique.

Ultimately, there is no right or wrong choice—only the holiday that best suits your travel style.

If relaxation and space are your priority, a 2028 Florida villa holiday is difficult to beat. If you want to combine immersive theme park experiences with the comfort of a private holiday home, then a 2028 Universal Orlando and Orlando villa split stay offers an ideal balance.

Whichever option you choose, planning early will help you secure the accommodation you really want and ensure your 2028 Florida adventure is one to remember.

Orlando Villa Holiday Deal for 2027

 

Orlando 2027 for Families – The Villa Holiday That Gives You Space to Enjoy More

When you think of Orlando, you probably picture theme parks.

But the secret to a better Florida holiday isn’t doing more — it’s having enough time and space to enjoy it.

This 14-night Orlando villa stay gives families and groups exactly that.

Day 1: Arrive, Unpack and Start Relaxing

Land in Orlando and head straight to your private four-bedroom villa.

Forget living out of suitcases. With multiple bedrooms, open-plan living and your own kitchen, everyone gets their own space from day one.

Spend your first evening poolside and settle into your Florida routine.

Days 2–5: Disney Without the Rush

Four full days means you can experience Disney without trying to cram everything into a weekend.

Start early if you want — or enjoy slower mornings and arrive later.

Take afternoon breaks back at the villa and make the most of your private pool before heading back for evening entertainment.

Having your own space changes the entire holiday experience.

Days 6–7: Easy Orlando Days

Some of the best holiday moments happen outside the parks.

Enjoy breakfast together, cook family meals, relax indoors during the hottest part of the day and spend time around the pool.

Your villa becomes more than somewhere to sleep — it becomes part of the holiday.

Days 8–10: Universal Time

Spend the next few days enjoying Universal and all the excitement Orlando is famous for.

Then return each evening to somewhere quiet, comfortable and spacious.

No crowded hotel corridors. No booking extra rooms.

Just your own Florida home for two weeks.

Days 11–13: Explore Beyond the Parks

Use your final days to discover a different side of Orlando.

Go shopping, enjoy local restaurants, revisit favourite attractions or simply dedicate a full day to doing absolutely nothing except enjoying the sunshine.

With two weeks available, there’s no pressure.

Day 14: Home Time — Until Next Time

After two weeks of theme parks, family time and villa living, enjoy one final swim before heading home.

Charter Travel has been arranging Orlando villa holidays since 1988 and combines decades of Florida expertise with ABTA and ATOL protection — helping families book with confidence for 2027.

Villatel Orlando Resort

 Villatel Orlando Resort: The Perfect Family Escape in Orlando

When it comes to creating unforgettable family holidays, Villatel Orlando Resort stands out as a game-changer. Tucked away in Orlando’s bustling International Drive area, this innovative resort combines the comforts of a spacious villa with the perks of a luxury hotel. From chic private accommodations to exciting amenities, Villatel Orlando sets the stage for a perfect getaway.

A Home Away from Home (With a Touch of Glam)

At Villatel Orlando Resort, every villa is designed to feel like home—only better. Think roomy living spaces with sleek, modern décor that’s equal parts stylish and cozy. Families will love gathering in the open-plan living and dining areas or whipping up a meal in the fully equipped kitchen. No need to eat out every night when you can easily prepare your favorite dishes, all while saving time and money. These spaces aren’t just functional; they’re a backdrop for creating memories.

Your Own Slice of Paradise

Forget sharing the pool with strangers. At Villatel, every villa includes a private pool and spa, offering a tranquil spot to unwind after a day spent exploring Orlando. The relaxation doesn’t stop there—kids will adore the magical themed bedrooms. Whether it’s stepping into a princess’s palace or a galaxy far, far away, these spaces spark imagination and bring a little extra joy to your stay.

What’s Coming in 2025? Even More Fun!

The resort is preparing to roll out some exciting additions in early 2025, guaranteed to make stays even better. Picture a lazy river winding through a water park designed for guests of all ages. Love staying active on vacation? Soon, sports courts and a fitness centre will give you even more ways to stay on your game. And when hunger strikes, the new on-site dining options will make grabbing a quick bite or sitting down for a family meal easier than ever.

Close to the Magic

Staying at Villatel Orlando means you’re just minutes away from some of the world’s most iconic attractions. Universal Orlando Resort is a quick 10-minute drive, and Walt Disney World is about 20 minutes away. The resort’s complimentary shuttle service takes the stress out of getting to the parks, so you can focus on the fun.

Rave Reviews from Guests

What are guests saying about Villatel Orlando Resort? They’re loving the spacious layouts, impeccable cleanliness, and attentive service. Families especially appreciate the private pools and themed rooms, calling them standout features. It’s no surprise that many visitors describe their stays as a “perfect blend of comfort and fun.”

Start Planning Your Dream Vacation

Whether you’re planning a family getaway, a group trip, or a special celebration, Villatel Orlando Resort offers everything you need for an unforgettable experience. With the perfect mix of privacy, luxury, and convenience, why settle for anything less? Start planning your stay today and discover why this resort is quickly becoming a favourite for Orlando travellers.

Florida Holidays 2025 at Windsor Hills Resort, Orlando

Experience Ultimate Florida Holiday in 2025 at Windsor Hills Resort, Orlando

Planning your 2025 Florida holiday? Windsor Hills Resort in Orlando is the perfect destination for a Florida Holiday! This luxurious villa resort offers a plethora of amenities and is ideally situated near some of Orlando’s most famous attractions. Let’s dive into what makes Windsor Hills Resort an unbeatable choice for your next family holiday.

Exploring Orlando: Must-Visit Attractions

Staying at Windsor Hills Resort means you’re just a short drive away from Orlando’s top attractions, including Walt Disney World and Universal Studios.

Walt Disney World

Walt Disney World is an iconic destination that offers magical experiences for all ages. With its four enchanting theme parks—Magic Kingdom, Epcot, Hollywood Studios, and Animal Kingdom—there’s something for everyone. Whether it’s riding the classic attractions, watching spectacular parades, or meeting beloved Disney characters, a visit to Disney World is an essential part of any Orlando holiday.

Universal Studios

Universal Studios is another must-visit, especially for movie and adventure lovers. Highlights include The Wizarding World of Harry Potter, where you can experience the magic of Hogwarts and Diagon Alley. Universal’s Islands of Adventure features thrilling rides and attractions themed around your favourite films and characters, making it a perfect day out for the whole family.

Windsor Hills Resort Amenities:

Resort-Style Zero-Entry Pool - At Windsor Hills Resort, the resort-style zero-entry pool is a standout feature. It’s an ideal spot for parents to unwind on the sun loungers while keeping an eye on their kids playing in the water.

For thrill-seekers, the resort’s two exciting water slides offer hours of fun. These slides are perfect for older children and teens looking for a bit of adrenaline. 

The interactive splash pad at Windsor Hills Resort is a haven for younger children. With a variety of water features, including jets and fountains, the splash pad provides a safe and fun space for kids to cool off and play. 

For those who don’t want to skip their fitness routines, the resort offers a comprehensive fitness centre. Equipped with the latest machines and free weights, the fitness centre provides everything you need for a full workout. 

The sand volleyball courts at Windsor Hills Resort are another fantastic feature. Gather your family or team up with other guests for a friendly match. Playing volleyball is a fun way to enjoy the beautiful Florida weather and stay active.

Windsor Hills Resort in Orlando offers a blend of relaxation and excitement for your 2025 Florida holiday. With facilities like the zero-entry pool, exhilarating water slides, interactive splash pad, diverse playgrounds, fully equipped fitness centre, and sand volleyball courts, you’ll find everything you need for an unforgettable stay. Plus, the close proximity to Disney World and Universal Studios ensures that adventure is always just around the corner. 

Orlando Villa Holiday for 2026

 

Why Booking an Orlando Villa for 2026 is the Ultimate Holiday Choice

Planning a holiday for 2026? Consider booking a villa in Orlando for your 2026 Florida adventure. Here's why an Orlando villa holiday in 2026 is the perfect choice for your next getaway. Call Charter Travel on 01635 551011 to book! 

Why Book an Orlando Villa?

When you book an Orlando villa, you’re opting for a unique and personal experience. Villas offer the comfort of home with the luxury of a holiday. You’ll have more space compared to a hotel room, with multiple bedrooms, a fully equipped kitchen, and a private pool. This setup is perfect for families, groups of friends, or anyone who values privacy and flexibility during their holiday.

Villa Resorts in Orlando

Orlando is home to a variety of villa resorts that cater to different tastes and budgets. Notable options include Emerald Island Resort, which is just moments from Walt Disney World, and Windsor Hills, known for its family-friendly atmosphere and proximity to theme parks. ChampionsGate is another popular choice, offering luxurious amenities and a convenient location.

Different Types of Villas in Orlando

Orlando’s villa options range from budget-friendly to ultra-luxurious. You can find cozy two-bedroom Condos perfect for small families or couples, as well as expansive seven-bedroom villas that can accommodate large groups. Some villas come with themed rooms, game rooms, and home theatres, adding an extra layer of fun to your stay. Others offer stunning views of golf courses or serene lakes, ensuring a peaceful retreat.

Why Plan Ahead for 2026

Booking your villa holiday in advance has numerous benefits. Firstly, it secures your preferred accommodation, especially during peak seasons when demand is high. By planning ahead, you can take advantage of early bird discounts and flexible payment options. Additionally, Charter Travel are ABTA and ATOL protected, giving you peace of mind knowing your holiday is financially secure and protected.

Proximity to Orlando Theme Parks

One of the biggest advantages of staying in an Orlando villa is the proximity to world-renowned theme parks. Walt Disney World, Universal Studios, and SeaWorld are just a short drive away. Staying in a villa allows you to start your day at the parks early and return for a relaxing evening by the pool. Many villas are located in gated communities with easy access to main roads, making your commute to the parks quick and convenient.

Conclusion

An Orlando villa holiday in 2026 promises a perfect blend of comfort, luxury, and excitement. With a variety of villa types to choose from, the convenience of proximity to theme parks, and the security of booking through Charter Travel, your dream holiday is just a few clicks away. Start planning now and look forward to an unforgettable experience in the heart of Florida.

Florida Family Holidays - Book with the Experts!

Unforgettable Florida Family Holidays: Magical Moments and Epic Thrills Await!

Are you dreaming of the ultimate family getaway filled with magical moments and epic thrills? Look no further than Florida, where the enchantment of Walt Disney World and the adrenaline-pumping excitement of Universal Orlando await. Whether you're booking your first family Florida holiday or returning for another unforgettable adventure, Florida offers something for everyone to enjoy, and Charter Travel's expert Florida Team are here to help you create your perfect holiday.

Magical Moments at Walt Disney World

Step into the magic and wonder of Walt Disney World, where fairy tales come to life and dreams become reality. From the moment you enter the gates of Magic Kingdom, you'll be transported to a world of enchantment, where you can meet your favourite Disney characters, enjoy magical attractions and watch dazzling parades and fireworks shows. Explore the futuristic world of Epcot, experience the adventure of Disney's Animal Kingdom, and journey to a galaxy far, far away in Disney's Hollywood Studios. With so much to see and do, every moment at Walt Disney World is sure to be filled with smiles, laughter, and memories that will last a lifetime.

Epic Thrills at Universal Orlando

If you're seeking heart-pounding excitement and adrenaline-pumping thrills, look no further than Universal Orlando. Home to two incredible theme parks, Universal Studios Florida and Islands of Adventure, as well as the exhilarating water park, Volcano Bay, Universal Orlando offers endless opportunities for adventure and excitement. Brave the twists and turns of roller coasters like The Incredible Hulk Coaster, journey through iconic movie scenes on rides like Harry Potter and the Escape from Gringotts and Jurassic World VelociCoaster, and experience the pulse-pounding excitement of water slides and attractions at Volcano Bay. With immersive lands, thrilling rides, and unforgettable experiences, Universal Orlando is sure to be a highlight of your Florida family holiday.

Staying in Villas for Ultimate Comfort and Convenience

For families looking for ultimate comfort and convenience during their Florida holiday, staying in an Orlando Villa is the perfect option. With spacious accommodations, private pools, and all the comforts of home, villas offer families the opportunity to relax and unwind in their own space after a day of adventure. Plus, with fully-equipped kitchens, families can save money by preparing their own meals and snacks, giving them more flexibility and freedom during their stay.

Budget-Friendly Options like Rosen Inn Hotels

For families on a budget, there are plenty of affordable accommodation options available in Florida, including the Rosen Inn hotels. Located just minutes away from Walt Disney World and Universal Orlando, Rosen Inn hotels offer comfortable accommodations, convenient amenities, and unbeatable value for families looking to make the most of their Florida holiday. With on-site dining options, and budget-friendly rates, Rosen Inn hotels are the perfect choice for families looking to experience the magic of Florida without breaking the bank.

Book Your Florida Family Holiday Today

With its magical moments, epic thrills, and unforgettable experiences, Florida is the perfect destination for your next family holiday. Whether you're exploring the enchanting world of Walt Disney World or braving the adrenaline-pumping rides of Universal Orlando, there's something for everyone to enjoy in the Sunshine State. So pack your bags, gather your loved ones, and get ready for the adventure of a lifetime in Florida!

Book with Charter Travel – Call us on 01635 551011

ABTA & ATOL PROTECTED

Orlando Villas with Private Pool

Welcome to your own slice of paradise in Orlando with Orlando villa rentals with private pools. Staying in Orlando villa with a private pool is the best way to enjoy a family holiday in Orlando! From massive 15 bedroom homes perfect to suit large families and groups to smaller four bedroom Orlando villas with private pools and townhomes with private splash pools to enjoy after a long day at the theme parks. 

At Charter Travel we work with many well under villa owners to ensure you get exactly what you're looking for from your Orlando villa holiday with private pool. Picture yourself lounging by the pool, drink in hand, soaking up the Florida sunshine with your nearest and dearest. 

But the perks don't stop there! Many of our properties offer access to resort-style amenities like communal pools, water slides, and more. Whether you're a thrill-seeker or a laid-back lounger, there's something here for everyone. 

Having your own Orlando villa with a private pool allows you to relax in peace and come and go as you please, want to spend an entire day by the pool reading a book or playing games question no problem, want to take a dip in the pool before you head out for the day- no problem. Want to take a dip in the pool after visiting the Walt Disney World theme parks? No problem, in your private pool in your Orlando villa you can do All this and more. 

And let's talk about convenience – with a fully stocked kitchen and barbecue facilities, you can whip up tasty meals without ever leaving the comfort of your villa. No more overpriced drinks from poolside bars – with your own fridge, you can enjoy in endless refreshments at your leisure. 

An Orlando villa also gives you the comfort and convenience you need when travelling as a family, as everyone will have their own rooms, there in space to spread out, most Orlando villas with private pools also have a games room, you have a large lounge where you can relax, a full kitchen where you can cook, and even driveway parking for you to park your hire car for free. 

Orlando Villas with private pools are ideal for families travelling with small children as well as you can often request slash most Orlando villas will have a removable safety fence you can have peace of mind on your Orlando villa holiday Ready to make memories that last a lifetime? 

Book your Orlando Villa Holiday with a private pool with Charter Travel. From luxurious villas with breathtaking views to cozy townhouses with splash-worthy plunge pools, we've got it all. Start planning your dream holiday today and let the adventure begin!