Kissimmee area map

Kissimmee Villa Holidays

Kissimmee Villa Holidays Near Walt Disney World

Get ready to embark on an adventure of a lifetime in Kissimmee – the land of endless fun and unforgettable moments! Located in a prime location, just moments away from the enchantment of Walt Disney World, this magical destination has earned top rankings for being ridiculously charming, boasting captivating attractions and offering more fun than you can shake a Mickey Mouse ear at. But Kissimmee isn’t just about the big names. It’s about the promise of a perfect vacation tailored to your dreams. Whether you’re looking for a tranquil retreat or an action-packed adventure, Kissimmee has it all.

Choose Kissimmee – the top-rated destination for your dream Florida villa holiday! From its proximity to the major Disney, Universal, and SeaWorld attractions to the ease of access from major airports. Everything about Kissimmee screams convenience and fun. So, why wait? Dive into the magic, feel the thrill, and let Kissimmee be the backdrop to your dream Disney adventure.

Our Kissimmee Villas are the Closest to Walt Disney World

Our luxurious Kissimmee self-catering properties offer a serene retreat with the promise of enchantment just around the corner. For holidaymakers who dream of staying in a detached villa with its own private pool, our luxurious Kissimmee pool homes are the closest to the magic of Walt Disney World. Located just a short 10-15 minute drive away from the enchanting Disney theme parks, Kissimmee offers an unmatched combination of comfort and convenience. This is the prime choice for anyone seeking proximity to the magic while still enjoying the serenity of their own space.

Imagine boarding the thrilling Space Mountain at Magic Kingdom or sailing with pirates on the Pirates of the Caribbean. As the day turns to night, the Happily Ever After fireworks show lights up the sky with dreams and magic. At EPCOT, you can soar over global landmarks or dive deep with Nemo and friends. Over at Disney’s Hollywood Studios, embark on a galactic adventure with Star Wars. Or shrink to the size of a toy in Toy Story Land. And for those who crave a wilder experience, Disney’s Animal Kingdom offers thrilling rides like Expedition Everest and serene journeys on the Na’vi River.

But the magic doesn’t stop there. Dive into a splashy adventure at Disney’s Blizzard Beach. Here icy peaks and tranquil waters await. Or experience a tropical paradise with a twist at Disney’s Typhoon Lagoon.

All these magical Disney experiences, from thrilling rides to mesmerizing shows, are just a stone’s throw away from our Kissimmee villas. After a day filled with adventure and enchantment, retreat to the comfort and luxury of your Kissimmee property. All with the reasuring knowledge that the magic of Disney is within easy reach for the following  day’s adventure.

Kissimmee Villas: Conveniently Near Universal Orlando & SeaWorld Attractions

A 25-30 minute drive from Kissimmee, Universal Orlando beckons with its cinematic adventures, and the SeaWorld theme parks call with the promise of marine wonders and thrilling aquatic escapades.

At Universal Studios, guests are transported into the heart of their favourite cinematic tales. From the enchanting alleyways of The Wizarding World of Harry Potter, where magic comes alive at every turn, to the adrenaline-pumping action of Fast & Furious. The adventures are as varied as they are captivating. Adjacent to Universal Studios is the Islands of Adventure theme park, where imagination knows no bounds. Here, you can swing through the city with Spider-Man, challenge the ferocity of the mighty King Kong, and even step into the prehistoric world of Jurassic Park.

For those who prefer their adventures with a splash, Universal’s Volcano Bay is a tropical paradise. Centred around the mighty Krakatau volcano, this water theme park combines state-of-the-art ride technology with South Pacific-inspired landscapes. Whether you’re racing down the Krakatau Aqua Coaster or simply lounging on Waturi Beach. Volcano Bay is an oasis of excitement and relaxation.

SeaWorld provides an immersive journey into the wonders of marine life, blending both entertainment and enlightening experiences. From the thrilling twists of the Manta rollercoaster to the captivating allure of the Shark Encounter, where visitors get an up-close look at these magnificent predators of the deep. SeaWorld’s Aquatica waterpark also beckons with its unique blend of thrilling rides and serene beaches.

For a more intimate and immersive experience, Discovery Cove is located right next to SeaWorld. Here guests can swim with dolphins, snorkel among tropical fish, and even wade with rays. Not just a park; a once-in-a-lifetime experience where you can connect with marine life in a breath-taking tropical setting.

Island H2O Waterpark: Kissimmee’s Top Aquatic Adventure Near Our Villas

Tucked just off US192 in Kissimmee, on the highly sought-after west side of Disney, lies a refreshing oasis of fun and excitement – the Island H2O Waterpark. Merely minutes away from many of our most popular Kissimmee villa resorts, making it an incredibly convenient spot for a day of aquatic adventure. Our fabulous properties at Emerald Island, Windsor Palms, Windsor Hills or Formosa Gardens are just 5 minutes from Island H20. Or, if you love the idea of being able to walk to one of the most amazing waterparks in Florida, check out our cottages at Margaritaville Resort.

As you step into Island H2O, a plethora of rides and attractions await. Take, for instance, The Downloader, where you’ll experience the thrill of a sudden drop, sending you spiralling through twists and turns in a tube slide that’s bound to get your heart racing. For those with a competitive spirit, Reply Racers offers a chance to race down a multi-lane mat slide, challenging friends and family to see who can reach the bottom first. If you’re in the mood for a more relaxed experience, Chat Creek is a lazy river that lets you float and unwind while taking in the park’s vibrant atmosphere. And for the daredevils, Profile Plunge offers a series of high-speed drops and sudden twists, ensuring an adrenaline-packed ride.

Staying in our Kissimmee accommodation places this amazing experience right at your doorstep. Easy to visit and packed with attractions for all ages. The Island H2O Waterpark is a must-visit during your Florida holiday, promising memories that will last a lifetime.

Luxury Kissimmee Accommodations: Villas & Townhomes Near Top Attractions

While we proudly offer an impressive portfolio of well over 500 individual self-catering properties throughout the Orlando area. It’s our accommodations in Kissimmee that consistently steal the spotlight. Year after year, our holidaymakers are drawn to the heart of Florida’s vacation paradise. Our Kissimmee properties offer a diverse and tailored selection, perfectly aligning with every vacationer’s dream.

From the intimate settings of our 2 Bedroom Condos at Windsor Palms Resort to the grandeur of our 9-12 Bedroom Estate Homes. We cater to both cozy getaways and large family reunions. Resorts like Windsor at Westside, Encore at Reunion, and Solara Resort elevate the experience, blending luxury with full-service amenities.

Kissimmee boasts several of our time-honoured and most sought-after villa communities. Emerald Island Resort, Windsor Hills Resort, and Bella Vida Resort have long been favourites among our guests. Lucaya Village, Terra Verde, and Paradise Palms further enrich the choices, each offering unique experiences and comforts.

For those who envision their mornings with a serene view, our villas at Sunset Lakes or Lake Berkley Resort are the perfect pick. Here, you can lounge by your private pool, sipping your morning coffee while gazing out over tranquil waters. Families with a penchant for aquatic fun will find The Grove Resort & Waterpark irresistible. While our Margaritaville Resort Cottages, located just a short stroll from Island H2O, promise both relaxation and excitement.

Fans of a modern aesthetic will be drawn to the contemporary designs and furnishings of Storey Lake Resort. Here every corner speaks of sophistication. And for those who cherish the nostalgic charm of Old Town Kissimmee, Regal Oaks offers the perfect location. Here, you’re just a leisurely walk away from beloved Old Town restaurants, bars, and attractions, allowing you to immerse yourself in the local culture and vibe.

Natural Adventures in Kissimmee: Wildlife & Scenic Beauty

Beyond its proximity to theme parks and urban delights, a Kissimmee holiday offers a rich tapestry of outdoor experiences that promise to captivate and inspire.

For the thrill-seekers, Kissimmee’s vast swamps and wetlands beckon with the promise of adrenaline-fueled airboat rides. As the wind rushes past and the engine roars, you’ll glide over waters, coming face-to-face with the state’s iconic wildlife. Alligators bask on the banks, while turtles make their leisurely way through the marshes. Above, a diverse array of bird species, from majestic herons to vibrant egrets, grace the skies, offering birdwatchers a treat for the eyes and soul.

But Kissimmee’s natural allure isn’t just for the adventurous. Those seeking serenity will find solace on the pristine waters of Lake Tohopekaliga, fondly referred to as Lake Toho. Here, scenic boat tours offer a chance to disconnect from the world and reconnect with nature. As the boat gently cuts through the calm waters, the setting sun paints the sky in hues of gold and crimson. Creating a mesmerizing tableau that stays etched in memory.

Moreover, the region’s commitment to preserving its natural beauty means there are numerous spots where one can truly immerse in nature. Whether it’s the rhythmic sounds of the wetlands. The gentle rustling of leaves in the forests. Or the distant calls of wildlife. Kissimmee offers a symphony of nature’s best.

Experience Vintage Charm at Old Town Kissimmee Near Our Villas

On the east side of Walt Disney World, along the bustling US192, lies Old Town Kissimmee. A delightful blend of vintage charm and modern entertainment. For those staying in our Kissimmee accommodations, this iconic attraction is incredibly accessible. Our townhomes at Regal Oaks and Lucaya Village are just a walk away. Or from our villas at Windward Cay, Hamiltons Reserve, and Bella Vida a simple 10-15 minute drive will transport you to this nostalgic haven. Even from our pool homes on the west side of Disney, such as Emerald Island, Windsor Hills, and Formosa Gardens, a mere 15-20 minute journey is all it takes to step back in time.

Old Town Kissimmee is a vibrant tapestry of experiences. Dining here is a treat for the senses. At places like A&W All American Food, you can relish classic American fare in a setting that evokes memories of yesteryears. Flippers Pizzeria is a must visit for pizza fanatics. While Sun on the Beach promises a lively atmosphere with its lively atmosphere and delicious menu. Each restaurant in Old Town offers not just food, but an ambiance steeped in history and charm.

But it’s not just about dining. Old Town boasts a plethora of attractions that promise fun for all ages. From the adrenaline-pumping Mortem Manor Haunted Attraction to the delightful Great Magic Hall, there’s something for everyone. Kids and adults alike will revel in the fun at Happy Days Family Fun Center. While the Old Town Arcade offers games that span generations.

Yet, perhaps what Old Town Kissimmee is most renowned for is its vintage car show. Every week, the streets come alive with the roar of engines and the gleam of polished chrome. Classic cars, hot rods, and antiques parade down the brick-paved streets, offering spectators a journey through automotive history.

Sunset Walk: Kissimmee’s Premier Dining & Entertainment Hub

2 miles west of Walt Disney World, just off the bustling US192 in Kissimmee, is Sunset Walk. A vibrant hub of dining, entertainment, and sheer enjoyment. For those staying in our Kissimmee accommodations, this lively district is incredibly accessible. If you’re residing in our Margaritaville Resort Cottages, a leisurely stroll is all it takes to immerse yourself in the buzz of Sunset Walk. For guests at Formosa Gardens, Windsor Palms Resort, Windsor Hills Resort, Emerald Island Resort, Indian Creek, Acadia Estates, and Rolling Hills, a swift 5-minute drive transports you to this epicentre of fun and flavour.

Dining at Sunset Walk is an experience in itself, with a plethora of restaurants catering to diverse palates. At The Wharf, you can indulge in fresh seafood in a setting reminiscent of a coastal retreat. For those with a penchant for smoky flavours, Lizzie’s Memphis-Style BBQ offers succulent meats that melt in your mouth. Estefan Kitchen Orlando brings a touch of Cuban flair to the district, serving up authentic dishes in a vibrant atmosphere. Car enthusiasts will love Ford’s Garage, where gourmet burgers are served in a setting celebrating the legacy of the Model T. And for those with a sweet tooth, Cold Stone Creamery promises a delectable array of ice creams and desserts.

Sunset Walk is also an entertainment haven. GameTime offers a mix of arcade games, ensuring hours of fun for both kids and adults. For music lovers, Yeoman’s provides a backdrop of live music to complement its British-inspired menu. And for those looking to catch the latest blockbuster, Studio Movie Grill is a state-of-the-art cinema where you can enjoy films with gourmet food and drinks delivered right to your seat.

Kissimmee’s Culinary Scene: Diverse Dining Options Near Our Villas

Food enthusiasts will be delighted by Kissimmee’s diverse culinary scene. The area offers a delightful mosaic of flavours and dining experiences. Venture out to new and exciting eateries or find comfort in the familiar big chain names cherished during previous visits to the USA. Whether it’s the thrill of discovering a hidden gem or the nostalgia of a well-loved diner. Kissimmee ensures every dining experience is memorable.

From the rustic charm of Big John’s Rockin’ BBQ by the lake, where smoked meats dance with signature sauces. To the vibrant spirit of Matador Tacos and Tapas, which brings a slice of Spain with its array of authentic tacos and tapas. The choices are vast and varied. Manny’s Chophouse stands as a testament to classic steakhouse elegance, serving premium cuts in an upscale yet welcoming ambiance. Meanwhile, 3 Sisters Speakeasy weaves a tale of history and modernity, set in a Prohibition-era inspired setting with a diverse menu that caters to all. For those with a penchant for Italian, The Italian Joint offers a cozy nook where pizzas and pastas reign supreme, reminiscent of a quaint Italian village. And for a touch of homely comfort, Woodsby’s Cafe serves dishes that warm the heart and soul.

But the culinary journey doesn’t end there. The iconic US192 strip that runs through Kissimmee is a gastronomic highway, dotted with familiar big-name chain restaurants. The tropical allure of Bahama Breeze, the robust flavours of Outback Steakhouse, the comforting Italian dishes of Olive Garden, the sizzling delights of Kobe Japanese Steakhouse, and the gourmet offerings of BurgerFi are just a few of the many dining landmarks. And for those on the go, fast food favourites like McDonald’s, Taco Bell, Chick-fil-A, Pizza Hut, and KFC ensure a quick and delicious bite.

Shop in Kissimmee: Malls, Boutiques & Unique Finds Near Our Properties

Looking for some retail therapy? Kissimmee offers a variety of shopping destinations, from bustling malls to quaint boutiques. Find unique souvenirs, fashionable clothing and locally crafted items to take home as cherished mementos of your trip.

At The Loop, shoppers are treated to a contemporary shopping experience, with popular brands like Kohl’s and Ross Dress for Less. Once you’ve snagged your bargains and gifts, the aroma from eateries such as Abuelo’s Mexican Restaurant might tempt you to take a flavourful pause.

Sunset Walk presents an upscale shopping ambiance, boasting a curated selection of boutiques that promise unique finds. While Plaza Del Sol offers a diverse range of shops and services, making every visit a new adventure.

For those with a penchant for the past, Lanier’s Historic Downtown Marketplace is a treasure trove, brimming with antiques, collectibles, and stories of yesteryears. If bargains are what you seek, the Celebration Factory Outlet is your haven, offering quality items at irresistible prices.

Meanwhile, Old Town Kissimmee seamlessly merges shopping with entertainment. Stores like Black Market Minerals and Happy Days Family Fun beckon with unique offerings, while a plethora of eateries ensure your shopping spree is complemented with culinary delights.

Secure Your Dream Kissimmee Villa: Book with WeKnowFlorida Today

With hundreds of curated villas, townhomes, and condos at your fingertips, your dream Florida getaway is just a click away. We invite you to explore our vast collection right here on the WeKnowFlorida.com website, each property echoing the promise of an unforgettable stay.

If you have questions or need guidance in selecting the perfect accommodation, don’t hesitate to make an online enquiry. Alternatively, our expert advisors are just a phone call away, eager to assist and ensure your Kissimmee experience is as magical as the destination itself. Your dream holiday home awaits; let us help you find it.

It’s time to pack your bags, grab your sunscreen, and get ready to dive headfirst into the vacation of your dreams! Book your trip to Kissimmee now and let the good times roll with WeKnowFlorida.com. Your epic adventure awaits!

Destinations in Kissimmee Villa Holidays

Bella Vida Resort Kissimmee

Bella Vida Resort

Discover the enchanting escape that is Bella Vida Resort. Immerse yourself in the magic of Kissimmee, Florida, as you indulge in modern townhomes and spacious villas, each with its own private pool. Explore onsite amenities, from a community swimming pool to sports courts, promising endless enjoyment. With its prime location near world-renowned theme parks like Walt Disney World and Universal Orlando, and convenient access to popular shopping destinations like Walmart, Aldi, and Publix, Bella Vida Resort offers the perfect blend of convenience and adventure for an unforgettable vacation. Book now with WeKnowFlorida and embrace the magic of Bella Vida Resort.
Family arriving at Emerald Island Resort in Kissimmee.

Emerald Island Resort

Emerald Island Resort in Kissimmee, Orlando - your gateway to a dream holida in sunny Florida! Choose from a wide selection of accommodations, from 3 and 4 Bedroom townhomes to luxurious 4 to 7 Bedroom detached villas with own swimming pool. The incredible location makes Emerald Island one of our most popular villa resorts with Walt Disney World, Universal Orlando, and SeaWorld just moments away. With convenient access to popular local restaurants and the Sunset Walk shopping plaza, your Florida holiday will be brimming with delightful experiences. Book your stay now at Emerald Island Resort and let the enchantment begin!"
Encantada Resort in Kissimmee, Florida

Encantada Resort

Discover a captivating oasis at Encantada Resort, nestled at the heart of Kissimmee, Florida. Unveil the magic of Orlando with ease, as our resort stands as your ideal base to explore the enchantment of Walt Disney World and Universal Orlando. With its prime location just moments away from these iconic theme parks, Encantada Resort offers a range of 2, 3, and 4-bedroom townhomes, providing spacious comfort for couples, families, and larger groups. Delight in fully-equipped kitchens, private patios with soothing hot tubs or refreshing swimming pools, and a range of amenities including a fitness center, serene walking trails, and even a games room. Embrace the perfect blend of convenience, luxury, and entertainment, making Encantada Resort the ultimate choice for unforgettable Orlando holidays.
Formosa Gardens villas with own pool in Kissimmee, Orlando.

Formosa Gardens

Discover the luxury of Formosa Gardens, a prestigious gated community in Kissimmee, Florida. Just a stone's throw away from Walt Disney World and Universal Orlando, Formosa Gardens offers spacious villas amidst lush landscapes, providing the perfect blend of relaxation and adventure. With convenient access to local shops, restaurants, and entertainment, it's the ideal base for your unforgettable Florida holiday
Indian Creek villa community in Kissimmee, Florida.

Indian Creek

Discover the allure of Indian Creek, a premier holiday destination nestled in Kissimmee, Florida. Perfectly positioned for both golf enthusiasts and theme park adventurers, this luxurious villa community offers proximity to world-renowned golf courses and iconic attractions like Walt Disney World. Experience the blend of serene golfing landscapes and thrilling theme park escapades, all while indulging in the comfort of spacious villas with private pools. Whether it's a family vacation or a dedicated golfing retreat, Indian Creek promises an unforgettable Floridian experience. Dive into a realm where magic meets the fairway, only at Indian Creek.
Lake Berkley villa resort in Kissimmee, Orlando

Lake Berkley Resort

Located in the vibrant heart of Kissimmee, the villas at Lake Berkley Resort stand as a haven for those desiring a harmonious blend of adventure and tranquility. These premium accommodations, a stone's throw from the iconic Walt Disney World and Universal Orlando, offer guests unparalleled luxury and convenience. With their proximity to a plethora of dining, shopping, and entertainment options in Kissimmee, these villas are the epitome of Florida vacationing. Whether you're seeking the thrill of theme parks or the calm of lakeside views, Lake Berkley Resort villas are your perfect Orlando getaway.
Lucaya Village townhomes in Kissimmee, Florida

Lucaya Village Resort

Nestled in the heart of Kissimmee, Lucaya Village Resort offers guests a luxurious gateway to Florida's top attractions. Just minutes from Walt Disney World and Universal Orlando, this prime location ensures unforgettable adventures at your doorstep. With modern two-story townhomes, state-of-the-art amenities, and proximity to a plethora of dining and shopping venues, Lucaya Village stands as a premier choice for travelers seeking the perfect blend of comfort and convenience in the Sunshine State. Experience the magic of Florida with a stay at Lucaya Village, where every moment becomes a cherished memory.
Paradise Palms Resort in Kissimmee, Florida.

Paradise Palms Resort

Discover the epitome of luxury at our Paradise Palms villas in Kissimmee, Florida. Nestled just moments away from Walt Disney World and Universal Orlando, these lavish accommodations offer a blend of convenience and opulence. From private pools and Jacuzzis to state-of-the-art game rooms, our villas are the perfect haven for holidaymakers seeking an unforgettable Orlando experience. Surrounded by world-class golf courses, delectable dining options, and a plethora of entertainment venues, Paradise Palms promises a holiday that's second to none.
Regal Oaks in Kissimmee, Florida

Regal Oaks

Nestled amidst the vibrant heart of Orlando, Regal Oaks Resort stands as a beacon of luxury and comfort for discerning travellers. This haven, a stone's throw from iconic attractions, offers sumptuous townhomes, state-of-the-art amenities, and an ambiance that whispers relaxation. Whether you're seeking a family retreat or a romantic getaway, Regal Oaks crafts a Floridian experience that's both enchanting and unforgettable. Dive into the essence of Orlando's magic, and let Regal Oaks be your premier choice for an unparalleled Sunshine State sojourn. Secure your spot in this paradise and let the Orlando adventures unfold.
Reunion Resort in Orlando, Florida

Reunion Resort

Experience the pinnacle of 5-Star Orlando holidays at Reunion Resort, the premier destination for those seeking an unforgettable Florida holiday. Nestled in the heart of the Sunshine State, our resort is a stone's throw from the magic of Walt Disney World, making it an ideal choice for a dreamy Disney holiday. With world-class amenities, luxurious accommodations, and unparalleled service, Reunion Resort is the epitome of excellence, setting the gold standard for vacations in Orlando.

Rolling Hills

Discover the magic of Orlando with a stay at Rolling Hills in Kissimmee. Perfectly positioned for UK travellers seeking the ultimate Walt Disney World adventure, this luxurious villa community offers proximity to Orlando's top attractions. Within a short drive, you'll find the enchanting realms of Disney, the cinematic wonders of Universal, and a host of dining and entertainment venues. Each spacious villa, ranging from 4 to 6 bedrooms, boasts its own private pool, ensuring a blend of comfort and convenience for your Florida getaway. Dive into the heart of Orlando's excitement and retreat to the tranquillity of Rolling Hills.
Solara Resort Grand Clubhouse entrance

Solara Resort

Solara Resort provides an enchanting vacation destination in Kissimmee, Florida. This gated resort offers a variety of accommodation types, including luxurious detached villas with private swimming pools and modern townhomes featuring private terraces with splash-pools. Choose from 4 to 9-bedroom homes to accommodate families of all sizes. With easy access to Walt Disney World, Universal Orlando, SeaWorld, and the vibrant International Drive area, Solara Resort is the perfect gateway to Orlando's magical attractions. Enjoy a plethora of onsite amenities, including a heated Grand Pool, FlowRider® Surf Simulator, fitness center, and much more. Explore nearby shopping at Walmart Supercenter and Publix Super Market, or indulge in delightful dining experiences at Lazy Dog Restaurant & Bar, The Wharf at Sunset Walk, and Maple Street Biscuit Company. Make unforgettable memories at Solara Resort – your ultimate holiday haven in Orlando.
Storey Lake Resort in Kissimmee, Florida

Storey Lake Resort

In the vibrant heart of Kissimmee lies Storey Lake Resort, the ultimate destination for an unforgettable Orlando holiday. Beyond its prime location near the magic of Disney and the thrilling adventures of Universal theme parks, Storey Lake boasts a diverse range of accommodations. Guests can choose from elegant condos featuring scenic balconies, townhomes complete with fun splash-pools, or luxurious detached villas, each boasting its own private swimming pool. With such lavish options and unparalleled amenities, Storey Lake stands as a top choice for those eager to dive into the enchanting world of Orlando's premier attractions, all while enjoying the comforts of a home away from home.
Terra Verde Resort in Kissimmee, Orlando

Terra Verde Resort

Discover the allure of Terra Verde Resort, nestled in the vibrant heart of Kissimmee. A stone's throw from iconic attractions like Walt Disney World and Universal Orlando, this gated haven offers a blend of luxury and convenience that's hard to match. Dive into our range of upscale townhomes and villas, each designed with modern aesthetics and Floridian flair. Whether you're lounging by our zero-entry pool, indulging in a game night in our entertainment-packed villas, or simply soaking in the Sunshine State's ambiance, Terra Verde promises an unparalleled experience. Book your next Orlando escape with us and immerse yourself in a world where contemporary comforts meet timeless charm.
Pool and spa at holiday villa on The Seasons in Orlando.

The Seasons

The Seasons Villas in Kissimmee stand as a premier destination, blending luxury with tranquility in a prime location. Each villa showcases meticulous craftsmanship, ensuring guests experience top-tier comfort amidst the vibrant attractions of the area. With its serene ambiance, proximity to iconic entertainment hubs, and high-quality accommodations, The Seasons offers an unparalleled Florida getaway. Dive into this oasis of calm and luxury, making every moment of your vacation memorable.

Veranda Palms

The stunning, individually designed homes and gorgeous resort pool area at the gated resort of Veranda Palms are a testament to luxury living in Kissimmee. Strategically located near top attractions, these 4 to 8-bedroom vacation homes offer private pools, modern amenities, and unparalleled comfort. With proximity to Shingle Creek's outdoor adventures and Orlando's world-famous theme parks, Veranda Palms stands as a premier choice for holidaymakers. Experience the blend of Florida's natural beauty and upscale resort living, all while optimizing your vacation experience in this sought-after destination.
Windsor at Westside resort pool and clubhouse

Windsor at Westside

Windsor at Westside stands as a pinnacle of luxury in Florida's vibrant landscape, offering guests a blend of meticulously designed high-end accommodation and a plethora of world-class onsite amenities. From expansive villas to modern townhomes, each property radiates opulence, ensuring a stay marked by comfort and elegance. With features like a state-of-the-art clubhouse, tropical-themed pools, and gourmet dining options, this resort is a testament to upscale living and leisure. Dive into this lavish experience and discover why Windsor at Westside remains a top choice for discerning travelers seeking the best of Florida.
Windsor Hills Resort Kissimmee, water slides and zero entry pool

Windsor Hills Resort

Situated moments away from Walt Disney World, Universal Orlando, and SeaWorld, Windsor Hills Resort in Kissimmee represents the zenith of Orlando holiday destinations. Beyond its unbeatable location, the resort offers a high-quality range of condos, townhomes, and detached villas, each boasting their own pool, ensuring guests experience unparalleled comfort and luxury. Whether you're diving into thrilling theme park adventures or seeking a serene Kissimmee escape, Windsor Hills provides an unforgettable backdrop for your Orlando holiday journey.
Windsor Palms Resort in Kissiimmee, very close to Disney.

Windsor Palms Resort

Experience the magic of Orlando at Windsor Palms Resort, a premier destination in Kissimmee that's perfectly positioned near iconic attractions like Walt Disney World and Universal Orlando. Dive into luxury accommodations, from modern condos to opulent villas, and indulge in unmatched amenities. As you plan your Orlando holiday, let Windsor Palms be your sanctuary, offering a blend of relaxation and proximity to the city's vibrant scene. From the thrills of theme parks to the local flavors and shopping adventures, every moment at Windsor Palms promises a blend of excitement and tranquility in the heart of Florida's entertainment capital.

Top properties in Kissimmee Villa Holidays