Although we range from 49 to 61, our 1st mini vacation together was a tremendous success partly due on behalf of our accommodations. This condo is the perfect spot providing 3 nice size bedrooms and private baths for each of us and our spouse. Home was clean and welcoming providing that comfortable feel unlike a typical hotel room. Price point was affordable. Property management company staff were readily accessible and professional. Will definitely refer this spot to friends and family and even another Sister Trip !
Welcome to Kissimmee, FL
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Discover all our amazing Casiola vacation rentals in the area
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Luxury Home! *Pool/Spa *Game Room *Movie Theater
Kissimmee, FL
Live it up in the lap of luxury, as the heart of Downtown Orlando comes alive right outside your window. 6 Bedrooms, 5 Bathrooms, a Game Room, Movie Theater, and Resort-Style Pool with a built-in Spa make this one-of-a-kind getaway the vacation home of your dreams! As a guest of ChampionsGate Resort, you will have free, unlimited access to all resort amenities, including: -25,000-square-foot "Oasis Clubhouse" -Zero-entry Family Pool and Whirlpool -Kids Pool and Splash Pad -3 Waterslides -Lazy River -Adults-only Pool -Tiki Bar -Spa -Full-service Restaurant and Bar -Fitness Center and Aerobics Room -Game/Arcade Room -Movie Theater -Volleyball and Tennis Courts -And more! THE SPACE: While an endless array of dining options lie at your fingertips, nothing can compare to a home cooked meal. Gather around your immaculate kitchen, complete with pristine white cabinetry, gorgeous countertops, stainless-steel appliances, and a breathtaking black backsplash. Meanwhile, four streamlined bar stools line the massive kitchen island, making meal prep an absolute breeze! Throw on some music and whip up a fresh batch of margaritas – it’s time to get cooking! Located just a few feet away is a built-in secretary desk, ideal for catching up on correspondence or checking email before a busy day of fun-filled adventures. The banquet area is staged beautifully with a large supper table set for a lively party of eight. Strung high above is a stunning modern chandelier that turns your dining space into a 5-star restaurant with just the click of a button. Whether you’re planning the throw a big family reunion or just a romantic meal for two - this room is ready to deliver. Looking for the perfect way to bring the entire family together? Get cozy in your ultra-chic family room. Don’t let the high-fashion fool you, this room is as inviting as it is stylish. Here, you’ll find two sleek couches, comfy guest chairs, a double-wide entertainment center, and an on-trend area rug. Meanwhile, a pair of knock-out sconces frame the wall-mounted flat-screen perfectly, transforming this space into a cinematic showplace. Your little witches and wizards will go crazy for the Harry Potter Game Room, stocked with an air hockey table, foosball table, a flat-screen television, and more! Just be sure to pack your competitive side… a magic wand. Gather the troops for a movie night in your very own theater! That’s right, this home comes equipped with a big screen, state-of-the-art projector, and several movie-style recliners. So, pop the popcorn, dim the lights, sit back, relax, and enjoy! The home contains 6 Bedrooms, each with their own unique charm, style, night tables, dressers, and flat-screen televisions. Conveniently located on the 1st floor is Bedroom #1, showcasing a King size bed with a cushioned headboard set upon a moonlight blue accent wall with matching curtains and recessed lighting. On the 2nd floor you will find Bedroom #2, a massive master suite. This space includes a private en-suite featuring gold accent pieces, fine fixtures, and fresh furnishings as well a double vanity and combination shower-tub. Bedroom #3 is strikingly vibrant, highlighting a suite with a King size bed, pushpin headboard, matching night tables, a contemporary dresser, and pops of color throughout. Made for the superhero in your family, Bedroom #4 presents a Queen size bed with an action-packed Avengers display hanging proudly above the bed. Beware of Bedroom #5… it’s a real jungle in there! Featuring 2 twin beds, a handy dresser, and a massive Madagascar mural framed with LED lighting, this dorm is perfect for littles of all ages. Bedroom #6 invites your kiddos to explore the big blue world and beyond, showcasing 2 twin beds, a two-toned dresser, and a Finding Nemo picture framed with LED lighting. Finally, step outside onto your very own private screened-in lanai. Here, you will uncover everything you need for a tropical vacation! You’ll have it made in the shade as you fire up the grill and dine alfresco with the fam at your outdoor cookout. When you’re ready to cool down, take a midday dip in your resort-style pool, equipped with a built-in spa. Consider adding an optional pool and spa heat package for only $35/day + tax. **We recommend adding this option to your reservation between the months of November and April.** Time to dream big… and vacation even bigger! Grab your piece of paradise today! Whether it’s the location, the amenities, or the style – you can’t go wrong with stay at Champions Gate Resort! You will be staying less than 20 minutes from Universal Studios, Disney World and other Orlando theme parks. As part of the ChampionsGate community, numerous restaurants, grocery store, drug stores, and other retailers are close by and easily accessible.- 12
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$177/night -
Near Disney! FREE water park! BBQ Grill!
Kissimmee, FL
Escape to the extraordinary with a stay at our 5-bedroom townhome nestled within the enchanting Windsor at Westside resort. Immerse yourself in a world of luxury and leisure, surrounded by a plethora of resort amenities that promise an unforgettable vacation experience. As you step into this stunning townhome, you'll be greeted by a beautiful living area that sets the tone for relaxation and comfort. The adjacent dining area offers a perfect space for shared meals, and the fully equipped kitchen is a chef's delight, providing everything you need for culinary adventures. The sleeping arrangements are equally impressive. The first bedroom boasts a queen-size bed and a smart TV, creating a serene retreat for a peaceful night's sleep. Bedroom 2 is a haven for superhero enthusiasts, featuring a double bed and a single bunk bed adorned with delightful superhero details. Bedroom 3 showcases a playful Minions decor and offers both a double and a single bed for flexibility and comfort. Bedroom 4 is a true sanctuary, complete with a king-size bed, smart TV, and a private bathroom featuring a walk-in shower. The attention to detail in this space creates an inviting and visually appealing atmosphere. Meanwhile, Bedroom 5 provides a king-size bed, ceiling fan, smart TV, and a spacious private bathroom with a walk-in shower, ensuring a luxurious and comfortable stay. Step outside to discover your own private oasis. The townhome features a private pool, ideal for refreshing dips under the sun. The BBQ grill and outdoor dining area beckon for al fresco meals, while the pool lounges offer a perfect spot for basking in the warmth of the Florida sun. Additionally, a free washer and dryer are provided for your convenience, ensuring a stress-free and enjoyable stay. **Optional pool and spa heat is available for $35/day + tax. - We recommend adding this option to your reservation between the months of November and April.** Stay connected with complimentary Wi-Fi throughout the townhome and retreat to the loft on the second floor for entertainment. The big-screen TV in the loft provides a cozy space for movie nights or catching up on your favorite shows. Indulge in the resort's array of amenities, from the lazy river and basketball court to the volleyball court and the unique build-your-bear store. The convenience store ensures you have easy access to essentials, while the pool and water kids park guarantee fun for the entire family. In summary, our 5-bedroom townhome not only offers a luxurious retreat within the Windsor at Westside resort but also provides convenient access to Disney World, a diverse selection of restaurants, and enticing shopping areas. Your dream vacation awaits at this extraordinary home, where magic, culinary delights, and retail therapy are all within reach.- 14
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$146/night -
Beautiful Townhome w/Splash Pool! *great location across from clubhouse*
Kissimmee, FL
With 5 Bedrooms and 4.5 Bathrooms, this brand new and beautifully decorated townhome in Solara Resort offers everything you need for a comfortable, luxurious vacation that you'll never forget! Solara Resort is a new gated resort community at the center of all of Orlando’s exciting attractions. Located just a short 10 min drive from Walt Disney World, this stunning resort offers everything from a luxury clubhouse to expansive the clubhouse feature not only an expansive water complex. As a guest of Solara Resort, you can enjoy free, unlimited access to all resort amenities, including: -Heated Grand Pool -FlowRider Wave/Surf Simulator (*Fee Required*) -Poolside Cabanas -Pool Bar -Fitness Center -Outdoor Fitness Lawn -Sand Volleyball Court -Soccer Field -Full-sized Basketball Court -Indoor and Outdoor Lounges -Workstations -Tween/teen Hangout Center -Children’s Playground -Ice Cream Parlor -Bar and Grill -And more! THE SPACE: Spacious living room with a large fully equipped kitchen offers an engaging spot to gather for family dinners and includes updated appliances and granite counter tops. On the ground floor you will also find a master bedroom with a king size bed. The upstairs loft includes a large flat screen TV and Wii console for the whole family. Featuring two master suites with queen size beds and spacious bathrooms. A Mickey and Minnie themed room for the kids includes two twin size beds while another room features a Harry Potter themed décor with two twin beds, both children bedrooms have a shared bathroom. This home features a private splash pool with outdoor patio seating and sun lounger chairs. **Optional pool heat is available for $35/day + tax. - We recommend adding this option to your reservation between the months of November and April.** For your convenience, complimentary Wi-Fi is provided as well as an in-unit washer and dryer. Don't delay! Reserve your stay today!- 10
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$135/night -
Private Movie Theater! Game Room! Pool/SPA! Near Disney!
Kissimmee, FL
Indulge in luxury at this exceptional vacation home nestled within the esteemed Champions Gate Resort, mere minutes from the enchantment of Disney World. With an array of unparalleled amenities, this retreat promises a blend of relaxation and entertainment like no other. Step into a haven of comfort and style, where every detail has been meticulously curated to ensure an unforgettable stay. The spacious living area beckons with plush seating and a smart TV, while the fully equipped kitchen invites culinary adventures with modern appliances and generous space for cooking and dining. Adjacent, the dining area sets the stage for memorable meals shared with loved ones. Entertainment knows no bounds in this home, with a private movie theater offering the perfect venue for cinematic experiences. For friendly competition, head to the game area featuring a shuffleboard table, foosball table, air hockey table, and a Compact Roll and Score Arcade Game, ensuring endless fun for guests of all ages. Retreat to the lavish bedrooms, each uniquely appointed for a touch of whimsy and comfort. Bedroom 1, adorned with delightful Mickey Mouse decor, offers a king-size bed and a smart TV, while Bedroom 2 boasts an ensuite bathroom with a king-size bed, smart TV, and beautifully appointed space, complete with a walk-in shower. Bedroom 3 features a king-size bed, smart TV, and elegant decor, while Bedroom 4 themed with beloved Avengers characters, featuring two double beds and a smart TV, perfect for young heroes in training. The adventure continues in Bedroom 5, delights with a Disney Frozen theme, offering two single beds, a slide, and a soft ball play area, ensuring endless hours of imaginative play. Outside, the private pool and spa await, surrounded by a spacious outdoor dining area, pool lounges, and a BBQ grill, promising endless relaxation and enjoyment under the Florida sun. **Optional pool and spa heat is available for $35/day + tax. We recommend adding this option to your reservation between the months of November and April.** Beyond the confines of the home, Champions Gate Resort offers an array of amenities to enhance your stay. Float lazily down the lazy river, indulge in delectable dining at the resort restaurant, or sip tropical cocktails at the tiki bar. Let the little ones splash and play in the kids' water park, or enjoy a thrilling day at the resort's expansive water park. Stay active with a workout at the gym, challenge friends to arcade games, or engage in a friendly game of beach volleyball. With so much to offer both within its grounds and in its proximity to Disney World, Champions Gate Resort ensures memories to last a lifetime at this spectacular vacation home.- 12
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$243/night -
FREE Waterpark, Private Splash Pool! *Just 6 miles to Disney*
Kissimmee, FL
The comfortable home has a laid-back style and tons of great amenities, including complimentary Wi-Fi, flat-screen TVs in each bedroom and washer and dryer. The home is part of the sought-after Storey Lake community, boasting its own great list of amenities. Cool off in the afternoons, splashing in the backyard pool under the protection of the screened lanai. The pool deck has two loungers for quiet siestas and a patio table that makes dining al fresco easy. **Optional pool heat is available for $35/day + tax. - We recommend adding this option to your reservation between the months of November and April.** When it’s time to come in, the modern living room has plenty of spots for everyone to hang out, as well as a flat-screen TV and pool table. The sleek kitchen has everything needed for meal prep—stainless appliances, plenty of prep space on the granite counters and a panty. Seat four at the kitchen island and six around the formal dining table. Let the gorgeous décor and comfy king bed lull you into a good night’s sleep in the first bedroom. The second bedroom offers a king bed and chic touches. Bedrooms #3 and #4 are fit for the younger crowd with a set of twin-over-twin bunk beds and a full bed. Leave the sleeping bags at home—there’s room for everyone! You’ll get a cool contemporary vibe in the fifth bedroom, outfitted with a queen bed. Storey Lake is just minutes from Disney World, Universal Studios, SeaWorld and all the best sites in Orlando. You don't have to leave the resort though to find plenty to do - Storey Lake offers a swimming pool with lazy river, two water slides, splash pad, beach area, fishing, kayaking, canoeing and other outdoor sports. Guests also have access to the poolside café, clubhouse, fitness facility and business center.- 14
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$162/night -
Private Pool! Minutes from Disney World! Near Restaurants!
Kissimmee, FL
Located in the spectacular Solara Resort, just minutes away from the enchanting Disney World and an array of restaurants, this vacation home promises an unforgettable stay immersed in luxury and entertainment. The resort itself is a paradise for both relaxation and excitement. With a spacious and inviting big pool, a lively tiki bar, and a delectable restaurant on-site, you're never far from indulgence. Families will delight in the kids' water park, ensuring endless fun under the sun, while the fully equipped gym caters to fitness enthusiasts seeking a complete workout experience. For the young ones, there's a dedicated kids and teens playroom, ensuring everyone has their share of entertainment. Adventure seekers can test their skills on the exhilarating FlowRiders, while outdoor enthusiasts can enjoy the playground, basketball, tennis, and volleyball courts. As you step into this charming townhome, you're greeted by a beautifully designed living area adorned with a smart TV, perfect for cozy movie nights or catching up on your favorite shows. The spacious dining area offers ample seating for family meals or gatherings, and the fully equipped kitchen allows you to whip up delicious meals with ease. The highlight of this vacation home is undoubtedly the private pool, complete with outdoor seating and a BBQ grill, making it ideal for leisurely afternoons or evening cookouts. The bedrooms are designed for ultimate comfort and style. Bedroom 1 boasts a spacious king-size bed, a smart TV, and a private bathroom with a walk-in shower, ensuring a restful retreat. Bedroom 2 continues the theme of luxury with another king-size bed, smart TV, and a private bathroom. Bedroom 3 is a whimsically decorated haven for the young ones, featuring a bunk bed with two singles and a double, adorned with Mickey Mouse and other Disney characters. Bedroom 4 offers two double beds, a smart TV, and a private bathroom, providing comfort and convenience. For superhero enthusiasts, Bedroom 5 is a treat, featuring a bunk bed with two singles and one double, decorated with the Avengers team theme, along with a smart TV for entertainment. The convenience of a free washer and dryer adds to the comfort of your stay, while the loft area with a large TV and sofa provides additional space for relaxation or entertainment. With its prime location near Disney World, a plethora of resort amenities, and a beautifully appointed interior, this vacation home at Solara Resort promises an unparalleled experience for families and groups seeking a magical and memorable getaway.- 16
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$125/night -
Beautiful, professionally decorated townhome w/ private pool + game room!
Kissimmee, FL
With 5 bedrooms accommodating up to 10 guests, 4.5 bathrooms adding an extra level of privacy, and plenty of amazing amenities provided, this luxury townhome is the best spot for your Florida vacation! The living areas feature large flat screen TVs with Blu-Ray and the kitchen has been updated with granite countertops and stainless steel appliances. This charming vacation home features modern vinyl flooring in the bedrooms and upstairs common area. This home boasts a spacious layout with bright, open living areas, perfect for both relaxing and entertaining. The amenities don’t stop there: a private splash pool allows everyone to stay cool, and the lanai features a grill for outdoor entertaining. A washer and dryer and free Wi-Fi are also included. Bedroom 1 is a cozy retreat with a plush king-size bed, a smart TV for entertainment, and tasteful decor to create a restful ambiance. Bedroom 2 is a luxurious suite with a spacious layout, a comfortable king-size bed, a smart TV, and a private en-suite bathroom featuring a modern walk-in shower for ultimate convenience. Bedroom 3 is beautifully decorated, offering a queen-size bed, a smart TV, and a private bathroom with a bathtub and shower combination, blending style and comfort seamlessly. Bedroom 4 is a playful space designed for Star Wars enthusiasts, featuring two twin beds, a smart TV, and themed decor that brings the galaxy to life. Bedroom 5 is a fun and imaginative room with two twin beds, a smart TV, and vibrant Minecraft-themed decor, perfect for kids or gaming fans. You’ll enjoy this luxury townhome in the beautiful Windsor at Westside, just 10 minutes from Walt Disney World. As our guest, you’ll have unlimited access to a 10,000 square foot clubhouse with a tiki bar, fitness center, sundry shop and video arcade. The sparkling resort-style pool also features a waterslide and a lazy river! **For your private splash pool, optional pool heat is available for $35/day + tax. - We recommend adding this option to your reservation between the months of November and April.**- 10
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$130/night -
Private Pool Villa, FREE Water Park, Near Disney!
Kissimmee, FL
Welcome to your dream getaway at Windsor at Westside Resort—an exceptional 5-bedroom vacation pool home located just minutes from the magic of Disney World®! This resort is one of the most impressive in the Orlando area, featuring a spectacular 10,000 sq.ft. clubhouse with a beautiful lake and pier, a zero-entry resort-style pool complete with a thrilling waterslide, relaxing lazy river, and an interactive kids’ water playground. Enjoy delicious bites and refreshing drinks at the Tu Casa Tiki Bar, or unwind in the cozy fireplace lounge. Stay active in the state-of-the-art fitness center, play volleyball with friends and family, or enjoy the arcade and sundry shop—all just steps from your door. Plus, this ideal location offers quick and easy access to Disney via toll road 429 and is close to plenty of dining and shopping hotspots. Step inside this awesome home and be welcomed by an open and airy entrance that flows seamlessly into the spacious living area, which bursts with Disney magic thanks to fun Mickey and Minnie Mouse-themed decor. Whether you're lounging on the comfy sectional or gathering around the large smart TV, there's plenty of space for everyone to relax. The fully equipped kitchen is a chef’s dream, complete with modern appliances, ample counter space, and everything you need to prepare meals for the whole family. You'll also love the specialty Asian cookware provided, including a BBQ griddle, mortar & pestle, sticky rice steamer and rice baskets, rice cooker, pho pot, toddler’s suction plates and utensils, and a silver wine/soda cooler ice holder. The adjacent dining area is both stylish and spacious, ideal for shared meals and celebrations. Bedroom 1 offers a cozy queen-size bed, a ceiling fan, and a smart TV, all highlighted by a stunning glow of blue accent lighting. It also includes a private bathroom with a walk-in shower for a comfortable and private retreat. Bedroom 2 is another beautiful ensuite featuring a king-size bed, ceiling fan, and serene dark blue tones. The private bathroom includes a modern walk-in shower, creating a peaceful space to unwind after a fun-filled day. Bedroom 3 is extra spacious with a king-size bed, smart TV, and ceiling fan. The private bathroom features a walk-in shower and double sink, providing a luxurious and relaxing experience. Bedroom 4 is perfect for Star Wars fans with themed decor and a fun atmosphere. It includes a double bed and a single bed, a smart TV, and a ceiling fan—ideal for both kids and teens. Bedroom 5 is a royal dream for our little princesses, decorated with beautiful Disney Princess accents. It includes two single beds, a ceiling fan, and a smart TV for bedtime entertainment. Step outside and enjoy your very own private pool and spa, surrounded by sun loungers perfect for soaking up the Florida sun. Optional pool heat is available for $35/day + tax. We would recommend adding pool heat to your reservation between the months of November and April. The outdoor dining area and BBQ grill make it easy to enjoy meals al fresco, whether it's a casual lunch or a magical dinner under the stars. For indoor fun, the home features an incredible game room that everyone will love. Enjoy a 20,000-games console paired with cool gaming chairs, test your skills on the pool table or the poker table, shoot hoops with the basketball game and scoreboard, or gather around the domino table for a relaxing game night. To make your stay even more convenient, this home includes free Wi-Fi and a full-size washer and dryer. Whether you're here for the theme parks, the sunshine, or simply some quality family time, this Windsor at Westside retreat has everything you need for an unforgettable vacation.- 11
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$150/night
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Staying in a vacation home in Kissimmee, FL
Kissed by sunshine and surrounded by Central Florida’s best attractions, Kissimmee, Florida is the ideal destination for travelers seeking excitement, relaxation, and endless adventure. Just minutes away from Orlando’s iconic theme parks, Kissimmee offers a perfect blend of thrilling attractions and laid-back experiences. Families can enjoy unforgettable visits to Walt Disney World, Universal Studios, and SeaWorld, all just a short drive from town. For a taste of local adventure, explore the beautiful Lake Tohopekaliga, where you can go boating, fishing, or wildlife-spotting along tranquil waters filled with Florida’s famous wildlife. Don’t miss Old Town Kissimmee, an entertainment hub featuring unique shopping, dining, and amusement rides, or take an exciting airboat tour through the Florida Everglades, spotting alligators and wildlife along the way.
When it comes to accommodations, nothing beats staying in a Casiola vacation home during your Kissimmee vacation. Forget cramped hotel rooms—Casiola offers luxurious, spacious homes equipped with private pools, fully stocked kitchens, and stylish, comfortable interiors. Ideal for families, couples, and groups of friends, Casiola homes are conveniently located near all of Kissimmee’s top attractions, allowing you to enjoy easy access to theme parks and local adventures while relaxing in privacy and comfort. After a thrilling day exploring the area, you’ll love returning to your private retreat to relax, recharge, and create unforgettable memories. With Casiola, your Kissimmee getaway will be extraordinary.
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