Enjoying time off from work and life demands is something everyone needs once in a while. When you’re hoping to plan an incredible vacation during that downtime and you’re looking for a place where you can indulge interest of all types in any season of the year, an Orlando vacation rental is calling your name. This inspiring and endlessly sunny vacation destination is a Central Florida favorite with good reason. If you’re looking forward to a family-focused getaway with plenty of magical moments built in, your trip to Orlando can include quality time at places like Walt Disney World or Universal Orlando where your favorite movie and cartoon characters come to life before your eyes. For travelers who find their vacation state of mind most easily when they’re immersed in the beauty of nature, you’ll be pleasantly surprised to find that in addition to an array of gorgeous gardens and parks to explore, Orlando is also home to over 100 lakes! Thrill seekers can find their fill of fantastic rides at ICON Park while a day on International Drive makes it simple to access amazing eateries, shops, and fun museums too. From the world-class entertainment venues to the many local and luxury spas, there’s no shortage of options in Orlando when it comes to customizing your stay.
At Casiola Orlando, we believe that every trip this way should be inspiring for travelers, and for us, that begins with providing our guests with access to an incredible collection of vacation rental options that are packed with amazing amenities throughout. No matter what property option you select, how you ultimately book your stay can make a huge difference in your overall guest experience as well. With Book Direct Day 2025 coming up on February 5, we thought now was the perfect time to remind travelers of all the benefits there are to booking your accommodations directly through us the next time you’re excited to be spending a getaway in Orlando.

Don’t Limit Your Property Options but Instead, Book Direct
It’s fair to say that there are plenty of travel agencies and third-party booking sites out there for travelers to choose from. The abundance of options can make it seem on the surface like this is the most obvious and easy route to booking a fast and convenient stay in Orlando. However, many travelers might not be aware that when you make a reservation on a platform of this type, there’s a good chance you’re not enjoying visibility to all of the property options available. Sticking to third-party booking sites limits your opportunities to really find a home-away-from-home that not only meets your needs but exceeds your expectations too. When you decide to book your Orlando vacation rental direct through a property management team like Casiola Orlando, you can enjoy the peace of mind that comes from knowing every property we offer is clearly listed online! Booking direct also gives our guests access to our full team of experts who are oftentimes able to offer discounts, seasonal promotions, or specials that aren’t otherwise available anywhere else. When you want to gift yourself as many rental options as possible in Orlando, booking direct through us is always the best solution.
Make More of the Experience by Working with Local Experts
While it would be refreshing to think that every travel agency and third-party booking site has books on the ground in Orlando, it’s simply not the case. Far too often, guests who book their stay through these sites quickly find that when they go to ask questions about their rental or the area, there’s nobody to be found who has actually seen the home or knows the city intimately either. The best way to avoid this kind of disappointment and frustration in getting access to the information you deserve is to book your stay direct. At Casiola Orlando, our team is local and always readily available to answer any questions you have along the way. Booking direct through us means you can always reach out when you have inquiries about your property’s specific location, amenities, features, furnishings, and even its eco-friendly possibilities if you’re looking to travel more sustainably. Because we live where we work, we can also offer guests who book direct some unique insight into Orlando events, attractions, and activities to add to an itinerary that you might not otherwise know where possibilities. Ultimately, the combination makes it entirely possible for guests who book direct to enjoy the tailored journey they’ve been looking forward to and we wouldn’t have it any other way.
Book a Trip to Orlando You Won’t Soon Forget Through Casiola Orlando
Now is an amazing moment to consider turning those Orlando-focused travel plans into the trip you deserve to enjoy. When you do, be sure you book your accommodations in the city direct through Casiola Orlando. Take time to browse our extensive and exciting collection of options online and when you find the home-away-from-home you love, your incredible journey begins with the touch of a button. We can’t wait to see you in Florida soon!
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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 -
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 -
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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$135/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 -
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 -
New
5-Bedroom Luxury *Private Pool* *BBQ* Minutes from Disney
Davenport, FL
Welcome to your dream vacation retreat at the brand-new Azur Resort, where modern comfort meets unbeatable location. Situated just minutes from the magic of Disney World and surrounded by fantastic restaurants, shopping, and family-friendly attractions, this 5-bedroom townhome offers the perfect blend of convenience and relaxation for your Orlando getaway. Step into the open living area, beautifully designed with tasteful, contemporary décor and plenty of natural light. It’s the ideal space to unwind after a day of adventure. The fully equipped kitchen features everything you need to prepare meals and snacks for the whole family, complete with stainless steel appliances, granite countertops, and ample seating at the dining table and breakfast bar. Bedroom 1 is an elegant ensuite retreat with a luxurious king-size bed, a large smart TV, and a private bathroom featuring both a bathtub and a shower combo for ultimate comfort and convenience. Bedroom 2 is a spacious and inviting suite with another king-size bed and a smart TV, along with its own private bathroom that includes a walk-in shower. Bedroom 3 offers a cozy atmosphere with a queen-size bed and a smart TV, perfect for a restful night’s sleep. Bedroom 4 also features a queen-size bed and is thoughtfully decorated to create a warm and welcoming ambiance, complete with a smart TV. Bedroom 5 is beautifully styled with two single beds and a smart TV, making it a delightful space for kids or friends to enjoy. Step outside to your own private splash pool, perfect for cooling off under the Florida sun. Lounge in comfort on the sunbeds, or fire up the BBQ grill for a delicious outdoor meal. The home also includes a free washer and dryer, ensuring a stress-free and comfortable stay from start to finish. Make memories that will last a lifetime at this stunning townhome in the Azur Resort — your perfect home away from home near the heart of Orlando’s top attractions.- 10
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$134/night -
Free Water Park * Lazy River * Game Room
Davenport, FL
Welcome to your luxurious 6-bedroom vacation home nestled within the prestigious Solterra Resort in the heart of Orlando! Solterra Resort is an upscale oasis that seamlessly combines the tranquility of nature with the thrill of world-renowned attractions. Located just a short drive away from the enchanting world of Disney, this resort offers an exceptional array of amenities that cater to every member of your family, making it an ideal destination for magical memories. Step inside your splendid vacation haven, where every detail has been meticulously designed for your comfort and enjoyment. The cozy living area is perfect for unwinding after a day of adventures, complete with plush sofas and a large-screen TV. The separate dining area provides an elegant space for family meals, and the fully equipped kitchen offers modern appliances and ample counter space for culinary endeavors. Step outside and discover your private haven of relaxation. The inviting pool and rejuvenating spa beckon you for refreshing dips and soothing moments. Enjoy alfresco dining under the stars at the outdoor dining area, complete with a convenient BBQ grill for sizzling feasts. Lounge chairs invite you to bask in the sun's warmth, creating the ultimate retreat. The first-floor main bedroom boasts a king-size bed and an en-suite bathroom featuring a bathtub and shower combo. With private access to the pool, it offers a seamless blend of luxury and convenience. The second bedroom exudes enchantment with its Frozen-themed decor and two single beds. A private bathroom with a bathtub and shower combo completes this charming space. For fans of a galaxy far, far away, the third bedroom delights with its Star Wars-themed decor and two single beds. A private bathroom ensures comfort and privacy. Bedroom four features a king bed and a smart TV, while bedroom five offers another king-size bed and entertainment options with its smart TV. Lastly, the sixth bedroom presents a king-size bed and an en-suite bathroom with a bathtub and shower combo. Entertainment awaits in the game room, where a hockey table and foosball table promise endless fun for all ages. Experience the magic of Solterra Resort and the comfort of your vacation home, where cherished memories and moments of pure bliss await. Book now and embark on an extraordinary journey of relaxation, adventure, and joy! 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.**- 12
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$146/night -
6 Bedroom W/Private Pool! Spa! Near Disney!
Davenport, FL
Welcome to your luxurious vacation retreat at Solterra Resort! Nestled within this prestigious community, this stunning vacation pool home offers the perfect blend of comfort, convenience, and entertainment for your family getaway. Step into elegance and modernity as you enter this meticulously designed property. The formal living area sets the stage for relaxation and sophistication, while the spacious living area provides ample space for gatherings and quality time with loved ones. Enjoy culinary delights in the dining area, prepared in the fully equipped kitchen featuring top-of-the-line appliances and granite countertops. With six uniquely designed bedrooms spread across the home, there's plenty of space for everyone to unwind and rest after a day of adventures. Bedroom 1, is a haven of luxury, featuring a plush king-size bed adorned with premium linens. Unwind in front of the smart TV or bask in the gentle breeze from the ceiling fan. Bedroom , indulge in comfort in this spacious bedroom, featuring another king-size bed and a smart TV for entertainment. The ceiling fan provides a gentle breeze, while the private bathroom offers both a walk-in shower and bathtub for ultimate relaxation. Bedroom 3, retreat to tranquility in this serene bedroom, featuring a queen-size bed draped in luxurious linens. Enjoy entertainment on the smart TV or unwind under the gentle breeze of the ceiling fan. The private bathroom includes a bathtub for a soothing soak. Bedroom 4, perfect for guests or children, this cozy bedroom features two charming twin beds. The room is equipped with a smart TV for entertainment and a ceiling fan for added comfort. The private bathroom includes a bathtub for a relaxing bath. Bedroom 5, step into luxury in this spacious bedroom, featuring a queen-size bed adorned with premium linens. Relax in front of the smart TV or enjoy the gentle breeze from the ceiling fan. The private bathroom includes a bathtub for a rejuvenating soak. Bedroom 6, ideal for guests or children, this charming bedroom boasts two cozy twin beds. The room features a smart TV for entertainment and a ceiling fan for added comfort. The private bathroom includes a bathtub for a soothing bath. Entertainment abounds in this vacation home, with a private game room equipped with a pool table and foosball table for hours of fun. Step outside to your private pool and spa, where you can soak up the Florida sun or enjoy a refreshing dip. **Optional pool heat is available for $35/day + tax. - We recommend adding this option to your reservation between the months of November and April.** The outdoor dining area and BBQ grill provide the perfect setting for al fresco meals and gatherings with friends and family. Indulge in the resort's unparalleled amenities, including a spectacular pool with a lazy river and slide, perfect for endless hours of fun in the sun. Stay active at the on-site gym, unwind at the bars, or let the little ones explore the playground. Located just a short drive from the magic of Disney and a plethora of restaurants and shops, this vacation pool home at Solterra Resort offers the ultimate in convenience and luxury. And with free WiFi and a washer and dryer included, you'll have everything you need for a seamless and memorable stay. Book your getaway today and create unforgettable memories at this exquisite vacation retreat!- 12
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$161/night