Travel is an incredible chance to experience new and inspiring places alongside those you love most. While a long-term stay somewhere sunny and exciting is always a treat, when you pick the right vacation destination, even a short getaway can work wonders for your perspective on just about everything in life. That’s where planning a weekend trip to Orlando, Florida comes in. Travelers who are looking for a place where they can embrace their interests of all types, relax and unwind at their own pace, and infuse magical moments into their stay will find everything they’re looking for and more here. When you only have a weekend to spare in the name of getaway fun, the vacation rental you book makes all the difference.
Orlando Weekend Rentals
Book Orlando Weekend Rentals Below
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Amazing views of Universal fireworks and sunset!
Orlando
Welcome to your dream vacation home, just 1.2 miles from Universal Studios! Prepare to be captivated by the mesmerizing sights of Volcano Bay, visible right from your bedrooms, living room, and expansive balcony. Located on the 8th floor, this newly remodeled suite offers unparalleled views overlooking International Drive, ensuring you witness spectacular Florida sunsets and Universal Fireworks every evening. The highlight of this suite is undoubtedly its oversized balcony – the perfect spot to unwind, sunbathe, and relish the breathtaking panoramas. Whether you're enjoying a morning coffee or watching the night sky light up with fireworks, the balcony will become your favorite place to be. You can even see the enchanting Volcano Bay from here! Take a dip in the heated or unheated pool, relax in the indoor pool, or stay active in the gym – the choice is yours! Inside, the suite features two pristine bedrooms, each boasting its own private bathroom for ultimate privacy. Bedroom 1 offers a luxurious king bed and a TV, while Bedroom 2 includes a queen bed with a twin bed above (with a weight limit of 150lbs) and a TV. Enjoy the convenience of FREE parking, cable TV, and internet – no hidden fees or resort charges here! The resort amenities, including two outdoor pools and a well-equipped gym, provide additional entertainment options. Plus, being steps away from the vibrant International Drive means you have endless dining, shopping, and nightlife choices right at your doorstep. When it comes to vacationing, location is key, and this condo offers unparalleled access to the best of Orlando. Save time and money by staying within walking distance of nightly activities and a plethora of restaurants on International Drive. Convenience and luxury await you in this meticulously maintained condo – your perfect home away from home in Orlando! Book now and experience the ultimate Orlando getaway without compromising on comfort, views, or location!- 5
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$127/night -
Stylish Condo w/Balcony, 5mi to Disney, Free Water Park Access On-Site
Orlando
Say hello to the vacation home of your dreams! This stylish home offers amenities such as WiFi, a spacious kitchen, and a laundry room. Only minutes away from Orlando’s fantastic attractions, this apartment puts you right in the middle of all the fun. This 2 bedroom/2 bathroom apartment is perfect for a single-family looking to experience what Florida has to offer. Enjoy a pool with an epic water slide, a spacious kitchen, flat-screen TVs in both rooms, a balcony and a laundry room. It is conveniently located 10 minutes away from Disney World, and 30 minutes from other popular attractions. Wake up to the sweet smell of coffee and pancakes coming from the kitchen (if you're lucky). As you wander out in your Mickey pj’s your family will be awaiting you. The white granite countertops, large pantries, and stainless steel appliances will welcome you into the spacious kitchen. Choose to enjoy your breakfast on the island inclusive with two seats. If take out is more your style- no judgment here! You will have plenty of room to spread your french fries or taco bell sauces about on the dining room table able to seat six. Visit the lavish living room which is completed with a flat-screen tv and plenty of seating for the whole family. Refrain from sitting too long because you may never get up, (Kidding!). If you're in the competitive mood, challenge a friend or family member to a game of foosball! This room has all the perfect little touches! Wander out the sliding glass door where a spectacular view of Florida will welcome you with open arms. Completed with a patio table and chairs, your balcony will offer you a great place to kick your feet up and relax. Next, enter the stylish master suite complete with a king-size bed, storage dresser, flat-screen tv, and an en-suite luxury bathroom. Enjoy your crisp sheets and fluffy pillows ensuring you get a good night's rest. With a walk-in shower, this room feels more like a spa than a master suite! Down the hall, is the guest room! This room is equipped with a full and a twin sized bed, a flat sceen TV and a dresser for storage. In the living area, that beautiful plush couch gets even better- it is a sleeper sofa so even more of your party can tag along in this vacation of a lifetime! This home is located in the stunning Storey Lake Resort. You will find you don't have to go very far to find paradise. Storey Lake offers a swimming pool with a lazy river, amazing water slides, a splash pad, beach area, fishing, canoeing and plenty of other outdoor sports. Guests also have access to the poolside cafe, clubhouse, fitness facility, and business center.- 7
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$112/night -
New
Cinema Room • Game Room • Private Pool • Minutes from Disney! Modern*Luxury Retreat
Orlando
BellaVida Resort offers the perfect setting for an unforgettable vacation, located just minutes from Walt Disney World and surrounded by all the excitement Orlando has to offer. This stunning 6-bedroom pool home is a dream retreat, designed with modern elegance and stylish décor. Step into a bright and spacious open living area, featuring a large smart TV, decorative lighting, and comfortable seating. The dining area is sleek and modern, seamlessly connected to the fully equipped kitchen, where high-end appliances and ample counter space make every meal a pleasure. Free Wi-Fi and a washer and dryer are included for your convenience. Bedroom 1 is a beautifully designed queen bedroom with stylish décor and a smart TV. Bedroom 2 is a luxurious ensuite featuring a king-size bed, a private bathroom with a walk-in shower, and a smart TV. Bedroom 3 is a Harry Potter-themed room, perfect for fans of the wizarding world, featuring a bunk bed with a double and single bed, a private bathroom with a bathtub and shower combination, and a smart TV. Bedroom 4 is a Mickey Mouse and friends-themed room, bringing the magic of Disney to life with a bunk bed, a private bathroom with a bathtub and shower combination, and a smart TV. Bedroom 5 is a princess-inspired room with enchanting décor, featuring two single beds styled like Cinderella’s carriage and a smart TV. Bedroom 6 is a sophisticated king bedroom with modern and elegant décor in shades of gold and light brown, creating a stylish and relaxing retreat. Entertainment is endless with a dedicated cinema room, complete with a popcorn machine, surround sound, and plush seating for an authentic movie experience. A game room provides hours of fun, featuring a roll and score game, pool table, foosball table, and two smart TVs. Step outside to a breathtaking pool deck with stunning lake views. Enjoy outdoor dining with a BBQ grill, comfortable seating, and lounge chairs for soaking up the Florida sunshine. A charming swing and an outdoor TV create the perfect setting for relaxation. **We recommend adding this option to your reservation between the months of November and April.** Located within the beautiful BellaVida Resort, this home provides access to two community pools, over 15 acres of scenic lakes, a cyber café, game room, sports courts, walking trails, a playground, bocce ball, and picturesque Italian gardens. This is the perfect place to experience the magic of Orlando while enjoying the comforts of a luxurious home.- 14
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$195/night -
Renovated Vista Cay condo * Next to the Clubhouse!
Orlando
Discover the epitome of luxury and convenience in this exquisite 3-bedroom vacation home condo located at the prestigious Vista Cay Resort in Orlando, Florida. Nestled in the heart of Orlando's entertainment district, this property offers an unparalleled blend of sophistication, comfort, and accessibility. Resort and Location: Vista Cay Resort is renowned for its upscale amenities and prime location. Situated just minutes away from the famous International Drive (I-Drive), this condo provides easy access to Orlando's major attractions, including Walt Disney World, SeaWorld, Universal Studios, the Orange County Convention Center (OCCC), and premium outlets. Whether you're a family looking for adventure or a professional attending a conference, this resort's central location ensures you're never far from the action. Step inside this vacation home to discover a world of elegance and comfort. The spacious living room seamlessly blends into a stylish dining area, offering a perfect setting for social gatherings and relaxation. The fully equipped open kitchen is a chef's dream, featuring modern appliances and ample counter space for preparing delicious meals. This condo boasts three beautifully appointed bedrooms designed to cater to different needs. The first room indulges guests with a sumptuous king-size bed and a private, spacious bathroom featuring a luxurious walk-in shower. The second bedroom is a haven of comfort with two queen beds and its own TV, providing a cozy retreat after a day of adventures. The third bedroom features two single-size beds and a smart TV, making it an ideal space for children or guests seeking entertainment. The second bathroom, complete with a tub/shower combination, ensures convenience for all guests. Additionally, a sleeper sofa in the living room offers extra sleeping space, making this condo perfect for families or larger groups. One of the highlights of this property is its prime location within the resort. Situated in the building next to the Vista Cay Resort Clubhouse and main pool, this condo offers immediate access to the resort's recreational facilities. Enjoy leisurely moments on the private balcony, overlooking the resort's grand entrance and fountain. It's a picturesque spot to unwind and soak in the atmosphere. In summary, this luxury 3-bedroom vacation home condo at Vista Cay Resort offers an unparalleled Orlando experience. Whether you're savoring the chic interior, exploring the resort's amenities, or venturing out to nearby attractions, this property provides the perfect base for an unforgettable vacation. Book your stay now and immerse yourself in the ultimate blend of luxury, convenience, and style.- 10
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$134/night -
New
Sleeps 24! Game Room! Near Disney World! Private Pool!
Orlando
Welcome to your dream getaway at Windsor at Westside Resort—where luxury, comfort, and fun come together for the ultimate Orlando vacation. This 7-bedroom pool home is a slice of paradise for families and friends looking to make unforgettable memories near the magic of Disney World®. Nestled in one of Central Florida’s most sought-after resorts, this home enjoys access to world-class amenities. The resort’s gorgeous lake and scenic pier offer a peaceful retreat, while the zero-entry resort-style pool invites you to unwind in style. The thrilling waterslide, winding lazy river, and kids' water playground provide endless entertainment for all ages. Just steps away, the Tu Casa Tiki Bar serves delicious bites and refreshing drinks, perfect for poolside dining. As the sun sets, cozy up at the fireplace lounge and soak in the warm ambiance. Stay active with a visit to the fitness center or a friendly game of volleyball, and enjoy the convenience of a sundry shop and video arcade right on-site. This home is ideally located with easy access to the Disney World® theme parks via toll road 429 and just minutes from premier shopping and dining options. Inside, the home welcomes you with a bright and open layout that includes a spacious living area with a huge smart TV—perfect for movie nights or relaxing after a day of adventure. The dining area is beautifully set up for meals together, and the fully equipped kitchen has everything you need to whip up a quick breakfast or a gourmet dinner. Bedroom 1 features a luxurious king-size bed, a private bathroom with a walk-in shower and a bathtub, a smart TV, and a ceiling fan. The room is elegantly decorated and perfect for relaxing after a day at the parks. Bedroom 2 offers another king-size bed with its own private bathroom and walk-in shower. A smart TV and ceiling fan add to the comfort, creating a serene and stylish retreat. Bedroom 3 includes a comfortable queen-size bed, a private bathroom with a walk-in shower, a smart TV, and a ceiling fan. It’s a cozy and quiet space designed for restful nights. Bedroom 4 also features a queen-size bed, soft bedding, a smart TV, and a ceiling fan. This room is welcoming and perfect for guests looking for peace and privacy. Bedroom 5 is full of playful charm with Mickey and Minnie Mouse decor. It has two single beds, a smart TV, and a ceiling fan—great for little ones or Disney fans of all ages. Bedroom 6 is a Star Wars-themed adventure space with two single beds, a smart TV, and a ceiling fan. A fun and comfortable setting for young travelers or fans of the galaxy far, far away. Bedroom 7 brings the magic of Disney’s Frozen to life. Decorated in cool colors and whimsical touches, it includes two single beds, a smart TV, and a ceiling fan for extra comfort. The upstairs loft offers an additional spot to kick back, with a large sectional sofa, a huge smart TV, and a ceiling fan—perfect for group movie nights or relaxing with a good book. Downstairs, the game room will be a favorite hangout, featuring arcade games, a pool table, air hockey, and a basketball arcade game. Out back, the private pool and spa are your personal oasis. The outdoor area also includes lounge chairs, a dining table, and a BBQ grill—ideal for sunny afternoons and evening cookouts. This Windsor at Westside vacation home is everything you could want in a getaway: spacious, stylish, and packed with fun—just minutes from Orlando’s top attractions.- 14
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$200/night -
Luxurious 4-Bedroom Vista Cay Condo!
Orlando
Welcome to our exquisite 4-bedroom luxury condo in the heart of Orlando, located within the prestigious Vista Cay resort. This elegant retreat offers a perfect blend of style, comfort, and convenience, ensuring an unforgettable stay for you and your guests. The heart of our condo is the large living room, where you can unwind and socialize. The adjoining dining area offers a perfect setting for family meals and gatherings. Our fully equipped kitchen, complete with a convenient breakfast bar, allows you to prepare delicious meals with ease. A dedicated laundry room with a washer and dryer adds to the convenience of your stay. Each of our four bedrooms is meticulously designed to provide a restful sanctuary. The master bedroom features a king-sized bed, offering luxurious space for relaxation. The second bedroom boasts a queen-sized bed, while the third bedroom includes two comfortable queen beds and an attached bathroom with a tub, walk-in shower, double vanity, and toilet. The fourth bedroom offers two cozy double-sized beds, perfect for a good night's sleep. As our guest, you'll have access to Vista Cay Resort's world-class amenities, including a pristine pool, fitness center, and more. Located near major attractions like Disney, Universal, and SeaWorld, and within walking distance of International Drive and the Orange County Convention Center (OCCC), you're at the center of Orlando's excitement. Book your stay in our luxury Vista Cay condo and experience the epitome of Orlando living. Enjoy unparalleled comfort, exceptional amenities, and a prime location for a truly unforgettable vacation. Your oasis in Orlando awaits!- 12
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$191/night -
Pool and lake view! Near Universal and I-Drive!
Orlando
Welcome to The Enclave, where modern comfort and American charm converge to offer an unforgettable Orlando experience. This 2-bedroom, 2-bathroom condo boasts a breathtaking lake and pool view, creating a serene backdrop for your stay in the heart of the city. With a stylish Americana-inspired decor featuring the stars and stripes and a stunning view reminiscent of New York, this property provides an immersive and unique atmosphere. The condo accommodates up to 6 people, with 2 bedrooms each with queen-sized beds and attached bathroom with walk-in shower and a convenient sleeper sofa in the living room for additional guests. Step inside and be captivated by the modern theme, complemented by the nostalgic charm of Americana-inspired decor. The kitchen provides the ideal space to create culinary delights, equipped with top-of-the-line appliances and ample room for meal preparations. The living area is designed for relaxation and socializing, offering a comfortable setting for unwinding after a day of exploration. Enjoy the inspiring view of the lake, reminiscent of the urban landscape of New York, creating a truly immersive and captivating ambiance. The Enclave's prime location ensures easy access to Orlando's most sought-after attractions and activities, including: Walt Disney World Resort: Immerse yourself in the magic of Disney's enchanting world, located just a short distance away. Enjoy exhilarating rides, enchanting shows, and unforgettable memories for the whole family. Universal Orlando Resort: Dive into the world of Harry Potter and experience the excitement of Universal Studios and Islands of Adventure, offering an array of thrilling rides and entertainment for visitors of all ages. SeaWorld Orlando: Discover the wonders of marine life and witness captivating shows featuring dolphins, killer whales, and other fascinating sea creatures. Discovery Cove: Create lifelong memories swimming with dolphins and snorkeling among exotic fish, providing a unique and immersive experience for visitors of all ages. The Orlando Eye: Take in breathtaking panoramic views of the city from the iconic Orlando Eye, situated within close proximity to The Enclave. Shopping and Dining: Indulge in a delightful shopping spree or savor delectable cuisines at nearby malls and renowned restaurants, allowing you to immerse yourself in the vibrant local culture and flavors of Orlando. The Enclave provides an ideal blend of comfort, style, and accessibility, ensuring an unparalleled Orlando experience for families and groups. Whether you're seeking a family vacation or a getaway with friends, this 2-bedroom, 2-bathroom condo with a picturesque lake view and Americana-inspired decor offers the perfect retreat for an unforgettable stay in the enchanting city of Orlando.- 6
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$98/night -
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Enchanting Townhome Near Disney World! Private Pool! BBQ Grill!
Orlando
Welcome to your dream vacation home at Paradise Palms Resort—where comfort, convenience, and fun come together for an unforgettable getaway! Located in one of the most sought-after resorts in the Orlando area, this beautiful townhome is just minutes from the magic of Walt Disney World and only 17 miles from Universal Orlando. Surrounded by a variety of restaurants, shopping centers, and entertainment options, you’ll have everything you need right at your fingertips. Paradise Palms Resort offers an impressive array of amenities that the whole family will love. Take a refreshing dip in the large resort-style community pool or relax in one of the two hot tubs. Sip your favorite cocktail and enjoy a bite to eat poolside while soaking up the Florida sunshine. For indoor fun, enjoy the free movie theater, arcade, and fully equipped gym. Sports lovers will appreciate the basketball and tennis courts available right on-site. Step inside this stylish townhome and discover a welcoming open-concept living space designed for relaxation and togetherness. The spacious living area features elegant décor and comfortable seating, perfect for lounging after a day of adventure. The dining area provides a cozy setting for meals, while the fully equipped kitchen includes everything you need to cook up your favorites—from quick breakfasts to family dinners. The first bedroom offers a plush king-size bed and a smart TV for late-night movies or morning cartoons. The second bedroom also features a king-size bed and smart TV, plus the added luxury of a private en-suite bathroom with a bathtub and shower combination. The third bedroom is a cheerful retreat with two double beds and charming Minnie and Mickey Mouse décor, making it a favorite among younger guests. The fourth bedroom brings movie magic to life with a fun cinema theme, complete with a double bed and a single bed—perfect for sleepovers and bedtime stories. Outdoors, enjoy your own private pool—a tranquil spot to unwind or splash around with the family. Fire up the BBQ grill and dine al fresco in your outdoor space, creating delicious vacation memories right at home. Alternatively, you can turn up the temperature by adding our optional pool/spa heat package for only $35/day + tax. **We recommend adding this option to your reservation between the months of November and April.** Additional comforts include free Wi-Fi, a washer and dryer, and all the essentials to make your stay effortless. Whether you’re visiting for the theme parks, sunshine, or simply to relax, this Paradise Palms townhome offers everything you need for the perfect vacation.- 11
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$125/night
At Casiola Orlando, we know that every traveler heading this way arrives with a unique vision of what would make an exceptional stay. To that end, our collection of Orlando weekend rentals is designed to inspire travelers with preferences of all kinds. Whether you’re looking to enjoy a weekend away in a resort-style stay with space for the entire family, or you’re happy to settle into a cozy abode fit for one or two, we’re here to make sure you get settled into a place that makes you feel right at home upon arrival.
Savor Your Time in Style
No matter which of our Orlando weekend rentals you decide to select, you can count on our property options always being a testament to exceptional comfort, luxury, and style standards. Small and large groups of travelers alike we’ll find that a weekend away is even more convenient when they book one of our weekend rentals that showcases a spectacular open floor plan. Property options with this spacious layout in place make it simple for guests to move easily between living, dining, entertainment, lounge, and sleeping areas while they’re in town.
All of our Orlando weekend rentals also host a full collection of tasteful, stylish, and comfortable furnishings throughout. Depending on the property you select, your weekend rental could be an idyllic homage to ultra-sleek and modern style standards, or a Disney-themed paradise for you and your traveling crew to enjoy! When you know you want your weekend to be filled with fresh air, sunshine, and endless fun, be sure to book one of our Orlando weekend rentals that showcases a private patio, deck, or terrace to enjoy when you’re not out exploring.
Make Dining Options a Breeze
A weekend away in Orlando is an opportunity for travelers to make the most of the many flavorful moments ahead. This vibrant city is known and loved for its robust collection of delicious eateries both in the theme parks and across town. While many visitors find meals enjoyed at these stops the highlight of their stay, we understand that sometimes, nothing hits the spot quite like a homestyle meal. That’s why so many of our Orlando weekend rentals are properties that are designed with fully equipped kitchens in place. Guests to book a property option of this kind can pick and choose between dining in and dining out depending on convenience, and the time frame available. If you do choose to stay in and enjoy your weekend rental kitchen, you can typically count on this culinary space providing access to spacious counters, custom cabinetry stocked up with cooking and baking essentials, dishes, utensils, and high-end appliances.
Extras to Elevate the Fun
A single weekend in Orlando may not seem like a lot of time, but when you book one of our rentals with elevated standards of luxury across home features, amenities, and furnishings, you’ll be surprised how much you can fit into your getaway! Be sure to inquire about our Orlando weekend rentals that come with access to a private pool and spa on site. These are the perfect features to include in your weekend stay when you’re looking for a refreshing moment without having to travel far to find it. We also have property options available to book for a weekend that showcase in home game rooms, Disney-themed bedrooms for the kids, and access to resort amenities that can include everything from championship golf courses and water parks to clubhouses, restaurants, and mini golf.
Plan Your Florida Journey Today
Now is the very best time to begin turning your travel plans to Orlando into a reality. When you know you want your getaway to include the exceptional standards of luxury, style, and comfort you deserve, our team at Casiola Orlando is here to help. Browse our properties online today and learn more about our many exciting property options available across Orlando, including our weekend rental selections that will help you maximize the fun of your getaway from start to finish. We can’t wait to help you make more of every single moment you’re in town, and we look forward to seeing you in sunny Florida soon.
