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
-
New
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
- 4
- 3
from
$114/night -
New
Arcade Loft, Themed Rooms, Poolside! Near Disney World!
Orlando
Escape to the brand-new Windsor Cay Resort and experience a one-of-a-kind Orlando vacation in this stylish and family-friendly 5-bedroom townhome. Perfectly located just minutes from Disney World, shopping outlets, and top-rated dining, this home places you close to all the action while offering a peaceful and luxurious retreat. ***Please note that Windsor Cay Resort is a newly constructed resort, and there might still be ongoing construction in the vicinity of your home.*** As you step inside, you're welcomed by a grand entrance that opens up into a bright and modern living space, beautifully designed for comfort and connection. The spacious seating area centers around a huge smart TV—perfect for cozy movie nights or game-day gatherings. The open dining area features a sleek, modern table where everyone can gather for meals, while the fully equipped kitchen is a chef’s dream with high-end appliances, beautiful finishes, and everything you need to cook and entertain with ease. Bedroom 1 is thoughtfully decorated with an enchanting Beauty and the Beast theme. Magical touches create a fairytale-like atmosphere. This room features a comfortable queen-size bed, a smart TV. Bedroom 2 bursts with fun and color, styled with a bold Mario Bros theme that kids will absolutely love. It’s furnished with a custom bunk bed—double on the bottom and single on top—offering flexibility for siblings or cousins to share a room. Bedroom 3 offers a joyful Toy Story adventure with themed décor and bright accents that celebrate beloved characters. This room has two single beds, perfect for kids or young guests, and includes a smart TV. Bedroom 4 is an ensuite filled with cheerful Mickey and Minnie Mouse decor, giving a true Disney vibe while still feeling stylish and serene. This room features a queen-size bed, smart TV, and a private bathroom with a sleek walk-in shower. Bedroom 5 is the ultimate private retreat. This spacious ensuite features a luxurious king-size bed, elegant and modern furnishings, a smart TV, and a serene ambiance. The private bathroom includes a beautifully designed walk-in shower and ample space to unpack and unwind. It’s a perfect sanctuary for those seeking comfort and quiet after a full day of adventure Upstairs, a cozy loft area offers a second lounge space with a large smart TV, comfy seating, an arcade game, and an Xbox console—ideal for gaming, relaxing, or enjoying downtime with family and friends. Step outside to your private screened-in pool with sun loungers for soaking up the Florida sunshine, a BBQ grill for cookouts, and an outdoor dining area perfect for poolside meals and evening chats. ***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.*** Enjoy all the conveniences of home, including free high-speed Wi-Fi, a washer and dryer, and smart TVs throughout the home. Whether you're planning long days at the theme parks or quiet days relaxing by the pool, this Windsor Cay townhome has everything you need to feel at home while on vacation.- 11
- 5
- 4.5
from
$178/night -
Spacious 6BD Home ! Near Disney! Private Pool and Spa!
Orlando
Nestled in the heart of Kissimmee, Florida, this stunning vacation home offers everything you need for an unforgettable stay. Located within the sought-after Storey Lake Resort, you’ll be just minutes away from Orlando’s top attractions, including Disney World, Universal Studios, and SeaWorld. With world-class amenities and luxurious accommodations, your perfect getaway starts here. As you step through the front door, you’re greeted by a beautiful entrance hallway that leads to an open-concept living area. This spacious room is designed for relaxation, featuring a large seating area perfect for gathering with family and friends. The adjacent dining area is both elegant and inviting, and the fully equipped kitchen boasts modern appliances, making it easy to whip up delicious meals. The first bedroom is a peaceful retreat with a plush king-size bed, soft, neutral tones, and a smart TV for your entertainment. This room offers a serene ambiance, perfect for unwinding after a day of adventure. The second bedroom is a luxurious ensuite featuring a king-size bed with high-quality linens and chic, modern decor. The private bathroom includes a sleek walk-in shower, adding a touch of spa-like luxury. A smart TV completes this sophisticated space. The third bedroom is a delightful Mickey Mouse-themed room with a queen-size bed and playful decor that brings the magic of Disney right to your door. The room also features a smart TV, making it a favorite among Disney fans. The fourth bedroom is perfect for kids, with two single beds and fun Minions-themed decor. Bright colors and a smart TV make this a lively and entertaining space for younger guests. The fifth bedroom invites you into the world of Harry Potter with its richly detailed decor and two double beds. The magical atmosphere is enhanced by a smart TV, creating an immersive experience for fans of the wizarding world. The sixth bedroom is another spacious and serene ensuite with a king-size bed and elegant decor. This room is bathed in natural light and offers a private bathroom with both a bathtub and a shower. A smart TV ensures you can relax in style. The home also features a loft area that enhances your entertainment options. With a huge TV and a setup that gives you the feel of a private cinema theater, it’s the perfect spot for movie nights or watching your favorite shows in a theater-like atmosphere. Step outside to your private oasis, where you’ll find a sparkling pool and spa, perfect for cooling off or soaking up the Florida sun. The outdoor area is designed for relaxation and entertainment, featuring comfortable sun lounges for basking in the sunshine. An outdoor sink makes it easy to prepare snacks and drinks while enjoying the fresh air. The seating area is ideal for alfresco dining, and the BBQ grill invites you to savor meals under the stars. **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.** Storey Lake Resort is a vacation paradise, featuring two clubhouses equipped with lazy rivers, fitness centers, and tiki bars that serve delicious food and drinks. The resort also offers waterslides, a splash pad, mini-golf, playgrounds, and resort-style pools. A free golf cart shuttle service is available to transport you to and from the various amenities and your vacation rental, ensuring a stress-free stay. Kissimmee is one of Florida’s most desirable vacation destinations, known for its sunny skies, warm weather, and close proximity to Orlando’s world-famous attractions. Whether you’re here to visit theme parks, enjoy outdoor activities, or simply relax, this vacation home at Storey Lake Resort is the perfect base for your adventures. Book your stay today and create memories that will last a lifetime at Storey Lake Resort!- 14
- 6
- 5
from
$161/night -
Sprawling and spacious this 9BD/7BA has room for the whole family!
Orlando
The Solterra community has its own great amenities and it’s close to Orlando theme parks, restaurants and shopping. Floor-to-ceiling sliding glass doors connect the living room to the outdoor patio and lanai, where you’ll want to spend all your time soaking up the Florida sun. Take your meals outside to the patio table, where you can dine al fresco overlooking the green backyard. Pull up one of the loungers and watch the kids play in the large pool. Take a walk on the wild side in the main living room, offering three couches and tasteful animal prints and decor. Made for movie nights, the secondary living room comes with a sectional couch, projection screen and wet bar complete with wine fridge. Pulled from the pages of a design magazine, the stunning kitchen boasts solid surface counters, stainless appliances (including two refrigerators and two dishwashers!) and massive center island that seats four. Family dinners take on a whole new meaning around the huge 16-person dining table just off the kitchen. The glamorous first bedroom comes with a posh king bed and sleek black furniture. The en-suite bathroom has a tub/shower combination and convenient door out to the pool and patio. Also located on the first floor, the second bedroom has a queen bed and a Jack'n Jill shared bathroom with the 3rd bedroom featuring a queen size bed. Upstairs, the fourthy bedroom acts as another master suite with a king bed and en-suite bathroom with double sinks and walk-in shower. Bedroom #5 has a king bed and soothing green color scheme, while bedrooms #6 and #7 each has a set of full-over-full bunk beds. The home’s tasteful and laid-back style flows into the last two bedrooms, each with a king bed and an en-suite bathroom. As a guest of Solterra Resort, you have access to a resort-caliber pool plus an amenities center. The home has easy access to Interstate 4, so you can be at Walt Disney World in less than 20 minutes and Universal Studios and SeaWorld in 30 minutes. Plus, there are tons of dining options, retail stores and two grocery stores just five minutes away. 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.- 22
- 9
- 7
from
$232/night -
Close to Universal, Disney, I-Drive and OCCC!
Orlando
Conveniently located just 10 minutes from Universal Studios, this spacious townhouse boasts three elegant bedrooms, each featuring its own private bathroom. Set in Vista Cay, a beautiful gated lakefront community, this home offers an array of resort-style amenities, including a heated pool, hot tub, game room, gym, basketball and tennis courts, and a playground. With a contemporary design and a modern atmosphere, this is the ultimate Orlando destination. Inside, you'll find brand new flooring throughout (no carpets) and amazing memory foam mattresses for a restful night's sleep. The living room is equipped with a generous 75-inch smart TV, and each bedroom is furnished with its own Roku TV. The suite configurations include a king bed in Bedroom 1 (ground floor) with a private bathroom, Bedroom 2 with two full size beds and a private bathroom, and Bedroom 3 with two queen size beds and a private bathroom. The living room also offers a queen sofa bed for additional guests. Stay connected with free high-speed internet, and take advantage of complimentary parking and access to resort amenities. The kitchen is fully equipped for your culinary needs, and a washer and dryer are available for your convenience. This luxury 3-story townhouse ensures that each bedroom is a suite with its own private bathroom, providing ample space for all guests. The second floor hosts the living room, dining area, and a modern kitchen, while the first floor features the main entrance and a king suite with a private bathroom. You'll have a private driveway and access to a large parking lot for additional vehicles. Enjoy a stress-free stay in the heart of Orlando, just minutes from Universal Studios.- 10
- 3
- 3.5
from
$135/night -
Stunning ChampionsGate Home! *Private Pool/Spa + Game Room*
Orlando
Spacious, well appointed living areas and at-home amenities such as flat-screen TV's in each bedroom, a laundry room with washer and dryer, and complimentary Wi-Fi are just a few reasons why this ChampionsGate home is the perfect spot for your next Orlando trip. Plus, this vacation home is located just a few minutes from Disney World, Universal Studios, restaurants and shopping options! 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: Blue skies and lush green landscapes stretch beyond the backyard lanai. While the kids swim in the sparkling pool you can lounge on the pool deck with a good book and cold cocktail. After the kiddos go to bed, sink into the warm waters of the hot tub. You can also dine al fresco at the patio table and cook out on the gas grill. The screened lanai even has a safety fence around the pool to keep the littlest guests safe. **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.** Pulled from the pages of a design magazine, the open family room boasts a large sectional couch and flat-screen TV. The garage-turned-game room is the place to be for fun with a pool table, foosball table and gaming center. Upstairs in the loft area, it’s a movie-lovers dream with another flat-screen TV and several movie theater chairs. White cabinets contrast nicely with black subway tile in the gourmet kitchen. Cook up a storm with stainless matte appliances and tons of prep space on the solid surface counters. Choose to dine at the formal eight-person dining table or have a more casual meal at the seven-person table just off the kitchen. Need even more room? The kitchen bar seats four more. Warm wood accents and neutral color scheme give the main-lever first bedroom an inviting vibe. Guests will enjoy a queen bed and en-suite bathroom with double sinks and walk-in shower. Sleep like a baby in the second bedroom’s platform king bed and pamper yourself in the luxurious en-suite bathroom with double sinks, separate shower and soaking tub. Spend the night with Mickey in the third bedroom with two twin beds and en-suite bathroom. The fourth bedroom is clean and crisp with posh white bedding and furniture, including full bed. May the Force be with you in the fifth bedroom with full bed, which is connected to the sixth bedroom by a jack-and-jill bathroom. The sixth bedroom also has a full bed. 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
- 6
- 6
from
$171/night -
Large 4 BR top floor condo, close to attractions!
Orlando
Nestled in the heart of the vibrant Orlando, Florida, the luxury vacation home condo at Vista Cay Resort is a haven of comfort and extravagance. With its strategic location near the bustling I-Drive, Disney World, SeaWorld, Universal Studios, and the enchanting Premium Outlets, this vacation home is a gateway to an unforgettable vacation experience. The moment you step into the condo, the expansive living room with 65" smart TV, electric fireplace and dining area welcome you with a sense of luxury and warmth. The tasteful furnishings and thoughtful layout create an inviting atmosphere, perfect for relaxation and quality time with loved ones. The fully equipped kitchen, adorned with modern appliances and ample counter space, caters to the needs of culinary enthusiasts, offering a seamless cooking experience. Whether it's a quick snack or a gourmet feast, this kitchen is designed to meet your every culinary need. Additionally, the inclusion of a well-appointed laundry room adds a touch of convenience, allowing guests to make the most of their stay without the worry of laundry chores. The four bedrooms within the condo provide serene retreats after a day of exploration. The first room, featuring a luxurious king-size bed, is accompanied by a private and spacious bathroom complete with a refreshing shower, a relaxing bathtub, and a convenient sofa bed, providing a peaceful sanctuary for relaxation and rejuvenation. The second bedroom offers a comfortable queen bed, while the third bedroom features another queen bed, providing comfortable sleeping arrangements for guests. The fourth bedroom boasts two queen beds, ensuring ample space for larger groups or families. Additionally, the condo is equipped with two full bathrooms, ensuring that every guest's needs are met with convenience and comfort. Vista Cay Resort itself is a testament to the highest standards of hospitality, offering a host of amenities that cater to every whim. Whether you choose to unwind by the pool, pamper yourself at the spa, or indulge in the delectable offerings at the on-site dining venues, the resort ensures that every moment of your stay is filled with comfort and luxury. Vista Cay Resort is not just a place to stay; it's an immersive experience that combines elegance, comfort, and convenience. Whether you're seeking adventure at the nearby attractions or simply looking to create cherished memories with your loved ones, this condo promises an unforgettable vacation experience that will stay with you for years to come.- 10
- 4
- 2
from
$165/night -
Tropical Condo W/Balcony Near I-Drive, Universal, Heated Pool, BBQ
Orlando
Step into classic Florida with this spaciously elegant 3-bed, 2-bath condo in gorgeous upscale Vista Cay, only minutes away from the heart of Orlando’s entertainment! The common room features an extra-large sectional with a built-in chaise lounge, addition visitor seating, glass coffee table, wall-mounted flat-screen, and a deluxe window that allows for the Florida sunshine to make a special guest appearance. The dining area showcases elegant white chandelier and a voluminous banqueting table prepared for a party of six. Whether you’re entertaining or simply looking to prepare a special meal for the family, you won’t be able to get enough of this kitchen, highlighting granite countertops, stainless steel appliances, luminous pendant lighting, and endless storage within an array of cabinets. In the sitting room you will find tasteful island-inspired artwork and a cozy sofa beautifully framed by two matching end tables with ornate lamps atop. Bedroom 1 features 2 full size beds with tufted headboards and plenty of room to unpack and make yourself at home. Bedroom 2 showcases a king size bed, two matching modern nightstands, and calming color palate to put you in a state of ultimate tranquility, Bedroom 3 proudly boasts a king size bed with an elegant headboard, a stylish ottoman, quintessential paddle fan, and its very own private en suite with a commodious double vanity, and shower with separate tub. Your vacation should be easy and carefree, that is why in addition to your living quarters, you will find a washer and dryer stored in the laundry room for your ultimate convenience. Vista Cay Resort offers a 2.5 mile walking trail around Lake Cay which is located directly behind this unit offering easy access for your early morning jog and a relaxing walk at sunset! Vista Cay Resort is right next door to the Orange County Convention Center, and less than 15 minutes away from all major theme parks, including SeaWorld, Universal Studios and Walt Disney World. If you want to experience a Florida in a whole new way, welcome yourself into Vista Cay!- 10
- 3
- 2
from
$135/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.
