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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Stunning and renovated townhome, next to the Orange County Convention Center!
Townhome - Vista Cay Resort - Orlando
This stunning and completely renovated townhome is located in a prime location, next door to the Orange County Convention Center, and less than 15 minutes away from all major theme parks (Universal Studios, Walt Disney World and SeaWorld). Decorated in a modern style, this townhome offers luxury and warmth for the perfect relaxing getaway you've been looking for! The luxurious master suite offers a king size bed and a spacious private bathroom that has his and her sinks built in. On the first floor the second large bedroom offers a queen size bed and a twin size bed, also comes equipped with its very own private bathroom. On the top floor you will find the third bedroom with two full beds and a private bathroom. All the bedrooms include TV's. In the living room there is an oversized TV, perfect for that family movie night. The kitchen comes completely equipped with all the essentials you need to create the perfect meal for your loved ones. A half bath is located on the main level for your convenience This unit is also equipped with a full size washer and dryer to offer you the ability to pack light for your trip. The property is located on the main phase of the Vista Cay Resort and includes complimentary access to the fitness facilities and resort pools.- 9
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$137/night -
Beautiful condo w/ modern furnishings and relaxing patio space!
Condo - Vista Cay Resort - Orlando
Relax in modern luxury in this 4-BDRM, 2-BATH condo! Located on the 1st floor, you will have easy access to all of the resort's amenities. Plus, you won't have to climb any stairs or wait for an elevator after a long day of Florida fun! The master suite and 2nd bedroom both include a king size bed. Bedroom 3 offers a queen size bed and bedroom 4 includes 2 double size beds. A fully-furnished gourmet kitchen, complete with modern, stainless steel appliances and all utensils, creates the perfect environment for elegant meals in the formal dining room, or a quick breakfast or casual lunch at the granite-topped breakfast bar. The living area is comfortable and features a fireplace and lush furniture for relaxing conversation. Just outside the living area is a large furnished patio, providing an inviting environment for a sunset cocktail and enjoying the lovely Florida weather. The condo is just moments away from grocery store, movie theater and more. It’s also right next door to the Orange County Convention Center, and less than 10 minutes away from all major theme parks, including SeaWorld, Universal Studios and Walt Disney World. Your Florida vacation home is waiting for you, and Dreams Come True truly is a dream come true!- 10
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$142/night -
Foosball table * Vista Cay Resort * Best Location
Condo - Vista Cay Resort - Orlando
This condo is offers spacious and comfortable accommodations for families or larger groups. The living room is both inviting and elegant, with a large 75" smart TV, foosball table, work desk and a well-appointed dining area perfect for enjoying meals together. The fully equipped kitchen is a chef's dream, complete with modern appliances and all the necessary utensils. For you convenience there is a laundry room. All bedrooms feature super comfortable memory foam mattresses and 2 beautifully remodeled bathrooms with LED lighted mirrors and faucets. The first bedroom boasts a king-size bed and an en-suite bathroom that is generously appointed with a shower and luxurious bathtub, the perfect place to relax after a long day of sightseeing. The second bedroom features another king-size bed that guarantees a restful night's sleep. The third bedroom has two queen beds. The fourth room, Harry Potter themed, has two single over double size bunk beds. The kids will never want to leave this room. The balcony offers a wonderful view, it is the perfect place to enjoy your morning coffee.- 14
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$132/night -
Beachy Margaritaville Cottage w/Bonus Room, Near Disney!
Cottage - Margaritaville Resort - Orlando
This sophisticated yet charming, single-family home located in our Margaritaville resort is the perfect place for you and your family to stay during your next trip to Orlando. Only 10 minutes from Mickey's doorstep and right next door to all the fun, this tropical paradise is just one click away. Let’s face it, you need a vacation! Fortunately, this 4 bedroom tropical getaway has everything you could possibly desire, from the island-inspired color palate outside to the beachy vibe inside! So, pour yourself a drink and get ready to sink into that sunshine state of mind! Step into your own personal paradise, where each inch is more charming than the next. You’ll just love the ultra-modern open concept kitchen, showcasing gorgeous countertops, pristine cabinetry, and a bevy of stainless-steel appliances. Right nearby, you’ll find a cozy supper table, making meal prep and entertaining a breeze! Next, take a load off by catching up on a little rest and relaxation in the family room, complete with a farmhouse coffee table, oceanic artwork, chic décor, and wall-mounted flat-screen TV! If you’re lucky enough to land the master suite, you’re in for a real treat! This rustic tropical haven features a king size bed, matching nightstands, deluxe dresser, and wall-mounted flat-screen television! Should you find yourself in the mood for a nightcap underneath the stars, this room highlights two French doors, providing instant access to your palm-laden patio. Just as the song says, “changes in latitude, changes in attitude.” So, lets pop upstairs and find out where the real party is hiding! The upper level showcases two luxurious bedrooms, both with their own version of lighthearted Parrott-head appeal. In each you will find your own designer dresser, nightstand, wall-mounted flat-screen TV, and plenty of room to unpack and unwind. However, one of them comes with its very own en-suite to help you unravel after a long day of fun in the sun! Got a last-minute stowaway? Don’t sweat it! You can make the most of your getaway by utilizing the bonus room, staged with a comfortable daybed and its very own wall-mounted flat-screen. Chances are, you’ve got a whole vacation wardrobe just begging to be seen! Can’t choose which item to pack? Bring the whole closet! Because conveniently located down the hall sits a washer and a dryer. That’s right, even packing is stress free when it comes to Margaritaville. While access to resort amenities is not included, you will have unlimited admission to your very own patio, featuring two lounge chairs and a dining table set for six. So get ready to kick back and relax with a drink in your hand! After all, it’s five o’clock somewhere! Just be sure not to forget the salt, salt, salt! If you looking to let your hair down and live the good life for a change, let Margaritaville lend a hand. All you need to do is say… YES! You'll enjoy this home in the colorful Margaritaville Resort. Newly opened, the resort is less than 5 miles from Walt Disney World and only 10 miles from Universal Studios. Walk to SunsetWalk, an entertainment destination with dining and retail options. There’s also a dine-in movie theater and a 14-acre waterpark. ***This home is located in the Margaritaville Resort, but you will NOT have access to the Margaritaville Resort swimming pools or resort amenities***- 7
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$88/night -
Deal
Beautiful, Spacious Home w/Private Pool + Free Water Park! *7mi to Disney*
House - Windsor at Westside Resort - Orlando
From the large main living space that’s made for entertaining to the spacious bedrooms, this home makes an ideal home base for your Orlando stay! You’ll also appreciate the at-home conveniences like flat-screen TVs in each bedroom, free Wi-Fi and laundry with washer and dryer. After a full day of sightseeing and theme parks, relax and unwind in the open living room with plenty of seating for everyone. It’s equipped with a leather sectional, several arm chairs and flat-screen TV. The loft area on the second floor offers a whole other hang-out space with another huge sectional couch, large flat-screen TV, foosball table and wet bar for serving up drinks. Get your daily dose of vitamin D out on the screened lanai, which houses the swimming pool and hot tub. Dine al fresco under the covered patio or take an afternoon siesta in one of the lounge chairs. **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.** No such thing as too many cooks in this sizeable kitchen – it’s fully-equipped with tons of prep space, cabinet space and stainless-steel appliances. The large center island is extra functional, offering a prep area, serving space and additional seating. If you don’t feel like cooking, have some pizzas delivered and sit down around the massive 10-person dining room table for a casual, laid-back meal. A gorgeous teal accent wall sets off the first bedroom, which offers a stately king bed and plenty of storage. The en-suite bath has tons of getting-ready space with double sinks, walk-in shower and soaking tub. It also offers an exterior door to the back patio, convenient for coming in from the pool. Neutral and soothing, the second bedroom has a queen bed and large picture window. Tasteful beachy décor and warm blues and beiges adorn the third bedroom, which comes with a king bed and en-suite bath with double sinks and walk-in shower. The fourth bedroom has more pretty blue and green décor and a king bed, as well as en-suite bath with double sinks and walk- in shower. Adorable and chic, the fifth bedroom features sweet Mickey and Minnie décor and two twin beds. It’s all about the sea in the nautical-themed sixth bedroom, offering a twin-over-full bunk bed. Muted masculine colors and a queen bed outfit the seventh bedroom, while the eighth bedroom has blue jewel tones and another queen bed. They share a jack-and-jill bathroom with tub/shower combination. Two more bathrooms – one with a walk-in shower and one with double sinks – round out the sleeping spaces. Just 10 minutes from Disney, Windsor at Westside boasts a ton of great amenities including 10,000-square foot club house, resort style pool with lazy river, Tiki bar, fitness center, sundry shop and video arcade. No excuses for being bored here!- 17
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$146/night -
First-floor 2BD/2BA Condo! *Prime location at Vista Cay Resort*
Condo - Vista Cay Resort - Orlando
This Vista Cay condo offers all the conveniences of home! Enjoy complimentary Wi-Fi, flat-screen TVs in each bedroom and a laundry room with washer and dryer. Kick off your flip-flops and settle into the plush leather sofa to watch your favorite movies and shows on the large flat-screen TV. Better yet, turn off all the electronics and just enjoy one another’s company and the views of the lush landscaping out the sliding glass doors. The sliding glass doors lead out to a private patio/sitting area. Sip on your coffee in the morning or a cold cocktail at night. The fully-equipped kitchen has plenty of counter and cabinet space and stainless appliances. It also has a cut out to the main living area so the cook can remain part of the action. Just off the kitchen is a dining area with large table that seats up to six comfortably. Simple and comfortable, the first bedroom offers a queen bed, plenty of storage space and a large window for lots of natural light. It also has a convenient en-suite bathroom featuring a large vanity and walk-in shower with glass doors. The second bedroom has tons of sleeping space thanks to a queen bed and a twin bed. Another large full bathroom with tub/shower combination is perfect for guests. Book your stay at Vista Cay, TODAY! Located right next door to the Orange County Convention Center, Vista Cay Resort puts you in a prime location to enjoy all the best Orlando has to offer. You’re less than 15 minutes from all the major theme parks including Disney World, Universal Studios and SeaWorld. Plus, you’re close to tons of dining and shopping options. Vista Cay Resort also has its own clubhouse and pool area for guests to enjoy when they’re not out sightseeing.- 8
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$123/night -
Renovated Vista Cay Condo! *Close to Convention Center + Theme Parks*
Condo - Vista Cay Resort - Orlando
With tasteful and cheerful coastal decor and large living spaces, this home puts you right into vacation mode. You’ll enjoy amenities that make it feel even more like home, including flat-screen TVs in each bedroom, complimentary WiFi and washer and dryer. Beautiful blues set a relaxing tone in the open family room. Enjoy quiet nights in, watching your favorite movies on the flat-screen TV, curled up on the couch or in one of the tufted turquoise chairs. Take your cocktail and a good book out to the private balcony off the living room. It has two relaxing chairs and lush green views. Pretty and practical, the kitchen has everything you need come meal time. It’s fully-equipped with stainless appliances and extras like a toaster and coffee maker. The dining area keeps the ocean theme going, with gorgeous blue upholstered chairs and coastal chic table that seats six comfortably. Chic and comfortable, the first bedroom features a king bed and beautiful teak furniture. The convenient en-suite bath offers a large vanity and walk-in shower. The second bedroom is just as lovely, with deep teal accent wall that sets off the crisp bedding on the queen-sized bed. With 2 full-sized beds, the third bedroom has extra sleeping space and more beautiful coastal decor. Another large bathroom rounds out the sleeping space. Vista Cay Resort enjoys a prime location in Orlando, right next door to the Orange County Convention Center. It's an easy 15-minute drive to all the major theme parks, including Disney World, Universal Studios and SeaWorld. For those nights when you don't feel like cooking, you're also close to tons of restaurants.- 10
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$123/night -
Best location in Orlando! Near Theme Parks!
Condo - Vista Cay Resort - Orlando
Welcome to Vista Cay Resort, a luxurious vacation home condominium located in the heart of Orlando, Florida. This stunning 3-bedroom condo, situated on the ground floor, is the perfect retreat for families and friends looking to unwind and explore the wonders of the city. Convenience is at the heart of Vista Cay Resort, as it is ideally located just minutes away from Orlando's most popular attractions, including Universal Studios, Sea World, and Walt Disney World. There are also a plethora of restaurants, shopping centers, and entertainment venues nearby, ensuring that guests have everything they need to enjoy a memorable vacation. The Vista Cay Resort is conveniently located just a short distance away from the Orange County Convention Center, making it an ideal choice for business travelers attending conferences and events in the area. In fact, the convention center is just a 5-minute drive from the resort. Upon entering the condo, guests are greeted with a spacious and beautifully decorated living room, perfect for relaxing and watching TV. The fully equipped kitchen is a chef's dream, with all the modern appliances and tools needed to prepare delicious meals. The dining area can comfortably seat up to 6 guests, making it perfect for hosting intimate dinners. The 1st bedroom features a king-size bed and a private bathroom with a shower and bathtub, providing guests with a luxurious and comfortable stay. The 2nd bedroom features a queen-size bed, while the 3rd bedroom has 2 single beds, perfect for families with children. The beautiful balcony, with its stunning views, is the perfect place to relax and unwind after a long day of sightseeing. Overall, Vista Cay Resort's vacation home condo is the perfect choice for guests looking for a comfortable, convenient, and luxurious vacation experience in Orlando. In addition to its prime location, Vista Cay Resort also offers a range of fantastic amenities that are sure to delight guests of all ages. The resort boasts a state-of-the-art fitness center, a gorgeous resort-style swimming pool, a hot tub, a children's playground, and even a game room with billiards and arcade games. There are also walking trails and landscaped gardens throughout the resort, providing guests with plenty of opportunities to enjoy the beautiful Florida weather- 6
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$128/night
8 of 258 properties
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.
