We loved staying at this home. The home was exactly as seen in the photos. It was a quick 5 minute drive to Palm and Eagle beaches and the Super Food market. The pool was great and cleaned by a service during the trip. Eating freshly caught mahi mahi cooked on the grill made for a delicious meal for our group of 11. The only challenge we had was initially…
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Deal
Cozy Margaritaville Cottage, Near Disney + Universal!
Kissimmee, FL
Ahoy there, Mateys! This is the island getaway of your dreams! Stocked with chill vibes and trendy décor, you won’t be able to get enough of this cozy 2 bedroom/2 bath Margaritaville cottage! Newly opened, Margaritaville Resort is less than 5 miles from Walt Disney World and only 10 miles from Universal Studios. Walk to Sunset Walk, an entertainment destination with dining and retail options. There’s also a dine-in movie theater and a 14-acre waterpark. THE SPACE: The kitchenette provides you with everything you will need, from stainless steel appliances to plenty of storage within your craftsman cabinetry. But be sure not to get caught doing too much cooking… this is vacation, after all. Located nearby, you’ll uncover the dining area. This cozy setup presents you with the perfect nook to polish off that leftover cheeseburger (with an onion slice) or knock back a pitcher (or two… or three) of homemade margaritas! If you’re in the mood to kick of your flipflops and unwind, take a stroll on over to the family room. Here, you’ll uncover comfy couch, addition guest seating, rustic décor, and a large wall mounted flat screen television. Oh, and feel free to invite some last-minute guests to come along, as this couch doubles as a ultraconvenient sofa bed! In need of a little peace and quiet? Take you pick from either one of this homes two king size bedrooms, each with their own flat screen television and private bathroom! Bedroom #1 features a stunning king size bed with a pastoral headboard, matching nightstands, large dresser, and tropical-inspired adornments throughout. Serenity will overtake you as you disappear into your private bathroom, complete with a bath and stylish vanity. Bedroom # 2 brings maritime fun front and center as a stately king size bed, chic night tables, deluxe dresser, and nautical-themed flourishes fill the room. Meanwhile, the private en suite highlights a beautiful vanity and hip-to-the-minute stall glass shower. In addition, this also room contains exclusive access to the patio! Speaking of the patio – slap on your bathing suite and get ready to watch your cares float away, as you plunge into your very own private pool. That’s right, this sweet hacienda comes equipped with its own fenced in terrace, complete with a dining table, lounge chairs, and more! **You can even turn your pool into a spa by adding an optional pool heat package for only $35/day + tax. - We recommend adding this option to your reservation between the months of November and April.** ***This home is located in the Margaritaville Resort, but you will NOT have access to the Margaritaville Resort swimming pools or resort amenities***- 6
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$151.00/night -
Influencer-worthy * near Disney * FREE Water park!
Kissimmee, FL
Welcome to your dream vacation home at the enchanting Storey Lake Resort! Nestled in the heart of the magical Orlando area, this stunning condo promises an unforgettable escape. As you step into this picture-perfect haven, you'll be greeted by an ambiance of romance and luxury, with the interior adorned with roses and sparkling lights, perfect for creating those influencer-worthy moments. The resort itself is a haven of relaxation and entertainment. Imagine lazy days spent lounging by the poolside, surrounded by lush tropical landscaping. Take a dip in the refreshing waters or unwind in the bubbling hot tub. For the active vacationer, there are sports courts and fitness facilities available. Storey Lake Resort ensures there's something for everyone, from serene walks by the lake to thrilling adventures at the water park. For those enchanted by the magic of Disney, you're in luck! The resort is conveniently located just a stone's throw away from the enchanting gates of Walt Disney World. Enjoy easy access to the parks, allowing you to make the most of your magical vacation. If you're a foodie or a shopaholic, you're in for a treat. Storey Lake Resort is surrounded by a plethora of restaurants and shops, offering a diverse array of cuisines and shopping options. Whether you're in the mood for a romantic dinner or a quick bite to eat, the nearby dining scene has you covered. Returning to your cozy haven, the condo boasts a comfortable living area where you can unwind after a day of adventure. The dining area is perfect for sharing meals and creating lasting memories. The fully equipped kitchen invites you to channel your inner chef, whether you're preparing a quick snack or a gourmet feast. Bedroom 1 is a sanctuary of tranquility, featuring a queen-size bed, a smart TV, and charming rose decor. The private bathroom with a walk-in shower adds an extra touch of luxury. Bedroom 2 is perfect for families or groups, offering a double bed and a single bed in a bunk bed configuration. Step out onto the balcony, where a charming dining area awaits, providing a perfect spot to enjoy meals with a view. Indulge in the magic of Storey Lake Resort and make this beautifully decorated vacation home your home away from home, where every moment is infused with charm and elegance.- 5
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$98.00/night -
5bd townhome w/ private pool * themed kids rooms * 10 minutes from Disney
Kissimmee, FL
This stylish townhome located in our Windsor at Westside resort is the perfect place for you and your family to stay during your next getaway to Orlando. Only 10 minutes from Mickey's doorstep and right next door to all the fun, this beautiful retreat will book up fast! Large and spacious, you will find a gourmet kitchen for you and your family to enjoy. Complete with granite countertops, stainless steel appliances, and plenty of counter space, this gourmet kitchen includes everything you'll need to create delicious meals. Gather around the charming dining room table, which seats six, for a late-night dinner, or enjoy your breakfast along the island, which seats four. This property can sleep ten people comfortably. Kick your feet up and relax, you've earned it! Our living room couches are scary comfortable and make it impossible to leave. Go ahead and watch your favorite movie on our flat-screen TV, read a book or nap all day! Either way, we won’t judge! Float your worries away in your private swimming pool where you can soak up the Florida sun or cool off from a long day of fun. With plenty of privacy, lounge chairs, and patio furniture, having dinner under the stars is never out of the question. **Optional pool heat is available for $35/day. We would recommend adding pool heat to your reservation between November and April.** Down the hall and boasting with the comfort, you will find room #1. Including a queen-size bed, flat-screen tv, and a large window, this room makes for the perfect spot to catch up some much needed R and R. Hang out in the upstairs loft where you will find another living room and a closet with a working washer and dryer—making it convenient to pack light and leave more room for your souvenirs! In the master suite, you will find a room dipped in luxury and sprinkled with comfort. Enjoy the crisp white sheets, flat-screen TV, king-size bed, and private en-suite bathroom. Across the hall, you will find a similar room, including a king-sized bed and charming décor. We are calling all Mickey lovers! This whimsical, Disney themed bedroom includes two twin-sized beds, a flat-screen TV, and a bathroom conveniently located down the hall. Fall asleep next to one of the cutest Disney characters of all time. This fun Minion themed room will have you smiling throughout your entire stay! This room includes a full/ twin size bunk bed, flat-screen TV, and vibrant yellow décor! This home is located in the beautiful Windsor at Westside resort, 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!- 10
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$122.00/night -
Deal
Gorgeous Cottage w/Private Pool *Near Disney!*
Kissimmee, FL
Pack the bags and your "license to chill!" This tropical getaway is ready to deliver the goods! This cozy Margaritaville cottage is the perfect Orlando vacation spot. Margaritaville 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. THE SPACE: Kick back and relax in the family room, bedecked with a massive wraparound section that features the latest sink-in comfort. In addition, you will uncover guest seating, a coffee table, sleek entertainment center, and a wall-mounted flat-screen television. So, go ahead, pop the popcorn, dim the lights… It's time for a good old fashioned movie night! Swimming with nautical vibes and trendy décor, the den is the perfect place to hang out and reminisce about your day. Here, you will uncover a cozy couch, farmhouse entertainment center, and a wall-mounted flat-screen television. Whip up a fresh batch of margaritas in your deluxe kitchen! Offering the utmost in versatility, this stylish galley provides a heaping helping of stainless-steel appliances, pristine cabinetry, and plenty of counter space to go around. Meanwhile, the center island makes for one fantastic breakfast bar, staged with four wooden stools. Did somebody say “pancakes?” It is vacation, after all! Conveniently located nearby is a handsome supper table with spindle legs, high back chairs, and room for a party of six. In addition, this location features wide planked wood flooring and an abundance of natural light. There are three bedrooms from which to choose, each with their own unique charm, stylish appeal, flat-screen television, and private en-suite. Located on the 1st floor is Bedroom #1 with a queen bed and private bathroom shower. Bathed in white with seafoam maritime décor, this stunning room features matching night tables, a dresser, and extra storage within the bed. Bedroom #2 offers a queen bed with a private bathroom and bathtub. A subtle island-tan palette and stately headboard make this room refreshingly tranquil, as oceanic artwork dresses the walls. Finally, Bedroom #3 presents a king bed with a private bathroom and shower. Clean, crisp, and subtle; this boudoir is what rest and relaxation is all about. An ultra-wide dresser makes unpacking an absolute breeze, as low profile night tables help provide extra room to help you spread out and make this house your home. In addition, the en-suite provides a lovely layout, paving the way for ultimate relaxation. **Be sure to book some time soaking up the sun during the day and dining under the stars at night. Here, you’ll have plenty of opportunities to do both on your private patio, already stocked with a dining table and lounge chairs. Oh – and did we mention – you have access to your very own pool and spa w/a built-in heater? You can even add an optional pool heat package for only $35/day + tax. We recommend adding this option to your reservation between the months of November and April. ** ***This home is located in the Margaritaville Resort, but you will NOT have access to the Margaritaville Resort swimming pools or resort amenities***- 8
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$171.00/night -
Deal
Pool - Spa - Free Water Park - Close to Disney!
Kissimmee, FL
Relax and unwind -- it's vacation time and this beautifully-designed 9BR/5BA Orlando home is the perfect place to getaway. Located in ChampionsGate Resort in Davenport, FL, you will be staying just minutes from Disney World! Bring the whole family and even a few friends as this home has ample living and sleeping space as well as everything you could possibly need for your vacation! 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: The kitchen comes with beautiful granite counter tops and stainless steel appliances, along with everything you need to cook up your families favorite home-cooked meals. Open and inviting, this space is complete with show-stopping appointments, an abundance of comfortable couch space, and a large flat-screen television. You can experience endless hours of family fun in the game room where you'll find foosball, air hockey and ping pong tables. Downstairs, you'll find two master bedrooms, both with a king-size bed and one with a convenient en-suite bathroom. Upstairs, seven bedrooms assure everyone gets a spot to lay their head at night. The relaxing tones and comfortable décor create the perfect atmosphere for a good night's sleep. Three of the bedrooms come with queen beds, one has a king bed and the others have either two double beds or two twin beds. *Each bedroom has its own flat-screen TV, plus there's an extra flat-screen TV in the loft area.* Out on the patio area you'll find a large private swimming pool where everyone can cool off after a long day out at the parks. Soak up the Florida sun while relaxing on the comfortable chaise lounge chairs AND enjoy lunch and evening meals at the outdoor dining area! **Optional pool heat is available for $35/day. We recommend adding pool heat to your reservation between the months of November and April.** RECENTLY INSTALLED - EV Charger Free use of EV charger included with the stay. EV charger is a Tesla wall connector. *Please Note: If charging a non-Tesla EV, a separate adapter will be required.* This vacation home has it ALL! So, don't delay. Book your dream vacation here today!- 22
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$172.00/night -
Margaritaville cottage near Sunset Walk and Disney!
Kissimmee, FL
***This home is located in the Margaritaville Resort, but you will NOT have access to the Margaritaville Resort swimming pools or resort amenities*** Welcome to your dream vacation getaway at Margarita Ville Resort, where relaxation meets excitement in the heart of the magic! Our charming cottage, nestled in the vibrant atmosphere of the 192 area, offers the perfect blend of convenience and luxury. Just minutes away from Walt Disney World, this enchanting retreat promises an unforgettable escape for you and your loved ones. As you step into our cottage, you'll be greeted by an amazing living room adorned with comfortable furnishings and tasteful decor. The open floor plan seamlessly connects the living area to the dining space and a fully equipped kitchen, creating an inviting atmosphere for shared moments and delicious meals prepared with ease. Indulge in the beauty of Florida's weather by taking your dining experience outdoors, where a charming patio awaits. Lounge chairs beckon you to soak up the sun or unwind under the stars, making every meal a delightful occasion. The cottage features four beautifully appointed bedrooms, each designed for maximum comfort. In Bedroom 1, a luxurious king-size bed invites you to relax, while a smart TV ensures entertainment at your fingertips. The private bathroom boasts a walk-in shower, adding a touch of indulgence to your stay. Bedroom 2 mirrors this setup with another king-size bed, smart TV, and a private shower with a walk-in shower for added convenience. Bedroom 3 exudes elegance with a queen-size bed and a smart TV, creating a cozy retreat for a restful night's sleep. Meanwhile, Bedroom 4 offers a single bed and its own smart TV, perfect for those seeking a bit of personal space. Forget about the hassle of laundry during your vacation, thanks to the convenience of a washer and dryer within the cottage. Stay connected with loved ones or share your vacation moments with free Wi-Fi throughout the property. Margarita Ville Resort, situated along the bustling 192 area, ensures that excitement and entertainment are always within reach. Explore a myriad of restaurants, shops, and indulge in the vibrant Sunset Walk—a place of fun with a movie theater, live shows outdoors, restaurants, and shops, creating an unforgettable experience. Your dream vacation starts here at our Margarita Ville cottage, where the magic of Walt Disney World and the comforts of home come together to create cherished memories. Book your stay today and embark on an unforgettable adventure! ***This home is located in the Margaritaville Resort, but you will NOT have access to the Margaritaville Resort swimming pools or resort amenities***- 8
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$113.00/night -
New
Private Pool * Game Room * Close to Disney!
Kissimmee, FL
Spacious 5-Bedroom Single-Family Home in Cumbrian Lakes – Private Pool, Grill & Game Room This 5-bedroom, 4-bathroom single-family home in Cumbrian Lakes, Kissimmee offers the space, comfort, and privacy families and groups need for their Orlando vacation. With a PRIVATE POOL, outdoor grill, a garage converted into a game room with pool table, a fully equipped kitchen, open floor plan living area, smart TVs in every bedroom, and private parking, it’s a true home-away-from-home. Located in a gated community just minutes from Disney and other attractions, this property is both practical and inviting. Property Highlights SINGLE-FAMILY HOME WITH PRIVATE POOL, GRILL & GAME ROOM 5 BEDROOMS | 4 BATHROOMS – Spacious layout for families and groups ENSUITE KING & QUEEN BEDROOMS – Added comfort and convenience GAME ROOM – Garage conversion with pool table SMART TVS – In living room and all bedrooms FULLY EQUIPPED KITCHEN – Stove, oven, microwave, dishwasher, refrigerator, coffee maker, hot water kettle PRIVATE PARKING – Driveway parking for guests LOCATION – 15 minutes to Disney, close to dining, shopping, and entertainment Room-by-Room Tour Living Room The open-concept living area features a smart TV, ceiling fan, and comfortable seating—perfect for family movie nights or relaxing after a day at the parks. Kitchen & Dining The fully equipped kitchen includes a stove, oven, microwave, dishwasher, refrigerator, coffee maker, and hot water kettle. A dining area provides seating for shared family meals. Game Room The garage has been converted into a game room with a pool table, giving families and groups a fun indoor activity option. Bedroom 1 – King Suite Features a king bed, ceiling fan, smart TV, and private ensuite bathroom with walk-in shower, spa tub, double sinks, toilet, and hair dryer. Bedroom 2 – Queen Room Includes a queen bed, ceiling fan, and smart TV. Shares access to a nearby full bathroom. Bedroom 3 – Twin Room Furnished with two twin beds, ceiling fan, and smart TV—ideal for children. Bedroom 4 – Queen Suite Offers a queen bed, ceiling fan, smart TV, and private ensuite bathroom with shower/tub combo, sink, toilet, and hair dryer. Bedroom 5 – Bunk Room Perfect for kids, this room has full bunk beds with trundle, ceiling fan, and smart TV. Bathrooms Bathroom 1 (King Ensuite): Walk-in shower, spa tub, dual sinks, toilet, hair dryer Bathroom 2 (Shared): Shower/tub combination, single sink, toilet, hair dryer Bathroom 3 (Queen Ensuite): Shower/tub combination, single sink, toilet, hair dryer Bathroom 4 (Powder Room): Sink, toilet Outdoor Spaces Step outside to your own PRIVATE POOL and PATIO with outdoor seating. Whether it’s swimming, lounging, or evening barbecues, the GRILL makes it easy to enjoy family meals outdoors. Located within the secure, gated community of Cumbrian Lakes, guests can also enjoy walking paths, lakes, and green spaces. Location Overview Cumbrian Lakes is a gated community in Kissimmee, offering easy access to Orlando’s world-class attractions: Walt Disney World – 15 minutes Universal Studios – 25 minutes SeaWorld Orlando – 20 minutes Orlando International Airport – 30 minutes Nearby, guests will also find grocery stores, outlet malls, restaurants, and golf courses within a short drive. The community offers peaceful surroundings with the convenience of being close to everything. Book Your Stay Today! This single-family home with a private pool, grill, and game room in Cumbrian Lakes is designed for families and groups looking for comfort, space, and proximity to Orlando’s attractions. Book now for your next Florida vacation!- 14
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$145.00/night -
Beautiful standalone white house minutes away to theme parks!
Kissimmee, FL
Feast your eyes on this beautiful standalone white house with a gorgeous open concept, stylish flooring, chic furnishings, and upscale appointments! The kitchen is bedecked with thick granite countertops, a stunning backsplash, and an endless array of stainless-steel appliances. Create your own unique dining experience by sharing a meal while seated at the kitchen island, staged with three cushioned bar stools. Or take a short stroll to the banquet area where a stately supper table set for eight awaits under a modern chandelier. In addition, this dining arrangement showcases an excellent view of the outdoor lanai. Care to kick back and relax? Nothing does the trick like the family room, exquisitely designed to mix comfort with class. Here, you will find three tufted couches and loveseats, a plush area rug, and a wall-mounted flat-screen television upon a remarkable slatted wood accent wall. If you are traveling with a large party, be sure to take advantage of the additional den. This ultra-spacious room contains a cozy sectional with a built-in chaise lounge, sleek furnishings, and an extra wall-mounted flat-screen television, for your ultimate binging pleasure! The Master Suite is beyond compare, as it comes complete with a king size bed, chic furnishings, and a spa-style en-suite with a double vanity, soaker tub, and glass stall shower. Don’t be afraid to cancel your plans and spend the day soaking up suds and relaxing in blissful sweet serenity. Bedroom #2: Whether you’re sharing this room or keeping it all to yourself, you’ll absolutely love it’s spacious layout, elegant furnishings, and classic en-suite. The luxurious king size bed sets the tone for the elegant and sophisticated touch of the matching nightstands, as well as the trendy lamps. Bedroom #3 has a flair for the dark side! This intergalactic space portal comes fully equipped with a queen size bed, matching nightstands, and thematic adornments throughout, including a massive wall decal that is truly out of this galaxy! Bedroom #4: Calling all mice and magic makers, this next room is a kingdom in and of itself. Not only does it provide all the standard amenities, such as a full-size bed, dresser, and wall-mounted flat-screen television – but it is also filled with mystical details and décor, compliments of a certain sorcerer. Some may even say that this room is nothing short of fantasmic! Bedroom #5: Journey into the unknown and discover an elegant room, bedazzled in a soft purple palate with sparkly aglow and two twin size beds. We guarantee, after your little princess sets her eyes on the character-clad accent wall, she won’t be able to let it go. Bedroom #6: If you have a witch or wizard in the family, do we have the chamber for them! Uncover a spellbinding dorm that has been transformed into a chamber of secrets, from magic candles and school pennants to a queen size bed and a rustic dresser! Make your vacation one to remember by throwing one unforgettable backyard BBQ on your private screened-in lanai, patio furniture and grill included. Or create a romantic evening underneath a starry sky, as you enjoy a midnight dip in the pool. You can even turn your spa into a hot tub by 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.** Storey Lake is just minutes from Disney World, Universal Studios, SeaWorld and all the best sites in Orlando. However, you don't have to leave the resort in order to find plenty to do - Storey Lake offers a swimming pool with a 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.- 12
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$172.00/night
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Staying in a vacation home in Kissimmee, FL
Kissed by sunshine and surrounded by Central Florida’s best attractions, Kissimmee, Florida is the ideal destination for travelers seeking excitement, relaxation, and endless adventure. Just minutes away from Orlando’s iconic theme parks, Kissimmee offers a perfect blend of thrilling attractions and laid-back experiences. Families can enjoy unforgettable visits to Walt Disney World, Universal Studios, and SeaWorld, all just a short drive from town. For a taste of local adventure, explore the beautiful Lake Tohopekaliga, where you can go boating, fishing, or wildlife-spotting along tranquil waters filled with Florida’s famous wildlife. Don’t miss Old Town Kissimmee, an entertainment hub featuring unique shopping, dining, and amusement rides, or take an exciting airboat tour through the Florida Everglades, spotting alligators and wildlife along the way.
When it comes to accommodations, nothing beats staying in a Casiola vacation home during your Kissimmee vacation. Forget cramped hotel rooms—Casiola offers luxurious, spacious homes equipped with private pools, fully stocked kitchens, and stylish, comfortable interiors. Ideal for families, couples, and groups of friends, Casiola homes are conveniently located near all of Kissimmee’s top attractions, allowing you to enjoy easy access to theme parks and local adventures while relaxing in privacy and comfort. After a thrilling day exploring the area, you’ll love returning to your private retreat to relax, recharge, and create unforgettable memories. With Casiola, your Kissimmee getaway will be extraordinary.
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