As the scorching summer sun mellows into the gentle embrace of fall and winter, Orlando dons its vibrant seasonal coat, inviting you to join in the adventure of a lifetime! This dynamic city transforms into a mecca for outdoor enthusiasts, offering a kaleidoscope of extraordinary experiences that will leave you breathless with wonder. And what better way to dive into Orlando’s natural wonders than by making your home base at Casiola vacation homes? From heart-pounding escapades on land, water, and air to leisurely pursuits like scenic boat tours and bird-watching, we’ve compiled the top 5 ways to fully immerse yourself in Orlando’s awe-inspiring environment throughout fall, winter, and even into the rejuvenating embrace of spring.
1. Explore the Tranquil Beauty of Winter Park with the Scenic Boat Tour
Nestled just 20 minutes north of the bustling heart of Orlando lies the picturesque city of Winter Park, a serene oasis known for its captivating waterways, elegant homes, and abundant birdlife. One of the most enchanting ways to experience the essence of this charming city is by embarking on the Winter Park Scenic Boat Tour, an iconic and leisurely journey that immerses you in the natural and architectural wonders that define the area.
As you step onto the boat, you’ll find yourself gently gliding across the pristine waters of Winter Park’s interconnected lakes and canals, and the experience promises not just a visual feast, but a sensory delight. The lush, verdant foliage that lines the shores provides a natural frame for the captivating scenes that unfold before your eyes. The boat tour, which has been a beloved attraction for decades, takes you on a narrated voyage through these tranquil waterways, providing a unique perspective on the city’s history and its seamless blend of nature and architecture.
One of the highlights of the Winter Park Scenic Boat Tour is its role as a birdwatcher’s paradise. As you cruise along, keep your camera at the ready to capture the graceful flight of egrets, herons, and other waterfowl that call this area home. Their presence adds a touch of the wild to the otherwise civilized landscape, offering a glimpse into the harmonious coexistence of urban and natural environments that defines Winter Park.
2. Discover the Natural Springs Oasis Near Orlando
Amid the hustle and bustle of Orlando’s vibrant tourism districts, a serene and enchanting world of natural springs beckons, offering a refreshing escape from the urban excitement. Florida’s natural springs, maintaining their warmth year-round, invite you to immerse yourself in their crystal-clear waters, even as temperatures start to dip. These natural wonders provide a variety of opportunities for adventure and relaxation, making them an ideal destination during the fall and winter months.
For a truly unforgettable experience, consider embarking on an eco-tour with Adventures in Florida. Located just an hour north of Orlando, Blue Spring State Park is a sanctuary where manatees gather in the winter months. Join one of their guided tours, and you’ll have the chance to observe these gentle giants in their natural habitat, creating lasting memories of this remarkable encounter.
If you prefer a more tranquil and serene experience, head over to Silver Springs State Park, where Epic Paddle Adventures offers an opportunity to paddleboard on the pristine waters. Glide gracefully along the water’s surface as you soak in the stunning surroundings and connect with the peaceful ambiance of this iconic Florida spring.
3. Embrace the Cool Elegance of Ice Skating in Orlando
In a city where warm weather and palm trees are often the norm, Orlando brings a touch of winter magic with its year-round ice skating options. Whether you’re a seasoned skater or just looking to try something new, the opportunities for gliding gracefully across the ice are plentiful.
One of Orlando‘s notable indoor ice skating rinks is RDV Ice Den a haven for ice enthusiasts of all skill levels. Here, you can escape the Florida heat and step onto the pristine ice to practice your figure eights or enjoy a fun-filled outing with family and friends. With its modern facilities and professional instructors, RDV Ice Den ensures a delightful ice skating experience regardless of the season.
But Orlando’s icy charm doesn’t end indoors. During the holiday season, the city transforms into a winter wonderland with festive outdoor ice skating rinks. One particularly enchanting experience awaits at SeaWorld® Orlando’s Central Lagoon during SeaWorld’s Christmas Celebration on Select dates, Nov. 10 – Jan. 2. While park admission is required, the opportunity to skate alongside the shimmering lagoon under the stars and surrounded by the park’s holiday decorations is nothing short of magical.
4. Embark on an Exhilarating Adventure with Airboat Tours in Orlando
Escape the bustling cityscape of Orlando and step into the untamed wilderness of the Florida Everglades with a thrilling airboat tour. These high-speed watercraft offer a unique way to explore the headwaters of the Everglades, providing an up-close encounter with the state’s diverse native wildlife, including majestic blue herons, regal bald eagles, and even the formidable alligator.
For an unforgettable private swamp adventure lasting up to two hours, look no further than Spirit of the Swamp Airboat Rides. Their expert guides will take you on a journey deep into the heart of the Everglades, where you’ll witness the mesmerizing beauty of this natural habitat up close. The excitement of the airboat ride is amplified by the opportunity to learn about the region’s ecology and the fascinating creatures that call it home.
If you’re seeking a more serene and picturesque experience, Boggy Creek Airboat Adventures offers dazzling sunset tours that cast the wetlands in a warm, golden glow as the sun dips below the horizon. The transition from daylight to twilight adds a layer of enchantment to your airboat excursion, and it’s a perfect way to cap off a day of exploration.
5. Elevate Your Orlando Experience at Orlando Tree Trek Adventure Park
Located just a short 15-minute drive from the enchanting world of Walt Disney World® Resort in the charming city of Kissimmee, Orlando Tree Trek Adventure Park stands as a hidden gem, inviting thrill-seekers and nature lovers alike to embark on a unique and exhilarating journey through the treetops. This aerial adventure park offers an unparalleled experience that combines adrenaline-pumping excitement with the serenity of the great outdoors.
At Orlando Tree Trek, you’ll find yourself suspended in the lush canopy of the Florida wilderness, where six distinct courses and a staggering 97 challenging games await your exploration. These courses are designed to cater to adventurers of all skill levels, from beginners to experienced climbers. Each one is meticulously crafted to provide a blend of heart-pounding challenges and awe-inspiring natural beauty.
One of the park’s standout features is its two massive zip lines that send you soaring high above the forest floor. These exhilarating rides offer breathtaking views of the surrounding landscape, providing a true sense of freedom as you glide through the air. The rush of adrenaline combined with the stunning vistas makes these zip lines an unforgettable part of the Orlando Tree Trek experience.
Staying with Casiola: Your Gateway to Orlando’s Outdoor Paradise
As we wrap up this whirlwind tour of Orlando’s most fantastic outdoor attractions for fall and winter, it’s time to plan your adventure-packed escape! Imagine gliding through the serene beauty of Winter Park on a scenic boat tour, or diving into the crystal-clear natural springs to meet Florida’s fascinating wildlife. And what’s winter without ice skating? Orlando offers a twist with its own rinks. Thrill-seekers, get ready to zip through the Everglades on an airboat or conquer treetop obstacles at Orlando Tree Trek Adventure Park. So, whether you’re a nature lover, a daredevil, or just someone looking for some unique winter fun, Orlando has it all. It’s time to pack your bags, put on your adventure hat, and come experience Orlando’s outdoors in all its seasonal glory, with the comfort and convenience of Casiola vacation homes awaiting your return!
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FREE Waterpark - FREE BBQ - Game Room!
House - Windsor Island Resort - Orlando
Welcome to our luxurious 10 bedroom vacation home located at Windsor Island Resort, the perfect place for your dream vacation. Our new home has been professionally decorated with modern touches and offers a combination pool spa, perfect for relaxation and fun. As soon as you enter our home, you will be greeted by a spacious and modern living area with smart TV and comfortable sofas. The large dining area can seat up to 12 people and the fully equipped blue decorated kitchen has stainless steel appliances and a private laundry room. Our home also features a loft with a large TV and is surrounded by a pool table and foosball table, perfect for entertainment and quality family time. The pool area is equipped with lounge chairs, a dining area, and a BBQ grill, perfect for outdoor entertainment and enjoying the Florida sun. The first room is located on the first floor with two modern double beds, and the main room is located on the same floor with a comfortable king size bed and a private bathroom with a shower and bathtub. The remaining eight bedrooms are located on the second floor, each with their own private bathroom and modern decorations. The third and fourth bedrooms feature queen size beds, while the fifth bedroom has two single beds with blue accents. The sixth bedroom has a bunk bed with a single and double bed decorated with a Harry Potter theme, and the seventh bedroom has a bunk bed with a single and double bed decorated with Mickey and Minnie Mouse theme. The eighth and ninth bedrooms both feature queen size beds and modern decorations, while the tenth bedroom has two single beds with a private bathroom with a shower and nice light blue and modern décor. Our home is located at Windsor Island Resort, a luxurious and gated community that offers a variety of amenities such as a fitness center, a clubhouse, a movie theater, a game room, and a water park. The resort also features a concierge service that can help you with everything from booking transportation to recommending local attractions. In conclusion, our 10 bedroom vacation home is the perfect place for large families or groups looking to enjoy a luxurious and comfortable vacation in the heart of Florida. Book now and experience the vacation of a lifetime! **We offer 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.**- 22
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$270/night -
Deal
Gorgeous Cottage w/Private Pool *Near Disney!*
Cottage - Margaritaville Resort - Orlando
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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$185/night -
Your own private pool/spa + game room! *Just 6 miles to Disney*
House - Storey Lake Resort - Orlando
This stunning 9 bedroom/5 bath home in Storey Lake Resort includes complimentary Wi-Fi, flat-screen TVs in each room and a washer and dryer in the home, for your convenience. With Disney World and Universal Studios just minutes away, you’ll be having the vacation of a lifetime in no time. Rest and relaxation await out in the backyard, where the screened lanai covers a sparking swimming pool and attached spa. The pool deck is the perfect spot for a good book or an afternoon siesta, while the covered patio has an outdoor table, foosball table and gas grill. **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.** Reminisce about the day’s fun in the comfortable living room. The couches provide ample seating and the flat-screen TV offers entertainment options. Lights, camera, action! It’s movie time up in the loft where you can watch your favorite films on the projection screen TV. The game room is every kid’s dream, boasting a pool table, skeeball and old-school arcade games. The sleek black and white kitchen comes with everything you need. It has stainless matte appliances, pantry and peninsula that seats four at barstools. The 8-person dining table offers another option for sit-down meals. Posh touches give the first bedroom a sophisticated feel; it has a king bed and en-suite bathroom with double sinks. Bedroom #2 with a king bed carries on the modern feel with its avante garde accent wall, while right across the hall bedroom #3 also has a king bed and cool décor. The fourth bedroom, which has a king bed, shares a jack-and-jill bathroom with the fifth bedroom, which offers a full and a twin beds. Kids will love the whimsy of bedroom #6 with its twin and queen beds and feel the magic in the seventh bedroom, offering three full beds. The eighth bedroom comes with a king bed, while bedroom #9 rounds out the sleeping space with a twin bed and full bed. Storey Lake is just minutes from Disney World, Universal Studios, SeaWorld and all the best sites in Orlando. You don't have to leave the resort though to find plenty to do - Storey Lake offers a swimming pool with lazy river, two water slides, splash pad, beach area, fishing, kayaking, canoeing and other outdoor sports. Guests also have access to the poolside café, clubhouse, fitness facility and business center.- 25
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$195/night -
Margaritaville Cottage w/Jacuzzi Tub+ Private Balcony!
Cottage - Margaritaville Resort - Orlando
Ever wish you could live like you're in a Jimmy Buffett song? Well, now you can in this desirable 2 bedroom/2 bath Margaritaville hideout, with a private jacuzzi tub, back patio and balcony! - A cozy cottage filled with all the necessary frills; this getaway is a Parrot Head’s dream. 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 interior boasts a modern, open-style concept, offering plenty of space for your group to spread out. The kitchen features gorgeous countertops, pristine cabinetry, and deluxe stainless-steel appliances. Nearby, there is a dining table with seating for four. If you’re ready to rest and relax, this family room is ready for you, featuring a plush, comfy couch and wall-mounted flat-screen Smart TV! Step outside onto your own private patio and feel the true tranquility of paradise living! Here, you will have private access to your Margaritaville-themed jacuzzi tub, lounge chairs, and outdoor dining table. Invite a couple friends and before you know it, you’ll have your very own Lah De Dah right in your backyard! Now, it’s time to head back inside and check out the 2 bedroom suites! Both spaces are bright, spacious, expertly designed, and tastefully decorated. **Each includes a ceiling fan and Smart TV** In the first bedroom, you'll find a spacious beachcomber haven featuring a rustic king size bed, matching nightstands, and wall-mounted flat-screen TV! For your privacy and convenience, this bedroom offers an en-suite with a glass door, walk-in shower. The next bedroom is appointed with a luxuriously comfortable Queen-size bed, matching nightstands, colorful wall art, wall-mounted flat-screen TV, and a private en-suite with glass door, walk-in shower. Should you wish to end the night with a frozen concoction or two, you can do so under the pale moonlight as both suites provide access to the outdoors! So sit back, relax and enjoy every last minute of your vacation! Need additional sleeping space? This cottage includes a sleeper sofa that can accommodate 2 additional guests. **For your convenience, this cottage also includes a washer and dryer.** If you’ve been thinking about recharging your batteries, there is nowhere better to do it than here! So, slip on your flip flops, watch out for those pop tops, throw caution to the wind, and make your dream vacation a reality… today! ***This home is located in the Margaritaville Resort, but you will NOT have access to the Margaritaville Resort swimming pools or resort amenities*** … But with a home like this, we doubt you'll even mind!- 6
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$107/night
4 of 262 properties