The Sunshine State is renowned for its stunning beaches and vibrant coastal cities, but for those with a passion for the open water, Clearwater, Florida, stands in a class of its own. This gem on the Gulf of Mexico is more than just a pretty beach; it’s a year-round playground for watersports enthusiasts of all ages and skill levels. Whether you’re a thrill-seeking solo adventurer, a couple looking for a romantic escape, or a family ready to make a splash, Clearwater offers an unparalleled aquatic experience.
Watersports all year round
One of the most alluring aspects of Clearwater is its incredible climate. With an average of 361 days of sunshine a year and mild winters, the “off-season” for watersports simply doesn’t exist here. While other parts of the world are bundling up, Clearwater is still welcoming visitors with open arms and warm waters. The average high temperatures in the winter months, from December to February, hover in the low 70s Fahrenheit (around 22 degrees Celsius), with water temperatures that are still comfortable for a variety of activities, especially with a light wetsuit for those more sensitive to the chill. The rest of the year boasts even warmer conditions, with summer highs reaching into the 90s (32+ Celsius) and Gulf waters that feel like a refreshing bath. This consistent, beautiful weather means you can plan your watersports adventure for any time of the year, making it a reliable and accessible destination for a much-needed dose of sun and sea.
Fun for everyone: from families to free Spirits
Clearwater’s appeal lies in its remarkable ability to cater to every type of traveler. The calm, shallow waters of the intracoastal waterway are perfect for families with young children, providing a safe and protected environment for their first foray into watersports. On the other hand, the open expanse of the Gulf of Mexico offers endless excitement for those seeking a more adventurous experience. For families, the options are as vast as the ocean itself. Gentle waves and soft, sandy beaches make it an ideal spot for paddleboarding and kayaking. Many rental companies offer family-friendly equipment, including tandem kayaks and large, stable paddleboards that can accommodate a small passenger. Dolphin-watching tours on a variety of vessels, from high-speed thrill boats to leisurely pontoons, are another family favorite, creating memories that will last a lifetime. For those traveling without children, whether as a couple or a solo adventurer, Clearwater transforms into a high-octane playground. The thrill of jet skiing across the open water, the breathtaking views from a parasail high above the coastline, and the challenge of wakeboarding or wakesurfing are just a few of the heart-pumping activities available. The vibrant social scene, with beachside bars and restaurants, provides the perfect backdrop for unwinding after a day of adventure.
Clearwater’s most popular watersports
Clearwater’s diverse aquatic landscape lends itself to a wide array of watersports. Here’s a look at some of the most popular activities and what makes them so much fun:
Skimboarding: Artistry on the shoreline
You don’t need to go deep into the Gulf to have a blast. Skimboarding takes advantage of the thin layer of water that washes onto the shore, known as the shore break.
- Why it’s fun: Skimboarding is all about speed, timing, and agility. It’s a thrilling challenge to sprint along the sand, drop your board perfectly onto the thin wash of a receding wave, and glide across the water’s surface. It’s incredibly accessible—all you need is a board and a beach. Advanced riders can even turn back to meet incoming waves, performing tricks and turns. It’s a creative and athletic way to enjoy the beautiful beaches of Clearwater.
Jet Skiing: The ultimate thrill ride
There’s a reason jet skiing is one of the most popular watersports in the world. It’s the perfect combination of speed, freedom, and exhilaration.
- Why it’s fun: The feeling of skimming across the water’s surface, the wind in your hair, and the spray of the sea on your face is an adrenaline rush like no other. Jet skis are incredibly agile, allowing you to carve through the waves, make sharp turns, and explore the coastline at your own pace. It’s not just about the speed; it’s about the sense of control and the ability to venture out and discover hidden coves and secluded beaches. For many, it’s also a surprisingly good workout, engaging your core and upper body as you navigate the water.

Parasailing: a high view of paradise
For a truly unique perspective of Clearwater’s stunning beauty, you have to see it from above. Parasailing offers a serene yet thrilling experience that you’ll never forget.
- Why it’s fun: Despite the initialドキドキ as you’re lifted into the air, parasailing is an incredibly peaceful and calming experience. Soaring hundreds of feet above the turquoise waters, you’re treated to breathtaking panoramic views of the coastline, the city, and the vast expanse of the Gulf. The gentle glide and the quiet solitude create a sense of weightlessness and freedom that is both exhilarating and meditative. It’s a fantastic way to appreciate the sheer scale and beauty of the area, and a must-do for any visitor.

Fishing charters: gotta catch ’em all
For many, the ultimate watersport is the timeless challenge of pitting skill and patience against nature. Clearwater is a world-class fishing destination, offering a wide range of experiences from inshore flats fishing to deep-sea excursions.
- Why it’s fun: The excitement lies in the hunt and the thrill of the catch. There’s a palpable sense of anticipation as you wait for a bite, followed by an adrenaline surge when you feel the tug on your line. It’s a sport that combines relaxation and intense focus. Whether you’re a seasoned angler targeting grouper and snapper in the deep waters of the Gulf or a family enjoying a calm day catching trout in the bay, a fishing charter offers a memorable adventure and, if you’re lucky, a delicious dinner.

Kayaking: your personal passport to nature
For those who prefer a more intimate and leisurely experience on the water, kayaking is the perfect choice. It’s a versatile activity that can be as relaxing or as challenging as you make it.
- Why it’s fun: Kayaking allows you to connect with nature on a personal level. Paddling through the calm waters of the intracoastal waterway, you can explore mangrove tunnels, spot a variety of coastal birds, and get up close to marine life in their natural habitat. It’s a fantastic workout that improves upper body strength and cardiovascular endurance, but it’s also a wonderful way to de-stress and find a sense of tranquility. Whether you’re embarking on a solo journey of discovery or paddling with a partner, kayaking offers a unique and rewarding way to experience Clearwater’s natural wonders.

Stand-up paddleboarding (SUP)
One of the fastest-growing watersports in recent years, stand-up paddleboarding (SUP) is a fun and accessible activity for all ages and fitness levels.
- Why it’s fun: SUP offers a unique perspective, allowing you to “walk on water” and see what’s both around and below you in the clear waters. It’s a fantastic full-body workout that improves balance, core strength, and coordination, but it’s so much fun that you’ll barely notice you’re exercising. Gliding across the calm, flat waters of the bay or challenging yourself in the gentle waves of the Gulf, SUP is a versatile activity that can be tailored to your mood. It’s also a great social activity, perfect for a relaxing paddle with friends or family.

Wakeboarding: master the waves
For the adrenaline junkies who want a challenge, wakeboarding is the ultimate test of skill and balance. Pulled by a motorboat, you’ll ride a single board over the water, learning to carve, jump, and perform tricks.
- Why it’s fun: Wakeboarding delivers a massive sense of accomplishment. The learning curve is part of the excitement—going from falling immediately to standing up, then to gracefully cutting across the wake is incredibly rewarding. It’s a high-energy, fast-paced sport that combines elements of snowboarding, surfing, and waterskiing. It’s also a great social activity, as you and your friends can cheer each other on from the boat.

And Casiola vacation homes is your partner when you want to have water fun
And here is where Casiola vacation homes comes in, making us the perfect partner for your ultimate watersports adventure. Imagine returning from the sun and sea not to a cramped hotel room, but to your own private vacation home. With spacious living areas to unwind, a full kitchen to refuel for the next day’s excitement, and amenities that offer a true home-away-from-home experience, a Casiola property provides the perfect home base for your trip. Let us handle the details of your stay, so you can focus on what really matters: making unforgettable memories on the water. Book your Clearwater getaway with Casiola today and anchor your adventure in comfort and style.
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Grill, Chill, Gazebo Thrill – Solito’s Best 3-BDR Stay Yet
Aruba
This home is your private slice of Aruba, designed for lazy mornings, grilled dinners, and long nights under the gazebo swapping stories or sipping wine. Inside, you’ll find three queen bedrooms that balance comfort and simplicity, no clutter, just clean vibes and good sleep. The main suite comes with its own bathroom, so you can roll straight from bed to shower without crossing paths. The kitchen? Fully loaded. Whether you're a breakfast minimalist or the kind of guest who travels with spices, this kitchen featuring updated appliances, including a chef-inspired 5-burner cooktop, will give you the space and tools to cook like you're at home, or better. But let’s be honest, it’s the backyard that steals the show. Lounge chairs for soaking up the sun, a BBQ for afternoon feasts, and that gazebo. That’s your new favorite spot, for dinner, for drinks, or just to sit and breathe. Tucked in a quiet neighborhood, you’re still just 12 minutes from the airport and 13 minutes from Eagle Beach. Close to everything, but far from the noise. For added convenience, enjoy the brand-new washer and dryer. This is where you check in and immediately start to slow down. Solito’s calling, answer it. -Property Notes- UTILITIES: All utilities are INCLUDED. (Keep this in mind when comparing rentals as this cost is most often not included). TAXES: The following mandatory taxes are included: - Government Tax: 12.5% - Environmental Tax (as per Aruba tax code): $3 per night Taxes may be subject to change. CHECK-IN/ CHECK-OUT: Check-in time is 4:00 PM. Check-out time is 11:00 AM. Earlier check-ins and later check-out can be requested 24 hours before and will be granted depending on availability. A surcharge may apply. HOUSEKEEPING: This is a self catering vacation home and as such you are expected to do your own shopping and regular cleaning. We do offer the option of daily or mid-stay, hotel-style cleaning services. This is an extra service and a surcharge applies. Start-up supplies are provided and will be restocked if you request our optional daily or mid-stay hotel-style cleaning service. We provide 1 set bath linen per person max occupancy; extra sets are available at a surcharge. BEACH ESSENTIALS: We provide beach chairs (6), beach towels and a cooler. We do not provide snorkeling equipment or umbrellas. CONCIERGE SERVICE: Our Guest Relations Team can assist with making arrangements for transportation, private chefs, yachts, and other vacation activities. CAMERA(S): This home has a camera outside at the front of the home with a view of the entrance and street.- 6
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$85/night -
Private Pool! Theme bedrooms! Near Disney!
Davenport, FL
Welcome to your dream vacation home in the enchanting Solterra Resort! This exquisite townhome boasts 5 bedrooms and is the epitome of luxury and comfort. Located in the heart of the resort, this stunning retreat offers an unparalleled experience for families and groups seeking a magical getaway. Solterra Resort is a haven for relaxation and recreation. Guests have access to a plethora of amenities, including a fabulous clubhouse with a fitness center, a resort-style swimming pool, a water slide, a lazy river, and a hot tub. The resort also features tennis and volleyball courts, a playground for the little ones, and a stylish lounge area for socializing. The professionally landscaped grounds create a serene atmosphere, making every moment at Solterra Resort memorable. Situated just a short drive away from the world-famous Walt Disney World, this vacation home is a gateway to the magic and wonder of Orlando's theme parks. Additionally, the resort's prime location offers easy access to a variety of restaurants, ensuring that culinary delights are just around the corner. Whether you're in the mood for a casual family dinner or a gourmet experience, you'll find a diverse range of dining options nearby. The proximity to Disney World is a major highlight of this vacation home. After a day of thrilling adventures in the theme parks, you can return to the comfort of your townhome in no time, allowing you to relax and rejuvenate for the next day's excitement. Step into luxury as you enter this 5-bedroom townhome. The outdoor space is a haven for relaxation, featuring a splash pool, BBQ grill, outdoor dining area, and lounge chairs. Whether you're soaking up the Florida sun or enjoying a delicious barbecue, the outdoor amenities enhance your vacation experience. **Optional pool heat is available for $35/day + tax. - We recommend adding this option to your reservation between the months of November and April.** Inside, the townhome boasts a spacious living area, a well-appointed dining area, and a fully equipped kitchen for those moments when you prefer to dine in. The bedrooms are thoughtfully decorated to cater to every member of the family. Bedroom 1: Unwind in the regal embrace of this room, featuring a lavish king-size bed and a smart TV for your entertainment pleasure. Bedroom 2, Avengers-Inspired hideaway. Immerse yourself in the world of superheroes in this thoughtfully themed bedroom. With both a single and a double bed, as well as a smart TV, young and young-at-heart guests alike can revel in the excitement of the Avengers while enjoying a comfortable night's rest. Bedroom 3, Mickey and Minnie's Magical Haven: Enter a whimsical realm adorned with delightful Mickey and Minnie Mouse decor. The twin and double beds, accompanied by a smart TV, create a charming space where dreams come alive. Perfect for the little ones, this bedroom is a magical escape within the vacation home. Bedroom 4: Experience luxury and convenience in the queen-size bed adorned with plush bedding. The smart TV provides entertainment, while the private bathroom with a walk-in shower adds an extra touch of exclusivity to this elegant retreat. Bedroom 5, Spacious Majesty: Revel in the expansive elegance of the second master suite featuring a king-size bed and a smart TV. This spacious sanctuary becomes your personal haven, complete with a private bathroom featuring a walk-in shower. Enjoy privacy and luxury in equal measure as you unwind in style. Indulge in the warmth of family gatherings, the thrill of theme park adventures, and the serenity of your private retreat. Your Solterra Resort townhome invites you to create lasting memories, fostering a sense of belonging in the heart of the magical Orlando experience. Embark on a journey where every detail has been carefully considered, and every comfort is at your fingertips. Your dream vacation home awaits, promising not just a stay but an immersive experience that lingers long after your departure. Welcome to a world where luxury meets enchantment, and every day is a celebration of the extraordinary.- 12
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- 4.5
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$117/night -
New
Spacious Pool Home Near Disney World | Game Room + Resort Water Park
Kissimmee, FL
Welcome to this stunning 9-bedroom vacation home located at the incredible ChampionsGate Resort in Orlando, Florida. Just under 10 miles from Walt Disney World and close to Universal Studios and SeaWorld, this home places you right in the heart of the magic. ChampionsGate Resort offers everything you could want for a dream vacation, with world-class amenities at The Oasis Club including a movie theater, a water park with slides and a lazy river, volleyball courts, an 18-hole golf course, and the Oasis Grille restaurant for delicious meals with your loved ones. The home features a beautifully decorated open living area with a large smart TV, ceiling fan, and a spacious sofa for relaxing together. The dining area is perfect for group meals, and the fully equipped kitchen offers everything you need to prepare and enjoy your favorite dishes. The first bedroom is an ensuite with a queen-size bed, smart TV, ceiling fan, and a private bathroom with a walk-in shower. The second bedroom is a spacious ensuite with a king-size bed, ceiling fan, smart TV, private bathroom with a bathtub and a walk-in shower. The third bedroom offers a queen-size bed, earthy decor, smart TV, and a ceiling fan. The fourth bedroom is another ensuite with a queen-size bed, private bathroom with a walk-in shower, smart TV, and ceiling fan. The fifth bedroom is a fairy tale-themed room with two single beds, smart TV, and a private bathroom with a walk-in shower. The sixth bedroom is a fun space for kids with two double beds and two single bunk beds, a smart TV, and a colorful area perfect for playing and relaxing. The seventh bedroom is ideal for Mickey Mouse fans, with a queen-size bed, smart TV, and a ceiling fan. The eighth bedroom is Avengers-themed, with two single beds, smart TV, and a private bathroom with a walk-in shower. The ninth bedroom features a queen-size bed decorated in soft green tones, smart TV, ceiling fan, and a private bathroom with a walk-in shower. This home also includes a play area with an arcade basketball game, other arcade games, a large TV, and a high table for hanging out. There’s also a cozy loft with a large TV and a modern electric fireplace. Outdoors, enjoy the spacious pool and spa area, complete with outdoor dining, a BBQ grill, lounge chairs, and a comfortable seating area for soaking up the Florida sunshine. Additional amenities include free Wi-Fi and a free washer and dryer for your convenience. Whether you're visiting for the parks, the sun, or the fun, this home offers everything you need for an unforgettable stay.- 22
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$237/night -
HEIGHTS area * Near downtown * FREE Parking
Houston, TX
Welcome to this modern light-filled Mediterranean-style 3-bed/3.5-bath home, perfectly located in a gated community just steps from the Heights trail, local eateries, and vibrant Houston hotspots. The main floor is an open-concept living area with tall ceilings, and wood floors, seamlessly connecting to the granite island kitchen—perfect for entertaining. This level also includes a balcony and a convenient half bath for guests. The third floor boasts an expansive primary suite with 2 guest closets, a luxurious en suite, stand-alone shower, and a soaking tub. There’s also a secondary bedroom with en suite. The laundry room is thoughtfully located on this floor for added convenience. A first-floor bedroom doubles as a versatile space, with an en suite bathroom and private outdoor patio. The patio features a sitting bench and flower beds creating a picturesque setting, ideal for families, couples, or solo travelers looking to unwind in style. Situated in the quiet neighborhood of The Heights, this property offers a peaceful retreat with convenient access to major attractions. Downtown Houston is just 10 minutes away, making it easy to explore museums, theaters, and nightlife. The Galleria shopping center, located 8 minutes away, provides world-class shopping and dining options. Foodies will appreciate the numerous nearby restaurants offering diverse cuisines. For outdoor enthusiasts, nearby parks and trails offer opportunities for walking and recreation. Easy freeway access ensures you can explore the broader Houston area with ease. With luxurious amenities and a prime location near top attractions, this property is your gateway to a perfect getaway.- 6
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- 3.5
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$130/night