Family-friendly vacation rentals in Clermont

Encanto| Near Disney| Pvt Pool| BBQ & Backyard

YOUR ADVENTURE BEGINS ⭐️ Welcome to Encanto de Orlando, a great house for large groups and families. Why you should book with us? ⭐️20 Min from Magic Kingdom ⭐️25 Min to Animal Kingdom ⭐️20 Min to Hollywood Studios ⭐️Designed for 14 guests ✨2 Queen 🛏️, 1 King 🛏️, ✨2 Bunk 🛏️ with Twin on top & Full on bottom plus Twin Pull Out Beds) ⭐️Private pool 🏊‍♂️ ⭐️Outside Kitchen & Dining Area. ⭐️FREE parking 🅿️ ⭐️Fully Equipped Kitchen🍽️ ⭐️Fast Wi-Fi🛜 ⭐️Private Patio with Hammock ⭐️6 Smart TVs📺 ⭐️5 Bedroom 2.5 Baths

Sunshine on Seminole

Welcome to Sunshine on Seminole! This fully remodeled 2BR/1BA cottage blends boho style, Florida sunshine, and modern comforts into a fun and inviting getaway. Wake up to the smell of fresh donuts from the nearby shop, stroll to the lakeside tiki bar for waterfront dining and stunning sunsets, or bike to local trails and downtown Clermont. Conveniently located near Hwy 27, the Turnpike, and Central Florida attractions, it's the perfect spot to relax, explore, and enjoy your Florida adventure.

Themed Disney Villa | Pool | Arcade | Resort ºoº

Stay in a luxury Disney-themed home just minutes from the parks. Perfect for large families and groups, this spacious retreat features a private heated pool and spa, outdoor kitchen with free propane, Mario Kart arcade game room, themed bedrooms, gourmet coffee, fast WiFi, smart TVs, and premium streaming. Enjoy full Windsor Island Resort access with a water park, lazy river, slides, and clubhouse. Loved by guests with over 100 5-star reviews. Let us give you a vacation within your vacation.

Coastal Cottage in Clermont

Welcome to our newly renovated coastal cottage! Located in the heart of Clermont, only 1 mile from downtown, the south lake trail, & only minutes from all of the best restaurants, shopping, & coffee shops in Clermont! This is the perfect location for triathletes in training or families visiting Disney World (or any of the theme parks) – Orlando’s best attractions are less than 30 miles away! This sweet & sunny lakeside studio has everything you’ll need for a comfortable visit!

Charming Downtown Apartment - Walk to Everything

Stay in the heart of historic downtown Clermont- steps from the lakefront, breweries, shops, & dining. This light-filled, stylish apartment above our garage offers cozy aesthetics, comfy beds, a double shower, two spacious bedrooms, and a smart TV. Thoughtfully stocked for a stress-free stay, with garage storage for your bikes or paddle gear upon request. More than a stay—we proudly offer a distinct Clermont experience. We hope you love our charming town just as much as we do!

Mario-Themed Home! | Disney 30 Min | Pool + Lake

🍄 Mario's Mini Mansion is a boutique Mario-themed getaway for small families (1-3 kids) and local staycations. > Custom Yoshi’s Fort (queen + twin XL bunk + LIFE-SIZE Yoshi!) > King loft bedroom upstairs > 75" Smart TV + Nintendo Switch (Mario Wonder + games) > 4 streaming TVs > Heated neighborhood pool + large screened patio > Efficient kitchen with Breville Oven/Air Fryer > Sleeps 5 Glow-in-the-dark details, Mario games & more! Something magical for the whole family 🎮

Spacious Bungalow with Pool and Courtyard

Whether you seek relaxation or adventure, this house offers the best of both worlds! Relax in this spacious bungalow with a courtyard, pool, hot tub, and fire pit! Take a short walk to downtown Clermont and discover the charming shops, restaurants, and breweries! Explore the sights and attractions that Central Florida has to offer! Whether you crave the vibrancy of downtown or the tranquility of your own oasis, this property offers the best of both worlds!

Premier Clermont Suite /Prime Downtown 103

Immerse yourself in the sophisticated serenity of our strategically located prime suite, nestled in the vivacious heart of downtown Clermont. elegantly appointed with meticulous attention to detail our suite offers a harmonious blend of opulence and home-like comfort-whichever way you look, every corner is designed to offer an unrivalled stay experience. This property is a dream come true for Triathletes! Standing right at the epicenter of Clermont.

Lake Louisa Lodge near Disney

Watch the sunrise over beautiful Lake Louisa from this newly renovated cozy chalet that sleeps up to 8 guests. Fully equipped with everything you need to feel at home, an Olympic-size pool open all year long heated to 78 degrees in winter, tennis and pickleball courts, basketball court, and playground. Enjoy peaceful nature surroundings while still being only 25 minutes from Disney, shopping, dining, and other Central Florida attractions.

Private Country House | 16 Guests | Gatherings

Bring the whole family to this private 5-acre retreat, situated in one of the few hilly regions of Florida. Enjoy privacy, nature, spectacular sunsets, and starry nights—perfect for relaxing or enjoying outdoor activities. ⚠️ Gatherings require prior approval—please contact us before booking. Note: There is another house on the property that may be rented by other guests. Both are completely private, with no shared areas or parking.

Cozy Home near Waterfront Park

Enjoy a unique and cozy home nestled among heart of lakes, just minutes from downtown. The large screened-in patio provides the perfect space to enjoy your morning coffee or unwind after a day of exploring. A short walk away, you'll find the Waterfront Park featuring a sandy beach, scenic biking and walking trails, and a playground - making it an ideal destination for outdoor.

Modern 5BR Home with Game Room and Pool at Windsor

Luxury 5BR themed home in Windsor Cay Resort featuring an immersive game room, stylish living spaces, and a private pool. Designed for families and groups seeking comfort, fun, and unforgettable stays just minutes from Orlando’s top attractions.