Family-friendly holiday rentals in Clermont

Pool + Heated spa Family friendly King suite Oasis

Welcome to your perfect Florida getaway! This beautifully updated 3-bedroom, 2-bath home in Minneola offers everything you need for a relaxing and fun-filled stay. Whether you're traveling with family, friends, or pets, this home is designed to make you feel right at home. Step outside to your private backyard oasis featuring a sparkling pool, hot tub, and serene views overlooking a peaceful pond. Fire up the grill, unwind under the market lights, or soak up the sun with your favorite drink.

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.

Encanto| 5 Beds| Near Disney| 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🛜 ⭐️6 Smart TVs📺 ⭐️5 Bedroom 2.5 Baths

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.

Island life on the lakes

Escape to the island life (yes, an actual island!) located on the Clermont and Groveland chain of lakes where an endless amount of exploration awaits and you choose your own adventure…kayaks, paddle boards, pedal boat, fishing! Bring your boat and enjoy the lakes or sit on the dock in solitude with the sunsets and wildlife. This rustic slice of paradise is secluded yet within a short driving distance to local hot spots, Orlando attractions, the beach, and everything in between.

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!

New! Sunset Acres ~ Ideal for all Occasions!

Welcome to Sunset Acres Clermont! A private 5+ acre retreat surrounded by nature, perfect for gatherings, celebrations, reunions, retreats, and relaxing getaways. Enjoy beautiful sunsets, peaceful surroundings, and spacious outdoor areas designed for unforgettable memories with family and friends. Property Updates & Photos: Sunset Acres Clermont Important: • Reservations include up to 12 overnight guests • Larger gatherings require a gathering package based on total guests

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!

Royal Retreat Disney Themed Pool Home, Arcade, Theater

Welcome to The Royal Retreat. Located just 10 miles away from the entrance of WDW, our rental is the perfect place to stay for your Disney vacation. Our 5 star home features 8 themed bedrooms and 5 bathrooms, a fully-equipped kitchen, private heated pool, private arcade, home theater & BBQ! Free Pool heat & the 1st tank of propane for the BBQ are included. Booking with us includes full access to the Champions Gate Clubhouse, Oasis Resort and Retreat Club!

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.