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.

Family · Kitchen · Walkability

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

Indoor spaces · Family · Amenities

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.

Family · Indoor spaces · Walkability

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.

Family · Indoor spaces · Sleep quality

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!

Kitchen · Family · Cleanliness

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

Kitchen · Family · Value

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 🎮

Kitchen · Indoor spaces · Comfort

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!

Indoor spaces · Family · Pool

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.

Kitchen · Indoor spaces · Bathroom

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.

Kitchen · Family · Walkability

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.

Kitchen · Family · Hot tub

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.

Family · Indoor spaces · Nearby