Family-friendly holiday rentals in Clermont

Cozy Lake Front Cottage

Take it easy at this unique and tranquil getaway. Enjoy the view of the lake with its gorgeous sunsets and array of birds. Upon your arrival you will be blown away by the peaceful view of the over three acre grounds beautifully manicured with mango, guava, citrus, banana and live oak trees adorned by Spanish moss. Bring your boat/kayak & enjoy the Crooked River Preserve and lakes. Enjoy the Disney parks during the day, about 45 minutes away, and finish your day at this peaceful getaway!

Magical Family Fun House Near Disney Luxury Villa

Experience the Magic of Disney in our Luxury Villa! BBQ Included! Tesla / EV Charging Station! Free Pool Heat! Our private 8 bedroom, 5 bathroom one of a kind pool home is meticulously clean & newly renovated. Newly remodeled kitchen and themed rooms, and richly-appointed spaces include large gathering areas, a bright, professional-grade kitchen, spectacular dining room, 2 walk-out master suites, a home theater & Tesla / EV Charging Station! Sparkling pool and spa. Only 15 miles from Disney

Hook's Cabin- Lake & Pool near Disney A-frame

Hook’s Cabin is nestled within the peaceful gated community of Vacation Village it is a beautifully renovated A-Frame home and your perfect place to stay & play! You will enjoy private Lake Louisa access, Heated Olympic-sized community Pool, Pickleball / Basketball courts, play grounds, & FREE parking, Fast WiFi, flat screen smart Tv's w/ cable, full kitchen, & in home laundry. All less than 25 mins from Disney & other Orlando theme parks, and 5 miles from the National Training Center.

Spacious Getaway ~ Heated LED Pool & Ping Pong

Welcome to your Spacious Getaway! Exterior Features: ★ LED Lights in Pool and on Pool Cage ★ Fenced-in yard & Fire-pit ★ Doorbell & Driveway Camera for safety Interior Features: ★ Ping Pong Table ★Large Shower in Master Bathroom ★ROKU on each TV Extras: ★ Heated Pool up to 95 Degrees - $50 per day (Pool Water is normally at 75 degrees without the Pool Heater) ⚠️ Pet-Friendly, but the pet must be added to the reservation ($75 Pet fee)⚠️ {Willing to Negotiate Monthly Prices}

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 🎮

Stylish Lakeview Home for Triathletes/ Family 380

Experience tranquility at this stylish and inviting Lakeview hideaway. Embrace the comfort promised by our tastefully furnished interiors, supplemented by stunning lake vistas- a perfect sanctuary for leisurely vacations or rigorous triathlon trainings. Triathletes will adore the home's strategic location near running paths, open swimming spots and bike-friendly paths. Our fully complete kitchen is at your disposal to nourish your training regime.

3.5 Acre Modern Country Farmhouse |23 mi to Disney

Enjoy your stay at the perfect modern country hideaway located on over 3.5 acres. Spacious open concept living area spanning over 2000 sq ft. Completely refreshed new floor and furniture. All you will hear will be the cows that come wandering up to the property while you swing on the porch! If you want to experience peace and serenity but also some of that Disney magic this is the place for you because it is also within 30 minutes of Disney!

Clermont 2 Bedroom Bungalow

Step into a piece of history with our cozy 2-bedroom, 1-bath bungalow in Vacation Village, Clermont, Florida. Originally built to house the hardworking individuals who helped construct the Disney parks, this unique home blends vintage character with modern comforts. Located in a peaceful neighborhood, it’s just a short drive from the magic of Walt Disney World and other popular attractions, making it the ideal spot for your Florida getaway.

2 King Suites | Private Pool | 18 Min to Disney

✔️ Only 8.1 miles (approx. 15 min) to Walt Disney World theme parks ✔️ Private screened in pool with covered outdoor dining patio (heating available for $35/day) ✔️ Two king master suites, each with private en-suite bathrooms ✔️ 4 bedrooms, 3 bathrooms, sleeps 8 ✔️ Family-ready layout with two dedicated kids' rooms ✔️ TVs in every bedroom ✔️ Community pool just a 2-minute walk away ✔️ Free parking on premises

Cozy Home near Waterfront Park

This newly constructed unique and cozy home sits in the heart of lakes near downtown, shops, restaurants, and breweries. It is surrounded by greenery that lets you relax and wind down in a tropical backyard. It is within walking distance to the lake beach, biking trail, splash pad, and playground. There are plenty of activities for you to enjoy!