Family-friendly holiday rentals in Clermont

Encanto| 5 bedroom|Pool |BBQ & Backyard|Superhost

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 12 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

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.

Lake Front Home with private Dock on Lake Louisa

Beautiful lake front home on Lake Louisa. The home sits under towering Cypress trees and is 15 feet from the waters edge. Enjoy breathtaking views of Lake Louisa in the very large great room. Enjoy a game of pool on the pool table, watch cable tv, or walk out onto our private shaded dock where you can fish, swim, enjoy the views, read, play a game of Bimini ring toss, or just relax and unwind. For the safety our guests we allow 2 days between to allow cleaning and disinfecting of the house

Adorable Downtown Lakeview Home 1105

Experience unparalleled comfort and charm in our distinctive Lakeview home, ideally located in downtown Clermont's vibrant heart. This bright and captivating property exudes an inviting aura with its scenic lake views and exceptional decor. Start your day with a refreshing cup of coffee on the serene back porch, take a stroll to the nearby park, or enjoy the array of amenities in the vicinity. Families and athletes alike will enjoy the convenient proximity to key attractions.

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 🎮

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!

Pool & Jacuzzi / Cinema+Games+Fire Pit | Disney

Your perfect Disney getaway starts here ✨ Enjoy a private heated saltwater pool & jacuzzi, outdoor cinema for movie nights, and a fully equipped game room for all ages. Professionally cleaned, regularly maintained, and fast support during your stay. Relax by the fire pit, enjoy cozy evenings, and start your mornings with fresh coffee. Located just minutes from Disney, this spacious home is perfect to relax, recharge, and create lasting memories.

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.

Windsor Cay 5BR Luxury Home with Pool

Spacious 5BR/4.5BA home in Windsor Cay Resort for up to 13 guests. Private screened pool with child safety fence, game loft, modern kitchen, high-speed WiFi, cable, and TVs in every bedroom. Self check-in via keypad. Resort amenities access included (lazy river, slides, clubhouse, fitness center), subject to community rules and hours. Linens and bath towels provided; no face towels/washcloths.

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.