Family-friendly holiday rentals in Clermont

Disney Encanto| 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

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

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 - $40 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 🎮

Choice of Champions

Stay at this comfortable 3-bedroom home at 472 Sheldon Place, just 5 blocks from Downtown Clermont. With 4 beds sleeping up to 7, it’s perfect for families, teams, or small groups. Enjoy a relaxing backyard with a gas fire pit after training or exploring. Conveniently located near the USA Triathlon Performance Center, Pure Athletics, ETC Aquatic Center, Florida Rush Soccer fields, and Legends Way softball complex—ideal for both training and leisure stays.

Modern Suite in the Heart of Downtown Clermont 101

Experience luxury and excitement in our chic modern suite nestled in the vibrant heart of downtown Clermont. Perfectly poised for Triathletes, this suite is a beacon of comfort and convenience, mere steps away from charming downtown boutiques, delightful restaurants and local breweries. The location is unparalleled with close proximity to the celebrated Clermont/Minneola Trail, esteemed host of prestigious Triathlons and the serene Waterfront Park.

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

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!

8 BD/ 6 BA Sleeps 19! Windsor Cay (16195 CC)

• Community: Windsor Cay • 8 Bedrooms/ 6 Bathrooms/ Sleeps 19 • Disney World® (8.2 miles) SeaWorld (18.5 miles) • Convention Center (19.5 miles) ICON Park (20.9 miles) • Universal Studios (22.3 miles) Epic Universe (20.9 miles) • Location: Coastal Cove Lane, Clermont FL 34714

Modern Guesthouse Suite

✨ Spacious and Private Suite ✨ Welcome to the perfect stylish Central Florida getaway! This bright and spacious basement suite offers comfort, privacy, and an unbeatable location in beautiful Clermont.