Family-friendly holiday rentals in Belle Isle

Gem. Downtown Winter park, walk to Park av/Rollins

This lovely 3 bedrooms, 2 bath house is located in the most desirable area of Winter Park. Only few steps from Park Ave. You can walk to all the restaurants, Wine room, coffee shops, stores, art galleries, Museum, Park, Rollins College, Winter Park Community Center. Its only 25 minutes drive to the airport, 45 minutes to the beach, and close to family-friendly activities, nightlife, public transport. This house is great for families, couples, solo adventurers, business travelers, and big groups.

Rustic Barn Retreat

Experience the rustic elegance of this beautifully remodeled 1,800 sq. ft. barn nestled on a serene 17-acre property. Unwind in the private heated hot tub and soak up the peaceful surroundings. The prime location offers convenient access to major attractions—just a 35-45 min drive west will take you to Disney, Universal, SeaWorld, and gator parks, while a 45-60 min drive east leads you to the breathtaking Atlantic beaches and the Space Coast. Plus, the property is only 40 min from the airport

Disney-themed, Private Pool with heat, King Bed!

Don't miss the chance to enjoy this beautifully renovated and Disney + Universal-themed home in a gated resort! Central to almost everything, you'll find this home has everything you need for a memorable stay in Central Florida! Memory foam mattresses, Smart TVs in every room, a fully stocked kitchen and a private pool! Not to mention the amazing clubhouse amenities which include a luxury resort-style pool, basketball court, volleyball court and a kid's playground! You will LOVE this place!

Modern Villa with Saltwater Pool & Themed Rooms

Find your bliss in our Kissimmee haven, where the modern villa boasts saltwater pool, airy living spaces, and enchanting themed rooms that promise magical dreams. The master suite caters to comfort with direct pool access and a luxurious ensuite bathroom, ensuring a private sanctuary for relaxation. The villa is complemented by access to a well-equipped gym and a communal pool. Perfectly situated, our home is a gateway to exploring the best of Orlando, from theme parks to the shores.

Updated Home* 2 King Bed Suites * Downtown Orlando

Discover the charm of Delaney Park with this 2-bed, 2-bath home in Downtown Orlando. Located on the first floor, it's just 1 mile from the Dr. Phillips Performing Arts Center. Each bedroom has a private bath. Free parking, a full kitchen, and a fully fenced backyard for serene outdoor moments. Only 1.5 miles to Orlando Health Winnie Palmer Hospital, a 2-minute walk to Lake Davis, 2 miles to the Amway Center, 15 min. to Universal Studios, and 26 min. to Disney. Home is pet-friendly!

2693 Resort 4BR House Waterpark by Disney Orlando

Minutes from Disney, stylish & peaceful Townhouse, with 4 bedrooms and 3 full bathrooms, fully equipped kitchen for up to 8 guests, located in the family friendly Storey Lake Resort. Enjoy our private pool with optional water heater. The open floor plan blends Kitchen, Dining and Living room. Close to outlet malls & retail stores. Great Resort amenities: Heated Pools, Kids Splash Zone, Water Slides, Lazy River, Gym, Mini Golf, Lake, Kayak, Tiki Bar, Ice Cream Shop & more.

Luxurious City Center! 20 min Disney /15 Universal

Welcome to your ideal getaway! This beautifully appointed 2-bedroom, 2-bathroom vacation home offers everything you need for a memorable stay. Centrally located, this gem features high-end decor and a stunning kitchen that’s perfect for preparing meals together. PERFECT for business trips, family getaways or couples looking for a retreat. Enjoy both Downtown nightlife and the best Orlando Theme-parks. Free washer & dryer HUGE TVs in every room Fast Internet (Ethernet)

Jefferson St. Cottage

This cottage is a unique free-standing detached dwelling in the heart of Lawsona Park in the Historic District in downtown Orlando. It sits behind the owner's main house in the back of the lot; privacy is not an issue. The cottage is loaded with all the amenities needed to enjoy your stay. We are close to highways to visit Universal, Disney World, Sea World any more attractions in central Florida. In addition, Uber is a very good option for transportation.

Year around Heated Pool 7 min from MCO Airport!

Welcome to Casa Linda Pool! This stylish 3BR, 2.5BA home sleeps 8 and features a private heated pool, fully equipped kitchen, open living space, and an amazing outdoor kitchen with BBQ grill, cooktop, and cooler for your drinks. Just minutes from Orlando Airport, Disney, and Universal. Perfect for families or groups looking to relax and enjoy Florida in comfort. Fast Wi-Fi, A/C, washer/dryer, and free parking included. Book now and enjoy your Orlando getaway!

Mi Casita Near Disney/Universal

Welcome to your own private oasis in Kissimmee! Our charming 3-bedroom home boasts a beautiful private pool. Unwind in the serene surroundings while still being just moments away from the excitement of world-class theme parks and entertainment. Enjoy a fully-equipped kitchen, comfortable living areas, and spacious bedrooms for a memorable stay that combines the comforts of home with a sun-soaked Florida experience. Book your escape today!

Renovated home 12-25 min Airport &Universal Disney

Looking for a place to host your group at a private home, for a few days or over a month?! We have a house just for you, located in a charming neighborhood near major attractions in Orlando. ✔Airport is 12-15 minutes away and the theme parks are 20-30 minutes away! This ✔clean, decorated, 4-bedroom, 2-bathroom house with a ✔full kitchen can comfortably host ✔8-10 guests for a relaxing vacation or work retreat. We hope you enjoy your stay!

Themed w/ Private Pool, 4bd/4b, Next to Disney

Enjoy a vacation in this luxury townhome, geared for families. ❄️Themed Frozen and Lion King rooms 💦Private Heated(free) Pool 🏰15-25Mins to WDW and Universal 🦁 NEW Lion King Themed Room!! 🧸Kid Gear Included(Stroller, Toys etc) 🏝️Resort-Splash Pad, Lazy River, Pools 🛏️Room for Multiple Families 🛁Spa Toiletries and Starter Pack of Supplies included 🍳Kitchen for supplies for all the cooking 💻Free WiFi