Family-friendly holiday rentals in Pine Castle

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

NEW 1BRM Guesthouse | King Bed | Central Florida

Nestled in a private and central location, this newly constructed space offers everything needed for a relaxing stay. The space is perfect for up to four guests, featuring a king size bed, full kitchen, and smart TVs in every room. Enjoy the convenience of high-speed Wi-Fi, a spacious shower, washer / dryer, and a private driveway. Located close to Downtown, Theme Parks, the Stadiums, I-Drive, Wekiva Springs, Shopping, Dining, and More! Everything needed for your short term or long term stay.

Modern & Private Guest suite Orlando Maximum fun !

Welcome to Our Private Guest suite, From it's modern flair, convenience and perfect location, we are promising you a perfect stay in Central Orlando in the middle of the action for Maximum enjoyment! (All parks & major highways / Florida mall, central Florida biggest shopping center) Your private entrance & self check-in. Perfect exterior terrace to enjoy Florida's sunny weather! A bright, spacious and NEW studio awaits you! Fully equipped with attention to all details. This suite awaits YOU!

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!

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)

Cozy Home, Minutes from Airport & Near Everything

This centrally located house is priced low and ideal for long-term bookings. This cozy 1 bedroom, 1 bathroom, ground floor house is centrally located within 3 to 20 miles of all major attractions in Orlando. It has a big backyard (not fenced) with a small concrete patio with 2 chairs/small table. There is free parking for up to 2-3 cars in front of your entrance. It is within walking distance from some restaurants, shops, etc but a car is highly recommended.

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!

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!

Modern and luxurious studio

Come and enjoy a stay with all the comforts that a hotel room can offer you, with totally independent access and private parking. Only 5 minutes from the Florida Mall, which is the most important shopping center in Central Florida. The space offers a studio with a kitchen, laundry area, and bathroom. Located just 12 minutes from Orlando International Airport (MCO) and only 19 minutes from Universal studio.

Private Tiny Home w/ Yard + Grill

🌿 A cozy family retreat! Perfect for 2 guests, but can host up to 4. Parents can enjoy a private bedroom with a queen bed, while the spacious loft with two twin beds offers a fun and comfy sleep space for kids or extra guests. There’s also a full-size sofa bed, plus a full kitchen, washer/dryer, and a private patio to relax. Located in a quiet neighborhood just 15 mins from Universal and 27 from Disney. 🏡✨