Family-friendly holiday rentals in Union Park

Cozy private house in Orlando

2 miles away from university Blvd with easy access to everything from this centrally located place.This is a cozy stylish property, walking distance to restaurants, and shopping centers to enjoy, Central location near UCF about to 3.5 mi, about 3 mi to full sail, about 5.5 mi to Park AVE at Winter Park, where a lot of geat family activities and nice festivals happen. The property is about 7 mi to downtown Orlando, about 35 min to Disney, about 25 min to Universal studios, about 11 mi to airport.

Indoor spaces · Kitchen · Backyard

Private Pool Oasis w/Xbox, Fireplace, Projector

Discover Orlando from this beautifully remodeled home, perfectly located near Disney, Universal Studios, downtown, and prime shopping. Enjoy the serene private pool with stunning day and night lighting. The home features three stylish bedrooms with private TVs, two modern bathrooms, and a cozy fireplace with a dedicated seating area. Offering a blend of comfort and convenience, this home is your ideal base for an unforgettable Orlando experience. Book your stay to create unforgettable memories!

Family · Kitchen · Decor

Lou’s Garden Hideout

Welcome to Lou’s Garden Hideout, a private retreat tucked away in one of Orlando’s most charming neighborhoods. Just steps from Harry P. Leu Gardens, this cozy suite features a comfortable queen bed, private bathroom, Netflix, fast WiFi, coffee station, microwave, mini fridge, and free parking. Enjoy a peaceful stay while being minutes from Downtown Orlando, Winter Park, hospitals, restaurants, shopping, and world-famous attractions. Relax, recharge, and make yourself at home.**FREE WIFI NETFLIX

Kitchen · Family · Bathroom

UPSCALE LOFT SPACE CLOSE TO DOWNTOWN.

Tucked right between the charm of Lake Eola Park and the eclectic, foodie-loved Milk District, this space puts you in the heart of Orlando’s most vibrant neighborhoods. With a Full renovation 3/2026, this open floor plan highlighted by floor-to-ceiling windows that flood the space with natural light. When you’re ready to venture out, you’re just minutes from the upscale dining and shopping of Winter Park, as well as the walkable streets, art galleries, and lively energy of Thornton Park.

Family · Indoor spaces · Parks

NEW5*APT⛱NrUCF*PETSOK+PRIVATE patioENTRY+LAUNDRY⛱

✨ 5⭐ Luxury Studio Near UCF & Universal ✨ Relax in a fully renovated studio perfect for executives, Disney visitors, or UCF trips. 🏡 Key Features: • 🌳 Private fenced yard with hammock & dining area 🍽️ • 🚪 Private entry & patio for complete privacy • 🧺 In-unit washer & dryer for convenience • 📶 Fast Wi-Fi, 🚗 free off-street parking, & modern furnishings • 🎢 25 mins to Universal, 🛍️ close to shopping & dining 🛌 Sleeps 4: • King-size bed 🛏️ • Queen pull-out sofa 🛋️

Family · Kitchen · Long stay

Charming Guesthouse at Pine & Oak Place

Tucked away on a small farm, our Charming Guesthouse offers the comforts of home in a country setting. Whether you are looking for a family friendly getaway or are in town for a business trip, this property has the amenities you are looking for. Located in East Orlando, guests benefit from the privacy of a tucked away setting while remaining in close reach of World Class Theme Parks, Attractions, beaches, and the University of Central Florida. We look forward to hosting you!

Family · Indoor spaces · Shared spaces

Luxe Guest House| Pool, HotTub| UCF, Rollins

This luxury guesthouse (on the same property as our main house but they are completely separate) is a hidden oasis conveniently located in the middle of downtown Winter Park (Rollins College/Full Sail) and UCF. It's roughly 10 minutes to each. Close to 417 expressway (toll road) so you can easily get around to the other areas of Orlando. Note: The guesthouse is 35 minutes to Disney, 25 minutes to Universal Studios and 20 minutes to Orlando International Airport.

Kitchen · Indoor spaces · Decor

Cozy Private Studio • Near UCF • Private Entrance

Welcome to your private Orlando retreat! This detached coastal-boho studio offers a peaceful stay with its own entrance, free parking, comfortable bed, fast WiFi, Smart TV, kitchenette, and private bathroom. Located near UCF, Downtown Orlando, Winter Park, restaurants, shopping, and major highways, it’s perfect for business travelers, couples, visiting family, or solo adventures. Thoughtfully designed for comfort, privacy, and convenience.

Kitchen · Indoor spaces · Bathroom

Last Minute Deals End Soon, Orlando Home Pool Dock

Newly remodeled 4/2 waterfront home with private pool and relaxing dock, single family house located in East Orlando Florida, close to Siemens, Lockheed Martin, the University of Central Florida (UCF), Rollins College, Full Sail University, Valencia Community College, Winter Park, Central Florida Research Park and Quadrangle and major attractions Walt Disney World and Universal Studios, highways and beaches.

Kitchen · Family · Getting around

Entire Apt Near UCF/Valencia. Universal in 20 mins

Peaceful apartment with 2 beds and one bath. Access to yard. Private parking. Relax, enjoy and be close to everything! Additional amenities: Office desk and chair, playpen for infants, fast internet. Valencia College- East Campus: 2.8 miles UCF: 4 miles Downtown Orlando: 11 miles Orlando International Airport: 16 miles Universal: 20 miles Seaworld: 24 miles Disney: 26 miles Kennedy Space Center: 36 miles

Indoor spaces · Family · Quiet

Cozy&Stylish SunStudio feel@home sleep4/1bath

Have fun with the whole family at this stylish place. It offers everything you need for a perfect vacation away from Home. Cozy, super clean and beautifully decorated. Centrally located close to the main high ways. Only 20 min away from the airport. We have parking on premise for your convenience. If you need more space, second unit on first floor available check it out airbnb.com/h/shine-studio

Family · Kitchen · Condition

Stylish Orlando Retreat

Contemporary retreat in nature. Plunge into the Cool Tub when the sun is out or turn the dial to heat the Hot Tub when the Moon is out. Blanchard Park is right outside with Riverside Walking / Biking Trails. Unique location that is very secluded but literally close to all major urban needs. Restaurants, UCF, Winter Park, Metro Orlando, Universal and Disney all within 5 minutes to 30 minutes.

Kitchen · Indoor spaces · Check-in