Discover a selection of 500 holiday rentals in Winter Park that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo holiday homes have the best amenities for hanging out with the people that matter most, including pool and private pool. Prices start at £ 106 per night, and houses and flats & apartments are popular options for a stay in Winter Park. Either way, you'll find a rental for everyone's needs.
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Top rated rentals — Winter Park
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Destination guide

Lively Winter Park will entice you

Enjoy the live music and other features of Winter Park. Renowned for its university setting, shopping and gardens, this city welcomes all visitors. Universal Studios Florida™ and SeaWorld® Orlando are just a couple of the must-see attractions in the area. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Activities

Activities and attractions in and around Winter Park

Are you hoping to find things to do during your stay? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that Winter Park has to offer. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Universal Studios Florida™ (13.2 mi / 21.3 km)
  • SeaWorld® Orlando (15.9 mi / 25.6 km)
  • Universal’s Islands of Adventure™ (12.8 mi / 20.5 km)
  • Central Florida Zoo & Botanical Gardens (15.4 mi / 24.7 km)
  • Aquatica (15.5 mi / 25 km)
  • Discovery Cove (16.1 mi / 25.9 km)
Natural features

Exploring the natural features in Winter Park

Whether you're an adventurous traveller or just want to appreciate the scenery, Winter Park is a great spot to appreciate mother nature. These are some of the area's most enchanting sights, all within 30 miles (48.2 km) of the city centre:

  • Kraft Azalea Gardens (1.5 mi / 2.4 km)
  • Howell Branch Preserve Pavilion (1.8 mi / 2.9 km)
  • Virginia S. Nelson Rose Garden (1.9 mi / 3 km)
  • Lake Rose (2.6 mi / 4.2 km)
  • Kewannee Park (2.7 mi / 4.4 km)
  • Mead Garden (2.8 mi / 4.5 km)
How to get there

Transport to and around Winter Park

The nearest airport is in Orlando, FL (MCO-Orlando Intl.), located 12 mi (19.2 km) from the city centre. If you can't find a flight that's convenient for your trip, you could also fly into Orlando, FL (SFB-Orlando Sanford Intl.), which is 12.7 mi (20.5 km) away.

If you're travelling by train, you can make your way to Winter Park Station.

Can I find a vacation rental around Winter Park?

Yes, our 2021 property listings offer a large selection of 577 vacation rentals near Winter Park. From 291 houses to 183 flats & apartments, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Winter Park for a holiday or a weekend are on Vrbo.