Discover a selection of 500 holiday home rentals in Winter Park, FL, US that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Stayz holiday homes have the best amenities for hanging out with the people that matter most, including pool and private pool. Prices start at AU$ 192 per night, and holiday houses and flats & apartments are popular options for a stay in Winter Park. Either way, you'll find holiday accommodation 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 highlights

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.

How many holiday accommodation are available around Winter Park?

Our 2021 accommodation listings offer a large selection of 582 holiday rentals around Winter Park. From 281 holiday houses to 188 flats & apartments, find unique holiday homes for you to enjoy a memorable holiday or a weekend with your family and friends. The best place to stay around Winter Park is on Stayz.

What are the most popular points of interest and landmarks to stay near when travelling to Winter Park?

Stayz offers a large selection of holiday homes near great places in Winter Park. From Stayz travellers, the most popular points of interest to stay near are:

  • Casa Feliz Historic Home Museum: 2,842 holiday rentals
  • Winter Park Station: 3,254 holiday rentals
  • Winter Park Corner Shopping Center: 2,694 holiday rentals
  • Mead Garden: 5,726 holiday rentals
  • Winter Pines Golf Club: 2,792 holiday rentals

But there are many other points of interest around Winter Park listed on Stayz where you can find your place to stay. Please use our search bar to access the selection of holiday rentals available near the point of interest of your choice.

Can I rent Houses in Winter Park?

Yes, of course. Stayz offers 281 Houses in Winter Park. Our other popular types of Winter Park holiday rentals include:

  • Condos/Apartments: 188 holiday houses
  • Villas: 8 holiday houses
  • Townhouses: 7 holiday houses

But you can also enjoy a great stay in one of our other holiday rentals including Studios and more.

Can I find a holiday accommodation with pool in Winter Park?

Yes, you can select your preferred holiday accommodation with pool among our 334 holiday homes with pool available in Winter Park. Please use our search bar to access the selection of holiday rentals available.