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Winter Springs holiday rentals

We found 17,221 holiday rentals — enter your dates for availability

your current months are May, 2024 and June, 2024.
May 2024
June 2024
Discover a selection of 5 homes and other holiday rentals in Winter Springs that are perfect for your trip. Whether you’re travelling with friends, family or just with your pet, holiday homes have the amenities that you need and want for your stay, including parking and a TV. At the end of the day, you'll find a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

The scenic city of Winter Springs awaits you

Enjoy the temples and other features of Winter Springs. This scenic city is known for its baseball games, lake and parks. Kia Center and Orlando International Premium Outlets are just a couple of the must-see attractions in the area. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities and attractions in and around Winter Springs

Are you hoping to find things to do in the city? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Winter Springs a fun place to get away to. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • The Trophy Club Of Orlando (6.2 mi / 10 km)
  • Central Florida Zoo & Botanical Gardens (8.9 mi / 14.3 km)
  • Dubsdread Golf Course (9.4 mi / 15.1 km)
  • King's Landing (12.8 mi / 20.6 km)
  • Ventura Country Club (13 mi / 20.9 km)
  • Orlando Speedworld (16.9 mi / 27.2 km)

Exploring the natural landscape of Winter Springs

Whether you're an adventurous traveller or just want to spend some time taking in the scenery, Winter Springs is a great place to get out in nature. These are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • Boombah-Soldiers Creek Park (1.5 mi / 2.4 km)
  • Red Bug Lake Park (3.4 mi / 5.5 km)
  • Cranes Roost Park (5.2 mi / 8.4 km)
  • Sanlando Park (5.5 mi / 8.9 km)
  • Lake Jesup (5.7 mi / 9.2 km)
  • Albin Polasek Museum and Sculpture Gardens (7.4 mi / 11.9 km)

How to get to and around Winter Springs

The nearest airport is in Orlando, FL (SFB-Orlando Sanford Intl.), located 6.6 mi (10.6 km) from the city centre. If you can't find a flight that's convenient for your trip, you could book a flight to Orlando International Airport (MCO), which is 18.5 mi (29.8 km) away.

Frequently asked questions

What is the most popular type of holiday home accommodation in Winter Springs?

The most desirable types of holiday homes in Winter Springs are houses. Ready for more choices? Stayz offers a variety of options to match the diverse needs of our guests, so you'll see holiday properties in all shapes and sizes. The ideal home away from home is waiting for you — snap up yours today.

How much does it cost to rent a holiday home in Winter Springs?

The average price for a holiday home in Winter Springs is determined by a number of factors, including length of stay, season and property type. Whether you're dreaming about a sprawling villa with room to move around or a cosy cottage for you and your other half, just enter your dates of travel to view stays with unbeatable value.

How much does it cost to rent a beach house in Winter Springs?

When you travel and the style and size of the property will determine the cost of your beachside stay. Enter your Winter Springs travel dates to view your options on Stayz. Can't live without a hot tub? Use the filters to select the amenities and features you need.

Are there pet-friendly holiday homes in Winter Springs?

With nine holiday homes that allow pets, your furry companion can join in the fun on your Winter Springs break. Use our filter tool to browse our pet-friendly holiday homes and find the pawfect pad on Stayz.

Can I rent a house with a pool in Winter Springs?

Mark the "pool" box in our handy filter tool and pick from eight houses with private pools in Winter Springs on Stayz. Ball games, gentle soak or noodle joust? Free time is up to you when your Stayz holiday home comes with its own pool.

What are popular home amenities in Winter Springs?

When it comes to home amenities that people are on the lookout for in Winter Springs, a barbecue grill, a fireplace and a swimming pool rank the highest. With Stayz holiday homes, you'll have options to match your style and taste, whether you're going away with relatives, friends or even pets.

Are there large group holiday homes in Winter Springs?

Take your pick of three Stayz holiday homes in Winter Springs that can host a group of five or more guests. You'll get all the privacy and room you need to chill out with your loved ones — and no one else.

Are there holiday homes in Winter Springs that welcome kids?

With nine family-friendly holiday homes available in Winter Springs, now is the perfect time to introduce the kids to the thrills of travel. Simply check our "Properties good for families" filter to find stays packed with amenities perfect for families on the move, like kitchens, patios, entertainment units and bunk beds.

What are the top attractions for families in Winter Springs?

Keep your kids busy at these popular family-friendly attractions in Winter Springs:

  • Central Florida Zoo & Botanical Gardens
  • Sanford Museum
  • Hannibal Square Heritage Centre

Are there one-bedroom holiday homes in Winter Springs?

Yes, there are four one-bedroom properties in Winter Springs to pick from. A one-bedroom holiday home is a wonderful choice if it's just you and your partner or if you're travelling on your own. Toss in more privacy, space and convenience than a standard hotel, and you're sure to have an unforgettable break.

Can I find two-bedroom holiday homes in Winter Springs?

Winter Springs has two two-bedroom properties for you to select from. Go for a holiday home with all the comfort and privacy you need at an attractive price on Stayz.

Are there holiday homes with WiFi in Winter Springs?

Winter Springs has seven holiday homes with WiFi, so you can stay connected when you're away. Simply check the "WiFi" box in our handy search filter for a list of properties with this feature. From streaming TV shows with the family to updating your social media, these Stayz homes make it a breeze to go online.

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