Discover a selection of more than 10,000 vacation rentals in Winter Springs, FL that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and kitchens. Prices start at $75 per night, and houses and villas are popular options for a stay in Winter Springs. Either way, you'll find a rental for everyone's needs.
Destination guide

Delight in the natural landscape of Winter Springs

Enjoy the temples and other features of Winter Springs. This scenic city is known for its baseball games, lake and parks. Central Florida Zoo & Botanical Gardens and Florida Mall are just a couple of the must-sees in the area. Whether you're planning a family holiday, romantic stay or friends trip, vacation rentals offer features like full kitchens and laundry facilities for a more convenient stay.


Activities and attractions in and around Winter Springs

Are you hoping to discover attractions to visit while you're in the area? Although it can be tempting to stay in your comfortable vacation rental, you'll want to check out everything that makes Winter Springs a fun spot to vacation. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Central Florida Zoo & Botanical Gardens (9.9 mi / 16 km)
  • Deer Run Country Club (2.5 mi / 4 km)
  • Casselberry Golf Club (3.5 mi / 5.6 km)
  • Twin Rivers Golf Course (6.8 mi / 11 km)
  • Mayfair Country Club (6.9 mi / 11.2 km)
  • Timacuan Golf Club (7 mi / 11.2 km)
Natural features

Exploring the natural features in Winter Springs

Whether you're an active traveler or just want to spend some time taking in the scenery, Winter Springs is a great place to get outside. These are some of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city center:

  • Trotwood Park (1 mi / 1.6 km)
  • Central Winds Park (1.5 mi / 2.4 km)
  • Red Bug Lake Park (2.5 mi / 4.1 km)
  • Overlook Park (2.6 mi / 4.2 km)
  • Boombah-Soldiers Creek Park (3.1 mi / 5 km)
  • Secret Lake Park (3.1 mi / 5 km)
How to get there

Transportation to and around Winter Springs

The nearest airport is in Orlando, FL (SFB-Orlando Sanford Intl.), located 6.5 mi (10.4 km) from the city center. If you can't find a flight that's convenient for your trip, you might consider flying into Orlando, FL (MCO-Orlando Intl.), which is 17.7 mi (28.5 km) away.

How many vacation rentals are available around Winter Springs, FL?

Our 2020 property listings offer a large selection of 11,173 vacation rentals around Winter Springs. From 3,479 house rentals to 1,850 villa rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

Can I rent a resort property in Winter Springs?

If you have been hunting for a retreat that's got it all, treat the whole family to a wonderful resort stay, where enjoying yourself is what it's all about. Vrbo has 4,314 getaway rentals located within resorts available. Open to more ideas? Vrbo has stacks more options to take a look at, including:

  • 895 lake-view vacation rentals.
  • 866 city-center vacation rentals.
  • 797 lakeside vacation rentals.

Can I rent a house in Winter Springs?

If you're looking for a home away from home for your upcoming vacation, renting an entire house is a great idea. You'll have plenty of space for all your getaway activities. There are 5,065 options listed on Vrbo. Prices start at $31 per night. Or maybe you'd rather pick one of the area's other sought-after rental types, such as:

  • Condo: 2,841 vacation homes. Prices start from $50 per night.
  • Villa: 2,345 vacation homes. Prices start from $47 per night.
  • Townhome: 2,333 vacation homes. Prices start from $72 per night.

Can I stay in Winter Springs in a large group?

Getting together with your favorite people can be so much fun, particularly when you're staying under the same roof in an awesome new place! If you're visiting with a large group, Vrbo can help out. House vacation homes are the leading choice for big groups of guests, with 1,190 available here. Around the area, rental properties that can house large groups of guests include:

  • If yours is a group of 8, we offer 6,285 vacation homes suited to that size. Stay a night for as little as $59.
  • Keen to find a place for 6 people? We have 3,912 that will be ideal. You can get one for as little as $13 a night.
  • Planning a trip away with 10 guests? We have 3,167 vacation homes that will suit. Prices begin at just $74 a night.

You and your crew will be in good hands when you organize your Winter Springs vacation through us!

Where are the cheapest rentals in Winter Springs?

Vrbo is here to help you enjoy quality time with your closest friends and family. With a wide range of value-packed rentals, you're sure to get a special place that fits the whole group. Englewood Park is a fantastic area to investigate if you want to keep an eye on your budget. Vrbo has 27 rentals, and the average price is a modest $138 per night. Northeast Orlando is another great option. We have 81 rentals here, and the average price is around $138 per night.

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