Choose from 29 vacation rentals located in Winter Springs, Florida. Top filters in Winter Springs include Air conditioner, Kitchen or Kitchenette, and TV. Prices range from $66 to $606 per night. Our most popular vacation rental types near Winter Springs are Apartment and Hotel.

Top vacation rentals in Winter Springs

Smart TV
5.0 / 5.0
Outstanding(22 Ratings)
“Harmony”_
Villa
 in Oviedo
4 guests · 2 bedrooms · 1 bath
Garden · Kitchen or Kitchenette · Air conditioner

Looking for the perfect place to call home during your trip to Winter Springs? This Villa offers a comfort and style with top-notch amenities, including Air conditioner, Dishwasher and Internet / Wifi, and more.

$$$$
vrbo logo
View deal
Start earning One Key rewards
Shower, hair dryer, towels
5.0 / 5.0
Outstanding(23 Ratings)
* Beautiful Lakehouse with Pool and Movie Theater*
House
 in Casselberry
16 guests · 6 bedrooms · 2 baths
Garden · Pool · Pets allowed

Discover the beauty of Winter Springs with a stay at * Beautiful Lakehouse with Pool and Movie Theater*, a top rated House with amenities such as Air conditioner, Dishwasher and Fireplace, and more.

$$$$
vrbo logo
View deal
Fridge, microwave, stovetop, dishwasher
5.0 / 5.0
Outstanding(12 Ratings)
Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!
House
 in Casselberry
8 guests · 3 bedrooms · 2 baths
Kitchen or Kitchenette · Air conditioner · Internet / Wifi

This inviting House in Winter Springs can fit your needs for many types of vacations, at $275 per night.

$$$$
vrbo logo
View deal
Seating area
No ratings yet
Lake View Oviedo 3 Bed, 2 Bad
House
 in Lake Mary
Pets allowed · Kitchen or Kitchenette · Air conditioner

When traveling to Winter Springs, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $102 per night.

$$$$
booking logo
View deal

Search by amenity

Vacation rentals with air conditioning in Winter Springs

Start earning One Key rewards
Pool
4.9 / 5.0
Outstanding(7 Ratings)
Tranquil, Spacious property within an gated Community
House
 in Winter Springs
10 guests · 5 bedrooms · 4 baths
Pool · Pets allowed · Kitchen or Kitchenette

The best choice in Winter Springs for House, for $295 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

$$$$
vrbo logo
View deal
Fridge, microwave, stovetop, coffee/tea maker
4.7 / 5.0
Outstanding(7 Ratings)
3B/2Ba Home with Commmunity Pool. 30min from Universal Studios
House
 in Winter Springs
8 guests · 4 bedrooms · 2 baths
Pool · Pets allowed · Kitchen or Kitchenette

House in Winter Springs, for $304 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

$$$$
vrbo logo
View deal
Fridge, microwave, stovetop, coffee/tea maker
4.5 / 5.0
Excellent(12 Ratings)
Tiny remodel mobile home close to Orlando and Sanford Airport.
Campground/ RV Resort
 in Casselberry
4 guests · 2 bedrooms · 1 bath
Pool · Pets allowed · Kitchen or Kitchenette

This Campground/ RV Resort for $131 in Winter Springs, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

$$$$
vrbo logo
View deal
Start earning One Key rewards
Fridge, microwave, oven, stovetop
5.0 / 5.0
Outstanding(2 Ratings)
Cozy Central Florida Townhome
House
 in Casselberry
5 guests · 2 bedrooms · 2 baths
Pool · Kitchen or Kitchenette · Air conditioner

The best choice in Winter Springs for House, for $168 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

$$$$
vrbo logo
View deal
city photo
Winter Springs

Winter Springs travel guide

Let us help you plan your perfect Winter Springs vacation. Our travel guide highlights things to do, places to see, favorite vacation rental amenities in Winter Springs, and more.

Frequently asked questions

What do I need to know before visiting Winter Springs, FL?

Before visiting Winter Springs, FL, it's important to be aware of the following:

  • The city is located in Central Florida, and is in proximity to attractions like Central Florida Zoo and The Beacham Theater.
  • The city is home to a variety of outdoor activities, including golfing, fishing, and hiking.
  • The city is about an hour from Orlando and the theme parks.

It's also important to be aware of the city's climate. Winter Springs is located in Central Florida, so the temperatures tend to stay relatively warm all year round, with temperatures reaching as high as 100 degrees in the summer and as low as the mid-50s in the winter.

What are the must-visit tourist attractions in Winter Springs, FL?

Winter Springs, FL is home to some of the most beautiful tourist attractions in the state. Here are some of the must-visit attractions:

  • Central Winds Park
  • Winter Springs Town Center
  • Tuskawilla Park
  • Winter Springs Dog Park
Visitors can enjoy a variety of outdoor activities such as fishing, hiking, and biking. There are also several local restaurants, shops, and galleries to explore. Winter Springs is a great destination for those looking to relax and explore the natural beauty of Florida.

How can I get around in Winter Springs, FL?

You can get around Winter Springs, FL in a variety of ways:

  • By car
  • By bike
  • By foot

The town also has a public bus system with multiple routes and stops. Taxis and ride sharing services are available as well.

Where can I find affordable accommodation in Winter Springs, FL?

Winter Springs, FL offers many affordable accommodation options. Here are a few that you can consider:

  • The Inn at Tuskawilla – Offers affordable rooms in a convenient location.
  • Fairfield Inn & Suites by Marriott – Features complimentary WiFi and a fitness center.
  • Extended Stay America – Offers spacious suites with full kitchens.
  • La Quinta Inn & Suites – Provides a free breakfast and outdoor pool.

What is the culture like in Winter Springs, FL?

Winter Springs, FL is a small city in Central Florida with a population of 33,000 people. It is known for its excellent schools, parks, and recreational activities. The culture in Winter Springs is an eclectic mix of old and new, with a strong sense of community and southern charm. Here are five key points about Winter Springs' culture:

  • Family-oriented: Winter Springs is an excellent place to raise a family, with excellent schools and plenty of outdoor activities.
  • Small-town charm: Winter Springs has a small-town vibe, with plenty of local shops and restaurants.
  • Outdoor recreation: There are plenty of parks and outdoor activities to enjoy in Winter Springs, from hiking to fishing.
  • Arts and culture: Winter Springs is home to several galleries, museums, and other cultural attractions.
  • Culinary scene: Winter Springs is home to a variety of restaurants, from traditional American fare to ethnic cuisines.

Is Winter Springs, FL safe to travel to?

Winter Springs, FL is generally safe to travel to. Here are a few tips to keep in mind:

  • Be aware of your surroundings and stay in well-lit areas.
  • Keep your valuables close and out of sight.
  • Be aware of local laws and regulations.

What are the popular shopping destinations in Winter Springs, FL?

Popular shopping destinations in Winter Springs, FL include:

  • Winter Park Village
  • Altamonte Mall
  • Seminole Towne Center

These shopping centers offer a variety of stores, restaurants, and entertainment options for visitors and locals alike.

What are the best neighborhoods to visit in Winter Springs, FL?

The best neighborhoods to visit in Winter Springs, FL are:

  • Tuskawilla
  • Tuscawilla Trails
  • Sabal Point
  • Glen Eagle

These neighborhoods offer plenty of outdoor activities, shopping, and dining options, making them great places to explore and enjoy.

Where is Winter Springs, FL?

Winter Springs, FL is a city located in Seminole County, Florida, United States. The population was 33,282 at the 2010 census. It is part of the Orlando–Kissimmee–Sanford Metropolitan Statistical Area. The city is in the northern suburbs of the Orlando–Kissimmee–Sanford Metropolitan Statistical Area, which is the most visited area in the world, and is home to Walt Disney World Resort.

What are the most popular vacation rental amenities in Winter Springs, FL?

The most popular vacation rental amenities in Winter Springs, FL include:

  • Fully equipped kitchen
  • Spacious living area
  • Outdoor patio or balcony
  • High speed internet access
  • On-site laundry facilities

These amenities allow vacationers to enjoy all the comforts of home while on vacation. Fully equipped kitchens allow for easy meal preparation, while spacious living areas provide plenty of room to relax. Outdoor patios or balconies offer a great place to take in the fresh air and soak in the Florida sunshine. High speed internet access allows travelers to stay connected to the rest of the world, while on-site laundry facilities provide the convenience of doing laundry during their stay.

What are the top things to do in Winter Springs, FL?

Winter Springs, FL is a great place to explore and enjoy nature. Here are some of the top things to do in this area:

  • Visit the Central Winds Park
  • Check out the Winter Springs Town Center
  • Explore the trails at the Tuscawilla Preserve
  • Relax at the Central Winds Park Beach

From outdoor recreation to shopping and dining, there is something for everyone to enjoy in Winter Springs, FL.

What is the price range for rentals in Winter Springs?

Vacation rentals in Winter Springs have a price range between $66-$606. The average price for rentals in Winter Springs is $125 per night.

What are the most popular vacation rental amenities in Winter Springs?

  • Air conditioner
  • Kitchen or Kitchenette
  • TV

Explore near Winter Springs

Rentals near top attractions

Related vacation destinations

Nearby vacation destinations

Travel inspiration

Keep exploring