Destination guide

Why people love visiting captivating Winter Haven

Enjoy the entertainment and other features of Winter Haven. Renowned for its lake, gardens and baseball games, this city welcomes all visitors. Chain of Lakes Park and Legoland Florida are just a couple of the must-sees. Are you looking for specific amenities for your getaway? Many of our vacation rentals feature full kitchens and laundry facilities.


Activities and attractions in and around Winter Haven

Are you hoping to discover attractions to visit in the city? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that Winter Haven has to offer. Here are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Legoland Florida (3.4 mi / 5.5 km)
  • ChampionsGate Golf Club (18.1 mi / 29.1 km)
  • Indigo's Family Fun Center (0.9 mi / 1.4 km)
  • Willowbrook Golf Course (3.6 mi / 5.9 km)
  • Cypresswood Golf and Country Club (5.1 mi / 8.2 km)
  • Lake Henry Golf Club (5.9 mi / 9.5 km)
Natural features

Exploring the natural features in Winter Haven

Travelers love Winter Haven for its panoramic lake views and picturesque gardens. Whether you're an active traveler or just want to take in the scenery, Winter Haven is a great place to spend some time outside. These are a few of the area's most eye-catching features, all within 30 miles (48.2 km) of the city center:

  • The Circle B Bar Reserve (9 mi / 14.4 km)
  • Saddle Creek Park (9.7 mi / 15.7 km)
  • Sanlan Bird and Wildlife Sanctuary (10.4 mi / 16.7 km)
  • Bok Tower Gardens (11.2 mi / 17.9 km)
  • Lewis W Mathews Memorial Sports Complex (12.8 mi / 20.6 km)
  • Lake Mirror (13.7 mi / 22 km)
How to get there

How to get to and around Winter Haven

The nearest airport is in Kissimmee, FL (ISM-Kissimmee Gateway), located 25.9 mi (41.8 km) from the city center. If you can't find a flight that's convenient for your trip, you might consider flying into Tampa, FL (TPA-Tampa Intl.), which is 49.1 mi (79.1 km) away.

If you'd prefer to travel by train, the main station is Winter Haven Station.

How many vacation rentals are available around Winter Haven?

Our 2019 vacation rental listings offer a large selection of 1,442 house rentals around Winter Haven. From 729 Houses to 62 Condos/Apartments, find unique vacation rental for you to enjoy a memorable holiday or a weekend with your family and friends. The best place to stay around Winter Haven is on HomeAway.

What is the best area to stay when travelling to Winter Haven?

Whether you're travelling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Winter Haven:

  • Champions Gate: 6,524 vacation rentals
  • Bahama Bay: 774 vacation rentals
  • Regal Palms: 1,973 vacation rentals
  • Highlands Reserve: 2,352 vacation rentals
  • Solana: 565 vacation rentals

For other neighbourhoods, please use our search bar to access the selection of vacation rentals available.

What are the popular points of interest near where I can stay when travelling to Winter Haven?

HomeAway offers a large selection of lodging choices near lovely places in Winter Haven. From HomeAway travelers, the most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Legoland Florida: 30,677 home rentals
  • Cypresswood Golf and Country Club: 14,375 home rentals
  • Willowbrook Golf Course: 28,480 home rentals
  • Winter Haven Station: 11,241 home rentals
  • Chain of Lakes Park: 10,784 home rentals

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

Can I rent Houses in Winter Haven?

Yes, of course. HomeAway has 729 Houses in Winter Haven. Our other popular types of vacation rentals in Winter Haven include:

  • Condos/Apartments: 62 lodging choices
  • Villas: 493 lodging choices
  • Townhouses: 125 lodging choices

But you can also enjoy a great stay in one of our other vacation homes including Bungalows and more.

Can I find a vacation rental with pool in Winter Haven?

Yes, you can select your preferred vacation rental with pool among our 1,269 vacation homes with pool available in Winter Haven.

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