387+ Vacation Rentals in Winter Haven |
  1. USA
  2. Florida
  3. Lakeland - Winter Haven
  4. Winter Haven

Winter Haven Vacation Rentals, Hotels, & Places to Stay

About Winter Haven Vacation Rentals

There are more than 387 places to stay that are available in Winter Haven. These choices include hotels as well as other short-term private accommodations (including vacation rentals, cabins, condos, RVs, and more), have a wide selection of amenities at great prices, providing you with all the comforts of home or a touch of luxury. We like to help you find more room with Varoom when booking your property in Winter Haven.

Varoom features many last-minute deals on hotels, resorts and places to stay including many that are nearby. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With Varoom's places in Winter Haven, you have the flexibility of comparing different options from multiple suppliers with a single click. Group deals, private pools, hot tubs, allows pets, or even those with huge master suite bedrooms with open-air showers? You can find vacation rentals and resorts as well as Airbnb-style properties in Winter Haven. Places to stay near Winter Haven are 900.27 ft² on average, with prices averaging US $288 a night.

Varoom helps you discover places to stay and suggests things to do to create great travel memories in Winter Haven. Prices listed are often found to be at a 30-40% discount versus the rack rates. Just search for your destination and secure your perfect place to stay today.

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Top Rental Accommodation Types in Winter Haven

Type Count
Vacation Homes 266
Holiday Apartments 51
Cottages 10
Villas 5

Use these Quick Filters to Find a Vacation Rental in Winter Haven

★ Pro Tip: Varoom is a meta travel and activities site, and as such we combine results from many of the leading travel websites, helping you compare the best places to stay and things to do in each market. Use the filter option to narrow down your selection and let us help you find more room to stay, play, and discover. Create new memories in Winter Haven today.

Weather in Winter Haven, FL

View the weather forecast for Winter Haven before booking your Winter Haven Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Winter Haven, FL

Varoom offers a large selection of top attractions around Winter Haven . Research things to do on your vacation before you visit Winter Haven.


Legoland Florida
Chain of Lakes Park
Theatre Winter Haven
Chain Of Wakes
Indigo's Family Fun Center
Northgate Shopping Center
Cypresswood Golf and Country Club
Inman Park
Sertoma Park
Rotary Park
Willowbrook Golf Course
Lake Henry Golf Club
Lake Conine
Lake Region Golf Club
Indigo's Billiards
Baytree Golf Club
Winter Pines Golf Course
Winter Haven Hospital
Baycare Womens Hospital
Winter Haven Women's Hospital

Other Places to Stay in Winter Haven, FL


Polk County 11,537 Properties
Lake Henry Golf Club 417 Properties
Theatre Winter Haven 283 Properties
Baycare Womens Hospital 282 Properties
Chain of Lakes Park 282 Properties
Winter Haven Women's Hospital 281 Properties
Indigo's Family Fun Center 274 Properties
Indigo's Billiards 271 Properties
Rotary Park 265 Properties
Inwood 158 Properties
Jan Phyl Village 74 Properties
Cypress Gardens 64 Properties

Complexes around Winter Haven, FL


Hampton Inn Haven 7 Properties
Howard Johnson 3 Properties
Econo Lodge Haven Chain Of 2 Properties
Ida Beach Resort 2 Properties
Roy Beach Inn Haven 2 Properties

Frequently Asked Questions About Winter Haven?

What are the top vacation rentals in Winter Haven?

We have scoured the web to find you options in Winter Haven. If you plan on staying near or in the Winter Haven area, consider one of the following places to stay for a week or more. Weekly stays are a great way to unwind and unplug. These places to stay have all been rated as one of the Top Places to Stay in Winter Haven:

How many vacation rentals have private pools in Winter Haven?

We have found 35 places to stay that feature a private swimming pool in or near Winter Haven. Some of the best places to stay that feature or have access to a swimming pool are:

Which vacation homes in Winter Haven are best for families?

If you are looking for a place to stay that is family-friendly in Winter Haven, check out one of the following places as all are highly-rated options and have received excellent reviews for families or groups staying in Winter Haven:

How many Varoom vacation rentals are available in Winter Haven?

Varoom updates its properties nightly to bring you a great selection of places to stay. Currently, the total number of properties listed by Varoom in 2026 is over 387 in the Winter Haven area, and still growing every day. When we combine listings from multiple websites and travel providers, Varoom can provide you with a diverse amount of choice of the best places to stay in Winter Haven. 

Nearby Neighborhood (1) 
Neighborhood Property Count
Winterset Gardens Vacation Rentals in Winter Haven, Florida 149

People Also Ask

There are 387 Winter Haven, FL Vacation Rentals

Recently Booked Vacation Rentals in Winter Haven