397+ Rental Villas and Private Getaways in Winter Haven |
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  3. Lakeland - Winter Haven
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Winter Haven Villa Rentals

About Winter Haven Vacation Rentals

There are more than 397 incredible getaway rentals that are available in Winter Haven. These choices include villas, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Relax with BedroomVillas and uncover great stays in Winter Haven.

BedroomVillas features numerous last-minute deals on villas, hotels, and rentals, in locations near you or across the globe. 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 BedroomVillas in Winter Haven, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the BedroomVillas vacation rentals, resorts, and Airbnb-style properties in Winter Haven. Places to stay near Winter Haven are 982.79 ftยฒ on average, with prices averaging $425 a night.

BedroomVillas helps you find the ideal holiday rental to create lifetime travel memories in Winter Haven. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect place to stay today.

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Top Private Villas, Resorts, and Rentals in Winter Haven

Type Count
Vacation Homes 283
Holiday Apartments 47
Cottages 9
Villas 6
B&B 3
Ski Chalet Rentals 2
Unique Vacation Rentals 1
Cabin Rentals 1

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

โ˜… Pro Tip: BedroomVillas is a luxury vacation rental website, pulling some of the top private villas and exclusive holiday stays from sources across the web. We supply you with a huge list of incredible beach houses and holiday rentals from trusted, reliable suppliers, helping you to compare prices and locations to find the best fit for your getaway. Create lifelong memories in Winter Haven with BedroomVillas.

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 60ยฐF       Low 26ยฐF
March - May
High 77ยฐF       Low 40ยฐF
June - August
High 91ยฐF       Low 64ยฐF
September - November
High 84ยฐF       Low 38ยฐF

Stay Near Winter Haven's Top Attractions

A Large Selection of Villas and Vacation Rentals from Around the World Winter Haven's Research Top Attractions For Your Vacation


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

Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods


Polk County 13,380 Properties
Lake Henry Golf Club 518 Properties
Baycare Womens Hospital 229 Properties
Winter Haven Women's Hospital 229 Properties
Theatre Winter Haven 229 Properties
Indigo's Billiards 228 Properties
Indigo's Family Fun Center 226 Properties
Chain of Lakes Park 224 Properties
Eloise 189 Properties
Inwood 126 Properties
Jan Phyl Village 66 Properties
Cypress Gardens 63 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 hotels or resorts in Winter Haven?

We provide an array of great vacation destinations in Winter Haven. If you are looking to stay in or around the Winter Haven area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Winter Haven:

How many vacation rentals have private pools in Winter Haven?

We have 37 luxury villas and vacation rentals featuriung a private pool in and near Winter Haven. Some of the best destinations to stay that feature or have access to a swimming pool are:

Which hotel or resort in Winter Haven is best for families?

Searching for a family-friendly getaway in Winter Haven? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.

How many hotels, resorts, or rentals are available in Winter Haven?

BedroomVillas offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by BedroomVillas in 2025 is over 397 in the Winter Haven area, and that number rises every day. By combining listings from multiple websites and travel providers, BedroomVillas can provide you with a diverse amount of choices of the best luxury stays in Winter Haven.โ€ฏ

Nearby Neighborhood (1)โ€ฏ
Neighborhood Property Count
Winterset Gardens Rental Villas and Private Getaways in Winter Haven, Florida 106

People Also Ask

There are 34 hotels in Winter Haven 5 resorts, and 337 rentals

Recently Booked Hotels, Resorts, or Rentals in Winter Haven