Winter Haven Holiday Packages

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It doesn't get any easier than one of our hotel and flight packages.

Winter Haven here we come!

Your savings could reach if you book a package today. Exactly how do you do this? Just mix and match from more than 550 partner airlines and 665,000 worldwide properties.

Wotif has some of the best deals around. So quit fantasising and start creating new experiences.

Winter Haven Accommodation

Booking accommodation is our forte, so you can feel confident knowing you're in the right hands for your next holiday. Wotif currently has 14 accommodation in Winter Haven, so you shouldn’t have any problems grabbing the perfect place to lay your head.

Supposed to have arranged a place to stay by now? Left it to the last minute? Don't panic — we've got you covered. Check out the Hampton Inn Winter Haven (202 Cypress Gardens Blvd) or the Lake Roy Beach Inn (1823 Cypress Gardens Blvd).

Car Hire in Winter Haven

If you're wanting to collect your car in the heart of town, Enterprise (470 Cypress Gardens Blvd.) is only 2 kilometres away. Or, Budget (448 Cypress Gardens Blvd Se) is similarly close by and is sure to have something that suits.

Holidays to Winter Haven

Just like drinking cocktails and scarfing down ice cream, it's never too early to begin learning about your next getaway destination. If you're headed to Winter Haven, here are some basics which will be of help.

Want to visualise where you'll be spending your nights? Winter Haven is 260 kilometres south of the popular city of Jacksonville.

If you've been trying to remember just how many people reside in this area of Lakeland - Winter Haven but your brain's in packing mode, we'll give you a hand. At last count, the population was 34 000.

Top Winter Haven hotels

Staybridge Suites Winter Haven Auburndale by IHG

Staybridge Suites Winter Haven Auburndale by IHG

3 out of 5
305 5th St NW and Avenue D NW, Winter Haven, FL
Fully refundable
The price is NZ$243 per night from 24 Sept to 25 Sept
NZ$243
24 Sept - 25 Sept
includes taxes & fees
Stay at this 3-star hotel in Winter Haven. Enjoy free breakfast, free WiFi, and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in ...
"Vicky at the front desk was grrat"

Reviewed on 21 Sept 2025

Opens in a new windowStaybridge Suites Winter Haven Auburndale by IHG
Holiday Inn Resort Kissimmee by the Parks by IHG

Holiday Inn Resort Kissimmee by the Parks by IHG

3.5 out of 5
3011 Maingate Ln, Kissimmee, FL
Fully refundableReserve now, pay when you stay
The price is NZ$136 per night from 23 Sept to 24 Sept
NZ$136
23 Sept - 24 Sept
includes taxes & fees
Stay at this 3.5-star family-friendly hotel in Kissimmee. Enjoy free parking, 2 outdoor pools, and breakfast (surcharge). Our guests praise the helpful staff ...
"The room was very clean and comfortable!"

Reviewed on 15 Sept 2025

Opens in a new windowHoliday Inn Resort Kissimmee by the Parks by IHG
The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

4 out of 5
14501 Grove Resort Avenue, Winter Garden, FL
Fully refundableReserve now, pay when you stay
The price is NZ$363 per night from 23 Sept to 24 Sept
NZ$363
23 Sept - 24 Sept
includes taxes & fees
Stay at this 4-star family-friendly resort in Four Corners. Enjoy free WiFi, 6 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff ...
"The property has been completely renovated. My apartment in particular had a couple of issues. The dishwasher didn't work, and the shower leaked water, soaking the entire floor. Although I reported the problems to reception, they only came on the last day to repair the dishwasher. Otherwise, everything ..."

Reviewed on 22 Sept 2025

Opens in a new windowThe Grove Resort & Water Park Orlando
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.