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Check prices for these dates

In two weeks
Feb 6 - Feb 8
In two months
Mar 20 - Mar 22
In three months
Apr 17 - Apr 19
In four months
May 15 - May 17

Our top choices for Winter Haven cottages

House (3 Bedrooms) | Interior

Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn

Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn
3.0 star property
Winter Haven
10.0 out of 10, Exceptional, (3 reviews)
"We stayed here because our soccer team had a tournament in the area. We had a couple families stay and the price was much cheaper than hotels around the area. The house is beautiful and spacious inside. Has alot of upgrades. At first we thought the neighborhood looked a little off, but we had no issues at all with our stay. We have some other tournaments in this area later in the year and we will definitely be booking to stay here again."
United States
John
The price is NT$5,400
NT$13,839 total
includes taxes & fees
Feb 3 - Feb 4
Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn
Porch

Lake Ida Beach Resort

Lake Ida Beach Resort
3.0 star property
Winter Haven
7.2 out of 10, Good, (188 reviews)
"We have stayed here several times. "
United States
Martha
The price is NT$2,495
NT$2,794 total
includes taxes & fees
Jan 26 - Jan 27
Lake Ida Beach Resort
Interior

4716-4-ww-blend of Relaxation and Convenience

4716-4-ww-blend of Relaxation and Convenience
2.0 star property
Windward Cay
4716-4-ww-blend of Relaxation and Convenience
House (4 Bedrooms) | Interior

~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool

~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool
3.0 star property
Indian Ridge
The price is NT$3,663
NT$14,890 total
includes taxes & fees
Jan 26 - Jan 27
~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool
Interior

Encore Swanky

Encore Swanky
3.0 star property
Kissimmee
The price is NT$6,542
NT$20,165 total
includes taxes & fees
Feb 1 - Feb 2
Encore Swanky
Interior

1061 Lake Berkley 4 Bed With Pool

1061 Lake Berkley 4 Bed With Pool
2.5 star property
Lake Berkley
1061 Lake Berkley 4 Bed With Pool
Interior

Orlando Theme Park Basecamp: Family Home w/ Patio

Orlando Theme Park Basecamp: Family Home w/ Patio
3.0 star property
Davenport
The price is NT$4,452
NT$11,479 total
includes taxes & fees
Feb 4 - Feb 5
Orlando Theme Park Basecamp: Family Home w/ Patio
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.
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Top Winter Haven Hotel Reviews

Ramada by Wyndham Kissimmee Gateway

Ramada by Wyndham Kissimmee Gateway

10/10 Excellent
"The entire stay was amazing! From the very start to the end. Next time we will for sure be staying longer here."
Jazmin 1-night trip
Posted 1 day ago
Ramada by Wyndham Kissimmee Gateway

Find out more about Winter Haven

Winter Haven Cottages information

Number of reviews
191
Accommodation
1426 Cottages
Lowest Price
NT$2,794
Highest Price
NT$20,165

Frequently asked questions

How much do cottages in Winter Haven cost?
Cottages in Winter Haven range between NT$2,794 and NT$20,165 per night. These properties offer a chance to get in tune with nature — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Winter Haven?
Pack your suitcases and pick from 1426 cottages in Winter Haven. Thinking about a place where you can get in touch with nature? Expedia can help you find your ideal stay in only a click or two.
Are there any family-friendly cottages in Winter Haven?
If you're looking to get back to nature in Winter Haven, you can't beat Lake Ida Beach Resort. With a 3-star rating and amenities like housekeeping services and WiFi, you'll find it easy to relax at this family-friendly cottage. After checking in and chilling out in your comfy new digs, it's time to head out and start exploring. LEGOLAND® Florida and Indigo's Family Fun Center are among the best family-friendly attractions in Winter Haven.
Why book your cottage in Winter Haven with Expedia?
Booking a cottage in Winter Haven is as simple as working out your travel dates and picking your ideal place for a getaway in nature. From chic retreats to low-cost stays and cottages that have amenities like laundry facilities, Expedia has something for all tastes and styles. As for the best offers around? We've got them too!
How can I find cheap cottages in Winter Haven?
A great way to track down cheap cottages in Winter Haven is with Expedia's useful filter tool. Tailor your search results by star rating, amenities and budget to discover unbeatable bargains in a few clicks.
What is there to do in Winter Haven near my cottage?
You'll find plenty of fabulous things that'll fill up your itinerary in Winter Haven. Head for top attractions like Indigo's Family Fun Center, Lake Henry Golf Club and Cypresswood Golf and Country Club. LEGOLAND® Florida, Chain of Lakes Park and Theatre Winter Haven are other must-see's.