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Check prices for these dates

Next weekend
23 Jan - 25 Jan
In two weeks
30 Jan - 1 Feb
In one month
13 Feb - 15 Feb
In two months
13 Mar - 15 Mar

Our top choices for Winter Haven cottages

Interior

Cottage in Winter Haven

Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn
3.0 star property
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 S$565
includes taxes & fees
18 Jan - 19 Jan
Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn
Porch

Cottage in Winter Haven

Lake Ida Beach Resort
3.0 star property
7.2 out of 10, Good, (188 reviews)
"We have stayed here several times. "
United States
Martha
The price is S$108
includes taxes & fees
18 Jan - 19 Jan
Lake Ida Beach Resort
Interior

Cottage in Indian Ridge

~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool
3.0 star property
The price is S$607
includes taxes & fees
27 Jan - 28 Jan
~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool
Interior

Cottage in Kissimmee

Serenity - Family & Pet Friendly, Amazing Location
3.0 star property
Serenity - Family & Pet Friendly, Amazing Location
Front of property

Cottage in Solterra Resort

Family Fun Villa w Pool, Hot Tub & Game Room
3.0 star property
Family Fun Villa w Pool, Hot Tub & Game Room
Interior

Cottage in Kissimmee

Encore Swanky
3.0 star property
The price is S$815
includes taxes & fees
1 Feb - 2 Feb
Encore Swanky
Interior

Cottage in Kissimmee

Stylish 5BR Home With Themed Bedrooms
3.0 star property
Stylish 5BR Home With Themed Bedrooms
Interior

Cottage in Dixieland

2BR Dog-friendly w/ Yard, Screened Porch, & Grill
2.0 star property
The price is S$353
includes taxes & fees
20 Jan - 21 Jan
2BR Dog-friendly w/ Yard, Screened Porch, & Grill
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

Margaritaville Resort Orlando

Margaritaville Resort Orlando

10/10 Excellent
"Dylan was wonderful at check in. Offered free drink coupons and complimentary cabana to celebrate my husbands birthday. Room was very clean, pool was very nice and food very good. Close to restaurants and shopping. Would recommend to the traveler who does not need to be right at the theme parks."
Linda 4-night trip
Posted 1 day ago
Margaritaville Resort Orlando

Find out more about Winter Haven

Winter Haven Cottages information

Number of reviews
191
Accommodation
1427 Cottages
Lowest Price
S$108
Highest Price
S$815

Frequently asked questions

How much do cottages in Winter Haven cost?
Cottages in Winter Haven range between S$108 and S$815 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 1427 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 Centre 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 Centre, 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.

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