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Check prices for these dates

In two weeks
Jun 26 - Jun 28
In two months
Aug 7 - Aug 9
In three months
Sep 4 - Sep 6
In four months
Oct 2 - Oct 4

Our top choices for Winter Haven cottages

Porch

Lake Ida Beach Resort

Lake Ida Beach Resort
3.0 star property
Winter Haven
7.2 out of 10, Good, (193 reviews)
"Was probably once a great time place. Owner was nice. Night time neighborhood is a bit noisy guess it's just how people act now no respect for property."
United States
wade
The price is P4,560
P5,107 total
includes taxes & fees
Jun 14 - Jun 15
Lake Ida Beach Resort
Front of property

Hook, Line & Leisure: Lakefront Gem w/ Porch!

Hook, Line & Leisure: Lakefront Gem w/ Porch!
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 P7,793
P23,868 total
includes taxes & fees
Jun 14 - Jun 15
Hook, Line & Leisure: Lakefront Gem w/ Porch!
Interior

Dog-friendly Yard! Walkable Dixieland District Gem

Dog-friendly Yard! Walkable Dixieland District Gem
2.0 star property
Dixieland
The price is P6,013
P16,830 total
includes taxes & fees
Jun 21 - Jun 22
Dog-friendly Yard! Walkable Dixieland District Gem
Interior

Family Resort Home w Pool, BBQ & Game Room

Family Resort Home w Pool, BBQ & Game Room
3.0 star property
Solana
Family Resort Home w Pool, BBQ & Game Room
Interior

Serenity - Family & Pet Friendly, Amazing Location

Serenity - Family & Pet Friendly, Amazing Location
3.0 star property
Crestwynd Bay
Serenity - Family & Pet Friendly, Amazing Location
Interior

Davenport Basecamp! 3BR Family Home w/ Patio

Davenport Basecamp! 3BR Family Home w/ Patio
3.0 star property
Davenport
The price is P8,572
P22,102 total
includes taxes & fees
Jun 14 - Jun 15
Davenport Basecamp! 3BR Family Home w/ Patio
Interior

Family-friendly Villa w Pool, Hot Tub & Game Room

Family-friendly Villa w Pool, Hot Tub & Game Room
3.0 star property
Kissimmee
The price is P22,028
P44,433 total
includes taxes & fees
Jun 16 - Jun 17
Family-friendly Villa w Pool, Hot Tub & Game Room
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 P7,118
P28,936 total
includes taxes & fees
Jun 14 - Jun 15
~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool
Interior

Lakefront Babson Park Escape: Pet Friendly!

Lakefront Babson Park Escape: Pet Friendly!
3.0 star property
Babson Park
The price is P11,916
P28,762 total
includes taxes & fees
Jun 23 - Jun 24
Lakefront Babson Park Escape: Pet Friendly!
Interior

Luxe 4BR Villa Near Disney: Private Pool & Lanai

Luxe 4BR Villa Near Disney: Private Pool & Lanai
3.0 star property
Loma Linda
Luxe 4BR Villa Near Disney: Private Pool & Lanai
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

Embassy Suites By Hilton Orlando Sunset Walk

Embassy Suites By Hilton Orlando Sunset Walk

10/10 Excellent
"Just as described"
Matthew 2-night trip
Posted 1 hour ago
Embassy Suites By Hilton Orlando Sunset Walk

Find out more about Winter Haven

Winter Haven Cottages information

Number of reviews
196
Accommodation
1861 Cottages
Lowest Price
P5,107
Highest Price
P44,433

Frequently asked questions

How much do cottages in Winter Haven cost?
Cottages in Winter Haven range between P5,107 and P44,433 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 1861 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.

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