Search Condo Rentals in Winter Haven

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Find holiday rentals that suit your style

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Check prices for these dates

Next weekend
20 Nov - 22 Nov
In two weeks
27 Nov - 29 Nov
In one month
11 Dec - 13 Dec
In two months
8 Jan - 10 Jan

Our top choices for Winter Haven condo rentals

A thatched-roof gazebo with a wooden fence, surrounded by white lounge chairs on a sandy area.

1. Lifetime of Vacations Resort

Lifetime of Vacations Resort
3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (188 reviews)
"Enjoyed stay"
United States
Shanequa
The price is RM300
RM410 total
includes taxes & fees
29 Nov - 30 Nov
Lifetime of Vacations Resort
A swimming pool with a curved design, surrounded by a paved deck and a fence.

2. Lyrios Vacation Rentals - The Palms

Lyrios Vacation Rentals - The Palms
4.0 star property
Kissimmee
The price is RM361
RM774 total
includes taxes & fees
15 Nov - 16 Nov
Lyrios Vacation Rentals - The Palms
A resort with a large swimming pool, lounge chairs, and a view of a large body of water.

3. Bahama Bay 515 Rum run unit 515

Bahama Bay 515 Rum run unit 515
2.0 star property
Bahama Bay
10.0 out of 10, Exceptional, (2 reviews)
"The apartment is very nice, closed to Disney World resort, while in a quiet community."
United States
Joyce
The price is RM380
RM1,034 total
includes taxes & fees
23 Nov - 24 Nov
Bahama Bay 515 Rum run unit 515
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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Learn more about Winter Haven

Glide through LEGOLAND's colourful rides before cooling off at their water park on hot Florida afternoons. Chain of Lakes offers peaceful kayaking spots where you can paddle between waterways and spot wildlife at your own pace.

See all hotels in Winter Haven
A LEGO-themed welcome sign with 'LEGO FLORIDA' and 'WELCOME' in large letters, surrounded by greenery.

Frequently Asked Questions

How much do condos in Winter Haven cost?

Condos in Winter Haven range from RM 299 to RM 379 per night. These stays offer loads of space for the entire family at a price that's easy on your wallet. 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 condos are there in Winter Haven?

Work out your holiday dates and then pick from condos in Winter Haven. For official business travel, a weekend escape or anything in between, Expedia can help you find the right place in just a few clicks.

Are there any family-friendly condos in Winter Haven?

You bet! Look up Vsm4 Sd1947 4 Bedroom Home By Redawning — a great 3.5-star option located a quick drive from downtown Winter Haven. This family-friendly condo comes with conveniences such as a swimming pool and WiFi. Winter Haven has no shortage of family-friendly attractions to discover that'll keep the kids entertained. LEGOLAND® Florida and Theatre Winter Haven deliver fun for travellers young and old.

Why book your condo in Winter Haven with Expedia?

Reserving a condo in Winter Haven is as easy as clicking on your travel dates and picking an option that suits your style. After something inexpensive or upscale, or a stay that also comes with a kitchen and laundry? Use Expedia's search filters to narrow your results even further and find your ideal match.

How can I find cheap condos in Winter Haven?

The simplest way to track down cheap condos in Winter Haven is with Expedia's convenient filter tool. Refine your search results by budget, amenities and star rating to discover unbeatable deals in just a few clicks.

What is there to do in Winter Haven near my condo?

Winter Haven has enough sights and activities to keep you on the hop for weeks, beginning with Indigo's Family Fun Centre. Lake Henry Golf Club, Cypresswood Golf and Country Club and LEGOLAND® Florida are other renowned attractions. If you're in town for longer, Chain of Lakes Park and Theatre Winter Haven are worthwhile additions to your itinerary.