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Condo Rentals in Winter Haven

Vacation Village at Parkway

3.0 star property
8.6 out of 10, Excellent, (2218)
"Great location to all Disney parks."
Vacation Village at Parkway

Berkley Lake Townhomes

3.0 star property
8.4 out of 10, Very Good, (431)
"My kids love it "
Berkley Lake Townhomes

Lifetime of Vacations Resort

3.0 star property
9.2 out of 10, Wonderful, (135)
"Rooms and Location"
Lifetime of Vacations Resort

Finding Nemo Themed Room | 5 Miles to Disney

9.6 out of 10, Exceptional, (5)
"This property exceeded our expectations and a short trip to Orlando. The furnishings were comfortable. The condo was clean. The communication with the host was excellent. They went above and beyond to provide us with everything we needed for a wonderful vacation."
Finding Nemo Themed Room | 5 Miles to Disney

The Azur Resort

4.0 star property
8.4 out of 10, Very Good, (33)
"Great place…very spacious …everything you need except a coffee machine…we had to buy one…no big deal…"
The Azur Resort

Splendid Renovated 2 + 2 Condo Near Disney with Amazing Amenities

2.0 star property
10.0 out of 10, Exceptional, (15)
"Clean, equipped condo, with everything we needed for a terrific stay. "
Splendid Renovated 2 + 2 Condo Near Disney with Amazing Amenities

Great Caribbean style condo near Disney

9.6 out of 10, Exceptional, (163)
"Place was clean and in a good location. John was a big help for any questions. Enjoy our stay. "
Great Caribbean style condo near Disney

🏝New Water Park!!! Huge Pool, 5 Minutes to Disney World!🏝

9.8 out of 10, Exceptional, (250)
"This is a great place for families. It has toys and books for the little ones. The decor is decorated for Disney. It’s very close to the Disney parks. I would definitely stay here again."
🏝New Water Park!!! Huge Pool, 5 Minutes to Disney World!🏝

Caribe Cove Resort

3.5 star property
8.8 out of 10, Excellent, (2251)
"Everything was lovely "
Caribe Cove Resort

Brand New Award Winning Newly Renovated Condo Near Disney and Universal Studios

9.2 out of 10, Wonderful, (149)
"We stayed here to evacuate from Hurricane Milton. We had to extend our stay due to weather conditions and the hosts were very gracious and accommodating. The property was very clean, newly renovated, the neighbors were really friendly and disney is right up the road! What more could you ask for? We highly recommend this property! "
Brand New Award Winning Newly Renovated Condo Near Disney and Universal Studios

Fantastic Award Winning Newly Renovated Condo (4 miles to Disney) 2+2

9.6 out of 10, Exceptional, (179)
"We greatly enjoyed our short stay here! Great communication, easy check in and a kind attentive local caretaker who helped with a very small issue quickly and efficiently. "
Fantastic Award Winning Newly Renovated Condo (4 miles to Disney) 2+2

Newly Remodeled & Furnished! Largest Windsor Hills Condo!Kid-Friendly Water Park

9.4 out of 10, Exceptional, (112)
"We have stayed at this property multiple times and have enjoyed each stay!"
Newly Remodeled & Furnished! Largest Windsor Hills Condo!Kid-Friendly Water Park

3 br Disney area condo with a view & FREE resort!

10.0 out of 10, Exceptional, (8)
"We appreciated our stay here. Great place, conveniently located, and clean. Great communication from the host too. "
3 br Disney area condo with a view & FREE resort!

5 Star Resort minutes from Disney 3 bedrooms & 2 baths, Wi-Fi, Pool, Tennis

9.6 out of 10, Exceptional, (67)
"Pleasant stay. Carpet needs cleaning."
5 Star Resort minutes from Disney 3 bedrooms & 2 baths, Wi-Fi, Pool, Tennis

Reunion- THE TERRACES" - Resort style living - designer furnishing- pet friendly

9.4 out of 10, Exceptional, (120)
"We had a nice stay at this location. The beds were very comfortable and the rental was very clean. We loved the spacious balcony and outside seating. We would stay here again! "
Reunion- THE TERRACES" - Resort style living - designer furnishing- pet friendly

Fabulous Award Winning Newly Renovated Condo 2+2 Near Disney 5 Stars!

9.4 out of 10, Exceptional, (129)
"Great place, super convenient for Disney & Universal."
Fabulous Award Winning Newly Renovated Condo 2+2 Near Disney 5 Stars!

Luxury Resort Condo on Lake 10 Mins from Disney-Fab Amenities100+ 5 Star reviews

9.8 out of 10, Exceptional, (109)
"I had very nice stay with my family and friends. The check-in process is so smooth and the owner gave me stay and other do’s and dont’s instructions 2 weeks in advance. It is such a very good stay that we did not reach to either management or the owner for any concerns "
Luxury Resort Condo on Lake 10 Mins from Disney-Fab Amenities100+ 5 Star reviews

Luxurious Reunion Grande Superior Vacation Villa with 2 Master Bedroom Suites

9.0 out of 10, Wonderful, (41)
"Lovely grounds. Walking trails, restaurants, pools and lots of golf..."
Luxurious Reunion Grande Superior Vacation Villa with 2 Master Bedroom Suites

Dream Disney Family Vacation, Best Resort, 2 Miles To Disney, Space For 8

7.0 out of 10, Good, (2)
"The Fridge Didn't have a working Ice maker or water hooked to it. I just assumed it wasn't working. When i called the manager they told me "Wal-mart has ice" After we bought Hundreds of dollars in Groceries for the week i noticed that the fridge was not cold. I Texted with the manager and response was "Normal Issue" "it will be cold again in the morning". "Guests Tell him this all the time" It did get a little better by morning But not really operating like a Fridge should. To Me "Normal Issue"...
Dream Disney Family Vacation, Best Resort, 2 Miles To Disney, Space For 8

Beautifully updated large family condo with King suite only minutes to Disney

10.0 out of 10, Exceptional, (158)
"Great spot! Great location close to all Disney parks!!"
Beautifully updated large family condo with King suite only minutes to Disney
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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Frequently asked questions

How much do condos in Winter Haven cost?
Condos in Winter Haven range from to 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 vacation dates and then pick from 3383 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.
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.