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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Winter Haven condo rentals

A living room with a dark grey sofa set, a dining table with chairs, and a patterned rug.

1. Toria Suites Condo 924

Toria Suites Condo 924
East Lake Morton
9.0 out of 10, Wonderful, (2 reviews)
"Centrally located in the city, quiet. "
United States
Brian L.
The price is £259
includes taxes & fees
3 Nov - 4 Nov
Toria Suites Condo 924
A bedroom with a stone fireplace, a large bed, and a view of the outdoors through large windows.

2. Lake View•Gardens•Private Balcony Suite•Legoland

Lake View•Gardens•Private Balcony Suite•Legoland
Lake Wales
9.0 out of 10, Wonderful, (12 reviews)
"Great view, comfortable room for our one night stay."
United States
Vern H.
The price is £111
includes taxes & fees
8 Nov - 9 Nov
Lake View•Gardens•Private Balcony Suite•Legoland
A bedroom with a bunk bed, a ceiling fan, a small table, a TV mounted on the wall, and a white door.

3. Hotel Style 3BR • 75` TV • Sleeps 5 • Pool & Golf

Hotel Style 3BR • 75` TV • Sleeps 5 • Pool & Golf
Haines City
The price is £132
includes taxes & fees
6 Nov - 7 Nov
Hotel Style 3BR • 75` TV • Sleeps 5 • Pool & Golf
A modern living room with a flat-screen TV, a sofa, a coffee table, and a floor lamp.

4. Lovely 3-bedroom condo with AC in charming Lakeland

Lovely 3-bedroom condo with AC in charming Lakeland
Lakeland
10.0 out of 10, Exceptional, (5 reviews)
"My family and I booked this property for a couple of days. Upon arrival, the property was clean and well maintained. The linens and towels were immaculate and abundant. We did not have any difficulties communicating with the owner, check in was seamless. For safety reasons, we would suggest dusk to dawn lightening at the entrance. Over all, our stay was pleasant and we look forward to booking this property again when in town!!!!!!"
United States
Norman S.
The price is £220
includes taxes & fees
4 Nov - 5 Nov
Lovely 3-bedroom condo with AC in charming Lakeland
A swimming pool with a curved design, surrounded by a paved deck and a fence.

5. Lyrios Vacation Rentals - The Palms

Lyrios Vacation Rentals - The Palms
4.0 star property
Kissimmee
The price is £141
includes taxes & fees
10 Nov - 11 Nov
Lyrios Vacation Rentals - The Palms
An aerial view of a resort with a large central swimming pool, multiple lounge areas, and a small lake.

6. Cozy 3BR condo w/ pool, hot tub & balcony

Cozy 3BR condo w/ pool, hot tub & balcony
Poinciana
Cozy 3BR condo w/ pool, hot tub & balcony
A thatched-roof gazebo with a wooden fence, surrounded by white lounge chairs on a sandy area.

7. Lifetime of Vacations Resort

Lifetime of Vacations Resort
3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (186 reviews)
"We absolutely love coming to lifetime and grand lake resort. This is our favorite place to stay!!"
United States
Alena
The price is £80
includes taxes & fees
29 Nov - 30 Nov
Lifetime of Vacations Resort
A hallway with a white door, a mounted television, a dark wooden bench with storage, and a light-colored rug.

8. Toria Suites 920

Toria Suites 920
East Lake Morton
9.8 out of 10, Exceptional, (6 reviews)
"Was a great area to be in with food and nice places to walk within walking distance"
United States
Troy M.
The price is £256
includes taxes & fees
16 Nov - 17 Nov
Toria Suites 920
A resort with a large swimming pool, lounge chairs, and a view of a large body of water.

9. 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 £190
includes taxes & fees
3 Nov - 4 Nov
Bahama Bay 515 Rum run unit 515
A staircase with beige walls and black railings.

10. Toria Suites 922

Toria Suites 922
East Lake Morton
9.0 out of 10, Wonderful, (2 reviews)
"The lakes were beautiful and we were centrally located close to many of them. Everything we needed was within a few miles of the condo."
United States
Pamela
The price is £269
includes taxes & fees
9 Nov - 10 Nov
Toria Suites 922
A modern living room with a sofa, armchair, ottoman, and a large window with curtains.

11. Splendid Renovated 2 + 2 Condo Near Disney with Amazing Amenities

Splendid Renovated 2 + 2 Condo Near Disney with Amazing Amenities
Champions Gate
9.4 out of 10, Exceptional, (51 reviews)
"Place was in great area and decorated nicely! "
United States
Tifany W.
The price is £171
includes taxes & fees
29 Nov - 30 Nov
Splendid Renovated 2 + 2 Condo Near Disney with Amazing Amenities
A spacious lobby with comfortable seating, a central woven coffee table, and a large plant.

12. Stunning, Newly Renovated Condo, Near Disney and Universal

Stunning, Newly Renovated Condo, Near Disney and Universal
Loughman
9.6 out of 10, Exceptional, (155 reviews)
"Loved our stay here!"
United States
Alicia J.
The price is £160
includes taxes & fees
3 Nov - 4 Nov
Stunning, Newly Renovated Condo, Near Disney and Universal
A swimming pool with lounge chairs, palm trees, and a clear blue sky.

13. Spacious & Peaceful Condo Near Champions Gate.

Spacious & Peaceful Condo Near Champions Gate.
Champions Gate
10.0 out of 10, Exceptional, (4 reviews)
"Andrea did a wonderful job keeping us infoormed of what we needed to know for our stay. She was helpful and very accommodating to our needs.We would highly recommend her condo for anyone wanting to stay just a short drive from all that Orlando has to offer."
United States
Alicia T.
The price is £162
includes taxes & fees
3 Nov - 4 Nov
Spacious & Peaceful Condo Near Champions Gate.
Heated Swimming Pool

14. Scenic Resort Home Close to Disney and Universal

Scenic Resort Home Close to Disney and Universal
Kissimmee
10.0 out of 10, Exceptional, (1 review)
"Would 1000 times over stay here than in a hotel!! The location to everything is ideal. You are not in the middle of all the traffic and lime light of tourism but still close enough of a short drive. You have all the convenience unlike a cramped hotel room. The property felt safe. Would absolutely stay here again. "
United States
Lisa S.
The price is £150
includes taxes & fees
3 Nov - 4 Nov
Scenic Resort Home Close to Disney and Universal
A swimming pool with lounge chairs and palm trees, surrounded by a building with arched windows.

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

Brand New Award Winning Newly Renovated Condo Near Disney and Universal Studios
Champions Gate
9.2 out of 10, Wonderful, (165 reviews)
"Great spot for our trip to the theme parks. Not too close and not too far. Property was clean, quiet and comfortable and the host very kind and responsive. Would definitely stay here again."
United States
Juliann H.
The price is £152
includes taxes & fees
4 Nov - 5 Nov
Brand New Award Winning Newly Renovated Condo Near Disney and Universal Studios
A swimming pool with a central fountain, surrounded by palm trees and lounge chairs.

16. 1st Floor • Free Parking • No Resort Fees • 14 minutes to Disney • 5 min shops

1st Floor • Free Parking • No Resort Fees • 14 minutes to Disney • 5 min shops
Kissimmee
9.8 out of 10, Exceptional, (9 reviews)
"This was a great location it was close to all the places we wanted to visit. Looking forward to our next trip."
United States
Tammy H.
1st Floor • Free Parking • No Resort Fees • 14 minutes to Disney • 5 min shops
A hotel with a symmetrical facade, a central entrance, and a covered patio area.

17. Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney

Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney
Kissimmee
9.2 out of 10, Wonderful, (177 reviews)
"Nicely kept and very roomy. "
United States
Sheila M.
The price is £141
includes taxes & fees
3 Nov - 4 Nov
Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney
A resort pool area with multiple swimming pools, palm trees, and lounge chairs.

18. Pet-Friendly Luxury Resort Condo Near Disney

Pet-Friendly Luxury Resort Condo Near Disney
Davenport
9.0 out of 10, Wonderful, (2 reviews)
"Amazing condo! It was very clean and everything looked brand new. I would definitely recommend. I would absolutely stay again."
United States
Angela F.
The price is £308
includes taxes & fees
1 Dec - 2 Dec
Pet-Friendly Luxury Resort Condo Near Disney
A swimming pool with a central fountain, surrounded by palm trees and lounge chairs.

19. Harry's Mystical Hideaway in Gated Windsor Palms 15 minutes to Disney

Harry's Mystical Hideaway in Gated Windsor Palms 15 minutes to Disney
Kissimmee
9.0 out of 10, Wonderful, (4 reviews)
"Clean,quiet place. Great little getaway."
United States
Jodi C.
The price is £198
includes taxes & fees
16 Nov - 17 Nov
Harry's Mystical Hideaway in Gated Windsor Palms 15 minutes to Disney
A large, light blue building with a central entrance and a small balcony.

20. Reunion Resort - Near Theme Parks & Airport

Reunion Resort - Near Theme Parks & Airport
Reunion
9.6 out of 10, Exceptional, (62 reviews)
"Very comfortable and convenient!"
United States
NQuavah V.
The price is £239
includes taxes & fees
9 Nov - 10 Nov
Reunion Resort - Near Theme Parks & Airport
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

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

10/10 Excellent
"Everything was wonderful we travelling with our 3-year-old, she enjoyed the way we're park and all the activities available !"
Shamora 5-night trip
Posted less than an hour ago
The Grove Resort & Water Park Orlando

Find out more about Winter Haven

Winter Haven Condo Rentals information

Number of reviews
845
Accommodation
3436 Condo Rentals
Lowest Price
£80
Highest Price
£308

Frequently asked questions

How much do condos in Winter Haven cost?
Condos in Winter Haven range from £80 to £308 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 3436 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?
Yes, there sure are! Lock in Vsm4 Sd1947 4 Bedroom Home By Redawning — a 3.5-star option located a quick drive from downtown Winter Haven. This family-friendly condo offers convenient features like a swimming pool and WiFi. Once you've checked in and unpacked, there are plenty of family-friendly attractions to explore around Winter Haven. Eagle Ridge Mall and Cypresswood Golf and Country Club are two popular options.
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.