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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

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 ￥13,201
￥56,163 total
includes taxes & fees
Oct 12 - Oct 13
Toria Suites Condo 924
An aerial view of a resort with a large central swimming pool, multiple lounge areas, and a small lake.

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

Cozy 3BR condo w/ pool, hot tub & balcony
Poinciana
The price is ￥9,684
￥50,770 total
includes taxes & fees
Oct 11 - Oct 12
Cozy 3BR condo w/ pool, hot tub & balcony
A bedroom with a stone fireplace, a large bed, and a view of the outdoors through large windows.

3. 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 ￥18,878
￥24,304 total
includes taxes & fees
Nov 8 - Nov 9
Lake View•Gardens•Private Balcony Suite•Legoland
A covered outdoor area with a wooden picnic table and benches, a grill, and a ceiling fan.

4. Lyrios Vacation Rentals - The Palms

Lyrios Vacation Rentals - The Palms
4.0 star property
Kissimmee
The price is ￥15,642
￥31,921 total
includes taxes & fees
Oct 12 - Oct 13
Lyrios Vacation Rentals - The Palms
A modern living room with a flat-screen TV, a sofa, a coffee table, and a floor lamp.

5. 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, (3 reviews)
"Great property. We will definitely stay there again. Property was very clean and had everything we could possibly need. Highly recommend"
United States
Sally M.
The price is ￥27,068
￥53,886 total
includes taxes & fees
Oct 11 - Oct 12
Lovely 3-bedroom condo with AC in charming Lakeland
A thatched-roof gazebo with a wooden fence, surrounded by white lounge chairs on a sandy area.

6. Lifetime of Vacations Resort

Lifetime of Vacations Resort
3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (183 reviews)
"We absolutely love coming to lifetime and grand lake resort. This is our favorite place to stay!!"
United States
Alena
The price is ￥11,101
￥15,286 total
includes taxes & fees
Oct 26 - Oct 27
Lifetime of Vacations Resort
A resort with a large swimming pool, lounge chairs, and a view of a large body of water.

7. 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 ￥14,789
￥40,264 total
includes taxes & fees
Oct 19 - Oct 20
Bahama Bay 515 Rum run unit 515
A modern living room with a sofa, armchair, ottoman, and a large window with curtains.

8. 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, (50 reviews)
"Place was in great area and decorated nicely! "
United States
Tifany W.
The price is ￥7,900
￥30,957 total
includes taxes & fees
Oct 12 - Oct 13
Splendid Renovated 2 + 2 Condo Near Disney with Amazing Amenities
A hallway with a white door, a mounted television, a dark wooden bench with storage, and a light-colored rug.

9. 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 ￥21,962
￥65,816 total
includes taxes & fees
Nov 8 - Nov 9
Toria Suites 920
A hotel with a symmetrical facade, a central entrance, and a covered patio area.

10. 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, (172 reviews)
"Nicely kept and very roomy. "
United States
Sheila M.
The price is ￥10,270
￥32,908 total
includes taxes & fees
Oct 15 - Oct 16
Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney
Heated Swimming Pool

11. 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 ￥11,090
￥31,889 total
includes taxes & fees
Nov 4 - Nov 5
Scenic Resort Home Close to Disney and Universal
A two-story residential building with a well-maintained lawn, a covered patio, and a small outdoor seating area.

12. Resort stay~Pool Access~Peaceful Retreat~Balcony

Resort stay~Pool Access~Peaceful Retreat~Balcony
Kissimmee
10.0 out of 10, Exceptional, (3 reviews)
"The host was very nice and helpful The rooms were very clean Enjoyed our stay Would stay again"
United States
Anonymous traveler
The price is ￥9,075
￥61,822 total
includes taxes & fees
Nov 4 - Nov 5
Resort stay~Pool Access~Peaceful Retreat~Balcony
A staircase with beige walls and black railings.

13. 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 ￥18,365
￥62,785 total
includes taxes & fees
Oct 20 - Oct 21
Toria Suites 922
A swimming pool surrounded by palm trees and lounge chairs, with a building in the background.

14. Newly Renovated. Near Disney Resort Pool, Bar & Gym

Newly Renovated. Near Disney Resort Pool, Bar & Gym
Champions Gate
8.6 out of 10, Excellent, (10 reviews)
"The place was very nice. The hostess was very attentive and quick to respond. It is close to restaurants and everything you need. We would definitely stay here again. "
United States
Saul T.
The price is ￥13,509
￥46,255 total
includes taxes & fees
Oct 10 - Oct 11
Newly Renovated. Near Disney Resort Pool, Bar & Gym
A swimming pool with lounge chairs, palm trees, and a clear blue sky.

15. 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 ￥11,376
￥36,588 total
includes taxes & fees
Oct 13 - Oct 14
Spacious & Peaceful Condo Near Champions Gate.
A large, light blue building with a central entrance and a small balcony.

16. Reunion Resort - Near Theme Parks & Airport

Reunion Resort - Near Theme Parks & Airport
Reunion
9.6 out of 10, Exceptional, (61 reviews)
"Very comfortable and convenient!"
United States
NQuavah V.
The price is ￥14,394
￥53,767 total
includes taxes & fees
Nov 2 - Nov 3
Reunion Resort - Near Theme Parks & Airport
A resort with multiple swimming pools, lounge areas, and palm trees.

17. Newly Remodeled 2-bedroom Family-sized condo 15 minutes to the theme park

Newly Remodeled 2-bedroom Family-sized condo 15 minutes to the theme park
Champions Gate
10.0 out of 10, Exceptional, (1 review)
"Nice place in a great area. Plenty of restaurants nearby. We were evacuating from St Pete ahead of Milton with my wife, MIL and cat. Both bedrooms were nice and MIL and kitty really enjoyed the large couch in the living room. "
United States
David K.
The price is ￥12,798
￥54,761 total
includes taxes & fees
Oct 11 - Oct 12
Newly Remodeled 2-bedroom Family-sized condo 15 minutes to the theme park
A swimming pool with clear water, surrounded by palm trees and lounge chairs.

18. 3BR Champions Gate Condo Resort Access, Sleeps 9

3BR Champions Gate Condo Resort Access, Sleeps 9
Kissimmee
3BR Champions Gate Condo Resort Access, Sleeps 9
An aerial view of a residential area with multiple houses, a central swimming pool, and surrounding greenery.

19. Tropical Resort Condo Near Disney: Pools, Spa & Family Fun

Tropical Resort Condo Near Disney: Pools, Spa & Family Fun
Bahama Bay
9.6 out of 10, Exceptional, (139 reviews)
"Was a simple and excellent stay"
United States
Nathan M.
The price is ￥14,220
￥46,149 total
includes taxes & fees
Oct 14 - Oct 15
Tropical Resort Condo Near Disney: Pools, Spa & Family Fun
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

Holiday Inn & Suites Orlando SW - Celebration Area by IHG

Holiday Inn & Suites Orlando SW - Celebration Area by IHG

10/10 Excellent
"I had a great stay at this hotel. Everything was very clean, including the room and the sheets. The staff was excellent, friendly, and very helpful. The ladies working at the breakfast buffet were especially wonderful and made the experience even better. I really enjoyed my stay and would definitely recommend this hotel to anyone looking for a clean, comfortable place with great service."
Raydel 2-night trip
Posted 21 hours ago
Holiday Inn & Suites Orlando SW - Celebration Area by IHG

Find out more about Winter Haven

Winter Haven Condo Rentals information

Number of reviews
479
Accommodation
3241 Condo Rentals
Lowest Price
￥15,286
Highest Price
￥65,816

Frequently asked questions

How much do condos in Winter Haven cost?
Condos in Winter Haven range from ￥15,286 to ￥65,816 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 3241 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 travelers 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 Center. 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.