A castle entrance with flags and banners, including a LEGO Kingdoms banner.

Search Condos Rentals in Winter Haven from CA $152

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Winter Haven condo rentals

A bedroom with a stone fireplace, a large bed, and a view of the outdoors through large windows.

1. 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 CA $168
CA $216 total
includes taxes & fees
Oct 28 - Oct 29
Lake View•Gardens•Private Balcony Suite•Legoland
A living room with a dark grey sofa set, a dining table with chairs, and a patterned rug.

2. 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 CA $117
CA $499 total
includes taxes & fees
Oct 26 - Oct 27
Toria Suites Condo 924
A modern living room with a flat-screen TV, a sofa, a coffee table, and a floor lamp.

3. 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, (4 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 CA $201
CA $432 total
includes taxes & fees
Oct 25 - Oct 26
Lovely 3-bedroom condo with AC in charming Lakeland
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 CA $139
CA $284 total
includes taxes & fees
Oct 23 - Oct 24
Lyrios Vacation Rentals - The Palms
A thatched-roof gazebo with a wooden fence, surrounded by white lounge chairs on a sandy area.

5. Lifetime of Vacations Resort

Lifetime of Vacations Resort
3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (185 reviews)
"We absolutely love coming to lifetime and grand lake resort. This is our favorite place to stay!!"
United States
Alena
The price is CA $113
CA $152 total
includes taxes & fees
Nov 4 - Nov 5
Lifetime of Vacations Resort
A resort with a large swimming pool, lounge chairs, and a view of a large body of water.

6. 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 CA $131
CA $358 total
includes taxes & fees
Oct 26 - Oct 27
Bahama Bay 515 Rum run unit 515
A pool area with clear blue water, surrounded by palm trees and a building with a tiled roof.

7. Recently Renovated, Award Winning, Brand New Furniture , Near Disney 2+2

Recently Renovated, Award Winning, Brand New Furniture , Near Disney 2+2
Champions Gate
9.4 out of 10, Exceptional, (131 reviews)
"This was a very nice place to stay everything you needed and then more and great communication with the host"
United States
Lori F.
The price is CA $84
CA $287 total
includes taxes & fees
Oct 26 - Oct 27
Recently Renovated, Award Winning, Brand New Furniture , Near Disney 2+2
A staircase with beige walls and black railings.

8. 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 CA $132
CA $519 total
includes taxes & fees
Oct 29 - Oct 30
Toria Suites 922
A hotel with a symmetrical facade, a central entrance, and a covered patio area.

9. 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 CA $77
CA $278 total
includes taxes & fees
Oct 26 - Oct 27
Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney
A hallway with a white door, a mounted television, a dark wooden bench with storage, and a light-colored rug.

10. 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 CA $140
CA $525 total
includes taxes & fees
Nov 16 - Nov 17
Toria Suites 920
A swimming pool with lounge chairs and palm trees, surrounded by a building with arched windows.

11. 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)
"Location was great, host are very responsive, was a very nice and inviting place to stay. "
United States
Adam G.
The price is CA $84
CA $287 total
includes taxes & fees
Oct 26 - Oct 27
Brand New Award Winning Newly Renovated Condo Near Disney and Universal Studios
A large, light blue building with a central entrance and a small balcony.

12. 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 CA $116
CA $463 total
includes taxes & fees
Oct 26 - Oct 27
Reunion Resort - Near Theme Parks & Airport
Heated Swimming Pool

13. 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 CA $98
CA $285 total
includes taxes & fees
Oct 26 - Oct 27
Scenic Resort Home Close to Disney and Universal
A swimming pool with lounge chairs, palm trees, and a clear blue sky.

14. 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 CA $105
CA $332 total
includes taxes & fees
Oct 29 - Oct 30
Spacious & Peaceful Condo Near Champions Gate.
A swimming pool with a central fountain, surrounded by palm trees and lounge chairs.

15. 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)
"We were pleased to stay at this place. We liked that it was located on a gated community and that it was relatively close to Disney's parks."
United States
Luisa G.
The price is CA $76
CA $385 total
includes taxes & fees
Nov 10 - Nov 11
1st Floor • Free Parking • No Resort Fees • 14 minutes to Disney • 5 min shops
Pool

16. King Bed. Heated Pool. Fast Wi-Fi. Free Parking. Near Disney/Universal.

King Bed. Heated Pool. Fast Wi-Fi. Free Parking. Near Disney/Universal.
Kissimmee
10.0 out of 10, Exceptional, (1 review)
"The property was perfect! Matched the description right on. Julie was great at communicating with us. We will definitely stay here again next time we visit our daughter. Thanks Julie"
United States
scott l.
The price is CA $109
CA $300 total
includes taxes & fees
Nov 2 - Nov 3
King Bed. Heated Pool. Fast Wi-Fi. Free Parking. Near Disney/Universal.
An aerial view of a resort with a central swimming pool, surrounded by palm trees and a variety of buildings.

17. Fantastic Award Winning Newly Renovated Condo 4 miles to Disney 2+2

Fantastic Award Winning Newly Renovated Condo 4 miles to Disney 2+2
Kissimmee
9.6 out of 10, Exceptional, (216 reviews)
"Great property."
United States
Paula M.
The price is CA $126
CA $344 total
includes taxes & fees
Nov 15 - Nov 16
Fantastic Award Winning Newly Renovated Condo 4 miles to Disney 2+2
A swimming pool with lounge chairs and palm trees, surrounded by buildings with green roofs.

18. Dazzling Newly Renovated Condo 1.5 miles to Disney

Dazzling Newly Renovated Condo 1.5 miles to Disney
Kissimmee
9.4 out of 10, Exceptional, (116 reviews)
"Perfect for our 4th trip to Disney!"
United States
Brei W.
The price is CA $98
CA $272 total
includes taxes & fees
Oct 23 - Oct 24
Dazzling Newly Renovated Condo 1.5 miles to Disney
A modern living room with a sofa, armchair, and coffee table, a television, and a sign that reads 'LEVEL UP STAYS'.

19. Direct resort access~Balcony~Pool~Upgraded Inside

Direct resort access~Balcony~Pool~Upgraded Inside
Kissimmee
10.0 out of 10, Exceptional, (1 review)
"My family stayed at this home for our mini vacation for 2 wks. Derek was an amazing host who responded to messages within 5 minutes after being sent. The home looks EXACTLY as the photos display. Walmart is basically right in your backyard along with almost every foodchain you could think of. The pool being right at your backdoor was a plus for the kids. Overall I would recommend this home to anyone wanting a quiet neighborhood to stay in. The security guards at the entrance were very friendly.A...
United States
Shawntisha W.
The price is CA $63
CA $528 total
includes taxes & fees
Nov 4 - Nov 5
Direct resort access~Balcony~Pool~Upgraded Inside
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

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

10/10 Excellent
"I love this hotel. Rooms and bathroom we're spacious , clean and beautiful. Amenities were beautiful, restaurant and bartender were amazing. Breakfast was a good spread and free which is always a plus. The only issue we encountered was with facilities. We had a clogged toilet and NO ONE came to fix it. Luckily my husband is handy and was able to clear waste and we were able to use bathroom on day 2...I may add. Otherwise this place would have been a 10 out of 10."
John 2-night trip
Posted less than an hour ago
Kompose Boutique Resort at Theme Parks

Find out more about Winter Haven

Winter Haven Condo Rentals information

Number of reviews
910
Accommodation
3420 Condo Rentals
Lowest Price
CA $152
Highest Price
CA $528

Frequently asked questions

How much do condos in Winter Haven cost?
Condos in Winter Haven range from CA $152 to CA $528 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 3420 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 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.

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