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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 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.
$151 nightly
The price is $167
Oct 21 - Oct 22
Total with taxes and fees
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.
$305 nightly
The price is $337
Oct 19 - Oct 20
Total with taxes and fees
Toria Suites Condo 924
An aerial view of a resort with a large central swimming pool, multiple lounge areas, and a small lake.

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

Cozy 3BR condo w/ pool, hot tub & balcony
Poinciana
$323 nightly
The price is $331
Oct 13 - Oct 14
Total with taxes and fees
Cozy 3BR condo w/ pool, hot tub & balcony
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, (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.
$297 nightly
The price is $328
Oct 6 - Oct 7
Total with taxes and fees
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.

5. Lifetime of Vacations Resort

Lifetime of Vacations Resort
3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (182 reviews)
"We absolutely love coming to lifetime and grand lake resort. This is our favorite place to stay!!"
United States
Alena
$99 nightly
The price is $110
Oct 11 - Oct 12
Total with taxes and fees
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
$238 nightly
The price is $266
Oct 19 - Oct 20
Total with taxes and fees
Bahama Bay 515 Rum run unit 515
A covered outdoor area with a wooden picnic table and benches, a grill, and a ceiling fan.

7. Lyrios Vacation Rentals - The Palms

Lyrios Vacation Rentals - The Palms
4.0 star property
Kissimmee
$163 nightly
The price is $185
Oct 7 - Oct 8
Total with taxes and fees
Lyrios Vacation Rentals - The Palms
A swimming pool with a clear blue water, surrounded by palm trees and lounge chairs.

8. Incredible Renovated home located near all !!

Incredible Renovated home located near all !!
Champions Gate
6.0 out of 10, (8 reviews)
"We really enjoyed Melissa’s condo Deja Blue. Quite pretty inside and quiet surroundings. Beds are comfortable, plenty of towels available, most things you need for a stay are provided. A few things in the condo could be updated but overall we had a great month in this unit and love the Champions Gate area for walking and dining."
United States
Susan K.
$225 nightly
The price is $250
Nov 1 - Nov 2
Total with taxes and fees
Incredible Renovated home located near all !!
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.
$342 nightly
The price is $378
Nov 2 - Nov 3
Total with taxes and fees
Toria Suites 920
Heated Swimming Pool

10. 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.
$180 nightly
The price is $202
Oct 6 - Oct 7
Total with taxes and fees
Scenic Resort Home Close to Disney and Universal
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, (49 reviews)
"Place was in great area and decorated nicely! "
United States
Tifany W.
$177 nightly
The price is $198
Oct 6 - Oct 7
Total with taxes and fees
Splendid Renovated 2 + 2 Condo Near Disney with Amazing Amenities
A swimming pool with lounge chairs, palm trees, and a clear blue sky.

12. 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.
$206 nightly
The price is $231
Oct 12 - Oct 13
Total with taxes and fees
Spacious & Peaceful Condo Near Champions Gate.
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
$373 nightly
The price is $412
Nov 5 - Nov 6
Total with taxes and fees
Toria Suites 922
A large, light blue building with a central entrance and a small balcony.

14. 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.
$305 nightly
The price is $341
Oct 26 - Oct 27
Total with taxes and fees
Reunion Resort - Near Theme Parks & Airport
A resort with multiple swimming pools, lounge areas, and palm trees.

15. 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.
$310 nightly
The price is $347
Oct 11 - Oct 12
Total with taxes and fees
Newly Remodeled 2-bedroom Family-sized condo 15 minutes to the theme park
A two-story residential building with a well-maintained lawn, a covered patio, and a small outdoor seating area.

16. 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
$342 nightly
The price is $360
Oct 6 - Oct 7
Total with taxes and fees
Resort stay~Pool Access~Peaceful Retreat~Balcony
An aerial view of a residential property with a large swimming pool, multiple houses, and a well-maintained garden.

17. 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.
$260 nightly
The price is $287
Oct 6 - Oct 7
Total with taxes and fees
Tropical Resort Condo Near Disney: Pools, Spa & Family Fun
A swimming pool with a central fountain, surrounded by palm trees and lounge chairs.

18. 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
10.0 out of 10, Exceptional, (7 reviews)
$260 nightly
The price is $290
Oct 21 - Oct 22
Total with taxes and fees
1st Floor • Free Parking • No Resort Fees • 14 minutes to Disney • 5 min shops
A swimming pool with lounge chairs and palm trees, surrounded by buildings with green roofs.

19. 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, (113 reviews)
"Enjoyed our stay!"
United States
Richard H.
$157 nightly
The price is $176
Oct 6 - Oct 7
Total with taxes and fees
Dazzling Newly Renovated Condo 1.5 miles to Disney
A swimming pool surrounded by palm trees and lounge chairs, with a building in the background.

20. Near Disney/Resort Pool, Bar & Gym

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.
$257 nightly
The price is $287
Oct 6 - Oct 7
Total with taxes and fees
Near Disney/Resort Pool, Bar & Gym
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
"Hhh"
Julio C 3-night trip
Posted 5 hours ago
The Grove Resort & Water Park Orlando

Find out more about Winter Haven

Winter Haven Condo Rentals information

Number of reviews
597
Accommodation
3239 Condo Rentals
Lowest Price
$110
Highest Price
$412

Frequently asked questions

How much do condos in Winter Haven cost?
Condos in Winter Haven range from $110 to $412 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 3239 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.

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