Title: Winter Haven Condo Rentals from CA $183 | Expedia.ca

[Winter Haven Travel Guide](https://expedia.ca/Winter-Haven.dx7464)[Hotels in Winter Haven](https://expedia.ca/Winter-Haven-Hotels.d7464.Travel-Guide-Hotels)[Vacation Rentals in Winter Haven](https://expedia.ca/Winter-Haven-Vacation-Rentals.d7464.Travel-Guide-VacationRentals)[Flights to Winter Haven](https://expedia.ca/Cheap-Flights-To-Winter-Haven.d7464.Travel-Guide-Flights)[Things to do in Winter Haven](https://expedia.ca/Things-To-Do-In-Winter-Haven.d7464.Travel-Guide-Activities)[Winter Haven Car Rentals](https://expedia.ca/Car-Rentals-In-Winter-Haven.d7464.Car-Rental-Guide)[Winter Haven Vacation Packages](https://expedia.ca/Winter-Haven.d7464.Destination-Travel-Guides)

![Winter Haven showing rides](https://images.trvl-media.com/place/7464/a00f555f-1771-4135-ad57-834cb1a10a56.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Search Condos Rentals in Winter Haven from CA $183

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## Check prices for these dates

In two weeks

[Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=7464&startDate=2026-01-16&endDate=2026-01-18&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=7464&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=7464&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Apr 24 - Apr 26](https://www.expedia.ca/Hotel-Search?regionId=7464&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Winter Haven condo rentals

![Aerial view](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068973/fb6985f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Full-size fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068973/259ef4b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hiking](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068973/9e1fc450.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068973/41323424.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Village Orlando, Celebration

[](https://www.expedia.ca/Orlando-Hotels-Vacation-Village-At-Parkway.h1068973.Hotel-Information)

Kissimmee

8.6/10

Excellent

(3145)

"View was great from room"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Chantelle

CA $136

CA $189 total

includes taxes & fees

Jan 20 - Jan 21, 2026

[](https://www.expedia.ca/Orlando-Hotels-Vacation-Village-At-Parkway.h1068973.Hotel-Information)

![WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120710000/120709200/120709160/1f44bd1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer](https://images.trvl-media.com/lodging/121000000/120710000/120709200/120709160/31054931.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/121000000/120710000/120709200/120709160/fc1a789f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/121000000/120710000/120709200/120709160/75976c65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lake View•Gardens•Private Balcony Suite•Legoland

[](https://www.expedia.ca/Lake-Wales-Hotels-Lake-ViewGardensPrivate-Balcony-SuiteLegoland.h120709160.Hotel-Information)

Lake Wales

10/10

Exceptional

(3)

"Great view, comfortable room for our one night stay."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Vern H.

CA $139

CA $183 total

includes taxes & fees

Jan 14 - Jan 15, 2026

[](https://www.expedia.ca/Lake-Wales-Hotels-Lake-ViewGardensPrivate-Balcony-SuiteLegoland.h120709160.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/34000000/33560000/33558600/33558562/f3f46329.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/34000000/33560000/33558600/33558562/7a839e79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, coffee/tea maker, highchair, cookware/dishes/utensils](https://images.trvl-media.com/lodging/34000000/33560000/33558600/33558562/3a9bbf67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33560000/33558600/33558562/235fbbb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Dazzling Newly Renovated Condo 1.5 miles to Disney

[](https://www.expedia.ca/Orlando-Hotels-Dazzling-Newly-Renovated-Condo-15-Miles-To-Disney.h33558562.Hotel-Information)

Kissimmee

9.4/10

Exceptional

(87)

"This place was awesome! Incredibly clean floors. I even called my sister just to show her how clean the floors were. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Elizabeth P L.

CA $68

CA $233 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Orlando-Hotels-Dazzling-Newly-Renovated-Condo-15-Miles-To-Disney.h33558562.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/109000000/108760000/108750800/108750718/9dc464ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/109000000/108760000/108750800/108750718/d15b8baa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/109000000/108760000/108750800/108750718/d0af3f11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/109000000/108760000/108750800/108750718/9892ec66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Orlando-Hotels-2-Bedrooms-King-Size-Bed-15-Minutes-From-Disney.h108750718.Hotel-Information)

Champions Gate

10/10

Exceptional

(1)

"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](https://a.travel-assets.com/egds/marks/flags/us.svg)

David K.

CA $103

CA $464 total

includes taxes & fees

Jan 6 - Jan 7, 2026

[](https://www.expedia.ca/Orlando-Hotels-2-Bedrooms-King-Size-Bed-15-Minutes-From-Disney.h108750718.Hotel-Information)

![Room](https://images.trvl-media.com/lodging/123000000/122950000/122948400/122948378/86e6295a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122950000/122948400/122948378/9f963f68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room](https://images.trvl-media.com/lodging/123000000/122950000/122948400/122948378/5fbec1ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bathroom](https://images.trvl-media.com/lodging/123000000/122950000/122948400/122948378/99d67238.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stylish Retreat/86\`TV/King Bed/Spa Shower/Shuffleboard/Near the Lake

[](https://www.expedia.ca/Lake-Wales-Hotels-Stylish-Retreat86TVKing-BedSpa-ShowerShuffleboardNear-The-Lake.h122948378.Hotel-Information)

Lake Wales

10/10

Exceptional

(1)

"Had an amazing stay! Property was exactly how it was described- clean, comfortable, very safe. (As a solo woman traveling alone feeling safe always makes a trip easier) The bed and sheets were sooo comfortable! Micki was kind, attentive, incredibly responsive and happily accommodated me, making my entire experience was seamless. I felt right at home, would happily return. 5 Stars is not enough to describe how wonderful Micki is as host!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anonymous traveller

CA $157

CA $203 total

includes taxes & fees

Jan 14 - Jan 15, 2026

[](https://www.expedia.ca/Lake-Wales-Hotels-Stylish-Retreat86TVKing-BedSpa-ShowerShuffleboardNear-The-Lake.h122948378.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/112000000/111350000/111348500/111348407/18fcb35b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/112000000/111350000/111348500/111348407/aacab487.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/112000000/111350000/111348500/111348407/w3840h2097x0y63-6ffe136b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111350000/111348500/111348407/718ba830.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Parkway Palms Resort 1 bedroom condo mins to Disney World.

[](https://www.expedia.ca/Orlando-Hotels-Parkway-Palms-Resort-1-Bedroom-Condo-Mins-To-Disney-World.h111348407.Hotel-Information)

Kissimmee

10/10

Exceptional

(1)

"The condo is ideally located for Disney World with many restaurants close by. The property manager was quick to respond to any questions and we would definitely stay there again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Michael G.

CA $83

CA $486 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Orlando-Hotels-Parkway-Palms-Resort-1-Bedroom-Condo-Mins-To-Disney-World.h111348407.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121190000/121186400/121186321/ad73767c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/122000000/121190000/121186400/121186321/7a9ff760.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/122000000/121190000/121186400/121186321/w1328h900x0y0-fddc3431.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/122000000/121190000/121186400/121186321/b2074e25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Resort stay\~Pool Access\~Peaceful Retreat\~Balcony

[](https://www.expedia.ca/Orlando-Hotels-Resort-StayPool-AccessPeaceful-RetreatBalcony.h121186321.Hotel-Information)

Kissimmee

10/10

Exceptional

(1)

"The host was very nice and helpful The rooms were very clean Enjoyed our stay Would stay again"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anonymous traveller

CA $100

CA $479 total

includes taxes & fees

Jan 24 - Jan 25, 2026

[](https://www.expedia.ca/Orlando-Hotels-Resort-StayPool-AccessPeaceful-RetreatBalcony.h121186321.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/34000000/33070000/33065500/33065432/a736f74d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/34000000/33070000/33065500/33065432/5506333a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33070000/33065500/33065432/d450b479.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33070000/33065500/33065432/5071f67b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### BEAUTIFULLY remodeled 3/2 condo near DISNEY and MARGARITAVILLE RESORT!⭐️⭐️⭐️⭐️⭐️

[](https://www.expedia.ca/Orlando-Hotels-Beautifully-Remodeled-32-Condo-Near-Disney-And-Margaritaville-Resort.h33065432.Hotel-Information)

Kissimmee

10/10

Exceptional

(12)

"Enjoyed everything!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Caroline W.

CA $92

CA $399 total

includes taxes & fees

Jan 5 - Jan 6, 2026

[](https://www.expedia.ca/Orlando-Hotels-Beautifully-Remodeled-32-Condo-Near-Disney-And-Margaritaville-Resort.h33065432.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/40000000/39990000/39989700/39989628/fa053f1e_edited_55d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/40000000/39990000/39989700/39989628/w1975h1388x5y6-e91f343e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/40000000/39990000/39989700/39989628/w1020h676x14y7-d68080ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/40000000/39990000/39989700/39989628/ef3aceb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Reunion Resort - Near Theme Parks & Airport

[](https://www.expedia.ca/Orlando-Hotels-Reunion-Resort-Near-Theme-Parks-Airport.h39989628.Hotel-Information)

Reunion

9.6/10

Exceptional

(51)

"This was a beautiful property with all the amentities and space. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Derica N.

CA $154

CA $503 total

includes taxes & fees

Jan 2 - Jan 3, 2026

[](https://www.expedia.ca/Orlando-Hotels-Reunion-Resort-Near-Theme-Parks-Airport.h39989628.Hotel-Information)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/79000000/78360000/78353700/78353620/w1024h581x0y47-6ae4fecb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/79000000/78360000/78353700/78353620/6199ff77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/79000000/78360000/78353700/78353620/w922h683x51y0-236c5a6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's area](https://images.trvl-media.com/lodging/79000000/78360000/78353700/78353620/987b9e48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Near Disney/Resort Pool, Bar & Gym

[](https://www.expedia.ca/Orlando-Hotels-Cozy-Tropical-Resort-15-Min-From-Theme-Parks.h78353620.Hotel-Information)

Champions Gate

9.2/10

Wonderful

(5)

"The property was great.. very clean and relaxing"

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Dawn D.

CA $116

CA $389 total

includes taxes & fees

Jan 19 - Jan 20, 2026

[](https://www.expedia.ca/Orlando-Hotels-Cozy-Tropical-Resort-15-Min-From-Theme-Parks.h78353620.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/106000000/105770000/105761400/105761338/d4ab4841.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, books](https://images.trvl-media.com/lodging/106000000/105770000/105761400/105761338/c93993fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/106000000/105770000/105761400/105761338/f3ec38a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105770000/105761400/105761338/2936714a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious condo near Walt Disney parks & AdventHealth - Kissimmee Florida

[](https://www.expedia.ca/Orlando-Hotels-Spacious-Family-Condo-Near-Walt-Disney-World-Kissimmee-Florida.h105761338.Hotel-Information)

Kissimmee

10/10

Exceptional

(1)

"Wonderful location and great accommodations."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Frank L.

[](https://www.expedia.ca/Orlando-Hotels-Spacious-Family-Condo-Near-Walt-Disney-World-Kissimmee-Florida.h105761338.Hotel-Information)

![Children's area](https://images.trvl-media.com/lodging/34000000/33560000/33560000/33559971/b79e5c01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/34000000/33560000/33560000/33559971/10ab1dd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/34000000/33560000/33560000/33559971/18b5510f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33560000/33560000/33559971/2407dbf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Orlando-Hotels-Modern-Award-Winning-Newly-Renovated.h33559971.Hotel-Information)

Kissimmee

9.2/10

Wonderful

(150)

"Great place! Close to everything we wanted to do, hosts were easy to communicate with, place was clean and the community felt safe and secure as a woman traveling with her kiddo. I would absolutely stay again!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Hope M.

CA $82

CA $277 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Orlando-Hotels-Modern-Award-Winning-Newly-Renovated.h33559971.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/97000000/96350000/96340600/96340562/83fbb99e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/97000000/96350000/96340600/96340562/w903h683x60y0-7016652c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/97000000/96350000/96340600/96340562/w903h683x61y0-da7ec8c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/97000000/96350000/96340600/96340562/22e8d9a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sophisticated Retreat

[](https://www.expedia.ca/Orlando-Hotels-Sophisticated-Retreat.h96340562.Hotel-Information)

Kissimmee

9.4/10

Exceptional

(6)

"Amazing! I will be staying here again!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

MikeD

CA $115

CA $267 total

includes taxes & fees

Jan 12 - Jan 13, 2026

[](https://www.expedia.ca/Orlando-Hotels-Sophisticated-Retreat.h96340562.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/84000000/83310000/83306800/83306736/b991d0dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/84000000/83310000/83306800/83306736/w2047h1365x0y0-0a84e407.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/84000000/83310000/83306800/83306736/ea9196d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/84000000/83310000/83306800/83306736/0b9221bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Family-Friendly Condo with Pool & Sauna

[](https://www.expedia.ca/Orlando-Hotels-2BR-Condo-With-Pool-And-Hot-Tub.h83306736.Hotel-Information)

Winter Garden

10/10

Exceptional

(1)

"This 2 bedroom apartment was perfect for us. Clean and well kept. Very spacious rooms with comfortable beds. I would recommend this place. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Samuel L.

CA $125

CA $369 total

includes taxes & fees

Jan 6 - Jan 7, 2026

[](https://www.expedia.ca/Orlando-Hotels-2BR-Condo-With-Pool-And-Hot-Tub.h83306736.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/84000000/83410000/83403600/83403510/w1290h968x0y911-aebf8e6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83410000/83403600/83403510/w506h683x259y0-b9004539.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/84000000/83410000/83403600/83403510/w506h683x259y0-4f2d192e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/84000000/83410000/83403600/83403510/w516h683x248y0-4532dc1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Valentina’s Condo-Resort Style!

[](https://www.expedia.ca/Orlando-Hotels-Valentinas-Condo-Resort-Style.h83403510.Hotel-Information)

Kissimmee

10/10

Exceptional

(6)

"Nice neighborhood, local pool and condo. Would stay again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jason M.

CA $92

CA $301 total

includes taxes & fees

Jan 14 - Jan 15, 2026

[](https://www.expedia.ca/Orlando-Hotels-Valentinas-Condo-Resort-Style.h83403510.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/107000000/106560000/106559200/106559133/8e2a2c85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/107000000/106560000/106559200/106559133/538dc7d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/107000000/106560000/106559200/106559133/91c20c74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/107000000/106560000/106559200/106559133/466c7916.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Splendid Renovated 2 + 2 Condo Near Disney with Amazing Amenities

[](https://www.expedia.ca/Orlando-Hotels-Splendid-Renovated-2-2-Condo-Near-Disney-With-Amazing-Amenities.h106559133.Hotel-Information)

Champions Gate

9.6/10

Exceptional

(29)

"Host was very communicative, simple check in & check out. Will stay again at this property. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anonymous traveller

[](https://www.expedia.ca/Orlando-Hotels-Splendid-Renovated-2-2-Condo-Near-Disney-With-Amazing-Amenities.h106559133.Hotel-Information)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/62000000/61650000/61640800/61640798/22c05d43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/62000000/61650000/61640800/61640798/f24237f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/62000000/61650000/61640800/61640798/340640c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/62000000/61650000/61640800/61640798/83c000c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lake View, Heated Pool, King Bed, Free Parking, Resort Condo.

[](https://www.expedia.ca/Orlando-Hotels-Lake-View-Condo-Near-Disney.h61640798.Hotel-Information)

Kissimmee

8.0/10

Very good

(4)

"Location, privacy, security all as desired."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Thomas S.

CA $102

CA $266 total

includes taxes & fees

Jan 11 - Jan 12, 2026

[](https://www.expedia.ca/Orlando-Hotels-Lake-View-Condo-Near-Disney.h61640798.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/123000000/122760000/122750800/122750747/24252c6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/123000000/122760000/122750800/122750747/956f1ad1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/123000000/122760000/122750800/122750747/d50d0f08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/123000000/122760000/122750800/122750747/e39b64a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Upstay Champions Gate Home w Private Pool & BBQ

[](https://www.expedia.ca/Orlando-Hotels-Upstay-ChampionsGate-Home-W-Private-Pool-BBQ.h122750747.Hotel-Information)

Davenport

9.2/10

Wonderful

(7)

"It is a beautiful house, very clean, with all its comforts, 100% recommended. ❤️"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ana C.

CA $138

CA $504 total

includes taxes & fees

Jan 12 - Jan 13, 2026

[](https://www.expedia.ca/Orlando-Hotels-Upstay-ChampionsGate-Home-W-Private-Pool-BBQ.h122750747.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101290000/101283200/101283131/4d631bc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/102000000/101290000/101283200/101283131/d56f9a77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/102000000/101290000/101283200/101283131/e9f6bd6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/102000000/101290000/101283200/101283131/2c986c09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury Condominium in Kissimmee Florida near Walt Disney World

[](https://www.expedia.ca/Orlando-Hotels-Luxury-Condominium-In-Kissimmee-Florida-Near-Themed-Parks.h101283131.Hotel-Information)

Kissimmee

10/10

Exceptional

(4)

"We did a quick overnight. The condo was beautifully decorated and very clean. Location was great and close to everything. The host Elle was wonderful and quick to respond with questions. We would definitely stay here again. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Harold W.

CA $142

CA $302 total

includes taxes & fees

Jan 3 - Jan 4, 2026

[](https://www.expedia.ca/Orlando-Hotels-Luxury-Condominium-In-Kissimmee-Florida-Near-Themed-Parks.h101283131.Hotel-Information)

![2 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/110000000/109990000/109989900/109989899/f3165c37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/110000000/109990000/109989900/109989899/4835bbcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Printers](https://images.trvl-media.com/lodging/110000000/109990000/109989900/109989899/70f3c050.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109990000/109989900/109989899/dbc2f5a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 5 Min to Disney! 2BR Condo w/ King Bed, Pool, Fast WiFi & SmartTV+kitchen+washer

[](https://www.expedia.ca/Orlando-Hotels-5-Min-To-Disney-2BR-Condo-W-King-Bed.h109989899.Hotel-Information)

Kissimmee

10/10

Exceptional

(1)

CA $110

CA $363 total

includes taxes & fees

Jan 27 - Jan 28, 2026

[](https://www.expedia.ca/Orlando-Hotels-5-Min-To-Disney-2BR-Condo-W-King-Bed.h109989899.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-01-14&endDate=2026-01-15&regionId=7464&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Private vacation homes

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Apartments

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Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Winter+Haven%2C+Florida%2C+United+States+of+America&regionId=7464&latLong=28.022253%2C-81.73286&adults=2&startDate=2026-03-31&d1=2026-03-31&endDate=2026-04-03&d2=2026-04-03&lodging=APART_HOTEL)

Cottages

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Condos

[](https://www.expedia.ca/Hotel-Search?destination=Winter+Haven%2C+Florida%2C+United+States+of+America&regionId=7464&latLong=28.022253%2C-81.73286&adults=2&startDate=2026-03-31&d1=2026-03-31&endDate=2026-04-03&d2=2026-04-03&lodging=CONDO)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Winter+Haven%2C+Florida%2C+United+States+of+America&regionId=7464&latLong=28.022253%2C-81.73286&adults=2&startDate=2026-03-31&d1=2026-03-31&endDate=2026-04-03&d2=2026-04-03&lodging=VILLA)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Winter+Haven%2C+Florida%2C+United+States+of+America&regionId=7464&latLong=28.022253%2C-81.73286&adults=2&startDate=2026-03-31&d1=2026-03-31&endDate=2026-04-03&d2=2026-04-03&lodging=CABIN)

Chalets

[](https://www.expedia.ca/Hotel-Search?destination=Winter+Haven%2C+Florida%2C+United+States+of+America&regionId=7464&latLong=28.022253%2C-81.73286&adults=2&startDate=2026-03-31&d1=2026-03-31&endDate=2026-04-03&d2=2026-04-03&lodging=CHALET)

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## Top Winter Haven Hotel Reviews

![Omni Orlando Resort at ChampionsGate](https://images.trvl-media.com/lodging/2000000/1030000/1030000/1029950/a4fe8de4_y.jpg)

### Omni Orlando Resort at ChampionsGate

10/10 Excellent

"Perfect stay as always! They have everything you could ever want for a wonderful vacation!"

[](https://expedia.ca/Orlando-Hotels-Omni-Orlando-Resort-At-ChampionsGate.h1029950.Hotel-Information)

![Margaritaville Resort Orlando](https://images.trvl-media.com/lodging/25000000/24060000/24054800/24054711/5f422c24_y.jpg)

### Margaritaville Resort Orlando

10/10 Excellent

"The front staff were amazing! And the rooms are very clean I truly enjoyed my stay. we are already planning on going back in summer."

[](https://expedia.ca/Orlando-Hotels-Margaritaville-Resort-Orlando.h24054711.Hotel-Information)

![Delta Hotels by Marriott Orlando Celebration](https://images.trvl-media.com/lodging/1000000/10000/300/256/w4000h2663x0y0-bece67c9_y.jpg)

### Delta Hotels by Marriott Orlando Celebration

10/10 Excellent

"Room was clean everyday, we had a great stay"

[](https://expedia.ca/Orlando-Hotels-The-Grand-Orlando-Resort-At-Celebration.h256.Hotel-Information)

![Destiny Palms Hotel Maingate West](https://images.trvl-media.com/lodging/1000000/430000/427400/427337/d056f561_y.jpg)

### Destiny Palms Hotel Maingate West

10/10 Excellent

"Great friendly staff! "

[](https://expedia.ca/Orlando-Hotels-Destiny-Palms-Hotel-Maingate-West.h427337.Hotel-Information)

![The Grove Resort & Water Park Orlando](https://images.trvl-media.com/lodging/5000000/4700000/4691700/4691657/c5a7d392_y.jpg)

### The Grove Resort & Water Park Orlando

10/10 Excellent

"The attention "

[](https://expedia.ca/Orlando-Hotels-The-Grove-Resort-Water-Park-Orlando.h4691657.Hotel-Information)

![Vacation Village Orlando, Celebration](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068973/fb6985f5_y.jpg)

### Vacation Village Orlando, Celebration

10/10 Excellent

"We stayed for 3 nights The resort offered great amenities and activities. The room and grounds were always clean and the staff was amazing "

[](https://expedia.ca/Orlando-Hotels-Vacation-Village-At-Parkway.h1068973.Hotel-Information)

![Hilton Vacation Club Aqua Sol Orlando West](https://images.trvl-media.com/lodging/1000000/700000/692700/692650/0986573c_y.jpg)

### Hilton Vacation Club Aqua Sol Orlando West

10/10 Excellent

"Perfect for a family stay just outside the Disney resorts"

[](https://expedia.ca/Orlando-Hotels-Liki-Tiki-Village.h692650.Hotel-Information)

![Staybridge Suites Winter Haven Auburndale by IHG](https://images.trvl-media.com/lodging/95000000/94680000/94674300/94674232/0585f081_y.jpg)

### Staybridge Suites Winter Haven Auburndale by IHG

10/10 Excellent

"From check in , room , breakfast great ! "

[](https://expedia.ca/Winter-Haven-Hotels-Staybridge-Suites-Winter-Haven-Auburndale.h94674232.Hotel-Information)

![Holiday Inn Resort Kissimmee by the Parks by IHG](https://images.trvl-media.com/lodging/1000000/60000/52900/52821/48f5f27b_y.jpg)

### Holiday Inn Resort Kissimmee by the Parks by IHG

10/10 Excellent

"Room Amenities Staff"

[](https://expedia.ca/Orlando-Hotels-Holiday-Inn-Resort-Kissimmee-By-The-Parks-By-IHG.h52821.Hotel-Information)

## Find out more about Winter Haven

## Winter Haven Condo Rentals information

| Number of reviews | 3,444              |
| ----------------- | ------------------ |
| Accommodation     | 3445 Condo Rentals |
| Lowest Price      | CA $183            |
| Highest Price     | CA $504            |

## Frequently asked questions

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- [Townhomes in Jan Phyl Village ](https://www.expedia.ca/Jan-Phyl-Village-Townhomes.d553248635975846188-aaTownhomes.Travel-Guide-Accommodation)
- [Hotels near LEGOLAND® Florida ](https://www.expedia.ca/LEGOLAND-Florida-Hotels.0-l6153639-0.Travel-Guide-Filter-Hotels)
- [Aparthotels in Longboat Key ](https://www.expedia.ca/Longboat-Key-Apart-Hotels.d8409-aaApartHotels.Travel-Guide-Accommodation)
- [Apartments in Longboat Key ](https://www.expedia.ca/Longboat-Key-Apartments.d8409-aaApartments.Travel-Guide-Accommodation)
- [B&B in Longboat Key ](https://www.expedia.ca/Longboat-Key-Bed-And-Breakfast.d8409-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Condo Rentals in Longboat Key ](https://www.expedia.ca/Longboat-Key-Condos.d8409-aaCondos.Travel-Guide-Accommodation)
- [Cottages in Longboat Key ](https://www.expedia.ca/Longboat-Key-Cottages.d8409-aaCottages.Travel-Guide-Accommodation)
- [Country Houses in Longboat Key ](https://www.expedia.ca/Longboat-Key-Country-House.d8409-aaCountryHouse.Travel-Guide-Accommodation)
- [Guest Houses in Longboat Key ](https://www.expedia.ca/Longboat-Key-Guest-Houses.d8409-aaGuestHouses.Travel-Guide-Accommodation)
- [Holiday Park Resorts in Longboat Key ](https://www.expedia.ca/Longboat-Key-Holiday-Parks.d8409-aaHolidayParks.Travel-Guide-Accommodation)
- [Inns in Longboat Key ](https://www.expedia.ca/Longboat-Key-Inns.d8409-aaInns.Travel-Guide-Accommodation)
- [Lodges in Longboat Key ](https://www.expedia.ca/Longboat-Key-Lodges.d8409-aaLodges.Travel-Guide-Accommodation)
- [Motels in Longboat Key ](https://www.expedia.ca/Longboat-Key-Motels.d8409-aaMotels.Travel-Guide-Accommodation)
- [Palaces in Longboat Key ](https://www.expedia.ca/Longboat-Key-Palaces.d8409-aaPalaces.Travel-Guide-Accommodation)
- [Vacation Homes in Longboat Key ](https://www.expedia.ca/Longboat-Key-Private-Vacation-Homes.d8409-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Resorts in Longboat Key ](https://www.expedia.ca/Longboat-Key-Resort-Hotels.d8409-aaResortHotels.Travel-Guide-Accommodation)
- [Townhomes in Longboat Key ](https://www.expedia.ca/Longboat-Key-Townhomes.d8409-aaTownhomes.Travel-Guide-Accommodation)
- [Treehouses in Longboat Key ](https://www.expedia.ca/Longboat-Key-Treehouses.d8409-aaTreehouses.Travel-Guide-Accommodation)
- [Villas in Longboat Key ](https://www.expedia.ca/Longboat-Key-Villas.d8409-aaVillas.Travel-Guide-Accommodation)
- [Aparthotels in Pinellas Park ](https://www.expedia.ca/Pinellas-Park-Apart-Hotels.d9113-aaApartHotels.Travel-Guide-Accommodation)
- [B&B in Pinellas Park ](https://www.expedia.ca/Pinellas-Park-Bed-And-Breakfast.d9113-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Guest Houses in Pinellas Park ](https://www.expedia.ca/Pinellas-Park-Guest-Houses.d9113-aaGuestHouses.Travel-Guide-Accommodation)
- [Holiday Park Resorts in Pinellas Park ](https://www.expedia.ca/Pinellas-Park-Holiday-Parks.d9113-aaHolidayParks.Travel-Guide-Accommodation)
- [Inns in Pinellas Park ](https://www.expedia.ca/Pinellas-Park-Inns.d9113-aaInns.Travel-Guide-Accommodation)
- [Lodges in Pinellas Park ](https://www.expedia.ca/Pinellas-Park-Lodges.d9113-aaLodges.Travel-Guide-Accommodation)
- [Motels in Pinellas Park ](https://www.expedia.ca/Pinellas-Park-Motels.d9113-aaMotels.Travel-Guide-Accommodation)
- [Rv Parks in Pinellas Park ](https://www.expedia.ca/Pinellas-Park-RV-Parks.d9113-aaRVParks.Travel-Guide-Accommodation)
- [Riads in Pinellas Park ](https://www.expedia.ca/Pinellas-Park-Riads.d9113-aaRiads.Travel-Guide-Accommodation)
- [Lodges in Polk City ](https://www.expedia.ca/Polk-City-Lodges.d6154853-aaLodges.Travel-Guide-Accommodation)
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- [Hotels near Winter Haven Station ](https://www.expedia.ca/Winter-Haven-Station-Hotels.d6195285.Travel-Guide-Hotels)

- [Flights to Florida ](https://www.expedia.ca/Destinations-In-Florida.d211.Flight-Destinations)
- [Flights from Waco (ACT) to Winter Haven (GIF) ](https://www.expedia.ca/lp/flights/act/gif/waco-to-winter-haven)
- [Flights from Cedar Rapids (CID) to Winter Haven (GIF) ](https://www.expedia.ca/lp/flights/cid/gif/cedar-rapids-to-winter-haven)
- [Flights from Daytona Beach (DAB) to Winter Haven (GIF) ](https://www.expedia.ca/lp/flights/dab/gif/daytona-beach-to-winter-haven)
- [Flights from Grand Rapids (GRR) to Winter Haven (GIF) ](https://www.expedia.ca/lp/flights/grr/gif/grand-rapids-to-winter-haven)
- [Flights from Washington (IAD) to Winter Haven (GIF) ](https://www.expedia.ca/lp/flights/iad/gif/washington-to-winter-haven)
- [Flights from McAllen (MFE) to Winter Haven (GIF) ](https://www.expedia.ca/lp/flights/mfe/gif/mcallen-to-winter-haven)
- [Flights from Miami (MIA) to Winter Haven (GIF) ](https://www.expedia.ca/lp/flights/mia/gif/miami-to-winter-haven)
- [Flights from Montreal (YUL) to Winter Haven (GIF) ](https://www.expedia.ca/lp/flights/yul/gif/montreal-to-winter-haven)
- [Flights from Toronto (YYZ) to Winter Haven (GIF) ](https://www.expedia.ca/lp/flights/yyz/gif/toronto-to-winter-haven)
- [Flights from Toronto (YYZ) to Orlando (MCO) ](https://www.expedia.ca/lp/flights/yyz/mco/toronto-to-orlando)

- [Chain of Lakes Park ](https://www.expedia.ca/Chain-Of-Lakes-Park-Winter-Haven.d6127913.Vacation-Attraction)
- [Indigo's Family Fun Center ](https://www.expedia.ca/Indigos-Family-Fun-Center-Winter-Haven.d6259153.Vacation-Attraction)
- [Legoland® Florida ](https://www.expedia.ca/LEGOLAND-Florida-Winter-Haven.d6153639.Vacation-Attraction)

- [Car rentals near LEGOLAND® Florida ](https://www.expedia.ca/Car-Rentals-In-LEGOLAND-Florida.d6153639.Car-Rental-Guide)
- [Rental cars Winter Haven Municipal airport ](https://www.expedia.ca/Car-Rentals-In-Winter-Haven-Municipal.d6064276.Car-Rental-Guide)
- [Hertz Rental Cars in Winter Haven Municipal ](https://www.expedia.ca/Hertz-Car-Rentals-In-Winter-Haven-Municipal.d6064276-c40.Car-Rental-Guide-Suppliers)

- [Things to do in Eagle Lake ](https://www.expedia.ca/Things-To-Do-In-Eagle-Lake.d3000431007.Travel-Guide-Activities)

- [Book Condo Rentals in Winter Haven on Expedia.com ](https://www.expedia.com/Winter-Haven-Condos.d7464-aaCondos.Travel-Guide-Accommodation)