Title: Winter Park Condo Rentals from CA $222 | Expedia.ca

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![Casa Feliz Historic Home Museum featuring a park and a house](https://images.trvl-media.com/place/6154784/fc715ff8-b152-4bf8-a1b6-c4214a58153a.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/6154784/fc715ff8-b152-4bf8-a1b6-c4214a58153a.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=7902&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=7902&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=7902&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 15 - May 17](https://www.expedia.ca/Hotel-Search?regionId=7902&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Winter Park condo rentals

![Dining](https://images.trvl-media.com/lodging/121000000/120420000/120416400/120416319/398ff5be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120420000/120416400/120416319/0531c554.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/121000000/120420000/120416400/120416319/04700c39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/121000000/120420000/120416400/120416319/2a52e7fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Ventura

[](https://www.expedia.ca/Orlando-Hotels-Cozy-1-Bedroom-Condo-In-Luxury-Gated-Community.h120416319.Hotel-Information)

10/10

Exceptional

(2 reviews)

"Great stay, we enjoyed it "

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

Kevin L.

CA $122

CA $294 total

includes taxes & fees

Jan 28 - Jan 29

[](https://www.expedia.ca/Orlando-Hotels-Cozy-1-Bedroom-Condo-In-Luxury-Gated-Community.h120416319.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/120000000/119330000/119328400/119328381/36cb467b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/120000000/119330000/119328400/119328381/6bdef7ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/120000000/119330000/119328400/119328381/b4c14d20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/120000000/119330000/119328400/119328381/17e0aebf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Lake Frederica

[](https://www.expedia.ca/Orlando-Hotels-Welcoming-Cozy-2BR2BA-Condo-Near-Downtown-Orlando-Attractions.h119328381.Hotel-Information)

10/10

Exceptional

(1 review)

"We came to the area for a family Memorial Service. Our host allowed us to check in early, which was very much appreciated! The home was clean and comfortable, and there were many restaurants nearby. If we had chosen to cook, it seemed that there would have been plenty of supplies. The pool was closed for maintenance, so could not rate that area."

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

Kelly S.

CA $173

CA $423 total

includes taxes & fees

Feb 3 - Feb 4

[](https://www.expedia.ca/Orlando-Hotels-Welcoming-Cozy-2BR2BA-Condo-Near-Downtown-Orlando-Attractions.h119328381.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/112000000/111940000/111935600/111935599/c46ca192.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/112000000/111940000/111935600/111935599/ee7ad90e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111940000/111935600/111935599/fbd0dd1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111940000/111935600/111935599/9a493886.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in South Eola

[](https://www.expedia.ca/Orlando-Hotels-Vintage-2-Bedroom-15-Bathroom-Condo-Lake-View.h111935599.Hotel-Information)

10/10

Exceptional

(3 reviews)

"The condo was exceptionally clean and well-maintained, and the view was stunning. I would not hesitate to recommend this property to others and would gladly consider staying here again in the future."

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

Laurie

CA $129

CA $274 total

includes taxes & fees

Feb 3 - Feb 4

[](https://www.expedia.ca/Orlando-Hotels-Vintage-2-Bedroom-15-Bathroom-Condo-Lake-View.h111935599.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33570000/33566500/33566437/261106f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Flat-screen TV, DVD player](https://images.trvl-media.com/lodging/34000000/33570000/33566500/33566437/7873c46b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/34000000/33570000/33566500/33566437/ed0dafc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/34000000/33570000/33566500/33566437/3b5dff2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Orlando

[](https://www.expedia.ca/Orlando-Hotels-Sensational-Water-View-1-Mile-To-Disney-Newly-Renovated-Superb-Location.h33566437.Hotel-Information)

9.8/10

Exceptional

(205 reviews)

"We have been stayed for 3days (2 adults 2 teens) for our Disney. This is a great place to stay especially with 1 king bed and two bunk beds, 2 full bathrooms, everyone has been relaxing. Additionally, the room is very clean and with lots of amenities. We really enjoyed it. Highly recommended!"

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

Jianing Wang

CA $81

CA $283 total

includes taxes & fees

Feb 3 - Feb 4

[](https://www.expedia.ca/Orlando-Hotels-Sensational-Water-View-1-Mile-To-Disney-Newly-Renovated-Superb-Location.h33566437.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111940000/111935600/111935588/32bcdd96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/112000000/111940000/111935600/111935588/d89eaf3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111940000/111935600/111935588/6db57e99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111940000/111935600/111935588/c807519e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in South Eola

[](https://www.expedia.ca/Orlando-Hotels-Renovated-Condo-Lake-Eola-View-Great-Location.h111935588.Hotel-Information)

10/10

Exceptional

(11 reviews)

"Great place and location!"

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

Doran H.

CA $117

CA $236 total

includes taxes & fees

Feb 17 - Feb 18

[](https://www.expedia.ca/Orlando-Hotels-Renovated-Condo-Lake-Eola-View-Great-Location.h111935588.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95220000/95214400/95214303/339ffeab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/96000000/95220000/95214400/95214303/4e91ee6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/96000000/95220000/95214400/95214303/a74aa553.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/96000000/95220000/95214400/95214303/a21b4f9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in South Eola

[](https://www.expedia.ca/Orlando-Hotels-Lake-Eola-View-1-Bedroom-Thornton-Park.h95214303.Hotel-Information)

9.8/10

Exceptional

(10 reviews)

"The location is exactly what I wanted without breaking the bank. The host was very informative and quick to respond. I will stay here again. "

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

Judy G.

CA $104

CA $222 total

includes taxes & fees

Feb 3 - Feb 4

[](https://www.expedia.ca/Orlando-Hotels-Lake-Eola-View-1-Bedroom-Thornton-Park.h95214303.Hotel-Information)

![Condo, 2 Bedrooms | Exterior](https://images.trvl-media.com/lodging/91000000/90320000/90313400/90313361/bb141071.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo, 2 Bedrooms | Dining](https://images.trvl-media.com/lodging/91000000/90320000/90313400/90313361/e893ce67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo, 2 Bedrooms | Property grounds](https://images.trvl-media.com/lodging/91000000/90320000/90313400/90313361/c8c730f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo, 2 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/91000000/90320000/90313400/90313361/c492c26f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Kissimmee

[](https://www.expedia.ca/Orlando-Hotels-Vacation-Meadows-Storey-Lake-By-Shine-Villas-710-2-Bedroom-Apts.h90313361.Hotel-Information)

10/10

Exceptional

(1 review)

"Great communication and close to Disney and Universal. Very roomy unit "

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

Gilbert

CA $137

CA $690 total

includes taxes & fees

Jan 25 - Jan 26

[](https://www.expedia.ca/Orlando-Hotels-Vacation-Meadows-Storey-Lake-By-Shine-Villas-710-2-Bedroom-Apts.h90313361.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/118000000/117580000/117577500/117577459/5532dd5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Point of interest](https://images.trvl-media.com/lodging/118000000/117580000/117577500/117577459/w1024h566x0y59-57a40d3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/118000000/117580000/117577500/117577459/w1001h683x23y0-66206f4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, dishwasher, blender](https://images.trvl-media.com/lodging/118000000/117580000/117577500/117577459/d0f6e784.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in South Semoran

[](https://www.expedia.ca/Orlando-Hotels-London-House-Orlando-Airport-Private-Condo.h117577459.Hotel-Information)

CA $120

CA $388 total

includes taxes & fees

Jan 27 - Jan 28

[](https://www.expedia.ca/Orlando-Hotels-London-House-Orlando-Airport-Private-Condo.h117577459.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/85000000/84170000/84160800/84160750/df9c8eee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's area](https://images.trvl-media.com/lodging/85000000/84170000/84160800/84160750/077ad715.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/85000000/84170000/84160800/84160750/5a3218f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/85000000/84170000/84160800/84160750/d9f08f6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Kissimmee

[](https://www.expedia.ca/Orlando-Hotels-Amazing-5BR-Townhouse-Near-Disney-Private-Pool.h84160750.Hotel-Information)

9.6/10

Exceptional

(7 reviews)

"Host was very responsive. Condo is perfect location for Disney. Hideaway is an amazing!"

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

Tina B.

CA $120

CA $700 total

includes taxes & fees

Feb 11 - Feb 12

[](https://www.expedia.ca/Orlando-Hotels-Amazing-5BR-Townhouse-Near-Disney-Private-Pool.h84160750.Hotel-Information)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/61000000/60890000/60885800/60885719/213a6bd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/61000000/60890000/60885800/60885719/49340fd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/61000000/60890000/60885800/60885719/f7afb14f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/61000000/60890000/60885800/60885719/c7de3cb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Orlando

[](https://www.expedia.ca/Orlando-Hotels-Great-Value-Beautiful-Lake-View.h60885719.Hotel-Information)

9.2/10

Wonderful

(61 reviews)

"we had a wonderful stay "

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

Paul D.

CA $136

CA $419 total

includes taxes & fees

Jan 27 - Jan 28

[](https://www.expedia.ca/Orlando-Hotels-Great-Value-Beautiful-Lake-View.h60885719.Hotel-Information)

![Fridge, microwave, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/75000000/74710000/74705600/74705511/89ec2361.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/75000000/74710000/74705600/74705511/23e063f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/75000000/74710000/74705600/74705511/cd1d95a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/75000000/74710000/74705600/74705511/6e49b3a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in International Drive District

[](https://www.expedia.ca/Orlando-Hotels-DOUBLE-FLAT-STUDIO-UNIVERSAL-STUDIOS-INTERNATIONAL-DRIVE.h74705511.Hotel-Information)

9.2/10

Wonderful

(9 reviews)

"Enjoyed our stay, very close to everything, in a safe neighborhood."

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

Marie A.

CA $110

CA $384 total

includes taxes & fees

Jan 25 - Jan 26

[](https://www.expedia.ca/Orlando-Hotels-DOUBLE-FLAT-STUDIO-UNIVERSAL-STUDIOS-INTERNATIONAL-DRIVE.h74705511.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/75000000/74280000/74276400/74276370/877f535d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/75000000/74280000/74276400/74276370/1b4ddfc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/75000000/74280000/74276400/74276370/d229343f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/75000000/74280000/74276400/74276370/bbe80173.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Orlando

[](https://www.expedia.ca/Orlando-Hotels-Luxurious-2BR-Condo-Resort-Spa-And-Pirate-Pool.h74276370.Hotel-Information)

9.2/10

Wonderful

(5 reviews)

"Great place to stay. Close to all the major theme parks"

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

marci m.

CA $97

CA $351 total

includes taxes & fees

Jan 26 - Jan 27

[](https://www.expedia.ca/Orlando-Hotels-Luxurious-2BR-Condo-Resort-Spa-And-Pirate-Pool.h74276370.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/33000000/32460000/32458300/32458202/af9b2bcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/33000000/32460000/32458300/32458202/c03e736e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/33000000/32460000/32458300/32458202/e04899ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/33000000/32460000/32458300/32458202/44f7c433.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Kissimmee

[](https://www.expedia.ca/Orlando-Hotels-Luxury-2BR-Condo-W-2-Clubhouses.h32458202.Hotel-Information)

9.8/10

Exceptional

(11 reviews)

"Very nice, clean, modern unit but very loud. Outside noise and neighboring units were distracting and everything in the unit echoed due to the tile floors and hard surfaces. Also, there unit only supplied 2 towels per bathroom for our 8 day stay."

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

Karen B.

CA $118

CA $410 total

includes taxes & fees

Jan 26 - Jan 27

[](https://www.expedia.ca/Orlando-Hotels-Luxury-2BR-Condo-W-2-Clubhouses.h32458202.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/102000000/101700000/101699000/101698913/e0256e20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Golf](https://images.trvl-media.com/lodging/102000000/101700000/101699000/101698913/add8db80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/102000000/101700000/101699000/101698913/2819aa13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/102000000/101700000/101699000/101698913/919ee1ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Ventura

[](https://www.expedia.ca/Orlando-Hotels-Superb-Modern-Condo-Orlando.h101698913.Hotel-Information)

10/10

Exceptional

(1 review)

"Located in a safe gated community within short drive to local attractions."

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

Luis

CA $301

CA $556 total

includes taxes & fees

Feb 1 - Feb 2

[](https://www.expedia.ca/Orlando-Hotels-Superb-Modern-Condo-Orlando.h101698913.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/65000000/64570000/64565700/64565635/da848deb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/65000000/64570000/64565700/64565635/318dc013.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/65000000/64570000/64565700/64565635/c4147d9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/65000000/64570000/64565700/64565635/75f44f08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Orlando

[](https://www.expedia.ca/Orlando-Hotels-Upscale-2BR-Suite-Family-Resort-Pool-And-Hot-Tub.h64565635.Hotel-Information)

8.6/10

Excellent

(14 reviews)

"Condo was as advertised clean and close to everything. Would highly recommend this property for any Disney vacation."

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

Derek M.

CA $86

CA $333 total

includes taxes & fees

Jan 25 - Jan 26

[](https://www.expedia.ca/Orlando-Hotels-Upscale-2BR-Suite-Family-Resort-Pool-And-Hot-Tub.h64565635.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/70000000/69240000/69239800/69239739/1f48b20c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/70000000/69240000/69239800/69239739/029ca7b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/70000000/69240000/69239800/69239739/ace1a1b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/70000000/69240000/69239800/69239739/fb3952fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Kissimmee

[](https://www.expedia.ca/Orlando-Hotels-2bd2ba-Ground-Floor-Condo-Close-To-Disney.h69239739.Hotel-Information)

9.6/10

Exceptional

(7 reviews)

"Loved the place."

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

Peter S.

CA $123

CA $411 total

includes taxes & fees

Jan 25 - Jan 26

[](https://www.expedia.ca/Orlando-Hotels-2bd2ba-Ground-Floor-Condo-Close-To-Disney.h69239739.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/74000000/73760000/73753200/73753162/4aec170c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/74000000/73760000/73753200/73753162/7f289a64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/74000000/73760000/73753200/73753162/19a68369.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/74000000/73760000/73753200/73753162/6bafeecd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Kissimmee

[](https://www.expedia.ca/Orlando-Hotels-Cozy-2BR-Lakeview-Condo-W-Waterpark.h73753162.Hotel-Information)

10/10

Exceptional

(7 reviews)

"Check-in was easy kitchen facilities had the basics, could use a new coffee maker the Wi-Fi access was excellent. It was within walking distance to the resort pools. The view was beautiful. Every room had what we needed. The entire stay was comfortable would definitely book again."

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

Lucia M.

CA $153

CA $455 total

includes taxes & fees

Feb 7 - Feb 8

[](https://www.expedia.ca/Orlando-Hotels-Cozy-2BR-Lakeview-Condo-W-Waterpark.h73753162.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/79000000/78610000/78605600/78605563/f9b39a4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78610000/78605600/78605563/c309a0a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/79000000/78610000/78605600/78605563/8f343883.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/79000000/78610000/78605600/78605563/66abaf21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Orlando

[](https://www.expedia.ca/Orlando-Hotels-4816-Cayview-Ave-102-Xu-Luxury-Lake-View-Near-Convention-Center.h78605563.Hotel-Information)

9.6/10

Exceptional

(4 reviews)

"Had a great time, everything was as listed. Great location."

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

Jackie T.

CA $172

CA $513 total

includes taxes & fees

Feb 10 - Feb 11

[](https://www.expedia.ca/Orlando-Hotels-4816-Cayview-Ave-102-Xu-Luxury-Lake-View-Near-Convention-Center.h78605563.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/79000000/78630000/78627200/78627154/26b92efd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/79000000/78630000/78627200/78627154/5fabb931.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78630000/78627200/78627154/6e52d6d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/79000000/78630000/78627200/78627154/a22317af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Orlando

[](https://www.expedia.ca/Orlando-Hotels-Crisp-Modern-With-Balcony-Next-To-The-Orange-County-Convention-Center-Sea-World.h78627154.Hotel-Information)

9.8/10

Exceptional

(33 reviews)

"Exactly as described- plenty of room and perfect for our family of 5 with 3 teenagers. Comfy beds/pillows, clean and great location! "

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

Tess R.

CA $233

CA $591 total

includes taxes & fees

Feb 10 - Feb 11

[](https://www.expedia.ca/Orlando-Hotels-Crisp-Modern-With-Balcony-Next-To-The-Orange-County-Convention-Center-Sea-World.h78627154.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/90000000/89740000/89730900/89730885/46b7933f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/90000000/89740000/89730900/89730885/add6e19e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/90000000/89740000/89730900/89730885/2822f1ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/90000000/89740000/89730900/89730885/032da55e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Orlando

[](https://www.expedia.ca/Orlando-Hotels-Vista-Cay-3-Bedroom-Next-To-Intl-Dr-And-Conv-Center.h89730885.Hotel-Information)

9.6/10

Exceptional

(79 reviews)

"I like the place a Lot "

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

Paola

CA $129

CA $560 total

includes taxes & fees

Jan 26 - Jan 27

[](https://www.expedia.ca/Orlando-Hotels-Vista-Cay-3-Bedroom-Next-To-Intl-Dr-And-Conv-Center.h89730885.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=2026-02-07&endDate=2026-02-08&regionId=7902&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Winter+Park%2C+Florida%2C+United+States+of+America&regionId=7902&latLong=28.6%2C-81.339233&adults=2&startDate=2026-04-24&d1=2026-04-24&endDate=2026-04-27&d2=2026-04-27&lodging=APART_HOTEL)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Winter+Park%2C+Florida%2C+United+States+of+America&regionId=7902&latLong=28.6%2C-81.339233&adults=2&startDate=2026-04-24&d1=2026-04-24&endDate=2026-04-27&d2=2026-04-27&lodging=VACATION_HOME)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Winter+Park%2C+Florida%2C+United+States+of+America&regionId=7902&latLong=28.6%2C-81.339233&adults=2&startDate=2026-04-24&d1=2026-04-24&endDate=2026-04-27&d2=2026-04-27&lodging=APARTMENT)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Winter+Park%2C+Florida%2C+United+States+of+America&regionId=7902&latLong=28.6%2C-81.339233&adults=2&startDate=2026-04-24&d1=2026-04-24&endDate=2026-04-27&d2=2026-04-27&lodging=VILLA)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Winter+Park%2C+Florida%2C+United+States+of+America&regionId=7902&latLong=28.6%2C-81.339233&adults=2&startDate=2026-04-24&d1=2026-04-24&endDate=2026-04-27&d2=2026-04-27&lodging=CONDO)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Winter+Park%2C+Florida%2C+United+States+of+America&regionId=7902&latLong=28.6%2C-81.339233&adults=2&startDate=2026-04-24&d1=2026-04-24&endDate=2026-04-27&d2=2026-04-27&lodging=COTTAGE)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Winter+Park%2C+Florida%2C+United+States+of+America&regionId=7902&latLong=28.6%2C-81.339233&adults=2&startDate=2026-04-24&d1=2026-04-24&endDate=2026-04-27&d2=2026-04-27&lodging=CABIN)

Chalets

[](https://www.expedia.ca/Hotel-Search?destination=Winter+Park%2C+Florida%2C+United+States+of+America&regionId=7902&latLong=28.6%2C-81.339233&adults=2&startDate=2026-04-24&d1=2026-04-24&endDate=2026-04-27&d2=2026-04-27&lodging=CHALET)

Houseboats

[](https://www.expedia.ca/Hotel-Search?destination=Winter+Park%2C+Florida%2C+United+States+of+America&regionId=7902&latLong=28.6%2C-81.339233&adults=2&startDate=2026-04-24&d1=2026-04-24&endDate=2026-04-27&d2=2026-04-27&lodging=HOUSE_BOAT)

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## Top Winter Park Hotel Reviews

![Universal's Cabana Bay Beach Resort](https://images.trvl-media.com/lodging/6000000/5970000/5963300/5963292/63940f45_y.jpg)

### Universal's Cabana Bay Beach Resort

10/10 Excellent

"Everything was great"

[](https://expedia.ca/Orlando-Hotels-Universals-Cabana-Bay-Beach-Resort.h5963292.Hotel-Information)

![Hyatt Regency Orlando](https://images.trvl-media.com/lodging/1000000/10000/9600/9574/1bb0a2ac_y.jpg)

### Hyatt Regency Orlando

10/10 Excellent

"Great hotel, friendly helpful staff and the perfect location for the orange county convention centre. "

[](https://expedia.ca/Orlando-Hotels-Hyatt-Regency-Orlando.h9574.Hotel-Information)

![Rosen Inn at Pointe Orlando](https://images.trvl-media.com/lodging/1000000/10000/8900/8892/8068a653_y.jpg)

### Rosen Inn at Pointe Orlando

10/10 Excellent

"Zero complaints. I will go back "

[](https://expedia.ca/Orlando-Hotels-Rosen-Inn-At-Pointe-Orlando.h8892.Hotel-Information)

![Orlando International Drive North Hotel](https://images.trvl-media.com/lodging/1000000/50000/41500/41493/d062739a_y.jpg)

### Orlando International Drive North Hotel

10/10 Excellent

"The room was amazing!"

[](https://expedia.ca/Orlando-Hotels-Orlando-International-Drive-North-Hotel.h41493.Hotel-Information)

![Hyatt Regency Orlando International Airport](https://images.trvl-media.com/lodging/1000000/10000/2800/2754/acaa1e8b_y.jpg)

### Hyatt Regency Orlando International Airport

10/10 Excellent

"We did not have breakfast as we left too early. Balcony was awesome although it was being pressure washed when we 1st got to our room so not available 1st 2 hrs. Dining up on floor 9 was great food and great staff, but very costly. "

[](https://expedia.ca/Orlando-Hotels-Hyatt-Regency-Orlando-International-Airport.h2754.Hotel-Information)

![Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando](https://images.trvl-media.com/lodging/1000000/30000/23200/23110/ade3b60d_y.jpg)

### Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

10/10 Excellent

"Very clean! Good sized room. Awesome resort with lots of pools!"

[](https://expedia.ca/Orlando-Hotels-Sheraton-Vistana-Resort-Villas.h23110.Hotel-Information)

![DoubleTree by Hilton at the Entrance to Universal Orlando](https://images.trvl-media.com/lodging/1000000/10000/5400/5398/4997b5df_y.jpg)

### DoubleTree by Hilton at the Entrance to Universal Orlando

10/10 Excellent

"It was good "

[](https://expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-At-The-Entrance-To-Universal-Orlando.h5398.Hotel-Information)

![Westgate Lakes Resort & Spa Universal Studios Area](https://images.trvl-media.com/lodging/1000000/810000/805000/804984/86e77c07_y.jpg)

### Westgate Lakes Resort & Spa Universal Studios Area

10/10 Excellent

"Great staff, great room and bathroom, very clean"

[](https://expedia.ca/Orlando-Hotels-Westgate-Lakes-Resort-Spa-Universal-Studios-Area.h804984.Hotel-Information)

![Holiday Inn Resort Orlando Suites - Waterpark by IHG](https://images.trvl-media.com/lodging/1000000/290000/281700/281608/6cbf5753_y.jpg)

### Holiday Inn Resort Orlando Suites - Waterpark by IHG

10/10 Excellent

"Friendly staff clean rooms "

[](https://expedia.ca/Orlando-Hotels-Holiday-Inn-Resort-Orlando-Suites-Waterpark.h281608.Hotel-Information)

## Find out more about Winter Park

## Winter Park Condo Rentals information

| Number of reviews | 443                |
| ----------------- | ------------------ |
| Accommodation     | 2290 Condo Rentals |
| Lowest Price      | CA $222            |
| Highest Price     | CA $700            |

## Frequently asked questions

### How much do condos in Winter Park cost?

### What are the best condos in Winter Park?

### How many condos are there in Winter Park?

### Are there any family-friendly condos in Winter Park?

### Why book your condo in Winter Park with Expedia?

### How can I find cheap condos in Winter Park?

### What is there to do in Winter Park near my condo?

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