Title: Winter Park Condo Rentals from CA $199 | Expedia.ca

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![Kraft Azalea Gardens showing a fountain, a park and a pond](https://images.trvl-media.com/place/553248621532654339/aef9d03a-cd86-4dcc-8e9d-049aef598da5.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Search Condos Rentals in Winter Park from CA $199

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## Check prices for these dates

Next weekend

[Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=7902&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=7902&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In one month

[Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=7902&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[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)

## Browse Select Winter Park Condo Rentals

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120420000/120416400/120416319/05b95ac4.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)

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

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

### Condo in Ventura

10/10

Exceptional

(1)

"Everything was amazing highly recommended "

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

Jeremy P.

CA $113

CA $279 total

includes taxes & fees

Jan 7 - Jan 8, 2026

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

![Pool](https://images.trvl-media.com/lodging/120000000/119330000/119328400/119328381/c5db35ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/120000000/119330000/119328400/119328381/8cb0c6f0.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)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119330000/119328400/119328381/7fc074be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Lake Frederica

10/10

Exceptional

(1)

"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 $170

CA $407 total

includes taxes & fees

Jan 4 - Jan 5, 2026

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

![Property grounds](https://images.trvl-media.com/lodging/122000000/121190000/121186400/121186330/b5059bbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/122000000/121190000/121186400/121186330/bce0c578.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/122000000/121190000/121186400/121186330/573fa359.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121190000/121186400/121186330/w1328h900x0y0-cdeac191.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Kissimmee

10/10

Exceptional

(1)

"Thanks to Derek and Lauren being such great Hosts our stay was amazing. Great communication from start to finish, the price is beautiful and amazing very comfortable and a great atmosphere. My family and I will definitely be revisiting next visit to Orlando."

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

Eriq B.

CA $72

CA $591 total

includes taxes & fees

Dec 10 - Dec 11

[](https://www.expedia.ca/Orlando-Hotels-Pond-ViewClub-Cortile-ResortPoolHot-TubThemed.h121186330.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111940000/111935600/111935588/f1a8043d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![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)

![Interior](https://images.trvl-media.com/lodging/112000000/111940000/111935600/111935588/c807519e.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)

### Condo in South Eola

10/10

Exceptional

(9)

"It was a great stay in a great area with an amazing view! "

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

Valerie

CA $112

CA $231 total

includes taxes & fees

Dec 24 - Dec 25

[](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/96000000/95220000/95214400/95214303/8127e8e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/96000000/95220000/95214400/95214303/a21b4f9a.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)

### Condo in South Eola

9.8/10

Exceptional

(9)

"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 $83

CA $199 total

includes taxes & fees

Dec 9 - Dec 10

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

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

![Fridge, microwave, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/75000000/74710000/74705600/74705511/d971d38d.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)

![Indoor pool, a heated pool](https://images.trvl-media.com/lodging/75000000/74710000/74705600/74705511/5d0c07a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in International Drive District

9.2/10

Wonderful

(9)

"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 $111

CA $381 total

includes taxes & fees

Dec 9 - Dec 10

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

![Exterior](https://images.trvl-media.com/lodging/69000000/68870000/68863500/68863483/2d3b3c11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/69000000/68870000/68863500/68863483/9fe46cb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/69000000/68870000/68863500/68863483/89de1441.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/69000000/68870000/68863500/68863483/a14e52a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Orlando

9.6/10

Exceptional

(144)

"Great place. "

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

Jeff D.

CA $124

CA $566 total

includes taxes & fees

Dec 13 - Dec 14

[](https://www.expedia.ca/Orlando-Hotels-Brand-New-Vista-Cay-Reserve-3-Bed-2-Bath-Close-Universalconv-Center-Summer.h68863483.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)

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

![Interior](https://images.trvl-media.com/lodging/65000000/64570000/64565700/64565635/27a2a040.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)

### Condo in Orlando

9.2/10

Wonderful

(13)

"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 $87

CA $332 total

includes taxes & fees

Dec 10 - Dec 11

[](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/70000000/69240000/69239800/69239739/5cc374f6.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/w1920h1278x0y1-d2500402.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/70000000/69240000/69239800/69239739/37a2e57b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Kissimmee

9.6/10

Exceptional

(7)

"Loved the place."

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

Peter S.

CA $124

CA $416 total

includes taxes & fees

Dec 9 - Dec 10

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

![Indoor pool](https://images.trvl-media.com/lodging/78000000/77120000/77110500/77110469/6c2a59bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/78000000/77120000/77110500/77110469/812f92f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/78000000/77120000/77110500/77110469/55579532.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/78000000/77120000/77110500/77110469/c67a820b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Kissimmee

10/10

Exceptional

(3)

"Great property to stay at for a large group of friends or family. Good location, clean place, and plenty of amenities."

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

Stephen B.

CA $184

CA $576 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/Orlando-Hotels-Cute-Thematic-4BR-WPrivate-Pool-Console.h77110469.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/79000000/78630000/78627200/78627154/8f4a9ec8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/79000000/78630000/78627200/78627154/3fac03a8.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)

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

### Condo in Orlando

9.8/10

Exceptional

(32)

"Everything was as described and very clean and comfortable."

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

Bernice P.

CA $145

CA $470 total

includes taxes & fees

Dec 9 - Dec 10

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

![Living area](https://images.trvl-media.com/lodging/92000000/91830000/91822500/91822403/593fb1a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/92000000/91830000/91822500/91822403/8143c2e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi](https://images.trvl-media.com/lodging/92000000/91830000/91822500/91822403/3ffa9248.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/92000000/91830000/91822500/91822403/29270f22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Florida Center

8.8/10

Excellent

(13)

"It wS straight to the ponit introduction were very clear the stay was easy and unbelievable wonderful very homie we organized put together i would definitely go back again "

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

Von W.

CA $131

CA $315 total

includes taxes & fees

Dec 12 - Dec 13

[](https://www.expedia.ca/Orlando-Hotels-Newly-Remodeled-Condo-In-Center-Of-All-The-Action.h91822403.Hotel-Information)

![Condo, 2 Bedrooms | Pool](https://images.trvl-media.com/lodging/121000000/120210000/120206100/120206043/b0d9f98b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo, 2 Bedrooms | Bar (on property)](https://images.trvl-media.com/lodging/121000000/120210000/120206100/120206043/b301215e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo, 2 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/121000000/120210000/120206100/120206043/b66af24c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo, 2 Bedrooms | Living area](https://images.trvl-media.com/lodging/121000000/120210000/120206100/120206043/4eec02db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Kissimmee

CA $129

CA $642 total

includes taxes & fees

Dec 9 - Dec 10

[](https://www.expedia.ca/Orlando-Hotels-Sunset-Retreat-At-Storey-Lake-Resort-By-Shine-Villas-2-Bedroom-Condo.h120206043.Hotel-Information)

![3 outdoor pools](https://images.trvl-media.com/lodging/79000000/78330000/78325500/78325418/94b7bd3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/79000000/78330000/78325500/78325418/c6b0ee8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Apartment | Private kitchen](https://images.trvl-media.com/lodging/79000000/78330000/78325500/78325418/7437692f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/79000000/78330000/78325500/78325418/4dc5444f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Ventura

7.4/10

Good

(8)

"I loved it everything about this property and wouldn't mind going again in the future"

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

Rose M

CA $169

CA $398 total

includes taxes & fees

Dec 21 - Dec 22

[](https://www.expedia.ca/Orlando-Hotels-Orlando-Vacational-Apartment-2.h78325418.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/75000000/74280000/74276400/74276370/4083ce6d.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)

![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

9.2/10

Wonderful

(5)

"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 $104

CA $356 total

includes taxes & fees

Dec 11 - Dec 12

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

![Pool](https://images.trvl-media.com/lodging/86000000/85120000/85118300/85118262/4bbe6964.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/86000000/85120000/85118300/85118262/50c3b3ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/86000000/85120000/85118300/85118262/0886d07c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/86000000/85120000/85118300/85118262/2d74538b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Kissimmee

9.0/10

Wonderful

(11)

"Great location to all attractions. Perfect condo for my family."

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

John Z.

CA $124

CA $416 total

includes taxes & fees

Dec 9 - Dec 10

[](https://www.expedia.ca/Orlando-Hotels-SL-4741-Clock-Tower-204-GVPM.h85118262.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/65000000/64650000/64641200/64641168/a923ec86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/65000000/64650000/64641200/64641168/d80dbdf3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/65000000/64650000/64641200/64641168/cdb5014c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/65000000/64650000/64641200/64641168/c5b9d16b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Kissimmee

9.6/10

Exceptional

(11)

"Great place to stay and only 15 min drive to Disney on a great road!"

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

Kyle H.

CA $124

CA $416 total

includes taxes & fees

Dec 11 - Dec 12

[](https://www.expedia.ca/Orlando-Hotels-2BD2BA-Condo-Close-To-Disney-At-Storey-Lake-80.h64641168.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/101000000/100960000/100955900/100955816/b736a506.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/101000000/100960000/100955900/100955816/w1023h682x1y1-52227b01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/101000000/100960000/100955900/100955816/583c73f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/101000000/100960000/100955900/100955816/w1023h682x1y1-4d02cdfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Orlando

10/10

Exceptional

(3)

"Very nice and same price as Hotels in the area. Has 3 bedrooms and access to a nice outdoor pool."

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

Ryan H.

CA $165

CA $552 total

includes taxes & fees

Dec 9 - Dec 10

[](https://www.expedia.ca/Orlando-Hotels-3-Bedrooms-2-Bathrooms-Vista-Cay.h100955816.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/96000000/95040000/95031200/95031190/171d03e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/96000000/95040000/95031200/95031190/16836968.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/96000000/95040000/95031200/95031190/d32257a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95040000/95031200/95031190/02517759.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Orlando

9.2/10

Wonderful

(7)

"We loved staying here and the amenities plus location was just a no brainer! Thank you for hosting us! "

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

Teah S.

CA $138

CA $557 total

includes taxes & fees

Dec 9 - Dec 10

[](https://www.expedia.ca/Orlando-Hotels-Close-To-Disney-And-Universal-Family-Sized-Condo-With-Pool.h95031190.Hotel-Information)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/31000000/30400000/30397600/30397575/1a034d96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/31000000/30400000/30397600/30397575/b0b2ea4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/31000000/30400000/30397600/30397575/c15cf0b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/31000000/30400000/30397600/30397575/724fe7c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Orlando

9.6/10

Exceptional

(176)

"The location is very close to the Disney parks and in walking distance to food and COFFEE!"

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

janice b.

CA $154

CA $422 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/Orlando-Hotels-AUG-9-12-18-2189n25-Bdrs-2bth1200sf-25ft-Balcony-Lake-Firework-View.h30397575.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=2025-12-22&endDate=2025-12-23&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=2026-03-08&d1=2026-03-08&endDate=2026-03-11&d2=2026-03-11&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=2026-03-08&d1=2026-03-08&endDate=2026-03-11&d2=2026-03-11&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=2026-03-08&d1=2026-03-08&endDate=2026-03-11&d2=2026-03-11&lodging=APARTMENT)

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=2026-03-08&d1=2026-03-08&endDate=2026-03-11&d2=2026-03-11&lodging=CONDO)

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=2026-03-08&d1=2026-03-08&endDate=2026-03-11&d2=2026-03-11&lodging=VILLA)

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=2026-03-08&d1=2026-03-08&endDate=2026-03-11&d2=2026-03-11&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=2026-03-08&d1=2026-03-08&endDate=2026-03-11&d2=2026-03-11&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=2026-03-08&d1=2026-03-08&endDate=2026-03-11&d2=2026-03-11&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=2026-03-08&d1=2026-03-08&endDate=2026-03-11&d2=2026-03-11&lodging=HOUSE_BOAT)

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## Top Winter Park Hotel Reviews

![Rosen Inn Lake Buena Vista](https://images.trvl-media.com/lodging/1000000/10000/1300/1264/2a9be677_y.jpg)

### Rosen Inn Lake Buena Vista

10/10 Excellent

"Everthing was great and convenient. "

[](https://expedia.ca/Orlando-Hotels-Rosen-Inn-Lake-Buena-Vista.h1264.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

"Great staff"

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

![DoubleTree by Hilton Hotel Orlando at SeaWorld](https://images.trvl-media.com/lodging/1000000/20000/18900/18874/69019073_y.jpg)

### DoubleTree by Hilton Hotel Orlando at SeaWorld

10/10 Excellent

"Friendly and helpful staff; proximity to attractions. "

[](https://expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-Hotel-Orlando-At-SeaWorld.h18874.Hotel-Information)

![Avanti International Resort](https://images.trvl-media.com/lodging/1000000/10000/3900/3832/b0f81967_y.jpg)

### Avanti International Resort

10/10 Excellent

"At the beginning of November we stayed at Avanti and it was very filthy but this last stay we were very happy, the rooms were clean and towels as well "

[](https://expedia.ca/Orlando-Hotels-Avanti-International-Resort.h3832.Hotel-Information)

![Sheraton Vistana Villages Resort Villas, I-Drive/Orlando](https://images.trvl-media.com/lodging/1000000/540000/539500/539487/88f9edce_y.jpg)

### Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

10/10 Excellent

"This is the best hotel we ever stayed at. It has a full refrigerator, washer and dryer, oven, stove, microwave, private bedroom with closet, tv, most comfortable bed and pillows and staff is great! We also love the deep jacuzzi tub."

[](https://expedia.ca/Orlando-Hotels-Sheraton-Vistana-Villages-Resort-Villas.h539487.Hotel-Information)

![Hilton Orlando Lake Buena Vista - Disney Springs® Area](https://images.trvl-media.com/lodging/1000000/20000/11700/11652/0a79f404_y.jpg)

### Hilton Orlando Lake Buena Vista - Disney Springs® Area

10/10 Excellent

"Check in was easy. The room was spacious and spotless. "

[](https://expedia.ca/Orlando-Hotels-Hilton-Orlando-Lake-Buena-Vista-Disney-Springs-Area.h11652.Hotel-Information)

![Marriott's Grande Vista](https://images.trvl-media.com/lodging/1000000/860000/853600/853519/77708f65_y.jpg)

### Marriott's Grande Vista

10/10 Excellent

"Stunning place"

[](https://expedia.ca/Orlando-Hotels-Marriotts-Grande-Vista.h853519.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

" Totally booked with them again. The place was absolutely clean. And beautiful. "

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

![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

"Great hotel, great experience "

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

## Find out more about Winter Park

## Winter Park Condo Rentals information

| Number of reviews | 420                |
| ----------------- | ------------------ |
| Accommodation     | 2290 Condo Rentals |
| Lowest Price      | CA $199            |
| Highest Price     | CA $642            |

## Frequently asked questions

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

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

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

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

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