Title: Winter Park Villas from CA $144 | Expedia.ca

[Hotels in Winter Park](https://expedia.ca/Winter-Park-Hotels.d7902.Travel-Guide-Hotels)[Vacation Rentals in Winter Park](https://expedia.ca/Winter-Park-Vacation-Rentals.d7902.Travel-Guide-VacationRentals)[Flights to Winter Park](https://expedia.ca/Cheap-Flights-To-Winter-Park.d7902.Travel-Guide-Flights)[Winter Park Car Rentals](https://expedia.ca/Car-Rentals-In-Winter-Park.d7902.Car-Rental-Guide)[Winter Park Vacation Packages](https://expedia.ca/Winter-Park.d7902.Destination-Travel-Guides)

![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 Winter Park Villa Rentals from CA $144

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## Check prices for these dates

Next weekend

[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 two weeks

[Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=7902&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In one month

[Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=7902&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 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=7902&startDate=2026-02-13&endDate=2026-02-15&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 villas

![Outdoor dining](https://images.trvl-media.com/lodging/106000000/105790000/105787900/105787811/80552562.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/106000000/105790000/105787900/105787811/17bb33d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/106000000/105790000/105787900/105787811/e7183b2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/106000000/105790000/105787900/105787811/d950c8c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Orlovista

[](https://www.expedia.ca/Orlando-Hotels-Banana-Leaf-Villa-Book-Your-Gathering-Today.h105787811.Hotel-Information)

8.0/10

Very good

(3)

"The management team was superb. She was very helpful and even went above me expectations."

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

Carleen

CA $105

CA $144 total

includes taxes & fees

Jan 7 - Jan 8, 2026

[](https://www.expedia.ca/Orlando-Hotels-Banana-Leaf-Villa-Book-Your-Gathering-Today.h105787811.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/104000000/103820000/103819500/103819498/w1024h677x0y4-a04cbb76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/104000000/103820000/103819500/103819498/w528h683x257y0-f83e8b97.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/104000000/103820000/103819500/103819498/3a7a472c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/104000000/103820000/103819500/103819498/f2226fab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Altamonte Springs

[](https://www.expedia.ca/Orlando-Hotels-Renovated-Nature-Cozy-Walk-To-Mall-Park-Publix.h103819498.Hotel-Information)

9.0/10

Wonderful

(4)

"The stay was great. There was a slight smell of a chemical odor but not overwhelming. The bed was comfy with clean sheets and there were enough clean towels. Made friends with the local cat. Overall, its was a great stay!"

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

Marty H.

CA $112

CA $253 total

includes taxes & fees

Dec 19 - Dec 20

[](https://www.expedia.ca/Orlando-Hotels-Renovated-Nature-Cozy-Walk-To-Mall-Park-Publix.h103819498.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/118000000/117050000/117042100/117042034/89ff6902.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117050000/117042100/117042034/3ed469e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/118000000/117050000/117042100/117042034/7c5cdab3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/118000000/117050000/117042100/117042034/2aa25da2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Winter Park

[](https://www.expedia.ca/Casselberry-Hotels-Modern-3BR3BA-Home-In-Prime-Winter-Park-Location.h117042034.Hotel-Information)

CA $200

CA $473 total

includes taxes & fees

Dec 19 - Dec 20

[](https://www.expedia.ca/Casselberry-Hotels-Modern-3BR3BA-Home-In-Prime-Winter-Park-Location.h117042034.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/78000000/77820000/77818300/77818256/w2046h1286x0y0-8c7feeb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![7 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/78000000/77820000/77818300/77818256/3f57a5bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/78000000/77820000/77818300/77818256/d54330f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/78000000/77820000/77818300/77818256/404fe195.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Edgewood

[](https://www.expedia.ca/Orlando-Hotels-7BR-Lakefront-Duplex-W-Pool.h77818256.Hotel-Information)

9.4/10

Exceptional

(19)

"It was wonderful…we would stay again.. a home away from home!!!!"

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

Sheila K.

CA $408

CA $882 total

includes taxes & fees

Jan 12 - Jan 13, 2026

[](https://www.expedia.ca/Orlando-Hotels-7BR-Lakefront-Duplex-W-Pool.h77818256.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/100000000/99290000/99286000/99285985/cbe36067.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/100000000/99290000/99286000/99285985/1a69847c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/100000000/99290000/99286000/99285985/7e34bca5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/100000000/99290000/99286000/99285985/d1775b4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Orlando

[](https://www.expedia.ca/Orlando-Hotels-3BR-Townhouse-10-Min-From-Universal-Studios.h99285985.Hotel-Information)

10/10

Exceptional

(8)

"The townhouse is updated and clean. The owners were very easy to work with and helped with all of our needs. We will stay again when we come back to the area!"

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

Bernadette R.

CA $219

CA $526 total

includes taxes & fees

Jan 11 - Jan 12, 2026

[](https://www.expedia.ca/Orlando-Hotels-3BR-Townhouse-10-Min-From-Universal-Studios.h99285985.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/85000000/84290000/84282900/84282852/1474fba4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/85000000/84290000/84282900/84282852/442fd534.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![10 bedrooms, iron/ironing board](https://images.trvl-media.com/lodging/85000000/84290000/84282900/84282852/223c7835.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/85000000/84290000/84282900/84282852/83f85ba7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Kissimmee

[](https://www.expedia.ca/Orlando-Hotels-Elegant-Luxury-Getaway-Movie-Game-Room-Pool.h84282852.Hotel-Information)

10/10

Exceptional

(23)

"Great place to stay"

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

Jefferson C.

CA $280

CA $926 total

includes taxes & fees

Jan 13 - Jan 14, 2026

[](https://www.expedia.ca/Orlando-Hotels-Elegant-Luxury-Getaway-Movie-Game-Room-Pool.h84282852.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/114000000/113250000/113243600/113243563/5b03ed09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113250000/113243600/113243563/59ba7d2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/114000000/113250000/113243600/113243563/c837671c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/114000000/113250000/113243600/113243563/w1017h1366x516y0-9768f7e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Indian Wells

[](https://www.expedia.ca/Orlando-Hotels-Beauty-4-Miles-To-Disney-3Br-2Ba-Pool-Home.h113243563.Hotel-Information)

10/10

Exceptional

(1)

"Excellent host, went above and beyond."

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

Anonymous traveller

CA $276

CA $564 total

includes taxes & fees

Dec 30 - Dec 31

[](https://www.expedia.ca/Orlando-Hotels-Beauty-4-Miles-To-Disney-3Br-2Ba-Pool-Home.h113243563.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/96000000/95710000/95706300/95706273/123098c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/96000000/95710000/95706300/95706273/w1280h848x0y56-383ab8a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, video games, DVD player, foosball](https://images.trvl-media.com/lodging/96000000/95710000/95706300/95706273/w1280h853x0y54-881e24b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/96000000/95710000/95706300/95706273/d63669ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Kissimmee

[](https://www.expedia.ca/Orlando-Hotels-Disney-Lux-Villa-PoolGame-RoomCinemaresorts.h95706273.Hotel-Information)

8.6/10

Excellent

(7)

"House was fantastic. Well located and great amenities."

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

Dan E.

CA $272

CA $1,085 total

includes taxes & fees

Jan 13 - Jan 14, 2026

[](https://www.expedia.ca/Orlando-Hotels-Disney-Lux-Villa-PoolGame-RoomCinemaresorts.h95706273.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/77000000/76670000/76661500/76661444/7d6b628a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![9 bedrooms, iron/ironing board](https://images.trvl-media.com/lodging/77000000/76670000/76661500/76661444/bab63793.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/77000000/76670000/76661500/76661444/6ed2282f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76670000/76661500/76661444/5c5c368f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Kissimmee

[](https://www.expedia.ca/Orlando-Hotels-Villa.h76661444.Hotel-Information)

10/10

Exceptional

(14)

"Great accomodations"

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

David H.

CA $459

CA $1,131 total

includes taxes & fees

Dec 21 - Dec 22

[](https://www.expedia.ca/Orlando-Hotels-Villa.h76661444.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/124000000/123090000/123081000/123080988/97e7864a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, foosball](https://images.trvl-media.com/lodging/124000000/123090000/123081000/123080988/b27ebded.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, foosball](https://images.trvl-media.com/lodging/124000000/123090000/123081000/123080988/cf02cd9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/124000000/123090000/123081000/123080988/d8b92362.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Kissimmee

[](https://www.expedia.ca/Orlando-Hotels-Family-5BR-W-Pool-Grill-Near-Disney-Magic.h123080988.Hotel-Information)

CA $172

CA $722 total

includes taxes & fees

Jan 11 - Jan 12, 2026

[](https://www.expedia.ca/Orlando-Hotels-Family-5BR-W-Pool-Grill-Near-Disney-Magic.h123080988.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/106000000/105790000/105787800/105787788/c2834694.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/106000000/105790000/105787800/105787788/a0dd6cdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/106000000/105790000/105787800/105787788/245f7818.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/106000000/105790000/105787800/105787788/5b48427d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Orlovista

[](https://www.expedia.ca/Orlando-Hotels-Banana-Leaf-Villa-Book-Your-Gathering-Today.h105787788.Hotel-Information)

8.0/10

Very good

(1)

CA $105

CA $144 total

includes taxes & fees

Jan 7 - Jan 8, 2026

[](https://www.expedia.ca/Orlando-Hotels-Banana-Leaf-Villa-Book-Your-Gathering-Today.h105787788.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/99000000/98110000/98107300/98107292/b5f9ec0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/99000000/98110000/98107300/98107292/9ff78b28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/99000000/98110000/98107300/98107292/5dfc7f15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/99000000/98110000/98107300/98107292/76d58b3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Orlando

[](https://www.expedia.ca/Orlando-Hotels-Marriotts-Lakeshore-Reserve.h98107292.Hotel-Information)

10/10

Exceptional

(1)

"Perfect vacation property"

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

Hans H.

CA $1,374

CA $1,546 total

includes taxes & fees

Dec 20 - Dec 21

[](https://www.expedia.ca/Orlando-Hotels-Marriotts-Lakeshore-Reserve.h98107292.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/103000000/102040000/102032100/102032055/add4faef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/103000000/102040000/102032100/102032055/5311baa7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/103000000/102040000/102032100/102032055/09416f23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/103000000/102040000/102032100/102032055/a6c54637.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Orlando

[](https://www.expedia.ca/Orlando-Hotels-SHERATON-VISTANA-VILLAGES-RESORT-VILLAS.h102032055.Hotel-Information)

10/10

Exceptional

(1)

"All the resort employees were very helpful and friendly! We would to come back again next year! The villas were very clean and nice to stay, our beds were very comfortable."

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

Karen J.

CA $260

CA $320 total

includes taxes & fees

Jan 6 - Jan 7, 2026

[](https://www.expedia.ca/Orlando-Hotels-SHERATON-VISTANA-VILLAGES-RESORT-VILLAS.h102032055.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/105000000/104450000/104440500/104440447/aa12bb28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/105000000/104450000/104440500/104440447/9bb87ecb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/105000000/104450000/104440500/104440447/f141f3f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's area](https://images.trvl-media.com/lodging/105000000/104450000/104440500/104440447/2a973d21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Orlando

[](https://www.expedia.ca/Orlando-Hotels-Marriotts-Cypress-Harbour.h104440447.Hotel-Information)

10/10

Exceptional

(1)

"Beautiful place!"

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

Nicole W.

CA $477

CA $578 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Orlando-Hotels-Marriotts-Cypress-Harbour.h104440447.Hotel-Information)

![A heated pool](https://images.trvl-media.com/lodging/120000000/119480000/119477300/119477226/ab74431d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/120000000/119480000/119477300/119477226/9df6b9e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor banquet area](https://images.trvl-media.com/lodging/120000000/119480000/119477300/119477226/e1ec3881.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/120000000/119480000/119477300/119477226/7b69f8db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Orlando

[](https://www.expedia.ca/Orlando-Hotels-4.h119477226.Hotel-Information)

9.8/10

Exceptional

(28)

"Wonderful home with tons of space and amazing amenities to accommodate my large family and venue needs. Highly recommend. "

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

Anthony S.

CA $744

CA $1,618 total

includes taxes & fees

Jan 15 - Jan 16, 2026

[](https://www.expedia.ca/Orlando-Hotels-4.h119477226.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/124000000/123110000/123109400/123109307/2835783a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123110000/123109400/123109307/bff8f3bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123110000/123109400/123109307/476152a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa (5 Bedrooms) | Private kitchen](https://images.trvl-media.com/lodging/124000000/123110000/123109400/123109307/abb91522.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Orlando

[](https://www.expedia.ca/Orlando-Hotels-Luxury-Paradise-In-Orlando-Best-Location.h123109307.Hotel-Information)

CA $342

CA $675 total

includes taxes & fees

Dec 21 - Dec 22

[](https://www.expedia.ca/Orlando-Hotels-Luxury-Paradise-In-Orlando-Best-Location.h123109307.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/115000000/114970000/114962000/114961987/w3500h2330x0y0-70736ff0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/115000000/114970000/114962000/114961987/452e0eb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/115000000/114970000/114962000/114961987/6679a838.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/115000000/114970000/114962000/114961987/4f400ab0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Orlando

[](https://www.expedia.ca/Windermere-Hotels-Last-Minute-Disney-Getaway-Private-Pool.h114961987.Hotel-Information)

[](https://www.expedia.ca/Windermere-Hotels-Last-Minute-Disney-Getaway-Private-Pool.h114961987.Hotel-Information)

![Indoor pool, a heated pool](https://images.trvl-media.com/lodging/98000000/97030000/97024300/97024238/7c4fc170.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![9 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/98000000/97030000/97024300/97024238/9ee12e1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/98000000/97030000/97024300/97024238/db7d5c44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/98000000/97030000/97024300/97024238/d1876d3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Kissimmee

[](https://www.expedia.ca/Orlando-Hotels-Amazing-Luxury-Pool-Villa-Storey-Lake-Mins-To-Disney.h97024238.Hotel-Information)

10/10

Exceptional

(3)

"House was exceptional!"

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

Dawn S.

CA $530

CA $2,620 total

includes taxes & fees

Jan 11 - Jan 12, 2026

[](https://www.expedia.ca/Orlando-Hotels-Amazing-Luxury-Pool-Villa-Storey-Lake-Mins-To-Disney.h97024238.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/106000000/105790000/105787900/105787804/0592e76b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/106000000/105790000/105787900/105787804/05a5e79a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/106000000/105790000/105787900/105787804/53bcf014.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/106000000/105790000/105787900/105787804/f4a6f3cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Orlovista

[](https://www.expedia.ca/Orlando-Hotels-Banana-Leaf-Villa-Honey-Combo-Rooms.h105787804.Hotel-Information)

CA $190

CA $254 total

includes taxes & fees

Dec 22 - Dec 23

[](https://www.expedia.ca/Orlando-Hotels-Banana-Leaf-Villa-Honey-Combo-Rooms.h105787804.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/124000000/123490000/123482100/123482041/2d08aefa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/124000000/123490000/123482100/123482041/3da2113a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123490000/123482100/123482041/e9841ae4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/124000000/123490000/123482100/123482041/49dacfb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Kissimmee

[](https://www.expedia.ca/Orlando-Hotels-Heated-Pool-Hot-Tub-8BR-Villa.h123482041.Hotel-Information)

CA $491

CA $1,364 total

includes taxes & fees

Dec 21 - Dec 22

[](https://www.expedia.ca/Orlando-Hotels-Heated-Pool-Hot-Tub-8BR-Villa.h123482041.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.

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## Top Winter Park Hotel Reviews

![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

"Room was spectacular! Nice and clean."

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

![Wyndham I-Drive Avanti Resort & Conference Center](https://images.trvl-media.com/lodging/1000000/10000/4000/3916/55b45a9e_y.jpg)

### Wyndham I-Drive Avanti Resort & Conference Center

10/10 Excellent

"Everything "

[](https://expedia.ca/Orlando-Hotels-Avanti-Palms-Resort-And-Conference-Center.h3916.Hotel-Information)

![Caribe Royale Orlando](https://images.trvl-media.com/lodging/1000000/50000/40900/40865/033f2fa5_y.jpg)

### Caribe Royale Orlando

10/10 Excellent

"Our villa was clean and very spacious. Great price point. "

[](https://expedia.ca/Orlando-Hotels-Caribe-Royale-Orlando.h40865.Hotel-Information)

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

### Avanti International Resort

10/10 Excellent

"Excellent"

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

"We had a great time during our stay. It was very quiet, which we loved! It was very clean. And they provided so many things I was expecting to buy so that was a major plus! We’ll be staying here again!"

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

"I would be returning. "

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

![Lake Buena Vista Resort Village & Spa](https://images.trvl-media.com/lodging/2000000/1360000/1350900/1350864/16b6b8e7_y.jpg)

### Lake Buena Vista Resort Village & Spa

10/10 Excellent

"Condo was clean. Staff was friendly. A great place to stay!"

[](https://expedia.ca/Orlando-Hotels-Lake-Buena-Vista-Resort-Village-Spa.h1350864.Hotel-Information)

![SPOT X Hotel Orlando/Intl Dr by The Red Collection](https://images.trvl-media.com/lodging/66000000/65370000/65361000/65360948/46e1aea3_y.jpg)

### SPOT X Hotel Orlando/Intl Dr by The Red Collection

10/10 Excellent

"Hot breakfast will be great included in the room rate"

[](https://expedia.ca/Orlando-Hotels-SpotX-Hotel.h65360948.Hotel-Information)

![Waldorf Astoria Orlando - An Official Walt Disney World® Hotel](https://images.trvl-media.com/lodging/3000000/2440000/2432800/2432727/0589fd64_y.jpg)

### Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

10/10 Excellent

"Service spectacular "

[](https://expedia.ca/Orlando-Hotels-Waldorf-Astoria-Orlando.h2432727.Hotel-Information)

## Find out more about Winter Park

## Winter Park Villas information

| Number of reviews | 87          |
| ----------------- | ----------- |
| Accommodation     | 1461 Villas |
| Lowest Price      | CA $144     |
| Highest Price     | CA $2,620   |

## Frequently asked questions

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

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