Title: Winter Park Vacation Home Rentals from CA $215: Search Top Private Vacation Homes for Rent | 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)

![](https://images.trvl-media.com/place/553248621532654339/aef9d03a-cd86-4dcc-8e9d-049aef598da5.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[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 two months

[May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=7902&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=7902&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 26 - Jun 28](https://www.expedia.ca/Hotel-Search?regionId=7902&startDate=2026-06-26&endDate=2026-06-28&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 vacation homes

![Interior](https://images.trvl-media.com/lodging/122000000/121860000/121857300/121857215/d9e95202.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/122000000/121860000/121857300/121857215/7061403d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books, computer monitors](https://images.trvl-media.com/lodging/122000000/121860000/121857300/121857215/a9d269d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121860000/121857300/121857215/8914dae2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Fairview Shores

[](https://www.expedia.ca/Orlando-Hotels-Cozy-Home-5min-To-Park-Ave-And-Downtown-Orlando.h121857215.Hotel-Information)

CA $196

CA $377 total

includes taxes & fees

Mar 5 - Mar 6

[](https://www.expedia.ca/Orlando-Hotels-Cozy-Home-5min-To-Park-Ave-And-Downtown-Orlando.h121857215.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121830000/121826500/121826401/4e7b5cb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/122000000/121830000/121826500/121826401/fb43e8b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/122000000/121830000/121826500/121826401/ad8a3de4.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/122000000/121830000/121826500/121826401/e47ef39a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Fairview Shores

[](https://www.expedia.ca/Orlando-Hotels-Sleek.h121826401.Hotel-Information)

10/10

Exceptional

(1 review)

"Great location in Winter Park! So many quality restaurants and things to do close by. The home is easily accessible with plenty of space. The host, Wendy was very hospitable. We left a toiletry bag and she was kind enough to let us know so we could come back. We enjoyed our one night stay!"

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

Adam A.

CA $165

CA $301 total

includes taxes & fees

Mar 4 - Mar 5

[](https://www.expedia.ca/Orlando-Hotels-Sleek.h121826401.Hotel-Information)

![TV, offices](https://images.trvl-media.com/lodging/119000000/118780000/118778200/118778200/fee1fbc7.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/119000000/118780000/118778200/118778200/64b5a908.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/119000000/118780000/118778200/118778200/9dff99a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/119000000/118780000/118778200/118778200/1bba5733.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in College Park

[](https://www.expedia.ca/Orlando-Hotels-Winter-Park-Gem.h118778200.Hotel-Information)

8.0/10

Very good

(2 reviews)

"We had a wonderful stay — the house was spotless, comfortable, and offered plenty of space. The peaceful neighborhood and convenient location made it easy to explore the area."

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

Danielle H.

CA $107

CA $354 total

includes taxes & fees

Mar 4 - Mar 5

[](https://www.expedia.ca/Orlando-Hotels-Winter-Park-Gem.h118778200.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/121000000/120190000/120187300/120187220/312f2783.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120190000/120187300/120187220/fc26e60e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120190000/120187300/120187220/b34af36d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120190000/120187300/120187220/7253cdd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Fairview Shores

[](https://www.expedia.ca/Orlando-Hotels-Charming-Home-Wp-Patio-Gazebo-Close-To-Highwys.h120187220.Hotel-Information)

10/10

Exceptional

(1 review)

"Very clean and location was great"

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

Vicki V.

CA $158

CA $342 total

includes taxes & fees

Mar 10 - Mar 11

[](https://www.expedia.ca/Orlando-Hotels-Charming-Home-Wp-Patio-Gazebo-Close-To-Highwys.h120187220.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/124000000/123150000/123148000/123147976/w1350h895x0y5-06f55f02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123150000/123148000/123147976/a352947e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123150000/123148000/123147976/aeff95b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/124000000/123150000/123148000/123147976/36f4f2db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Fairview Shores

[](https://www.expedia.ca/Orlando-Hotels-Funky-Remodeled-Otown-Bungalow-Sleeps-8.h123147976.Hotel-Information)

CA $206

CA $392 total

includes taxes & fees

Mar 9 - Mar 10

[](https://www.expedia.ca/Orlando-Hotels-Funky-Remodeled-Otown-Bungalow-Sleeps-8.h123147976.Hotel-Information)

![Smart TV, video games](https://images.trvl-media.com/lodging/92000000/91700000/91693700/91693626/4737a68c.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/92000000/91700000/91693700/91693626/c4b6e35a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/92000000/91700000/91693700/91693626/c75613db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/92000000/91700000/91693700/91693626/777ceefa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Goldenrod

[](https://www.expedia.ca/Orlando-Hotels-Serene-Mid-Century-32-WBonus-Room-And-Huge-Shaded-Yard-WFence.h91693626.Hotel-Information)

CA $239

CA $581 total

includes taxes & fees

Mar 10 - Mar 11

[](https://www.expedia.ca/Orlando-Hotels-Serene-Mid-Century-32-WBonus-Room-And-Huge-Shaded-Yard-WFence.h91693626.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/122000000/121020000/121017300/121017283/13f778dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/122000000/121020000/121017300/121017283/7f29b0af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/122000000/121020000/121017300/121017283/170acb69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121020000/121017300/121017283/18ad5479.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Winter Park

[](https://www.expedia.ca/Orlando-Hotels-Spacious-5-Bedroom-House-In-Gorgeous-Winter-Park.h121017283.Hotel-Information)

CA $331

CA $502 total

includes taxes & fees

Apr 1 - Apr 2

[](https://www.expedia.ca/Orlando-Hotels-Spacious-5-Bedroom-House-In-Gorgeous-Winter-Park.h121017283.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119720000/119712500/119712429/d0827223.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119720000/119712500/119712429/d7d75fc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/120000000/119720000/119712500/119712429/ea81348a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/120000000/119720000/119712500/119712429/b29eebc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Fairview Shores

[](https://www.expedia.ca/Orlando-Hotels-Mills-House-WP-Sleeps-11-Renovated-Queen-Beds.h119712429.Hotel-Information)

6.0/10

(1 review)

"The air fresheners plug ins were too powerful, we had to put them outside while we stayed in the house. Not enough power outlets. Hanging lamps on master bedroom are not practical, didn’t find the switch to turn them off. Spot light outside kept me up. The motion triggered the light to go on and off constantly. "

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

Monica E.

CA $220

CA $436 total

includes taxes & fees

Mar 4 - Mar 5

[](https://www.expedia.ca/Orlando-Hotels-Mills-House-WP-Sleeps-11-Renovated-Queen-Beds.h119712429.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/121000000/120490000/120489000/120488903/437efd0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120490000/120489000/120488903/78c9ab55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/121000000/120490000/120489000/120488903/0312eb1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120490000/120489000/120488903/3aa946ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Winter Park

[](https://www.expedia.ca/Orlando-Hotels-4-Bedroom-House-In-Superb-Winter-Park.h120488903.Hotel-Information)

4.0/10

(1 review)

"We checked in late and were surprised to find half eaten food in the fridge and freezer. Both were very dirty with a noticeable odor. The dishwasher was full of dirty dishes. The oven was full of dirty pans. Most of the dishes in the cupboards had little bits in them as well. There was a fire alarm battery beeping in one of the bedrooms. There was no coffee maker or wine opener or wine glasses or hand soap. There were very few dishes in general, it would have been challenging to cook and serve...

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

Nyssa S.

CA $418

CA $851 total

includes taxes & fees

Mar 31 - Apr 1

[](https://www.expedia.ca/Orlando-Hotels-4-Bedroom-House-In-Superb-Winter-Park.h120488903.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/91000000/90160000/90150800/90150726/w510h683x257y0-fb46a368.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/91000000/90160000/90150800/90150726/w822h683x101y0-5deb0938.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/91000000/90160000/90150800/90150726/a7e04363.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/91000000/90160000/90150800/90150726/ca81d0f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Orlando

[](https://www.expedia.ca/Orlando-Hotels-Sunshine-Escape-Guesthouse.h90150726.Hotel-Information)

9.6/10

Exceptional

(14 reviews)

"The property was immaculately clean, stylish, roomy and private! It was so convenient to everything yet on the outskirts in a quiet peaceful neighborhood. "

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

KELLY Z.

CA $80

CA $232 total

includes taxes & fees

Mar 10 - Mar 11

[](https://www.expedia.ca/Orlando-Hotels-Sunshine-Escape-Guesthouse.h90150726.Hotel-Information)

![Children's area](https://images.trvl-media.com/lodging/90000000/89840000/89831200/89831116/ad2bb194.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/90000000/89840000/89831200/89831116/07618f9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/90000000/89840000/89831200/89831116/0712e700.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/90000000/89840000/89831200/89831116/dfed67c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in College Park

[](https://www.expedia.ca/Orlando-Hotels-Tiny-Home-2-MI-To-DT-Orlando.h89831116.Hotel-Information)

10/10

Exceptional

(2 reviews)

"Cute tiny house, comfy bed, nice shower, great little place to stay"

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

Megan L.

CA $92

CA $288 total

includes taxes & fees

Mar 10 - Mar 11

[](https://www.expedia.ca/Orlando-Hotels-Tiny-Home-2-MI-To-DT-Orlando.h89831116.Hotel-Information)

![Desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110900000/110899600/110899535/6dda6e1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/111000000/110900000/110899600/110899535/4c0b8203.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/111000000/110900000/110899600/110899535/f3194556.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110900000/110899600/110899535/eaab3aaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Azalea Park

[](https://www.expedia.ca/Orlando-Hotels-Studio-In-The-Heart-Of-Orlando.h110899535.Hotel-Information)

9.2/10

Wonderful

(5 reviews)

"Very nice and clean and comfortable "

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

Kahari

CA $65

CA $215 total

includes taxes & fees

Mar 4 - Mar 5

[](https://www.expedia.ca/Orlando-Hotels-Studio-In-The-Heart-Of-Orlando.h110899535.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/84000000/83800000/83792900/83792802/07188e5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/84000000/83800000/83792900/83792802/a2d3a08b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83800000/83792900/83792802/355fb235.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/84000000/83800000/83792900/83792802/0dd1f462.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Orlando

[](https://www.expedia.ca/Orlando-Hotels-Brand-NewPainted-Vacation-Hse-NrUCF-PetsOK-Fenced.h83792802.Hotel-Information)

9.6/10

Exceptional

(16 reviews)

"My family stayed here with our pup and it was great. Plenty of room for everyone and a great yard space for all of us to enjoy. "

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

Olivia S.

CA $169

CA $404 total

includes taxes & fees

Mar 10 - Mar 11

[](https://www.expedia.ca/Orlando-Hotels-Brand-NewPainted-Vacation-Hse-NrUCF-PetsOK-Fenced.h83792802.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/94000000/93610000/93605100/93605011/e4e0c0bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/94000000/93610000/93605100/93605011/69cd42cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/94000000/93610000/93605100/93605011/79c03dfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/94000000/93610000/93605100/93605011/1ef7af6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Sanford

[](https://www.expedia.ca/Sanford-Hotels-Home-Sweet-Home.h93605011.Hotel-Information)

9.6/10

Exceptional

(22 reviews)

"It was a great location for our trip and everything was true to the listing. The host was very responsive and helpful."

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

K B.

CA $126

CA $467 total

includes taxes & fees

Mar 4 - Mar 5

[](https://www.expedia.ca/Sanford-Hotels-Home-Sweet-Home.h93605011.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/90000000/89410000/89401800/89401769/c965de3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Coffee and/or coffee maker](https://images.trvl-media.com/lodging/90000000/89410000/89401800/89401769/a650b2e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi](https://images.trvl-media.com/lodging/90000000/89410000/89401800/89401769/9507fd24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/90000000/89410000/89401800/89401769/3ae1f54c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Union Park

[](https://www.expedia.ca/Orlando-Hotels-La-Casita-Pool-Oasis.h89401769.Hotel-Information)

9.8/10

Exceptional

(22 reviews)

"Great location , Very enjoy , private space, would book in the future for sure "

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

Matt B.

CA $150

CA $380 total

includes taxes & fees

Mar 10 - Mar 11

[](https://www.expedia.ca/Orlando-Hotels-La-Casita-Pool-Oasis.h89401769.Hotel-Information)

![3 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/112000000/111030000/111022000/111021967/2874d44e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/112000000/111030000/111022000/111021967/9a3264e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111030000/111022000/111021967/fca5d7fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/112000000/111030000/111022000/111021967/3ff48ba1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Sanford

[](https://www.expedia.ca/Sanford-Hotels-Tranquil-3-Bedroom-House-In-Sanford-With-AC.h111021967.Hotel-Information)

9.8/10

Exceptional

(23 reviews)

"Beautiful place to stay near the airport "

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

Rodney

CA $196

CA $375 total

includes taxes & fees

Mar 4 - Mar 5

[](https://www.expedia.ca/Sanford-Hotels-Tranquil-3-Bedroom-House-In-Sanford-With-AC.h111021967.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76800000/76796200/76796154/007d7708.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/77000000/76800000/76796200/76796154/b2dc1d78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/77000000/76800000/76796200/76796154/eeba5a7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/77000000/76800000/76796200/76796154/3705d988.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Buena Ventura Lakes

[](https://www.expedia.ca/Orlando-Hotels-Spacious-Vacation-Home-20-Min-From-Theme-Parks.h76796154.Hotel-Information)

9.2/10

Wonderful

(56 reviews)

"Property was very clean and welcoming. Great space for family time. Comfortable lounging and beds."

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

Jamie C.

CA $206

CA $524 total

includes taxes & fees

Mar 10 - Mar 11

[](https://www.expedia.ca/Orlando-Hotels-Spacious-Vacation-Home-20-Min-From-Theme-Parks.h76796154.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103820000/103819600/103819510/w507h683x259y0-d0f9f2b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/104000000/103820000/103819600/103819510/w905h683x60y0-e381f721.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/104000000/103820000/103819600/103819510/w1024h677x0y4-44641a46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/104000000/103820000/103819600/103819510/w528h683x257y0-16788f0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Altamonte Springs

[](https://www.expedia.ca/Orlando-Hotels-Renovated-Peaceful-Luxury-Walk-To-Mall-Park-Publix.h103819510.Hotel-Information)

9.2/10

Wonderful

(17 reviews)

"Everything was beautiful, enjoyed.My stay host is awesome"

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

David C.

CA $145

CA $293 total

includes taxes & fees

Mar 30 - Mar 31

[](https://www.expedia.ca/Orlando-Hotels-Renovated-Peaceful-Luxury-Walk-To-Mall-Park-Publix.h103819510.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/80000000/79110000/79101400/79101352/003018d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/80000000/79110000/79101400/79101352/3171b88c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/80000000/79110000/79101400/79101352/ab5a0ef3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/80000000/79110000/79101400/79101352/3a33ce30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Buena Ventura Lakes

[](https://www.expedia.ca/Orlando-Hotels-Casa-Con-Piscina-Privada-A-20-Minutos-De-Disney-Kissimmeeorlando.h79101352.Hotel-Information)

9.8/10

Exceptional

(54 reviews)

"The house was clean. We loved the overall design and how spacious it was. The pool was perfect for our children. Everything was perfect for our stay."

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

Queinton C.

CA $232

CA $575 total

includes taxes & fees

Mar 8 - Mar 9

[](https://www.expedia.ca/Orlando-Hotels-Casa-Con-Piscina-Privada-A-20-Minutos-De-Disney-Kissimmeeorlando.h79101352.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91820000/91816600/91816501/6deb36fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/92000000/91820000/91816600/91816501/b7895847.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/92000000/91820000/91816600/91816501/6f14231e.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/92000000/91820000/91816600/91816501/116771c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Kissimmee

[](https://www.expedia.ca/Orlando-Hotels-Casa-De-Paradiso-Modern-Yet-Comfy-Home-At-The-Center-Of-It-All.h91816501.Hotel-Information)

9.2/10

Wonderful

(11 reviews)

"Great location and house. Will choose again next time I’m in the area!"

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

Elizabeth

CA $211

CA $541 total

includes taxes & fees

Mar 14 - Mar 15

[](https://www.expedia.ca/Orlando-Hotels-Casa-De-Paradiso-Modern-Yet-Comfy-Home-At-The-Center-Of-It-All.h91816501.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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## 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=2026-06-01&d1=2026-06-01&endDate=2026-06-04&d2=2026-06-04&lodging=APART_HOTEL)

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=2026-06-01&d1=2026-06-01&endDate=2026-06-04&d2=2026-06-04&lodging=CONDO)

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=2026-06-01&d1=2026-06-01&endDate=2026-06-04&d2=2026-06-04&lodging=APARTMENT)

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=2026-06-01&d1=2026-06-01&endDate=2026-06-04&d2=2026-06-04&lodging=VACATION_HOME)

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=2026-06-01&d1=2026-06-01&endDate=2026-06-04&d2=2026-06-04&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=2026-06-01&d1=2026-06-01&endDate=2026-06-04&d2=2026-06-04&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=2026-06-01&d1=2026-06-01&endDate=2026-06-04&d2=2026-06-04&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=2026-06-01&d1=2026-06-01&endDate=2026-06-04&d2=2026-06-04&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=2026-06-01&d1=2026-06-01&endDate=2026-06-04&d2=2026-06-04&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

"Clean room! Beautiful grounds "

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

![B&B Hotel Orlando International Drive Near Universal - Newly Renovated!](https://images.trvl-media.com/lodging/1000000/30000/26800/26703/caff738c_y.jpg)

### B&B Hotel Orlando International Drive Near Universal - Newly Renovated!

4/10 Poor

"The hotel is nearly renovated and looks nice, however they are still in process and thing are still in need of updating. My tv didn’t work in any capacity and the Wi-Fi was pretty slow to where I couldn’t do work emails or steam video. Pretty disappointed with my stay overall. When I expressed my experience/feelings to the front desk I was offered free breakfast. Can’t say I’m satisfied with their resolution. "

[](https://expedia.ca/Orlando-Hotels-Floridian-Express-Extended-Stay-Hotel.h26703.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

"The grounds were beautiful! And our room was very spacious! We were just there for one night, so didn’t get to really experience it, but it was a lovely stay."

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

![Sonesta Essential Orlando Airport](https://images.trvl-media.com/lodging/1000000/460000/455400/455359/fb8c35c6_y.jpg)

### Sonesta Essential Orlando Airport

4/10 Poor

"Room was not cleaned well as we requested prior. Had to change rooms. Noisy ac unit. Kept us up all night "

[](https://expedia.ca/Orlando-Hotels-Sonesta-Essential-Orlando.h455359.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

2/10 Terrible

"Very outdated Way too spread out with no golf cart assistance Those were only for the time share guests. "

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

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

### Avanti International Resort

6/10 Okay

"Charged me ninety dollars on my card to check in, including a large resort fee they waived for another customer and not me. My friend also told me their Starbucks was not actually Starbucks and tasted terrible and they had to throw it out. You can't reach them on the phone and they didn't reply after hours waiting to the text they told me to message them at. They also "upgraded" my room to have a Jacuzzi, but the upgrade was a room next to the pool which was incredibly loud and didn't have the couch or sitting area so kind of a wash. Comfortable bed and convenient location though and the staff was nice."

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

6/10 Okay

"Internet and cell phone service were awful. Staff was great and shuttle service/convience was good. Amenities were awesome. Food and beverage was very expensive "

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

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

### Marriott's Grande Vista

4/10 Poor

"The front desk staff was not friendly. I expressed I wasn’t satisfied with my stay and she said she was sorry to hear that and didn’t ask for suggestions as to improvement. We were placed on the 1st floor right in front of the ice machine. It was very noisy. The cleaning staff conversed loudly beginning at 7am. We were also charged a per diem to park our car on top of a parking tax. Orlando has hundreds of choices of places to stay. Next time I’ll choose some place else."

[](https://expedia.ca/Orlando-Hotels-Marriotts-Grande-Vista.h853519.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 staff were so kind and helpful. The room was clean. Pool area is very nice. Definitely recommend taking the free theme park shuttle if you are going to Universal or Epic… however, not if you are going to Epcot! We were on the bus for an hour and a half before we made it to Disney, which was disappointing. But, not the hotel’s fault! Overall, a great stay and I will absolutely stay here again. "

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

## Find out more about Winter Park

## Winter Park Vacation Homes information

| Number of reviews | 246                 |
| ----------------- | ------------------- |
| Accommodation     | 5893 Vacation Homes |
| Lowest Price      | CA $215             |
| Highest Price     | CA $851             |

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- [Flights from Buffalo (BUF) to Orlando (MCO) ](https://www.expedia.ca/lp/flights/buf/mco/buffalo-to-orlando)
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- [Albin Polasek Museum and Sculpture Gardens ](https://www.expedia.ca/Albin-Polasek-Museum-And-Sculpture-Gardens-Orlando.d6154778.Vacation-Attraction)
- [Casa Feliz Historic Home Museum ](https://www.expedia.ca/Casa-Feliz-Historic-Home-Museum-Orlando.d6154784.Vacation-Attraction)
- [Harry P. Leu Gardens ](https://www.expedia.ca/Harry-P-Leu-Gardens-Orlando.d6068689.Vacation-Attraction)
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- [Visit Aloma ](https://www.expedia.ca/Orlando-Aloma.dx553248635975863638)
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- [Orlando Vacations ](https://www.expedia.ca/Orlando.d178294.Destination-Travel-Guides)
- [Rollins Museum of Art ](https://www.expedia.ca/Rollins-Museum-Of-Art-Orlando.d6154782.Vacation-Attraction)
- [Village Plaza Shopping Center ](https://www.expedia.ca/Village-Plaza-Shopping-Center-Orlando.d553248621558036314.Vacation-Attraction)
- [Walt Disney World® Resort ](https://www.expedia.ca/Walt-Disney-World-Resort-Orlando.d6034120.Vacation-Attraction)
- [Winter Pines Golf Club ](https://www.expedia.ca/Winter-Pines-Golf-Club-Orlando.d6239892.Vacation-Attraction)

- [Car rental Maitland ](https://www.expedia.ca/Car-Rentals-In-Maitland.d8442.Car-Rental-Guide)
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- [Maitland Vacation Rentals ](https://www.expedia.ca/Maitland-Vacation-Rentals.d8442.Travel-Guide-VacationRentals)
- [Orlando Vacation Rentals ](https://www.expedia.ca/Orlando-Vacation-Rentals.d178294.Travel-Guide-VacationRentals)

- [Things to do in Orlando ](https://www.expedia.ca/Things-To-Do-In-Orlando.d178294.Travel-Guide-Activities)

- [Book Vacation Homes in Winter Park on Expedia.com ](https://www.expedia.com/Winter-Park-Private-Vacation-Homes.d7902-aaPrivateVacationHomes.Travel-Guide-Accommodation)