Title: Winter Garden Vacation Rentals from CA $117: Short-Term Rentals for 2026 | Expedia.ca

[Winter Garden Travel Guide](https://expedia.ca/Winter-Garden.dx7898)[Hotels in Winter Garden](https://expedia.ca/Winter-Garden-Hotels.d7898.Travel-Guide-Hotels)[Flights to Winter Garden](https://expedia.ca/Cheap-Flights-To-Winter-Garden.d7898.Travel-Guide-Flights)[Things to do in Winter Garden](https://expedia.ca/Things-To-Do-In-Winter-Garden.d7898.Travel-Guide-Activities)[Winter Garden Car Rentals](https://expedia.ca/Car-Rentals-In-Winter-Garden.d7898.Car-Rental-Guide)[Winter Garden Vacation Packages](https://expedia.ca/Winter-Garden.d7898.Destination-Travel-Guides)

![ARM53A Historic Downtown Area and Clock of Winter Garden Florida](https://images.trvl-media.com/place/7898/7f764596-9f01-406c-80eb-724285a48736.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/7898/7f764596-9f01-406c-80eb-724285a48736.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 24 - Apr 26](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 22 - May 24](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 19 - Jun 21](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Winter Garden vacation rentals

![Interior](https://images.trvl-media.com/lodging/123000000/122130000/122123600/122123541/9bd63623.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122130000/122123600/122123541/w1290h859x0y0-8d220e52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/123000000/122130000/122123600/122123541/w1290h851x0y1-b7acb20b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/123000000/122130000/122123600/122123541/1a2811f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Winter Garden

[](https://www.expedia.ca/Winter-Garden-Hotels-Cozy-2-Bedroom-Apartment-In-Winter-Garden-With-Fast-Wifi.h122123541.Hotel-Information)

8.0/10

Very good

(3 reviews)

"Beautiful apartment, close to downtown. The host, Gina, was super helpful. The gym in the complex is very nice. We would definitely stay again. "

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

Sarah R.

CA $204

CA $516 total

includes taxes & fees

Feb 26 - Feb 27

[](https://www.expedia.ca/Winter-Garden-Hotels-Cozy-2-Bedroom-Apartment-In-Winter-Garden-With-Fast-Wifi.h122123541.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/110000000/109310000/109309900/109309891/w583h389x1y3-03835583.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, DVD player, books, stereo](https://images.trvl-media.com/lodging/110000000/109310000/109309900/109309891/0592022e.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/110000000/109310000/109309900/109309891/1ea61151.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/110000000/109310000/109309900/109309891/2e897645.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Winter Garden

[](https://www.expedia.ca/Winter-Garden-Hotels-StylishAptWtrGrdnOppLakePrkYrd.h109309891.Hotel-Information)

9.8/10

Exceptional

(18 reviews)

"Communication was good, was clean and kitchen was well stocked. "

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

Anonymous traveller

CA $142

CA $276 total

includes taxes & fees

Mar 1 - Mar 2

[](https://www.expedia.ca/Winter-Garden-Hotels-StylishAptWtrGrdnOppLakePrkYrd.h109309891.Hotel-Information)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/121000000/120330000/120320900/120320860/538b9c1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/121000000/120330000/120320900/120320860/4d46d79d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/121000000/120330000/120320900/120320860/247852a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/121000000/120330000/120320900/120320860/w1287h853x1y0-16303bfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Winter Garden

[](https://www.expedia.ca/Winter-Garden-Hotels-1-Bedroom-Corporate-Apartment-In-Beautiful-Winter-Garden-Down-Town-Wth-WifiPool.h120320860.Hotel-Information)

10/10

Exceptional

(8 reviews)

"Excellent stay, apt was very clean and comfortable. Too chilly to swim but pool was amazing with comfortable seating all around. Bed was great, one of the top places we have stayed at. Any questions were answered within minutes. We would definitely and highly recommend this place."

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

Roger T.

CA $172

CA $479 total

includes taxes & fees

Mar 11 - Mar 12

[](https://www.expedia.ca/Winter-Garden-Hotels-1-Bedroom-Corporate-Apartment-In-Beautiful-Winter-Garden-Down-Town-Wth-WifiPool.h120320860.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/84000000/83310000/83306800/83306736/7c7ca236.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83310000/83306800/83306736/e186e376.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/84000000/83310000/83306800/83306736/e66d23cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/84000000/83310000/83306800/83306736/15a87451.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Winter Garden

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

10/10

Exceptional

(1 review)

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

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

Samuel L.

CA $134

CA $398 total

includes taxes & fees

Mar 3 - Mar 4

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

![Interior](https://images.trvl-media.com/lodging/111000000/110370000/110360700/110360679/110790c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110370000/110360700/110360679/70b0bacf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110370000/110360700/110360679/9fd97853.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/111000000/110370000/110360700/110360679/w583h384x1y0-63bb49da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Winter Garden

[](https://www.expedia.ca/Winter-Garden-Hotels-FunTropicalTinyHomeGolfCartLake.h110360679.Hotel-Information)

8.0/10

Very good

(4 reviews)

"For those with furry friends who want to see Orlando and Central Florida there aren't a lot of affordable options so this is a wonderful go to. It's like 'glamping' in a Winter Gardens neighborhood across from a wonderful park on a lake for walking your 4 legged family members. Owner is a great communicator ready to answer any questions to help make your stay great. "

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

Brian R.

CA $164

CA $307 total

includes taxes & fees

Mar 4 - Mar 5

[](https://www.expedia.ca/Winter-Garden-Hotels-FunTropicalTinyHomeGolfCartLake.h110360679.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/116000000/115190000/115183100/115183016/w1349h899x1y1-2fc40c15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/116000000/115190000/115183100/115183016/w1349h899x1y1-669c69c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115190000/115183100/115183016/w1349h899x1y1-d3d8016f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115190000/115183100/115183016/w1349h899x1y1-4fc0b8a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Winter Garden

[](https://www.expedia.ca/Winter-Garden-Hotels-Winter-Garden-Charm.h115183016.Hotel-Information)

8.0/10

Very good

(1 review)

"Our host Sebastian was very responsive to our questions, and the apartment is just like it is shown in the pictures. Very modern, clean, and the beds were comfortable. And, the property is just a over a mile and a half from downtown Winter Garden.The only issue I would note is that the unit is located at the very front of the complex, right along the road. So, you can definitely hear the cars when they go by. "

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

John E.

[](https://www.expedia.ca/Winter-Garden-Hotels-Winter-Garden-Charm.h115183016.Hotel-Information)

![Apartment](https://images.trvl-media.com/lodging/122000000/121470000/121465200/121465188/cfb788dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/122000000/121470000/121465200/121465188/e1c290d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/122000000/121470000/121465200/121465188/28c715d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/122000000/121470000/121465200/121465188/2f7de61c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Winter Garden

[](https://www.expedia.ca/Orlando-Hotels-Upstay-Amazing-Disney-Condo-W-Patio-Sleeps-6.h121465188.Hotel-Information)

CA $128

CA $353 total

includes taxes & fees

Mar 3 - Mar 4

[](https://www.expedia.ca/Orlando-Hotels-Upstay-Amazing-Disney-Condo-W-Patio-Sleeps-6.h121465188.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/114000000/113870000/113867900/113867841/703f29a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/114000000/113870000/113867900/113867841/dab5e8b2.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/114000000/113870000/113867900/113867841/451a2f34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/114000000/113870000/113867900/113867841/7750d2a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Winter Garden

[](https://www.expedia.ca/Orlando-Hotels-Upstay-Large-Condo-Near-Disney-W-Pool-And-Gym.h113867841.Hotel-Information)

CA $140

CA $439 total

includes taxes & fees

Mar 23 - Mar 24

[](https://www.expedia.ca/Orlando-Hotels-Upstay-Large-Condo-Near-Disney-W-Pool-And-Gym.h113867841.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/49000000/48650000/48644000/48643933/181f625e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/49000000/48650000/48644000/48643933/dfc172b2.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/49000000/48650000/48644000/48643933/dd0adf9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Point of interest](https://images.trvl-media.com/lodging/49000000/48650000/48644000/48643933/c92a25e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Oakland

[](https://www.expedia.ca/Winter-Garden-Hotels-The-Oak-View-Place.h48643933.Hotel-Information)

9.2/10

Wonderful

(10 reviews)

"The VRBO looked brand new and I only knew it was not because of the reviews from previous years. The live oak trees on the property added to the beauty of the surroundings."

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

Libba F.

CA $246

CA $399 total

includes taxes & fees

Mar 3 - Mar 4

[](https://www.expedia.ca/Winter-Garden-Hotels-The-Oak-View-Place.h48643933.Hotel-Information)

![Microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120700000/120691900/120691807/3373f365.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/121000000/120700000/120691900/120691807/afa23060.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120700000/120691900/120691807/0682c921.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120700000/120691900/120691807/e95e9793.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mobile Home in Winter Garden

[](https://www.expedia.ca/Winter-Garden-Hotels-Just-Renovated-Cozy-2BR-Close-To-Disney.h120691807.Hotel-Information)

CA $192

CA $465 total

includes taxes & fees

Feb 28 - Mar 1

[](https://www.expedia.ca/Winter-Garden-Hotels-Just-Renovated-Cozy-2BR-Close-To-Disney.h120691807.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/116000000/115430000/115426800/115426793/w1348h899x1y1-9bad4311.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/116000000/115430000/115426800/115426793/d930bc78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/116000000/115430000/115426800/115426793/w1349h899x1y1-1f7560c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115430000/115426800/115426793/w1349h899x1y1-e719c90f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Winter Garden

[](https://www.expedia.ca/Winter-Garden-Hotels-Emerald-Grove-Close-To-Disney.h115426793.Hotel-Information)

CA $451

CA $703 total

includes taxes & fees

Mar 16 - Mar 17

[](https://www.expedia.ca/Winter-Garden-Hotels-Emerald-Grove-Close-To-Disney.h115426793.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/84000000/83800000/83792600/83792527/96ebfd25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83800000/83792600/83792527/a07e7bf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83800000/83792600/83792527/bb6d7a45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/84000000/83800000/83792600/83792527/72871ce7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Winter Garden

[](https://www.expedia.ca/Winter-Garden-Hotels-WATERFRONTWntrGdnHSE-VIEWS-Dock-Wildlife-13mi-Disn.h83792527.Hotel-Information)

10/10

Exceptional

(30 reviews)

"The house and property were wonderful. The space was just as described and the view and dock was our favorite perk. We loved seeing and hearing the birds and sounds of the lake. It accommodated our family beautifully and we would definitely recommend it to friends. Our host was friendly and efficient with our reservations. Our only hiccup was at check in with the door code. Lovely place and very comfortable. Definitely a 5 star property! "

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

Brenda W.

CA $478

CA $829 total

includes taxes & fees

Mar 23 - Mar 24

[](https://www.expedia.ca/Winter-Garden-Hotels-WATERFRONTWntrGdnHSE-VIEWS-Dock-Wildlife-13mi-Disn.h83792527.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/96000000/95550000/95541000/95540905/53d07492.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/96000000/95550000/95541000/95540905/72c901b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/96000000/95550000/95541000/95540905/64a902c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/96000000/95550000/95541000/95540905/1d336fc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Winter Garden

[](https://www.expedia.ca/Orlando-Hotels-Near-Disney-3BR-Condo-Hot-Tub.h95540905.Hotel-Information)

CA $112

CA $404 total

includes taxes & fees

Mar 3 - Mar 4

[](https://www.expedia.ca/Orlando-Hotels-Near-Disney-3BR-Condo-Hot-Tub.h95540905.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/101000000/100900000/100899200/100899138/0a9b4064.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/101000000/100900000/100899200/100899138/2f47cb1c.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/101000000/100900000/100899200/100899138/7f847cf3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/101000000/100900000/100899200/100899138/fed8c639.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Winter Garden

[](https://www.expedia.ca/Orlando-Hotels-Near-Disney-3BR-Condo-Pool.h100899138.Hotel-Information)

CA $121

CA $415 total

includes taxes & fees

Mar 3 - Mar 4

[](https://www.expedia.ca/Orlando-Hotels-Near-Disney-3BR-Condo-Pool.h100899138.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/125000000/124830000/124822800/124822706/343adf7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/125000000/124830000/124822800/124822706/w1151h784x1y0-7601723a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/125000000/124830000/124822800/124822706/9107c0a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/125000000/124830000/124822800/124822706/4f52f279.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Winter Garden

[](https://www.expedia.ca/Orlando-Hotels-WG-LakeSide-TreeHouse.h124822706.Hotel-Information)

CA $421

CA $1,804 total

includes taxes & fees

Mar 2 - Mar 3

[](https://www.expedia.ca/Orlando-Hotels-WG-LakeSide-TreeHouse.h124822706.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/74000000/73350000/73343400/73343325/c0acbf02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/74000000/73350000/73343400/73343325/b6b13a1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/74000000/73350000/73343400/73343325/9458503d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/74000000/73350000/73343400/73343325/69b40c22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Winter Garden

[](https://www.expedia.ca/Orlando-Hotels-Near-Disney-2BR-Condo-Pool.h73343325.Hotel-Information)

10/10

Exceptional

(1 review)

"The check in process was easy and quick. We had self check in and 2 balconies the view was amazing! We loved everything about this property"

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

Trennecia B.

CA $130

CA $392 total

includes taxes & fees

Mar 4 - Mar 5

[](https://www.expedia.ca/Orlando-Hotels-Near-Disney-2BR-Condo-Pool.h73343325.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/78000000/77140000/77137000/77136911/f342f3da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/78000000/77140000/77137000/77136911/be872a51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/78000000/77140000/77137000/77136911/w2043h1367x0y0-dc8ea5aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/78000000/77140000/77137000/77136911/95f71214.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Winter Garden

[](https://www.expedia.ca/Orlando-Hotels-2BR-Condo-With-Hot-Tub-And-Pool-Near-Disney.h77136911.Hotel-Information)

10/10

Exceptional

(1 review)

"we had a wonderful stay at Palisades resort on 4th floor (top floor) . Condo was very spacious/clean and close to Disney amd rte 192\. 2 very large bedrooms (with own bathrooms ) kitchen/living room/dining area in between, great for privacy. huge screened in patio, with views of nightly disney fireworks exterior of bldg could have been kept up better. trash/garbage visible as you pull into parking garage, and very messy/scattered around. other than that, property was great and would stay there...

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

Kristi F.

CA $160

CA $430 total

includes taxes & fees

Mar 9 - Mar 10

[](https://www.expedia.ca/Orlando-Hotels-2BR-Condo-With-Hot-Tub-And-Pool-Near-Disney.h77136911.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/77000000/76840000/76831200/76831174/2db85ee7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/77000000/76840000/76831200/76831174/b29e5374.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/77000000/76840000/76831200/76831174/a84b0d96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/77000000/76840000/76831200/76831174/4eac2a0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Winter Garden

[](https://www.expedia.ca/Orlando-Hotels-2BR-Condo-With-Shared-Pool-Hot-Tub.h76831174.Hotel-Information)

CA $140

CA $404 total

includes taxes & fees

Mar 2 - Mar 3

[](https://www.expedia.ca/Orlando-Hotels-2BR-Condo-With-Shared-Pool-Hot-Tub.h76831174.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/96000000/95350000/95341000/95340954/b965b790.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/96000000/95350000/95341000/95340954/b00d36ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/96000000/95350000/95341000/95340954/1ce44ecd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/96000000/95350000/95341000/95340954/22fdfc15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Winter Garden

[](https://www.expedia.ca/Orlando-Hotels-2BR-Condo-Pool.h95340954.Hotel-Information)

CA $162

CA $433 total

includes taxes & fees

Mar 9 - Mar 10

[](https://www.expedia.ca/Orlando-Hotels-2BR-Condo-Pool.h95340954.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/65000000/64160000/64156300/64156233/1d31c43d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/65000000/64160000/64156300/64156233/f8113489.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/65000000/64160000/64156300/64156233/285c1be7.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/65000000/64160000/64156300/64156233/75ae6219.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Winter Garden

[](https://www.expedia.ca/Orlando-Hotels-3BR-Luxury-Apartment-Family-Resort-Pool-And-Hot-Tub.h64156233.Hotel-Information)

CA $112

CA $404 total

includes taxes & fees

Mar 2 - Mar 3

[](https://www.expedia.ca/Orlando-Hotels-3BR-Luxury-Apartment-Family-Resort-Pool-And-Hot-Tub.h64156233.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=2026-03-10&endDate=2026-03-11&regionId=7898&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## Find vacation rentals that suit your style

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Winter+Garden%2C+Florida%2C+United+States+of+America&regionId=7898&latLong=28.565285%2C-81.58618&adults=2&startDate=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=APART_HOTEL)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Winter+Garden%2C+Florida%2C+United+States+of+America&regionId=7898&latLong=28.565285%2C-81.58618&adults=2&startDate=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=VACATION_HOME)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Winter+Garden%2C+Florida%2C+United+States+of+America&regionId=7898&latLong=28.565285%2C-81.58618&adults=2&startDate=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=VILLA)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Winter+Garden%2C+Florida%2C+United+States+of+America&regionId=7898&latLong=28.565285%2C-81.58618&adults=2&startDate=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=CONDO)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Winter+Garden%2C+Florida%2C+United+States+of+America&regionId=7898&latLong=28.565285%2C-81.58618&adults=2&startDate=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=APARTMENT)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Winter+Garden%2C+Florida%2C+United+States+of+America&regionId=7898&latLong=28.565285%2C-81.58618&adults=2&startDate=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=COTTAGE)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Winter+Garden%2C+Florida%2C+United+States+of+America&regionId=7898&latLong=28.565285%2C-81.58618&adults=2&startDate=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=CABIN)

Residences

[](https://www.expedia.ca/Hotel-Search?destination=Winter+Garden%2C+Florida%2C+United+States+of+America&regionId=7898&latLong=28.565285%2C-81.58618&adults=2&startDate=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=RESIDENCE)

Chalets

[](https://www.expedia.ca/Hotel-Search?destination=Winter+Garden%2C+Florida%2C+United+States+of+America&regionId=7898&latLong=28.565285%2C-81.58618&adults=2&startDate=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=CHALET)

Houseboats

[](https://www.expedia.ca/Hotel-Search?destination=Winter+Garden%2C+Florida%2C+United+States+of+America&regionId=7898&latLong=28.565285%2C-81.58618&adults=2&startDate=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=HOUSE_BOAT)

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## Top Winter Garden Hotel Reviews

![Kompose Boutique Resort at Theme Parks](https://images.trvl-media.com/lodging/101000000/100840000/100837800/100837786/3cf09a4a_y.jpg)

### Kompose Boutique Resort at Theme Parks

10/10 Excellent

"Room was great and spacious . Very clean "

[](https://expedia.ca/Orlando-Hotels-Kompose-Boutique-Resort-At-Theme-Parks.h100837786.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

"Clean "

[](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

"Everything was amazing "

[](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

"Great rooms, easy check in and out. "

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

"All of the above "

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

"Second time we stayed here. Clean rooms, good amenities and the kids love the pirate ship. "

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

![Home2 Suites by Hilton Orlando at Flamingo Crossings](https://images.trvl-media.com/lodging/59000000/58080000/58072600/58072517/9a8a6f4d_y.jpg)

### Home2 Suites by Hilton Orlando at Flamingo Crossings

10/10 Excellent

"Great bar and grills on site with excellent free breakfast. Also spacious room with comfortable beds. "

[](https://expedia.ca/Orlando-Hotels-Home2-Suites-By-Hilton-Orlando-Flamingo-Crossings.h58072517.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

"It was ok"

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

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

### Vacation Village Orlando, Celebration

10/10 Excellent

"Clean room, friendly staff, "

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

## Price trends for vacation rentals in Winter Garden

| Less expensive | More expensive | Next month |
| -------------- | -------------- | ---------- |
| May            | March          | CA $229    |

| Month     | Price   |
| --------- | ------- |
| January   | CA $171 |
| February  | CA $218 |
| March     | CA $229 |
| April     | CA $156 |
| May       | CA $145 |
| June      | CA $179 |
| July      | CA $188 |
| August    | CA $163 |
| September | CA $154 |
| October   | CA $158 |
| November  | CA $149 |
| December  | CA $189 |

Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed vacation rentals in Winter Garden. Select dates and complete search for nightly totals inclusive of taxes and fees.

## Find out more about Winter Garden

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Winter Garden. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

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- [Vacation Homes in Winter Garden ](https://expedia.ca/Winter-Garden-Private-Vacation-Homes.d7898-aaPrivateVacationHomes.Travel-Guide-Accommodation)
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- [Condo Rentals in Winter Garden ](https://expedia.ca/Winter-Garden-Condos.d7898-aaCondos.Travel-Guide-Accommodation)
- [Apartments in Winter Garden ](https://expedia.ca/Winter-Garden-Apartments.d7898-aaApartments.Travel-Guide-Accommodation)
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- [Guest Houses in Winter Garden ](https://expedia.ca/Winter-Garden-Guest-Houses.d7898-aaGuestHouses.Travel-Guide-Accommodation)
- [B&B in Winter Garden ](https://expedia.ca/Winter-Garden-Bed-And-Breakfast.d7898-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Chalets in Winter Garden ](https://expedia.ca/Winter-Garden-Chalets.d7898-aaChalets.Travel-Guide-Accommodation)
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- [Farmstay in Winter Garden ](https://expedia.ca/Winter-Garden-Agritourism.d7898-aaAgritourism.Travel-Guide-Accommodation)
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## Frequently asked questions

### Can I find a vacation rental in Winter Garden?

### What's the top vacation rental that Winter Garden has to offer?

### How many vacation rentals are there in Winter Garden?

### What can I see and do in Winter Garden?

### What are vacation rentals like in Winter Garden?

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- [Hotels in Siesta Key](https://expedia.ca/Siesta-Key-Hotels.d6881.Travel-Guide-Hotels)
- [Hotels in Key Largo](https://expedia.ca/Key-Largo-Hotels.d8369.Travel-Guide-Hotels)
- [All Inclusive Resorts and Hotels in Key West](https://expedia.ca/Key-West-Hotels-All-Inclusive-Hotel.0-0-d1187-tAllInclusiveHotel.Travel-Guide-Filter-Hotels)
- [Hotels in Palm Beach](https://expedia.ca/Palm-Beach-Hotels.d9061.Travel-Guide-Hotels)
- [Hotels in Naples](https://expedia.ca/Naples-Hotels.d602724.Travel-Guide-Hotels)
- [Hotels in Daytona Beach](https://expedia.ca/Daytona-Beach-Hotels.d6023995.Travel-Guide-Hotels)
- [Hotels in Marco Island](https://expedia.ca/Marco-Island-Hotels.d8812.Travel-Guide-Hotels)
- [Hotels in West Palm Beach](https://expedia.ca/West-Palm-Beach-Hotels.d2742.Travel-Guide-Hotels)
- [Hotels in Fort Myers](https://expedia.ca/Fort-Myers-Hotels.d602729.Travel-Guide-Hotels)
- [Hotels in Sarasota](https://expedia.ca/Sarasota-Hotels.d602719.Travel-Guide-Hotels)

Flights

- [Cheap Flights to Sarasota](https://expedia.ca/Cheap-Flights-To-Sarasota.d602719.Travel-Guide-Flights)
- [Cheap Flights to Naples](https://expedia.ca/Cheap-Flights-To-Naples.d602724.Travel-Guide-Flights)
- [Cheap Flights to Fort Myers](https://expedia.ca/Cheap-Flights-To-Fort-Myers.d602729.Travel-Guide-Flights)
- [Cheap Flights to Daytona Beach](https://expedia.ca/Cheap-Flights-To-Daytona-Beach.d6023995.Travel-Guide-Flights)
- [Cheap Flights to Cape Canaveral](https://expedia.ca/Cheap-Flights-To-Cape-Canaveral.d6484.Travel-Guide-Flights)
- [Cheap Flights to Key West](https://expedia.ca/Cheap-Flights-To-Key-West.d1187.Travel-Guide-Flights)

Cars

- [Car rentals in Fort Myers](https://expedia.ca/Car-Rentals-In-Fort-Myers.d602729.Car-Rental-Guide)

Activities

- [Things to do in Sarasota](https://expedia.ca/Things-To-Do-In-Sarasota.d602719.Travel-Guide-Activities)
- [Things to do in Boynton Beach](https://expedia.ca/Things-To-Do-In-Boynton-Beach.d6253.Travel-Guide-Activities)
- [Things to do in Daytona Beach](https://expedia.ca/Things-To-Do-In-Daytona-Beach.d6023995.Travel-Guide-Activities)
- [Things to do in Naples](https://expedia.ca/Things-To-Do-In-Naples.d602724.Travel-Guide-Activities)
- [Things to do in Key West](https://expedia.ca/Things-To-Do-In-Key-West.d1187.Travel-Guide-Activities)
- [Things to do in Cape Coral](https://expedia.ca/Things-To-Do-In-Cape-Coral.d6521.Travel-Guide-Activities)
- [Things to do in St. Augustine](https://expedia.ca/Things-To-Do-In-St-Augustine.d6047864.Travel-Guide-Activities)

Packages

- [Key West Vacations](https://expedia.ca/Key-West.d1187.Destination-Travel-Guides)

Vacation Rentals

- [Naples Vacation Rentals](https://expedia.ca/Naples-Vacation-Rentals.d602724.Travel-Guide-VacationRentals)

General

- [Visit Cocoa Beach](https://expedia.ca/Cocoa-Beach.dx6549)

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