Title: Winter Garden Vacation Rentals from CA $111: 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)

# Winter Garden Vacation Rentals

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## Check prices for these dates

Tonight

[Jan 2 - Jan 3](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2026-01-02&endDate=2026-01-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Jan 3 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2026-01-03&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=7898&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)

Next weekend

[Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Winter Garden vacation rentals

![Outdoor pool](https://images.trvl-media.com/lodging/120000000/119950000/119940800/119940746/d7dd68d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/120000000/119950000/119940800/119940746/f34eeefa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/120000000/119950000/119940800/119940746/7f4059be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/120000000/119950000/119940800/119940746/350afb93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Winter Garden

[](https://www.expedia.ca/Orlando-Hotels-Full-Apartment-W-King-Bed-Near-Parks.h119940746.Hotel-Information)

10/10

Exceptional

(2)

"Beautiful apartment, clean, quiet, and beautiful location. Host was very helpful. I would recommend this beautiful apartment for anyone wanting a home away from home."

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

Kowanda

CA $185

CA $370 total

includes taxes & fees

Jan 5 - Jan 6

[](https://www.expedia.ca/Orlando-Hotels-Full-Apartment-W-King-Bed-Near-Parks.h119940746.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/120000000/119610000/119604000/119603986/ce481792.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119610000/119604000/119603986/5fea2a23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/120000000/119610000/119604000/119603986/556c2373.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119610000/119604000/119603986/5b17dff8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Winter Garden

[](https://www.expedia.ca/Orlando-Hotels-Pool.h119603986.Hotel-Information)

CA $134

CA $379 total

includes taxes & fees

Jan 5 - Jan 6

[](https://www.expedia.ca/Orlando-Hotels-Pool.h119603986.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/77000000/76840000/76831200/76831174/a959839d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76840000/76831200/76831174/bdfa3153.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/77000000/76840000/76831200/76831174/1ca48d68.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/77000000/76840000/76831200/76831174/706d6146.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 $93

CA $340 total

includes taxes & fees

Jan 5 - Jan 6

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

![Apartment (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/123000000/122400000/122394000/122393906/685d7b00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/123000000/122400000/122394000/122393906/81cca01f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/123000000/122400000/122394000/122393906/d5242f01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (3 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/123000000/122400000/122394000/122393906/ccfec094.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Winter Garden

[](https://www.expedia.ca/Orlando-Hotels-Upstay-Condo-Near-Disney-W-Pool-Sauna.h122393906.Hotel-Information)

CA $156

CA $406 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Orlando-Hotels-Upstay-Condo-Near-Disney-W-Pool-Sauna.h122393906.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109310000/109309900/109309891/99f427d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/110000000/109310000/109309900/109309891/d37c7018.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's area](https://images.trvl-media.com/lodging/110000000/109310000/109309900/109309891/w585h439x0y1-eda7db8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/110000000/109310000/109309900/109309891/w583h389x1y3-03835583.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)

9.6/10

Exceptional

(15)

"Property was very clean, great communication with the host. I was hear for a funeral and the host was very kind with one of my requests. "

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

Nicole S.

CA $143

CA $278 total

includes taxes & fees

Jan 7 - Jan 8

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

![Apartment](https://images.trvl-media.com/lodging/122000000/121470000/121465200/121465188/35b87237.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/122000000/121470000/121465200/121465188/a3045124.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/122000000/121470000/121465200/121465188/eeb6b3fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/122000000/121470000/121465200/121465188/1e3300ae.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 $119

CA $343 total

includes taxes & fees

Jan 5 - Jan 6

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

![Terrace/patio](https://images.trvl-media.com/lodging/105000000/104790000/104787100/104787062/3ddd482b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/105000000/104790000/104787100/104787062/2d1d6a9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/105000000/104790000/104787100/104787062/44a18eea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104790000/104787100/104787062/b050a990.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mobile Home in Winter Garden

[](https://www.expedia.ca/Winter-Garden-Hotels-Learn-How-To-Camp-RV-Style-In-This-Lux-RV-Which-Sleeps-Up-To-8-People.h104787062.Hotel-Information)

CA $185

CA $318 total

includes taxes & fees

Jan 3 - Jan 4

[](https://www.expedia.ca/Winter-Garden-Hotels-Learn-How-To-Camp-RV-Style-In-This-Lux-RV-Which-Sleeps-Up-To-8-People.h104787062.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/121000000/120700000/120691900/120691807/4d89badc.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)

![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)

![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 $463 total

includes taxes & fees

Jan 3 - Jan 4

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

![Property grounds](https://images.trvl-media.com/lodging/121000000/120330000/120320900/120320860/1bb62079.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120330000/120320900/120320860/w1287h850x1y0-26e7c1f7.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)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/121000000/120330000/120320900/120320860/fe11eebc.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

(4)

"Host was awesome - fast responses and very helpful. The accommodations were clean and beautiful. Thank you so much!"

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

Jonathan T.

CA $143

CA $412 total

includes taxes & fees

Jan 21 - Jan 22

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

![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)

![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/d95d3737.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)

"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 $247

CA $399 total

includes taxes & fees

Jan 7 - Jan 8

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

![Pool](https://images.trvl-media.com/lodging/114000000/113870000/113867900/113867841/cd7c3d46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113870000/113867900/113867841/4d964c86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113870000/113867900/113867841/e9624c48.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 $91

CA $375 total

includes taxes & fees

Jan 5 - Jan 6

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

![Outdoor dining](https://images.trvl-media.com/lodging/111000000/110370000/110360700/110360679/01347bbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's area](https://images.trvl-media.com/lodging/111000000/110370000/110360700/110360679/w585h439x0y1-681ebbf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110370000/110360700/110360679/7337de51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110370000/110360700/110360679/18f6d5f9.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)

7.0/10

Good

(2)

"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 $165

CA $299 total

includes taxes & fees

Feb 2 - Feb 3

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

![Pool](https://images.trvl-media.com/lodging/101000000/100900000/100899200/100899138/d18ac818.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/101000000/100900000/100899200/100899138/49649efa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/101000000/100900000/100899200/100899138/8684d348.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/101000000/100900000/100899200/100899138/e3c10f8f.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 $97

CA $384 total

includes taxes & fees

Jan 7 - Jan 8

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

![Exterior](https://images.trvl-media.com/lodging/123000000/122130000/122123600/122123541/w1290h860x0y1-10cf3b3c.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)

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

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/123000000/122130000/122123600/122123541/61dc769d.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)

10/10

Exceptional

(1)

"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 $297

CA $634 total

includes taxes & fees

Jan 7 - Jan 8

[](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/120000000/119610000/119604200/119604156/9809b8a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/120000000/119610000/119604200/119604156/f9fa42fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/120000000/119610000/119604200/119604156/6dd9c2c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/120000000/119610000/119604200/119604156/c532a5ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Winter Garden

[](https://www.expedia.ca/Orlando-Hotels-King-Bed.h119604156.Hotel-Information)

CA $214

CA $485 total

includes taxes & fees

Jan 22 - Jan 23

[](https://www.expedia.ca/Orlando-Hotels-King-Bed.h119604156.Hotel-Information)

![Apartment](https://images.trvl-media.com/lodging/124000000/123080000/123073100/123073018/f80ae5f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/124000000/123080000/123073100/123073018/febda008.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/124000000/123080000/123073100/123073018/781a2f3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/124000000/123080000/123073100/123073018/9b371961.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Winter Garden

[](https://www.expedia.ca/Orlando-Hotels-Upstay-Condo-W-Pool-Sauna-Sleeps-8.h123073018.Hotel-Information)

CA $175

CA $438 total

includes taxes & fees

Jan 21 - Jan 22

[](https://www.expedia.ca/Orlando-Hotels-Upstay-Condo-W-Pool-Sauna-Sleeps-8.h123073018.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/109000000/108430000/108428500/108428411/17dca26c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/109000000/108430000/108428500/108428411/4e5cba83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108430000/108428500/108428411/58dfb2bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/109000000/108430000/108428500/108428411/04f77ad1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Winter Garden

[](https://www.expedia.ca/Orlando-Hotels-Condo-Near-Disney-W-Outdoor-Pool-And-Hot-Tub.h108428411.Hotel-Information)

CA $82

CA $367 total

includes taxes & fees

Jan 5 - Jan 6

[](https://www.expedia.ca/Orlando-Hotels-Condo-Near-Disney-W-Outdoor-Pool-And-Hot-Tub.h108428411.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83800000/83792600/83792527/6ff995d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/84000000/83800000/83792600/83792527/183eb42c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/84000000/83800000/83792600/83792527/17af9998.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83800000/83792600/83792527/7c6ac613.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

(29)

"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 $488

CA $836 total

includes taxes & fees

Jan 27 - Jan 28

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

![Property grounds](https://images.trvl-media.com/lodging/98000000/97590000/97586400/97586390/df776eb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/98000000/97590000/97586400/97586390/6e186bd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/98000000/97590000/97586400/97586390/fa795765.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/98000000/97590000/97586400/97586390/6a344f36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Winter Garden

[](https://www.expedia.ca/3BR-Condo-Pool.h97586390.Hotel-Information)

CA $102

CA $387 total

includes taxes & fees

Jan 8 - Jan 9

[](https://www.expedia.ca/3BR-Condo-Pool.h97586390.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/98000000/97070000/97063600/97063578/31abe013.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/98000000/97070000/97063600/97063578/c7b27a7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/98000000/97070000/97063600/97063578/d8ae4376.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/98000000/97070000/97063600/97063578/a688a8d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Winter Garden

[](https://www.expedia.ca/Orlando-Hotels-Modern-3BR-Condo-Pool-And-Hot-Tub-Near-Disney.h97063578.Hotel-Information)

"Super convenient if your family is looking for an affordable way to visit your college student participating in the Disney College program. Helped that it was pet friendly."

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

Jennifer A.

CA $91

CA $373 total

includes taxes & fees

Jan 6 - Jan 7

[](https://www.expedia.ca/Orlando-Hotels-Modern-3BR-Condo-Pool-And-Hot-Tub-Near-Disney.h97063578.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=2026-01-16&endDate=2026-01-17&regionId=7898&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Winter+Garden%2C+Florida%2C+United+States+of+America&regionId=7898&latLong=28.565285%2C-81.58618&adults=2&startDate=2026-04-02&d1=2026-04-02&endDate=2026-04-05&d2=2026-04-05&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=2026-04-02&d1=2026-04-02&endDate=2026-04-05&d2=2026-04-05&lodging=VACATION_HOME)

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=2026-04-02&d1=2026-04-02&endDate=2026-04-05&d2=2026-04-05&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=2026-04-02&d1=2026-04-02&endDate=2026-04-05&d2=2026-04-05&lodging=APARTMENT)

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=2026-04-02&d1=2026-04-02&endDate=2026-04-05&d2=2026-04-05&lodging=VILLA)

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=2026-04-02&d1=2026-04-02&endDate=2026-04-05&d2=2026-04-05&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=2026-04-02&d1=2026-04-02&endDate=2026-04-05&d2=2026-04-05&lodging=CABIN)

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=2026-04-02&d1=2026-04-02&endDate=2026-04-05&d2=2026-04-05&lodging=CHALET)

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## Top Winter Garden Hotel Reviews

![Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center](https://images.trvl-media.com/lodging/62000000/61350000/61340900/61340843/2b752fc1_y.jpg)

### Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

10/10 Excellent

"great location, hearty breakfast, friendly staff "

[](https://expedia.ca/Orlando-Hotels-Fairfield-Inn-Suites-By-Marriott-Orlando-Flamingo-CrossingWestern-Entrance.h61340843.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

"Rooms were great. Staff was great "

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

"A Home away from Home "

[](https://expedia.ca/Orlando-Hotels-Home2-Suites-By-Hilton-Orlando-Flamingo-Crossings.h58072517.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 staff was great! The villa was perfect! I would definetly stay again. This is the perfect place to call home away from home. Having a full kitchen allowed us to save money on food. I love that there was a washer and dryer in the unit. And the kids were happy to have their own beds."

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

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

### Universal's Cabana Bay Beach Resort

10/10 Excellent

"Everything was great"

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

![La Quinta Inn & Suites by Wyndham Orlando Airport North](https://images.trvl-media.com/lodging/1000000/130000/120400/120304/4fbafd8c_y.jpg)

### La Quinta Inn & Suites by Wyndham Orlando Airport North

10/10 Excellent

"Very convenient location "

[](https://expedia.ca/Orlando-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Orlando-Airport-North.h120304.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

"Great "

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

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

### Hyatt Regency Orlando

10/10 Excellent

"The pool is fantastic and family friendly. Location is outstanding."

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

"Good Hoye"

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

## Price trends for vacation rentals in Winter Garden

| Less expensive | More expensive | This month | Next month |
| -------------- | -------------- | ---------- | ---------- |
| October        | February       | CA $162    | CA $191    |

| Month     | Price   |
| --------- | ------- |
| January   | CA $162 |
| February  | CA $191 |
| March     | CA $190 |
| April     | CA $159 |
| May       | CA $151 |
| June      | CA $164 |
| July      | CA $166 |
| August    | CA $160 |
| September | CA $145 |
| October   | CA $135 |
| November  | CA $151 |
| December  | CA $159 |

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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## 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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- [Cheap Flights to Punta Gorda](https://expedia.ca/Cheap-Flights-To-Punta-Gorda.d9394.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 New Smyrna Beach](https://expedia.ca/Things-To-Do-In-New-Smyrna-Beach.d8943.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 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)

General

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

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