Title: Winter Garden Vacation Rentals from CA $106: 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 7 - Jan 8](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2026-01-07&endDate=2026-01-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Jan 8 - Jan 9](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2026-01-08&endDate=2026-01-09&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This 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)

Next weekend

[Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2026-01-16&endDate=2026-01-18&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Winter Garden vacation rentals

![Outdoor pool](https://images.trvl-media.com/lodging/120000000/119950000/119940800/119940746/ef240453.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/120000000/119950000/119940800/119940746/cb26ecc3.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)

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

###  Monarch Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes

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

Winter Garden

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 $149

CA $330 total

includes taxes & fees

Jan 8 - Jan 9

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

![Apartment (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/123000000/122400000/122394000/122393906/36ca47eb.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/aa530929.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/123000000/122400000/122394000/122393906/32d6cea0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Upstay Condo Near Disney w Pool & Sauna

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

Winter Garden

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

![Lobby](https://images.trvl-media.com/lodging/77000000/76840000/76831200/76831174/a84b0d96.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)

![TV](https://images.trvl-media.com/lodging/77000000/76840000/76831200/76831174/3a3f7a97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Family Fun Condo: Pool, Sauna—near Disney

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

Winter Garden

CA $105

CA $356 total

includes taxes & fees

Jan 8 - Jan 9

[](https://www.expedia.ca/Orlando-Hotels-2BR-Condo-With-Shared-Pool-Hot-Tub.h76831174.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/122000000/121470000/121465200/121465188/2f7de61c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/122000000/121470000/121465200/121465188/40ae988e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Upstay Amazing Disney Condo w Patio Sleeps 6

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

Winter Garden

CA $127

CA $352 total

includes taxes & fees

Jan 13 - Jan 14

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

![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)

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

![Interior](https://images.trvl-media.com/lodging/105000000/104790000/104787100/104787062/038b19b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, DVD player, stereo](https://images.trvl-media.com/lodging/105000000/104790000/104787100/104787062/9ee0baae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Learn how to camp RV style in this Lux RV which sleeps up to 8 people.

[](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)

Winter Garden

CA $186

CA $318 total

includes taxes & fees

Jan 8 - Jan 9

[](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)

![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/121000000/120330000/120320900/120320860/247852a8.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)

![Exterior](https://images.trvl-media.com/lodging/121000000/120330000/120320900/120320860/w1154h743x78y81-12383f1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern LuXuRy Unit in beautiful Down Town Winter Garden with WIFI, Cable & POOL

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

Winter Garden

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 $157

CA $435 total

includes taxes & fees

Jan 17 - Jan 18

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

![Outdoor dining](https://images.trvl-media.com/lodging/110000000/109310000/109309900/109309891/6be5c08c.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)

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

### StylishAptWtrGrdnOppLake&Prk&Yrd

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

Winter Garden

9.8/10

Exceptional

(16)

"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 $275 total

includes taxes & fees

Jan 14 - Jan 15

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

![Point of interest](https://images.trvl-media.com/lodging/49000000/48650000/48644000/48643933/f2c6e82c.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)

### The Oak View Place.. 

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

Oakland

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 $248

CA $396 total

includes taxes & fees

Jan 11 - Jan 12

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

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

![Interior](https://images.trvl-media.com/lodging/111000000/110370000/110360700/110360679/ef2c4826.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/111000000/110370000/110360700/110360679/fa60b7e9.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/c74321aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### FunTropicalTinyHomeGolfCartLake

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

Winter Garden

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 $304 total

includes taxes & fees

Jan 8 - Jan 9

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

### Upstay - Large Condo Near Disney w Pool and Gym

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

Winter Garden

CA $94

CA $378 total

includes taxes & fees

Jan 13 - Jan 14

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

![Interior](https://images.trvl-media.com/lodging/123000000/122400000/122394000/122393988/fcde68e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122400000/122394000/122393988/93a2f26d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122400000/122394000/122393988/2c155f2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122400000/122394000/122393988/2ec1156d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo With Sauna, Games, Poolnear Disney

[](https://www.expedia.ca/Orlando-Hotels-Condo-With-Sauna.h122393988.Hotel-Information)

Winter Garden

[](https://www.expedia.ca/Orlando-Hotels-Condo-With-Sauna.h122393988.Hotel-Information)

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

![Pool](https://images.trvl-media.com/lodging/123000000/122130000/122123600/122123541/w1290h854x0y5-831e7781.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)

![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)

### Cozy 2 Bedroom Apartment in Winter Garden with fast wifi, pool & fitness room

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

Winter Garden

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 $277

CA $606 total

includes taxes & fees

Jan 20 - Jan 21

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

![Apartment](https://images.trvl-media.com/lodging/124000000/123080000/123073100/123073018/849d18f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/124000000/123080000/123073100/123073018/bb420b0f.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/f149bb45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Upstay Condo w Pool Sauna Sleeps 8

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

Winter Garden

CA $142

CA $403 total

includes taxes & fees

Feb 3 - Feb 4

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

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

![TV, table tennis](https://images.trvl-media.com/lodging/109000000/108430000/108428500/108428411/18b1c2af.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/109000000/108430000/108428500/108428411/85bf3b24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/109000000/108430000/108428500/108428411/13f5eff2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern 3BR Resort Condo with Pool near Disney

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

Winter Garden

CA $88

CA $374 total

includes taxes & fees

Jan 8 - Jan 9

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

![Interior](https://images.trvl-media.com/lodging/65000000/64160000/64156300/64156233/00fd23fb.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/65000000/64160000/64156300/64156233/b1fa24ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/65000000/64160000/64156300/64156233/d628d669.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/65000000/64160000/64156300/64156233/c59d9f4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Upstay: 3BR Condo w Pool, Sauna—Near Disney

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

Winter Garden

CA $87

CA $369 total

includes taxes & fees

Jan 13 - Jan 14

[](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.

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## Find vacation rentals that suit your style

Private vacation homes

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Aparthotels

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Apartments

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Condos

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Cabins

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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"

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

"Room was great, loved the pool and lazy river, great location, food options, and transportation. We will be staying here again!"

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

"10/10"

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

"Breakfast ended at 9, should have ended at 10 too short time and too many people Ran out of utensils and glassware Too long lines in queue with not enough seating space"

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

![Rosen Inn at Pointe Orlando](https://images.trvl-media.com/lodging/1000000/10000/8900/8892/8068a653_y.jpg)

### Rosen Inn at Pointe Orlando

10/10 Excellent

"The staff that were cleaning the rooms were very nice and thoughtful, always so attentive. The people at the fron desk on our way out were nice. "

[](https://expedia.ca/Orlando-Hotels-Rosen-Inn-At-Pointe-Orlando.h8892.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

"Yes"

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

"No breakfast "

[](https://expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-Hotel-Orlando-At-SeaWorld.h18874.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 great just like our first visit "

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

![Universal's Endless Summer Resort - Dockside Inn and Suites](https://images.trvl-media.com/lodging/34000000/33780000/33770400/33770341/c8859517_y.jpg)

### Universal's Endless Summer Resort - Dockside Inn and Suites

10/10 Excellent

"Amenities are great, food choices, 2 bedroom suite provided ample room, pool stayed open, shuttles to theme park and early access to select parks. Great value, great location. "

[](https://expedia.ca/Orlando-Hotels-Universals-Endless-Summer-Dockside-Inn-Suites.h33770341.Hotel-Information)

## Price trends for vacation rentals in Winter Garden

| Less expensive | More expensive | This month | Next month |
| -------------- | -------------- | ---------- | ---------- |
| October        | March          | CA $164    | CA $194    |

| Month     | Price   |
| --------- | ------- |
| January   | CA $164 |
| February  | CA $194 |
| March     | CA $196 |
| April     | CA $163 |
| May       | CA $154 |
| June      | CA $170 |
| July      | CA $175 |
| August    | CA $177 |
| September | CA $149 |
| October   | CA $147 |
| November  | CA $154 |
| December  | CA $171 |

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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- [Aparthotels in Winter Garden ](https://expedia.ca/Winter-Garden-Apart-Hotels.d7898-aaApartHotels.Travel-Guide-Accommodation)
- [Townhomes in Winter Garden ](https://expedia.ca/Winter-Garden-Townhomes.d7898-aaTownhomes.Travel-Guide-Accommodation)
- [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)
- [Motels in Winter Garden ](https://expedia.ca/Winter-Garden-Motels.d7898-aaMotels.Travel-Guide-Accommodation)
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- [Cabin Rentals in Winter Garden ](https://expedia.ca/Winter-Garden-Cabins.d7898-aaCabins.Travel-Guide-Accommodation)
- [Residences in Winter Garden ](https://expedia.ca/Winter-Garden-Residences.d7898-aaResidences.Travel-Guide-Accommodation)
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- [Holiday Park Resorts in Winter Garden ](https://expedia.ca/Winter-Garden-Holiday-Parks.d7898-aaHolidayParks.Travel-Guide-Accommodation)

## 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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