Title: Winter Garden Vacation Home Rentals from CA $205: Search Top Private Vacation Homes for Rent | 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)[Vacation Rentals in Winter Garden](https://expedia.ca/Winter-Garden-Vacation-Rentals.d7898.Travel-Guide-VacationRentals)[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

In two weeks

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Browse Select Winter Garden Vacation Homes

![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/84000000/83800000/83792600/83792527/17af9998.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/dbb2cad2.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)

### WATERFRONTWntrGdnHSE VIEWS Dock Wildlife 13mi Disn

Winter Garden

10/10

Exceptional

(29)

"property was extremely clean, beautiful view and convenient to an active downtown area!"

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

Lorenzo T.

CA $375

CA $696 total

includes taxes & fees

Dec 10 - Dec 11

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

![Lobby](https://images.trvl-media.com/lodging/2000000/1700000/1696000/1695932/c7c5e131.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 outdoor pools](https://images.trvl-media.com/lodging/2000000/1700000/1696000/1695932/cb9347c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1700000/1696000/1695932/4a4db2cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1700000/1696000/1695932/93c8e502.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Berkley, Orlando

Kissimmee

9.6/10

Exceptional

(2000)

"Recommended amazing stay."

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

Elf

CA $170

CA $207 total

includes taxes & fees

Dec 18 - Dec 19

[](https://www.expedia.ca/Orlando-Hotels-The-Berkley.h1695932.Hotel-Information)

![Villa, Patio | Terrace/patio](https://images.trvl-media.com/lodging/122000000/121150000/121146200/121146198/9a371b51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/122000000/121150000/121146200/121146198/bdad171c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/122000000/121150000/121146200/121146198/d731dfd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free WiFi](https://images.trvl-media.com/lodging/122000000/121150000/121146200/121146198/b33301bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern Villa 

Haines City

CA $235

CA $332 total

includes taxes & fees

Jan 1 - Jan 2, 2026

[](https://www.expedia.ca/Haines-City-Hotels-Modern-Villa.h121146198.Hotel-Information)

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/119000000/118980000/118975900/118975859/c49ecb83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | Private kitchen](https://images.trvl-media.com/lodging/119000000/118980000/118975900/118975859/6a98343c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/119000000/118980000/118975900/118975859/b93648ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/119000000/118980000/118975900/118975859/d39c9c0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### South Facing W/ Private Pool & Spa

Crescent Lakes

CA $236

CA $893 total

includes taxes & fees

Dec 11 - Dec 12

[](https://www.expedia.ca/Kissimmee-Hotels-South-Facing-W-Private-Pool-Spa.h118975859.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/116000000/115760000/115756400/115756335/7ca78ee9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/116000000/115760000/115756400/115756335/d96864b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/116000000/115760000/115756400/115756335/963e48a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/116000000/115760000/115756400/115756335/72a324b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 2-bedroom apartment in house with AC, WiFi included

Apopka

10/10

Exceptional

(10)

"It was quiet, clean and had snacks and drinks for us."

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

Lori

CA $143

CA $205 total

includes taxes & fees

Dec 23 - Dec 24

[](https://www.expedia.ca/Apopka-Hotels-Charming-2-Bedroom-Apartment-In-House-With-AC.h115756335.Hotel-Information)

![Outdoor pool, open 7:00 AM to 11:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/60000/57600/57584/708057f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/1000000/60000/57600/57584/37572760.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/1000000/60000/57600/57584/5839679e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/60000/57600/57584/54516d89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Marriott's Sabal Palms

Orlando

9.6/10

Exceptional

(204)

"Room was great, staff friendly and grounds are clean. "

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

DENNIS

CA $352

CA $396 total

includes taxes & fees

Jan 5 - Jan 6, 2026

[](https://www.expedia.ca/Orlando-Hotels-Marriotts-Sabal-Palms.h57584.Hotel-Information)

![Private pool](https://images.trvl-media.com/lodging/76000000/75970000/75962100/75962058/9a3d3e1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Townhome, 4 Bedrooms, Private Pool | Living area](https://images.trvl-media.com/lodging/76000000/75970000/75962100/75962058/f89a4e36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Townhome, 5 Bedrooms, Private Pool | Living area](https://images.trvl-media.com/lodging/76000000/75970000/75962100/75962058/85d76152.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Townhome, 5 Bedrooms, Private Pool | Private kitchen](https://images.trvl-media.com/lodging/76000000/75970000/75962100/75962058/6699c829.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Formosa Valley Resort by UNE Homes

Kissimmee

9.4/10

Exceptional

(193)

"Loved our stay here. Would highly recommend "

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

Walter

CA $229

CA $701 total

includes taxes & fees

Dec 10 - Dec 11

[](https://www.expedia.ca/Orlando-Hotels-Formosa-Valley-Resort-By-UNE-Homes.h75962058.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103820000/103819600/103819510/w904h683x60y0-9636f792.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's area](https://images.trvl-media.com/lodging/104000000/103820000/103819600/103819510/w508h683x258y0-ce694b88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/104000000/103820000/103819600/103819510/891d3ead.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/104000000/103820000/103819600/103819510/6b522b6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Renovated Peaceful Luxury Walk to Mall Park Publix

Altamonte Springs

9.4/10

Exceptional

(13)

"Centrally located to family. The unit was comfortable for the 2 of us and we had our own space."

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

Pat D.

CA $118

CA $261 total

includes taxes & fees

Dec 11 - Dec 12

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

![Spa](https://images.trvl-media.com/lodging/108000000/107030000/107023600/107023505/53946c83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107030000/107023600/107023505/aee1535f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/108000000/107030000/107023600/107023505/2f7086b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![6 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/108000000/107030000/107023600/107023505/c77b0cc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 6-bedroom 3bath "Clue" Themed home near parks

Orlando

9.0/10

Wonderful

(9)

"Close to where we need to work."

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

Joe C.

CA $137

CA $475 total

includes taxes & fees

Dec 11 - Dec 12

[](https://www.expedia.ca/Orlando-Hotels-6-Bedroom-3bath-Clue-Themed-Home-Near-Parks.h107023505.Hotel-Information)

![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/102000000/101740000/101732300/101732225/3b5cc5d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/102000000/101740000/101732300/101732225/e23f53e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/102000000/101740000/101732300/101732225/d58dc990.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/102000000/101740000/101732300/101732225/6fac82c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home! 

Casselberry

9.8/10

Exceptional

(43)

"The home was cozy and very clean, the neighborhood was very quiet and nice. We enjoyed our stay ."

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Suleidys M.

CA $174

CA $336 total

includes taxes & fees

Dec 10 - Dec 11

[](https://www.expedia.ca/Casselberry-Hotels-Sleeps-8-3-Bedrooms-2-Full-BathromsGameroom-Your-Perfect-Vacation-Home.h101732225.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88940000/88935900/88935896/940d6722.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/89000000/88940000/88935900/88935896/3d86b740.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/89000000/88940000/88935900/88935896/w1020h683x4y0-89e60dc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/89000000/88940000/88935900/88935896/w1010h683x0y0-03341464.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Retreat with bike access/full kitchen/Fence yard/board games/mins from Orlando

Tavares

9.4/10

Exceptional

(35)

"Loved the size of the kitchen and living room! Great floor plan (location of bedrooms gave privacy to guests) Was lacking in hand towels and washcloths, thankfully I brought my own. Beds were comfortable, loved the mattress in the master bedroom. Will definitely stay again!"

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

Angela C.

CA $124

CA $402 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/Tavares-Hotels-Gorgeous-3-Bedroom-House-6-Minutes-To-Downtown-Mount-Dora.h88935896.Hotel-Information)

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

![Terrace/patio](https://images.trvl-media.com/lodging/80000000/79110000/79101400/79101352/22daceba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/80000000/79110000/79101400/79101352/508e124a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

### Private house with pool Kissimmee/Orlando 

Buena Ventura Lakes

9.8/10

Exceptional

(49)

"Everything was just as described. Definitely recommend!"

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

candace g.

CA $235

CA $530 total

includes taxes & fees

Dec 10 - Dec 11

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

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/121000000/120570000/120561000/120560901/19ef2802.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/121000000/120570000/120561000/120560901/bca57ac2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/121000000/120570000/120561000/120560901/d4711ad6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/121000000/120570000/120561000/120560901/996eceb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fully renovated 3-bedroom townhome Kissimmee - Close to theme parks and airport

Buena Ventura Lakes

8.8/10

Excellent

(3)

"Good location and communication. "

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

Douglas C.

CA $127

CA $413 total

includes taxes & fees

Dec 16 - Dec 17

[](https://www.expedia.ca/Orlando-Hotels-Fully-Renovated-3-Bedroom-Townhome-Kissimmee-Close-To-Theme-Parks-And-Airport.h120560901.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/58000000/57710000/57709100/57709079/1cc7ae4d_edited_312c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/58000000/57710000/57709100/57709079/8031a0d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/58000000/57710000/57709100/57709079/aaf54c23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/58000000/57710000/57709100/57709079/5507269f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mi Casa Es Su Casa!!🏡 4 Bdrm home with pool

Orlando

8.8/10

Excellent

(99)

"We had a great time at the house! Close to everything, spacious, clean, and with a good host! "

![Norway](https://a.travel-assets.com/egds/marks/flags/no.svg)

Synnøve Sætervik H.

CA $123

CA $624 total

includes taxes & fees

Dec 10 - Dec 11

[](https://www.expedia.ca/Orlando-Hotels-Mi-Casa-Es-Su-Casa-4-Bdrm-Home-With-Pool.h57709079.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/72000000/71400000/71390500/71390454/317f5611.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/72000000/71400000/71390500/71390454/56123f7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71400000/71390500/71390454/fd5382a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/72000000/71400000/71390500/71390454/07442a18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Florida Vacation with pool fun for families 

Casselberry

9.6/10

Exceptional

(38)

"Awesome location, nice home, and great pool"

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

Daniel W.

CA $177

CA $483 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/Casselberry-Hotels-Florida-Vacation-With-Pool-Fun-For-Families.h71390454.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/92000000/91710000/91709400/91709365/5dd42657.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/92000000/91710000/91709400/91709365/579c49ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/92000000/91710000/91709400/91709365/af5d823a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91710000/91709400/91709365/f263e21f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Midway between Disney and the Gulf beaches

Polk City

10/10

Exceptional

(63)

"Nice place to stay on our trip"

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

John M.

CA $137

CA $260 total

includes taxes & fees

Dec 10 - Dec 11

[](https://www.expedia.ca/Polk-City-Hotels-Midway-Between-Disney-And-The-Gulf-Beaches.h91709365.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/97000000/96330000/96324400/96324346/w903h683x60y0-0663f7da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96330000/96324400/96324346/w507h683x259y0-14c52656.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/97000000/96330000/96324400/96324346/0e092dea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/97000000/96330000/96324400/96324346/6802b901.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### “The Clementine” Boho Home in Orlando’s Food Scene

Park Lake - Highland

9.6/10

Exceptional

(18)

"Clean house with nice kitchen amenities. Good shower and good hot water. Good air conditioning and high ceiling. Very convenient location for good food. Nice host. The Vrbo App is hard to use for communicating."

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Ngar

CA $116

CA $251 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/Orlando-Hotels-The-Clementine-Quaint-Boho-Home-In-Local-Orlando.h96324346.Hotel-Information)

![Design House, 6 Bedrooms, Private Pool | Private kitchen](https://images.trvl-media.com/lodging/116000000/115470000/115464800/115464733/1a940d14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Design House, 6 Bedrooms, Private Pool](https://images.trvl-media.com/lodging/116000000/115470000/115464800/115464733/2c257e0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Design House, 6 Bedrooms, Private Pool | Living area](https://images.trvl-media.com/lodging/116000000/115470000/115464800/115464733/7da91279.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Design House, 6 Bedrooms, Private Pool | Private kitchen](https://images.trvl-media.com/lodging/116000000/115470000/115464800/115464733/4e2c3202.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### FL- 1844 GOBI DR

Kissimmee

CA $209

CA $570 total

includes taxes & fees

Dec 16 - Dec 17

[](https://www.expedia.ca/Orlando-Hotels-FL-1844-GOBI-DR.h115464733.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/30000000/29760000/29759000/29758985/e5adeed8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family House | Private kitchen](https://images.trvl-media.com/lodging/30000000/29760000/29759000/29758985/de072b6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/30000000/29760000/29759000/29758985/fb7ebffe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | Private kitchen](https://images.trvl-media.com/lodging/30000000/29760000/29759000/29758985/82ec7f99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Davenport Vacation Homes by Shine FM

Tuscan Hills

8.4/10

Very good

(26)

"it was a great property to stay in!"

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

Nancy

CA $151

CA $333 total

includes taxes & fees

Jan 8 - Jan 9, 2026

[](https://www.expedia.ca/Orlando-Hotels-Davenport-Vacation-Homes-By-Shine-FM.h29758985.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/46000000/45480000/45475800/45475725/w1273h963x0y450-7d668ca4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/46000000/45480000/45475800/45475725/7343bc07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/46000000/45480000/45475800/45475725/5e933c6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/46000000/45480000/45475800/45475725/4430650b_edited_f86c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### It’s only 15 minutes drive to Disney World and the amazing outlets in Orlando

Kissimmee

9.8/10

Exceptional

(26)

"Very nice place to stay!"

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

Vasiliy D.

CA $158

CA $425 total

includes taxes & fees

Dec 16 - Dec 17

[](https://www.expedia.ca/La-Habra-Hotels-Vrbo-Property.h45475725.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=2025-12-23&endDate=2025-12-24&regionId=7898&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Condos

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Private vacation homes

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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=2026-03-09&d1=2026-03-09&endDate=2026-03-12&d2=2026-03-12&lodging=APARTMENT)

Aparthotels

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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=2026-03-09&d1=2026-03-09&endDate=2026-03-12&d2=2026-03-12&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=2026-03-09&d1=2026-03-09&endDate=2026-03-12&d2=2026-03-12&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=2026-03-09&d1=2026-03-09&endDate=2026-03-12&d2=2026-03-12&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=2026-03-09&d1=2026-03-09&endDate=2026-03-12&d2=2026-03-12&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

"Room clean and staff were super helpful and corteus "

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

"Did not experiemce breakfast. "

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

![Hilton Vacation Club Aqua Sol Orlando West](https://images.trvl-media.com/lodging/1000000/700000/692700/692650/0986573c_y.jpg)

### Hilton Vacation Club Aqua Sol Orlando West

10/10 Excellent

"Excellent "

[](https://expedia.ca/Orlando-Hotels-Liki-Tiki-Village.h692650.Hotel-Information)

![DoubleTree by Hilton at the Entrance to Universal Orlando](https://images.trvl-media.com/lodging/1000000/10000/5400/5398/4997b5df_y.jpg)

### DoubleTree by Hilton at the Entrance to Universal Orlando

10/10 Excellent

"Great staff"

[](https://expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-At-The-Entrance-To-Universal-Orlando.h5398.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

"Awesome"

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

![Walt Disney World Dolphin](https://images.trvl-media.com/lodging/1000000/20000/12800/12710/a6b6c49c_y.jpg)

### Walt Disney World Dolphin

10/10 Excellent

"Great "

[](https://expedia.ca/Orlando-Hotels-Walt-Disney-World-Dolphin.h12710.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

"Friendly and helpful staff; proximity to attractions. "

[](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

"At the beginning of November we stayed at Avanti and it was very filthy but this last stay we were very happy, the rooms were clean and towels as well "

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

"This is the best hotel we ever stayed at. It has a full refrigerator, washer and dryer, oven, stove, microwave, private bedroom with closet, tv, most comfortable bed and pillows and staff is great! We also love the deep jacuzzi tub."

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

## Price trends for Vacation Homes in Winter Garden

| Less expensive | More expensive | This month | Next month |
| -------------- | -------------- | ---------- | ---------- |
| April          | December       | CA $238    | CA $192    |

| Month     | Price   |
| --------- | ------- |
| January   | CA $192 |
| February  | CA $208 |
| March     | CA $210 |
| April     | CA $189 |
| May       | CA $195 |
| June      | CA $219 |
| July      | CA $226 |
| August    | CA $195 |
| September | CA $195 |
| October   | CA $195 |
| November  | CA $195 |
| December  | CA $238 |

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 Homes in Winter Garden. Select dates and complete search for nightly totals inclusive of taxes and fees.

## Find out more about Winter Garden

## Winter Garden Vacation Homes information

| Number of reviews | 2,842                |
| ----------------- | -------------------- |
| Accommodation     | 30782 Vacation Homes |
| Lowest Price      | CA $205              |
| Highest Price     | CA $893              |

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