Title: Winter Garden Vacation Rentals from CA $106: Short-Term Rentals for 2025 | Expedia.ca

  

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# Winter Garden Vacation Rentals

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## Check prices for these dates

Tonight

[Nov 1 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2025-11-01&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Nov 2 - Nov 3](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2025-11-02&endDate=2025-11-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2025-11-14&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Vacation Rentals in Winter Garden

![Lobby sitting area](https://images.trvl-media.com/lodging/102000000/101420000/101419400/101419314/e5a258a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/102000000/101420000/101419400/101419314/df8149e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Basic Suite](https://images.trvl-media.com/lodging/102000000/101420000/101419400/101419314/1d67d055.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/102000000/101420000/101419400/101419314/9c1ad52f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The View Studio Suites and Event Venue

Orlando

8.4/10

Very good

(1340)

"great breakfast，big room"

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

jie

CA $94

CA $106 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Orlando-Hotels-The-View-Studio-Suites-And-Event-Venue.h101419314.Hotel-Information)

![2 outdoor pools, a heated pool, open 8:00 AM to 10:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/2000000/1360000/1350900/1350864/16b6b8e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior entrance](https://images.trvl-media.com/lodging/2000000/1360000/1350900/1350864/065c5c9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Couples treatment rooms, sauna, hot tub, body treatments, hydrotherapy](https://images.trvl-media.com/lodging/2000000/1360000/1350900/1350864/1ac2e574.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cafe](https://images.trvl-media.com/lodging/2000000/1360000/1350900/1350864/48444cae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lake Buena Vista Resort Village & Spa

Orlando

8.4/10

Very good

(9254)

"The pool was very nice. "

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

Rucvicet

CA $167

CA $229 total

includes taxes & fees

Nov 3 - Nov 4

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

![Reception](https://images.trvl-media.com/lodging/1000000/20000/17800/17739/3ccef447.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Point of interest](https://images.trvl-media.com/lodging/1000000/20000/17800/17739/d6bf10f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/1000000/20000/17800/17739/c2ba60e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/17800/17739/d5ee5eac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Florida Hotel & Conference Center in the Florida Mall

Orlando

9.2/10

Wonderful

(2197)

"Great spot right in the mall!!"

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

Cori

CA $168

CA $226 total

includes taxes & fees

Nov 15 - Nov 16

[](https://www.expedia.ca/Orlando-Hotels-Florida-Hotel-Conference-Center-In-The-Florida-Mall.h17739.Hotel-Information)

![Aerial view](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068973/fb6985f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hiking](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068973/9e1fc450.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Full-size fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068973/259ef4b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Snack bar](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068973/63e7fb0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Village Orlando, Celebration

Kissimmee

8.6/10

Excellent

(2995)

"Room was lovely and pool was a highlight!"

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

Anthony

CA $115

CA $154 total

includes taxes & fees

Nov 23 - Nov 24

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

![2 outdoor pools, a heated pool, open 7:00 AM to 11:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/2000000/1390000/1384700/1384631/9c36f753.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Poolside bar](https://images.trvl-media.com/lodging/2000000/1390000/1384700/1384631/9bf62517.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1390000/1384700/1384631/b5b8b288.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/2000000/1390000/1384700/1384631/a546a244.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Floridays Resort Orlando

International Drive District

8.6/10

Excellent

(11564)

"The size of the unit was great, it was quite and the pools and restaurants were great "

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

Yolanda

CA $211

CA $293 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Orlando-Hotels-Floridays-Resort-Orlando.h1384631.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/28000000/27550000/27548600/27548551/23050871.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/28000000/27550000/27548600/27548551/8bc597c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/28000000/27550000/27548600/27548551/26d508b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/28000000/27550000/27548600/27548551/f3c73455.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Margaritaville Cottages Orlando by Rentyl

Kissimmee

8.8/10

Excellent

(1680)

"Great place to stay."

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

David

CA $250

CA $564 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Orlando-Hotels-Margaritaville-Resort-Orlando-Cottages-By-Rentyl.h27548551.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1850000/1841600/1841539/3cbd195c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Minibar, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/2000000/1850000/1841600/1841539/a5a8a360.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1850000/1841600/1841539/c936fcfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe 1 Bedroom Suite with Spa Bath and Full Kitchen ](https://images.trvl-media.com/lodging/2000000/1850000/1841600/1841539/a0618b79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Point Hotel & Suites

Florida Center

8.0/10

Very good

(3285)

"shopping near by. Neighborhood very nice"

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

Yanet

CA $142

CA $176 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Orlando-Hotels-The-Point-Hotel-Suites.h1841539.Hotel-Information)

![View from property](https://images.trvl-media.com/lodging/2000000/1840000/1838800/1838783/1c94ee7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bars/lounges, poolside bar](https://images.trvl-media.com/lodging/2000000/1840000/1838800/1838783/71d234b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 restaurants, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/2000000/1840000/1838800/1838783/c7aa84cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Billiards](https://images.trvl-media.com/lodging/2000000/1840000/1838800/1838783/cab10b94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Regal Oaks Resort Vacation Townhomes by IDILIQ

Kissimmee

8.4/10

Very good

(2996)

"Property was clean. Although there were signs of water damage in the main washroom."

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

Ronald Curtis St.

CA $117

CA $410 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Orlando-Hotels-CLC-Regal-Oaks-Resort-Vacation-Townhomes.h1838783.Hotel-Information)

![Outdoor spa tub](https://images.trvl-media.com/lodging/2000000/1670000/1667000/1666998/862aa9c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1670000/1667000/1666998/d1d74c18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/2000000/1670000/1667000/1666998/734c2df8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/2000000/1670000/1667000/1666998/ccdc9319.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Blue Tree Resort at Lake Buena Vista

Orlando

8.6/10

Excellent

(1812)

"Very nice resort would stay again."

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

April

[](https://www.expedia.ca/Orlando-Hotels-Blue-Tree-Resort-At-Lake-Buena-Vista.h1666998.Hotel-Information)

![Private pool](https://images.trvl-media.com/lodging/1000000/460000/456400/456398/119c5a80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/460000/456400/456398/385d2d1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Laundry](https://images.trvl-media.com/lodging/1000000/460000/456400/456398/c43e187f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/460000/456400/456398/112efcbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Club Wyndham Cypress Palms

Kissimmee

9.0/10

Wonderful

(1830)

"This property was excellent. Very modern, clean and spacious, it was 4 of us and we had more than enough space."

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

Wilton

[](https://www.expedia.ca/Orlando-Hotels-Club-Wyndham-Cypress-Palms.h456398.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/64000000/63930000/63925200/63925107/80d95728.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Executive Double Room](https://images.trvl-media.com/lodging/64000000/63930000/63925200/63925107/w1194h800x0y0-16b5de6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/64000000/63930000/63925200/63925107/0d799665.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/64000000/63930000/63925200/63925107/671707b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Point by Edge

Florida Center

8.4/10

Very good

(802)

"Nice room, easy check in process."

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

Christopher

CA $112

CA $143 total

includes taxes & fees

Nov 16 - Nov 17

[](https://www.expedia.ca/Orlando-Hotels-Sonder-At-The-Point.h63925107.Hotel-Information)

![Water park](https://images.trvl-media.com/lodging/1000000/1000000/992500/992499/45af642e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![ONE BEDROOM GRANDE SUITE | Private kitchen](https://images.trvl-media.com/lodging/1000000/1000000/992500/992499/e96914e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/1000000/992500/992499/d90205e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/1000000/992500/992499/0666884a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Reunion Resort & Golf Club

Reunion

8.8/10

Excellent

(1420)

"Was amazing beautiful and is an special place to go with kids , we love it !! "

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

Yamila

[](https://www.expedia.ca/Orlando-Hotels-Reunion-Resort-Golf-Club.h992499.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)

![Condo, 4 Bedrooms (2 King, 1 Queen, & 2 Trundle Bed) | Balcony view](https://images.trvl-media.com/lodging/2000000/1700000/1696000/1695932/c3a6b674.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

(1963)

"Beautiful, perfect for a family getaway"

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

Cassandra

CA $177

CA $215 total

includes taxes & fees

Nov 3 - Nov 4

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

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/13800/13780/02c408bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/1000000/20000/13800/13780/9d28807d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Condo, 1 Bedroom | Garden view](https://images.trvl-media.com/lodging/1000000/20000/13800/13780/05f3b8a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Suite, 2 Bedrooms | Living area](https://images.trvl-media.com/lodging/1000000/20000/13800/13780/f3f3d997.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Parc Corniche Condominium Suite Hotel

International Drive District

8.0/10

Very good

(2174)

"Clean room"

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

cinthia

CA $128

CA $215 total

includes taxes & fees

Nov 10 - Nov 11

[](https://www.expedia.ca/Orlando-Hotels-Parc-Corniche-Condominium-Suite-Hotel.h13780.Hotel-Information)

![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1550000/1543900/1543827/34e62405.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1550000/1543900/1543827/6411765d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/2000000/1550000/1543900/1543827/fc96a768.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fountain](https://images.trvl-media.com/lodging/2000000/1550000/1543900/1543827/53566c8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### WorldQuest Orlando Resort

Orlando

8.4/10

Very good

(4012)

"The staff is friendly and the room was clean and cozy. It is close to most Disney parks and restaurants."

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

Jose

[](https://www.expedia.ca/Orlando-Hotels-WorldQuest-Orlando-Resort.h1543827.Hotel-Information)

![2 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/5000000/4660000/4651300/4651255/2fcd2016.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/5000000/4660000/4651300/4651255/b0f8f739.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exclusive Townhome, 4 Bedrooms, Private Pool | Living area](https://images.trvl-media.com/lodging/5000000/4660000/4651300/4651255/623713dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exclusive Townhome, 4 Bedrooms, Private Pool | Living area](https://images.trvl-media.com/lodging/5000000/4660000/4651300/4651255/e651e5b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Encantada Resort Vacation Townhomes by IDILIQ

Kissimmee

8.6/10

Excellent

(1395)

"2nd time staying here safe to say this is our second home "

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

Melanie

CA $117

CA $409 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Orlando-Hotels-CLC-Encantada-Resort-Vacation-Townhomes.h4651255.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/112000000/111410000/111401500/111401427/a1409b26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's play area - outdoor](https://images.trvl-media.com/lodging/112000000/111410000/111401500/111401427/0a0c9635.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![BBQ/picnic area](https://images.trvl-media.com/lodging/112000000/111410000/111401500/111401427/79f73889.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lake](https://images.trvl-media.com/lodging/112000000/111410000/111401500/111401427/45eee6a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Barefoot'n Resort Kissimmee Orlando

Kissimmee

9.0/10

Wonderful

(155)

"Condo has a friendly staff, clean and walking distance to Old Town. "

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

BONNIE

CA $144

CA $181 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Orlando-Hotels-Barefootn-Resort.h111401427.Hotel-Information)

![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/10000000/9050000/9046300/9046290/8e0b9435.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Villa, 3 Bedrooms, Non Smoking, Pool View (2 Floors)](https://images.trvl-media.com/lodging/10000000/9050000/9046300/9046290/aac68c83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pillowtop beds, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/10000000/9050000/9046300/9046290/6aa77251.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/10000000/9050000/9046300/9046290/b008f649.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Magic Village Yards, Trademark Collection by Wyndham

Kissimmee

9.2/10

Wonderful

(1148)

"Its mising a couple things for a complete kitchen. More utencils and pots"

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

Jesica

[](https://www.expedia.ca/Orlando-Hotels-Magic-Village-Yards.h9046290.Hotel-Information)

![2 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1530000/1523100/1523018/88f7a3d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1530000/1523100/1523018/6f331e67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sundeck](https://images.trvl-media.com/lodging/2000000/1530000/1523100/1523018/5f73228d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1530000/1523100/1523018/ae575801.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vista Cay Resort by Millenium at Universal Blvd

Orlando

8.6/10

Excellent

(1564)

"I love how kid friendly the property is."

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

STACY

[](https://www.expedia.ca/Orlando-Hotels-Vista-Cay-Resort-By-Millenium-At-Universal-Blvd.h1523018.Hotel-Information)

![2 outdoor pools, sun loungers](https://images.trvl-media.com/lodging/16000000/15840000/15835700/15835606/e16e48fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, dishwasher, cookware/dishes/utensils](https://images.trvl-media.com/lodging/16000000/15840000/15835700/15835606/b44ae4ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Balcony view](https://images.trvl-media.com/lodging/16000000/15840000/15835700/15835606/18e7f569.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/16000000/15840000/15835700/15835606/d080fefc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Club Wyndham Star Island

Kissimmee

8.2/10

Very good

(446)

"The resort was exceptionally beautiful, clean, secure and well kept. The two-bedroom accommodation was updated with elegant fixtures, first-class furnishings and conveniences. I was very impressed with the adjoining suite with its own living room and mini kitchen."

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

Dawn

[](https://www.expedia.ca/Orlando-Hotels-Club-Wyndham-Star-Island.h15835606.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=2025-11-15&endDate=2025-11-16&regionId=7898&adults=2&sort=RECOMMENDED&openPlayBack=true)

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[Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWinter-Garden-Vacation-Rentals.d7898.Travel-Guide-VacationRentals)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinter-Garden-Vacation-Rentals.d7898.Travel-Guide-VacationRentals)

## Top Winter Garden Hotel Reviews

![Sheraton Vistana Villages Resort Villas, I-Drive/Orlando](//images.trvl-media.com/lodging/1000000/540000/539500/539487/88f9edce_y.jpg)

### Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

10/10 Excellent

"The staff was wonderful! We've been staying at this property for 20 years, never disappoints. Our home away from home when we take a quick trip to Orlando for a couple of days. Most comfortable beds in the world!"

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

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

### Walt Disney World Dolphin

10/10 Excellent

"Everything was what I expected. Staff was extremely courteous and helpful. "

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

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

### Marriott's Grande Vista

10/10 Excellent

"Nice stay will book again "

[](https://expedia.ca/Orlando-Hotels-Marriotts-Grande-Vista.h853519.Hotel-Information)

![The Grove Resort & Water Park Orlando](//images.trvl-media.com/lodging/5000000/4700000/4691700/4691657/c5a7d392_y.jpg)

### The Grove Resort & Water Park Orlando

10/10 Excellent

"Amazing resort will recommend I will come Back every time here luxury style a few out dated balcony furniture but other than that amazing "

[](https://expedia.ca/Orlando-Hotels-The-Grove-Resort-Water-Park-Orlando.h4691657.Hotel-Information)

![Homewood Suites by Hilton Orlando at Flamingo Crossings](//images.trvl-media.com/lodging/59000000/59000000/58998500/58998470/40f09a6f_y.jpg)

### Homewood Suites by Hilton Orlando at Flamingo Crossings

10/10 Excellent

"Nice room, fun pool. Close to disney"

[](https://expedia.ca/Orlando-Hotels-Homewood-Suites-By-Hilton-Flamingo-Crossings.h58998470.Hotel-Information)

![DoubleTree by Hilton Orlando Airport](//images.trvl-media.com/lodging/1000000/20000/12300/12270/5d85f82f_y.jpg)

### DoubleTree by Hilton Orlando Airport

10/10 Excellent

"Booked this hotel for a family of 4 last week cruising out of Canaveral and WOW!!! Less than a 10-15 minute Uber or hotel shuttle ride to MCO and less than an hour ride to Canaveral. Their complimentary hotel shuttle runs every 15 minutes to MCO. Our flight arrived earlier than expected and our room was not ready but Isabel at the service desk gave us a free breakfast voucher anyway! If you have the time make it to the restaurant, ask for Emilyann... She is absolutely incredible. Her customer service was impeccable and my children loved interacting with her! She had other local recommendations to try but we had no reason to go anywhere else. The food is amazing! Our family valued the service from this hotel so much that we canceled our return hotel stay with another property and rebooked at this DoubleTree. Furthermore, on our return trip we were early for check-in but the front desk knew we had rebooked and had a room ready for us! Don't look anywhere else, book here and you will not be disappointed. "

[](https://expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-Orlando-Airport.h12270.Hotel-Information)

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

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

10/10 Excellent

"Access "

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

![Ramada by Wyndham Suites Orlando Airport](//images.trvl-media.com/lodging/1000000/130000/120400/120303/2eaf4a61_y.jpg)

### Ramada by Wyndham Suites Orlando Airport

10/10 Excellent

"good"

[](https://expedia.ca/Orlando-Hotels-Ramada-By-Wyndham-Suites-Orlando-Airport.h120303.Hotel-Information)

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

### Rosen Inn at Pointe Orlando

10/10 Excellent

"Está muy linda "

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

## Price trends for vacation rentals in Winter Garden

| Less expensive | More expensive | This month | Next month |
| --- | --- | --- | --- |
| September | December | CA $146 | CA $199 |

| Month | Price |
| --- | --- |
| January | CA $171 |
| February | CA $194 |
| March | CA $191 |
| April | CA $160 |
| May | CA $153 |
| June | CA $153 |
| July | CA $180 |
| August | CA $166 |
| September | CA $139 |
| October | CA $171 |
| November | CA $146 |
| December | CA $199 |

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

**Everything you need to know about** **Winter Garden** **vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Winter Garden vacation rental for you. At Expedia, you can take your pick from [private vacation homes](https://www.expedia.ca/aa/PrivateVacationHomes), [apartments](https://www.expedia.ca/aa/Apartments), cottages, [cabins](https://www.expedia.ca/aa/Cabins), villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winter Garden vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

**Winter Garden vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Winter Garden. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winter Garden vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winter Garden vacation rentals we have selected for you start as low as CA $106 per night. Entering your travel dates in the search wizard you might find even better deals!

**How to find incredible deals on Winter Garden rentals**

At Expedia, we put the best Winter Garden vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Winter Garden rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winter Garden vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winter Garden. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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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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-   [Guest Houses in Winter Garden](https://expedia.ca/Winter-Garden-Guest-Houses.d7898-aaGuestHouses.Travel-Guide-Accommodation)
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-   [Castles in Winter Garden](https://expedia.ca/Winter-Garden-Castles.d7898-aaCastles.Travel-Guide-Accommodation)
-   [Holiday Park Resorts in Winter Garden](https://expedia.ca/Winter-Garden-Holiday-Parks.d7898-aaHolidayParks.Travel-Guide-Accommodation)
-   [Hostels in Winter Garden](https://expedia.ca/Winter-Garden-Hostels.d7898-aaHostels.Travel-Guide-Accommodation)

## Frequently asked questions

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

> Yes, we offer vacation rentals in Winter Garden close to Surfari Water Park, or you can go with a more remote option if you'd like a relaxing place to stay. Tourists who visit Winter Garden speak highly of the fun-filled theme parks and array of shops. While you're here, grab a bite or have a drink at the top-notch restaurants.

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

> [The Berkley, Orlando](https://www.expedia.ca/Orlando-Hotels-The-Berkley.h1695932.Hotel-Information): This vacation home rental near Winter Garden offers a furnished patio, a terrace, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a microwave, and a coffee maker. You can relax into your vacation with an arcade game room and a hot tub.

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

> With 37 Expedia vacation rentals, you're sure to find just the right place for your Winter Garden stay.

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

> Family-friendly attractions include Surfari Water Park and Central Florida Railroad Museum, whereas Lake Butler and Lake Louisa State Park are a couple of great spots to enjoy the outdoors. Universal Studios Florida and Universal Orlando Resort are other popular places to visit in the area.

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

> Vacation rentals are privately owned accommodations you can book for a couple days or more in Winter Garden. Vacation rentals offer amenities such as kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about a clean environment, vacation rentals can provide a sense of safety away from public hotel elevators and busy front desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive choice for family trips.

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Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go.

Scan the QR code with your device camera and download our app

![QR code to download the app](data:image/png;base64,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)