Title: Windermere Vacation Rentals from CA $107: Short-Term Rentals for 2025 | Expedia.ca

 

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# Windermere Vacation Rentals

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## Check prices for these dates

In two weeks

[Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=6085091&startDate=2025-11-28&endDate=2025-11-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=6085091&startDate=2026-01-09&endDate=2026-01-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=6085091&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=6085091&startDate=2026-03-06&endDate=2026-03-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Vacation Rentals in Windermere

![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/102000000/101420000/101419400/101419314/9c1ad52f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Classic Studio | Courtyard view](https://images.trvl-media.com/lodging/102000000/101420000/101419400/101419314/51af5f6d.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)

### The View Studio Suites and Event Venue

Orlando

8.4/10

Very good

(1360)

"Great staff, good breakfast Calm and quiet hotel"

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

Nabil

CA $95

CA $107 total

includes taxes & fees

Dec 1 - Dec 2

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

![Point of interest](https://images.trvl-media.com/lodging/1000000/20000/17800/17739/w3838h2563x0y0-7461da02.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

(2216)

"Good clean hotel"

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

Xochitl

CA $169

CA $227 total

includes taxes & fees

Nov 11 - Nov 12

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

![Cafe](https://images.trvl-media.com/lodging/2000000/1360000/1350900/1350864/48444cae.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)

### Lake Buena Vista Resort Village & Spa

Orlando

8.4/10

Very good

(9268)

"The staff was genuinely friendly and welcoming from the moment we arrived. The rooms were spotless, comfortable, and had everything we needed."

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

Grettel

CA $179

CA $242 total

includes taxes & fees

Nov 11 - Nov 12

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

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

![Property entrance](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068973/41323424.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Village Orlando, Celebration

Kissimmee

8.6/10

Excellent

(3020)

"Room was lovely and pool was a highlight!"

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

Anthony

CA $115

CA $166 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)

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

![Lake](https://images.trvl-media.com/lodging/2000000/1390000/1384700/1384631/99487324.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

(11570)

"Staff was super friendly. Resort was clean and there was many food options nearby "

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

Shelbi

CA $212

CA $294 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)

![Elite Cottage, 2 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/28000000/27550000/27548600/27548551/09444671.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)

![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

(1695)

"Having your private pool-spa was excellent and the rest of the grounds were excellent too, the pool with the hotel was my best pool ever.."

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

Mary

CA $226

CA $538 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Orlando-Hotels-Margaritaville-Resort-Orlando-Cottages-By-Rentyl.h27548551.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/2000000/1700000/1696000/1695932/93c8e502.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)

### The Berkley, Orlando

Kissimmee

9.6/10

Exceptional

(1971)

"This property meets ALL my needs and I'll continue to stay here when i visit Orlando. Always friendly staff when i arrive there! Looking forward to my next visit, next year."

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

Julia

CA $171

CA $208 total

includes taxes & fees

Nov 11 - Nov 12

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

![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)

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

### The Point Hotel & Suites

Florida Center

8.0/10

Very good

(3289)

"Clean rooms. The front staff was super nice and very helpful. "

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

Season

CA $144

CA $178 total

includes taxes & fees

Nov 19 - Nov 20

[](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 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)

![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)

![Lobby](https://images.trvl-media.com/lodging/2000000/1840000/1838800/1838783/67dca9c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Regal Oaks Resort Vacation Townhomes by IDILIQ

Kissimmee

8.4/10

Very good

(3001)

"Loved the location of the property and that the property was gated"

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

Darlene

CA $139

CA $436 total

includes taxes & fees

Nov 11 - Nov 12

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

![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)

![35-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/64000000/63930000/63925200/63925107/5cc47a36.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)

### The Point by Edge

Florida Center

8.4/10

Very good

(803)

"Nice room, easy check in process."

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

Christopher

CA $85

CA $113 total

includes taxes & fees

Nov 24 - Nov 25

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

![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)

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

### Club Wyndham Cypress Palms

Kissimmee

9.0/10

Wonderful

(1837)

"clean, great staff nice area and well maintained"

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

Sharon

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

(1421)

"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

CA $294

CA $400 total

includes taxes & fees

Dec 9 - Dec 10

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

![Deluxe Suite | Private kitchen](https://images.trvl-media.com/lodging/2000000/1670000/1667000/1666998/4686ee2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Blue Tree Resort at Lake Buena Vista

Orlando

8.6/10

Excellent

(1818)

"Nice and informative staff. "

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

Valerie

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

![Property grounds](https://images.trvl-media.com/lodging/1000000/20000/13800/13780/eeb74d5f.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)

![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

(2179)

"Great staff"

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

C B

CA $133

CA $221 total

includes taxes & fees

Nov 11 - Nov 12

[](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/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)

![Interior entrance](https://images.trvl-media.com/lodging/10000000/9050000/9046300/9046290/02d9bf29.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)

### Magic Village Yards, Trademark Collection by Wyndham

Kissimmee

9.2/10

Wonderful

(1150)

"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)

![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)

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

![In-room dining](https://images.trvl-media.com/lodging/2000000/1530000/1523100/1523018/391ea12d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vista Cay Resort by Millenium at Universal Blvd

Orlando

8.6/10

Excellent

(1567)

"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, 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

(1397)

"Everything was great over all"

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

Jesus

CA $131

CA $426 total

includes taxes & fees

Nov 16 - Nov 17

[](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)

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/112000000/111410000/111401500/111401427/5681a60b.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)

### Barefoot'n Resort Kissimmee Orlando

Kissimmee

9.0/10

Wonderful

(156)

"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 $138

CA $175 total

includes taxes & fees

Dec 10 - Dec 11

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

![Gift shop](https://images.trvl-media.com/lodging/2000000/1550000/1543900/1543827/f3667392.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

(4016)

"The suite only needs a smart TV in the living room. This is my favorite resort to stay in Orlando with family and friends. "

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

Ana

CA $215

CA $416 total

includes taxes & fees

Nov 23 - Nov 24

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

![Outdoor pool](https://images.trvl-media.com/lodging/119000000/118680000/118679700/118679692/69c70b42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118680000/118679700/118679692/71a6f0d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's play area - outdoor](https://images.trvl-media.com/lodging/119000000/118680000/118679700/118679692/6ab534a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior entrance](https://images.trvl-media.com/lodging/119000000/118680000/118679700/118679692/d67d1f84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Magical Dreams

Kissimmee

10/10

Exceptional

(2)

"Parking can be an issue but as long as you communicate with the others, you’ll be alright. "

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

Shana

CA $78

CA $185 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Orlando-Hotels-Magical-Dreams.h118679692.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=2025-11-24&endDate=2025-11-25&regionId=6085091&adults=2&sort=RECOMMENDED&openPlayBack=true)

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[Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWindermere-Vacation-Rentals.d6085091.Travel-Guide-VacationRentals)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWindermere-Vacation-Rentals.d6085091.Travel-Guide-VacationRentals)

## Top Windermere Hotel Reviews

![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

"Very nice, clean and spacious hotel, the only thing I did not like there was not coffee maker in the room "

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

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

### Universal's Cabana Bay Beach Resort

10/10 Excellent

"The staff is great."

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

"Wonderful location for Universal Studios. Easy to check in and check out. "

[](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

"The hotels is lovely and clean. I cant say enough about the young man who checked us in. He was amazingly helpful. He went above and beyond. He even lent the stapler to me . Breakfastis delicious. I love the fresh fruit and granola, with greek yogurt. Thank you "

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

![Rosen Inn Lake Buena Vista](//images.trvl-media.com/lodging/1000000/10000/1300/1264/2a9be677_y.jpg)

### Rosen Inn Lake Buena Vista

10/10 Excellent

"Great value for its location"

[](https://expedia.ca/Orlando-Hotels-Rosen-Inn-Lake-Buena-Vista.h1264.Hotel-Information)

![Holiday Inn Resort Kissimmee by the Parks by IHG](//images.trvl-media.com/lodging/1000000/60000/52900/52821/48f5f27b_y.jpg)

### Holiday Inn Resort Kissimmee by the Parks by IHG

10/10 Excellent

"Good"

[](https://expedia.ca/Orlando-Hotels-Holiday-Inn-Resort-Kissimmee-By-The-Parks-By-IHG.h52821.Hotel-Information)

![Holiday Inn Resort Orlando - Lake Buena Vista by IHG](//images.trvl-media.com/lodging/1000000/20000/19600/19535/aa564e7f_y.jpg)

### Holiday Inn Resort Orlando - Lake Buena Vista by IHG

10/10 Excellent

"Great"

[](https://expedia.ca/Orlando-Hotels-Holiday-Inn-Resort-Orlando-Lake-Buena-Vista.h19535.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

"Friendly staff, clean rooms, very well maintained property and great location."

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

![Wyndham I-Drive Avanti Resort & Conference Center](//images.trvl-media.com/lodging/1000000/10000/4000/3916/55b45a9e_y.jpg)

### Wyndham I-Drive Avanti Resort & Conference Center

10/10 Excellent

"Room was spacious, comfortable and very good stay for the price. Staff was friendly and attentive. Would stay again. Mind you first time staying here "

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

## Find out more about Windermere

**Everything you need to know about** **Windermere** **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 Windermere 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 Windermere vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

**Windermere vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Windermere. 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 Windermere 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 Windermere vacation rentals we have selected for you start as low as CA $107 per night. Entering your travel dates in the search wizard you might find even better deals!

**How to find incredible deals on Windermere rentals**

At Expedia, we put the best Windermere 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 Windermere 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 Windermere 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 Windermere. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

## Explore a world of travel with Expedia

-   Trending destinations on Expedia.ca
-   All accommodation types in Windermere

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-   [Québec Vacation Rentals](https://www.expedia.ca/Quebec-Vacation-Rentals.d180017.Travel-Guide-VacationRentals)

-   [Vacation Homes in Windermere](https://expedia.ca/Windermere-Private-Vacation-Homes.d6085091-aaPrivateVacationHomes.Travel-Guide-Accommodation)
-   [Villas in Windermere](https://expedia.ca/Windermere-Villas.d6085091-aaVillas.Travel-Guide-Accommodation)
-   [Condo Rentals in Windermere](https://expedia.ca/Windermere-Condos.d6085091-aaCondos.Travel-Guide-Accommodation)
-   [Apartments in Windermere](https://expedia.ca/Windermere-Apartments.d6085091-aaApartments.Travel-Guide-Accommodation)
-   [Cottages in Windermere](https://expedia.ca/Windermere-Cottages.d6085091-aaCottages.Travel-Guide-Accommodation)
-   [Resorts in Windermere](https://expedia.ca/Windermere-Resort-Hotels.d6085091-aaResortHotels.Travel-Guide-Accommodation)
-   [Aparthotels in Windermere](https://expedia.ca/Windermere-Apart-Hotels.d6085091-aaApartHotels.Travel-Guide-Accommodation)
-   [Townhomes in Windermere](https://expedia.ca/Windermere-Townhomes.d6085091-aaTownhomes.Travel-Guide-Accommodation)
-   [Guest Houses in Windermere](https://expedia.ca/Windermere-Guest-Houses.d6085091-aaGuestHouses.Travel-Guide-Accommodation)
-   [Chalets in Windermere](https://expedia.ca/Windermere-Chalets.d6085091-aaChalets.Travel-Guide-Accommodation)
-   [Motels in Windermere](https://expedia.ca/Windermere-Motels.d6085091-aaMotels.Travel-Guide-Accommodation)
-   [Condo Resorts in Windermere](https://expedia.ca/Windermere-Condominium-Resort.d6085091-aaCondominiumResort.Travel-Guide-Accommodation)
-   [B&B in Windermere](https://expedia.ca/Windermere-Bed-And-Breakfast.d6085091-aaBedAndBreakfast.Travel-Guide-Accommodation)
-   [Residences in Windermere](https://expedia.ca/Windermere-Residences.d6085091-aaResidences.Travel-Guide-Accommodation)
-   [Cabin Rentals in Windermere](https://expedia.ca/Windermere-Cabins.d6085091-aaCabins.Travel-Guide-Accommodation)
-   [Farmstay in Windermere](https://expedia.ca/Windermere-Agritourism.d6085091-aaAgritourism.Travel-Guide-Accommodation)
-   [RV Parks in Windermere](https://expedia.ca/Windermere-RV-Parks.d6085091-aaRVParks.Travel-Guide-Accommodation)
-   [Houseboats in Windermere](https://expedia.ca/Windermere-Houseboats.d6085091-aaHouseboats.Travel-Guide-Accommodation)
-   [Riads in Windermere](https://expedia.ca/Windermere-Riads.d6085091-aaRiads.Travel-Guide-Accommodation)
-   [Lodges in Windermere](https://expedia.ca/Windermere-Lodges.d6085091-aaLodges.Travel-Guide-Accommodation)
-   [Castles in Windermere](https://expedia.ca/Windermere-Castles.d6085091-aaCastles.Travel-Guide-Accommodation)
-   [Holiday Park Resorts in Windermere](https://expedia.ca/Windermere-Holiday-Parks.d6085091-aaHolidayParks.Travel-Guide-Accommodation)
-   [Hostels in Windermere](https://expedia.ca/Windermere-Hostels.d6085091-aaHostels.Travel-Guide-Accommodation)

## Frequently asked questions

### Can I find vacation rentals in Windermere?

> Yes, we offer vacation rentals where you'll be only 4.1 mi (6.6 km) from Universal Studios Florida, offering you a secluded option if you'd like a quiet spot to stay. Windermere is known for its restaurants and shopping. Make sure you have time to check out the beaches and sporting events during your trip.

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

> [The Berkley, Orlando](https://www.expedia.ca/Orlando-Hotels-The-Berkley.h1695932.Hotel-Information): Visitors like this Windermere vacation home rental. It 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 Windermere?

> Expedia has 14 vacation rentals for your stay in Windermere.

### What’s there to see and do in Windermere?

> Lake Butler and Tibet Butler Preserve are a couple of lovely local spots to get outside and enjoy nature. In the larger area, you’ll find popular places like Universal Studios Florida and Universal Orlando Resort.

### What’s a vacation rental in Windermere like?

> Vacation rentals are private properties you can book for several days or longer in Windermere. Vacation rentals offer extras such as patios, hot tubs, and fire pits so you'll feel right at home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of security away from shared hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental a popular choice for a family getaway.

### Expedia's Latest Trends

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Flights

-   [Flights to Kissimmee](https://expedia.ca/Cheap-Flights-To-Kissimmee.d7927.Travel-Guide-Flights)

Cars

-   [Car rentals in Kissimmee](https://expedia.ca/Car-Rentals-In-Kissimmee.d7927.Car-Rental-Guide)
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Activities

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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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)