Title: Windermere Vacation Home Rentals from CA $156: Search Top Private Vacation Homes for Rent | Expedia.ca

[Hotels in Windermere](https://expedia.ca/Windermere-Hotels.d6085091.Travel-Guide-Hotels)[Vacation Rentals in Windermere](https://expedia.ca/Windermere-Vacation-Rentals.d6085091.Travel-Guide-VacationRentals)[Flights to Windermere](https://expedia.ca/Cheap-Flights-To-Windermere.d6085091.Travel-Guide-Flights)[Things to do in Windermere](https://expedia.ca/Things-To-Do-In-Windermere.d6085091.Travel-Guide-Activities)[Windermere Car Rentals](https://expedia.ca/Car-Rentals-In-Windermere.d6085091.Car-Rental-Guide)[Windermere Vacation Packages](https://expedia.ca/Windermere.d6085091.Destination-Travel-Guides)

![Aerial Overlooking Lakeside Homes in Central Florida](https://images.trvl-media.com/place/6085091/7090f298-653b-4ae8-a3d7-158982a4a6fe.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/6085091/7090f298-653b-4ae8-a3d7-158982a4a6fe.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=6085091&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=6085091&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=6085091&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 26 - Jun 28](https://www.expedia.ca/Hotel-Search?regionId=6085091&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Windermere vacation homes

![Outdoor dining](https://images.trvl-media.com/lodging/91000000/90160000/90150800/90150726/w510h683x257y0-fb46a368.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90160000/90150800/90150726/a7e04363.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/91000000/90160000/90150800/90150726/w822h683x101y0-5deb0938.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/91000000/90160000/90150800/90150726/w509h683x258y0-5fdda96a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sunshine Escape Guesthouse ☀

[](https://www.expedia.ca/Orlando-Hotels-Sunshine-Escape-Guesthouse.h90150726.Hotel-Information)

Orlando

9.6/10

Exceptional

(14 reviews)

"The property was immaculately clean, stylish, roomy and private! It was so convenient to everything yet on the outskirts in a quiet peaceful neighborhood. "

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

KELLY Z.

CA $80

CA $232 total

includes taxes & fees

Mar 15 - Mar 16

[](https://www.expedia.ca/Orlando-Hotels-Sunshine-Escape-Guesthouse.h90150726.Hotel-Information)

![Desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110900000/110899600/110899535/6dda6e1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110900000/110899600/110899535/eaab3aaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/111000000/110900000/110899600/110899535/f3194556.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110900000/110899600/110899535/10f10890.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Studio in the heart of Orlando

[](https://www.expedia.ca/Orlando-Hotels-Studio-In-The-Heart-Of-Orlando.h110899535.Hotel-Information)

Azalea Park

9.2/10

Wonderful

(5 reviews)

"Very nice and clean and comfortable "

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

Kahari

CA $65

CA $215 total

includes taxes & fees

Mar 4 - Mar 5

[](https://www.expedia.ca/Orlando-Hotels-Studio-In-The-Heart-Of-Orlando.h110899535.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76800000/76796200/76796154/007d7708.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/77000000/76800000/76796200/76796154/eeba5a7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/77000000/76800000/76796200/76796154/3705d988.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76800000/76796200/76796154/38190ff8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious Vacation Home 20 min from Theme Parks!

[](https://www.expedia.ca/Orlando-Hotels-Spacious-Vacation-Home-20-Min-From-Theme-Parks.h76796154.Hotel-Information)

Buena Ventura Lakes

9.2/10

Wonderful

(56 reviews)

"Property was very clean and welcoming. Great space for family time. Comfortable lounging and beds."

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

Jamie C.

CA $206

CA $524 total

includes taxes & fees

Mar 11 - Mar 12

[](https://www.expedia.ca/Orlando-Hotels-Spacious-Vacation-Home-20-Min-From-Theme-Parks.h76796154.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/90000000/89410000/89401800/89401769/c965de3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/90000000/89410000/89401800/89401769/3ae1f54c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi](https://images.trvl-media.com/lodging/90000000/89410000/89401800/89401769/9507fd24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Coffee and/or coffee maker](https://images.trvl-media.com/lodging/90000000/89410000/89401800/89401769/a650b2e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious & Private Guest Pool House Oasis

[](https://www.expedia.ca/Orlando-Hotels-La-Casita-Pool-Oasis.h89401769.Hotel-Information)

Union Park

9.8/10

Exceptional

(22 reviews)

"Great location , Very enjoy , private space, would book in the future for sure "

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

Matt B.

CA $150

CA $380 total

includes taxes & fees

Mar 11 - Mar 12

[](https://www.expedia.ca/Orlando-Hotels-La-Casita-Pool-Oasis.h89401769.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83640000/83639200/83639104/1e5bbdee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/84000000/83640000/83639200/83639104/c6e99f74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/84000000/83640000/83639200/83639104/36587a80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/84000000/83640000/83639200/83639104/f6d36493.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Cozy Crash Pad: Tiny House Experience

[](https://www.expedia.ca/Orlando-Hotels-Tiny-Living-At-Large.h83639104.Hotel-Information)

Orlando

9.0/10

Wonderful

(22 reviews)

"The host communicated when needed. A great stay for a quick trip. "

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

Jamee O.

CA $88

CA $203 total

includes taxes & fees

Mar 9 - Mar 10

[](https://www.expedia.ca/Orlando-Hotels-Tiny-Living-At-Large.h83639104.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)

![Outdoor pool](https://images.trvl-media.com/lodging/80000000/79110000/79101400/79101352/aa566b36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/80000000/79110000/79101400/79101352/3171b88c.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 

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

Buena Ventura Lakes

9.8/10

Exceptional

(54 reviews)

"The house was clean. We loved the overall design and how spacious it was. The pool was perfect for our children. Everything was perfect for our stay."

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

Queinton C.

CA $232

CA $577 total

includes taxes & fees

Mar 8 - Mar 9

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

![Desk, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110720000/110717500/110717476/aee4723a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor spa tub](https://images.trvl-media.com/lodging/111000000/110720000/110717500/110717476/925977c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/111000000/110720000/110717500/110717476/e521b7c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110720000/110717500/110717476/94e579c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### CUTE and COZY studio w/ jacuzzi!

[](https://www.expedia.ca/Orlando-Hotels-CUTE-And-COZY-Studio-W-Jacuzzi.h110717476.Hotel-Information)

Azalea Park

CA $99

CA $262 total

includes taxes & fees

Mar 23 - Mar 24

[](https://www.expedia.ca/Orlando-Hotels-CUTE-And-COZY-Studio-W-Jacuzzi.h110717476.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/100000000/99750000/99745600/99745525/3e6dca8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior detail](https://images.trvl-media.com/lodging/100000000/99750000/99745600/99745525/w1245h1654x0y0-e5fd18bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's area](https://images.trvl-media.com/lodging/100000000/99750000/99745600/99745525/67b89553.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/100000000/99750000/99745600/99745525/08543940.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private Spacious Room in Home, with Pool-The Oasis Room

[](https://www.expedia.ca/Clermont-Hotels-Private-Spacious-Room-In-Home.h99745525.Hotel-Information)

Clermont

9.6/10

Exceptional

(24 reviews)

"This was a perfect small space for two people Gorgeous pool, and great communication with the host. "

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

Daniella D.

CA $82

CA $156 total

includes taxes & fees

Mar 30 - Mar 31

[](https://www.expedia.ca/Clermont-Hotels-Private-Spacious-Room-In-Home.h99745525.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/65000000/64240000/64239200/64239189/3e6c6934.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor spa tub](https://images.trvl-media.com/lodging/65000000/64240000/64239200/64239189/eb50dda4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/65000000/64240000/64239200/64239189/3c114865.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/65000000/64240000/64239200/64239189/449ec6af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### ORL Modern Zen Vibe Brand new 2/2 construction in the Heart of Downtown Orlando 

[](https://www.expedia.ca/Orlando-Hotels-22-Modern-Zen-Vibe-Brand-New-Construction-In-The-Heart-Of-Downtown-Orlando.h64239189.Hotel-Information)

Colonialtown South

10/10

Exceptional

(11 reviews)

"Everything exceeded expectations. The TVs and projectors were all so great. The rooms were nice and comfortable. Very upscale place overall."

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

Daniel V.

CA $254

CA $587 total

includes taxes & fees

Mar 11 - Mar 12

[](https://www.expedia.ca/Orlando-Hotels-22-Modern-Zen-Vibe-Brand-New-Construction-In-The-Heart-Of-Downtown-Orlando.h64239189.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103820000/103819600/103819510/w507h683x259y0-d0f9f2b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/104000000/103820000/103819600/103819510/w905h683x60y0-e381f721.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/104000000/103820000/103819600/103819510/w528h683x257y0-16788f0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/104000000/103820000/103819600/103819510/w1024h677x0y4-44641a46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Renovated Peaceful Luxury Walk to Mall Park Publix

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

Altamonte Springs

9.2/10

Wonderful

(17 reviews)

"Everything was beautiful, enjoyed.My stay host is awesome"

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

David C.

CA $133

CA $278 total

includes taxes & fees

Mar 5 - Mar 6

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91820000/91816600/91816501/6deb36fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91820000/91816600/91816501/cc4ef6bb.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/92000000/91820000/91816600/91816501/116771c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/92000000/91820000/91816600/91816501/b7895847.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Casa De Paradiso - Modern yet comfy home at the center of it all!

[](https://www.expedia.ca/Orlando-Hotels-Casa-De-Paradiso-Modern-Yet-Comfy-Home-At-The-Center-Of-It-All.h91816501.Hotel-Information)

Kissimmee

9.2/10

Wonderful

(11 reviews)

"Great location and house. Will choose again next time I’m in the area!"

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

Elizabeth

CA $211

CA $541 total

includes taxes & fees

Mar 14 - Mar 15

[](https://www.expedia.ca/Orlando-Hotels-Casa-De-Paradiso-Modern-Yet-Comfy-Home-At-The-Center-Of-It-All.h91816501.Hotel-Information)

![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/102000000/101740000/101732300/101732225/e555e336.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/102000000/101740000/101732300/101732225/feaf1a66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/102000000/101740000/101732300/101732225/8c2881e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, foosball, books](https://images.trvl-media.com/lodging/102000000/101740000/101732300/101732225/440e0f5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

Casselberry

9.8/10

Exceptional

(46 reviews)

"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 $172

CA $336 total

includes taxes & fees

Mar 4 - Mar 5

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

![Terrace/patio](https://images.trvl-media.com/lodging/99000000/98500000/98496500/98496457/dfb9f1ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's play area - outdoor](https://images.trvl-media.com/lodging/99000000/98500000/98496500/98496457/533197dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury House | Private kitchen](https://images.trvl-media.com/lodging/99000000/98500000/98496500/98496457/0a515c7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/99000000/98500000/98496500/98496457/390187c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Willow Bend

[](https://www.expedia.ca/Kissimmee-Hotels-Willow-Bend.h98496457.Hotel-Information)

Crescent Lakes

10/10

Exceptional

(2 reviews)

"this house abuts woods and a slow river that made the property peaceful "

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

John

CA $328

CA $865 total

includes taxes & fees

Mar 24 - Mar 25

[](https://www.expedia.ca/Kissimmee-Hotels-Willow-Bend.h98496457.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/28000000/27320000/27319800/27319751/cc938c10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/28000000/27320000/27319800/27319751/400826e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/28000000/27320000/27319800/27319751/3105b79f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/28000000/27320000/27319800/27319751/350fe6da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Eastpark. Pet friendly! Lake Nona 

[](https://www.expedia.ca/Orlando-Hotels-Eastpark-Pet-Friendly-Lake-Nona.h27319751.Hotel-Information)

East Park

9.2/10

Wonderful

(96 reviews)

"Nice place!"

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

Anonymous traveller

CA $198

CA $469 total

includes taxes & fees

Mar 16 - Mar 17

[](https://www.expedia.ca/Orlando-Hotels-Eastpark-Pet-Friendly-Lake-Nona.h27319751.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/20000000/19940000/19939200/19939185/bebbdebb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/20000000/19940000/19939200/19939185/3184ec42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/20000000/19940000/19939200/19939185/4b279324.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/20000000/19940000/19939200/19939185/96008ecf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### A Home Where Eclectic Luxury Meets Affordability

[](https://www.expedia.ca/Orlando-Hotels-Luxurious-Haven-Located-Betweentheme-Parks-And-Beaches.h19939185.Hotel-Information)

Altamonte Springs

10/10

Exceptional

(121 reviews)

"Nice stay- clean, house is fully stocked, making a very easy visit. "

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

Pamela N.

CA $239

CA $507 total

includes taxes & fees

Mar 5 - Mar 6

[](https://www.expedia.ca/Orlando-Hotels-Luxurious-Haven-Located-Betweentheme-Parks-And-Beaches.h19939185.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/95000000/94870000/94869600/94869576/314cca64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/95000000/94870000/94869600/94869576/d228cddc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/95000000/94870000/94869600/94869576/aaab2321.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/95000000/94870000/94869600/94869576/b5d83066.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 3Bdrm Home Near Downtown Orlando and Winter park

[](https://www.expedia.ca/Orlando-Hotels-3Bdrm-Home-Near-Downtown-Orlando-And-Winter-Park.h94869576.Hotel-Information)

Orlando

10/10

Exceptional

(3 reviews)

"We had a good stay with a great host."

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

Robert B.

CA $169

CA $470 total

includes taxes & fees

Mar 18 - Mar 19

[](https://www.expedia.ca/Orlando-Hotels-3Bdrm-Home-Near-Downtown-Orlando-And-Winter-Park.h94869576.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/101000000/100380000/100380000/100379963/af6308f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100380000/100380000/100379963/9da88ff0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/101000000/100380000/100380000/100379963/f2804012.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/101000000/100380000/100380000/100379963/8a7c58ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### NEW! Spacious designer 2-Bed/2.5-Bath townhome near Downtown Orlando

[](https://www.expedia.ca/Orlando-Hotels-NEW-Spacious-Designer-2-Bed25-Bath-Townhome-Near-Downtown-Orlando.h100379963.Hotel-Information)

Lancaster Park

10/10

Exceptional

(14 reviews)

"Very nice place. Convenient to Orlando. Would stay here again!"

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

David A.

CA $166

CA $424 total

includes taxes & fees

Mar 4 - Mar 5

[](https://www.expedia.ca/Orlando-Hotels-NEW-Spacious-Designer-2-Bed25-Bath-Townhome-Near-Downtown-Orlando.h100379963.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/116000000/115760000/115756400/115756335/4ef19d58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/116000000/115760000/115756400/115756335/fcec3601.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/116000000/115760000/115756400/115756335/cd2182db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/116000000/115760000/115756400/115756335/0be0e7ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

Apopka

9.8/10

Exceptional

(18 reviews)

"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 $141

CA $201 total

includes taxes & fees

Mar 9 - Mar 10

[](https://www.expedia.ca/Apopka-Hotels-Charming-2-Bedroom-Apartment-In-House-With-AC.h115756335.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/108000000/107030000/107023600/107023505/67ac672b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

Orlando

9.0/10

Wonderful

(10 reviews)

"Close to where we need to work."

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

Joe C.

CA $195

CA $546 total

includes taxes & fees

Mar 4 - Mar 5

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

![Microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118940000/118938100/118938065/8748886b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/119000000/118940000/118938100/118938065/b05fa9b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/119000000/118940000/118938100/118938065/12645789.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/119000000/118940000/118938100/118938065/53985b5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 4-bedroom Pool house with WiFi, king bed, AC in lovely Orlando

[](https://www.expedia.ca/Orlando-Hotels-Charming-4-Bedroom-Pool-House-With-WiFi.h118938065.Hotel-Information)

Orlando

10/10

Exceptional

(6 reviews)

"This was an AWESOME home for my kids! We will definitely recommend!"

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

Danelle L.

CA $286

CA $363 total

includes taxes & fees

Mar 9 - Mar 10

[](https://www.expedia.ca/Orlando-Hotels-Charming-4-Bedroom-Pool-House-With-WiFi.h118938065.Hotel-Information)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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## Find vacation rentals that suit your style

Aparthotels

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Villas

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Private vacation homes

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Condos

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Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Windermere%2C+Florida%2C+United+States+of+America&regionId=6085091&latLong=28.495559%2C-81.534795&adults=2&startDate=2026-06-01&d1=2026-06-01&endDate=2026-06-04&d2=2026-06-04&lodging=APARTMENT)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Windermere%2C+Florida%2C+United+States+of+America&regionId=6085091&latLong=28.495559%2C-81.534795&adults=2&startDate=2026-06-01&d1=2026-06-01&endDate=2026-06-04&d2=2026-06-04&lodging=COTTAGE)

Houseboats

[](https://www.expedia.ca/Hotel-Search?destination=Windermere%2C+Florida%2C+United+States+of+America&regionId=6085091&latLong=28.495559%2C-81.534795&adults=2&startDate=2026-06-01&d1=2026-06-01&endDate=2026-06-04&d2=2026-06-04&lodging=HOUSE_BOAT)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Windermere%2C+Florida%2C+United+States+of+America&regionId=6085091&latLong=28.495559%2C-81.534795&adults=2&startDate=2026-06-01&d1=2026-06-01&endDate=2026-06-04&d2=2026-06-04&lodging=CABIN)

Residences

[](https://www.expedia.ca/Hotel-Search?destination=Windermere%2C+Florida%2C+United+States+of+America&regionId=6085091&latLong=28.495559%2C-81.534795&adults=2&startDate=2026-06-01&d1=2026-06-01&endDate=2026-06-04&d2=2026-06-04&lodging=RESIDENCE)

Chalets

[](https://www.expedia.ca/Hotel-Search?destination=Windermere%2C+Florida%2C+United+States+of+America&regionId=6085091&latLong=28.495559%2C-81.534795&adults=2&startDate=2026-06-01&d1=2026-06-01&endDate=2026-06-04&d2=2026-06-04&lodging=CHALET)

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## Top Windermere Hotel Reviews

![Orlando International Drive North Hotel](https://images.trvl-media.com/lodging/1000000/50000/41500/41493/d062739a_y.jpg)

### Orlando International Drive North Hotel

10/10 Excellent

"Very good "

[](https://expedia.ca/Orlando-Hotels-Orlando-International-Drive-North-Hotel.h41493.Hotel-Information)

![Sonesta Essential Orlando Airport](https://images.trvl-media.com/lodging/1000000/460000/455400/455359/fb8c35c6_y.jpg)

### Sonesta Essential Orlando Airport

10/10 Excellent

"Room was very clean . Close to adventure parks. "

[](https://expedia.ca/Orlando-Hotels-Sonesta-Essential-Orlando.h455359.Hotel-Information)

![Vacation Village Orlando, Celebration](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068973/fb6985f5_y.jpg)

### Vacation Village Orlando, Celebration

10/10 Excellent

"Phenomenal "

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

![Kompose Boutique Resort at Theme Parks](https://images.trvl-media.com/lodging/101000000/100840000/100837800/100837786/3cf09a4a_y.jpg)

### Kompose Boutique Resort at Theme Parks

10/10 Excellent

"Although my room’s floor was dirty, towels and soaps were not stocked the first day, the cleaning ladies did a wonderful job the remainder of the days "

[](https://expedia.ca/Orlando-Hotels-Kompose-Boutique-Resort-At-Theme-Parks.h100837786.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

"Super great"

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

![Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando](https://images.trvl-media.com/lodging/1000000/30000/23200/23110/ade3b60d_y.jpg)

### Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

10/10 Excellent

"Staff were very helpful and friendly. The villa had everything we needed. It was quiet at night and we slept well on the comfy mattress. The shower was nice and clean. We had a great time."

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

![Avanti International Resort](https://images.trvl-media.com/lodging/1000000/10000/3900/3832/b0f81967_y.jpg)

### Avanti International Resort

10/10 Excellent

"This hotel was nice and clean, and what I enjoyed the most was that it’s kid friendly. Not to mention, the location is perfect. "

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

![B&B Hotel Orlando International Drive Near Universal - Newly Renovated!](https://images.trvl-media.com/lodging/1000000/30000/26800/26703/caff738c_y.jpg)

### B&B Hotel Orlando International Drive Near Universal - Newly Renovated!

10/10 Excellent

"It was exceptionally clean. Only issue.....TVs in all the rooms weren't working. Im guessing due to being newly renovated and just hadnt got to the cable hook up. Either way very friendly staff. Waived the early check in. Room was spotless and very comfortable "

[](https://expedia.ca/Orlando-Hotels-Floridian-Express-Extended-Stay-Hotel.h26703.Hotel-Information)

![Sheraton Vistana Villages Resort Villas, I-Drive/Orlando](https://images.trvl-media.com/lodging/1000000/540000/539500/539487/4ca8f177_y.jpg)

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

10/10 Excellent

"Room was amazing "

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

## Find out more about Windermere

## Windermere Vacation Homes information

| Number of reviews | 480                  |
| ----------------- | -------------------- |
| Accommodation     | 29736 Vacation Homes |
| Lowest Price      | CA $156              |
| Highest Price     | CA $865              |

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