Title: Windermere Villas from CA $253 | Expedia.ca

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# Search Windermere Villa Rentals from CA $253

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## Check prices for these dates

In two weeks

[Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=6085091&startDate=2026-01-23&endDate=2026-01-25&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

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

In three months

[Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=6085091&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four 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)

## Our top choices for Windermere villas

![Outdoor dining](https://images.trvl-media.com/lodging/106000000/105790000/105787800/105787756/6b2425ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/106000000/105790000/105787800/105787756/8452a54f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/106000000/105790000/105787800/105787756/b78bdfd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/106000000/105790000/105787800/105787756/c3a27652.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Orlovista

[](https://www.expedia.ca/Orlando-Hotels-Banana-Leaf-Villa-Book-Your-Gathering-Today.h105787756.Hotel-Information)

10/10

Exceptional

(1)

"It was an excellent stay very peaceful clean elegant. The host was awesome checked on us made sure we were ok... i would recommend this place and host to anyone.. easy accessing property very well lit nice and clean... i will be returning.."

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

alakeitha h.

CA $105

CA $167 total

includes taxes & fees

Jan 8 - Jan 9

[](https://www.expedia.ca/Orlando-Hotels-Banana-Leaf-Villa-Book-Your-Gathering-Today.h105787756.Hotel-Information)

![A heated pool](https://images.trvl-media.com/lodging/58000000/57760000/57756000/57755936/6e109d22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/58000000/57760000/57756000/57755936/d5210f51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/58000000/57760000/57756000/57755936/2fbb7daa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/58000000/57760000/57756000/57755936/c1b47882.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Trafalgar Village

[](https://www.expedia.ca/Orlando-Hotels-Spacious-Luxurious-6-Bedroom-5-Bath-Villa-Sleeps-12-Pool.h57755936.Hotel-Information)

8.8/10

Excellent

(9)

"House was big enough for the whole family nice pool great area "

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

Chrystal S.

CA $132

CA $650 total

includes taxes & fees

Jan 11 - Jan 12

[](https://www.expedia.ca/Orlando-Hotels-Spacious-Luxurious-6-Bedroom-5-Bath-Villa-Sleeps-12-Pool.h57755936.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/124000000/123110000/123109300/123109264/ab1a165e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa (3 Bedrooms) | Private kitchen](https://images.trvl-media.com/lodging/124000000/123110000/123109300/123109264/952d6ae6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/124000000/123110000/123109300/123109264/01cfbca4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123110000/123109300/123109264/5c829ff7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Kissimmee

[](https://www.expedia.ca/Orlando-Hotels-Modern-3-Bed-Villa.h123109264.Hotel-Information)

CA $144

CA $384 total

includes taxes & fees

Jan 8 - Jan 9

[](https://www.expedia.ca/Orlando-Hotels-Modern-3-Bed-Villa.h123109264.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/39000000/38800000/38795100/38795016/efb7abe4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, Netflix, streaming services](https://images.trvl-media.com/lodging/39000000/38800000/38795100/38795016/2746bc55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, cookware/dishes/utensils, ice maker](https://images.trvl-media.com/lodging/39000000/38800000/38795100/38795016/0c1183a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/39000000/38800000/38795100/38795016/1ea0b4ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Royal Palm Bay

[](https://www.expedia.ca/Orlando-Hotels-2019completely-Renovated-32-Close-To-Disney-Parks.h38795016.Hotel-Information)

10/10

Exceptional

(22)

"15 mins drive to Disney, We enjoyed our stay, clean as advertised, Owner communicates in detail, Will definitely rebook this Villa. "

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

Elisa

CA $99

CA $325 total

includes taxes & fees

Jan 11 - Jan 12

[](https://www.expedia.ca/Orlando-Hotels-2019completely-Renovated-32-Close-To-Disney-Parks.h38795016.Hotel-Information)

![Villa (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/123000000/122400000/122391300/122391280/78c0493e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/123000000/122400000/122391300/122391280/3457050b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/123000000/122400000/122391300/122391280/1a8acf06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/123000000/122400000/122391300/122391280/a83120da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Kissimmee

[](https://www.expedia.ca/Orlando-Hotels-Upstay-Modern-3BR-Townhome-With-Pool-Near-Disney.h122391280.Hotel-Information)

[](https://www.expedia.ca/Orlando-Hotels-Upstay-Modern-3BR-Townhome-With-Pool-Near-Disney.h122391280.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/71000000/70110000/70108400/70108365/e4701db5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/71000000/70110000/70108400/70108365/w1600h1199x0y1-a9a925ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/71000000/70110000/70108400/70108365/w1600h1199x0y1-18a64fa8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/71000000/70110000/70108400/70108365/w1600h1199x0y1-e005932a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in College Park

[](https://www.expedia.ca/Orlando-Hotels-Top-1-College-Park-GuestHouse-VillaOasis-Mins-To-DT-ORLWinter-Park-Eola.h70108365.Hotel-Information)

10/10

Exceptional

(26)

"Great place and super nice host. Definitely recommend this place if you're ever in Orlando"

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

Keri G.

CA $167

CA $308 total

includes taxes & fees

Jan 29 - Jan 30

[](https://www.expedia.ca/Orlando-Hotels-Top-1-College-Park-GuestHouse-VillaOasis-Mins-To-DT-ORLWinter-Park-Eola.h70108365.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/84000000/83060000/83058500/83058477/545380d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/84000000/83060000/83058500/83058477/da341ad7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83060000/83058500/83058477/6c219382.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83060000/83058500/83058477/96dd8bd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Sandy Ridge

[](https://www.expedia.ca/Orlando-Hotels-5BR-Tropical-Disco-Game-Room-Heated-Pool-Grill.h83058477.Hotel-Information)

10/10

Exceptional

(3)

"Wonderful group to work with. Enjoyed a much needed vacation. Host was very easy to get in contact with and solved any issues in a timely manner! Plan on staying again sometime in the future!"

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

Stacy C.

CA $148

CA $521 total

includes taxes & fees

Jan 8 - Jan 9

[](https://www.expedia.ca/Orlando-Hotels-5BR-Tropical-Disco-Game-Room-Heated-Pool-Grill.h83058477.Hotel-Information)

![Villa, 4 Bedrooms | Exterior](https://images.trvl-media.com/lodging/91000000/90320000/90314300/90314277/75a46376.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa, 4 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/91000000/90320000/90314300/90314277/218bbcf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa, 4 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/91000000/90320000/90314300/90314277/040818bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa, 4 Bedrooms | Exterior](https://images.trvl-media.com/lodging/91000000/90320000/90314300/90314277/263bf8bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Highlands Reserve

[](https://www.expedia.ca/Orlando-Hotels-Sun-Living-Golf-Community.h90314277.Hotel-Information)

8.0/10

Very good

(1)

"Loved the pool. Furniture serviceable not super comfy. Plan to bring in your own toilet paper, dish soap etc, they provide a very minimal amount of everything. "

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

Michele

CA $108

CA $777 total

includes taxes & fees

Jan 11 - Jan 12

[](https://www.expedia.ca/Orlando-Hotels-Sun-Living-Golf-Community.h90314277.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/104000000/103820000/103819500/103819498/w1024h677x0y4-a04cbb76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dishwasher](https://images.trvl-media.com/lodging/104000000/103820000/103819500/103819498/9d058db5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's area](https://images.trvl-media.com/lodging/104000000/103820000/103819500/103819498/w508h683x258y0-bf71ead0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/103820000/103819500/103819498/af087ccf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Altamonte Springs

[](https://www.expedia.ca/Orlando-Hotels-Renovated-Nature-Cozy-Walk-To-Mall-Park-Publix.h103819498.Hotel-Information)

9.0/10

Wonderful

(4)

"The stay was great. There was a slight smell of a chemical odor but not overwhelming. The bed was comfy with clean sheets and there were enough clean towels. Made friends with the local cat. Overall, its was a great stay!"

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

Marty H.

CA $112

CA $253 total

includes taxes & fees

Jan 8 - Jan 9

[](https://www.expedia.ca/Orlando-Hotels-Renovated-Nature-Cozy-Walk-To-Mall-Park-Publix.h103819498.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/114000000/113700000/113696500/113696453/f5610b85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/114000000/113700000/113696500/113696453/w1179h2096x0y230-7606b470.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/114000000/113700000/113696500/113696453/d6b5053f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113700000/113696500/113696453/618501ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Kissimmee

[](https://www.expedia.ca/Orlando-Hotels-Shake-It-Up-In-Margaritaville.h113696453.Hotel-Information)

10/10

Exceptional

(5)

"Quiet, clean, and had everything we needed for our week in Orlando. Close to Disney and shops made our week easy, enjoyable, hassle free."

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

Brittany S.

CA $111

CA $451 total

includes taxes & fees

Jan 12 - Jan 13

[](https://www.expedia.ca/Orlando-Hotels-Shake-It-Up-In-Margaritaville.h113696453.Hotel-Information)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/112000000/111260000/111254000/111253973/28fee337.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111260000/111254000/111253973/6617b84b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Video games](https://images.trvl-media.com/lodging/112000000/111260000/111254000/111253973/d8f19c0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/112000000/111260000/111254000/111253973/68e44b38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Kissimmee

[](https://www.expedia.ca/Orlando-Hotels-Modern-Pool-Home.h111253973.Hotel-Information)

10/10

Exceptional

(2)

"The house fit the 7 of us so well. Lots of room that’s for sure! House was in great shape. Pictures are very accurate. Pool area was nice as well we enjoyed our stay "

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

Christine L.

CA $194

CA $662 total

includes taxes & fees

Jan 8 - Jan 9

[](https://www.expedia.ca/Orlando-Hotels-Modern-Pool-Home.h111253973.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/110000000/109350000/109346400/109346335/44267087.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, table tennis](https://images.trvl-media.com/lodging/110000000/109350000/109346400/109346335/03b64fec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, table tennis](https://images.trvl-media.com/lodging/110000000/109350000/109346400/109346335/cb506f76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, table tennis](https://images.trvl-media.com/lodging/110000000/109350000/109346400/109346335/3a6e0367.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Kissimmee

[](https://www.expedia.ca/Orlando-Hotels-Gated-ResortSpacious-6Bedroom-Villa-Near-Disney.h109346335.Hotel-Information)

10/10

Exceptional

(2)

"We had a fantastic stay at Franks place. Its absolutely perfect for familys. A really spacious property with everything you need to make it a comfortable stay. Really clean and tidy with lots of towels. The beach towels ready to be used were a great addition.Perfectly located, extremely close to Disney and the 192 which has lots of restaurants, giftshops and supermarkets. We would all 100% stay here again."

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

Kris S.

CA $186

CA $747 total

includes taxes & fees

Jan 8 - Jan 9

[](https://www.expedia.ca/Orlando-Hotels-Gated-ResortSpacious-6Bedroom-Villa-Near-Disney.h109346335.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114950000/114946600/114946533/50cc821a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114950000/114946600/114946533/bce71a7d.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/115000000/114950000/114946600/114946533/cd247d02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/115000000/114950000/114946600/114946533/1d153ca7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Lake Berkley

[](https://www.expedia.ca/Orlando-Hotels-Enchanted-Villa-With-Lake-View-6-Bedroom-In-Resort-9-Miles-To-Disney-World-15-Mi.h114946533.Hotel-Information)

10/10

Exceptional

(2)

"Me and my girls had a blast staying here the home was incredibly beautiful and slept all of just very comfortably! the host was attentive and replied fast with questions. The gate was a little tricky just because we had multiple cars but overall it was a great place!"

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

Ireland C.

CA $98

CA $638 total

includes taxes & fees

Jan 9 - Jan 10

[](https://www.expedia.ca/Orlando-Hotels-Enchanted-Villa-With-Lake-View-6-Bedroom-In-Resort-9-Miles-To-Disney-World-15-Mi.h114946533.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/117000000/116460000/116455100/116455027/b8d66adb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/117000000/116460000/116455100/116455027/w1287h845x1y0-cec37bbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116460000/116455100/116455027/w1287h857x1y0-4b4a3e6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/117000000/116460000/116455100/116455027/w1288h960x1y0-df184729.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Kissimmee

[](https://www.expedia.ca/Orlando-Hotels-New-Villa-Magic-Full-House-Comfort-5miDisney.h116455027.Hotel-Information)

9.2/10

Wonderful

(10)

"Amazing Stay , Sophia was an excellent host. Family loved it. "

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

Jamel A.

CA $165

CA $511 total

includes taxes & fees

Jan 8 - Jan 9

[](https://www.expedia.ca/Orlando-Hotels-New-Villa-Magic-Full-House-Comfort-5miDisney.h116455027.Hotel-Information)

![Villa (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/123000000/122400000/122394200/122394106/c8735fc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/123000000/122400000/122394200/122394106/77f7271d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/123000000/122400000/122394200/122394106/d1cce4d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/123000000/122400000/122394200/122394106/422a04fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Clermont

[](https://www.expedia.ca/Orlando-Hotels-Upstaymodern-4BR-Family-Townhome-W-Private-Pool.h122394106.Hotel-Information)

[](https://www.expedia.ca/Orlando-Hotels-Upstaymodern-4BR-Family-Townhome-W-Private-Pool.h122394106.Hotel-Information)

![Villa](https://images.trvl-media.com/lodging/114000000/113390000/113385100/113385069/f6c6bf09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa](https://images.trvl-media.com/lodging/114000000/113390000/113385100/113385069/f1de3385.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa](https://images.trvl-media.com/lodging/114000000/113390000/113385100/113385069/d0c239dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa](https://images.trvl-media.com/lodging/114000000/113390000/113385100/113385069/0c806252.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Davenport

[](https://www.expedia.ca/Orlando-Hotels-New-4BR-Villa-Themed-Beds-Magic.h113385069.Hotel-Information)

10/10

Exceptional

(1)

"The house was immaculate and the owners were very responsive to any needs we had."

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

Kirsten

CA $229

CA $667 total

includes taxes & fees

Jan 13 - Jan 14

[](https://www.expedia.ca/Orlando-Hotels-New-4BR-Villa-Themed-Beds-Magic.h113385069.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/115000000/114820000/114812000/114811974/1f6ba839.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114820000/114812000/114811974/55a2a1eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/115000000/114820000/114812000/114811974/b85de3d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/115000000/114820000/114812000/114811974/a07185b6_edited_864e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Solterra Resort

[](https://www.expedia.ca/Orlando-Hotels-Family-Vacation-Resort-With-Private-Pool.h114811974.Hotel-Information)

8.8/10

Excellent

(19)

"Great house with plenty of space for us all. The onsite facilities were also good for when we had time away from the theme parks. Location was good, host has great communication. If we get back to Florida we will stay again :)"

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

Tracey D.

CA $140

CA $614 total

includes taxes & fees

Jan 8 - Jan 9

[](https://www.expedia.ca/Orlando-Hotels-Family-Vacation-Resort-With-Private-Pool.h114811974.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/33000000/32840000/32831700/32831662/5b450052.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32840000/32831700/32831662/fd7005da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/33000000/32840000/32831700/32831662/98a67179.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/33000000/32840000/32831700/32831662/a4a09670.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Kissimmee

[](https://www.expedia.ca/Orlando-Hotels-Luxury-Disney-7-Bedroom-Villa.h32831662.Hotel-Information)

8.8/10

Excellent

(85)

"The property was nice ,our family needed more mixing bowls, utensils. On the last night the hot tub (spa) quite working we let the owner know.Our family had a great time overall and we will be back againg next year."

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

Penny B.

CA $285

CA $1,218 total

includes taxes & fees

Jan 8 - Jan 9

[](https://www.expedia.ca/Orlando-Hotels-Luxury-Disney-7-Bedroom-Villa.h32831662.Hotel-Information)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/34000000/33590000/33584900/33584838/0f7bc4d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, video games, DVD player, foosball](https://images.trvl-media.com/lodging/34000000/33590000/33584900/33584838/fb1d15ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33590000/33584900/33584838/a9db2dc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/34000000/33590000/33584900/33584838/e1b49758.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in kissimmee

[](https://www.expedia.ca/Orlando-Hotels-Tinkerbells-Castle-2-Private-Pool-Spa-Overlooking-Lake-Disney-Fire-Works.h33584838.Hotel-Information)

9.4/10

Exceptional

(77)

"The house was absolutely great and perfect for our family. Its located close to Disney. We have finally found our Disney vacation spot!"

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

Terrianne T.

CA $207

CA $591 total

includes taxes & fees

Jan 8 - Jan 9

[](https://www.expedia.ca/Orlando-Hotels-Tinkerbells-Castle-2-Private-Pool-Spa-Overlooking-Lake-Disney-Fire-Works.h33584838.Hotel-Information)

![Villa, 6 Bedrooms | Property grounds](https://images.trvl-media.com/lodging/91000000/90320000/90314600/90314561/b6926094.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa, 6 Bedrooms](https://images.trvl-media.com/lodging/91000000/90320000/90314600/90314561/w1024h764x0y4-41c73224.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa, 6 Bedrooms | Interior](https://images.trvl-media.com/lodging/91000000/90320000/90314600/90314561/1ad10d44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa, 6 Bedrooms | Interior](https://images.trvl-media.com/lodging/91000000/90320000/90314600/90314561/f8cf5e5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Solterra Resort

[](https://www.expedia.ca/Orlando-Hotels-Perennial-Paradise-At-Solterra-Resort-6-Bedroom-Condo.h90314561.Hotel-Information)

CA $147

CA $979 total

includes taxes & fees

Jan 11 - Jan 12

[](https://www.expedia.ca/Orlando-Hotels-Perennial-Paradise-At-Solterra-Resort-6-Bedroom-Condo.h90314561.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=2026-01-21&endDate=2026-01-22&regionId=6085091&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## 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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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=2026-04-07&d1=2026-04-07&endDate=2026-04-10&d2=2026-04-10&lodging=CABIN)

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=2026-04-07&d1=2026-04-07&endDate=2026-04-10&d2=2026-04-10&lodging=COTTAGE)

Chalets

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## Top Windermere Hotel Reviews

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

### Marriott's Grande Vista

10/10 Excellent

"Awesome rooms, cleanliness. Quiet. Too far from pool. Though. "

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

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

### Universal's Cabana Bay Beach Resort

10/10 Excellent

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

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

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

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

10/10 Excellent

"10/10"

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

![Home2 Suites by Hilton Orlando at Flamingo Crossings](https://images.trvl-media.com/lodging/59000000/58080000/58072600/58072517/9a8a6f4d_y.jpg)

### Home2 Suites by Hilton Orlando at Flamingo Crossings

10/10 Excellent

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

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

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

### Rosen Inn at Pointe Orlando

10/10 Excellent

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

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

![La Quinta Inn & Suites by Wyndham Orlando Airport North](https://images.trvl-media.com/lodging/1000000/130000/120400/120304/4fbafd8c_y.jpg)

### La Quinta Inn & Suites by Wyndham Orlando Airport North

10/10 Excellent

"Yes"

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

![DoubleTree by Hilton Hotel Orlando at SeaWorld](https://images.trvl-media.com/lodging/1000000/20000/18900/18874/69019073_y.jpg)

### DoubleTree by Hilton Hotel Orlando at SeaWorld

10/10 Excellent

"No breakfast "

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

![Westgate Lakes Resort & Spa Universal Studios Area](https://images.trvl-media.com/lodging/1000000/810000/805000/804984/86e77c07_y.jpg)

### Westgate Lakes Resort & Spa Universal Studios Area

10/10 Excellent

"It was great just like our first visit "

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

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

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

10/10 Excellent

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

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

## Find out more about Windermere

## Windermere Villas information

| Number of reviews | 214          |
| ----------------- | ------------ |
| Accommodation     | 10210 Villas |
| Lowest Price      | CA $253      |
| Highest Price     | CA $1,218    |

## Frequently asked questions

### How much do villas in Windermere cost?

### What are the best villas in Windermere?

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### Are there any family-friendly villas in Windermere?

### Why book your villa in Windermere with Expedia?

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