Title: Winter Garden Cottages from CA $197 | Expedia.ca

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![ARM53A Historic Downtown Area and Clock of Winter Garden Florida](https://images.trvl-media.com/place/7898/7f764596-9f01-406c-80eb-724285a48736.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/7898/7f764596-9f01-406c-80eb-724285a48736.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=7898&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=7898&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=7898&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=7898&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 Winter Garden cottages

![Exterior](https://images.trvl-media.com/lodging/92000000/91660000/91651500/91651407/38175f4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/92000000/91660000/91651500/91651407/43851998.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/92000000/91660000/91651500/91651407/66ad0006.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/92000000/91660000/91651500/91651407/1f50c5c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Little Lake Mary Guest House • Warm, Cozy & Inviting

[](https://www.expedia.ca/Lake-Mary-Hotels-Orlando-Springs-Break-Cottage-With-Pool.h91651407.Hotel-Information)

Lake Mary

9.8/10

Exceptional

(48 reviews)

"Absolutely perfect location! It was truly one of the best places we have stayed at!"

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

Jaelyn M.

CA $171

CA $387 total

includes taxes & fees

Mar 23 - Mar 24

[](https://www.expedia.ca/Lake-Mary-Hotels-Orlando-Springs-Break-Cottage-With-Pool.h91651407.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/96000000/95920000/95910800/95910740/ea89a698.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video games](https://images.trvl-media.com/lodging/96000000/95920000/95910800/95910740/94e9e749.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/96000000/95920000/95910800/95910740/5a4de37e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/96000000/95920000/95910800/95910740/f31b883a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sweetheart Cottage Near Downtown Lake Mary•Queen Bed, Fire Pit & Private Lanai

[](https://www.expedia.ca/Lake-Mary-Hotels-Cozy-Cottage-With-Queen-Bed-Private-Lanai-Lake-Mary.h95910740.Hotel-Information)

Lake Mary

10/10

Exceptional

(18 reviews)

"An excellent location for stays in Lake Mary. It has everything a single or a couple needs to feel at home."

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

Kanzeda C.

CA $140

CA $348 total

includes taxes & fees

Mar 4 - Mar 5

[](https://www.expedia.ca/Lake-Mary-Hotels-Cozy-Cottage-With-Queen-Bed-Private-Lanai-Lake-Mary.h95910740.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/111000000/110820000/110816000/110815947/ae67c445.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/111000000/110820000/110816000/110815947/21a7018d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110820000/110816000/110815947/f0b582ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/111000000/110820000/110816000/110815947/cfe5ad56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Downtown Cottage

[](https://www.expedia.ca/Orlando-Hotels-Downtown-Cottage.h110815947.Hotel-Information)

Colonialtown North

8.6/10

Excellent

(8 reviews)

"Clean perfect location for what we needed "

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

Jerred B.

CA $74

CA $225 total

includes taxes & fees

Mar 8 - Mar 9

[](https://www.expedia.ca/Orlando-Hotels-Downtown-Cottage.h110815947.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/127000000/126480000/126472200/126472102/b97297ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/127000000/126480000/126472200/126472102/2630675a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/127000000/126480000/126472200/126472102/0006fea3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/127000000/126480000/126472200/126472102/d1071ccb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Red Jordan Boho Style Vacation Home

[](https://www.expedia.ca/Orlando-Hotels-Red-Jordan-Boho-Style-Vacation-Home.h126472102.Hotel-Information)

Meadow Woods

CA $236

CA $622 total

includes taxes & fees

Mar 12 - Mar 13

[](https://www.expedia.ca/Orlando-Hotels-Red-Jordan-Boho-Style-Vacation-Home.h126472102.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/89000000/88630000/88627200/88627180/bd3338e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/89000000/88630000/88627200/88627180/95ab5ded.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/89000000/88630000/88627200/88627180/27963cae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/89000000/88630000/88627200/88627180/bbd3365c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tiny Hidden Cottage 

[](https://www.expedia.ca/Orlando-Hotels-Tiny-Cottage.h88627180.Hotel-Information)

Longwood

9.2/10

Wonderful

(62 reviews)

"Great little cottage, it was easy to locate and access the property. Nice quiet area and we really enjoyed our stay."

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

Anna M.

CA $97

CA $197 total

includes taxes & fees

Mar 22 - Mar 23

[](https://www.expedia.ca/Orlando-Hotels-Tiny-Cottage.h88627180.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/38000000/37150000/37148700/37148655/w2408h1170x62y0-7347922c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/38000000/37150000/37148700/37148655/d2eccecf.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/38000000/37150000/37148700/37148655/713a32e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/38000000/37150000/37148700/37148655/5d9eae4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Incredible Private Lakefront Cottage Retreat 

[](https://www.expedia.ca/Orlando-Hotels-Private-Lakefront-Cottage.h37148655.Hotel-Information)

Altamonte Springs

10/10

Exceptional

(31 reviews)

"The host was great! Love the lake and building a fire!"

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

Rebekah W.

CA $176

CA $471 total

includes taxes & fees

Mar 22 - Mar 23

[](https://www.expedia.ca/Orlando-Hotels-Private-Lakefront-Cottage.h37148655.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/123000000/122940000/122930800/122930746/07359b65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/123000000/122940000/122930800/122930746/1bb03122.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/123000000/122940000/122930800/122930746/a33b9a2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/123000000/122940000/122930800/122930746/5cd56263.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Romantic Lakefront Getaway with Balcony near Downtown Orlando

[](https://www.expedia.ca/Orlando-Hotels-Romantic-Lakefront-Getaway-With-Balcony-Unit-A.h122930746.Hotel-Information)

Orlando

CA $141

CA $314 total

includes taxes & fees

Mar 3 - Mar 4

[](https://www.expedia.ca/Orlando-Hotels-Romantic-Lakefront-Getaway-With-Balcony-Unit-A.h122930746.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/97000000/96030000/96021500/96021481/cd9f46f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, DVD player](https://images.trvl-media.com/lodging/97000000/96030000/96021500/96021481/383ca7c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, DVD player](https://images.trvl-media.com/lodging/97000000/96030000/96021500/96021481/f9892743.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/97000000/96030000/96021500/96021481/407b03dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!

[](https://www.expedia.ca/Orlando-Hotels-The-Coach-House-Entire-Home-2-Bedroom3-Bath-Orlando-Getaway.h96021481.Hotel-Information)

College Park

9.8/10

Exceptional

(33 reviews)

"Absolutely beautiful place, fully equipped and close to everything. We very much enjoyed our stay."

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

Sara R.

CA $276

CA $521 total

includes taxes & fees

Mar 10 - Mar 11

[](https://www.expedia.ca/Orlando-Hotels-The-Coach-House-Entire-Home-2-Bedroom3-Bath-Orlando-Getaway.h96021481.Hotel-Information)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93540000/93537100/93537063/a576a596.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93540000/93537100/93537063/f16646a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93540000/93537100/93537063/04218c40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93540000/93537100/93537063/5efbfd94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chic Orlando Family Getaway w/ Fenced Yard!

[](https://www.expedia.ca/Orlando-Hotels-Chic-Orlando-Family-Getaway-W-Fenced-Yard.h93537063.Hotel-Information)

Rosemont

10/10

Exceptional

(1 review)

CA $207

CA $740 total

includes taxes & fees

Mar 12 - Mar 13

[](https://www.expedia.ca/Orlando-Hotels-Chic-Orlando-Family-Getaway-W-Fenced-Yard.h93537063.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/116000000/115690000/115685500/115685439/ef7a4918.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/116000000/115690000/115685500/115685439/276f7812.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115690000/115685500/115685439/2a37ee05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/116000000/115690000/115685500/115685439/7e953fca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tiny House in Kissimmee sleeps 4, only 20 minutes to Disney/Universal

[](https://www.expedia.ca/Orlando-Hotels-Charming-1-Bedroom-Private-Cottage-Sleeps-4-In-Kissimmee-Access-To-Pool-And-Gym.h115685439.Hotel-Information)

Kissimmee

CA $132

CA $297 total

includes taxes & fees

Mar 15 - Mar 16

[](https://www.expedia.ca/Orlando-Hotels-Charming-1-Bedroom-Private-Cottage-Sleeps-4-In-Kissimmee-Access-To-Pool-And-Gym.h115685439.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/124000000/123590000/123584200/123584108/d5a175a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/124000000/123590000/123584200/123584108/a7258f42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/124000000/123590000/123584200/123584108/7993bbe1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/124000000/123590000/123584200/123584108/4cc742e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Walkable Quiet Lakefront Retreat near Downtown Orlando with Private Patio

[](https://www.expedia.ca/Orlando-Hotels-Tranquil-Lakefront-Retreat-WPrivate-Patio-Unit-B.h123584108.Hotel-Information)

Orlando

CA $157

CA $335 total

includes taxes & fees

Mar 8 - Mar 9

[](https://www.expedia.ca/Orlando-Hotels-Tranquil-Lakefront-Retreat-WPrivate-Patio-Unit-B.h123584108.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/114000000/113100000/113092500/113092482/e00350a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/114000000/113100000/113092500/113092482/bd6596dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/114000000/113100000/113092500/113092482/ecbaa983.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/114000000/113100000/113092500/113092482/8152a2b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Serenity Lakeview Retreat Stunning Water Views, No Rear Neighbors, Private Pool, Game Room & Star Wars Cinema

[](https://www.expedia.ca/Orlando-Hotels-4193-Paragraph-Drive.h113092482.Hotel-Information)

Kissimmee

CA $383

CA $1,327 total

includes taxes & fees

Mar 17 - Mar 18

[](https://www.expedia.ca/Orlando-Hotels-4193-Paragraph-Drive.h113092482.Hotel-Information)

![Microwave, stovetop](https://images.trvl-media.com/lodging/122000000/121010000/121006800/121006717/5a99d51c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/122000000/121010000/121006800/121006717/fade59e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/122000000/121010000/121006800/121006717/82c0666a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121010000/121006800/121006717/71673f90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tiny house close to Disney KISSIMMEE

[](https://www.expedia.ca/Orlando-Hotels-Tiny-House-Close-To-Disney-KISSIMMEE.h121006717.Hotel-Information)

Kissimmee

8.4/10

Very good

(6 reviews)

"The location was great. We really just needed somewhere to sleep because we spent the day at the Disney Parks. The place had enough beds and was a great price."

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

Christine M.

CA $119

CA $265 total

includes taxes & fees

Mar 16 - Mar 17

[](https://www.expedia.ca/Orlando-Hotels-Tiny-House-Close-To-Disney-KISSIMMEE.h121006717.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/126000000/125130000/125122400/125122392/1535ac91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/126000000/125130000/125122400/125122392/72dab00e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/126000000/125130000/125122400/125122392/w1349h899x0y1-8d6a7992.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/126000000/125130000/125122400/125122392/w1349h899x0y1-8cf18278.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### NEW King Bed Glow In The Dark Kid Cave

[](https://www.expedia.ca/Kissimmee-Hotels-NEW-King-Bed-Glow-In-The-Dark-Kid-Cave.h125122392.Hotel-Information)

Cumbrian Lakes

CA $352

CA $831 total

includes taxes & fees

Mar 18 - Mar 19

[](https://www.expedia.ca/Kissimmee-Hotels-NEW-King-Bed-Glow-In-The-Dark-Kid-Cave.h125122392.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/108000000/107620000/107619900/107619849/b73e0a20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107620000/107619900/107619849/945e14a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/108000000/107620000/107619900/107619849/0eda7c58_edited_1bbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107620000/107619900/107619849/6cf42041.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful Cottage! Your Home Away From Home. 4 miles from Disney, Kissimmee

[](https://www.expedia.ca/Orlando-Hotels-Beautiful-Cottage-Your-Home-Away-From-Home-4-Miles-From-Disney.h107619849.Hotel-Information)

Kissimmee

10/10

Exceptional

(2 reviews)

"We stayed and visited universal snd drove to Jacksonville it was a cute cottage"

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

Jennifer b.

CA $167

CA $430 total

includes taxes & fees

Mar 4 - Mar 5

[](https://www.expedia.ca/Orlando-Hotels-Beautiful-Cottage-Your-Home-Away-From-Home-4-Miles-From-Disney.h107619849.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/118000000/117850000/117841100/117841053/d04f2cb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/118000000/117850000/117841100/117841053/4fc571b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/118000000/117850000/117841100/117841053/w1124h861x1y0-e56aebb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/118000000/117850000/117841100/117841053/dae30245.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mickey's Hideaway Cottage 4 miles from Disney in Kissimmee with WiFi and AC

[](https://www.expedia.ca/Orlando-Hotels-Mickeys-Hideaway-Cottage-4-Miles-From-Disney-In-Kissimmee-With-WiFi-And-AC.h117841053.Hotel-Information)

Kissimmee

CA $126

CA $301 total

includes taxes & fees

Mar 8 - Mar 9

[](https://www.expedia.ca/Orlando-Hotels-Mickeys-Hideaway-Cottage-4-Miles-From-Disney-In-Kissimmee-With-WiFi-And-AC.h117841053.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/106000000/105960000/105957200/105957115/dc3bbc70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/106000000/105960000/105957200/105957115/w1079h710x0y4-025e1c49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/106000000/105960000/105957200/105957115/b985ffa9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/106000000/105960000/105957200/105957115/504f5bcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### MID CENTURY TINY FOREST HOME CLOSE TO DISNEY WORLD

[](https://www.expedia.ca/Davenport-Hotels-MID-CENTURY-TINY-FOREST-HOME-CLOSE-TO-DISNEY-WORLD.h105957115.Hotel-Information)

Davenport

5.0/10

(2 reviews)

"Needs some upgrades. The bed was a full size, very small for a couple, should really think of upgrading to a king. Pans were old and could use replacing. Bugs and ants constant. Shower was small. Very small tv. Stovetop had missing nob and was difficult to operate. Definitely needs upgrading, left a day early, didn’t feel comfortable there. "

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

Rebecca F.

CA $104

CA $221 total

includes taxes & fees

Mar 3 - Mar 4

[](https://www.expedia.ca/Davenport-Hotels-MID-CENTURY-TINY-FOREST-HOME-CLOSE-TO-DISNEY-WORLD.h105957115.Hotel-Information)

![The Garden, Pet Friendly | Terrace/patio](https://images.trvl-media.com/lodging/75000000/74070000/74065200/74065132/e3c1fcb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hideaway, Not Pet Friendly | Living area](https://images.trvl-media.com/lodging/75000000/74070000/74065200/74065132/a7b682ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/75000000/74070000/74065200/74065132/3e216633.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Rendezvous, Not Pet Friendly | Living area](https://images.trvl-media.com/lodging/75000000/74070000/74065200/74065132/0712acd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Historic Tremain Cottages

[](https://www.expedia.ca/Mount-Dora-Hotels-Historic-Tremain-Cottages.h74065132.Hotel-Information)

Mount Dora

8.6/10

Excellent

(37 reviews)

"Easy check in. Nice, cozy and clean room. Walking distance to all local attractions. Would definitely stay here again. "

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

Robert

[](https://www.expedia.ca/Mount-Dora-Hotels-Historic-Tremain-Cottages.h74065132.Hotel-Information)

![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94350000/94349800/94349752/f35435d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94350000/94349800/94349752/e8dd0e9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94350000/94349800/94349752/7032768a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94350000/94349800/94349752/ae645d96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### \~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool

[](https://www.expedia.ca/Orlando-Hotels-Sunny-Kissimmee-Gem-W-Game-Room-Hot-Tub.h94349752.Hotel-Information)

Indian Ridge

CA $158

CA $643 total

includes taxes & fees

Mar 15 - Mar 16

[](https://www.expedia.ca/Orlando-Hotels-Sunny-Kissimmee-Gem-W-Game-Room-Hot-Tub.h94349752.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/124000000/123530000/123529400/123529301/f4024352.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123530000/123529400/123529301/997cff8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123530000/123529400/123529301/4f00cc9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/124000000/123530000/123529400/123529301/1604dca0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Serenity - Family & Pet Friendly, Amazing Location

[](https://www.expedia.ca/Orlando-Hotels-Serenity-Family-Pet-Friendly.h123529301.Hotel-Information)

Crestwynd Bay

CA $188

CA $618 total

includes taxes & fees

Mar 6 - Mar 7

[](https://www.expedia.ca/Orlando-Hotels-Serenity-Family-Pet-Friendly.h123529301.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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Private vacation homes

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Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Winter+Garden%2C+Florida%2C+United+States+of+America&regionId=7898&latLong=28.565285%2C-81.58618&adults=2&startDate=2026-05-31&d1=2026-05-31&endDate=2026-06-03&d2=2026-06-03&lodging=APARTMENT)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Winter+Garden%2C+Florida%2C+United+States+of+America&regionId=7898&latLong=28.565285%2C-81.58618&adults=2&startDate=2026-05-31&d1=2026-05-31&endDate=2026-06-03&d2=2026-06-03&lodging=COTTAGE)

Residences

[](https://www.expedia.ca/Hotel-Search?destination=Winter+Garden%2C+Florida%2C+United+States+of+America&regionId=7898&latLong=28.565285%2C-81.58618&adults=2&startDate=2026-05-31&d1=2026-05-31&endDate=2026-06-03&d2=2026-06-03&lodging=RESIDENCE)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Winter+Garden%2C+Florida%2C+United+States+of+America&regionId=7898&latLong=28.565285%2C-81.58618&adults=2&startDate=2026-05-31&d1=2026-05-31&endDate=2026-06-03&d2=2026-06-03&lodging=CABIN)

Chalets

[](https://www.expedia.ca/Hotel-Search?destination=Winter+Garden%2C+Florida%2C+United+States+of+America&regionId=7898&latLong=28.565285%2C-81.58618&adults=2&startDate=2026-05-31&d1=2026-05-31&endDate=2026-06-03&d2=2026-06-03&lodging=CHALET)

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## Top Winter Garden 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)

![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)

![Home2 Suites by Hilton Orlando at Flamingo Crossings](https://images.trvl-media.com/lodging/59000000/58080000/58072600/58072517/08ef9167_y.jpg)

### Home2 Suites by Hilton Orlando at Flamingo Crossings

10/10 Excellent

"Very comfortable beds. Clean, nice breakfast and staff "

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

![Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center](https://images.trvl-media.com/lodging/62000000/61350000/61340900/61340843/2b752fc1_y.jpg)

### Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

10/10 Excellent

"Great room. Wonderful staff "

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

"Very clean"

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

## Find out more about Winter Garden

## Winter Garden Cottages information

| Number of reviews | 191           |
| ----------------- | ------------- |
| Accommodation     | 1982 Cottages |
| Lowest Price      | CA $197       |
| Highest Price     | CA $1,327     |

## Frequently asked questions

### How much do cottages in Winter Garden cost?

### Why book your cottage in Winter Garden with Expedia?

### How can I find cheap cottages in Winter Garden?

### What is there to do in Winter Garden near my cottage?

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