Title: Windermere Cottages from CA $200 | 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) ![A hidden gem among all the typical Disney schmultz, this nature preserve is a perfect, peaceful getaway. There are several miles of trail, some are closed because of flood conditions, and a couple sections of boardwalk planks. There is a great variety of terrain from sawgrass marshes to pine flatwoods, bay swamp and oak hammock. The Fallen Log Crossing and Osprey Overlook trails are the must see parts of the preserve. You might luck out and see an osprey or eagle, or even a gopher tortoise. It's just a magical slice of heaven here in Central Florida that makes you forget you are just a few miles from the craziness of Disney and Universal. #LocalSecrets #KidsFun #NatureWalk](https://images.trvl-media.com/place/6239675/6a14bbb3-f7f4-4bb8-be3e-bf641f0ccede.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Mick Haupt ![](https://images.trvl-media.com/place/6239675/6a14bbb3-f7f4-4bb8-be3e-bf641f0ccede.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [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 weeks [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=6085091&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=6085091&startDate=2026-02-13&endDate=2026-02-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=6085091&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Windermere cottages ![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) ![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/111000000/110820000/110816000/110815947/9e07e949.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 $81 CA $236 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Orlando-Hotels-Downtown-Cottage.h110815947.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) ![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) ![Miscellaneous](https://images.trvl-media.com/lodging/122000000/121010000/121006800/121006717/fade59e9.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 8.6/10 Excellent (4 reviews) "Just needed a place to stay close to Disney for the night and the place was clean and easy to check in and out. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jena B. CA $111 CA $258 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Orlando-Hotels-Tiny-House-Close-To-Disney-KISSIMMEE.h121006717.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/89000000/88630000/88627200/88627180/0ba4a661.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) ![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) ![Interior](https://images.trvl-media.com/lodging/89000000/88630000/88627200/88627180/27963cae.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 (60 reviews) "Check in process and house were both great. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marc H. CA $99 CA $200 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Orlando-Hotels-Tiny-Cottage.h88627180.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/101000000/100940000/100935900/100935858/6537c23c.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/101000000/100940000/100935900/100935858/50bdd69b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/101000000/100940000/100935900/100935858/a68b185a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100940000/100935900/100935858/e45b93b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Lake Front Cottage [](https://www.expedia.ca/Clermont-Hotels-Cozy-Lake-Front-Cottage.h100935858.Hotel-Information) Clermont 10/10 Exceptional (19 reviews) "Will definitely be staying again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tom W. CA $176 CA $351 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Clermont-Hotels-Cozy-Lake-Front-Cottage.h100935858.Hotel-Information) ![Smart TV, books](https://images.trvl-media.com/lodging/118000000/117630000/117622300/117622247/b5aeb802.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117630000/117622300/117622247/dcad85d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/118000000/117630000/117622300/117622247/04d5c0c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/118000000/117630000/117622300/117622247/25aafbc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family-Friendly Cottage Near Orlando’s Top Attractions [](https://www.expedia.ca/Orlando-Hotels-Family-Friendly-Cottage-Near-Orlandos-Top-Attractions.h117622247.Hotel-Information) Kissimmee 10/10 Exceptional (1 review) "Perfect location to enjoy Universal Epic and Islands of Adventure with only a 15 minute ride. The beds were very comfortable and the place is clean. We were welcomed with a cute sign, bottled water and cookies. Will definitely stay here again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joyce R. CA $125 CA $284 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Orlando-Hotels-Family-Friendly-Cottage-Near-Orlandos-Top-Attractions.h117622247.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) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/108000000/107620000/107619900/107619849/2eed9a03.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) ![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 $137 CA $388 total includes taxes & fees Feb 10 - Feb 11 [](https://www.expedia.ca/Orlando-Hotels-Beautiful-Cottage-Your-Home-Away-From-Home-4-Miles-From-Disney.h107619849.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/95000000/94350000/94349800/94349752/2de4b41a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94350000/94349800/94349752/7ec11444.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) ### \~ 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 $161 CA $654 total includes taxes & fees Jan 17 - Jan 18 [](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/efa0f2e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/124000000/123530000/123529400/123529301/c3ade632.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/124000000/123530000/123529400/123529301/739c3336.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/124000000/123530000/123529400/123529301/2acdfd0c.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) Kissimmee [](https://www.expedia.ca/Orlando-Hotels-Serenity-Family-Pet-Friendly.h123529301.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/100000000/99480000/99472500/99472427/1344906b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/100000000/99480000/99472500/99472427/b3fcb277.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99480000/99472500/99472427/6624d014.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99480000/99472500/99472427/w1170h775x0y10-04e3660f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### "Casa Kiwi" Margaritaville Cottage 5 minutes to Disney [](https://www.expedia.ca/Orlando-Hotels-Casa-Kiwi-Margaritaville-Cottage-5-Minutes-To-Disney.h99472427.Hotel-Information) Kissimmee 9.8/10 Exceptional (7 reviews) "Wonderful place to stay overnight. Nice furnishings. Good room layout for family. Convenience of washer and dryer. Host was quick and responsive. Thank you for a terrific stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) George L. CA $149 CA $404 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/Orlando-Hotels-Casa-Kiwi-Margaritaville-Cottage-5-Minutes-To-Disney.h99472427.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/f9892743.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player](https://images.trvl-media.com/lodging/97000000/96030000/96021500/96021481/0a16e2ff.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 10/10 Exceptional (30 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 $262 CA $489 total includes taxes & fees Jan 23 - Jan 24 [](https://www.expedia.ca/Orlando-Hotels-The-Coach-House-Entire-Home-2-Bedroom3-Bath-Orlando-Getaway.h96021481.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) ![Terrace/patio](https://images.trvl-media.com/lodging/118000000/117850000/117841100/117841053/df48ecb3.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/118000000/117850000/117841100/117841053/4fc571b2.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 $122 CA $295 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Orlando-Hotels-Mickeys-Hideaway-Cottage-4-Miles-From-Disney-In-Kissimmee-With-WiFi-And-AC.h117841053.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/120000000/119360000/119350100/119350018/332ddedd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119360000/119350100/119350018/1dad3a2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (6 Bedrooms) | Interior](https://images.trvl-media.com/lodging/120000000/119360000/119350100/119350018/93e82dc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119360000/119350100/119350018/fff14553.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Encore Swanky [](https://www.expedia.ca/Orlando-Hotels-411-Wanderlust-Heaven-5bedpool.h119350018.Hotel-Information) Kissimmee CA $304 CA $906 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Orlando-Hotels-411-Wanderlust-Heaven-5bedpool.h119350018.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/123000000/122400000/122394200/122394116/7d08ae60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122400000/122394200/122394116/a88a6e7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122400000/122394200/122394116/w2997h2000x0y0-aa15bb02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122400000/122394200/122394116/2d0912fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family Fun Villa w Pool, Hot Tub & Game Room [](https://www.expedia.ca/Orlando-Hotels-Family-Fun-Villa-W-Pool.h122394116.Hotel-Information) Solterra Resort CA $192 CA $655 total includes taxes & fees Jan 15 - Jan 16 [](https://www.expedia.ca/Orlando-Hotels-Family-Fun-Villa-W-Pool.h122394116.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/124000000/123110000/123109500/123109446/4f39d9f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (5 Bedrooms) | Private kitchen](https://images.trvl-media.com/lodging/124000000/123110000/123109500/123109446/74c7b339.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/124000000/123110000/123109500/123109446/d0571428.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/124000000/123110000/123109500/123109446/3e899098.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stylish 5BR Home With Themed Bedrooms [](https://www.expedia.ca/Orlando-Hotels-Stylish-5BR-Home-With-Themed-Bedrooms.h123109446.Hotel-Information) Kissimmee [](https://www.expedia.ca/Orlando-Hotels-Stylish-5BR-Home-With-Themed-Bedrooms.h123109446.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) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/106000000/105960000/105957200/105957115/0065e066.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) ### 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 $106 CA $224 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Davenport-Hotels-MID-CENTURY-TINY-FOREST-HOME-CLOSE-TO-DISNEY-WORLD.h105957115.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/122000000/121960000/121951900/121951803/55f8c7f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/122000000/121960000/121951900/121951803/d1189dd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/122000000/121960000/121951900/121951803/9cb3b6fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/122000000/121960000/121951900/121951803/78ea832d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A Parrot's Live for Me Cottage with Private Pool near Disney with. [](https://www.expedia.ca/Orlando-Hotels-A-Parrots-Live-For-Me-Cottage-With-Private-Pool-Near-Disney-With.h121951803.Hotel-Information) Kissimmee [](https://www.expedia.ca/Orlando-Hotels-A-Parrots-Live-For-Me-Cottage-With-Private-Pool-Near-Disney-With.h121951803.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/124000000/123430000/123424300/123424226/64365e55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/124000000/123430000/123424300/123424226/108c6ef6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/124000000/123430000/123424300/123424226/84fa5e2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/124000000/123430000/123424300/123424226/17c0bd34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Lime Life Cottage near Disney with Margaritaville Resort and Island H20. [](https://www.expedia.ca/Orlando-Hotels-The-Lime-Life-Cottage-Near-Disney-With-Margaritaville-Resort-And-Island-H20.h123424226.Hotel-Information) Kissmmmee [](https://www.expedia.ca/Orlando-Hotels-The-Lime-Life-Cottage-Near-Disney-With-Margaritaville-Resort-And-Island-H20.h123424226.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=2026-01-28&endDate=2026-01-29®ionId=6085091&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Windermere%2C+Florida%2C+United+States+of+America®ionId=6085091&latLong=28.495559%2C-81.534795&adults=2&startDate=2026-04-14&d1=2026-04-14&endDate=2026-04-17&d2=2026-04-17&lodging=VACATION_HOME) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Windermere%2C+Florida%2C+United+States+of+America®ionId=6085091&latLong=28.495559%2C-81.534795&adults=2&startDate=2026-04-14&d1=2026-04-14&endDate=2026-04-17&d2=2026-04-17&lodging=APART_HOTEL) Villas [](https://www.expedia.ca/Hotel-Search?destination=Windermere%2C+Florida%2C+United+States+of+America®ionId=6085091&latLong=28.495559%2C-81.534795&adults=2&startDate=2026-04-14&d1=2026-04-14&endDate=2026-04-17&d2=2026-04-17&lodging=VILLA) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Windermere%2C+Florida%2C+United+States+of+America®ionId=6085091&latLong=28.495559%2C-81.534795&adults=2&startDate=2026-04-14&d1=2026-04-14&endDate=2026-04-17&d2=2026-04-17&lodging=APARTMENT) Condos [](https://www.expedia.ca/Hotel-Search?destination=Windermere%2C+Florida%2C+United+States+of+America®ionId=6085091&latLong=28.495559%2C-81.534795&adults=2&startDate=2026-04-14&d1=2026-04-14&endDate=2026-04-17&d2=2026-04-17&lodging=CONDO) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Windermere%2C+Florida%2C+United+States+of+America®ionId=6085091&latLong=28.495559%2C-81.534795&adults=2&startDate=2026-04-14&d1=2026-04-14&endDate=2026-04-17&d2=2026-04-17&lodging=COTTAGE) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Windermere%2C+Florida%2C+United+States+of+America®ionId=6085091&latLong=28.495559%2C-81.534795&adults=2&startDate=2026-04-14&d1=2026-04-14&endDate=2026-04-17&d2=2026-04-17&lodging=CABIN) Residences [](https://www.expedia.ca/Hotel-Search?destination=Windermere%2C+Florida%2C+United+States+of+America®ionId=6085091&latLong=28.495559%2C-81.534795&adults=2&startDate=2026-04-14&d1=2026-04-14&endDate=2026-04-17&d2=2026-04-17&lodging=RESIDENCE) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Windermere%2C+Florida%2C+United+States+of+America®ionId=6085091&latLong=28.495559%2C-81.534795&adults=2&startDate=2026-04-14&d1=2026-04-14&endDate=2026-04-17&d2=2026-04-17&lodging=CHALET) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWindermere-Cottages.d6085091-aaCottages.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWindermere-Cottages.d6085091-aaCottages.Travel-Guide-Accommodation) ## Top Windermere Hotel Reviews ![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 "Breakfast was not free." [](https://expedia.ca/Orlando-Hotels-Universals-Endless-Summer-Dockside-Inn-Suites.h33770341.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 "Excellent and clean Resort, good location, spacious, easy to get around. Friendly staff. " [](https://expedia.ca/Orlando-Hotels-Sheraton-Vistana-Resort-Villas.h23110.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 "Excellent." [](https://expedia.ca/Orlando-Hotels-Home2-Suites-By-Hilton-Orlando-Flamingo-Crossings.h58072517.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 "Ok" [](https://expedia.ca/Orlando-Hotels-Avanti-Palms-Resort-And-Conference-Center.h3916.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 "jujglhb" [](https://expedia.ca/Orlando-Hotels-Rosen-Inn-At-Pointe-Orlando.h8892.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 "The stay was very enjoyable. The king bed was very comfortable. The only negative thing was the cockroach my husband found in the bathroom sink." [](https://expedia.ca/Orlando-Hotels-Westgate-Lakes-Resort-Spa-Universal-Studios-Area.h804984.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 "The resort was really nice. The retro vide was so fun. The lazy river was a highlight, so much fun." [](https://expedia.ca/Orlando-Hotels-Universals-Cabana-Bay-Beach-Resort.h5963292.Hotel-Information) ![Avanti International Resort](https://images.trvl-media.com/lodging/1000000/10000/3900/3832/b0f81967_y.jpg) ### Avanti International Resort 10/10 Excellent "Clean room and very spacious! Would recommend again! Loved that there were a lot of things to do in the resort " [](https://expedia.ca/Orlando-Hotels-Avanti-International-Resort.h3832.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 "Staff was great, room was clean, its a great location. My only issue was whenever we showered the water was always hot. " [](https://expedia.ca/Orlando-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Orlando-Airport-North.h120304.Hotel-Information) ## Find out more about Windermere ## Windermere Cottages information | Number of reviews | 114 | | ----------------- | ------------- | | Accommodation | 1831 Cottages | | Lowest Price | CA $200 | | Highest Price | CA $906 | ## Frequently asked questions ### How much do cottages in Windermere cost? ### Are there any family-friendly cottages in Windermere? ### Why book your cottage in Windermere with Expedia? ### How can I find cheap cottages in Windermere? ### What is there to do in Windermere near my cottage? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [3 Star Hotels in Metro West ](https://www.expedia.ca/3Star-Metro-West-Orlando-Hotels.s30-n553248635976007228-0.Travel-Guide-Filter-Hotels) - [Hotels near Arnold Palmer's Bay Hill Golf Club ](https://www.expedia.ca/Arnold-Palmers-Bay-Hill-Golf-Club-Hotels.0-l6069329-0.Travel-Guide-Filter-Hotels) - 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