Title: Book the Best Windermere LUXURY Hotels - Upscale Hotels in Windermere, FL | 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) - ![](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 availability on Windermere Luxury Hotels Tonight [Jan 20 - Jan 21](https://www.expedia.ca/Hotel-Search?regionId=6085091&startDate=2026-01-20&endDate=2026-01-21&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Tomorrow [Jan 21 - Jan 22](https://www.expedia.ca/Hotel-Search?regionId=6085091&startDate=2026-01-21&endDate=2026-01-22&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) This weekend [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=6085091&startDate=2026-01-23&endDate=2026-01-25&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Next weekend [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=6085091&startDate=2026-01-30&endDate=2026-02-01&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) ## Our top choices for Windermere luxury hotels ![Indoor pool, 4 outdoor pools](https://images.trvl-media.com/lodging/1000000/50000/41600/41508/eb0267ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/1000000/50000/41600/41508/96a28e24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/50000/41600/41508/409311d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/1000000/50000/41600/41508/142ec76d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Disney's Coronado Springs Resort [](https://www.expedia.ca/Orlando-Hotels-Disneys-Coronado-Springs-Resort.h41508.Hotel-Information) Bay Lake 9.0/10 Wonderful (1,007 reviews) "Great and clean place." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elvia [](https://www.expedia.ca/Orlando-Hotels-Disneys-Coronado-Springs-Resort.h41508.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/32000000/31950000/31941500/31941472/05cb2d91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/32000000/31950000/31941500/31941472/32572eec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/32000000/31950000/31941500/31941472/fab2d3be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom (2 Queenbed & 1 Sofabed)](https://images.trvl-media.com/lodging/32000000/31950000/31941500/31941472/5cf2d29a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt House Orlando International Drive [](https://www.expedia.ca/Orlando-Hotels-Hyatt-House-Orlando-International-Drive.h31941472.Hotel-Information) International Drive District 9.4/10 Exceptional (1,474 reviews) "Great place to stay and great amenities" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Darshan CA $167 CA $188 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Orlando-Hotels-Hyatt-House-Orlando-International-Drive.h31941472.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/50000/40900/40865/075cd42b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 restaurants, breakfast, lunch, dinner served; Italian cuisine](https://images.trvl-media.com/lodging/1000000/50000/40900/40865/ed3e2ef0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Royal Suite, 1 King Bed, Pool View](https://images.trvl-media.com/lodging/1000000/50000/40900/40865/034de12f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/40900/40865/w3836h2561x3y0-6cfb6f06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Caribe Royale Orlando [](https://www.expedia.ca/Orlando-Hotels-Caribe-Royale-Orlando.h40865.Hotel-Information) Orlando 9.2/10 Wonderful (4,625 reviews) "Great Stay ! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matthew CA $216 CA $302 total includes taxes & fees Jan 23 - Jan 24 [](https://www.expedia.ca/Orlando-Hotels-Caribe-Royale-Orlando.h40865.Hotel-Information) ![Courtyard](https://images.trvl-media.com/lodging/1000000/10000/5400/5398/a43383ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/1000000/10000/5400/5398/421b240d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room (Parlor) | Living area](https://images.trvl-media.com/lodging/1000000/10000/5400/5398/b3768da5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/5400/5398/2a0a635b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton at the Entrance to Universal Orlando [](https://www.expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-At-The-Entrance-To-Universal-Orlando.h5398.Hotel-Information) Florida Center 8.4/10 Very good (6,933 reviews) "Great location, clean room, friendly staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joseph CA $144 CA $162 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-At-The-Entrance-To-Universal-Orlando.h5398.Hotel-Information) ![4 outdoor pools, open 7:00 AM to 11:00 PM, cabanas (surcharge)](https://images.trvl-media.com/lodging/1000000/860000/853600/853519/w4000h2662x0y0-7b7256af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/1000000/860000/853600/853519/d8c159ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/1000000/860000/853600/853519/48c854e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/860000/853600/853519/bb132b7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marriott's Grande Vista [](https://www.expedia.ca/Orlando-Hotels-Marriotts-Grande-Vista.h853519.Hotel-Information) Orlando 9.0/10 Wonderful (3,805 reviews) "Well maintain resort and friendly staff" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Pamela CA $176 CA $198 total includes taxes & fees Feb 12 - Feb 13 [](https://www.expedia.ca/Orlando-Hotels-Marriotts-Grande-Vista.h853519.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/25000000/24060000/24054800/24054711/5f422c24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/25000000/24060000/24054800/24054711/f773dc08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/25000000/24060000/24054800/24054711/46754a1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/25000000/24060000/24054800/24054711/a9cabc8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Margaritaville Resort Orlando with H2O Waterpark [](https://www.expedia.ca/Orlando-Hotels-Margaritaville-Resort-Orlando.h24054711.Hotel-Information) Kissimmee 8.8/10 Excellent (3,640 reviews) "Great , great hotel great location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Adrian CA $198 CA $300 total includes taxes & fees Jan 23 - Jan 24 [](https://www.expedia.ca/Orlando-Hotels-Margaritaville-Resort-Orlando.h24054711.Hotel-Information) ![Outdoor pool, open 8:00 AM to 11:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/4000/3910/4001bdf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, dinner served, pizza](https://images.trvl-media.com/lodging/1000000/10000/4000/3910/e7d2f17a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/4000/3910/w3995h2500x0y0-152c50aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/10000/4000/3910/a209e81a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Buena Vista Suites Orlando [](https://www.expedia.ca/Orlando-Hotels-Buena-Vista-Suites.h3910.Hotel-Information) Orlando 9.2/10 Wonderful (2,051 reviews) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ana CA $199 CA $256 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Orlando-Hotels-Buena-Vista-Suites.h3910.Hotel-Information) ![Water park](https://images.trvl-media.com/lodging/1000000/810000/805000/804984/ffaf091a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/810000/805000/804984/7849376b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/1000000/810000/805000/804984/cef10728.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cafe](https://images.trvl-media.com/lodging/1000000/810000/805000/804984/0da7d63b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Westgate Lakes Resort & Spa Universal Studios Area [](https://www.expedia.ca/Orlando-Hotels-Westgate-Lakes-Resort-Spa-Universal-Studios-Area.h804984.Hotel-Information) Orlando 8.2/10 Very good (5,694 reviews) "Very good hotel and location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Diego CA $135 CA $198 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Orlando-Hotels-Westgate-Lakes-Resort-Spa-Universal-Studios-Area.h804984.Hotel-Information) ![Outdoor banquet area](https://images.trvl-media.com/lodging/2000000/1470000/1460500/1460425/abbcc72a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Buffet](https://images.trvl-media.com/lodging/2000000/1470000/1460500/1460425/e9850ee8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1470000/1460500/1460425/6214f96f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lake](https://images.trvl-media.com/lodging/2000000/1470000/1460500/1460425/eba0fe5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rosen Shingle Creek [](https://www.expedia.ca/Orlando-Hotels-Rosen-Shingle-Creek.h1460425.Hotel-Information) Orlando 9.4/10 Exceptional (4,418 reviews) "Very nice place to stay with family. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anick CA $194 CA $219 total includes taxes & fees Jan 23 - Jan 24 [](https://www.expedia.ca/Orlando-Hotels-Rosen-Shingle-Creek.h1460425.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/17000/16964/1963502f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Poolside bar](https://images.trvl-media.com/lodging/1000000/20000/17000/16964/940745e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, Tempur-Pedic beds, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/20000/17000/16964/344e551e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/17000/16964/6b5346d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Renaissance Orlando Resort – Disney Springs® Area [](https://www.expedia.ca/Orlando-Hotels-B-Resort-Spa-In-The-Disney-Springs-Resort-Area.h16964.Hotel-Information) Lake Buena Vista 8.6/10 Excellent (711 reviews) "Clean room; friendly staff. Would stay here again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $173 CA $255 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Orlando-Hotels-B-Resort-Spa-In-The-Disney-Springs-Resort-Area.h16964.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=2026-02-04&endDate=2026-02-05®ionId=6085091&adults=2&sort=LUXURY&star=40,50&openPlayBack=true) ## Top Windermere Hotel Reviews ![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 "Great staff, great room and bathroom, very clean" [](https://expedia.ca/Orlando-Hotels-Westgate-Lakes-Resort-Spa-Universal-Studios-Area.h804984.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 "Very clean ! " [](https://expedia.ca/Orlando-Hotels-Sheraton-Vistana-Resort-Villas.h23110.Hotel-Information) ![Marriott's Grande Vista](https://images.trvl-media.com/lodging/1000000/860000/853600/853519/77708f65_y.jpg) ### Marriott's Grande Vista 10/10 Excellent "Yes " [](https://expedia.ca/Orlando-Hotels-Marriotts-Grande-Vista.h853519.Hotel-Information) ![Rosen Inn Lake Buena Vista](https://images.trvl-media.com/lodging/1000000/10000/1300/1264/2a9be677_y.jpg) ### Rosen Inn Lake Buena Vista 10/10 Excellent "Everything was fine, except it was too cold in the room." [](https://expedia.ca/Orlando-Hotels-Rosen-Inn-Lake-Buena-Vista.h1264.Hotel-Information) ![Hyatt Regency Orlando](https://images.trvl-media.com/lodging/1000000/10000/9600/9574/1bb0a2ac_y.jpg) ### Hyatt Regency Orlando 10/10 Excellent "The woman at the check in counter was super friendly. The room was super clean. I stayed in tower Two and had one of my best nights of sleep I have ever had in a hotel. The bed was amazing and the bathroom was large and spacious. The lady that cleaned the room on my floor was so nice and kind and wished me a good morning. I was so impressed with everything " [](https://expedia.ca/Orlando-Hotels-Hyatt-Regency-Orlando.h9574.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 "All good " [](https://expedia.ca/Orlando-Hotels-Universals-Cabana-Bay-Beach-Resort.h5963292.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 "Excellent staff, room was spacious and very clean, great amenities, convenient and well lit parking." [](https://expedia.ca/Orlando-Hotels-Rosen-Inn-At-Pointe-Orlando.h8892.Hotel-Information) ![Sheraton Vistana Villages Resort Villas, I-Drive/Orlando](https://images.trvl-media.com/lodging/1000000/540000/539500/539487/88f9edce_y.jpg) ### Sheraton Vistana Villages Resort Villas, I-Drive/Orlando 10/10 Excellent "Great Experience " [](https://expedia.ca/Orlando-Hotels-Sheraton-Vistana-Villages-Resort-Villas.h539487.Hotel-Information) ![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 "Clean room and very nice outdoor space for groups or just anyone to relax and hang out. A cheap and quick uber ride to the universal parks. Breakfast is what you would expect for the price- get there early to avoid the lines " [](https://expedia.ca/Orlando-Hotels-Orlando-International-Drive-North-Hotel.h41493.Hotel-Information) ## Frequently asked questions ### Which area of Windermere is best to stay in for luxury hotels? > This area is known for its exclusive residential developments and offers a tranquil, upscale environment. You'll find properties that provide direct lake access and offer a high degree of privacy, often situated on spacious grounds. The main thoroughfares, like Conroy Road and Apopka Vineland Road, provide access to these more secluded luxury options. > > > Couples seeking a sophisticated and quiet retreat will find this area particularly appealing. The focus here is on relaxation and enjoying the natural beauty of the Central Florida lakes, with opportunities for boating or simply unwinding by the water. The luxury hotels in this vicinity often feature amenities such as private dining experiences, expansive spa facilities, and high-end fitness equipment. > > > Families looking for a premium holiday experience will also appreciate the larger, more private accommodations available. ### How much does a luxury hotel in Windermere cost? ### What luxury activities and experiences are there in Windermere? > These areas are characterised by expansive, privately owned estates and exclusive resorts, many of which offer direct lake access. The community is generally quiet, with well-maintained streets and lush landscaping. While not a bustling town centre, the luxury experience here is about tranquility, privacy, and high-end amenities. > > > Couples looking for a private and upscale retreat will find the lakeside properties particularly appealing. Many of these accommodations offer private docks, allowing for activities like boating, paddleboarding, or simply enjoying the serene lake views. Dining experiences often include private chef services or exclusive access to fine dining within resort properties. > > > Families seeking a luxurious holiday will appreciate the spaciousness and amenities available in these exclusive communities. Properties often feature large private pools, dedicated entertainment rooms, and extensive grounds for relaxation and play. ### How can I save on a luxury hotel in Windermere with Expedia? ### Is it cheaper to book a luxury Windermere hotel and flights as a package? ### Can I cancel my luxury hotel reservation on Expedia? ## Explore a world of travel with Expedia - Lodging - More ways to book - [All Inclusive Resorts and in Bay Hill ](https://www.expedia.ca/Bay-Hill-Orlando-Hotels-All-Inclusive-Hotel.0-n553248635975849893-0-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Bay Hill ](https://www.expedia.ca/Bay-Hill-Orlando-Hotels-Beach-Hotel.0-n553248635975849893-0-tBeachHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Bay Hill ](https://www.expedia.ca/Bay-Hill-Orlando-Hotels-Cheap-Hotels.0-n553248635975849893-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Golf Hotels in Bay Hill ](https://www.expedia.ca/Bay-Hill-Orlando-Hotels-Golf-Hotel.0-n553248635975849893-0-tGolfHotel.Travel-Guide-Filter-Hotels) - 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