Title: TOP Hotels with Entertainment in Windsor Hills, FL for 2026 | Expedia.co.uk [Windsor Hills Travel Guide](https://expedia.co.uk/Orlando-Windsor-Hills.dx553248635976007891)[Holiday Rentals in Orlando](https://expedia.co.uk/Orlando-Holiday-Rentals.d178294.Travel-Guide-HolidayRentals)[Flights to Orlando](https://expedia.co.uk/Cheap-Flights-To-Orlando.d178294.Travel-Guide-Flights)[Things to do in Orlando](https://expedia.co.uk/Things-To-Do-In-Orlando.d178294.Travel-Guide-Activities)[Windsor Hills Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Windsor-Hills.d553248635976007891.Car-Hire-Guide)[Windsor Hills Holidays](https://expedia.co.uk/Windsor-Hills.d553248635976007891.Holidays-City-Breaks) ![Orlando, Florida. July 22, 2019 Orlando gold lettering on black background. Vector with travel icons and fireworks. Travel Postcard](https://images.trvl-media.com/place/553248635976007891/461aeb04-6833-4510-8c6a-0a6593b71d02.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/553248635976007891/461aeb04-6833-4510-8c6a-0a6593b71d02.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Windsor Hills Hotels with Entertainment Tonight [12 Feb - 13 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976007891&startDate=2026-02-12&endDate=2026-02-13&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [13 Feb - 14 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976007891&startDate=2026-02-13&endDate=2026-02-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [13 Feb - 15 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976007891&startDate=2026-02-13&endDate=2026-02-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [20 Feb - 22 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976007891&startDate=2026-02-20&endDate=2026-02-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Windsor Hills hotels with entertainment ![A heated pool](https://images.trvl-media.com/lodging/92000000/91040000/91031900/91031876/13458150.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/92000000/91040000/91031900/91031876/w4000h2521x0y0-a1bd4b23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel cot, free WiFi](https://images.trvl-media.com/lodging/92000000/91040000/91031900/91031876/97dd590f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Gift shop](https://images.trvl-media.com/lodging/92000000/91040000/91031900/91031876/54165469.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Water Park!!! Huge Pool, 5 Minutes to Disney World! [](https://www.expedia.co.uk/Orlando-Hotels-Mickeys-Welcome-Inn.h91031876.Hotel-Information) Windsor Hills 10/10 Exceptional (3 reviews) "Beautiful place. Very clean and comfortable. Excellent communication with owner and manager. I will definitely return!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) BernadetteB £338 includes taxes & fees 2 Mar - 3 Mar [](https://www.expedia.co.uk/Orlando-Hotels-Mickeys-Welcome-Inn.h91031876.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/34000000/33660000/33657600/33657570/20b89b96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33660000/33657600/33657570/df2ca53e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33660000/33657600/33657570/166eb4c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/34000000/33660000/33657600/33657570/4d0078c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### With Resort Amenities 3 BR/3 BA Townhome Just 2 Miles to Walt Disney World! [](https://www.expedia.co.uk/Orlando-Hotels-With-Resort-Amenities-3-BR3-BA-Townhome-Just-2-Miles-To-Walt-Disney-World.h33657570.Hotel-Information) Windsor Hills 9.6/10 Exceptional (97 reviews) "This was a staycation with the family. Property is nicely situated from the clubhouse and a easy walk to access it. Property was very comfortable for the five of us. Great communication with the owners. Would stay again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alberto C. £340 includes taxes & fees 24 Feb - 25 Feb [](https://www.expedia.co.uk/Orlando-Hotels-With-Resort-Amenities-3-BR3-BA-Townhome-Just-2-Miles-To-Walt-Disney-World.h33657570.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/109000000/108280000/108274500/108274473/76ee8d75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, table football, books](https://images.trvl-media.com/lodging/109000000/108280000/108274500/108274473/d77a766f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/109000000/108280000/108274500/108274473/a5f022b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108280000/108274500/108274473/3115f73c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family Disney Home - Pool - Game Room - Hot Tub - No Pool/Hot Tub Heating Fee [](https://www.expedia.co.uk/Orlando-Hotels-4-Bedroom-Vacation-Home-Just-7-Minutes-To-Walt-Disney-World-Resort.h108274473.Hotel-Information) Windsor Hills 9.8/10 Exceptional (7 reviews) "Nice property. Very safe and secure area. Pool was really nice. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Susan S. £355 includes taxes & fees 5 Mar - 6 Mar [](https://www.expedia.co.uk/Orlando-Hotels-4-Bedroom-Vacation-Home-Just-7-Minutes-To-Walt-Disney-World-Resort.h108274473.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/58000000/57330000/57321200/57321116/6820a607.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/58000000/57330000/57321200/57321116/8583cdb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, table football](https://images.trvl-media.com/lodging/58000000/57330000/57321200/57321116/5b72f732.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/58000000/57330000/57321200/57321116/c9835c56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Your Dream Family Vacation Home – 5BR, 5BA & Sun-Filled South-Facing Pool! [](https://www.expedia.co.uk/Orlando-Hotels-Dream-Vacation-Home-At-Windsor-Hills-Resort-Homes.h57321116.Hotel-Information) Windsor Hills 9.0/10 Wonderful (14 reviews) "Everything was excellent, communication and overall property. Rooms were spacious and comfortable. Pool area was good to host our family birthday celebration. Kitchen was perfect for what we needed and we cooked several meals. Would definitely recommend and would stay here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Richard S. £530 includes taxes & fees 3 Mar - 4 Mar [](https://www.expedia.co.uk/Orlando-Hotels-Dream-Vacation-Home-At-Windsor-Hills-Resort-Homes.h57321116.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/34000000/33650000/33645000/33644918/90091e19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/34000000/33650000/33645000/33644918/616d5b0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33650000/33645000/33644918/c2a92492.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children’s area](https://images.trvl-media.com/lodging/34000000/33650000/33645000/33644918/0ea63e6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Newly Updated, 6BR Villa, South Facing Pool, Free water park [](https://www.expedia.co.uk/Orlando-Hotels-Newly-Updated.h33644918.Hotel-Information) Windsor Hills 9.6/10 Exceptional (70 reviews) "This location was amazing, overall. The house is in great condition, and well maintained. The owner was wonderful to work with, and very responsive when i had questions. I would work with the owner for any future trips to Orlando. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alicia D. £405 includes taxes & fees 14 Mar - 15 Mar [](https://www.expedia.co.uk/Orlando-Hotels-Newly-Updated.h33644918.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/34000000/33090000/33085600/33085503/6293a9b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33090000/33085600/33085503/66b894de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33090000/33085600/33085503/44e5bbe9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children’s area](https://images.trvl-media.com/lodging/34000000/33090000/33085600/33085503/a265c466.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### "2 Miles to Disney, 2 min walk to Clubhouse, Big private pool, Free Water Park!" [](https://www.expedia.co.uk/Orlando-Hotels-2-Miles-2-Disney.h33085503.Hotel-Information) Windsor Hills 9.2/10 Wonderful (197 reviews) "Very nice location, great house with plenty of room. The grandchildren loved the playroom. Master bedroom was very spacious. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Trish P. £395 includes taxes & fees 23 Feb - 24 Feb [](https://www.expedia.co.uk/Orlando-Hotels-2-Miles-2-Disney.h33085503.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/72000000/71560000/71559000/71558918/0e3f1e91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/72000000/71560000/71559000/71558918/0007a57e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/72000000/71560000/71559000/71558918/fee8045c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/72000000/71560000/71559000/71558918/b30fd989.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Windsor Hills Resort/2Bedrm Themed Condo [](https://www.expedia.co.uk/Orlando-Hotels-Avengers-Themed-Home-At-Windsor-Hills-Resort-With-Water-Park-5.h71558918.Hotel-Information) Windsor Hills 9.0/10 Wonderful (14 reviews) "We had a great stay at Mike's place. Quiet building with a top floor unit. Great decor. Balcony was a nice place to wind down after long days. Pool/hot tub/slides were great. Would definitely stay here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John N. [](https://www.expedia.co.uk/Orlando-Hotels-Avengers-Themed-Home-At-Windsor-Hills-Resort-With-Water-Park-5.h71558918.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/72000000/71560000/71557200/71557181/0359d5df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/72000000/71560000/71557200/71557181/57187f64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children’s area](https://images.trvl-media.com/lodging/72000000/71560000/71557200/71557181/0790e769.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71560000/71557200/71557181/e61d78b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Windsor Hills Resort/3Bedrm/Water Park [](https://www.expedia.co.uk/Orlando-Hotels-Luxurious-Superhero-Retreat-Themed-Rooms2-Miles-To-Disney-World-4.h71557181.Hotel-Information) Windsor Hills £321 includes taxes & fees 28 Feb - 1 Mar [](https://www.expedia.co.uk/Orlando-Hotels-Luxurious-Superhero-Retreat-Themed-Rooms2-Miles-To-Disney-World-4.h71557181.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/103000000/102550000/102547000/102546992/2ff341e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel cot](https://images.trvl-media.com/lodging/103000000/102550000/102547000/102546992/727b9ffb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children’s area](https://images.trvl-media.com/lodging/103000000/102550000/102547000/102546992/ffd10fa6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/103000000/102550000/102547000/102546992/c3ae8df2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Windsor Hills Resort-Free Water Park-2 Miles to Disney [](https://www.expedia.co.uk/Orlando-Hotels-C2821-403-Windsor-Hills-Resort-Free-Water-Park-2-Miles-To-Disney.h102546992.Hotel-Information) Windsor Hills £315 includes taxes & fees 27 Feb - 28 Feb [](https://www.expedia.co.uk/Orlando-Hotels-C2821-403-Windsor-Hills-Resort-Free-Water-Park-2-Miles-To-Disney.h102546992.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/122000000/121710000/121701100/121701071/6e6dbdb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/122000000/121710000/121701100/121701071/73608705.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121710000/121701100/121701071/42230e7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games](https://images.trvl-media.com/lodging/122000000/121710000/121701100/121701071/7cfd8566.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Updated 3BR Monsters Inc themed condo with Water Park near Disney [](https://www.expedia.co.uk/Orlando-Hotels-Monster-Adventure-With-Water-Park-Near-Disney-NEW-RENO.h121701071.Hotel-Information) Windsor Hills 10/10 Exceptional (3 reviews) "The pool was clean and set at a wonderful temperature. The kids loved the waterslides and kiddie area." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) cassandra p. £319 includes taxes & fees 24 Feb - 25 Feb [](https://www.expedia.co.uk/Orlando-Hotels-Monster-Adventure-With-Water-Park-Near-Disney-NEW-RENO.h121701071.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.co.uk/Hotel-Search?startDate=2026-02-26&endDate=2026-02-27®ionId=553248635976007891&adults=2&nearby_group=entertainment&sort=RECOMMENDED&openPlayBack=true) ## Top Windsor Hills Hotel Reviews ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - [3 Star Hotels in Disney's Maingate West ](https://www.expedia.co.uk/3Star-Disneys-Maingate-West-Hotels.s30-0-d6034243.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Disney's Maingate West ](https://www.expedia.co.uk/4Star-Disneys-Maingate-West-Hotels.s40-0-d6034243.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Disney's Maingate West ](https://www.expedia.co.uk/5Star-Disneys-Maingate-West-Hotels.s50-0-d6034243.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Central Florida ](https://www.expedia.co.uk/Central-Florida-Hotels-Adults-Only-Resorts.0-0-d6048177-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Central Florida ](https://www.expedia.co.uk/Central-Florida-Hotels-Boutique-Hotel.0-0-d6048177-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - 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