Title: Holiday Rentals Winter Haven from £85: Find Short-Term Rentals & Holiday Accommodations | Expedia.co.uk [Winter Haven Travel Guide](https://expedia.co.uk/Winter-Haven.dx7464)[Hotels in Winter Haven](https://expedia.co.uk/Winter-Haven-Hotels.d7464.Travel-Guide-Hotels)[Flights to Winter Haven](https://expedia.co.uk/Cheap-Flights-To-Winter-Haven.d7464.Travel-Guide-Flights)[Things to do in Winter Haven](https://expedia.co.uk/Things-To-Do-In-Winter-Haven.d7464.Travel-Guide-Activities)[Winter Haven Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Winter-Haven.d7464.Car-Hire-Guide)[Winter Haven Holidays](https://expedia.co.uk/Winter-Haven.d7464.Holidays-City-Breaks) ![Winter Haven which includes rides](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/22000/22903-Legoland-Florida.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Holiday Rentals in Winter Haven ![price find illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 In two weeks [24 Oct - 26 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=7464&startDate=2025-10-24&endDate=2025-10-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [5 Dec - 7 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=7464&startDate=2025-12-05&endDate=2025-12-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [2 Jan - 4 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=7464&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [30 Jan - 1 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=7464&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) ## Top Holiday Rentals in Winter Haven ![Aerial view](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068973/fb6985f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-sized fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068973/259ef4b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Snack bar](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068973/63e7fb0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068973/41323424.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Village at Parkway Kissimmee 8.6/10 Excellent (2946) "Really relaxing customer service was extremely nice room was really nice " £85 includes taxes & fees 9 Oct - 10 Oct [](https://www.expedia.co.uk/Orlando-Hotels-Vacation-Village-At-Parkway.h1068973.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/28000000/27550000/27548600/27548551/23050871.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/28000000/27550000/27548600/27548551/8bc597c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/28000000/27550000/27548600/27548551/26d508b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Elite Cottage, 2 Bedrooms | Private kitchen | Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27550000/27548600/27548551/09444671.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Margaritaville Cottages Orlando with H2O Waterpark by Rentyl Kissimmee 8.8/10 Excellent (1647) "It was a great stay !" [](https://www.expedia.co.uk/Orlando-Hotels-Margaritaville-Resort-Orlando-Cottages-By-Rentyl.h27548551.Hotel-Information) ![5 outdoor pools, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/1000000/110000/104100/104060/9a5b9775.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children’s play area – outdoor](https://images.trvl-media.com/lodging/1000000/110000/104100/104060/35c2b3eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family House, 3 Bedrooms, Non Smoking, Resort View | Private kitchen | Full-sized fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/1000000/110000/104100/104060/73a602a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 1 Bedroom, Accessible | Private kitchen | Full-sized fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/1000000/110000/104100/104060/a1a41214.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Summer Bay Orlando by Exploria Resorts Clermont 8.4/10 Very good (5639) "There are a lot of activities that we enjoyed while staying here. Very nice and clean resort. " £114 includes taxes & fees 9 Oct - 10 Oct [](https://www.expedia.co.uk/Orlando-Hotels-Summer-Bay-Orlando-By-Exploria-Resorts.h104060.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/2000000/1700000/1696000/1695932/c7c5e131.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 4 Bedrooms (2 King, 1 Queen, & 2 Trundle Bed) | Balcony view](https://images.trvl-media.com/lodging/2000000/1700000/1696000/1695932/c3a6b674.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1700000/1696000/1695932/93c8e502.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 outdoor pools](https://images.trvl-media.com/lodging/2000000/1700000/1696000/1695932/cb9347c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Berkley, Orlando Kissimmee 9.6/10 Exceptional (1934) "Great stay!" £115 includes taxes & fees 6 Nov - 7 Nov [](https://www.expedia.co.uk/Orlando-Hotels-The-Berkley.h1695932.Hotel-Information) ![Water park](https://images.trvl-media.com/lodging/1000000/1000000/992500/992499/45af642e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/1000000/992500/992499/0666884a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![ONE BEDROOM GRANDE SUITE | Private kitchen | Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/1000000/1000000/992500/992499/e96914e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/1000000/992500/992499/d90205e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Reunion Resort & Golf Club Reunion 8.8/10 Excellent (1410) "amazing place for families" [](https://www.expedia.co.uk/Orlando-Hotels-Reunion-Resort-Golf-Club.h992499.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/2000000/1840000/1838800/1838783/1c94ee7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1840000/1838800/1838783/67dca9c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Billiards](https://images.trvl-media.com/lodging/2000000/1840000/1838800/1838783/cab10b94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges, poolside bar](https://images.trvl-media.com/lodging/2000000/1840000/1838800/1838783/71d234b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Regal Oaks Resort Vacation Townhomes by IDILIQ Kissimmee 8.4/10 Very good (2986) "Loved the location of the property and that the property was gated" £228 includes taxes & fees 4 Nov - 5 Nov [](https://www.expedia.co.uk/Orlando-Hotels-CLC-Regal-Oaks-Resort-Vacation-Townhomes.h1838783.Hotel-Information) ![2 outdoor pools, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/5000000/4660000/4651300/4651255/2fcd2016.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive Townhome, 4 Bedrooms, Private Pool | Living area | 50-inch LCD TV with cable channels, TV](https://images.trvl-media.com/lodging/5000000/4660000/4651300/4651255/e651e5b7.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/5000000/4660000/4651300/4651255/8a7bab70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/5000000/4660000/4651300/4651255/b0f8f739.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Encantada Resort Vacation Townhomes by IDILIQ Kissimmee 8.6/10 Excellent (1385) "The unit was great for our large group of people. The only issue was some cheaply made furniture that seemed very wobbly. " £217 includes taxes & fees 9 Oct - 10 Oct [](https://www.expedia.co.uk/Orlando-Hotels-CLC-Encantada-Resort-Vacation-Townhomes.h4651255.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/119000000/118680000/118679700/118679692/a02b501f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Quadruple Room, 2 Double Beds, Non Smoking, Private Bathroom | Hypo-allergenic bedding, free WiFi, bed sheets](https://images.trvl-media.com/lodging/119000000/118680000/118679700/118679692/dfa94e76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-sized fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118680000/118679700/118679692/ac8705f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/119000000/118680000/118679700/118679692/60037c0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Magical Dreams Kissimmee 10/10 Exceptional (1) "estaba algo caliente pero nos contactamos con los encargados y nos solucionaron el problema " £108 includes taxes & fees 18 Oct - 19 Oct [](https://www.expedia.co.uk/Orlando-Hotels-Magical-Dreams.h118679692.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/112000000/111410000/111401500/111401427/a1409b26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children’s play area – outdoor](https://images.trvl-media.com/lodging/112000000/111410000/111401500/111401427/0a0c9635.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool loungers](https://images.trvl-media.com/lodging/112000000/111410000/111401500/111401427/5681a60b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic Area](https://images.trvl-media.com/lodging/112000000/111410000/111401500/111401427/79f73889.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Barefoot'n Resort Kissimmee Orlando Kissimmee 9.0/10 Wonderful (147) "Loved being able to walk across the street to Old Town. Large space and a great price. " £88 includes taxes & fees 15 Oct - 16 Oct [](https://www.expedia.co.uk/Orlando-Hotels-Barefootn-Resort.h111401427.Hotel-Information) ![Outdoor pool, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/10000000/9050000/9046300/9046290/8e0b9435.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pillow-top beds, in-room safe, desk, blackout curtains](https://images.trvl-media.com/lodging/10000000/9050000/9046300/9046290/6aa77251.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/10000000/9050000/9046300/9046290/02d9bf29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/10000000/9050000/9046300/9046290/b008f649.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Magic Village Yards, Trademark Collection by Wyndham Kissimmee 9.2/10 Wonderful (1146) "Spacious accommodations near Disney, with some amenities. " [](https://www.expedia.co.uk/Orlando-Hotels-Magic-Village-Yards.h9046290.Hotel-Information) ![Dock](https://images.trvl-media.com/lodging/38000000/37620000/37613200/37613141/6af08a1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/38000000/37620000/37613200/37613141/8b42a824.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV, DVD player](https://images.trvl-media.com/lodging/38000000/37620000/37613200/37613141/aead982c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lake](https://images.trvl-media.com/lodging/38000000/37620000/37613200/37613141/d6c448ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grand Lake Resort Kissimmee 9.2/10 Wonderful (141) "Amber was great we had a ball definitely coming back resort was beautiful " [](https://www.expedia.co.uk/Orlando-Hotels-The-Grand-Lake-Resort.h37613141.Hotel-Information) ![Dock](https://images.trvl-media.com/lodging/6000000/5290000/5287800/5287768/f1fc2176.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/6000000/5290000/5287800/5287768/04ace0d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-sized fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/6000000/5290000/5287800/5287768/ec893e47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Suite, 2 Bedrooms, Non Smoking, Kitchen | Private kitchen | Full-sized fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/6000000/5290000/5287800/5287768/04d42f20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Barefoot Suites Kissimmee 9.0/10 Wonderful (1772) "Much better than the last stay there!" [](https://www.expedia.co.uk/Orlando-Hotels-Barefoot-Suites.h5287768.Hotel-Information) ![2 outdoor pools, open 8 AM to 10 PM, pool loungers](https://images.trvl-media.com/lodging/1000000/600000/597200/597113/027f136a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 3 Bedrooms (Lodge) | Private kitchen | Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/1000000/600000/597200/597113/b4b69417.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/600000/597200/597113/2909eab6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/600000/597200/597113/c50e45b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Club Vacations Orlando Breeze Resort by IHG Davenport 9.2/10 Wonderful (491) "Quiet environment " £98 includes taxes & fees 31 Oct - 1 Nov [](https://www.expedia.co.uk/Orlando-Hotels-Holiday-Inn-Club-Vacations-Orlando-Breeze-Resort.h597113.Hotel-Information) ![Lake view](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068972/cacc5dfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068972/68ec9286.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068972/a57e1571.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Boating](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068972/7e68d8eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lifetime of Vacations Resort Kissimmee 9.4/10 Exceptional (147) "Quiet place " [](https://www.expedia.co.uk/Orlando-Hotels-Lifetime-Of-Vacations-Resort.h1068972.Hotel-Information) ![Private pool](https://images.trvl-media.com/lodging/76000000/75970000/75962100/75962058/9a3d3e1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Townhome, 5 Bedrooms, Private Pool | 5 bedrooms, individually decorated, individually furnished](https://images.trvl-media.com/lodging/76000000/75970000/75962100/75962058/74efd052.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Townhome, 5 Bedrooms, Private Pool | Living area | 40-inch Smart TV with cable channels, TV](https://images.trvl-media.com/lodging/76000000/75970000/75962100/75962058/85d76152.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Townhome, 4 Bedrooms, Private Pool | Living area | 40-inch Smart TV with cable channels, TV](https://images.trvl-media.com/lodging/76000000/75970000/75962100/75962058/f89a4e36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Formosa Valley Resort by UNE Homes Kissimmee 9.4/10 Exceptional (170) "Great stay" [](https://www.expedia.co.uk/Orlando-Hotels-Formosa-Valley-Resort-By-UNE-Homes.h75962058.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/42000000/41900000/41898100/41898043/59585f1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games, table football, stereo](https://images.trvl-media.com/lodging/42000000/41900000/41898100/41898043/2724dcb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/42000000/41900000/41898100/41898043/4655c996.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/42000000/41900000/41898100/41898043/e26eb297.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Glam Villa Near the Parks w Gamer & Princess BRs, Huge Theater, Arcade, Spa Pool Kissimmee 9.6/10 Exceptional (48) "The home was perfect for our family trip to Disney! Its conveniently located near all of the FUN!! Great place to stay! I would definitely stay here again!" [](https://www.expedia.co.uk/Orlando-Hotels-Glam-Villa-Near-The-Parks-W-Gamer-Princess-BRs.h41898043.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/800000/796800/796761/97e92f0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/800000/796800/796761/9b7cdaa9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 4 Bedrooms, Private Pool | Private pool](https://images.trvl-media.com/lodging/1000000/800000/796800/796761/9aa76ca9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, 2 Bedrooms | Private kitchen | Full-sized fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/1000000/800000/796800/796761/d192afbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Royal Laguna Villas By Magical Memories Kissimmee 7.0/10 Good (2336) "the apartment is comfortable and pleasant but the air conditioning does not work, there is only a ceiling fan in the main room and in the living room. They did not give us the card for the pool area and it was a problem to pay and get the lockbox code." [](https://www.expedia.co.uk/Orlando-Hotels-Royal-Laguna-Villas-By-Magical-Memories.h796761.Hotel-Information) ![Captiva-06 (SMV104) | Private kitchen | Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/21000000/20240000/20231400/20231360/1cfa809e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/21000000/20240000/20231400/20231360/bb9fb5f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Captiva-11 (SMV116) | Private kitchen | Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/21000000/20240000/20231400/20231360/514040a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/21000000/20240000/20231400/20231360/cfc0e773.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Summerville Vacation Homes by Columbia Management Kissimmee 8.4/10 Very good (151) "Not enough parking " [](https://www.expedia.co.uk/Orlando-Hotels-Summerville-Vacation-Homes-By-Columbia-Management.h20231360.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/32000000/31860000/31860000/31859985/d1c0e976.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/32000000/31860000/31860000/31859985/60dae1c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![8 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/32000000/31860000/31860000/31859985/203ab8f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/32000000/31860000/31860000/31859985/0ad095be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### BEST HOUSE! StarWars Theater, HarryPotter, Princess, Pirates!!! Disney 8-10 min! Kissimmee 10/10 Exceptional (221) "Very cool place with each room decorated prefectly. Easy access to any park. " [](https://www.expedia.co.uk/Orlando-Hotels-Best-Themes-Starwarstheater.h31859985.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/35000000/34280000/34271300/34271273/c77b3c8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/35000000/34280000/34271300/34271273/3ab062b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34280000/34271300/34271273/7e8373fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/35000000/34280000/34271300/34271273/2a976aa7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury 20 bedroom Reunion Villas @ Disney's Doorstep Kissimmee 9.2/10 Wonderful (97) "Beautiful homes, would stay again" [](https://www.expedia.co.uk/Orlando-Hotels-Luxury-20-Bedroom-Reunion-Villas-Disneys-Doorstep.h34271273.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=2025-10-22&endDate=2025-10-23®ionId=7464&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](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.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWinter-Haven-Holiday-Rentals.d7464.Travel-Guide-HolidayRentals)[Sign up, it's free](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinter-Haven-Holiday-Rentals.d7464.Travel-Guide-HolidayRentals) ## Top Winter Haven Hotel Reviews ![Meliá Orlando Celebration](//images.trvl-media.com/lodging/2000000/1760000/1759600/1759572/b440f6b4_y.jpg) ### Meliá Orlando Celebration 10/10 Excellent "Excellent " [](https://expedia.co.uk/Orlando-Hotels-Melia-Orlando-Celebration.h1759572.Hotel-Information) ![Hilton Vacation Club Mystic Dunes Orlando](//images.trvl-media.com/lodging/1000000/900000/891000/890951/0b826e24_y.jpg) ### Hilton Vacation Club Mystic Dunes Orlando 10/10 Excellent "The room was clean and the facilities are very clean. The property is very close to the parks that makes it very convenient. Location is perfect. I really like their customer service. Everyone was courteous and very helpful." [](https://expedia.co.uk/Orlando-Hotels-Mystic-Dunes-Resort-Golf-Club-By-Diamond-Resorts.h890951.Hotel-Information) ![Vacation Village at Parkway](//images.trvl-media.com/lodging/2000000/1070000/1069000/1068973/fb6985f5_y.jpg) ### Vacation Village at Parkway 10/10 Excellent "10 minute drive to Disney parks. Plenty restaurants and stores nearby. Property is very clean and rooms are very spacious. Would definitely book again " [](https://expedia.co.uk/Orlando-Hotels-Vacation-Village-At-Parkway.h1068973.Hotel-Information) ![Margaritaville Resort Orlando with H2O Waterpark](//images.trvl-media.com/lodging/25000000/24060000/24054800/24054711/5f422c24_y.jpg) ### Margaritaville Resort Orlando with H2O Waterpark 10/10 Excellent "Beautiful pool and water park. Joshua was so helpful with all of my questions and concerns. Resolved my issue quickly and so friendly " [](https://expedia.co.uk/Orlando-Hotels-Margaritaville-Resort-Orlando.h24054711.Hotel-Information) ![Holiday Inn Club Vacations at Orange Lake Resort by IHG](//images.trvl-media.com/lodging/1000000/10000/6400/6315/ac7826b3_y.jpg) ### Holiday Inn Club Vacations at Orange Lake Resort by IHG 10/10 Excellent "Very clean resort. Heavy in the time share promos. TVs are pretty small. Had a 3 br/3 ba rental. It was nice distributed. Although noise can carry from one bedroom to other. " [](https://expedia.co.uk/Orlando-Hotels-Holiday-Inn-Club-Vacations-At-Orange-Lake-Resort.h6315.Hotel-Information) ![The Grove Resort & Water Park Orlando](//images.trvl-media.com/lodging/5000000/4700000/4691700/4691657/c5a7d392_y.jpg) ### The Grove Resort & Water Park Orlando 10/10 Excellent "Very pleased with our stay at the Terraces building. This suite was beyond our expectations, very clean and comfortable. The building was quiet and secluded from the bustle of the main resort but still had everything we needed and felt desk staff always. Will highly recommend to family and friends " [](https://expedia.co.uk/Orlando-Hotels-The-Grove-Resort-Water-Park-Orlando.h4691657.Hotel-Information) ![Parkway International Resort](//images.trvl-media.com/lodging/1000000/700000/692700/692651/fd297cb8_y.jpg) ### Parkway International Resort 10/10 Excellent "Loved the facility, suite provided and the prompt service. The facility was very well maintained and a great experience. Loved the pool area and kids loved the acitivity room.Definately returning back." [](https://expedia.co.uk/Orlando-Hotels-Parkway-International-Resort.h692651.Hotel-Information) ![Staybridge Suites Winter Haven Auburndale by IHG](//images.trvl-media.com/lodging/95000000/94680000/94674300/94674232/0585f081_y.jpg) ### Staybridge Suites Winter Haven Auburndale by IHG 10/10 Excellent "The room was very spacious and clean " [](https://expedia.co.uk/Winter-Haven-Hotels-Staybridge-Suites-Winter-Haven-Auburndale.h94674232.Hotel-Information) ![Comfort Inn & Suites Kissimmee by the Parks](//images.trvl-media.com/lodging/1000000/440000/430500/430452/578ae569_y.jpg) ### Comfort Inn & Suites Kissimmee by the Parks 10/10 Excellent "Amazing " [](https://expedia.co.uk/Orlando-Hotels-Comfort-Inn-Maingate.h430452.Hotel-Information) ## Find out more about Winter Haven **Everything you need to know about** **Winter Haven** **holiday rentals** Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Winter Haven holiday rental for you. At Expedia, you can take your pick from private holiday homes, [apartments](https://www.expedia.co.uk/aa/Apartments), cottages, [apart-hotels](https://www.expedia.co.uk/aa/ApartHotels), cabins, [villas](https://www.expedia.co.uk/aa/Villas)... The list goes on, and on… and on! There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winter Haven holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.  **Winter Haven holiday rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Winter Haven. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in .  Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winter Haven holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winter Haven holiday rentals we have selected for you start as low as £85 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Winter Haven rentals** At Expedia, we put the best Winter Haven holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.  To find some top Winter Haven rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winter Haven holiday. If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winter Haven. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.  ## Explore a world of travel with Expedia - Trending destinations on Expedia.co.uk ### Trending destinations on Expedia.co.uk - [Holiday Rentals in the Cotswold](https://www.expedia.co.uk/lp/b/vr/cotswold) - [Holiday Rentals in Lake District](https://www.expedia.co.uk/lp/b/vr/lake-district) - [Devon Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Devon.d6046196.Holiday-Rental-Destinations) - [Norfolk Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Norfolk.d6046223.Holiday-Rental-Destinations) - [Bedfordshire Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Bedfordshire.d6046189.Holiday-Rental-Destinations) - [Dorset Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Dorset.d6046198.Holiday-Rental-Destinations) - [Northumberland Holiday Rentals](https://www.expedia.com/Destinations-In-Northumberland.d6046225.Vacation-Rental-Destinations) - [Herefordshire Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Herefordshire.d6046203.Holiday-Rental-Destinations) - [Essex Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Essex.d6046201.Holiday-Rental-Destinations) - [Cumbria Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Cumbria.d6046194.Holiday-Rental-Destinations) - [Yorkshire Holiday Rentals](https://www.expedia.co.uk/Yorkshire-Holiday-Rentals.d6342462.Travel-Guide-HolidayRentals) - [South Wales Holiday Rentals](https://www.expedia.co.uk/South-Wales-Holiday-Rentals.d6054274.Travel-Guide-HolidayRentals) - [North Wales Holiday Rentals](https://www.expedia.co.uk/North-Wales-Holiday-Rentals.d6054276.Travel-Guide-HolidayRentals) - [London Holiday Rentals](https://www.expedia.co.uk/London-Holiday-Rentals.d178279.Travel-Guide-HolidayRentals) - [York Holiday Rentals](https://www.expedia.co.uk/York-Holiday-Rentals.d5489.Travel-Guide-HolidayRentals) - [Blackpool Holiday Rentals](https://www.expedia.co.uk/Blackpool-Holiday-Rentals.d619.Travel-Guide-HolidayRentals) - [Isle of Wight Holiday Rentals](https://www.expedia.com/Destinations-In-Isle-Of-Wight.d6046218.Vacation-Rental-Destinations) - [Scarborough Holiday Rentals](https://www.expedia.co.uk/Scarborough-Holiday-Rentals.d5680.Travel-Guide-HolidayRentals) - [Edinburgh Holiday Rentals](https://www.expedia.co.uk/Edinburgh-Holiday-Rentals.d6069845.Travel-Guide-HolidayRentals) - [Bath Holiday Rentals](https://www.expedia.co.uk/Bath-Holiday-Rentals.d6084496.Travel-Guide-HolidayRentals) - [Bournemouth Holiday Rentals](https://www.expedia.co.uk/Bournemouth-Holiday-Rentals.d654.Travel-Guide-HolidayRentals) - [England Holiday Rentals](https://www.expedia.co.uk/Destinations-In-England.d11218.Holiday-Rental-Destinations) - [Scotland Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Scotland.d11219.Holiday-Rental-Destinations) - [Cornwall Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Cornwall.d6046193.Holiday-Rental-Destinations) - [Wales Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Wales.d11220.Holiday-Rental-Destinations) - [Northern Ireland Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Northern-Ireland.d11221.Holiday-Rental-Destinations) ## Frequently asked questions ### Can I find a holiday rental in Winter Haven? > Yes, there are holiday rentals in Winter Haven close to LEGOLAND® Florida, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Winter Haven speak positively about the scenic lakeside and top-notch restaurants in this destination. Leave time to check out the gardens and entertainment venues during your visit. ### What are some of the best holiday rentals that Winter Haven has to offer? > [The Berkley, Orlando](https://www.expedia.co.uk/Orlando-Hotels-The-Berkley.h1695932.Hotel-Information): This holiday home rental outside of Winter Haven offers a furnished patio, a terrace and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a microwave and a coffee maker. You can relax into your holiday with an arcade/games room and 1 hot tub. ### How many holiday rentals are there in Winter Haven? > Choose from 130 Expedia holiday rentals in Winter Haven for a memorable holiday. ### What can I see and do in Winter Haven? > Family-friendly attractions include LEGOLAND® Florida and Indigo's Family Fun Center, whereas The Circle B Bar Reserve and Rotary Park are a couple of great spots to enjoy the outdoors. Theatre Winter Haven and Chain of Lakes Park are other places to visit while you're in town. ### What are holiday rentals like in Winter Haven? > Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Winter Haven. Holiday rentals offer amenities such as kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a clean environment, holiday rentals can provide a sense of seclusion away from shared hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a great choice for a family trip. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)