Title: Holiday Rentals Winter Park from £57: Find Short-Term Rentals & Holiday Accommodations | Expedia.co.uk [Winter Park Travel Guide](https://expedia.co.uk/Winter-Park.dx7902)[Hotels in Winter Park](https://expedia.co.uk/Winter-Park-Hotels.d7902.Travel-Guide-Hotels)[Flights to Winter Park](https://expedia.co.uk/Cheap-Flights-To-Winter-Park.d7902.Travel-Guide-Flights)[Winter Park Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Winter-Park.d7902.Car-Hire-Guide)[Winter Park Holidays](https://expedia.co.uk/Winter-Park.d7902.Holidays-City-Breaks) ![Kraft Azalea Gardens showing a fountain, a park and a pond](https://images.trvl-media.com/place/553248621532654339/aef9d03a-cd86-4dcc-8e9d-049aef598da5.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Holiday Rentals in Winter Park - ![](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 prices for these dates In two weeks [9 Jan - 11 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=7902&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [20 Feb - 22 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=7902&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [20 Mar - 22 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=7902&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [17 Apr - 19 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=7902&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Winter Park holiday rentals ![Property grounds](https://images.trvl-media.com/lodging/122000000/121560000/121551600/121551588/1a1d4665.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/122000000/121560000/121551600/121551588/eacfcee6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/122000000/121560000/121551600/121551588/c1954c59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/122000000/121560000/121551600/121551588/bf1a7baa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Virbo Host Website is not working for me. Do not book this property. Thank you [](https://www.expedia.co.uk/Orlando-Hotels-Money-Saving-Clean-Small-11-Private-Apartment-On-The-Orlando-Border.h121551588.Hotel-Information) Fairview Shores £79 includes taxes & fees 27 Dec - 28 Dec [](https://www.expedia.co.uk/Orlando-Hotels-Money-Saving-Clean-Small-11-Private-Apartment-On-The-Orlando-Border.h121551588.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120650000/120648600/120648509/180-b531af67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120650000/120648600/120648509/081e1921.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/121000000/120650000/120648600/120648509/e90fce25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120650000/120648600/120648509/4d10ef55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quiet and safe neighborhood come to this great place with lots of room for relax [](https://www.expedia.co.uk/Orlando-Hotels-Quiet-And-Safe-Neighborhood-Come-To-This-Great-Place-With-Lots-Of-Room-For-Relax.h120648509.Hotel-Information) Orlando 10/10 Exceptional (1) "Pool is very inviting" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Geri Lamborn M. £203 includes taxes & fees 28 Dec - 29 Dec [](https://www.expedia.co.uk/Orlando-Hotels-Quiet-And-Safe-Neighborhood-Come-To-This-Great-Place-With-Lots-Of-Room-For-Relax.h120648509.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/92000000/91100000/91093700/91093651/1328783d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/92000000/91100000/91093700/91093651/144ad48c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/92000000/91100000/91093700/91093651/d9e299d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/92000000/91100000/91093700/91093651/22001730.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1-bedroom vacation room just 12 minutes from University of Central Florida [](https://www.expedia.co.uk/Orlando-Hotels-1-Bedroom-Vacation-Room-Just-12-Minutes-From-University-Of-Central-Florida.h91093651.Hotel-Information) Orlando 9.4/10 Exceptional (3) "Fantastic Host" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marek K. £124 includes taxes & fees 6 Jan - 7 Jan 2026 [](https://www.expedia.co.uk/Orlando-Hotels-1-Bedroom-Vacation-Room-Just-12-Minutes-From-University-Of-Central-Florida.h91093651.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/119000000/118780000/118778200/118778200/6f069335.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/119000000/118780000/118778200/118778200/850aefca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/119000000/118780000/118778200/118778200/a9b2ca46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118780000/118778200/118778200/fc1a998c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Winter Park Gem, 2BR Near Parks, 3MI to Downtown [](https://www.expedia.co.uk/Orlando-Hotels-Winter-Park-Gem.h118778200.Hotel-Information) College Park 8.0/10 Very good (2) "We had a wonderful stay — the house was spotless, comfortable, and offered plenty of space. The peaceful neighborhood and convenient location made it easy to explore the area." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Danielle H. £204 includes taxes & fees 4 Jan - 5 Jan 2026 [](https://www.expedia.co.uk/Orlando-Hotels-Winter-Park-Gem.h118778200.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/124000000/123400000/123398800/123398794/w1350h895x0y5-04b0130a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/124000000/123400000/123398800/123398794/9bd56f27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/124000000/123400000/123398800/123398794/fd159274.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, travel cot, WiFi](https://images.trvl-media.com/lodging/124000000/123400000/123398800/123398794/c7c80f1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfy Tiny Home @WP. Large Private Deck+Queen bed [](https://www.expedia.co.uk/Orlando-Hotels-Comfy-Tiny-Home-WP-Large-Private-DeckQueen-Bed.h123398794.Hotel-Information) Fairview Shores £155 includes taxes & fees 14 Jan - 15 Jan 2026 [](https://www.expedia.co.uk/Orlando-Hotels-Comfy-Tiny-Home-WP-Large-Private-DeckQueen-Bed.h123398794.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/123000000/122300000/122291600/122291511/2eccd419.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/123000000/122300000/122291600/122291511/w1320h753x0y0-6ab2b54f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/123000000/122300000/122291600/122291511/a61bdb3f.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/123000000/122300000/122291600/122291511/bb5a9493.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy RV with AC and fitness room in brilliant Winter Park [](https://www.expedia.co.uk/Orlando-Hotels-Cozy-RV-With-AC-And-Fitness-Room-In-Brilliant-Winter-Park.h122291511.Hotel-Information) Goldenrod £101 includes taxes & fees 8 Jan - 9 Jan 2026 [](https://www.expedia.co.uk/Orlando-Hotels-Cozy-RV-With-AC-And-Fitness-Room-In-Brilliant-Winter-Park.h122291511.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121860000/121857300/121857215/8914dae2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, computer monitors](https://images.trvl-media.com/lodging/122000000/121860000/121857300/121857215/90c97b88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel cot](https://images.trvl-media.com/lodging/122000000/121860000/121857300/121857215/a6fd0332.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/122000000/121860000/121857300/121857215/d9e95202.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy home 5min to Park Ave and Downtown Orlando [](https://www.expedia.co.uk/Orlando-Hotels-Cozy-Home-5min-To-Park-Ave-And-Downtown-Orlando.h121857215.Hotel-Information) Fairview Shores £194 includes taxes & fees 6 Jan - 7 Jan 2026 [](https://www.expedia.co.uk/Orlando-Hotels-Cozy-Home-5min-To-Park-Ave-And-Downtown-Orlando.h121857215.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119720000/119712500/119712429/83677fb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/120000000/119720000/119712500/119712429/8a257676.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/120000000/119720000/119712500/119712429/a6c522d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/120000000/119720000/119712500/119712429/18808af1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mills House @WP. Sleeps 11 Renovated. Queen beds [](https://www.expedia.co.uk/Orlando-Hotels-Mills-House-WP-Sleeps-11-Renovated-Queen-Beds.h119712429.Hotel-Information) Fairview Shores £237 includes taxes & fees 4 Jan - 5 Jan 2026 [](https://www.expedia.co.uk/Orlando-Hotels-Mills-House-WP-Sleeps-11-Renovated-Queen-Beds.h119712429.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/124000000/123150000/123148000/123147976/ae3601f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/124000000/123150000/123148000/123147976/df84bf4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/124000000/123150000/123148000/123147976/4f2eb1f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/124000000/123150000/123148000/123147976/36f4f2db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Funky Remodeled Otown Bungalow Sleeps 8 [](https://www.expedia.co.uk/Orlando-Hotels-Funky-Remodeled-Otown-Bungalow-Sleeps-8.h123147976.Hotel-Information) Fairview Shores £217 includes taxes & fees 4 Jan - 5 Jan 2026 [](https://www.expedia.co.uk/Orlando-Hotels-Funky-Remodeled-Otown-Bungalow-Sleeps-8.h123147976.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/122000000/121020000/121017300/121017283/13f778dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/122000000/121020000/121017300/121017283/7f29b0af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121020000/121017300/121017283/9e87b9ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121020000/121017300/121017283/18ad5479.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious 5-bedroom house in gorgeous Winter Park [](https://www.expedia.co.uk/Orlando-Hotels-Spacious-5-Bedroom-House-In-Gorgeous-Winter-Park.h121017283.Hotel-Information) Winter Park £209 includes taxes & fees 6 Jan - 7 Jan 2026 [](https://www.expedia.co.uk/Orlando-Hotels-Spacious-5-Bedroom-House-In-Gorgeous-Winter-Park.h121017283.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/92000000/91700000/91693700/91693626/a9cacec8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/92000000/91700000/91693700/91693626/c75613db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games](https://images.trvl-media.com/lodging/92000000/91700000/91693700/91693626/4737a68c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/92000000/91700000/91693700/91693626/2a3ca4b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Serene Mid-Century 3/2 w/Bonus Room and Huge Shaded Yard w/Fence [](https://www.expedia.co.uk/Orlando-Hotels-Serene-Mid-Century-32-WBonus-Room-And-Huge-Shaded-Yard-WFence.h91693626.Hotel-Information) Goldenrod £349 includes taxes & fees 4 Jan - 5 Jan 2026 [](https://www.expedia.co.uk/Orlando-Hotels-Serene-Mid-Century-32-WBonus-Room-And-Huge-Shaded-Yard-WFence.h91693626.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/121000000/120490000/120489000/120488903/437efd0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/121000000/120490000/120489000/120488903/0312eb1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer, towels, soap, toilet paper](https://images.trvl-media.com/lodging/121000000/120490000/120489000/120488903/b9965092.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120490000/120489000/120488903/3aa946ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cute 5-bedroom,6bed house in superb Winter Park. [](https://www.expedia.co.uk/Orlando-Hotels-4-Bedroom-House-In-Superb-Winter-Park.h120488903.Hotel-Information) Winter Park 4.0/10 (1) "We checked in late and were surprised to find half eaten food in the fridge and freezer. Both were very dirty with a noticeable odor. The dishwasher was full of dirty dishes. The oven was full of dirty pans. Most of the dishes in the cupboards had little bits in them as well. There was a fire alarm battery beeping in one of the bedrooms. There was no coffee maker or wine opener or wine glasses or hand soap. There were very few dishes in general, it would have been challenging to cook and serve... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nyssa S. £368 includes taxes & fees 6 Jan - 7 Jan 2026 [](https://www.expedia.co.uk/Orlando-Hotels-4-Bedroom-House-In-Superb-Winter-Park.h120488903.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/64000000/63930000/63925200/63925107/80d95728.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive Double Room | Desk, laptop workspace, iron/ironing board, bed sheets](https://images.trvl-media.com/lodging/64000000/63930000/63925200/63925107/w1194h800x0y0-16b5de6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![35-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/64000000/63930000/63925200/63925107/5cc47a36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/64000000/63930000/63925200/63925107/671707b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Point by Edge [](https://www.expedia.co.uk/Orlando-Hotels-Sonder-At-The-Point.h63925107.Hotel-Information) Florida Center 8.4/10 Very good (833) "It was great really recommend this place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sharam £57 includes taxes & fees 7 Jan - 8 Jan 2026 [](https://www.expedia.co.uk/Orlando-Hotels-Sonder-At-The-Point.h63925107.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/1000000/20000/17800/17739/3ccef447.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/20000/17800/17739/w3838h2563x0y0-7461da02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/20000/17800/17739/c2ba60e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/20000/17800/17739/d6bf10f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Florida Hotel & Conference Center in the Florida Mall [](https://www.expedia.co.uk/Orlando-Hotels-Florida-Hotel-Conference-Center-In-The-Florida-Mall.h17739.Hotel-Information) Orlando 9.2/10 Wonderful (2355) "Awesome stay and nice people " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael £157 includes taxes & fees 6 Jan - 7 Jan 2026 [](https://www.expedia.co.uk/Orlando-Hotels-Florida-Hotel-Conference-Center-In-The-Florida-Mall.h17739.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/102000000/101420000/101419400/101419314/e5a258a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Suite | Free WiFi, bed sheets](https://images.trvl-media.com/lodging/102000000/101420000/101419400/101419314/1d67d055.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/102000000/101420000/101419400/101419314/9c1ad52f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Studio | Courtyard view](https://images.trvl-media.com/lodging/102000000/101420000/101419400/101419314/51af5f6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The View Studio Suites and Event Venue [](https://www.expedia.co.uk/Orlando-Hotels-The-View-Studio-Suites-And-Event-Venue.h101419314.Hotel-Information) Orlando 8.4/10 Very good (1488) "Good sized room, nice staff, good breakfast " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Catherine £71 includes taxes & fees 4 Jan - 5 Jan 2026 [](https://www.expedia.co.uk/Orlando-Hotels-The-View-Studio-Suites-And-Event-Venue.h101419314.Hotel-Information) ![2 outdoor pools, a heated pool, open 7:00 AM to 11:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/2000000/1390000/1384700/1384631/9c36f753.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1390000/1384700/1384631/a546a244.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Poolside bar](https://images.trvl-media.com/lodging/2000000/1390000/1384700/1384631/9bf62517.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lake](https://images.trvl-media.com/lodging/2000000/1390000/1384700/1384631/99487324.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Floridays Resort Orlando [](https://www.expedia.co.uk/Orlando-Hotels-Floridays-Resort-Orlando.h1384631.Hotel-Information) International Drive District 8.6/10 Excellent (11631) "Great place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ana £142 includes taxes & fees 4 Jan - 5 Jan 2026 [](https://www.expedia.co.uk/Orlando-Hotels-Floridays-Resort-Orlando.h1384631.Hotel-Information) ![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/34000000/33490000/33487000/33486931/f3da35ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33490000/33487000/33486931/17aa738f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/34000000/33490000/33487000/33486931/665e44f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/34000000/33490000/33487000/33486931/cddd20c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Downtown Private Efficiency Lake Eola Central Business District [](https://www.expedia.co.uk/Orlando-Hotels-Hidden-Gem-Downtown-Private-Efficiency-Lake-Eola.h33486931.Hotel-Information) Downtown Orlando 9.4/10 Exceptional (48) "Great location has everything you need for a short stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) MEAGAN £103 includes taxes & fees 25 Dec - 26 Dec [](https://www.expedia.co.uk/Orlando-Hotels-Hidden-Gem-Downtown-Private-Efficiency-Lake-Eola.h33486931.Hotel-Information) ![Outdoor pool, open 7:00 AM to 11:00 PM, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/1000000/60000/57600/57584/708057f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/60000/57600/57584/54516d89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children’s play area – outdoor](https://images.trvl-media.com/lodging/1000000/60000/57600/57584/40240882.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/1000000/60000/57600/57584/5839679e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marriott's Sabal Palms [](https://www.expedia.co.uk/Orlando-Hotels-Marriotts-Sabal-Palms.h57584.Hotel-Information) Orlando 9.6/10 Exceptional (208) "Room was great, staff friendly and grounds are clean. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) DENNIS £212 includes taxes & fees 19 Jan - 20 Jan 2026 [](https://www.expedia.co.uk/Orlando-Hotels-Marriotts-Sabal-Palms.h57584.Hotel-Information) ![Outdoor pool, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/2000000/1550000/1543900/1543827/34e62405.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Gift shop](https://images.trvl-media.com/lodging/2000000/1550000/1543900/1543827/f3667392.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1550000/1543900/1543827/fc96a768.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1550000/1543900/1543827/6411765d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### WorldQuest Orlando Resort [](https://www.expedia.co.uk/Orlando-Hotels-WorldQuest-Orlando-Resort.h1543827.Hotel-Information) Orlando 8.4/10 Very good (4026) "Clean room, active and friendly staff. Nice accommodations " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Filippo £225 includes taxes & fees 12 Jan - 13 Jan 2026 [](https://www.expedia.co.uk/Orlando-Hotels-WorldQuest-Orlando-Resort.h1543827.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/107000000/106950000/106946600/106946580/47c781b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/107000000/106950000/106946600/106946580/e6e1786a.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/107000000/106950000/106946600/106946580/c0047b71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/107000000/106950000/106946600/106946580/7a422c17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Suite near Universal Studios with Pool & Hot Tub [](https://www.expedia.co.uk/Orlando-Hotels-Suite-Near-Universal-Studio-With-Hot-Tub-And-Pool.h106946580.Hotel-Information) International Drive District 10/10 Exceptional (1) "The room was exactly what we needed, and in a great location relative to everything nearby" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julian P. £129 includes taxes & fees 12 Jan - 13 Jan 2026 [](https://www.expedia.co.uk/Orlando-Hotels-Suite-Near-Universal-Studio-With-Hot-Tub-And-Pool.h106946580.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=2026-01-07&endDate=2026-01-08®ionId=7902&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-Park-Holiday-Rentals.d7902.Travel-Guide-HolidayRentals)[ Sign up, it's free ](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinter-Park-Holiday-Rentals.d7902.Travel-Guide-HolidayRentals) ## Top Winter Park Hotel Reviews ![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 "Room was clean staff was friendly check in and check out time was quick no hassle. Property area was clean good for families" [](https://expedia.co.uk/Orlando-Hotels-Avanti-Palms-Resort-And-Conference-Center.h3916.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 "Room was huge! Loved the experience check in was smooth only thing they don’t tell you is theirs a parking pass fee we stayed 4 days 3 nights and paid $79\. Besides that it was great! Easy smooth check in and check out everyone was nice and friendly!! " [](https://expedia.co.uk/Orlando-Hotels-Sheraton-Vistana-Resort-Villas.h23110.Hotel-Information) ![Waldorf Astoria Orlando - An Official Walt Disney World® Hotel](https://images.trvl-media.com/lodging/3000000/2440000/2432800/2432727/0589fd64_y.jpg) ### Waldorf Astoria Orlando - An Official Walt Disney World® Hotel 10/10 Excellent "Excellent " [](https://expedia.co.uk/Orlando-Hotels-Waldorf-Astoria-Orlando.h2432727.Hotel-Information) ![Ramada by Wyndham Suites Orlando Airport](https://images.trvl-media.com/lodging/1000000/130000/120400/120303/2eaf4a61_y.jpg) ### Ramada by Wyndham Suites Orlando Airport 10/10 Excellent "Clean room" [](https://expedia.co.uk/Orlando-Hotels-Ramada-By-Wyndham-Suites-Orlando-Airport.h120303.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 "We have stayed here multiple times for the AKC National Championship and will be back next year. Staff is excellent and we live the facilities. " [](https://expedia.co.uk/Orlando-Hotels-Rosen-Inn-At-Pointe-Orlando.h8892.Hotel-Information) ![Embassy Suites by Hilton Orlando International Dr Conv Ctr](https://images.trvl-media.com/lodging/1000000/10000/7000/6905/c015e5a9_y.jpg) ### Embassy Suites by Hilton Orlando International Dr Conv Ctr 10/10 Excellent "Everything in the hotel itself was amazing." [](https://expedia.co.uk/Orlando-Hotels-Embassy-Suites-By-Hilton-Orlando-International-Dr-Conv-Ctr.h6905.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 place but no breakfast included" [](https://expedia.co.uk/Orlando-Hotels-Sheraton-Vistana-Villages-Resort-Villas.h539487.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 "Clean rooms, great staff, food court was a bit pricey but to be expected at a resort- plus food was great! 10/10 for affordable family vacation. " [](https://expedia.co.uk/Orlando-Hotels-Universals-Cabana-Bay-Beach-Resort.h5963292.Hotel-Information) ![DoubleTree by Hilton Hotel Orlando at SeaWorld](https://images.trvl-media.com/lodging/1000000/20000/18900/18874/69019073_y.jpg) ### DoubleTree by Hilton Hotel Orlando at SeaWorld 10/10 Excellent "Friendly people " [](https://expedia.co.uk/Orlando-Hotels-DoubleTree-By-Hilton-Hotel-Orlando-At-SeaWorld.h18874.Hotel-Information) ## Find out more about Winter Park **Everything you need to know about** **Winter Park** **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 Park 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 Park holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. **Winter Park holiday rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Winter Park. 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 Park 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 Park holiday rentals we have selected for you start as low as £57 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Winter Park rentals** At Expedia, we put the best Winter Park 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 Park 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 Park 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 Park. 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 - Recommended Holiday Rental Destinations - Trending destinations on Expedia.co.uk - All accommodation types in Winter Park - [Orlando Holiday Rentals ](https://expedia.co.uk/Orlando-Holiday-Rentals.d178294.Travel-Guide-HolidayRentals) - [Space Coast Holiday Rentals ](https://expedia.co.uk/Space-Coast-Holiday-Rentals.d6047880.Travel-Guide-HolidayRentals) - [Tampa Holiday Rentals ](https://expedia.co.uk/Tampa-Holiday-Rentals.d602996.Travel-Guide-HolidayRentals) - [St. Augustine Holiday Rentals ](https://expedia.co.uk/St-Augustine-Holiday-Rentals.d6047864.Travel-Guide-HolidayRentals) - [Savannah Holiday Rentals ](https://expedia.co.uk/Savannah-Holiday-Rentals.d6034190.Travel-Guide-HolidayRentals) - [Riviera Maya Holiday Rentals ](https://expedia.co.uk/Riviera-Maya-Holiday-Rentals.d602901.Travel-Guide-HolidayRentals) - [Rehoboth Beach Holiday Rentals ](https://expedia.co.uk/Rehoboth-Beach-Holiday-Rentals.d6055674.Travel-Guide-HolidayRentals) - [Yorkshire Holiday Rentals ](https://expedia.co.uk/Yorkshire-Holiday-Rentals.d3000007794.Travel-Guide-HolidayRentals) - [Daytona Beach Holiday Rentals ](https://expedia.co.uk/Daytona-Beach-Holiday-Rentals.d6023995.Travel-Guide-HolidayRentals) ### 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) - [Apartments in Winter Park ](https://expedia.co.uk/Winter-Park-Apartments.d7902-aaApartments.Travel-Guide-Accommodation) ## Frequently asked questions ### Can I find holiday rentals in Winter Park? ### What are some of the best holiday rentals that Winter Park has to offer? ### How many holiday rentals are there in Winter Park? ### What can I see and do in Winter Park? ### What are holiday rentals like in Winter Park? ### Expedia's Latest Trends Hotels - [Hotels in Celebration](https://expedia.co.uk/Celebration-Hotels.d602896.Travel-Guide-Hotels) - [Hotels in Lake Buena Vista](https://expedia.co.uk/Lake-Buena-Vista-Hotels.d10870.Travel-Guide-Hotels) - [Hotels near Universal Studios Florida](https://expedia.co.uk/Universal-Studios-Florida-Hotels.0-l6049239-0.Travel-Guide-Filter-Hotels) - [Hotels in Kissimmee](https://expedia.co.uk/Kissimmee-Hotels.d7927.Travel-Guide-Hotels) Cars - [Car hire in Lake Buena Vista](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Lake-Buena-Vista.d10870.Car-Hire-Guide) - [Car hire in Reunion Resort Golf Course](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Reunion-Resort-Golf-Course.d553248633994176938.Car-Hire-Guide) - [Car hire in Kissimmee](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Kissimmee.d7927.Car-Hire-Guide) - [Car hire in Highland Reserve Golf Club](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Highland-Reserve-Golf-Club.d6188080.Car-Hire-Guide) - [Car hire in Universal Orlando Resort](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Universal-Orlando-Resort.d6347698.Car-Hire-Guide) - [Car hire in Universal Studios Florida](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Universal-Studios-Florida.d6049239.Car-Hire-Guide) Activities - [Things to do in Celebration](https://expedia.co.uk/Things-To-Do-In-Celebration.d602896.Travel-Guide-Activities) - [Things to do in Lake Buena Vista](https://expedia.co.uk/Things-To-Do-In-Lake-Buena-Vista.d10870.Travel-Guide-Activities) - [Things to do in Windermere](https://expedia.co.uk/Things-To-Do-In-Windermere.d6085091.Travel-Guide-Activities) - [Things to do in Kissimmee](https://expedia.co.uk/Things-To-Do-In-Kissimmee.d7927.Travel-Guide-Activities) Packages - [The Wizarding World of Harry PotterTM](https://expedia.co.uk/The-Wizarding-World-Of-Harry-PotterTM-Florida-Center.d6277909.Attraction) - [Disney's Animal Kingdom® Theme Park](https://expedia.co.uk/Disneys-Animal-Kingdom-Theme-Park-Bay-Lake.d6123780.Attraction) - [Universal Studios Florida](https://expedia.co.uk/Universal-Studios-Florida-Florida-Center.d6049239.Attraction) - [Arnold Palmer's Bay Hill Golf Club](https://expedia.co.uk/Arnold-Palmers-Bay-Hill-Golf-Club-Bay-Hill.d6069329.Attraction) - [Lake Buena Vista Holidays](https://expedia.co.uk/Lake-Buena-Vista.d10870.Holidays-City-Breaks) - [Magic Kingdom® Park](https://expedia.co.uk/Magic-Kingdom-Park-Bay-Lake.d6123797.Attraction) - [Celebration Holidays](https://expedia.co.uk/Celebration.d602896.Holidays-City-Breaks) - [Orlando International Premium Outlets](https://expedia.co.uk/Orlando-International-Premium-Outlets-Florida-Center.d6154309.Attraction) - [Universal Orlando Resort](https://expedia.co.uk/Universal-Orlando-Resort-Florida-Center.d6347698.Attraction) - [Kissimmee Holidays](https://expedia.co.uk/Kissimmee.d7927.Holidays-City-Breaks) - [Universal’s Islands of Adventure](https://expedia.co.uk/Universals-Islands-Of-Adventure-Florida-Center.d6068693.Attraction) - [Disney's Hollywood Studios®](https://expedia.co.uk/Disneys-Hollywood-Studios-Bay-Lake.d502132.Attraction) Holiday Rentals - [Kissimmee Holiday Rentals](https://expedia.co.uk/Kissimmee-Holiday-Rentals.d7927.Travel-Guide-HolidayRentals) - [Lake Buena Vista Holiday Rentals](https://expedia.co.uk/Lake-Buena-Vista-Holiday-Rentals.d10870.Travel-Guide-HolidayRentals) General - [Visit Celebration](https://expedia.co.uk/Celebration.dx602896) - [Visit Altamonte Springs](https://expedia.co.uk/Altamonte-Springs.dx5965) ![](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. 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