Title: Holiday Rentals Winter Park from £66: 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) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/338000/338515-Lake-Virginia-Winter-Park.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Holiday Rentals in Winter Park ![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 [3 Oct - 5 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=7902&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [14 Nov - 16 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=7902&startDate=2025-11-14&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [12 Dec - 14 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=7902&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [9 Jan - 11 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=7902&startDate=2026-01-09&endDate=2026-01-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Holiday Rentals in Winter Park ## Our top choices for Winter Park holiday rentals ![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) ![Lake](https://images.trvl-media.com/lodging/2000000/1390000/1384700/1384631/99487324.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) ### Floridays Resort Orlando International Drive District 8.6/10 Excellent (11525) "Great location, friendly staff, good amenities " £149 includes taxes & fees 22 Sept - 23 Sept [](https://www.expedia.co.uk/Orlando-Hotels-Floridays-Resort-Orlando.h1384631.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/102000000/101420000/101419400/101419314/9c1ad52f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/102000000/101420000/101419400/101419314/df8149e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The View Studio Suites and Event Venue Orlando 8.4/10 Very good (1285) "Wonderful environment and clean as can be " £71 includes taxes & fees 22 Sept - 23 Sept [](https://www.expedia.co.uk/Orlando-Hotels-The-View-Studio-Suites-And-Event-Venue.h101419314.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) ![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/w3838h2563x0y0-7461da02.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 Orlando 9.2/10 Wonderful (2139) "Great location" [](https://www.expedia.co.uk/Orlando-Hotels-Florida-Hotel-Conference-Center-In-The-Florida-Mall.h17739.Hotel-Information) ![2 outdoor pools, a heated pool, open 8:00 AM to 10:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/2000000/1360000/1350900/1350864/16b6b8e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Café](https://images.trvl-media.com/lodging/2000000/1360000/1350900/1350864/48444cae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment room(s), sauna, hot tub, body treatments, hydrotherapy](https://images.trvl-media.com/lodging/2000000/1360000/1350900/1350864/1ac2e574.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/2000000/1360000/1350900/1350864/065c5c9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lake Buena Vista Resort Village & Spa Orlando 8.4/10 Very good (9188) "Amazing stay " £128 includes taxes & fees 22 Sept - 23 Sept [](https://www.expedia.co.uk/Orlando-Hotels-Lake-Buena-Vista-Resort-Village-Spa.h1350864.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1850000/1841600/1841539/3cbd195c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1850000/1841600/1841539/c936fcfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe 1 Bedroom Suite with Spa Bath and Full Kitchen | Minibar, in-room safe, desk, blackout curtains](https://images.trvl-media.com/lodging/2000000/1850000/1841600/1841539/a0618b79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Minibar, in-room safe, desk, blackout curtains](https://images.trvl-media.com/lodging/2000000/1850000/1841600/1841539/a5a8a360.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Point Hotel & Suites Florida Center 8.0/10 Very good (3271) "This hotel resort match my expectations. The location is a 10/10. Can't wait to go back:)" £82 includes taxes & fees 24 Sept - 25 Sept [](https://www.expedia.co.uk/Orlando-Hotels-The-Point-Hotel-Suites.h1841539.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/2000000/1670000/1667000/1666998/862aa9c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1670000/1667000/1666998/d1d74c18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/2000000/1670000/1667000/1666998/734c2df8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1670000/1667000/1666998/ccdc9319.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blue Tree Resort at Lake Buena Vista Orlando 8.6/10 Excellent (1793) "Very nice resort would stay again." [](https://www.expedia.co.uk/Orlando-Hotels-Blue-Tree-Resort-At-Lake-Buena-Vista.h1666998.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) ![Front of property](https://images.trvl-media.com/lodging/64000000/63930000/63925200/63925107/0d799665.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) ![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) ### The Point by Edge Florida Center 8.4/10 Very good (781) "Gorgeous room and friendly staff." £66 includes taxes & fees 22 Sept - 23 Sept [](https://www.expedia.co.uk/Orlando-Hotels-Sonder-At-The-Point.h63925107.Hotel-Information) ![2 outdoor pools, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/2000000/1530000/1523100/1523018/88f7a3d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 outdoor pools, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/2000000/1530000/1523100/1523018/ae575801.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room dining](https://images.trvl-media.com/lodging/2000000/1530000/1523100/1523018/391ea12d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sun deck](https://images.trvl-media.com/lodging/2000000/1530000/1523100/1523018/5f73228d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vista Cay Resort by Millenium at Universal Blvd Orlando 8.6/10 Excellent (1551) "Enjoy my stay always " [](https://www.expedia.co.uk/Orlando-Hotels-Vista-Cay-Resort-By-Millenium-At-Universal-Blvd.h1523018.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/13800/13780/02c408bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/1000000/20000/13800/13780/9d28807d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Suite, 2 Bedrooms | Living area | 32-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/1000000/20000/13800/13780/f3f3d997.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Condo, 1 Bedroom | Garden view](https://images.trvl-media.com/lodging/1000000/20000/13800/13780/05f3b8a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Parc Corniche Condominium Suite Hotel International Drive District 8.0/10 Very good (2168) "Is close to Seaworld and Aquatica, good option to stay in this hotel " £95 includes taxes & fees 23 Sept - 24 Sept [](https://www.expedia.co.uk/Orlando-Hotels-Parc-Corniche-Condominium-Suite-Hotel.h13780.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/67000000/66900000/66896800/66896752/ce69efe6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV](https://images.trvl-media.com/lodging/67000000/66900000/66896800/66896752/74ac49e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-sized fridge, electric kettle, cookware/dishes/utensils](https://images.trvl-media.com/lodging/67000000/66900000/66896800/66896752/520b53ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, individually furnished, free cots/infant beds](https://images.trvl-media.com/lodging/67000000/66900000/66896800/66896752/c0eccd07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sonder by Marriott Bonvoy Vista Cay Apartments Orlando 9.0/10 Wonderful (246) "I love this property it was clean and the pool was fabulous. The concierge was helpful and friendly i definitely will be staying there again" £94 includes taxes & fees 13 Oct - 14 Oct [](https://www.expedia.co.uk/Orlando-Hotels-Sonder-Vista-Cay.h66896752.Hotel-Information) ![Apartment, 2 Bedrooms | Private kitchen | Toaster](https://images.trvl-media.com/lodging/107000000/106950000/106949300/106949261/64152500.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 3 Bedrooms | Balcony](https://images.trvl-media.com/lodging/107000000/106950000/106949300/106949261/312897a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/107000000/106950000/106949300/106949261/53c77212.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/107000000/106950000/106949300/106949261/4e1a8475.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Century Millenia Florida Center 9.0/10 Wonderful (87) "Very comfortable,quite, safe and clean" £122 includes taxes & fees 1 Oct - 2 Oct [](https://www.expedia.co.uk/Orlando-Hotels-Century-Millenia.h106949261.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/1000000/800000/798500/798418/9e4db582.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV](https://images.trvl-media.com/lodging/1000000/800000/798500/798418/3a46915f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 Queen Bed | Individually furnished, iron/ironing board, free cots/infant beds, WiFi](https://images.trvl-media.com/lodging/1000000/800000/798500/798418/1d493e47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/800000/798500/798418/ca8aea25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wellborn Hotel Downtown, Sonder by Marriott Bonvoy Lake Cherokee 8.2/10 Very good (307) "Clean, nice staff and excellent price" £77 includes taxes & fees 5 Oct - 6 Oct [](https://www.expedia.co.uk/Orlando-Hotels-Sonder-Wellborn.h798418.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/2000000/1460000/1453600/1453527/5710e7f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach/ocean view](https://images.trvl-media.com/lodging/2000000/1460000/1453600/1453527/3152287c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 Bedroom Sunrise Suite | Individually decorated, individually furnished, blackout curtains](https://images.trvl-media.com/lodging/2000000/1460000/1453600/1453527/c8a5d441.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 1 Bedroom | Private kitchen](https://images.trvl-media.com/lodging/2000000/1460000/1453600/1453527/cec6d971.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blue Heron Beach Resort Orlando 8.4/10 Very good (2961) "I. Loved to stay" [](https://www.expedia.co.uk/Orlando-Hotels-Blue-Heron-Beach-Resort.h1453527.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) ![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) ![Gift shop](https://images.trvl-media.com/lodging/2000000/1550000/1543900/1543827/f3667392.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 Orlando 8.4/10 Very good (4005) "Always love staying here with my family and friends for over 10 years now great location for Disney parks and easy to get groceries and dining options. Close to Vinland shopping as well." [](https://www.expedia.co.uk/Orlando-Hotels-WorldQuest-Orlando-Resort.h1543827.Hotel-Information) ![Full-sized fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118330000/118327500/118327483/e4cafe3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/119000000/118330000/118327500/118327483/b1aa69f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room, 1 King Bed, Non Smoking, Resort View | Hypo-allergenic bedding, free WiFi, bed sheets](https://images.trvl-media.com/lodging/119000000/118330000/118327500/118327483/49eb0951.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-sized fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118330000/118327500/118327483/e95c7746.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Enchanted Dreams Kissimmee 8.0/10 Very good (4) "Clean, comfortable home. Everything was excellent from the security to amenities. I will book again, share with friends and family. " £108 includes taxes & fees 24 Sept - 25 Sept [](https://www.expedia.co.uk/Orlando-Hotels-Enchanted-Dreams.h118327483.Hotel-Information) ![Outdoor pool, pool loungers](https://images.trvl-media.com/lodging/1000000/540000/537800/537781/b9c193b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/1000000/540000/537800/537781/773b5fe1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/540000/537800/537781/4781fa8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, blackout curtains, iron/ironing board](https://images.trvl-media.com/lodging/1000000/540000/537800/537781/1b507d5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### staySky Suites - I Drive Orlando International Drive District 7.8/10 Good (1230) "Excellent option for those visiting the park " £71 includes taxes & fees 1 Oct - 2 Oct [](https://www.expedia.co.uk/Orlando-Hotels-StaySky-Suites-I-Drive-Orlando.h537781.Hotel-Information) ![Indoor pool, 2 outdoor pools, open 8:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/109000000/108200000/108191300/108191261/25f47b9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Condo, Partial Lake View | Balcony](https://images.trvl-media.com/lodging/109000000/108200000/108191300/108191261/w1599h1065x1y1-d15d496e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Studio, Partial Lake View | Terrace/patio](https://images.trvl-media.com/lodging/109000000/108200000/108191300/108191261/ee2deb96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children’s play area – outdoor](https://images.trvl-media.com/lodging/109000000/108200000/108191300/108191261/ce664fb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Premium Condos near Universal Studios International Drive District 9.0/10 Wonderful (20) "Room was very clean and modern and at a perfect spot for us, it was quiet throughout the duration until the last day before checkout where a lot of maintenance was happening and guest above us started slamming and stomping around. It was a little agitating to watch TV when everyone in the hotel keeps connecting to the TV and interrupting our show. The hotel has the perfect location for the parks, universal and Disney with only 20 minute drive and 40 minute walk to universal. Hotel is close to... £114 includes taxes & fees 13 Oct - 14 Oct [](https://www.expedia.co.uk/Orlando-Hotels-Premium-Condos-Near-Universal-Studios.h108191261.Hotel-Information) ![BBQ/picnic Area](https://images.trvl-media.com/lodging/2000000/1870000/1867000/1866930/1c0c4127.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-sized fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/2000000/1870000/1867000/1866930/0efaff6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/2000000/1870000/1867000/1866930/d07cab3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1870000/1867000/1866930/1cb71bce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Orlando's Sunshine Resort International Drive District 9.2/10 Wonderful (232) "great location " [](https://www.expedia.co.uk/Orlando-Hotels-Bluegreen-Vacations-Orlandos-Sunshine-Resort.h1866930.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) ![2 bedrooms, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/1000000/60000/57600/57584/37572760.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) ![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 Orlando 9.6/10 Exceptional (202) "Easy check in, pool was awesome " £180 includes taxes & fees 13 Oct - 14 Oct [](https://www.expedia.co.uk/Orlando-Hotels-Marriotts-Sabal-Palms.h57584.Hotel-Information) ![TV, table football, stereo](https://images.trvl-media.com/lodging/27000000/26650000/26649700/26649687/ff6c8277.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/27000000/26650000/26649700/26649687/12a5b5f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/27000000/26650000/26649700/26649687/9d5cd858.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![8 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/27000000/26650000/26649700/26649687/d4bd7f2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern Luxury Villa with Everything Kissimmee 9.8/10 Exceptional (439) "This the best place I’ve stayed at!!! Thank you so much and we made many sweet memories!!! " [](https://www.expedia.co.uk/Orlando-Hotels-Modern-Luxury-Villa-With-Everything-In-Storey-Lake.h26649687.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=2025-10-05&endDate=2025-10-06®ionId=7902&adults=2&sort=RECOMMENDED&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 ![Hyatt Regency Orlando](//images.trvl-media.com/lodging/1000000/10000/9600/9574/1bb0a2ac_y.jpg) ### Hyatt Regency Orlando 10/10 Excellent "Staff was very friendly. " [](https://expedia.co.uk/Orlando-Hotels-Hyatt-Regency-Orlando.h9574.Hotel-Information) ![Universal's Cabana Bay Beach Resort](//images.trvl-media.com/lodging/6000000/5970000/5963300/5963292/63940f45_y.jpg) ### Universal's Cabana Bay Beach Resort 10/10 Excellent "It was good " [](https://expedia.co.uk/Orlando-Hotels-Universals-Cabana-Bay-Beach-Resort.h5963292.Hotel-Information) ![Marriott's Grande Vista](//images.trvl-media.com/lodging/1000000/860000/853600/853519/77708f65_y.jpg) ### Marriott's Grande Vista 10/10 Excellent "family-friendly " [](https://expedia.co.uk/Orlando-Hotels-Marriotts-Grande-Vista.h853519.Hotel-Information) ![Sheraton Vistana Villages Resort Villas, I-Drive/Orlando](//images.trvl-media.com/lodging/1000000/540000/539500/539487/88f9edce_y.jpg) ### Sheraton Vistana Villages Resort Villas, I-Drive/Orlando 10/10 Excellent " Very family friendly, welcoming, and relaxing " [](https://expedia.co.uk/Orlando-Hotels-Sheraton-Vistana-Villages-Resort-Villas.h539487.Hotel-Information) ![Rosen Inn at Pointe Orlando](//images.trvl-media.com/lodging/1000000/10000/8900/8892/8068a653_y.jpg) ### Rosen Inn at Pointe Orlando 10/10 Excellent "Very nice staff" [](https://expedia.co.uk/Orlando-Hotels-Rosen-Inn-At-Pointe-Orlando.h8892.Hotel-Information) ![Hyatt Regency Orlando International Airport](//images.trvl-media.com/lodging/1000000/10000/2800/2754/acaa1e8b_y.jpg) ### Hyatt Regency Orlando International Airport 10/10 Excellent "Parking was easier today. Check in was easy and the boarding process was simple. " [](https://expedia.co.uk/Orlando-Hotels-Hyatt-Regency-Orlando-International-Airport.h2754.Hotel-Information) ![Palazzo Lakeside Hotel](//images.trvl-media.com/lodging/1000000/20000/14800/14701/de0795f9_y.jpg) ### Palazzo Lakeside Hotel 10/10 Excellent "Nice hotel for the price Great location. " [](https://expedia.co.uk/Orlando-Hotels-Palazzo-Lakeside.h14701.Hotel-Information) ![Rosen Inn Lake Buena Vista](//images.trvl-media.com/lodging/1000000/10000/1300/1264/2a9be677_y.jpg) ### Rosen Inn Lake Buena Vista 10/10 Excellent "Very secluded where we were placed but that’s okay for us! Felt like we had the building to ourselves at one point no hidden fees or resorts fees except the $50 deposit and 10 per day IF you parking there!" [](https://expedia.co.uk/Orlando-Hotels-Rosen-Inn-Lake-Buena-Vista.h1264.Hotel-Information) ![Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando](//images.trvl-media.com/lodging/1000000/30000/23200/23110/ade3b60d_y.jpg) ### Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando 10/10 Excellent "The property had every amenity. You can think of it was so convenient to have everything all-in-one place. A little disappointed about being told, we would get a parting gift We were told we'd be able to get it by 7. AM, we were there at 8, and no one was there to give it to us. But not by any means deel breaker to stay there again. We will definitely be back. It does mention that breakfast is available every day.It is not it's only on saturdays and sundays. " [](https://expedia.co.uk/Orlando-Hotels-Sheraton-Vistana-Resort-Villas.h23110.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 £66 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? > Yes, there are holiday rentals in Winter Park close to Kraft Azalea Gardens, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and shops in Winter Park. Make sure you have time to check out the university setting and gardens during your trip. ### What are some of the best holiday rentals that Winter Park has to offer? > [Marriott's Sabal Palms](https://www.expedia.co.uk/Orlando-Hotels-Marriotts-Sabal-Palms.h57584.Hotel-Information): This holiday home rental outside of Winter Park is located near the airport, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Kick off your shoes and enjoy yourself with an outdoor tennis court and 1 hot tub. ### How many holiday rentals are there in Winter Park? > Expedia has 63 holiday rentals for your stay in Winter Park. ### What can I see and do in Winter Park? > Cultural attractions include Casa Feliz Historic Home Museum and Albin Polasek Museum and Sculpture Gardens, whereas Kraft Azalea Gardens and Lake Virginia are a couple of picturesque spots to enjoy the outdoors. Universal Studios Florida and Universal Orlando Resort are other popular places to visit in the area. ### What are holiday rentals like in Winter Park? > Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Winter Park. Holiday rentals offer amenities such as kitchens and laundry facilities so you'll have a home away from home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of privacy away from public hotel lifts and busy lobbies while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for families. ### 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. 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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)