Title: Winter Haven Apartment Rentals | Expedia.ca [Winter Haven Travel Guide](https://expedia.ca/Winter-Haven.dx7464)[Hotels in Winter Haven](https://expedia.ca/Winter-Haven-Hotels.d7464.Travel-Guide-Hotels)[Vacation Rentals in Winter Haven](https://expedia.ca/Winter-Haven-Vacation-Rentals.d7464.Travel-Guide-VacationRentals)[Flights to Winter Haven](https://expedia.ca/Cheap-Flights-To-Winter-Haven.d7464.Travel-Guide-Flights)[Things to do in Winter Haven](https://expedia.ca/Things-To-Do-In-Winter-Haven.d7464.Travel-Guide-Activities)[Winter Haven Car Rentals](https://expedia.ca/Car-Rentals-In-Winter-Haven.d7464.Car-Rental-Guide)[Winter Haven Vacation Packages](https://expedia.ca/Winter-Haven.d7464.Destination-Travel-Guides) ![Winter Haven showing rides](https://images.trvl-media.com/place/7464/a00f555f-1771-4135-ad57-834cb1a10a56.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Apartment Rentals in Winter Haven - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=7464&startDate=2025-12-12&endDate=2025-12-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=7464&startDate=2026-01-23&endDate=2026-01-25&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=7464&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 four months [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=7464&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) ## Browse Select Winter Haven Apartments ![Smart TV](https://images.trvl-media.com/lodging/114000000/113200000/113197300/113197257/8de6cedd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, electric kettle](https://images.trvl-media.com/lodging/114000000/113200000/113197300/113197257/9a25558f_edited_4c7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113200000/113197300/113197257/57684a41_edited_3477.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113200000/113197300/113197257/7043d524.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 🏖️⭐️GREAT VALUE ⭐️near Legoland🏖️Clean and cozy waterfront apt Winter Haven 10/10 Exceptional (2) "The place was clean and tidy, accessible to a lot of stores and attractions in the surrounding area, and the hosts were SO nice and easy to contact throughout our stay-even checking in on us to make sure everything was going good. Would totally stay again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kaitlyn F. CA $89 CA $128 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Winter-Haven-Hotels-Clean-And-Cozy-Waterfront-Apt-Near-Legoland.h113197257.Hotel-Information) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107330000/107322400/107322352/e09abecb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, coffee/tea maker](https://images.trvl-media.com/lodging/108000000/107330000/107322400/107322352/w4032h2896x0y128-c1e2ff3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/108000000/107330000/107322400/107322352/16e796dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107330000/107322400/107322352/b6f089cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tiny Paradise Winter Haven 9.4/10 Exceptional (8) "I have stayed on property a few times, first experience with tiny Paradise very quaint and clean enjoyed my stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) SUSAN CA $89 CA $175 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Winter-Haven-Hotels-Tiny-Paradise.h107322352.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301941/8c514172.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301941/aefbf3ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301941/f22367fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301941/e03c9727.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Unique cozy studio Winter Haven 10/10 Exceptional (1) "Cool little place, love the outdoor private patio.Very close to everything downtown" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cory M. CA $113 CA $258 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Winter-Haven-Hotels-The-Unique-Cozy-Studio.h109301941.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/112000000/111460000/111455800/111455786/55d77a13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111460000/111455800/111455786/2aa46072.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave](https://images.trvl-media.com/lodging/112000000/111460000/111455800/111455786/62c52ba5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, towels, soap, toilet paper](https://images.trvl-media.com/lodging/112000000/111460000/111455800/111455786/b6349d73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 1-Bedroom Retreat Near Downtown & Legoland Winter Haven 10/10 Exceptional (2) CA $181 CA $246 total includes taxes & fees Nov 28 - Nov 29 [](https://www.expedia.ca/Winter-Haven-Hotels-Cozy-1-Bedroom-Retreat-Near-Downtown-Legoland.h111455786.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113260000/113259800/113259758/b9431cdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113260000/113259800/113259758/51015006.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/114000000/113260000/113259800/113259758/16636d53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer, towels, soap, shampoo](https://images.trvl-media.com/lodging/114000000/113260000/113259800/113259758/459d835d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Grand Room 1-bedroom apartment with WiFi, AC in charming Winter Haven Winter Haven CA $120 CA $204 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Winter-Haven-Hotels-Cozy-Grand-Room-1-Bedroom-Apartment-With-WiFi.h113259758.Hotel-Information) ![Sport court](https://images.trvl-media.com/lodging/73000000/72920000/72918000/72917955/f4629fc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/73000000/72920000/72918000/72917955/b955c747.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/73000000/72920000/72918000/72917955/d6a8cb8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books](https://images.trvl-media.com/lodging/73000000/72920000/72918000/72917955/7f2f996c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family-Friendly Home near Disney and Swimming Pool Kissimmee 9.8/10 Exceptional (20) "Great place to stay, I would do it again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jason B. CA $118 CA $315 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Orlando-Hotels-Discover-Orlando-Charm.h72917955.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/107000000/106570000/106560700/106560624/8821fe51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, travel crib, WiFi](https://images.trvl-media.com/lodging/107000000/106570000/106560700/106560624/e797e945.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/107000000/106570000/106560700/106560624/09ad00a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/107000000/106570000/106560700/106560624/84d94475.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Near Disney Universal Orlando First Floor Condo Kissimmee 10/10 Exceptional (2) "Nicely located near I4. Publix supermarket and many restaurants close by. The host is the best. Always responds quickly and is very helpful. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeremiah R. CA $71 CA $237 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Orlando-Hotels-Disney-Universal-Family-Condo.h106560624.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/64000000/63170000/63164900/63164824/a9283a7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/64000000/63170000/63164900/63164824/6341119f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/64000000/63170000/63164900/63164824/9ca1d32c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/64000000/63170000/63164900/63164824/32689f81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### BEAUTIFUL LUXURY APARTMENT CLOSE DISNEY Kissimmee 8.8/10 Excellent (6) "We thoroughly enjoyed our stay in this property, the beds were comfortable, the unit was clean. Great communication with the property manager. Will def recommend and will stay again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) tri j. CA $134 CA $486 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Orlando-Hotels-BEAUTIFUL-LUXURY-APARTMENT-CLOSE-DISNEY.h63164824.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/112000000/111370000/111366900/111366836/8e2bfbcf.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/112000000/111370000/111366900/111366836/4e469dc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer, towels, soap, toilet paper](https://images.trvl-media.com/lodging/112000000/111370000/111366900/111366836/w958h1280x0y0-d9521ae2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/112000000/111370000/111366900/111366836/w910h1280x0y0-1695198f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy studio in Kissimmee Windward Cay 10/10 Exceptional (1) "It was a quick overnight stay before our flight. You are in the middle of the quiet neighborhood. However, the coffee shop is just a drive away, and the beach is nearby." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Crystal W. CA $63 CA $180 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Orlando-Hotels-Cozy-Studio-In-Kissimmee.h111366836.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/47000000/46090000/46084500/46084439/8bd5ddab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/47000000/46090000/46084500/46084439/a4d4a648.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/47000000/46090000/46084500/46084439/773c0d31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/47000000/46090000/46084500/46084439/6724cc72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Legoland / Disney Private 2 Bedroom Kitchen and Bath Studio with Lake view Auburndale 9.6/10 Exceptional (15) "John and Yan were great hosts. Thoroughly enjoyed our stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elaine G. CA $146 CA $300 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Auburndale-Hotels-Legoland-Disney-Private-2-Bedroom-Kitchen-And-Bath-Studio-With-Lake-View.h46084439.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/85000000/84060000/84052000/84051948/e2dc0213.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, travel crib, WiFi](https://images.trvl-media.com/lodging/85000000/84060000/84052000/84051948/b794f122.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/85000000/84060000/84052000/84051948/2889bb26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/85000000/84060000/84052000/84051948/ab68664d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grand Superior 3/2 Very Close Disney Kissimmee 10/10 Exceptional (2) "It was just me staying in the place, but it would’ve been perfect for a family. Two extra bedrooms done in Disney style. Very cute. Everything I needed was there, the kitchen was set up and even an iron and ironing board. The place was redone and looks nice. Good location. The host was very helpful." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa C. CA $134 CA $479 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Orlando-Hotels-Grand-Superior-32-Very-Close-Disney.h84051948.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/106000000/105500000/105494900/105494850/f380aeef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/106000000/105500000/105494900/105494850/6311251d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sport court](https://images.trvl-media.com/lodging/106000000/105500000/105494900/105494850/973eddcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/106000000/105500000/105494900/105494850/5697f1f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Disney Universal Forest View Renovated FamilyCondo Kissimmee 10/10 Exceptional (2) "Super clean and easy to access!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Emerald H. CA $71 CA $237 total includes taxes & fees Nov 28 - Nov 29 [](https://www.expedia.ca/Orlando-Hotels-Disney-Universal-Forest-View-Renovated-FamilyCondo.h105494850.Hotel-Information) ![2 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/74000000/73530000/73521400/73521303/07e394bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/74000000/73530000/73521400/73521303/2baa865e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/74000000/73530000/73521400/73521303/652691b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/74000000/73530000/73521400/73521303/597a5785.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Two Bedroom Home in Beautiful downtown Lakeland South Lake Morton 9.8/10 Exceptional (16) "Great location and a short walk to downtown " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark S. CA $124 CA $315 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Lakeland-Hotels-Two-Bedroom-Home-In-Beautiful-Downtown-Lakeland.h73521303.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/49000000/48580000/48573700/48573679/cb9f118d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/49000000/48580000/48573700/48573679/dcdbbbe2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/49000000/48580000/48573700/48573679/edce8239.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/49000000/48580000/48573700/48573679/8587f7b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2BR/2BA Getaway – 7 Miles from Orlando Parks Kissimmee 10/10 Exceptional (1) "We had a wonderful time at this condo. Very clean a bit outdated with a few things that could improve but the overall experience at this condo was very good. It is a lot bigger then seen in photos both bedrooms are fairly big and nice big walk in closet in both rooms and two full bathrooms and. Laundry in suite was an excellent addition and convenient will definitely returning in the future ! " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Jessica R. CA $65 CA $303 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Orlando-Hotels-Lovely-Condo-2BR2-BA.h48573679.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/90000000/89640000/89632300/89632202/37fdf20c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/90000000/89640000/89632300/89632202/371043cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/90000000/89640000/89632300/89632202/20b7f3ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89640000/89632300/89632202/2a362485.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lovely 2 bedroom apt - minutes from Disney World! Kissimmee 9.6/10 Exceptional (15) "Great location for Disney's parks." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Marty L. CA $104 CA $386 total includes taxes & fees Nov 29 - Nov 30 [](https://www.expedia.ca/Orlando-Hotels-Lovely-2-Bedroom-Apt-Minutes-From-Disney-World.h89632202.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/107000000/106720000/106714200/106714193/c2f89725.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/107000000/106720000/106714200/106714193/1b9ca993.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/107000000/106720000/106714200/106714193/b9779b90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106720000/106714200/106714193/9a134fb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury 3BR at Reunion Resort • Near Disney! Reunion 10/10 Exceptional (1) "Short stay everything we needed except only 1 pool towel found in unit" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bobbie M. CA $100 CA $587 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Orlando-Hotels-3BD-Brand-New-Apartment.h106714193.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/112000000/111680000/111679300/111679299/b87da0e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/112000000/111680000/111679300/111679299/fe36120f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/112000000/111680000/111679300/111679299/5729053b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/112000000/111680000/111679300/111679299/4b25132b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pool View Family Condo Disney Universal Orlando Kissimme 9.4/10 Exceptional (6) "I was very happy with my stay at this location. Unit was clean, easy to access and pool and hot tub were nice! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Erin N. CA $71 CA $237 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Orlando-Hotels-Pool-View-Family-Condo-Disney-Universal-Orlando.h111679299.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/80000000/79030000/79022900/79022831/897e1e88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/80000000/79030000/79022900/79022831/w1110h831x0y0-3243df10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/80000000/79030000/79022900/79022831/8fadff68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/80000000/79030000/79022900/79022831/7db7c909.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lovely Luxury Apartment Very Close to Disney Kissimmee 7.6/10 Good (5) "We only stayed 1 night but it was very comfortable and clean." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tami P. CA $126 CA $429 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Orlando-Hotels-Lovely-Luxury-Apartment-Very-Close-To-Disney.h79022831.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/108000000/107990000/107986200/107986119/b2aac1e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/108000000/107990000/107986200/107986119/cbfb4366.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/108000000/107990000/107986200/107986119/8e090062.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/108000000/107990000/107986200/107986119/38e58d4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern 5BR Retreat Minutes from Disney – Pool & Billiards Fun! Reunion 10/10 Exceptional (3) "Modern and clean with excellent amenities. Perfectly located for exploring the area." ![Brazil](https://a.travel-assets.com/egds/marks/flags/br.svg) Gabriel L. CA $120 CA $684 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Orlando-Hotels-5-Bedroom-New-Apartment-Near-Disney-And-Universal.h107986119.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/76000000/75690000/75687400/75687332/b9511078.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/76000000/75690000/75687400/75687332/w907h683x60y0-c0b9f350.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/76000000/75690000/75687400/75687332/w1024h680x0y3-31070fd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/76000000/75690000/75687400/75687332/w906h683x59y0-1a9dc4b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Adorable private 1-bedroom studio on mini-farm. Lakeland 9.8/10 Exceptional (12) "Excellent farm property in an unexpected location. Great hosts and great location with farm animals. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Leonid CA $216 CA $311 total includes taxes & fees Nov 28 - Nov 29 [](https://www.expedia.ca/Lakeland-Hotels-Adorable-Private-1-Bedroom-Studio-On-Mini-Farm.h75687332.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-10&endDate=2025-12-11®ionId=7464&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AA_BF_PROMO_7464) ![](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.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWinter-Haven-Apartments.d7464-aaApartments.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinter-Haven-Apartments.d7464-aaApartments.Travel-Guide-Accommodation) ## Top Winter Haven Hotel Reviews ![Holiday Inn Club Vacations at Orange Lake Resort by IHG](https://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 "Clean and plenty of amenities" [](https://expedia.ca/Orlando-Hotels-Holiday-Inn-Club-Vacations-At-Orange-Lake-Resort.h6315.Hotel-Information) ![Home2 Suites By Hilton Winter Haven](https://images.trvl-media.com/lodging/107000000/106210000/106204500/106204409/533a79f7_y.jpg) ### Home2 Suites By Hilton Winter Haven 10/10 Excellent "The bed was wonderful but the pillows are horrible!!! They literally feel like you are laying in a ballon….they need pillow options!!! Our only complaint…" [](https://expedia.ca/Winter-Haven-Hotels-Home2-Suites-By-Hilton-Winter-Haven.h106204409.Hotel-Information) ![Hilton Vacation Club Mystic Dunes Orlando](https://images.trvl-media.com/lodging/1000000/900000/891000/890951/0b826e24_y.jpg) ### Hilton Vacation Club Mystic Dunes Orlando 10/10 Excellent "Great service. The rooms were amazing. Will definitely stay again in near future. " [](https://expedia.ca/Orlando-Hotels-Mystic-Dunes-Resort-Golf-Club-By-Diamond-Resorts.h890951.Hotel-Information) ![Margaritaville Resort Orlando](https://images.trvl-media.com/lodging/25000000/24060000/24054800/24054711/5f422c24_y.jpg) ### Margaritaville Resort Orlando 10/10 Excellent "Room was very clean and everyone was really nice. The entertainment was great as well. " [](https://expedia.ca/Orlando-Hotels-Margaritaville-Resort-Orlando.h24054711.Hotel-Information) ![Comfort Inn & Suites Kissimmee by the Parks](https://images.trvl-media.com/lodging/1000000/440000/430500/430452/578ae569_y.jpg) ### Comfort Inn & Suites Kissimmee by the Parks 10/10 Excellent "We enjoyed our stay here! Breakfast was good, room was clean, and hotel was quiet!" [](https://expedia.ca/Orlando-Hotels-Comfort-Inn-Maingate.h430452.Hotel-Information) ![The Grove Resort & Water Park Orlando](https://images.trvl-media.com/lodging/5000000/4700000/4691700/4691657/c5a7d392_y.jpg) ### The Grove Resort & Water Park Orlando 10/10 Excellent "Amenities were great. Room was clean, though the showers need a caddy for those not using the shampoo, conditioner, and body wash hanging on the wall. Coffee maker provided, wish coffee pods were given. " [](https://expedia.ca/Orlando-Hotels-The-Grove-Resort-Water-Park-Orlando.h4691657.Hotel-Information) ![Staybridge Suites Orlando Royale Parc Suites by IHG](https://images.trvl-media.com/lodging/1000000/10000/7100/7008/a5ca763f_y.jpg) ### Staybridge Suites Orlando Royale Parc Suites by IHG 10/10 Excellent "Ten years in a row we have stayed there. They are the best" [](https://expedia.ca/Orlando-Hotels-Staybridge-Suites-Orlando-Royale-Parc-Suites.h7008.Hotel-Information) ![Parkway International Resort](https://images.trvl-media.com/lodging/1000000/700000/692700/692651/fd297cb8_y.jpg) ### Parkway International Resort 10/10 Excellent "Friendly, professional staff! Great information and easy check in! " [](https://expedia.ca/Orlando-Hotels-Parkway-International-Resort.h692651.Hotel-Information) ![Holiday Inn Resort Kissimmee by the Parks by IHG](https://images.trvl-media.com/lodging/1000000/60000/52900/52821/48f5f27b_y.jpg) ### Holiday Inn Resort Kissimmee by the Parks by IHG 10/10 Excellent "Too long" [](https://expedia.ca/Orlando-Hotels-Holiday-Inn-Resort-Kissimmee-By-The-Parks-By-IHG.h52821.Hotel-Information) ## Find out more about Winter Haven ## Winter Haven Apartments information | Number of reviews | | | --- | --- | | Accommodation | Apartments | | Lowest Price | | | Highest Price | | ## Frequently asked questions ### What's it like to stay at an apartment in Winter Haven? > You can search through 31 apartments in Winter Haven for your stay. Why not take time to enjoy the scenic lakeside or seek out the top-notch restaurants? Favorite places to explore include LEGOLAND® Florida. ### How do you know if an apartment is a good option for your stay? > An apartment comes equipped with a kitchen, so you can cook some of your meals, and is often more spacious than a traditional hotel room. Apartments are a good option for couples who want a more local feel, and also for families wanting the conveniences of home. ### What's the top apartment for a stay in Winter Haven? > Listed below are some of the more popular apartments in the area to choose from: [Champions Gate condos by UNE](https://www.expedia.ca/Orlando-Hotels-Champions-Gate-Condos-By-UNE.h111358085.Hotel-Information): Located in Four Corners, 18.1 mi/29.1 km from the heart of Winter Haven. Includes free WiFi, private balconies, and separate dining areas. Free parking and onsite laundry facilities are on site. [Magical Harry Potter Themed Condo](https://www.expedia.ca/Orlando-Hotels-Magical-Harry-Potter-Themed-Condo.h90841007.Hotel-Information): Located 22.5 mi/36.2 km away in Kissimmee. [Fits 7+, Near Disney, Newly renovated, On resort property](https://www.expedia.ca/Orlando-Hotels-Fits-7.h96205309.Hotel-Information): Located in Four Corners, 21.2 mi/34 km away. Includes private balconies and Smart TVs. Onsite laundry facilities and an outdoor pool are on site. [A Magical Location For Your Perfect Vacation!](https://www.expedia.ca/Orlando-Hotels-A-Magical-Location-For-Your-Perfect-Vacation.h34007982.Hotel-Information): Located in Four Corners, 21.3 mi/34.3 km from Winter Haven. Includes free WiFi, furnished balconies, and Smart TVs. A fitness center and onsite laundry facilities are on site. ### How many apartments are there in Winter Haven? > Expedia has 31 apartments to book in Winter Haven. ### What will the weather be like during my trip to Winter Haven? > Weather is only one factor, but it can really affect your travel plans, especially if you are planning a longer stay in Winter Haven. The hottest months are usually August and July with an average temp of 81°F, while the coldest months are January and February with an average of 64°F. The rainiest months in Winter Haven are August, July, September, and June, with each month seeing an average of 8 inches of rainfall. ### What should I see and do in Winter Haven? > People visiting Winter Haven come for its restaurants and lakeside setting. Family-friendly attractions include LEGOLAND® Florida and Indigo's Family Fun Center, whereas The Circle B Bar Reserve and Inman 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's the best way to get to and around Winter Haven? > Knowing a bit about the transportation options can make your trip smoother when you get to your destination. Fly into Lakeland Intl. Airport (LAL), which is located 17.3 mi (27.8 km) from the heart of the city. Otherwise, you can search for flights to Kissimmee, FL (ISM-Kissimmee Gateway), which is 26 mi (41.9 km) away. 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[Rv Parks in Pinellas Park](https://www.expedia.ca/Pinellas-Park-RV-Parks.d9113-aaRVParks.Travel-Guide-Accommodation) - [Riads in Pinellas Park](https://www.expedia.ca/Pinellas-Park-Riads.d9113-aaRiads.Travel-Guide-Accommodation) - [Lodges in Polk City](https://www.expedia.ca/Polk-City-Lodges.d6154853-aaLodges.Travel-Guide-Accommodation) - [Riads in Polk City](https://www.expedia.ca/Polk-City-Riads.d6154853-aaRiads.Travel-Guide-Accommodation) - [Hotels near Walt Disney World® Resort](https://www.expedia.ca/Walt-Disney-World-Resort-Hotels.0-l6034120-0.Travel-Guide-Filter-Hotels) - [Hotels near Winter Haven Station](https://www.expedia.ca/Winter-Haven-Station-Hotels.d6195285.Travel-Guide-Hotels) - [Flights to Florida](https://www.expedia.ca/Destinations-In-Florida.d211.Flight-Destinations) - [Flights from Waco (ACT) to Winter Haven (GIF)](https://www.expedia.ca/lp/flights/act/gif/waco-to-winter-haven) - [Flights from Cedar Rapids (CID) to Winter Haven (GIF)](https://www.expedia.ca/lp/flights/cid/gif/cedar-rapids-to-winter-haven) - [Flights from Daytona Beach (DAB) to Winter Haven (GIF)](https://www.expedia.ca/lp/flights/dab/gif/daytona-beach-to-winter-haven) - [Flights from Grand Rapids (GRR) to Winter Haven (GIF)](https://www.expedia.ca/lp/flights/grr/gif/grand-rapids-to-winter-haven) - [Flights from Washington (IAD) to Winter Haven (GIF)](https://www.expedia.ca/lp/flights/iad/gif/washington-to-winter-haven) - [Flights from McAllen (MFE) to Winter Haven (GIF)](https://www.expedia.ca/lp/flights/mfe/gif/mcallen-to-winter-haven) - [Flights from Miami (MIA) to Winter Haven (GIF)](https://www.expedia.ca/lp/flights/mia/gif/miami-to-winter-haven) - [Flights from Montreal (YUL) to Winter Haven (GIF)](https://www.expedia.ca/lp/flights/yul/gif/montreal-to-winter-haven) - [Flights from Toronto (YYZ) to Winter Haven (GIF)](https://www.expedia.ca/lp/flights/yyz/gif/toronto-to-winter-haven) - [Flights from Toronto (YYZ) to Orlando (MCO)](https://www.expedia.ca/lp/flights/yyz/mco/toronto-to-orlando) - [Chain of Lakes Park](https://www.expedia.ca/Chain-Of-Lakes-Park-Winter-Haven.d6127913.Vacation-Attraction) - [Indigo's Family Fun Center](https://www.expedia.ca/Indigos-Family-Fun-Center-Winter-Haven.d6259153.Vacation-Attraction) - [Legoland® Florida](https://www.expedia.ca/LEGOLAND-Florida-Winter-Haven.d6153639.Vacation-Attraction) - [Car rentals near LEGOLAND® Florida](https://www.expedia.ca/Car-Rentals-In-LEGOLAND-Florida.d6153639.Car-Rental-Guide) - [Rental cars Winter Haven Municipal airport](https://www.expedia.ca/Car-Rentals-In-Winter-Haven-Municipal.d6064276.Car-Rental-Guide) - [Hertz Rental Cars in Winter Haven Municipal](https://www.expedia.ca/Hertz-Car-Rentals-In-Winter-Haven-Municipal.d6064276-c40.Car-Rental-Guide-Suppliers) - [Things to do in Eagle Lake](https://www.expedia.ca/Things-To-Do-In-Eagle-Lake.d3000431007.Travel-Guide-Activities) - [Book Apartments in Winter Haven on Expedia.com](https://www.expedia.com/Winter-Haven-Apartments.d7464-aaApartments.Travel-Guide-Accommodation)