Title: Winter Haven Cottages from CA $117 | 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://a.travel-assets.com/findyours-php/viewfinder/images/res70/22000/22903-Legoland-Florida.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Winter Haven Cottage Rentals from CA $117 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.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 Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![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 Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=7464&startDate=2025-10-17&endDate=2025-10-19&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=7464&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=7464&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=7464&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Winter Haven Cottages ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93540000/93532600/93532553/3e94c18f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93540000/93532600/93532553/ce928403.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93540000/93532600/93532553/961c6be6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93540000/93532600/93532553/417eb849.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn Winter Haven 10/10 Exceptional (3) "We stayed here because our soccer team had a tournament in the area. We had a couple families stay and the price was much cheaper than hotels around the area. The house is beautiful and spacious inside. Has alot of upgrades. At first we thought the neighborhood looked a little off, but we had no issues at all with our stay. We have some other tournaments in this area later in the year and we will definitely be booking to stay here again." CA $216 CA $524 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Winter-Haven-Hotels-Lovely-Lakefront-Home-W-Grill-7-Mi-To-Legoland.h93532553.Hotel-Information) ![Porch](https://images.trvl-media.com/lodging/33000000/32740000/32732600/32732561/50a06dbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 Queen Bed, Non Smoking | Private kitchenette](https://images.trvl-media.com/lodging/33000000/32740000/32732600/32732561/4549c4d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/33000000/32740000/32732600/32732561/a66b5fde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 Queen Bed, Non Smoking | Living area](https://images.trvl-media.com/lodging/33000000/32740000/32732600/32732561/9828479e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lake Ida Beach Resort Winter Haven 7.4/10 Good (178) "We have stayed here several times. " CA $105 CA $117 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Winter-Haven-Hotels-Lake-Ida-Beach-Resort.h32732561.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301943/ad468c68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301943/6887a27b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301943/a7d343f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301943/3f53f763.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn Winter Haven 10/10 Exceptional (2) "Just what we needed for a weekend trip with our grandsons for the weekend " CA $160 CA $392 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Winter-Haven-Hotels-Sweet-Cottage-5-Mi-To-Legoland-05-Mi-To-Dwntwn.h109301943.Hotel-Information) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/120000000/119360000/119350100/119350020/e9645af4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119360000/119350100/119350020/622633e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/120000000/119360000/119350100/119350020/0ea5968d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/120000000/119360000/119350100/119350020/a3db4ca5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 161 - 4 bed Gem at Terraverde Resort Kissimmee CA $318 CA $648 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Orlando-Hotels-161-4-Bed-Gem-At-Terraverde-Resort.h119350020.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/64000000/63750000/63741700/63741626/f8838170.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/64000000/63750000/63741700/63741626/b3ea201a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/64000000/63750000/63741700/63741626/9d834719.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/64000000/63750000/63741700/63741626/48b38fc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Jedi cottage 4 miles from Disney! Mins from universal! Kissimmee 9.4/10 Exceptional (23) "We loved staying here! " CA $105 CA $301 total includes taxes & fees Oct 10 - Oct 11 [](https://www.expedia.ca/Orlando-Hotels-Jedi-Cottage-4-Miles-From-Disney-Mins-From-Universal.h63741626.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/46000000/45690000/45682800/45682757/7fe0c743.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/46000000/45690000/45682800/45682757/0928c447.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/46000000/45690000/45682800/45682757/59e757da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/46000000/45690000/45682800/45682757/w750h561x0y0-8dd68549.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Disney, Universal and Legoland Getaway Kissimmee 9.2/10 Wonderful (9) "I love the place ! It was beautiful! Enough room for everyone " CA $105 CA $303 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Orlando-Hotels-Vrbo-Property.h45682757.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/73000000/72360000/72359200/72359158/8f02e263.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/73000000/72360000/72359200/72359158/21005d2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/73000000/72360000/72359200/72359158/bf0d1cc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/73000000/72360000/72359200/72359158/8224d871.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hidden Lake View Cottage 5 miles from Disney! Kissimmee 9.0/10 Wonderful (2) "Awesome" CA $112 CA $311 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Orlando-Hotels-Hidden-Lake-View-Cottage-5-Miles-From-Disney.h72359158.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/71000000/70290000/70286400/70286316/638cd47a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, stereo](https://images.trvl-media.com/lodging/71000000/70290000/70286400/70286316/6cc6586b_edited_e804.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/71000000/70290000/70286400/70286316/676c3433.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/71000000/70290000/70286400/70286316/fe821527.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Perfect Place for a Perfect Vacation Kissimmee 10/10 Exceptional (1) CA $134 CA $297 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Orlando-Hotels-Perfect-Place-For-A-Perfect-Vacation.h70286316.Hotel-Information) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121010000/121006800/121006717/71673f90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/122000000/121010000/121006800/121006717/f8c94a4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/122000000/121010000/121006800/121006717/82c0666a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/122000000/121010000/121006800/121006717/c4253579.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tiny house close to Disney KISSIMMEE Kissimmee CA $89 CA $232 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Orlando-Hotels-Tiny-House-Close-To-Disney-KISSIMMEE.h121006717.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/118000000/117850000/117841100/117841053/w1124h861x1y0-e56aebb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/118000000/117850000/117841100/117841053/d04f2cb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/118000000/117850000/117841100/117841053/df48ecb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/118000000/117850000/117841100/117841053/35cf1402.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mickey's Hideaway Cottage 4 miles from Disney in Kissimmee with WiFi and AC Kissimmee CA $113 CA $286 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Orlando-Hotels-Mickeys-Hideaway-Cottage-4-Miles-From-Disney-In-Kissimmee-With-WiFi-And-AC.h117841053.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/108000000/107620000/107619900/107619849/b73e0a20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107620000/107619900/107619849/7b1c1f66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/108000000/107620000/107619900/107619849/906240fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/108000000/107620000/107619900/107619849/0eda7c58_edited_1bbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Cottage! Your Home Away From Home. 4 miles from Disney, Kissimmee Kissimmee 10/10 Exceptional (2) "We stayed and visited universal snd drove to Jacksonville it was a cute cottage" CA $119 CA $330 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Orlando-Hotels-Beautiful-Cottage-Your-Home-Away-From-Home-4-Miles-From-Disney.h107619849.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/110000000/109920000/109917000/109916919/c40e14f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/110000000/109920000/109917000/109916919/e3e411c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/110000000/109920000/109917000/109916919/91196b60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/110000000/109920000/109917000/109916919/8f893913.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming cottage 10 mins to Disney, Pool, Mini Golf, Fitness room and more! Kissimmee CA $124 CA $311 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Orlando-Hotels-Charming-Cottage-10-Mins-To-Disney.h109916919.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/120000000/119360000/119350100/119350015/c0f582a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119360000/119350100/119350015/19013aa6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119360000/119350100/119350015/c292fa95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119360000/119350100/119350015/w1171h750x5y0-5fbc1675.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1209-9-b -mansion Themed With Pool Near Disney Davenport CA $409 CA $1,330 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Davenport-Hotels-1209-9-B-Mansion-Themed-With-Pool-Near-Disney.h119350015.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/118000000/117630000/117622300/117622247/dcad85d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/118000000/117630000/117622300/117622247/25aafbc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/118000000/117630000/117622300/117622247/3ed7040c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/118000000/117630000/117622300/117622247/c31b3466.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family-Friendly Cottage Near Orlando’s Top Attractions Kissimmee CA $126 CA $285 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Orlando-Hotels-Family-Friendly-Cottage-Near-Orlandos-Top-Attractions.h117622247.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/97000000/96060000/96051000/96050914/5557415a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/97000000/96060000/96051000/96050914/ed6faf61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/97000000/96060000/96051000/96050914/58774300.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/97000000/96060000/96051000/96050914/be3a5ffe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Lake Cottage - 4 miles to Disney Kissimmee CA $186 CA $398 total includes taxes & fees Oct 25 - Oct 26 [](https://www.expedia.ca/Orlando-Hotels-Cozy-Lake-Cottage-4-Miles-To-Disney.h96050914.Hotel-Information) ![Smart TV, books](https://images.trvl-media.com/lodging/82000000/81970000/81961700/81961641/f2931e66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/82000000/81970000/81961700/81961641/0d354030.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/82000000/81970000/81961700/81961641/075f59fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/82000000/81970000/81961700/81961641/817392c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### \*\*Charming Lakeview Cottage 4 Miles From Disney\*\* Kissimmee CA $230 CA $455 total includes taxes & fees Oct 25 - Oct 26 [](https://www.expedia.ca/Orlando-Hotels-Charming-Lakeview-Cottage-4-Miles-From-Disney.h81961641.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/97000000/96060000/96050800/96050707/7fd1f046.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/97000000/96060000/96050800/96050707/e90548cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/97000000/96060000/96050800/96050707/8e558232.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/97000000/96060000/96050800/96050707/9c50ec99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Tropical Cottage - 4 mi to Disney Kissimmee CA $186 CA $391 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Orlando-Hotels-Cozy-Tropical-Cottage-4-Mi-To-Disney.h96050707.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/120000000/119360000/119350100/119350012/c8a0798f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (5 Bedrooms) | Interior](https://images.trvl-media.com/lodging/120000000/119360000/119350100/119350012/w1196h896x4y4-c6fb3c90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (5 Bedrooms) | Interior](https://images.trvl-media.com/lodging/120000000/119360000/119350100/119350012/w1200h795x0y4-d3973fed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119360000/119350100/119350012/77b93516.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 5180 Spectacular 5bd4ba- Private Pool&spa Solterra Resort CA $335 CA $698 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Orlando-Hotels-5180-Spectacular-5bd4ba-Private-Poolspa.h119350012.Hotel-Information) ![House (6 Bedrooms) | Interior](https://images.trvl-media.com/lodging/120000000/119360000/119350100/119350018/f782462d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119360000/119350100/119350018/685ab0a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119360000/119350100/119350018/3fc4745b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119360000/119350100/119350018/7e1ca6e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 411 Wanderlust Heaven 5bed/pool Kissimmee CA $479 CA $955 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Orlando-Hotels-411-Wanderlust-Heaven-5bedpool.h119350018.Hotel-Information) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/117000000/116840000/116838100/116838053/98f7a925.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/117000000/116840000/116838100/116838053/ddaa8f90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/117000000/116840000/116838100/116838053/a40dabb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/117000000/116840000/116838100/116838053/b697b6eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Southern Dunes Family Retreat: Hot Tub & Game Room Haines City CA $160 CA $508 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Haines-City-Hotels-Southern-Dunes-Family-Retreat-Hot-Tub-Game-Room.h116838053.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=2025-10-20&endDate=2025-10-21®ionId=7464&adults=2&lodging=COTTAGE&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.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWinter-Haven-Cottages.d7464-aaCottages.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinter-Haven-Cottages.d7464-aaCottages.Travel-Guide-Accommodation) ## Top Winter Haven Hotel Reviews ![Parkway International Resort](//images.trvl-media.com/lodging/1000000/700000/692700/692651/fd297cb8_y.jpg) ### Parkway International Resort 10/10 Excellent "Friendly staff Confort stay Great location" [](https://expedia.ca/Orlando-Hotels-Parkway-International-Resort.h692651.Hotel-Information) ![Margaritaville Resort Orlando with H2O Waterpark](//images.trvl-media.com/lodging/25000000/24060000/24054800/24054711/5f422c24_y.jpg) ### Margaritaville Resort Orlando with H2O Waterpark 10/10 Excellent "Always a pleasure to stay on this property " [](https://expedia.ca/Orlando-Hotels-Margaritaville-Resort-Orlando.h24054711.Hotel-Information) ![Galleria Palms Hotel](//images.trvl-media.com/lodging/1000000/90000/84700/84682/47b4a2b7_y.jpg) ### Galleria Palms Hotel 10/10 Excellent "Very nice and professional staff. We arrived in the late afternoon and were offered cookies while checking in. The lobby and outside area were clean and our 2 qn room was spacious and clean. Housekeeping came by to offer us towels on the second day since they do not do daily cleaning. We would stay here again. " [](https://expedia.ca/Orlando-Hotels-Galleria-Palms-Hotel.h84682.Hotel-Information) ![Delta Hotels by Marriott Orlando Celebration](//images.trvl-media.com/lodging/1000000/10000/300/256/w4000h2663x0y0-bece67c9_y.jpg) ### Delta Hotels by Marriott Orlando Celebration 10/10 Excellent "We had a wonderful stay! Was very pleasant, with fabulous facilities and excellent service. Everything was clean, comfortable, and beautifully designed. Highly recommended!" [](https://expedia.ca/Orlando-Hotels-The-Grand-Orlando-Resort-At-Celebration.h256.Hotel-Information) ![Holiday Inn Club Vacations at Orange Lake Resort by IHG](//images.trvl-media.com/lodging/1000000/10000/6400/6315/ac7826b3_y.jpg) ### Holiday Inn Club Vacations at Orange Lake Resort by IHG 10/10 Excellent "Amazing property has many different activities and areas to enjoy. The room was great and staff checked up on you would definitely go back !" [](https://expedia.ca/Orlando-Hotels-Holiday-Inn-Club-Vacations-At-Orange-Lake-Resort.h6315.Hotel-Information) ![Hilton Vacation Club Mystic Dunes Orlando](//images.trvl-media.com/lodging/1000000/900000/891000/890951/0b826e24_y.jpg) ### Hilton Vacation Club Mystic Dunes Orlando 10/10 Excellent "Family friendly " [](https://expedia.ca/Orlando-Hotels-Mystic-Dunes-Resort-Golf-Club-By-Diamond-Resorts.h890951.Hotel-Information) ![Comfort Suites Maingate East](//images.trvl-media.com/lodging/1000000/470000/460500/460421/98d8f1fc_y.jpg) ### Comfort Suites Maingate East 10/10 Excellent "Old town right next hotel, disney 10min drive perfect for what we needed. Outside pool and bar great. Slight smell but nothing that bothered us more due to damp heat in the air. Breakfast basic " [](https://expedia.ca/Orlando-Hotels-Comfort-Suites-Maingate-East.h460421.Hotel-Information) ![Staybridge Suites Winter Haven Auburndale by IHG](//images.trvl-media.com/lodging/95000000/94680000/94674300/94674232/0585f081_y.jpg) ### Staybridge Suites Winter Haven Auburndale by IHG 10/10 Excellent "Very nice " [](https://expedia.ca/Winter-Haven-Hotels-Staybridge-Suites-Winter-Haven-Auburndale.h94674232.Hotel-Information) ![Kompose Boutique Resort at Theme Parks](//images.trvl-media.com/lodging/101000000/100840000/100837800/100837786/d84c06b0_y.jpg) ### Kompose Boutique Resort at Theme Parks 10/10 Excellent "VIP status comes with free parking and free breakfast which was a great plus and savings ! Our go-to hotel in the Orlando area. " [](https://expedia.ca/Orlando-Hotels-Kompose-Boutique-Resort-At-Theme-Parks.h100837786.Hotel-Information) ## Find out more about Winter Haven ## Winter Haven Cottages information | Number of reviews | 215 | | --- | --- | | Accommodation | 1762 Cottages | | Lowest Price | CA $117 | | Highest Price | CA $1,330 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [Guest Houses in Auburndale](https://www.expedia.ca/Auburndale-Guest-Houses.d6048255-aaGuestHouses.Travel-Guide-Accommodation) - [Holiday Park Resorts in Auburndale](https://www.expedia.ca/Auburndale-Holiday-Parks.d6048255-aaHolidayParks.Travel-Guide-Accommodation) - [Resorts in Auburndale](https://www.expedia.ca/Auburndale-Resort-Hotels.d6048255-aaResortHotels.Travel-Guide-Accommodation) - [Inns in Cape Canaveral](https://www.expedia.ca/Cape-Canaveral-Inns.d6484-aaInns.Travel-Guide-Accommodation) - [Lodges in Cape Canaveral](https://www.expedia.ca/Cape-Canaveral-Lodges.d6484-aaLodges.Travel-Guide-Accommodation) - 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