Title: Lakeland - Winter Haven Vacation Home Rentals from CA $144: Search Top Private Vacation Homes for Rent | Expedia.ca [Lakeland - Winter Haven Travel Guide](https://expedia.ca/Lakeland-Winter-Haven.dx6048230)[Hotels in Lakeland - Winter Haven](https://expedia.ca/Lakeland-Winter-Haven-Hotels.d6048230.Travel-Guide-Hotels)[Vacation Rentals in Lakeland - Winter Haven](https://expedia.ca/Lakeland-Winter-Haven-Vacation-Rentals.d6048230.Travel-Guide-VacationRentals)[Flights to Lakeland - Winter Haven](https://expedia.ca/Cheap-Flights-To-Lakeland-Winter-Haven.d6048230.Travel-Guide-Flights)[Things to do in Lakeland - Winter Haven](https://expedia.ca/Things-To-Do-In-Lakeland-Winter-Haven.d6048230.Travel-Guide-Activities)[Lakeland - Winter Haven Car Rentals](https://expedia.ca/Car-Rentals-In-Lakeland-Winter-Haven.d6048230.Car-Rental-Guide)[Lakeland - Winter Haven Vacation Packages](https://expedia.ca/Lakeland-Winter-Haven.d6048230.Destination-Travel-Guides) ![Lakeland - Winter Haven featuring rides and signage as well as an individual child](https://images.trvl-media.com/place/6048230/fd516f05-78fc-4dc9-94cd-10e2896d4318.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Visit Central Florida ![](https://images.trvl-media.com/place/6048230/fd516f05-78fc-4dc9-94cd-10e2896d4318.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=6048230&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=6048230&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=6048230&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [May 15 - May 17](https://www.expedia.ca/Hotel-Search?regionId=6048230&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Lakeland - Winter Haven vacation homes ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1700000/1696000/1695932/fac106b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1700000/1696000/1695932/4a4db2cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1700000/1696000/1695932/e3602b78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1700000/1696000/1695932/941276a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Kissimmee [](https://www.expedia.ca/Orlando-Hotels-The-Berkley.h1695932.Hotel-Information) 9.6/10 Exceptional (2,064 reviews) "Always enjoy our stay here!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David CA $204 CA $245 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Orlando-Hotels-The-Berkley.h1695932.Hotel-Information) ![Luxury House, 3 Bedrooms, Garden View | Living area](https://images.trvl-media.com/lodging/117000000/116480000/116470200/116470105/e68ec5ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/117000000/116480000/116470200/116470105/435da507.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/117000000/116480000/116470200/116470105/3291fd43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/117000000/116480000/116470200/116470105/0fd93fb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Winter Haven [](https://www.expedia.ca/Winter-Haven-Hotels-BlockHaven-Near-Legoland-Disney.h116470105.Hotel-Information) 10/10 Exceptional (1 review) "House was great, perfect central location. Very quiet neighborhood nice farm outside peaceful back yard seating area. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Wade CA $93 CA $354 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Winter-Haven-Hotels-BlockHaven-Near-Legoland-Disney.h116470105.Hotel-Information) ![House](https://images.trvl-media.com/lodging/123000000/122880000/122877400/122877364/7e011414.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/123000000/122880000/122877400/122877364/6c37ba5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/123000000/122880000/122877400/122877364/8ba02de5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/123000000/122880000/122877400/122877364/faa47d67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Kissimmee [](https://www.expedia.ca/Orlando-Hotels-Super-Calm-Sleeps-17-W-Designs-Close-TO-Parks.h122877364.Hotel-Information) CA $154 CA $600 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Orlando-Hotels-Super-Calm-Sleeps-17-W-Designs-Close-TO-Parks.h122877364.Hotel-Information) ![Design House, 6 Bedrooms, Private Pool | Private kitchen](https://images.trvl-media.com/lodging/116000000/115470000/115464800/115464733/4e2c3202.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Design House, 6 Bedrooms, Private Pool | Private kitchen](https://images.trvl-media.com/lodging/116000000/115470000/115464800/115464733/0ec6868a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Design House, 6 Bedrooms, Private Pool | Living area](https://images.trvl-media.com/lodging/116000000/115470000/115464800/115464733/d679ca79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/116000000/115470000/115464800/115464733/961cc4df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Kissimmee [](https://www.expedia.ca/Orlando-Hotels-FL-1844-GOBI-DR.h115464733.Hotel-Information) CA $126 CA $472 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Orlando-Hotels-FL-1844-GOBI-DR.h115464733.Hotel-Information) ![House | Living area](https://images.trvl-media.com/lodging/119000000/118980000/118975900/118975854/bf990da4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | Living area](https://images.trvl-media.com/lodging/119000000/118980000/118975900/118975854/5ee59e64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/119000000/118980000/118975900/118975854/fa0a2b71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/119000000/118980000/118975900/118975854/4a9f5fb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Indian Point [](https://www.expedia.ca/Orlando-Hotels-Sunny-Private-Pool-Spa-Fenced-Yard-Nr-Parks.h118975854.Hotel-Information) CA $302 CA $873 total includes taxes & fees Jan 31 - Feb 1 [](https://www.expedia.ca/Orlando-Hotels-Sunny-Private-Pool-Spa-Fenced-Yard-Nr-Parks.h118975854.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/65000000/64410000/64407800/64407773/8f2f3c50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/65000000/64410000/64407800/64407773/cdc79dc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/65000000/64410000/64407800/64407773/9ffa9c2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/65000000/64410000/64407800/64407773/53526b1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Lake Hollingsworth [](https://www.expedia.ca/Lakeland-Hotels-Great-Quiet-And-Comfortable.h64407773.Hotel-Information) 9.8/10 Exceptional (170 reviews) "It was a little confusing as to which door to use to get in. There were 3 diffrrent doors. Although the owner had good directions. Very clean and good amenities." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) KURT THOMAS CA $104 CA $144 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Lakeland-Hotels-Great-Quiet-And-Comfortable.h64407773.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/122000000/121150000/121146200/121146198/d731dfd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/122000000/121150000/121146200/121146198/84fc3adb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/122000000/121150000/121146200/121146198/10ea23b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/122000000/121150000/121146200/121146198/bdad171c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Haines City [](https://www.expedia.ca/Haines-City-Hotels-Modern-Villa.h121146198.Hotel-Information) CA $196 CA $289 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Haines-City-Hotels-Modern-Villa.h121146198.Hotel-Information) ![Outdoor pool, open 7:00 AM to 11:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/60000/57600/57584/708057f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Combined shower/tub, free toiletries, hair dryer, towels](https://images.trvl-media.com/lodging/1000000/60000/57600/57584/20bc1698.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/60000/57600/57584/16dbfadd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Orlando [](https://www.expedia.ca/Orlando-Hotels-Marriotts-Sabal-Palms.h57584.Hotel-Information) 9.6/10 Exceptional (212 reviews) "Room was great, staff friendly and grounds are clean. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) DENNIS CA $393 CA $442 total includes taxes & fees Feb 21 - Feb 22 [](https://www.expedia.ca/Orlando-Hotels-Marriotts-Sabal-Palms.h57584.Hotel-Information) ![Comfort House, Multiple Bedrooms, Private Pool, Lakeside | In-room dining](https://images.trvl-media.com/lodging/116000000/115470000/115464800/115464773/423e29e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort House, Multiple Bedrooms, Private Pool, Lakeside | Private kitchen](https://images.trvl-media.com/lodging/116000000/115470000/115464800/115464773/ed6e5ee2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort House, Multiple Bedrooms, Private Pool, Lakeside | Living area](https://images.trvl-media.com/lodging/116000000/115470000/115464800/115464773/d173a796.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort House, Multiple Bedrooms, Private Pool, Lakeside | Living area](https://images.trvl-media.com/lodging/116000000/115470000/115464800/115464773/0ebbcd62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Kissimmee [](https://www.expedia.ca/Orlando-Hotels-FL-1904-Nice-Ct.h115464773.Hotel-Information) CA $173 CA $607 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Orlando-Hotels-FL-1904-Nice-Ct.h115464773.Hotel-Information) ![Indoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/124000000/123140000/123130400/123130365/95884a38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/124000000/123140000/123130400/123130365/2d3fd047.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 5 Bedrooms, Private Pool | Living area](https://images.trvl-media.com/lodging/124000000/123140000/123130400/123130365/a8a626cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/124000000/123140000/123130400/123130365/202ece2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Lindfields [](https://www.expedia.ca/Orlando-Hotels-Bright-Cozy-Home-Near-Disney.h123130365.Hotel-Information) CA $185 CA $463 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Orlando-Hotels-Bright-Cozy-Home-Near-Disney.h123130365.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/68000000/67660000/67650700/67650601/46b3445b.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/68000000/67660000/67650700/67650601/4d2e478f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/68000000/67660000/67650700/67650601/e93d47f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/68000000/67660000/67650700/67650601/727022a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in South Lake Morton [](https://www.expedia.ca/Lakeland-Hotels-RED-DOOR-HOUSE.h67650601.Hotel-Information) 9.4/10 Exceptional (49 reviews) "Host was very accommodating and responded quickly. No issues for the one night stay. Apartment was very clean." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tracy CA $92 CA $281 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Lakeland-Hotels-RED-DOOR-HOUSE.h67650601.Hotel-Information) ![TV, foosball, table tennis](https://images.trvl-media.com/lodging/41000000/40910000/40903200/40903120/2c3b2dcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/41000000/40910000/40903200/40903120/ce2f2e14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi](https://images.trvl-media.com/lodging/41000000/40910000/40903200/40903120/6d12ea53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, foosball, table tennis](https://images.trvl-media.com/lodging/41000000/40910000/40903200/40903120/5204c334.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Kissimmee [](https://www.expedia.ca/Orlando-Hotels-Enchanting-Newly-Renovated-15miles-To-Disney-And-Near-Tons-Of-Restaurants-760.h40903120.Hotel-Information) 9.0/10 Wonderful (45 reviews) "This property was close to everything and was so convenient and felt safe...we definitely loved our stay there" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Vithra CA $110 CA $283 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Orlando-Hotels-Enchanting-Newly-Renovated-15miles-To-Disney-And-Near-Tons-Of-Restaurants-760.h40903120.Hotel-Information) ![House](https://images.trvl-media.com/lodging/121000000/120110000/120101900/120101833/d484296d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/121000000/120110000/120101900/120101833/3e1f2c18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/121000000/120110000/120101900/120101833/df394171.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/121000000/120110000/120101900/120101833/2f170be9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Kissimmee [](https://www.expedia.ca/Orlando-Hotels-Super-Glam-Designs-Game-Room-Pool.h120101833.Hotel-Information) 10/10 Exceptional (2 reviews) "Todo bien " ![Mexico](https://a.travel-assets.com/egds/marks/flags/mx.svg) Teudis CA $180 CA $647 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Orlando-Hotels-Super-Glam-Designs-Game-Room-Pool.h120101833.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/97000000/96090000/96086200/96086131/7c489aab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/97000000/96090000/96086200/96086131/bfe7e898.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/97000000/96090000/96086200/96086131/fd934e04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/97000000/96090000/96086200/96086131/024ecddc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in South Lake Morton [](https://www.expedia.ca/Lakeland-Hotels-Boho-Chateau-In-Downtown-LKLD-Close-To-Florida-Southern.h96086131.Hotel-Information) 10/10 Exceptional (9 reviews) "This is a great property. Central to dining, shopping and schools." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cheryl L. CA $161 CA $446 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Lakeland-Hotels-Boho-Chateau-In-Downtown-LKLD-Close-To-Florida-Southern.h96086131.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/119000000/118980000/118975900/118975859/5c175bc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | Living area](https://images.trvl-media.com/lodging/119000000/118980000/118975900/118975859/b8a5edc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | Living area](https://images.trvl-media.com/lodging/119000000/118980000/118975900/118975859/4d151227.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | Living area](https://images.trvl-media.com/lodging/119000000/118980000/118975900/118975859/ccaaf638.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Crescent Lakes [](https://www.expedia.ca/Kissimmee-Hotels-South-Facing-W-Private-Pool-Spa.h118975859.Hotel-Information) CA $201 CA $846 total includes taxes & fees Jan 29 - Jan 30 [](https://www.expedia.ca/Kissimmee-Hotels-South-Facing-W-Private-Pool-Spa.h118975859.Hotel-Information) ![TV, fireplace](https://images.trvl-media.com/lodging/124000000/123120000/123115800/123115732/f6d52a49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/124000000/123120000/123115800/123115732/5ea52e5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/124000000/123120000/123115800/123115732/b0eee200.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/124000000/123120000/123115800/123115732/8258d901.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Winter Haven [](https://www.expedia.ca/Winter-Haven-Hotels-Spacious-4-Bedroom-House-In-Pleasant-Winter-Haven-With-AC.h123115732.Hotel-Information) 10/10 Exceptional (2 reviews) "An outstanding stay! The house was extremely clean, welcoming, and had all the amenities that made our family vacation unforgettable in our visit to Legoland park" ![Mexico](https://a.travel-assets.com/egds/marks/flags/mx.svg) Monica CA $126 CA $506 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Winter-Haven-Hotels-Spacious-4-Bedroom-House-In-Pleasant-Winter-Haven-With-AC.h123115732.Hotel-Information) ![Townhome, 6 Bedrooms | Interior](https://images.trvl-media.com/lodging/116000000/115330000/115325100/115325024/12909784.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Townhome, 6 Bedrooms | Living area](https://images.trvl-media.com/lodging/116000000/115330000/115325100/115325024/0e4f6f5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Townhome, 6 Bedrooms | Interior](https://images.trvl-media.com/lodging/116000000/115330000/115325100/115325024/28e3a18f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Townhome, 6 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/116000000/115330000/115325100/115325024/fbc82f80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Loughman [](https://www.expedia.ca/Orlando-Hotels-Harmony-Haven-Boutique-Townhome-At-Azzure-Resort-Near-Disney-By-Shine-Villas-6-Bedroom-Townhouse.h115325024.Hotel-Information) CA $140 CA $1,075 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Orlando-Hotels-Harmony-Haven-Boutique-Townhome-At-Azzure-Resort-Near-Disney-By-Shine-Villas-6-Bedroom-Townhouse.h115325024.Hotel-Information) ![Family House | Private kitchen](https://images.trvl-media.com/lodging/30000000/29760000/29759000/29758985/de072b6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | Living area](https://images.trvl-media.com/lodging/30000000/29760000/29759000/29758985/f20a5669.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/30000000/29760000/29759000/29758985/0f1c03b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | In-room dining](https://images.trvl-media.com/lodging/30000000/29760000/29759000/29758985/d2e0b019.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Tuscan Hills [](https://www.expedia.ca/Orlando-Hotels-Davenport-Vacation-Homes-By-Shine-FM.h29758985.Hotel-Information) 8.4/10 Very good (26 reviews) "it was a great property to stay in!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nancy CA $149 CA $330 total includes taxes & fees Jan 29 - Jan 30 [](https://www.expedia.ca/Orlando-Hotels-Davenport-Vacation-Homes-By-Shine-FM.h29758985.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/106000000/105950000/105946700/105946644/w1284h716x0y3-6b6c5b1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/106000000/105950000/105946700/105946644/w1272h987x0y2-62706bcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/106000000/105950000/105946700/105946644/ce360234.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105950000/105946700/105946644/43c15574.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Lake Berkley [](https://www.expedia.ca/Orlando-Hotels-Disney-Themed-Single-Family-Home.h105946644.Hotel-Information) 9.6/10 Exceptional (14 reviews) "Perfect little weekend getaway. Clean home, nice pool, fun game room!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marisol O. CA $146 CA $581 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Orlando-Hotels-Disney-Themed-Single-Family-Home.h105946644.Hotel-Information) ![1 bedroom, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/106000000/105170000/105164300/105164207/ba117b9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/106000000/105170000/105164300/105164207/371687a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105170000/105164300/105164207/7ce39719.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105170000/105164300/105164207/483df7bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Lakeland Highlands [](https://www.expedia.ca/Lakeland-Hotels-Enjoy-In-This-Beautiful-And-Serene-South-Lakeland-AreaPerfect-For-4-Traveler.h105164207.Hotel-Information) 10/10 Exceptional (17 reviews) "Nice quiet spot. Clean and comfortable. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael C. CA $105 CA $222 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Lakeland-Hotels-Enjoy-In-This-Beautiful-And-Serene-South-Lakeland-AreaPerfect-For-4-Traveler.h105164207.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=2026-02-08&endDate=2026-02-09®ionId=6048230&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Villas [](https://www.expedia.ca/Hotel-Search?destination=Lakeland+-+Winter+Haven%2C+Florida%2C+United+States+of+America®ionId=6048230&latLong=27.861735%2C-81.691156&adults=2&startDate=2026-04-25&d1=2026-04-25&endDate=2026-04-28&d2=2026-04-28&lodging=VILLA) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Lakeland+-+Winter+Haven%2C+Florida%2C+United+States+of+America®ionId=6048230&latLong=27.861735%2C-81.691156&adults=2&startDate=2026-04-25&d1=2026-04-25&endDate=2026-04-28&d2=2026-04-28&lodging=APART_HOTEL) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Lakeland+-+Winter+Haven%2C+Florida%2C+United+States+of+America®ionId=6048230&latLong=27.861735%2C-81.691156&adults=2&startDate=2026-04-25&d1=2026-04-25&endDate=2026-04-28&d2=2026-04-28&lodging=COTTAGE) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Lakeland+-+Winter+Haven%2C+Florida%2C+United+States+of+America®ionId=6048230&latLong=27.861735%2C-81.691156&adults=2&startDate=2026-04-25&d1=2026-04-25&endDate=2026-04-28&d2=2026-04-28&lodging=CABIN) Condos [](https://www.expedia.ca/Hotel-Search?destination=Lakeland+-+Winter+Haven%2C+Florida%2C+United+States+of+America®ionId=6048230&latLong=27.861735%2C-81.691156&adults=2&startDate=2026-04-25&d1=2026-04-25&endDate=2026-04-28&d2=2026-04-28&lodging=CONDO) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Lakeland+-+Winter+Haven%2C+Florida%2C+United+States+of+America®ionId=6048230&latLong=27.861735%2C-81.691156&adults=2&startDate=2026-04-25&d1=2026-04-25&endDate=2026-04-28&d2=2026-04-28&lodging=VACATION_HOME) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Lakeland+-+Winter+Haven%2C+Florida%2C+United+States+of+America®ionId=6048230&latLong=27.861735%2C-81.691156&adults=2&startDate=2026-04-25&d1=2026-04-25&endDate=2026-04-28&d2=2026-04-28&lodging=APARTMENT) Houseboats [](https://www.expedia.ca/Hotel-Search?destination=Lakeland+-+Winter+Haven%2C+Florida%2C+United+States+of+America®ionId=6048230&latLong=27.861735%2C-81.691156&adults=2&startDate=2026-04-25&d1=2026-04-25&endDate=2026-04-28&d2=2026-04-28&lodging=HOUSE_BOAT) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Lakeland+-+Winter+Haven%2C+Florida%2C+United+States+of+America®ionId=6048230&latLong=27.861735%2C-81.691156&adults=2&startDate=2026-04-25&d1=2026-04-25&endDate=2026-04-28&d2=2026-04-28&lodging=CHALET) Residences [](https://www.expedia.ca/Hotel-Search?destination=Lakeland+-+Winter+Haven%2C+Florida%2C+United+States+of+America®ionId=6048230&latLong=27.861735%2C-81.691156&adults=2&startDate=2026-04-25&d1=2026-04-25&endDate=2026-04-28&d2=2026-04-28&lodging=RESIDENCE) ![](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%2FLakeland-Winter-Haven-Private-Vacation-Homes.d6048230-aaPrivateVacationHomes.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FLakeland-Winter-Haven-Private-Vacation-Homes.d6048230-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Lakeland - Winter Haven Hotel Reviews ![La Quinta Inn & Suites by Wyndham Lakeland West](https://images.trvl-media.com/lodging/1000000/90000/84700/84646/58543b1b_y.jpg) ### La Quinta Inn & Suites by Wyndham Lakeland West 10/10 Excellent "The thing that made the visit the best was the kindness of the staff. They were aways smiling, pleasant and professional. Clean room and hot chocolate was nice. " [](https://expedia.ca/Lakeland-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Lakeland-West.h84646.Hotel-Information) ![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 "Spotless rooms and friendly people" [](https://expedia.ca/Orlando-Hotels-Holiday-Inn-Club-Vacations-At-Orange-Lake-Resort.h6315.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 "Room was spotless and the staff was very helpful the resort felt safe and the drinks at the bar was grreat" [](https://expedia.ca/Orlando-Hotels-The-Grove-Resort-Water-Park-Orlando.h4691657.Hotel-Information) ![Westgate Towers Resort](https://images.trvl-media.com/lodging/1000000/180000/170900/170878/bd08ea58_y.jpg) ### Westgate Towers Resort 10/10 Excellent "This hotel chain was amazing. From the staff to the facility. We experienced an issue where the room we booked wasn’t available when we got there. I didn’t have to make a fuss or ask for a manager. The front desk staff immediately handled the situation by switching our reservation to their sister property westgate villas which was 5 minutes away. They even gave us a one time courtesy room upgraded. The property was huge with so many amenities, they even have their own movie theatre. I will definitely be staying here again. " [](https://expedia.ca/Orlando-Hotels-Westgate-Towers-Resort.h170878.Hotel-Information) ![Westgate Vacation Villas Resort](https://images.trvl-media.com/lodging/1000000/100000/99000/98920/b8afec09_y.jpg) ### Westgate Vacation Villas Resort 10/10 Excellent "Clean room, easy parking, short walk to car, lots of amenities such as a market place, bike rentals, pools/hot tubs, movies, activities. " [](https://expedia.ca/Orlando-Hotels-Westgate-Vacation-Villas-Resort.h98920.Hotel-Information) ![Destiny Palms Hotel Maingate West](https://images.trvl-media.com/lodging/1000000/430000/427400/427337/d056f561_y.jpg) ### Destiny Palms Hotel Maingate West 10/10 Excellent "Good" [](https://expedia.ca/Orlando-Hotels-Destiny-Palms-Hotel-Maingate-West.h427337.Hotel-Information) ![Hilton Vacation Club Aqua Sol Orlando West](https://images.trvl-media.com/lodging/1000000/700000/692700/692650/0986573c_y.jpg) ### Hilton Vacation Club Aqua Sol Orlando West 10/10 Excellent "Just loved the hotel in general! " [](https://expedia.ca/Orlando-Hotels-Liki-Tiki-Village.h692650.Hotel-Information) ![Westgate Town Center Resort](https://images.trvl-media.com/lodging/1000000/430000/426900/426819/410a3d83_y.jpg) ### Westgate Town Center Resort 10/10 Excellent "New remodel is everything! Nice staff! Rooms large not tiny teeny like most hotels - feel like home away home and the shower / jet tub is amazing! It’s worth every dollar! Great amenities and the game room is nice! I’ll be back, I always come back! We need more Westgates in Florida please!!!!! " [](https://expedia.ca/Orlando-Hotels-Westgate-Town-Center-Resort.h426819.Hotel-Information) ![Embassy Suites By Hilton Orlando Sunset Walk](https://images.trvl-media.com/lodging/91000000/90610000/90603800/90603708/68d1bc67_y.jpg) ### Embassy Suites By Hilton Orlando Sunset Walk 10/10 Excellent "Great " [](https://expedia.ca/Orlando-Hotels-Embassy-Suites-By-Hilton-Orlando-Sunset-Walk.h90603708.Hotel-Information) ## Find out more about Lakeland - Winter Haven ## Lakeland - Winter Haven Vacation Homes information | Number of reviews | 2,598 | | ----------------- | ------------------- | | Accommodation | 1264 Vacation Homes | | Lowest Price | CA $144 | | Highest Price | CA $1,075 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [5 Star Hotels in Alturas ](https://www.expedia.ca/5Star-Alturas-Hotels.s50-0-d6352565.Travel-Guide-Filter-Hotels) - [Hilton Hotels in Alturas ](https://www.expedia.ca/Alturas-Hotels-Hilton-Hotels.0-0-d6352565--bHiltonHotels.Travel-Guide-Filter-Hotels) - 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