Title: Lakeland - Winter Haven Vacation Rentals : Short-Term Rentals for 2025 | 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)[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 showing a sporting event as well as a large group of people](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/63000/63660-Lakeland-Winter-Haven.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Lakeland - Winter Haven Vacation Rentals ![](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 Tonight [Oct 28 - Oct 29](https://www.expedia.ca/Hotel-Search?regionId=6048230&startDate=2025-10-28&endDate=2025-10-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 29 - Oct 30](https://www.expedia.ca/Hotel-Search?regionId=6048230&startDate=2025-10-29&endDate=2025-10-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6048230&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6048230&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Vacation Rentals in Lakeland - Winter Haven ![Interior](https://images.trvl-media.com/lodging/28000000/27550000/27548600/27548551/23050871.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/28000000/27550000/27548600/27548551/f3c73455.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/28000000/27550000/27548600/27548551/26d508b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Elite Cottage, 2 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/28000000/27550000/27548600/27548551/09444671.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Margaritaville Cottages Orlando by Rentyl Kissimmee 8.8/10 Excellent (1672) "It was a great stay !" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dianelly [](https://www.expedia.ca/Orlando-Hotels-Margaritaville-Resort-Orlando-Cottages-By-Rentyl.h27548551.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/2000000/1700000/1696000/1695932/c7c5e131.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 outdoor pools](https://images.trvl-media.com/lodging/2000000/1700000/1696000/1695932/cb9347c8.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) ![Condo, 4 Bedrooms (2 King, 1 Queen, & 2 Trundle Bed) | Balcony view](https://images.trvl-media.com/lodging/2000000/1700000/1696000/1695932/c3a6b674.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Berkley, Orlando Kissimmee 9.6/10 Exceptional (1960) "Great stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chris CA $177 CA $215 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Orlando-Hotels-The-Berkley.h1695932.Hotel-Information) ![2 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/5000000/4660000/4651300/4651255/2fcd2016.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive Townhome, 4 Bedrooms, Private Pool | Living area](https://images.trvl-media.com/lodging/5000000/4660000/4651300/4651255/623713dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/5000000/4660000/4651300/4651255/b0f8f739.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive Townhome, 4 Bedrooms, Private Pool | Living area](https://images.trvl-media.com/lodging/5000000/4660000/4651300/4651255/e651e5b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Encantada Resort Vacation Townhomes by IDILIQ Kissimmee 8.6/10 Excellent (1392) "2nd time staying here safe to say this is our second home " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melanie CA $113 CA $404 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Orlando-Hotels-CLC-Encantada-Resort-Vacation-Townhomes.h4651255.Hotel-Information) ![2 outdoor pools, open 8 AM to 10 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/600000/597200/597113/027f136a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/600000/597200/597113/2909eab6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 3 Bedrooms (Lodge)](https://images.trvl-media.com/lodging/1000000/600000/597200/597113/085be557.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/600000/597200/597113/c50e45b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Club Vacations Orlando Breeze Resort by IHG Davenport 9.2/10 Wonderful (492) "We had the best stay the bed was comfortable food was all great we loved it there" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jonathan CA $137 CA $174 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Orlando-Hotels-Holiday-Inn-Club-Vacations-Orlando-Breeze-Resort.h597113.Hotel-Information) ![Dock](https://images.trvl-media.com/lodging/38000000/37620000/37613200/37613141/6af08a1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV, DVD player](https://images.trvl-media.com/lodging/38000000/37620000/37613200/37613141/aead982c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/38000000/37620000/37613200/37613141/15a7f110.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/38000000/37620000/37613200/37613141/8b42a824.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grand Lake Resort Kissimmee 9.2/10 Wonderful (146) "Amber was great we had a ball definitely coming back resort was beautiful " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) TAIYLAR [](https://www.expedia.ca/Orlando-Hotels-The-Grand-Lake-Resort.h37613141.Hotel-Information) ![Private pool](https://images.trvl-media.com/lodging/76000000/75970000/75962100/75962058/9a3d3e1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Townhome, 5 Bedrooms, Private Pool | Private kitchen](https://images.trvl-media.com/lodging/76000000/75970000/75962100/75962058/6699c829.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Townhome, 5 Bedrooms, Private Pool](https://images.trvl-media.com/lodging/76000000/75970000/75962100/75962058/74efd052.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Townhome, 5 Bedrooms, Private Pool | Living area](https://images.trvl-media.com/lodging/76000000/75970000/75962100/75962058/85d76152.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Formosa Valley Resort by UNE Homes Kissimmee 9.4/10 Exceptional (183) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Johnny CA $210 CA $685 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Orlando-Hotels-Formosa-Valley-Resort-By-UNE-Homes.h75962058.Hotel-Information) ![2 outdoor pools](https://images.trvl-media.com/lodging/112000000/111360000/111358100/111358085/f4f51507.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Apartment, Balcony | Living area](https://images.trvl-media.com/lodging/112000000/111360000/111358100/111358085/w1479h998x0y0-fe77f980.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Apartment, Balcony | Terrace/patio](https://images.trvl-media.com/lodging/112000000/111360000/111358100/111358085/d70dd7a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Apartment, Balcony | Private kitchen](https://images.trvl-media.com/lodging/112000000/111360000/111358100/111358085/6bd8d102.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Champions Gate condos by UNE Champions Gate 9.0/10 Wonderful (48) "Very beautiful property." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alfred CA $140 CA $413 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Orlando-Hotels-Champions-Gate-Condos-By-UNE.h111358085.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/120000000/119210000/119208900/119208817/cabb0dc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, free cabanas, sun loungers](https://images.trvl-media.com/lodging/120000000/119210000/119208900/119208817/b1c65566.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119210000/119208900/119208817/c576889a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/120000000/119210000/119208900/119208817/df2bf72f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Landing Townhomes Davenport Davenport 9.0/10 Wonderful (4) "The stay was great absolutely loved it " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Janei Chantel [](https://www.expedia.ca/Orlando-Hotels-Landing-Townhomes-Davenport.h119208817.Hotel-Information) ![Lake view](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068972/cacc5dfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068972/a57e1571.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068972/1f6424a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068972/68ec9286.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lifetime of Vacations Resort Kissimmee 9.4/10 Exceptional (148) "Very nice quiet place... very polite front desk personnel " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Iliana [](https://www.expedia.ca/Orlando-Hotels-Lifetime-Of-Vacations-Resort.h1068972.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/120000000/119870000/119860500/119860410/w1596h1063x4y3-b97aec9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/120000000/119870000/119860500/119860410/w1599h1066x1y1-5cfa44d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Room, 1 King Bed | Living area](https://images.trvl-media.com/lodging/120000000/119870000/119860500/119860410/w1599h1066x1y1-ab5809ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Twin Room](https://images.trvl-media.com/lodging/120000000/119870000/119860500/119860410/w1597h1066x3y0-ce1a1905.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### VedaHive Luxury Villa Solterra Resort 5.6/10 (4) "If you enjoy your vacation with a older lady with a daughter telling you what to do and how to act in the house, then this place is for you. The hot tub at the house does not work. There's limited toilet paper so bring your own toiletries. And the bedroom I stayed in did not have sheets on the bed. Must read all the rules before staying at this house. The clubhouse water park is not included in your stay. That is an additional fee$" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James CA $76 CA $147 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Orlando-Hotels-VedaHive-Luxury-Villa.h119860410.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/42000000/41900000/41898100/41898043/59585f1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games, foosball, stereo](https://images.trvl-media.com/lodging/42000000/41900000/41898100/41898043/2724dcb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/42000000/41900000/41898100/41898043/2de67906.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/42000000/41900000/41898100/41898043/e26eb297.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Glam Villa Near the Parks w Gamer & Princess BRs, Huge Theater, Arcade, Spa Pool Kissimmee 9.6/10 Exceptional (48) "The home was perfect for our family trip to Disney! Its conveniently located near all of the FUN!! Great place to stay! I would definitely stay here again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angela S. [](https://www.expedia.ca/Orlando-Hotels-Glam-Villa-Near-The-Parks-W-Gamer-Princess-BRs.h41898043.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/2000000/1690000/1688400/1688356/d4d1d522.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1690000/1688400/1688356/14ed7ad8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1690000/1688400/1688356/6dcc5e01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 2 Bedrooms, Hot Tub (Basic Caribe Cove Aruba Villa 2 Bedro) | Dining](https://images.trvl-media.com/lodging/2000000/1690000/1688400/1688356/b1fc5216.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Caribe Cove Resort Kissimmee 8.8/10 Excellent (2258) "We had a great family vacation " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Veronica [](https://www.expedia.ca/Orlando-Hotels-Caribe-Cove-Resort.h1688356.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/23000000/22250000/22247100/22247019/792c5bae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Encore Resort 10 bd Home with Pool(2302) | Living room](https://images.trvl-media.com/lodging/23000000/22250000/22247100/22247019/848640fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe House](https://images.trvl-media.com/lodging/23000000/22250000/22247100/22247019/b086d4e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![ACO Encore Resort 6 Bedroom Vacation Home with Pool (1913) | Private kitchen](https://images.trvl-media.com/lodging/23000000/22250000/22247100/22247019/94348808.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Encore Resort Kissimmee 6.4/10 (117) "Great place " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jesus [](https://www.expedia.ca/Orlando-Hotels-Encore-Resort.h22247019.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/35000000/34280000/34271300/34271273/c77b3c8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/35000000/34280000/34271300/34271273/b9372bcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/35000000/34280000/34271300/34271273/3ab062b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34280000/34271300/34271273/7e8373fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury 20 bedroom Reunion Villas @ Disney's Doorstep Kissimmee 9.2/10 Wonderful (97) "Beautiful homes, would stay again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nou Y. [](https://www.expedia.ca/Orlando-Hotels-Luxury-20-Bedroom-Reunion-Villas-Disneys-Doorstep.h34271273.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/3000000/2860000/2858800/2858797/1444f16f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Waterslide](https://images.trvl-media.com/lodging/3000000/2860000/2858800/2858797/e8d7fd46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2860000/2858800/2858797/w367h275x1y1-201fcff8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/3000000/2860000/2858800/2858797/c9b6e306.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villas At Regal Palms Highlands Reserve 8.4/10 Very good (579) "This was the 2nd time we’ve stayed at Regal Palms and will definitely be back again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) JulieAnn [](https://www.expedia.ca/Orlando-Hotels-Villas-At-Regal-Palms.h2858797.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/120000000/119360000/119350100/119350019/w1200h797x0y3-0a9b128e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119360000/119350100/119350019/w1200h897x0y3-7e4a7407.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119360000/119350100/119350019/w1200h896x0y3-80a64688.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/120000000/119360000/119350100/119350019/f5513f6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 7901 Luxury Retreat 3BR Villa w/ Pool & Game! Reunion [](https://www.expedia.ca/Orlando-Hotels-7901-Luxury-Retreat-3BR-Villa-W-Pool-Game.h119350019.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/75000000/74250000/74246600/74246515/2fea8756.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/75000000/74250000/74246600/74246515/d53fd925.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/75000000/74250000/74246600/74246515/d7de45aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games, foosball](https://images.trvl-media.com/lodging/75000000/74250000/74246600/74246515/af7f1c8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa 7748 - Updated Home w/ Arcade Rm! 3 mi from Disney, Pool Heat, BBQ & PS5 Windsor Hills 10/10 Exceptional (72) "Property was extremely clean and exactly how they list it. The beds were very comfortable, the game room was a HUGE WIN for the family. The property owners were very responsive if needed. Would absolutely recommend this property to anyone looking in the Disney area. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Booie O. [](https://www.expedia.ca/Orlando-Hotels-Contemporary-Resort-Villa-W-Heated-PoolSpa.h74246515.Hotel-Information) ![Smart TV, table tennis](https://images.trvl-media.com/lodging/110000000/109350000/109346400/109346335/cb506f76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, table tennis](https://images.trvl-media.com/lodging/110000000/109350000/109346400/109346335/03b64fec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/110000000/109350000/109346400/109346335/71137ac1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/110000000/109350000/109346400/109346335/44267087.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lux 6BRVilla w/ Pool&ResortAmenities -10m to Parks Kissimmee 10/10 Exceptional (2) "We had a fantastic stay at Franks place. Its absolutely perfect for familys. A really spacious property with everything you need to make it a comfortable stay. Really clean and tidy with lots of towels. The beach towels ready to be used were a great addition.Perfectly located, extremely close to Disney and the 192 which has lots of restaurants, giftshops and supermarkets. We would all 100% stay here again." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Kris S. CA $203 CA $711 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Orlando-Hotels-Gated-ResortSpacious-6Bedroom-Villa-Near-Disney.h109346335.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/39000000/38820000/38814300/38814230/48f41cfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premier Villa, Multiple Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/39000000/38820000/38814300/38814230/9031cd18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premier Villa, Multiple Bedrooms | Living area](https://images.trvl-media.com/lodging/39000000/38820000/38814300/38814230/39c2ad6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premier Villa, Multiple Bedrooms | Terrace/patio](https://images.trvl-media.com/lodging/39000000/38820000/38814300/38814230/b683aa14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Bear's Den Resort Orlando Reunion 8.0/10 Very good (22) "Great place , I recommend it to everyone." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jacqueline [](https://www.expedia.ca/Orlando-Hotels-The-Bears-Den-At-Reunion.h38814230.Hotel-Information) ![4 bedrooms, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/114000000/113250000/113245600/113245577/dc616ec7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/114000000/113250000/113245600/113245577/44531f97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining room](https://images.trvl-media.com/lodging/114000000/113250000/113245600/113245577/dab9adc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living room](https://images.trvl-media.com/lodging/114000000/113250000/113245600/113245577/268ce36b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Doppio Westside Davenport 9.4/10 Exceptional (21) "Everyone loved the place and the pool " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Flo CA $222 CA $690 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Orlando-Hotels-Doppio-Westside.h113245577.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=2025-11-11&endDate=2025-11-12®ionId=6048230&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FLakeland-Winter-Haven-Vacation-Rentals.d6048230.Travel-Guide-VacationRentals)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FLakeland-Winter-Haven-Vacation-Rentals.d6048230.Travel-Guide-VacationRentals) ## Top Lakeland - Winter Haven Hotel Reviews ## Find out more about Lakeland - Winter Haven **Everything you need to know about** **Lakeland - Winter Haven** **vacation rentals** Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Lakeland - Winter Haven vacation rental for you. At Expedia, you can take your pick from [private vacation homes](https://www.expedia.ca/aa/PrivateVacationHomes), [apartments](https://www.expedia.ca/aa/Apartments), cottages, [cabins](https://www.expedia.ca/aa/Cabins), villas... The list goes on, and on… and on! There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Lakeland - Winter Haven vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.  **Lakeland - Winter Haven vacation rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Lakeland - Winter Haven. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in .  Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Lakeland - Winter Haven vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Lakeland - Winter Haven vacation rentals we have selected for you start as low as per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Lakeland - Winter Haven rentals** At Expedia, we put the best Lakeland - Winter Haven vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.  To find some top Lakeland - Winter Haven rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Lakeland - Winter Haven vacation. If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Lakeland - Winter Haven. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.  ## Explore a world of travel with Expedia - Trending destinations on Expedia.ca ### Trending destinations on Expedia.ca - [Canmore Vacation Rentals](https://www.expedia.ca/Canmore-Vacation-Rentals.d10131.Travel-Guide-VacationRentals) - [Maui Vacation Rentals](https://www.expedia.ca/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals) - [Kelowna Vacation Rentals](https://www.expedia.ca/Kelowna-Vacation-Rentals.d3997.Travel-Guide-VacationRentals) - [Whistler Vacation Rentals](https://www.expedia.ca/Whistler-Vacation-Rentals.d4115.Travel-Guide-VacationRentals) - [Florida Vacation Rentals](https://www.expedia.ca/Destinations-In-Florida.d211.Vacation-Rental-Destinations) - [Victoria Vacation Rentals](https://www.expedia.ca/Victoria-Vacation-Rentals.d4138.Travel-Guide-VacationRentals) - [Vancouver Vacation Rentals](https://www.expedia.ca/Vancouver-Vacation-Rentals.d178315.Travel-Guide-VacationRentals) - 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Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)