Title: 5 Stars Hotels in Lakeland - Winter Haven, Florida from CA $202 - Find Cheap Lakeland - Winter Haven Hotels With 5 Stars | 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 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) # 5 Stars Hotels in Lakeland - Winter Haven, Florida from CA $202 ![](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 availability on Lakeland - Winter Haven 5 Star Hotels Tonight [Oct 29 - Oct 30](https://www.expedia.ca/Hotel-Search?regionId=6048230&startDate=2025-10-29&endDate=2025-10-30&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 30 - Oct 31](https://www.expedia.ca/Hotel-Search?regionId=6048230&startDate=2025-10-30&endDate=2025-10-31&adults=2&star=50&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&star=50&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&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Lakeland - Winter Haven 5 Star Hotels ![Outdoor pool, a heated pool, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/16000000/15200000/15190600/15190527/97f0e69c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/16000000/15200000/15190600/15190527/03516956.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury House, 5 Bedrooms, Private Pool (Westside)](https://images.trvl-media.com/lodging/16000000/15200000/15190600/15190527/dd0febbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/16000000/15200000/15190600/15190527/e97da1e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Encore Resort and Water Park at Reunion by Rentyl Kissimmee 8.4/10 Very good (1003) "Great stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William CA $313 CA $956 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Orlando-Hotels-Encore-Resort-At-Reunion.h15190527.Hotel-Information) ![Water park](https://images.trvl-media.com/lodging/96000000/95860000/95852400/95852304/8576a0e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive House](https://images.trvl-media.com/lodging/96000000/95860000/95852400/95852304/8da6b866.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive House | Private kitchen](https://images.trvl-media.com/lodging/96000000/95860000/95852400/95852304/8404ad6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/96000000/95860000/95852400/95852304/111113d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stunning 4 Bd w/ Pool Close to Disney at Champions Gate 1158 Davenport 9.8/10 Exceptional (6) "Fantastic!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) cantrell [](https://www.expedia.ca/Orlando-Hotels-Stunning-4-Bd-W-Pool-Close-To-Disney-At-Champions-Gate-1158.h95852304.Hotel-Information) ![Water park](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852274/da283eae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852274/304dd1fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852274/f6e99720.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf view](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852274/1fafff68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family Friendly 2 Bd Close to Disney @ Champions Gate 8899 Davenport 8.6/10 Excellent (8) "They kept in contact the whole time we stayed with them. They responded to any questions promptly." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tiffany [](https://www.expedia.ca/Orlando-Hotels-Family-Friendly-2-Bd-Close-To-Disney-Champions-Gate-8899.h95852274.Hotel-Information) ![Exclusive House | Private kitchen](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852291/b8b54188.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, sun loungers, lifeguards on site](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852291/7abc0ec5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852291/b8fbfc52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Water park](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852291/55572336.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marvelous 3Bd w/ Pool Near Disney at Serenity 1536 Clermont 8.8/10 Excellent (3) "went with grandkids they enjoyed the dipping pool and area was nice and quiet. The place was very clean. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Esther [](https://www.expedia.ca/Orlando-Hotels-Marvelous-3Bd-W-Pool-Near-Disney-At-Serenity-1536.h95852291.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 | Terrace/patio](https://images.trvl-media.com/lodging/39000000/38820000/38814300/38814230/b683aa14.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) ![Luxury House, Multiple Bedrooms | Living area](https://images.trvl-media.com/lodging/39000000/38820000/38814300/38814230/6370c7b3.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) ![In-room safe, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852270/c8d0e8f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852270/73f7a286.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Water park](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852270/a3488056.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Mini-golf](https://images.trvl-media.com/lodging/96000000/95860000/95852300/95852270/79c1cbc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 3Bd Close to Disney @ Festival 1026 Festival 8.8/10 Excellent (3) "Nice location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jianzhuang [](https://www.expedia.ca/Orlando-Hotels-Charming-3Bd-Close-To-Disney-Festival-1026.h95852270.Hotel-Information) ![Resort view](https://images.trvl-media.com/lodging/96000000/95860000/95852400/95852310/acf3463d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/96000000/95860000/95852400/95852310/cf1729f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95860000/95852400/95852310/b9b8b240.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/96000000/95860000/95852400/95852310/a7f265b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### WonderFull 4Bd with Pool at Champions Gate 1174 Davenport 9.0/10 Wonderful (4) "This home was exactly as the pictures and more. It was beautiful and perfect size for my family. The pool was also perfect when we didn’t want to be in the crowds anymore at the resorts. Wonder vacation homes were amazing hosts and took great care of all of our questions " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller [](https://www.expedia.ca/Orlando-Hotels-WonderFull-4Bd-With-Pool-At-Champions-Gate-1174.h95852310.Hotel-Information) ![](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%2F5Star-Lakeland-Winter-Haven-Hotels.s50-0-d6048230.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Lakeland-Winter-Haven-Hotels.s50-0-d6048230.Travel-Guide-Filter-Hotels) ## Explore similar 4-star hotels Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Lakeland - Winter Haven. ![The Grove Resort & Water Park Orlando](https://images.trvl-media.com/lodging/5000000/4700000/4691700/4691657/c5a7d392_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### The Grove Resort & Water Park Orlando 14501 Grove Resort Avenue, Winter Garden, FL CA $236 CA $328 total Nov 2 - Nov 3 includes taxes & fees 7.8/10 Good! (8,684 reviews) [](https://expedia.ca/Orlando-Hotels-The-Grove-Resort-Water-Park-Orlando.h4691657.Hotel-Information) ![Hilton Vacation Club Mystic Dunes Orlando](https://images.trvl-media.com/lodging/1000000/900000/891000/890951/0b826e24_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hilton Vacation Club Mystic Dunes Orlando 7600 Mystic Dunes Lane, Kissimmee, FL CA $136 CA $202 total Nov 4 - Nov 5 includes taxes & fees 9/10 Wonderful! (4,427 reviews) [](https://expedia.ca/Orlando-Hotels-Mystic-Dunes-Resort-Golf-Club-By-Diamond-Resorts.h890951.Hotel-Information) ![Margaritaville Resort Orlando with H2O Waterpark](https://images.trvl-media.com/lodging/25000000/24060000/24054800/24054711/5f422c24_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Margaritaville Resort Orlando with H2O Waterpark 8000 Fins Up Circle, Kissimmee, FL CA $177 CA $270 total Oct 30 - Oct 31 includes taxes & fees 8.8/10 Excellent! (3,653 reviews) [](https://expedia.ca/Orlando-Hotels-Margaritaville-Resort-Orlando.h24054711.Hotel-Information) Still don't see what you're looking for? [See all properties in Lakeland - Winter Haven.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=30%2F10%2F2025&endDate=31%2F10%2F2025®ionId=6048230&star=50) You can also use these popular filters to refine your search. [Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=30%2F10%2F2025&endDate=31%2F10%2F2025®ionId=6048230&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=30%2F10%2F2025&endDate=31%2F10%2F2025®ionId=6048230&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=30%2F10%2F2025&endDate=31%2F10%2F2025®ionId=6048230&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=30%2F10%2F2025&endDate=31%2F10%2F2025®ionId=6048230&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=30%2F10%2F2025&endDate=31%2F10%2F2025®ionId=6048230&star=50&star=50&amenities=WATER_PARK) 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. ## Lakeland - Winter Haven and related destinations - Lakeland - Winter Haven - Cartersville - Bakersfield - Somerset - Tri-Cities Explore the family-friendly area of Lakeland - Winter Haven—lake views, baseball, and popular sights like LEGOLAND® Florida. [See all hotels in Lakeland - Winter Haven](https://www.expedia.ca/Hotel-Search?startDate=2025-11-12&endDate=2025-11-13&adults=2®ionId=6048230) ![Lakeland - Winter Haven showing aircraft](https://images.trvl-media.com/place/6048230/acc91465-25e0-4c9a-8d30-5268c597e4d5.jpg?impolicy=fcrop&w=900&h=506&p=1&q=high) Photo by Visit Central Florida ## Top Lakeland - Winter Haven Hotel Reviews ## Find out more about Lakeland - Winter Haven ## Five Star Hotels in Lakeland - Winter Haven There's nothing wrong with enjoying the finer things in life. Indulge yourself on your next leisure time. After all, this is one of the Top 10 locations in Expedia's portfolio. You'll join the multitudes of vacationers who have made Lakeland - Winter Haven so fashionable in the last year. We should also mention, the hotels in this area receive outstanding marks for guest services, so you know you'll be looked after during your getaway. You deserve the great vacation you're dreaming about. Book one of Expedia's luxurious 5-star hotels in Lakeland - Winter Haven and get ready to be pampered like never before. #### Get a Great Deal on 5-Star Hotels in Lakeland - Winter Haven Don't be afraid to live the high life while you're on vacation, along with pristine rooms. Excellent customer care, spacious rooms, and fabulous spa offerings are all on offer. We have a huge number of hotels in the region, and all of them offer outstanding amenities. Besides that, you'll find that these hotels are kept in fantastic condition and provide a fine place to kick back after your daily adventures. What kind of amenities will make your stay a wonderful one? A concierge to help you plan every detail of your day? A Swedish massage to help your cares fall away? Fluffy down pillows, piping hot coffees, and even space for your family pet in some cases...these hotels have it all. Want to see for yourself? Then explore the 31,943 reviews various guests have left on Expedia and get to know these places. Can't wait to get outside? We've got you covered. You'll find lots of attractions to see in a sprawling city like this one, like visiting art galleries and taking in live performances. Say hi to the locals—they're sure to have advice on what kind of excitement you can find in town. #### Make Your Escape to Lakeland - Winter Haven The results are in, and Lakeland - Winter Haven 5-star hotels are the place to be when you book your next vacation. Many visitors recommend a trip to this location, so don't wait any longer. This is a great time to find 5-star hotel deals in Lakeland - Winter Haven! Don't put off your dream vacation any longer. Choose one of the 5-star hotels in Lakeland - Winter Haven today and settle down in the lap of luxury tomorrow. ## Frequently asked questions ### How much does it cost to stay in a 5-star hotel in Lakeland - Winter Haven? > There are various pricing options for 5-star hotels in Lakeland - Winter Haven on Expedia. How much you'll pay will depend on when you plan to travel, length of your trip and other factors. Compare all of the available properties for your desired dates and use our pricing and other filters to discover the ideal upscale stay. > > > > - Search for the lowest price per night from CA $202 ### What makes a hotel 5 stars in Lakeland - Winter Haven? > From fine dining venues and 24-hour fitness centres to swimming pools and deluxe bedding, the 5-star experience in Lakeland - Winter Haven is all about comfort and luxury. But it calls for more than just upscale amenities to get a 5-star rating. Accommodations must also offer remarkable guest services like in-room beauty treatments, laundry and dry cleaning and 24/7 room service. ### Are there any 5-star all-inclusive resorts in Lakeland - Winter Haven? > Find a luxurious getaway that includes your lodging, food, activities and entertainment in Lakeland - Winter Haven with the help of our filters. Search for resorts rated 5 stars and select the "All inclusive" filter. Be sure to check what's included in the upfront price. 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