Title: All inclusive Vacations in Lakeland - Winter Haven 2025/2026 | Expedia.ca ![](https://images.trvl-media.com/place/6048230/bbb73a5f-6b75-4096-a6be-af69b3da7b8d.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Lakeland - Winter Haven All inclusive Vacations ## Book a Hotel + Flight or Car together to unlock savings Photo by Lakeland Convention and Visitors Bureau Stay added Flight added Car - Economy - Premium economy - Business class - First class Leaving from Going to Dates Travellers ## Room 1 Adults ChildrenAges 2 to 17 InfantsYounger than 2 I only need accommodation for part of my trip - ## Plan, book, travel with confidence ### Better together Save up to CA $1,096 when you book a flight and hotel together\* ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package ### Rest easy Plan, book, and manage your trip all in one place ## Flight and All inclusive hotel deals in Lakeland - Winter Haven Price found within the past 48 hours. Click for updated prices. ![The Westin Sarasota](https://images.trvl-media.com/lodging/17000000/16820000/16819000/16818933/7ee146c3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Westin Sarasota Central Sarasota CA $1,341 per person Dec 3 - Dec 10 found 1 day ago Roundtrip non-stop flight included Ottawa (YOW) to Tampa (TPA) 9/10 Wonderful! (1,080 reviews) Great Rooftop beautiful views and friendly staff Reviewed on Oct 15, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-03/2025-12-10/?FromAirport=YOW&Destination=TPA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=16818933&paandie=true&HotelClass=40&dealMarker=cnEzPXNCoF5zc6B5aXxn3UcWJecltqeO2dJrxdlzF-zjv01hQyWjE-xMXdsegfPh) ![Ocean Club Treasure Island Hotel](https://images.trvl-media.com/lodging/97000000/96160000/96150700/96150639/3e4355d4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Ocean Club Treasure Island Hotel Sunshine Beach CA $1,784 per person Dec 30 - Jan 5 found 6 hours ago Roundtrip non-stop flight included Detroit (DTW) to Tampa (TPA) 9.6/10 Exceptional! (635 reviews) The place is great, excellent location, close to many outdoor activities, amazing ocean view, staff is very good and attentive to our needs, hotel is clean, parking very convenient, rooms are very nice, clean and confortable. We’ll definitely come back and recommend Ocean Club. Reviewed on Oct 13, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-30/2026-01-05/?FromAirport=DTW&Destination=TPA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=96150639&paandie=true&HotelClass=40&dealMarker=urO5r2JJkCVJXmbVkXT_os2Jz3F-QBthAUzTUCEJ6LtgLWjSbuDj7YM1iPT9STuy) ![The Avalon Club](https://images.trvl-media.com/lodging/68000000/67580000/67572800/67572769/a97427b8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Avalon Club CA $2,638 per person Dec 22 - Dec 27 found 1 day ago Roundtrip flight included Hamilton (YHM) to Tampa (TPA) 9.4/10 Exceptional! (456 reviews) Overall the property was clean; however, it was a great disappointment to see the street light with wires as an ocean view literally right outside your balcony. I also didn’t appreciate upon greeting the staff stressed about the fees instead of stressing what is already included, such as the beach chairs, umbrella etc… Reviewed on Oct 15, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-22/2025-12-27/?FromAirport=YHM&Destination=TPA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=67572769&paandie=true&HotelClass=40&dealMarker=MN5QZfshemPtK6uIoOZH5PrLKdjGckqI-5xwDznTkHFUKdCzQVZTZezF-inLwVg2) ![Clearwater Beach Sheraton Resort on Sand Key](https://images.trvl-media.com/lodging/1000000/10000/9200/9173/99a85a23_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Clearwater Beach Sheraton Resort on Sand Key Sand Key CA $1,459 per person Dec 30 - Jan 5 found 6 hours ago Roundtrip non-stop flight included Detroit (DTW) to Tampa (TPA) 8.4/10 Very Good! (1,006 reviews) Staff is extremely helpful and friendly. Room is clean with daily service. We enjoyed our stay and will be back. Reviewed on Oct 14, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-30/2026-01-05/?FromAirport=DTW&Destination=TPA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=9173&paandie=true&HotelClass=40&dealMarker=CraPI30nD-x8cvLapAR8lnkbQbuyzR5YUI9fVIPM73nC77U4UmsF0iPiU0dgAr7G) ![RumFish Beach at TradeWinds](https://images.trvl-media.com/lodging/1000000/10000/8600/8544/37eb40ec_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### RumFish Beach at TradeWinds CA $1,898 per person Dec 30 - Jan 5 found 6 hours ago Roundtrip non-stop flight included Detroit (DTW) to Tampa (TPA) 8.2/10 Very Good! (1,441 reviews) Everything was beautiful! Rooms just needs a little up dates. Amazing staff and activities on property. Reviewed on Oct 16, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-30/2026-01-05/?FromAirport=DTW&Destination=TPA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=8544&paandie=true&HotelClass=40&dealMarker=bYrtQUPVVqlWJgsSH_Cqcwd75TDcWg5G2EbxSpan072fmbKjTPdCeJ3KRexABfVw) Don't see what you're looking for? See all available trips from Columbus to Lakeland - Winter Haven [View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-11-16/2025-11-23/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=ORL&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* All inclusive holidays in Lakeland - Winter Haven Price found within the past 48 hours. Click for updated prices. ![The Ritz-Carlton, Sarasota](https://images.trvl-media.com/lodging/1000000/810000/806200/806101/90558b2d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Ritz-Carlton, Sarasota Central Sarasota CA $2,332 per person Dec 18 - Dec 22 found 6 hours ago Roundtrip non-stop flight included Montreal (YUL) to Tampa (TPA) 9/10 Wonderful! (1,006 reviews) Loved staying at this hotel! I was hesitant because it wasn’t on the beach but they have a shuttle that takes you straight to their beach location with a great pool! Staff was incredibly friendly Reviewed on Sep 26, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-18/2025-12-22/?FromAirport=YUL&Destination=TPA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=806101&paandie=true&HotelClass=50&dealMarker=urO5r2JJkCVJXmbVkXT_ol5g4vJSXJ99yTeEOjOTDUrNdR2hM8IgIxxZJ3HytNZq) ![The Gemma by Brightwild](https://images.trvl-media.com/lodging/105000000/104290000/104287800/104287738/79e8e064_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Gemma by Brightwild CA $11,720 per person Dec 22 - Dec 27 found 1 day ago Roundtrip flight included Hamilton (YHM) to Tampa (TPA) 10/10 Exceptional! (2 reviews) [](https://expedia.ca/go/package/search/FlightHotel/2025-12-22/2025-12-27/?FromAirport=YHM&Destination=TPA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=104287738&paandie=true&HotelClass=50&dealMarker=uLSg12kjXuTkHOv5PX0h49l8S4xQJwFDkIqYnC1d3Tximad7zfDnzERsQH8TFVou) Don't see what you're looking for? See all available trips from Columbus to Lakeland - Winter Haven [View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-11-16/2025-11-23/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=ORL&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night All inclusive holidays in Lakeland - Winter Haven Price found within the past 48 hours. Click for updated prices. ![Ocean Club Treasure Island Hotel](https://images.trvl-media.com/lodging/97000000/96160000/96150700/96150639/3e4355d4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Ocean Club Treasure Island Hotel Sunshine Beach CA $889 per person Nov 21 - Nov 24 found 1 day ago Roundtrip flight included Toronto (YYZ) to Tampa (TPA) 9.6/10 Exceptional! (635 reviews) The place is great, excellent location, close to many outdoor activities, amazing ocean view, staff is very good and attentive to our needs, hotel is clean, parking very convenient, rooms are very nice, clean and confortable. We’ll definitely come back and recommend Ocean Club. Reviewed on Oct 13, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-21/2025-11-24/?FromAirport=YYZ&Destination=TPA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=96150639&paandie=true&HotelClass=40&dealMarker=Vk5nqoznAJ9PCpHTBklWqPaSXxklpQ5K2FsV_2Iq4Lu5b2XtrqF6ROBGYwZ6IDqt) ![The Avalon Club](https://images.trvl-media.com/lodging/68000000/67580000/67572800/67572769/a97427b8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Avalon Club CA $1,196 per person Jan 9 - Jan 12 found 16 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Tampa (TPA) 9.4/10 Exceptional! (456 reviews) Overall the property was clean; however, it was a great disappointment to see the street light with wires as an ocean view literally right outside your balcony. I also didn’t appreciate upon greeting the staff stressed about the fees instead of stressing what is already included, such as the beach chairs, umbrella etc… Reviewed on Oct 15, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-09/2026-01-12/?FromAirport=YYZ&Destination=TPA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=67572769&paandie=true&HotelClass=40&dealMarker=WIVPVUvuzZ3zlW2JWSF5pdHWuEgst8kMWC54pMtjSven8M4YreMLvE_djNVlIBA0) ![La Tortuga ](https://images.trvl-media.com/lodging/91000000/90050000/90048800/90048759/04cf10b0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### La Tortuga Pass-a-Grille CA $949 per person Dec 2 - Dec 5 found 1 day ago Roundtrip non-stop flight included Hamilton (YHM) to Tampa (TPA) 9/10 Wonderful! (29 reviews) Very beautiful. Quiet. Easy check in/ out. Would stay again. Only complaint is walls are thin, can hear your neighbors. Reviewed on Apr 11, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-02/2025-12-05/?FromAirport=YHM&Destination=TPA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=90048759&paandie=true&HotelClass=40&dealMarker=ZPIu2LDjlTMS-jwTh_rr2OmW-j37hsNTh8fOBeVvjoK2-lwGfwReD3LYGCX13ue7) Don't see what you're looking for? See all available trips from Columbus to Lakeland - Winter Haven [View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-11-16/2025-11-23/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=ORL&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night All inclusive holidays in Lakeland - Winter Haven Price found within the past 48 hours. Click for updated prices. ![FUSION Resort Waterfront Suites](https://images.trvl-media.com/lodging/37000000/36180000/36176500/36176495/bea713d0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### FUSION Resort Waterfront Suites CA $1,218 per person Nov 27 - Dec 1 found 1 day ago Roundtrip flight included Toronto (YTO) to Tampa (TPA) 9.2/10 Wonderful! (1,068 reviews) Balcony views Clean room Spacious condo Nice tvs Updated kitchen Everything we needed Reviewed on Oct 13, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-27/2025-12-01/?FromAirport=YTO&Destination=TPA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=36176495&paandie=true&dealMarker=ZPIu2LDjlTMS-jwTh_rr2MXY1ecnB2AmNFKaKnb5NltF2T3VNL5e4QYogNukNQST) ![Ocean Club Treasure Island Hotel](https://images.trvl-media.com/lodging/97000000/96160000/96150700/96150639/3e4355d4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Ocean Club Treasure Island Hotel Sunshine Beach CA $1,361 per person Dec 24 - Dec 28 found 1 day ago Roundtrip flight included Toronto (YYZ) to Tampa (TPA) 9.6/10 Exceptional! (635 reviews) The place is great, excellent location, close to many outdoor activities, amazing ocean view, staff is very good and attentive to our needs, hotel is clean, parking very convenient, rooms are very nice, clean and confortable. We’ll definitely come back and recommend Ocean Club. Reviewed on Oct 13, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-24/2025-12-28/?FromAirport=YYZ&Destination=TPA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=96150639&paandie=true&dealMarker=P4s7Hbaa8Nha_LtxlR1gc0V5M_HDb3rl3r7ZcR8sb0yMmc8F0ORbw3sxFipGH7CA) ![The Avalon Club](https://images.trvl-media.com/lodging/68000000/67580000/67572800/67572769/a97427b8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Avalon Club CA $4,259 per person Dec 27 - Dec 31 found 1 day ago Roundtrip non-stop flight included Toronto (YTZ) to Tampa (TPA) 9.4/10 Exceptional! (456 reviews) Overall the property was clean; however, it was a great disappointment to see the street light with wires as an ocean view literally right outside your balcony. I also didn’t appreciate upon greeting the staff stressed about the fees instead of stressing what is already included, such as the beach chairs, umbrella etc… Reviewed on Oct 15, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-27/2025-12-31/?FromAirport=YTZ&Destination=TPA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=67572769&paandie=true&dealMarker=MUT0VJxc2vhu4ZCWMFjB51x7pI3TiZ7zetZH6Ijgy0qsUZIQMPfzFtz2Z3eyYANf) Don't see what you're looking for? See all available trips from Columbus to Lakeland - Winter Haven [View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-11-16/2025-11-23/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=ORL&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Embark on an unforgettable all-inclusive trip to Lakeland - Winter Haven including airfare with Expedia #### What are some benefits of booking an all-inclusive vacation? When you opt for an all-inclusive vacation to Lakeland - Winter Haven, you can have everything you want to do planned out in advance. That means you get to simply coast through your vacation knowing exactly what's coming next. Plus, this helps you get a final tally on the costs beforehand, so it's much easier on your budget. #### Can I book all-inclusive packages with airfare and meals? Yes, all-inclusive vacation packages are readily available for Lakeland - Winter Haven, and you can search for them simply by using the search filter for all-inclusivity. When you book your flight along with your accommodations, you may even find some savings, with the potential to save up to 33. #### Why should I book Lakeland - Winter Haven vacations that are all inclusive and adults only? Adults-only stays in Lakeland - Winter Haven are good for travellers who are looking to relax in laid-back and easygoing surroundings. Everyone in the area will be looking to do much of the same without any kids to worry about, so you can truly take in some time for yourself in pampered bliss. Plus, you can filter for adults-only stays specifically in your search, so they're easy to find. #### Can I book all-inclusive packages? Yes, all-inclusive packages are fairly standard in Lakeland - Winter Haven. You can easily find all-inclusive options by using the search filters, but that's just the beginning. If you're booking at the last minute, you may even find additional discounts as properties try to fill their last remaining spots for cheap vacations that are all inclusive. #### Can I book cheap all-inclusive trips to Lakeland - Winter Haven? If you're looking to save, you'll find a wide range of prices available, ranging from CA $889. By booking your accommodations and flight together, you may be able to enjoy savings of up to 33. Be sure to sort your search results by price to list the cheapest options first. #### What should I look for when booking a 5-star all-inclusive vacation in Lakeland - Winter Haven? If you've implemented the 5-star filter when searching for your all-inclusive vacation in Lakeland - Winter Haven, there are a few factors to keep an eye out for. Spa access is particularly popular, as it's one of the best features you'll find in luxury accommodation options. Additionally, you should consider opting for an infinity pool and a luxury suite, especially if you're travelling with a relatively large group. #### What should I consider when booking Lakeland - Winter Haven vacation packages that are all inclusive for the family? The most important thing to consider for all-inclusive family vacations to Lakeland - Winter Haven is what your family is interested in. If your kids need access to a pool, you'll want to implement the search filter for that amenity. Kids' clubs can also be perfect for your family, as can babysitting services if the adults in your group plan on enjoying Lakeland - Winter Haven's nightlife. #### How can I find the best deals on all-inclusive vacations in Lakeland - Winter Haven? You can always sort your search results by price to automatically put the cheapest options at the top of your search while still considering all your implemented search filters. #### Can I book an all-inclusive package that is fully refundable? Yes, reservations that are fully refundable are available on some all-inclusive packages in . You can explore each package's cancellation policy in the policy section of their page, where you'll learn exactly how you can qualify. Sometimes, nothing is required to qualify. #### Why should I book an all-inclusive vacation with Expedia? Booking with Expedia makes it easy to find the ultimate all-inclusive vacation package. By offering accommodations and flights together, all-inclusive packages are easy for us to create and for you to enjoy. With benefits like being fully refundable and flexible dates on some packages, you can enjoy a more stree-free booking process. Expedia Rewards members can take that even further with the possibility of additional discounts. ## More vacations you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ### Top All inclusive Vacation Destinations > - 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[All inclusive vacations in Sosúa](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/601998/Sosua) > - [All inclusive vacations in the Dominican Republic](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/50/Dominican-Republic) ## More Vacations Ideas [Flights to Lakeland - Winter Haven](https://expedia.ca/Cheap-Flights-To-Lakeland-Winter-Haven.d6048230.Travel-Guide-Flights)[Lakeland - Winter Haven Hotels](https://expedia.ca/Lakeland-Winter-Haven-Hotels.d6048230.Travel-Guide-Hotels)[Lakeland - Winter Haven Vacation Rentals](https://expedia.ca/Lakeland-Winter-Haven-Vacation-Rentals.d6048230.Travel-Guide-VacationRentals)[Lakeland - Winter Haven Car Rentals](https://expedia.ca/Car-Rentals-In-Lakeland-Winter-Haven.d6048230.Car-Rental-Guide)[Lakeland - Winter Haven Vacations](https://expedia.ca/Lakeland-Winter-Haven.d6048230.Destination-Travel-Guides)[Things to do in Lakeland - Winter Haven](https://expedia.ca/Things-To-Do-In-Lakeland-Winter-Haven.d6048230.Travel-Guide-Activities) \* Savings based on package bookings compared to the price of the same components booked separately. 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