Title: All inclusive Vacations in Anna Maria Island 2026 | Expedia.ca ![](https://images.trvl-media.com/place/553248622847118534/f6726703-de53-4942-875e-504e17e1a1f7.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Anna Maria Island All inclusive Vacations ## Book a Hotel + Flight or Car together to unlock savings - ## 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 Anna Maria Island Price found within the past 48 hours. Click for updated prices. ![Legacy Hotel at IMG Academy](https://images.trvl-media.com/lodging/23000000/22890000/22882300/22882236/80dcbca1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Legacy Hotel at IMG Academy CA $1,153 per person Apr 18 - Apr 23 found 1 day ago Roundtrip non-stop flight included Montreal (YUL) to Sarasota (SRQ) 9/10 Wonderful! (913 reviews) Very convenient to athletic fields Reviewed on Jan 12, 2026 ![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 $2,863 per person Apr 5 - Apr 12 found 15 hours ago Roundtrip non-stop flight included Ottawa (YOW) to Tampa (TPA) 9.6/10 Exceptional! (712 reviews) Large clean updated rooms. Great staff and pool. Reviewed on Feb 1, 2026 ![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 $1,250 per person Apr 23 - Apr 28 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Tampa (TPA) 9/10 Wonderful! (1,131 reviews) Hotel was clean and in a great location, and the rooftop pool and bar were a nice amenity. We paid extra through Expedia for a “bay view” room, but the view felt misleading: another building was directly across from our window, and the bay was only visible from a very specific spot in the room. The front desk apologized and said the bay view used to be better before the other building was built, but no alternate rooms were available. Overall we enjoyed our stay, but we would not pay extra for the bay view again—we would have preferred a standard room with a better city view and to save the added cost. Reviewed on Jan 26, 2026 ![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 $2,883 per person Mar 29 - Apr 2 found 1 day ago Roundtrip non-stop flight included Detroit (DTW) to Tampa (TPA) 9.4/10 Exceptional! (481 reviews) Wonderful staff and facilities. Rooms were spacious, clean, and quiet. Staff was very attentive to the needs of guests and were the best! Would highly recommend a stay here. We were first-time guests, and plan to stay here again when we return to Clearwater Beach. Reviewed on Jan 31, 2026 ![Landing Tampa Westshore](https://images.trvl-media.com/lodging/79000000/78710000/78702900/78702834/efb0a3ff_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Landing Tampa Westshore Port Tampa City CA $1,633 per person Mar 20 - Mar 27 found 1 day ago Roundtrip non-stop flight included Ottawa (YOW) to Tampa (TPA) 9/10 Wonderful! (166 reviews) Great place to say biggest issue is parking big and roomie clean and in a good location Reviewed on Feb 1, 2026 Don't see what you're looking for? See all available trips from Columbus to Anna Maria Island [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-03-02/2026-03-09/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PIE&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* All inclusive holidays in Anna Maria Island Price found within the past 48 hours. Click for updated prices. ![Little Harbor Resort at Bahia Beach](https://images.trvl-media.com/lodging/102000000/101340000/101338600/101338517/30bd9418_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Little Harbor Resort at Bahia Beach CA $2,033 per person Mar 4 - Mar 11 found 16 hours ago Roundtrip non-stop flight included Montreal (YUL) to Tampa (TPA) 9.4/10 Exceptional! (23 reviews) Property was exactly as described. Definitely will visit again. Reviewed on Oct 17, 2025 ![The Adaline](https://images.trvl-media.com/lodging/97000000/96050000/96044100/96044015/2cb71c62_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Adaline Hyde Park CA $2,070 per person Apr 23 - Apr 28 found 24 hours ago Roundtrip non-stop flight included Toronto (YTO) to Tampa (TPA) 9.6/10 Exceptional! (53 reviews) A perfect stay with incredible attention to detail! "We had a fantastic experience at The Adaline. From the moment we entered it was clear that the hosts/staff prioritize guest comfort. The rooms were impeccably clean with all the amenities of being at home. The kitchen had every utensil you would need to satisfy your hunger. Whether you want to prepare a gourmet meal or late night snack (less food). We particularly loved the comfort of the bedding.The mattress was super comfortable and it was obvious there was little expense spared in choosing the linens. The location was ideal for our trip (Soccer Tournament); it was quiet enough for a relaxing night's sleep but only a shot drive to the Soccer Fields. Additionally, it’s only a short walk to the Riverwalk, Hyde Park Village and lots more! Our complements to Brightwild Team for providing such comfortable and clean accommodations. We would highly recommend this stay to anyone looking for a high-quality getaway with a convenient location!? Reviewed on Jan 14, 2026 ![The Tampa EDITION](https://images.trvl-media.com/lodging/84000000/83990000/83980300/83980287/cbddc2cf_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Tampa EDITION Downtown Tampa CA $4,084 per person Apr 18 - Apr 25 found 1 day ago Roundtrip non-stop flight included Montreal (YUL) to Tampa (TPA) 9.2/10 Wonderful! (307 reviews) Clean room, staff was very courteous Reviewed on Feb 1, 2026 Don't see what you're looking for? See all available trips from Columbus to Anna Maria Island [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-03-02/2026-03-09/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PIE&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night All inclusive holidays in Anna Maria Island Price found within the past 48 hours. Click for updated prices. ![Saddlebrook Resort](https://images.trvl-media.com/lodging/1000000/10000/8200/8126/3a68ae49_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Saddlebrook Resort Wesley Chapel South CA $519 per person Mar 23 - Mar 26 found 1 day ago Roundtrip flight included Toronto (YYZ) to Tampa (TPA) No reviews The rooms were newly renovated and the staff were very helpful. Very roomy Reviewed on Jan 23, 2026 ![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 $2,421 per person Mar 11 - Mar 14 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Tampa (TPA) 9.4/10 Exceptional! (481 reviews) Wonderful staff and facilities. Rooms were spacious, clean, and quiet. Staff was very attentive to the needs of guests and were the best! Would highly recommend a stay here. We were first-time guests, and plan to stay here again when we return to Clearwater Beach. Reviewed on Jan 31, 2026 ![The Westshore Grand, A Tribute Portfolio Hotel, Tampa](https://images.trvl-media.com/lodging/1000000/10000/5800/5781/bb4afd26_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Westshore Grand, A Tribute Portfolio Hotel, Tampa Beach Park CA $757 per person Apr 16 - Apr 19 found 21 hours ago Roundtrip flight included Toronto (YYZ) to Tampa (TPA) 8.6/10 Excellent! (1,751 reviews) It was great! Good service, immaculate room, helpful and friendly staff, in a great location work lots of great restaurants and coffee places nearby. Would go back! Reviewed on Jan 23, 2026 Don't see what you're looking for? See all available trips from Columbus to Anna Maria Island [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-03-02/2026-03-09/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PIE&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night All inclusive holidays in Anna Maria Island Price found within the past 48 hours. Click for updated prices. ![Mar Bay Motel &Suites](https://images.trvl-media.com/lodging/24000000/23610000/23608800/23608750/d8e0ef7d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Mar Bay Motel &Suites CA $711 per person Mar 7 - Mar 11 found 1 day ago Roundtrip flight included Toronto (YYZ) to Tampa (TPA) 8.6/10 Excellent! (60 reviews) Excellent customer service Reviewed on Dec 14, 2025 ![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 $2,180 per person Apr 9 - Apr 13 found 13 hours ago Roundtrip flight included Toronto (YYZ) to Tampa (TPA) 9.4/10 Exceptional! (481 reviews) Wonderful staff and facilities. Rooms were spacious, clean, and quiet. Staff was very attentive to the needs of guests and were the best! Would highly recommend a stay here. We were first-time guests, and plan to stay here again when we return to Clearwater Beach. Reviewed on Jan 31, 2026 ![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 $1,767 per person Mar 29 - Apr 2 found 1 day ago Roundtrip non-stop flight included Detroit (DTW) to Tampa (TPA) 9.2/10 Wonderful! (1,097 reviews) Amazing all around! Very impressed. Reviewed on Jan 25, 2026 Don't see what you're looking for? See all available trips from Columbus to Anna Maria Island [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-03-02/2026-03-09/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PIE&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Embark on an unforgettable all-inclusive trip to Anna Maria Island including airfare with Expedia #### What are some benefits of booking an all-inclusive vacation? When you opt for an all-inclusive vacation to Anna Maria Island, 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 Anna Maria Island, 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 30\. #### Why should I book Anna Maria Island vacations that are all inclusive and adults only? Adults-only stays in Anna Maria Island 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 Anna Maria Island. 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 Anna Maria Island? If you're looking to save, you'll find a wide range of prices available, ranging from CA $519\. By booking your accommodations and flight together, you may be able to enjoy savings of up to 30\. 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 Anna Maria Island? If you've implemented the 5-star filter when searching for your all-inclusive vacation in Anna Maria Island, 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 Anna Maria Island vacation packages that are all inclusive for the family? The most important thing to consider for all-inclusive family vacations to Anna Maria Island 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 Anna Maria Island's nightlife. #### How can I find the best deals on all-inclusive vacations in Anna Maria Island? 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 the Dominican Republic ](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/50/Dominican-Republic) ## More Vacations Ideas [Flights to Anna Maria Island ](https://expedia.ca/Cheap-Flights-To-Anna-Maria-Island.d553248622847118534.Travel-Guide-Flights)[ Anna Maria Island Hotels ](https://expedia.ca/Anna-Maria-Island-Hotels.d553248622847118534.Travel-Guide-Hotels)[ Anna Maria Island Vacation Rentals ](https://expedia.ca/Anna-Maria-Island-Vacation-Rentals.d553248622847118534.Travel-Guide-VacationRentals)[ Anna Maria Island Car Rentals ](https://expedia.ca/Car-Rentals-In-Anna-Maria-Island.d553248622847118534.Car-Rental-Guide)[ Anna Maria Island Vacations ](https://expedia.ca/Anna-Maria-Island.d553248622847118534.Destination-Travel-Guides)[ Things to do in Anna Maria Island ](https://expedia.ca/Things-To-Do-In-Anna-Maria-Island.d553248622847118534.Travel-Guide-Activities) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app