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. ![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 $957 per person Mar 15 - Mar 21 found 1 day ago Roundtrip flight included Detroit (DTW) to Tampa (TPA) No reviews The rooms were newly renovated and the staff were very helpful. Very roomy Reviewed on Jan 23, 2026 ![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 8 hours 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 ![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 4 hours 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 ![Casey Key Resorts - Mainland](https://images.trvl-media.com/lodging/7000000/6620000/6619300/6619300/164f19b9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Casey Key Resorts - Mainland CA $1,558 per person Mar 15 - Mar 22 found 2 hours ago Roundtrip flight included Detroit (DTW) to Sarasota (SRQ) 8.6/10 Excellent! (1,068 reviews) Very nice property, little outdated. Reviewed on Jan 28, 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 $2,233 per person Apr 3 - Apr 6 found 1 day ago Roundtrip non-stop flight included Ottawa (YOW) to Tampa (TPA) 9.6/10 Exceptional! (712 reviews) We’d stay here again. The place was clean and comfortable. Beds were comfortable. The King bedroom did not have good noise insulation, so all the road noise could be heard, so we slept in the smaller queen bedroom. It was nice having a kitchenette. Ocean is a short 3-5 minute walk. 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/2026-03-01/2026-03-08/?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. ![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 $1,469 per person Mar 9 - Mar 13 found 1 day ago Roundtrip flight included Montreal (YUL) 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 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 $2,637 per person Apr 3 - Apr 6 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Tampa (TPA) 9.2/10 Wonderful! (1,001 reviews) Amenities great, beach club pool was wonderful! Good location, walkable to many restaurants and shops Reviewed on Jan 25, 2026 ![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 $1,859 per person Mar 4 - Mar 11 found 1 day ago Roundtrip flight included Toronto (YTO) to Tampa (TPA) 9.4/10 Exceptional! (23 reviews) Property was exactly as described. Definitely will visit again. Reviewed on Oct 17, 2025 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/2026-03-01/2026-03-08/?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. ![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 $1,336 per person Mar 19 - Mar 22 found 1 day ago Roundtrip flight included Toronto (YTO) 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 ![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 $2,233 per person Apr 3 - Apr 6 found 1 day ago Roundtrip non-stop flight included Ottawa (YOW) to Tampa (TPA) 9.6/10 Exceptional! (712 reviews) We’d stay here again. The place was clean and comfortable. Beds were comfortable. The King bedroom did not have good noise insulation, so all the road noise could be heard, so we slept in the smaller queen bedroom. It was nice having a kitchenette. Ocean is a short 3-5 minute walk. Reviewed on Feb 1, 2026 ![Hotel Tampa Riverwalk](https://images.trvl-media.com/lodging/1000000/30000/22400/22354/e58c12ba_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Tampa Riverwalk Downtown Tampa CA $1,601 per person Mar 19 - Mar 22 found 1 day ago Roundtrip flight included Toronto (YTO) to Tampa (TPA) 7/10 Good! (1,744 reviews) The hotel was nice. The service in the restaurant was excellent. We loved having close access to the River Walk. Reviewed on Jan 21, 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/2026-03-01/2026-03-08/?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. ![ChartHouse Clearwater Beach Marina Hotel](https://images.trvl-media.com/lodging/115000000/114460000/114455200/114455182/48a8960b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### ChartHouse Clearwater Beach Marina Hotel CA $1,012 per person Mar 4 - Mar 8 found 1 day ago Roundtrip flight included Detroit (DTW) to Tampa (TPA) 9.6/10 Exceptional! (531 reviews) We did a 4 night stay here. Nice rooms. New place but basically no amenities. They were having a grand opening in February so the restaurant wasn’t open. No breakfast included and had to pay $20 a night for parking. No maid service unless we asked them to remove the garbage. Didn’t replace towels either. Wish I would’ve have read the description a little better. Our room was very nice, faced the marina and had a balcony. Too cold to use the pool. Reviewed on Jan 30, 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 $1,242 per person Apr 14 - Apr 18 found 1 day ago Roundtrip flight included Toronto (YYZ) to Tampa (TPA) 9.2/10 Wonderful! (1,097 reviews) Amazing all around! Very impressed. Reviewed on Jan 25, 2026 ![Plaza Beach Hotel Beachfront Resort](https://images.trvl-media.com/lodging/1000000/900000/894000/893981/196da8d7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Plaza Beach Hotel Beachfront Resort CA $1,463 per person Mar 4 - Mar 8 found 1 day ago Roundtrip flight included Detroit (DTW) to Tampa (TPA) 9/10 Wonderful! (1,000 reviews) This was my first time on the Gulf side of Florida and in St. Pete's Beach. I decided to stay in this area because I wanted to take day trips and this was the perfect location. Liam and Tanner at the front desk or so kind and helpful. They were great to talk to and extremely friendly! The hotel itself was nice, and my room was very spacious. It even had a old-fashioned fridge and couches in front of the TV that were movie styled. It was a very fun, happy, vibe that was 50s retro inspired.If only the weather was warmer during my visit, I felt like I really could've maximized my time at the hotel. They really made great use of their space with Life-size games, mini golf, and not to mention the beach was just steps away. I will definitely have to come back when the weather is warmer!! Reviewed on Jan 28, 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/2026-03-01/2026-03-08/?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 45\. #### 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 $957\. By booking your accommodations and flight together, you may be able to enjoy savings of up to 45\. 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