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 $772 per person Feb 8 - Feb 14 found 1 day ago Roundtrip non-stop flight included Hamilton (YHM) to Tampa (TPA) No reviews ![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 $2,366 per person Mar 7 - Mar 14 found 16 hours ago Roundtrip non-stop flight included Toronto (YTO) to Tampa (TPA) 9.6/10 Exceptional! (712 reviews) Room is amazing. Staff are friendly. Hotel is clean. Highly recommend. Reviewed on Dec 16, 2025 ![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 $1,592 per person Feb 8 - Feb 14 found 1 day ago Roundtrip non-stop flight included Hamilton (YHM) to Sarasota (SRQ) 7/10 Good! (1,744 reviews) Staff was very nice check in was the quickest experience I’ve ever had at any hotel. However the bed was not very comfy(spring mattress/box) It was a big tough. The bathroom sinks could use an update or maybe some lubricant because I had a very hard time turning the pipes to use. Other than that no issues. I went to a concert came back to sleep and leave the next day Reviewed on Dec 15, 2025 ![SkyBeach Resort](https://images.trvl-media.com/lodging/1000000/20000/15200/15134/0e9469ba_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### SkyBeach Resort Greater Pinellas Point CA $1,123 per person Mar 7 - Mar 14 found 16 hours ago Roundtrip non-stop flight included Toronto (YTO) to Tampa (TPA) 8.8/10 Excellent! (417 reviews) I didn’t know about the $50 resort fee! Place is great! Reviewed on Dec 10, 2025 ![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 $1,546 per person Feb 1 - Feb 8 found 6 hours ago Roundtrip non-stop flight included Toronto (YTO) to Sarasota (SRQ) 9/10 Wonderful! (913 reviews) HVAC was very loud. I was surprised with a resort fee. This was not disclosed on Expedia Not fair I deserve a refund of $56 Reviewed on Nov 20, 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/2026-01-17/2026-01-24/?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 $2,173 per person Feb 28 - Mar 7 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Tampa (TPA) 9.4/10 Exceptional! (23 reviews) Property was exactly as described. Definitely will visit again. Reviewed on Oct 17, 2025 ![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 $3,650 per person Feb 8 - Feb 14 found 1 day ago Roundtrip non-stop flight included Hamilton (YHM) to Sarasota (SRQ) 9.2/10 Wonderful! (307 reviews) The room was spacious, comfortable and very clean. The staff were friendly and helpful. We will stay here the next time we are in Tampa. Reviewed on Dec 1, 2025 ![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 $4,207 per person Jan 17 - Jan 24 found 7 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Tampa (TPA) 9.2/10 Wonderful! (1,001 reviews) Excellent property and staff Reviewed on Dec 14, 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/2026-01-17/2026-01-24/?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 $627 per person Mar 13 - Mar 16 found 16 hours ago Roundtrip non-stop flight included Toronto (YTO) to Tampa (TPA) No reviews ![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 $893 per person Mar 13 - Mar 16 found 16 hours ago Roundtrip non-stop flight included Toronto (YTO) to Sarasota (SRQ) 7/10 Good! (1,744 reviews) Staff was very nice check in was the quickest experience I’ve ever had at any hotel. However the bed was not very comfy(spring mattress/box) It was a big tough. The bathroom sinks could use an update or maybe some lubricant because I had a very hard time turning the pipes to use. Other than that no issues. I went to a concert came back to sleep and leave the next day Reviewed on Dec 15, 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 $1,737 per person Mar 5 - Mar 8 found 9 hours ago Roundtrip flight included Toronto (YTO) to Tampa (TPA) 9.4/10 Exceptional! (481 reviews) We loved our stay here. Exceeded expectations Reviewed on Dec 13, 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/2026-01-17/2026-01-24/?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. ![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 $808 per person Jan 29 - Feb 2 found 16 hours ago Roundtrip flight included Ottawa (YOW) to Tampa (TPA) No reviews ![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 $2,086 per person Mar 9 - Mar 13 found 1 day ago Roundtrip flight included Toronto (YYZ) to Tampa (TPA) 9.4/10 Exceptional! (481 reviews) We loved our stay here. Exceeded expectations Reviewed on Dec 13, 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/2026-01-17/2026-01-24/?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 53\. #### 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 $627\. By booking your accommodations and flight together, you may be able to enjoy savings of up to 53\. 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