Title: All inclusive Vacations in Siesta Key 2026 | Expedia.ca ![](https://images.trvl-media.com/place/6066003/d186efac-4013-4501-b81a-fe907f268f8f.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Siesta Key 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 Siesta Key Price found within the past 48 hours. Click for updated prices. ![The Sarasota Modern, a Tribute Portfolio Hotel](https://images.trvl-media.com/lodging/28000000/27710000/27704600/27704596/f22dde90_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Sarasota Modern, a Tribute Portfolio Hotel Central Sarasota CA $732 per person May 14 - May 19 found 1 day ago Roundtrip flight included Detroit (DTW) to Tampa (TPA) 8.2/10 Very Good! (515 reviews) All of those and the wonderful, helpful staff Reviewed on Feb 19, 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 $1,402 per person May 11 - May 17 found 1 day ago Roundtrip flight included Detroit (DTW) to Tampa (TPA) 9.6/10 Exceptional! (712 reviews) Room and view was outstanding. The guest services were very friendly. Reviewed on Feb 27, 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 $1,039 per person May 11 - May 16 found 1 day ago Roundtrip flight included Detroit (DTW) to Tampa (TPA) 7/10 Good! (1,744 reviews) Convenient to port. Reviewed on Feb 28, 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 $4,839 per person Apr 1 - Apr 8 found 1 day ago Roundtrip flight included Detroit (DTW) to Tampa (TPA) 9.4/10 Exceptional! (481 reviews) Everything was great except having to carry beach chairs to the beach. Awkward and heavy.. They need a cabana person to set up for a fee. Reviewed on Feb 23, 2026 ![Island Grand at TradeWinds](https://images.trvl-media.com/lodging/1000000/10000/2000/1914/6ca26be4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Island Grand at TradeWinds CA $2,796 per person Apr 1 - Apr 8 found 1 day ago Roundtrip flight included Detroit (DTW) to Tampa (TPA) 7.4/10 Good! (1,005 reviews) Room was nice but small area for coffee and sink Find it insulting that they charge you $25 to park your own car- not valet. Like u have any other choice if you drove to resort. At the room price and resort fee- parking should be free!!!!!!! Reviewed on Feb 22, 2026 Don't see what you're looking for? See all available trips from Columbus to Siesta Key [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-04-01/2026-04-08/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SRQ&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* All inclusive holidays in Siesta Key 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 $1,705 per person May 2 - May 9 found 20 hours ago Roundtrip non-stop flight included Toronto (YYZ) 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 $3,889 per person Apr 1 - Apr 5 found 1 day ago Roundtrip flight included Ottawa (YOW) to Tampa (TPA) 9.2/10 Wonderful! (1,001 reviews) Staff were very friendly and helpful. Valet parking staff was extremely accomodating. Loved the ocean club. Bar was wonderful. Beach was great. Amenities were fantastic. Room was somewhat dated but very clean. Reviewed on Feb 22, 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 $9,760 per person Apr 5 - Apr 12 found 1 day ago Roundtrip non-stop flight included Ottawa (YOW) to Tampa (TPA) 9.2/10 Wonderful! (307 reviews) Everything everyone was excellent highly recommend Reviewed on Feb 5, 2026 Don't see what you're looking for? See all available trips from Columbus to Siesta Key [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-04-01/2026-04-08/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SRQ&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night All inclusive holidays in Siesta Key Price found within the past 48 hours. Click for updated prices. ![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 $598 per person May 4 - May 7 found 1 day ago Roundtrip flight included Toronto (YYZ) to Tampa (TPA) 7/10 Good! (1,744 reviews) Convenient to port. Reviewed on Feb 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 $833 per person Apr 20 - Apr 23 found 1 hour ago Roundtrip non-stop flight included Toronto (YYZ) to Tampa (TPA) 9.6/10 Exceptional! (712 reviews) Room and view was outstanding. The guest services were very friendly. Reviewed on Feb 27, 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 $1,753 per person May 14 - May 17 found 23 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Tampa (TPA) 9.4/10 Exceptional! (481 reviews) Everything was great except having to carry beach chairs to the beach. Awkward and heavy.. They need a cabana person to set up for a fee. Reviewed on Feb 23, 2026 Don't see what you're looking for? See all available trips from Columbus to Siesta Key [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-04-01/2026-04-08/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SRQ&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night All inclusive holidays in Siesta Key Price found within the past 48 hours. Click for updated prices. ![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 $1,045 per person May 8 - May 12 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Tampa (TPA) 9/10 Wonderful! (1,000 reviews) Our room was very clean. Staff was super friendly. My husband loves the "old Florida vibe". We would stay here again. Reviewed on Feb 27, 2026 ![Seaside at Anna Maria Island Inn](https://images.trvl-media.com/lodging/36000000/35620000/35615900/35615805/2e87b391_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Seaside at Anna Maria Island Inn CA $3,312 per person Apr 2 - Apr 6 found 10 hours ago Roundtrip non-stop flight included Toronto (YTO) to Sarasota (SRQ) 9.6/10 Exceptional! (45 reviews) Everything was excellent! Reviewed on Feb 28, 2026 ![The Sarasota Modern, a Tribute Portfolio Hotel](https://images.trvl-media.com/lodging/28000000/27710000/27704600/27704596/f22dde90_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Sarasota Modern, a Tribute Portfolio Hotel Central Sarasota CA $1,791 per person Apr 1 - Apr 5 found 1 day ago Roundtrip flight included Ottawa (YOW) to Tampa (TPA) 8.2/10 Very Good! (515 reviews) All of those and the wonderful, helpful staff Reviewed on Feb 19, 2026 Don't see what you're looking for? See all available trips from Columbus to Siesta Key [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-04-01/2026-04-08/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SRQ&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Embark on an unforgettable all-inclusive trip to Siesta Key including airfare with Expedia #### What are some benefits of booking an all-inclusive vacation? When you opt for an all-inclusive vacation to Siesta Key, 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 Siesta Key, 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 36\. #### Why should I book Siesta Key vacations that are all inclusive and adults only? Adults-only stays in Siesta Key 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 Siesta Key. 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 Siesta Key? If you're looking to save, you'll find a wide range of prices available, ranging from CA $598\. By booking your accommodations and flight together, you may be able to enjoy savings of up to 36\. 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 Siesta Key? If you've implemented the 5-star filter when searching for your all-inclusive vacation in Siesta Key, 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 Siesta Key vacation packages that are all inclusive for the family? The most important thing to consider for all-inclusive family vacations to Siesta Key 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 Siesta Key's nightlife. #### How can I find the best deals on all-inclusive vacations in Siesta Key? 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 Siesta Key ](https://expedia.ca/Cheap-Flights-To-Siesta-Key.d6881.Travel-Guide-Flights)[ Siesta Key Hotels ](https://expedia.ca/Siesta-Key-Hotels.d6881.Travel-Guide-Hotels)[ Siesta Key Vacation Rentals ](https://expedia.ca/Siesta-Key-Vacation-Rentals.d6881.Travel-Guide-VacationRentals)[ Siesta Key Car Rentals ](https://expedia.ca/Car-Rentals-In-Siesta-Key.d6881.Car-Rental-Guide)[ Siesta Key Vacations ](https://expedia.ca/Siesta-Key.d6881.Destination-Travel-Guides)[ Things to do in Siesta Key ](https://expedia.ca/Things-To-Do-In-Siesta-Key.d6881.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