Title: Mountain Vacations in Anna Maria Island 2025/2026 | 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 Mountain Vacations ## Book a Hotel + Flight or Car together to unlock savings 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 Mountain hotel deals in Anna Maria Island Price found within the past 48 hours. Click for updated prices. ![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 $1,215 per person Nov 21 - Nov 24 found 1 day ago Roundtrip flight included Montreal (YUL) to Tampa (TPA) 9.4/10 Exceptional! (456 reviews) Very nice clean rooms with a lot of amenities for guests! Will definitely stay here again! Thank you Karen! Reviewed on Oct 11, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-21/2025-11-24/?FromAirport=YUL&Destination=TPA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=67572769&paandie=true&HotelClass=40&dealMarker=KabYEqaxOlN4DBoZ1bsS1XRBJLQSy7ORz_LI1WLu0q2QoGyfFPe2GUaauzuoPXS5) ![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 $2,380 per person Dec 27 - Jan 3 found 1 day ago Roundtrip flight included Toronto (YYZ) to Tampa (TPA) 9.6/10 Exceptional! (635 reviews) Beach was very nice Reviewed on Oct 9, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-27/2026-01-03/?FromAirport=YYZ&Destination=TPA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=96150639&paandie=true&HotelClass=40&dealMarker=KCsfJd8AQGt72_Va7rG7f-Rm5PrjLJTbI3-q33Egge7Aeqgffl1SiH-LYaYQtgIq) ![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 $1,540 per person Nov 22 - Nov 29 found 13 hours ago Roundtrip flight included Montreal (YUL) to Tampa (TPA) 9/10 Wonderful! (1,080 reviews) A wonderful compact property right near the water. Close to downtown and Marina Jack's. Spa is great. Roof top pool is very nice, views are insane. Would recommend this property. Reviewed on Oct 13, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-22/2025-11-29/?FromAirport=YUL&Destination=TPA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=16818933&paandie=true&HotelClass=40&dealMarker=1HcOE7pOPlH3H-52_HQD7zvRPavffRvM8GonxqkLLZ_8xs0P4taO-6x2QXh4LAOj) ![Wyndham Grand Clearwater Beach](https://images.trvl-media.com/lodging/16000000/15920000/15914400/15914352/3e998290_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Wyndham Grand Clearwater Beach CA $2,894 per person Dec 27 - Jan 3 found 6 hours ago Roundtrip non-stop flight included Montreal (YUL) to Tampa (TPA) 9.4/10 Exceptional! (2,661 reviews) Everything is amazing. It there are not enough outlets. Ie on both sides of the bed and next to the mirror outside the bathroom. Reviewed on Oct 13, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-27/2026-01-03/?FromAirport=YUL&Destination=TPA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=15914352&paandie=true&HotelClass=40&dealMarker=rF3q3WsoxfZMM53Mx3365XPp_sJz6gw8ugkSRRLRX5eslLZGkyPRwKtASDZ1vmqZ) ![Landing Tampa Westshore](https://images.trvl-media.com/lodging/79000000/78710000/78702900/78702834/040ae0dc_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Landing Tampa Westshore Port Tampa City CA $1,689 per person Dec 26 - Jan 2 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Sarasota (SRQ) 9/10 Wonderful! (158 reviews) It was cool. Will stay again if ever in Tampa. Reviewed on Sep 25, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-26/2026-01-02/?FromAirport=YYZ&Destination=SRQ&NumRoom=1&NumAdult=2&NumChild=0&hotelId=78702834&paandie=true&HotelClass=40&dealMarker=KaMsWz2Z28avxlAskHOjNQk_op9Yo6rBP9VDIwkg8ZYSCrH_piWua9E_AqCw-FBX) 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/2025-11-13/2025-11-20/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PIE&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Mountain 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 $2,368 per person Dec 26 - Jan 2 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Sarasota (SRQ) 9.6/10 Exceptional! (48 reviews) Spacious and clean property on a beautiful neighborhood. Great amenities and well equipped. Would definitely return. Reviewed on Oct 11, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-26/2026-01-02/?FromAirport=YYZ&Destination=SRQ&NumRoom=1&NumAdult=2&NumChild=0&hotelId=96044015&paandie=true&HotelClass=50&dealMarker=vRoTdtxa_PnR-mbIoU67NZBYDbhhdwqtGw-S9Gd62_VQdr3L5q9-L01LzKEFsXJ9) ![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 $11,680 per person Jan 2 - Jan 9 found 1 day ago Roundtrip flight included Toronto (YYZ) to Tampa (TPA) 10/10 Exceptional! (2 reviews) [](https://expedia.ca/go/package/search/FlightHotel/2026-01-02/2026-01-09/?FromAirport=YYZ&Destination=TPA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=104287738&paandie=true&HotelClass=50&dealMarker=vRoTdtxa_PnR-mbIoU67NQV6rUOW5ehe077n1dvKnMCfrWROe0B3f7p2EZZLfoS4) ![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 $3,600 per person Nov 22 - Nov 29 found 14 hours ago Roundtrip 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/2025-11-22/2025-11-29/?FromAirport=YUL&Destination=TPA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=806101&paandie=true&HotelClass=50&dealMarker=8znkno0VW5bIPUjDQozvB5hKmHSwI_oQLZLtSxGRtxmUAp9qDsBEUa07S4i3B97w) 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/2025-11-13/2025-11-20/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PIE&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Mountain holidays in Anna Maria Island 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 $715 per person Nov 15 - Nov 18 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Tampa (TPA) 9.6/10 Exceptional! (635 reviews) Beach was very nice Reviewed on Oct 9, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-15/2025-11-18/?FromAirport=YYZ&Destination=TPA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=96150639&paandie=true&HotelClass=40&dealMarker=KabYEqaxOlN4DBoZ1bsS1Tv4jVgM56G2tqTP5HVLu9E5_bm1m5u9W-xBJBLVfiP9) ![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 $1,215 per person Nov 21 - Nov 24 found 1 day ago Roundtrip flight included Montreal (YUL) to Tampa (TPA) 9.4/10 Exceptional! (456 reviews) Very nice clean rooms with a lot of amenities for guests! Will definitely stay here again! Thank you Karen! Reviewed on Oct 11, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-21/2025-11-24/?FromAirport=YUL&Destination=TPA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=67572769&paandie=true&HotelClass=40&dealMarker=KabYEqaxOlN4DBoZ1bsS1XRBJLQSy7ORz_LI1WLu0q2QoGyfFPe2GUaauzuoPXS5) ![Hotel Alba, Tapestry Collection by Hilton](https://images.trvl-media.com/lodging/1000000/20000/13800/13705/2714044c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Alba, Tapestry Collection by Hilton Westshore CA $794 per person Dec 26 - Dec 29 found 1 day ago Roundtrip flight included Montreal (YUL) to Sarasota (SRQ) 8.8/10 Excellent! (2,175 reviews) Loved the king suites, lots of room, shuttle service to 2 great malls and walking distance. Reviewed on Oct 13, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-26/2025-12-29/?FromAirport=YUL&Destination=SRQ&NumRoom=1&NumAdult=2&NumChild=0&hotelId=13705&paandie=true&HotelClass=40&dealMarker=vRoTdtxa_PnR-mbIoU67NXp7no1vk_1m1Isy-7ZIgu-UaucPcCp50yFkMMAATcSB) 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/2025-11-13/2025-11-20/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PIE&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Mountain holidays in Anna Maria Island Price found within the past 48 hours. Click for updated prices. ![Captiva Beach Resort](https://images.trvl-media.com/lodging/2000000/1170000/1163600/1163507/3fe58375_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Captiva Beach Resort South Village CA $1,049 per person Dec 24 - Dec 28 found 22 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Sarasota (SRQ) 9/10 Wonderful! (1,132 reviews) Loved my stay here, it has been renovated and the room was perfect with a big shower, comfy bed and a nice kitchen. The beach is right next door and restaurants, market, shopping in walking distance. The trolley to downtown is across the street and free, just give the driver a tip :) The property has a great outdoor courtyard area for lounging. I enjoyed staying at this quaint 1950's style property that is part of other smaller original properties versus the big high rises that have take over the area. I plan to stay here next time I visit Siesta Key! Reviewed on Oct 13, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-24/2025-12-28/?FromAirport=YYZ&Destination=SRQ&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1163507&paandie=true&dealMarker=pglVroXpY0BzuQ1Bw6e6DKKIZRlHT97Ub0g9QMnfyCRD01o0hGu-_-7bVbMN2A26) ![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 $2,546 per person Dec 24 - Dec 28 found 1 day ago Roundtrip flight included Toronto (YYZ) to Tampa (TPA) 9.4/10 Exceptional! (456 reviews) Very nice clean rooms with a lot of amenities for guests! Will definitely stay here again! Thank you Karen! Reviewed on Oct 11, 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=67572769&paandie=true&dealMarker=KaMsWz2Z28avxlAskHOjNUNNyU5Hd5J82yA6sKkfckV_imnRj7AegJvcifdSqNMw) ![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 $1,352 per person Dec 24 - Dec 28 found 1 day ago Roundtrip flight included Toronto (YYZ) to Tampa (TPA) 9.6/10 Exceptional! (635 reviews) Beach was very nice Reviewed on Oct 9, 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=vRoTdtxa_PnR-mbIoU67NV8PQAzjBmwfqmuFtXnKhCGgy-iCm1P9Cm14Wxb71YT3) 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/2025-11-13/2025-11-20/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PIE&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 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) ## 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 ![QR code to download the app](data:image/png;base64,iVBORw0KGgoAAAANSUhEUgAAAyAAAAMgAQAAAADzCzvFAAAE/UlEQVR4Xu3cMXIcOQxAUbocTLhH6KPM0ThHm6PMETZ0oDJXAEGAZLenCoE3kP5PNIJIvs6o1m65tP+hsg/+RiCpQFKBpAJJBZIKJBVIKpBUIKlAUoGkAkkFkgokFUgqkFQgqUBSgaQCSQWSCiQVSCqQVCCpQFKBpAJJNSEfZeuQ6aP8037bYFr1o7XnWPU5qu1fW+PVOBkEBASkd8gUBARkQ2p81wxpffu9/ZIvfqIit74gRt56FggICIgEEiMPBMTWareOXJ94ka/SbKMHsgUCUkBALJAtEFtbPl+xmyHy3U95645ae8kXEJACAmKBjEAkkD7MIW0/UVeZq9mqBgICYtkqEAmkfwA5ZProA81WgUjrD2J7k//AfO+fXnLHy4nF/+itydP9GMvbfhYICAiIBKKBaCDeh2+xjr5Wtz/Lrbt/Hm3VOBnkYrRV42SQi9FWjZNBLkZbNU4GuRht1TgZ5GK0VeNkkIvRVo2TJ+S6R99yH9/HievoXSCn0btATqN3gZxG7wI5jd4Fchq9C+Q0etcZ+S0H6O1d5H36sfw520aRv3Vb+tZ9TAMJZAQiy0BAQKZARt8ake3j5dm2+4nqHvuFLj+xR9GnK2cXJAIBAQEBAdFF8fFDVsTa/cRffTifeHqU+1hVlkcBAQEB6YH0fCMIyIrM2/UV+zlGWqyyR1lH+ihTICAg+0b5AgLSQEBmZL6qZeSLx4lr+ij6bq6/CdhZ1beBLIGAgIBU3way9D2RJmv1xKdsbe0l2y0dCTKnJ+oq26iZOwWigYCAgICAjEl8nO94+UnxC11vbx1p9r9X24u49uiDe3f3QDQQkD4AkUBGINp3R2r/9BzbbTTc1l7miDuv8qf7NRaMsyQQEBAQEBAZgYxWRNY22W7pm7Je6LrdV82IvYjHtV/KMT2wBAICAtI3gICA9CakTW/Klq4NRPq5rvITDSn+KHUcAhKrQEBGvtEDGatAQEa+0fvyiJ549KFtv8mJc6s7v2Kb64EUEBAQEBCQGsdOiP4g/sno1l6yofYf+uinfNFVlq2yR7F0lQcCAtJXgdh2DUQDATGkTLd3WUeOaOqWcozvxx3vCzyQBgJigYBsgTSQfqLe8aWv1ZGl7iEjSe94GzV/xS7ingMBAZFPID6yQBoIyHriZ75dT1TXRq3Zta+rSr/2L3458ED0RF0FooGMal+qi+IjCIgEMqp9qS6Kj18MibU+X6/91l1dpb2mE5/l1p9ufWAQEBAQEBCQPyN7cXtrtvAxvr/Jdy//sY/2QDSQNZAtEA1kDWTrSyIXffSrevvb9aOfp78JlHKMVc3ueHH16TwQkItAQEAkEJCPvjfS7aXoP/fR5ETfbte+uYrEi7hsXAPRQOZAQBqIBqJ9d6TGd/qH6iYXuiExEiRO1Gqf+0gfxQMBAZFqn/sIJEYgEohU+9xH3wWJ21tOnN2LO/46X+WBvAlEAmkgICDnQCwbebaq9d8EfssfvWPVtBEEBER+AnJeCwICcoW0vl3TO15XSeMV23drT9kod3wBAQEBAVkCAXmHRIa07t7H+C2ij2LVGIKAgCyBgMQQBMS2R4dMH/3zvW8/+ip9n7bfBDx1b3FeBAICMgJpIGsgIH8vkFQgqUBSgaQCSQWSCiQVSCqQVCCpQFKBpAJJBZIKJBVIKpBUIKlAUoGkAkkFkgokFUgqkFQgqUBSgaT6Osh/cMpT2icSuMQAAAAASUVORK5CYII=)