Title: Anna Maria Vacation Packages & Trips 2026 from CA $435 | Expedia.ca

[Hotels in Anna Maria](https://expedia.ca/Anna-Maria-Hotels.d74028.Travel-Guide-Hotels)[Vacation Rentals in Anna Maria](https://expedia.ca/Anna-Maria-Vacation-Rentals.d74028.Travel-Guide-VacationRentals)[Flights to Anna Maria](https://expedia.ca/Cheap-Flights-To-Anna-Maria.d74028.Travel-Guide-Flights)[Anna Maria Car Rentals](https://expedia.ca/Car-Rentals-In-Anna-Maria.d74028.Car-Rental-Guide)

![](https://images.trvl-media.com/place/74028/8bf298b4-fe4b-49ec-a6ce-565760a5baca.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Anna Maria Vacation Packages

## Book a Hotel + Flight or Car together to unlock savings

Photo by throwingsofas

- ##  
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
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Rest easy  
Plan, book, and manage your trip all in one place

#### Your Anna Maria Vacation

Say farewell to planning hassles and hello to a Anna Maria vacation package. With everything organized before you go, you can focus on discovering every inch of this city, starting with Village of the Arts, which is good for cafes, shopping and history. [Anna Maria Beach](https://www.expedia.ca/Anna-Maria-Beach-Florida.d553248635977261016.Vacation-Attraction), [Cortez Beach](https://www.expedia.ca/Cortez-Beach-Bradenton-Beach.d6128278.Vacation-Attraction) and [Bean Point Beach](https://www.expedia.ca/Bean-Point-Beach-Florida.d6296220.Vacation-Attraction) are just a few of the attractions worth checking out during your trip to Anna Maria. Don't put off visiting this destination any longer. The perfect Anna Maria vacation is just a few clicks away with Expedia.

## Top Anna Maria Vacation Deals

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 $435

per person

Feb 8 - Feb 13

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Tampa (TPA)

No reviews

The resort is absolutely beautiful.We will definitely be staying here again.We actually decided to stay another night. What definitely recommended

Reviewed on Jan 1, 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 $627

per person

Feb 8 - Feb 13

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Sarasota (SRQ)

8.6/10 Excellent! (1,751 reviews)

Clean Rooms, friendly staff.

Reviewed on Jan 6, 2026

![Delray House With Hot tub & Game Room](https://images.trvl-media.com/lodging/104000000/103840000/103835900/103835873/79a3e201_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Delray House With Hot tub & Game Room

Palm River-Clair Mel

CA $1,062

per person

Feb 14 - Feb 21

found 21 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Tampa (TPA)

2/10 (2 reviews)

![Family Home Tampa](https://images.trvl-media.com/lodging/97000000/96110000/96100500/96100420/5ccd5706_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Family Home Tampa

Forest Hills

CA $895

per person

Feb 28 - Mar 5

found 23 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Tampa (TPA)

7.6/10 Good! (4 reviews)

![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 $803

per person

Feb 27 - Mar 6

found 18 hours ago

Roundtrip flight included

Detroit (DTW) to Tampa (TPA)

8.6/10 Excellent! (60 reviews)

Excellent customer service

Reviewed on Dec 14, 2025

## Anna Maria Beach Vacation

The smell of fresh sea air and beautiful coastal views are just the start of things you can look forward to on your Anna Maria vacation. If you want to save on your trip to Anna Maria, here's a tip — book one of our Anna Maria vacation deals. Lock in one near Palmetto Avenue Beach, only 0.97 kilometres from the centre of town and a must-do while here. Alternatively, pick a package that puts you close to Bay Boulevard Beach, another stunning coastline. Either way, you'll be left with extra money in your budget to have fun with.

## Ready to book your vacation to Anna Maria?

Choose your dates

## Anna Maria Hotel Deals

![Updated bayside condo with heated pool - across the street from the beach](https://images.trvl-media.com/lodging/33000000/32740000/32736100/32736045/0bb008eb_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Updated bayside condo with heated pool - across the street from the beach

 Anna Maria FL

CA $118

CA $426 total

Jan 17 - Jan 18

includes taxes & fees

9/10 Wonderful! (66 reviews)

What a great place! Trolly pickup was two blocks away Walking distance to shops, restaurants and the beach. Can’t wait to visit again soon

Reviewed on Dec 25, 2025

[](https://expedia.ca/Hotel-Search?startDate=17%2F01%2F2026&endDate=18%2F01%2F2026&selected=32736045&PinnedHotelID=32736045&HadPinnedHotel=true&regionId=74028)

![Lazy River! Mini Golf! Sleeps 16 Anna Maria Island - Nautical Situation](https://images.trvl-media.com/lodging/121000000/120500000/120490700/120490646/8f663433_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Lazy River! Mini Golf! Sleeps 16 Anna Maria Island - Nautical Situation

 Anna Maria FL

I cannot say enough good things about our stay. Cara was the most fantastic host. We traveled with kids, and she had a pack n play and a high chair we were able to borrow which made traveling that much easier. The house is absolutely beautiful and well appointed. It was a quick walk to the beach ...

Reviewed on Dec 3, 2025

[Get rates](https://expedia.ca/Hotel-Search?startDate=23%2F01%2F2026&endDate=24%2F01%2F2026&selected=120490646&PinnedHotelID=120490646&HadPinnedHotel=true&regionId=74028)

[](https://expedia.ca/Hotel-Search?startDate=23%2F01%2F2026&endDate=24%2F01%2F2026&selected=120490646&PinnedHotelID=120490646&HadPinnedHotel=true&regionId=74028)

![Bayfront Home with Amazing Water Views! Private pool! – Breakaway](https://images.trvl-media.com/lodging/94000000/93350000/93343300/93343285/e9cacf0a_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Bayfront Home with Amazing Water Views! Private pool! – Breakaway

 Anna Maria FL

9.2/10 Wonderful! (43 reviews)

We have stayed at this same property several times in the past ten years. Our entire family loves it! The sunrise and bay views with water access steps from the house (great for kayaking and paddle boarding), the pool and then gulf waves and sunset just a few minutes away. We like the slower pace ...

Reviewed on Oct 25, 2025

[Get rates](https://expedia.ca/Hotel-Search?startDate=23%2F01%2F2026&endDate=24%2F01%2F2026&selected=93343285&PinnedHotelID=93343285&HadPinnedHotel=true&regionId=74028)

[](https://expedia.ca/Hotel-Search?startDate=23%2F01%2F2026&endDate=24%2F01%2F2026&selected=93343285&PinnedHotelID=93343285&HadPinnedHotel=true&regionId=74028)

[See all 962 properties in Anna Maria](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=10%2F01%2F2026&endDate=11%2F01%2F2026&regionId=74028)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

![](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)

### Discover the most popular places to visit in Anna Maria

#### Bean Point Beach

If a restful vacation is part of your travel plans, Bean Point Beach might be the perfect place to seek out during your trip to Anna Maria. Take in the museums and sunsets in the area. 

[](https://expedia.ca/Bean-Point-Beach-Anna-Maria.d6296220.Vacation-Attraction)

### What to do in Anna Maria

![Anna Maria Island and Bradenton Beach: Parasailing Tour](https://mediaim.expedia.com/localexpert/48232968/8cab5e42-6a9e-455e-b915-5a5b1953dd72.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Anna Maria Island & Bradenton Beach Parasailing Tour

CA $135

per adult

[](https://expedia.ca/things-to-do/anna-maria-island-bradenton-beach-parasailing-tour.a48232968.activity-details)

![Anna Maria Island and Bradenton: Sunset Kayak Dolphin Tour](https://mediaim.expedia.com/localexpert/47815915/af51b4cf-b88e-466d-8084-4306da8e3248.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Anna Maria Island and Bradenton: Sunset Kayak Dolphin Tour

CA $82

per adult

**90%** of travellers recommend

[](https://expedia.ca/things-to-do/anna-maria-island-and-bradenton-sunset-kayak-dolphin-tour.a47815915.activity-details)

![Anna Maria Island: The Island Kayak Tour](https://mediaim.expedia.com/localexpert/47873661/72af7c39-bd41-4b47-8615-13cdf085eb7d.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Anna Maria Island: The Island Kayak Tour

CA $89

per adult

**100%** of travellers recommend

[](https://expedia.ca/things-to-do/anna-maria-island-the-island-kayak-tour.a47873661.activity-details)

[See all activities in Anna Maria](https://expedia.ca/things-to-do/search?rid=74028)

## Explore a world of travel with Expedia

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- [3 Star Hotels in Anna Maria Island ](https://www.expedia.ca/3Star-Anna-Maria-Island-Hotels.s30-0-d553248622847118534.Travel-Guide-Filter-Hotels)
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- [Hotels with a Pool in Anna Maria Island ](https://www.expedia.ca/Anna-Maria-Island-Hotels-Hotel-With-Pool.0-0-d553248622847118534-tHotelwithPool.Travel-Guide-Filter-Hotels)
- [Hotels with Balconies in Anna Maria Island ](https://www.expedia.ca/Anna-Maria-Island-Hotels-Hotels-With-Balconies.0-0-d553248622847118534-tHotelswithBalconies.Travel-Guide-Filter-Hotels)
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- [Hotels with Kitchenettes in Anna Maria Island ](https://www.expedia.ca/Anna-Maria-Island-Hotels-Hotels-With-Kitchenettes.0-0-d553248622847118534-tHotelswithKitchenettes.Travel-Guide-Filter-Hotels)
- [Hotels with smoking rooms in Anna Maria Island ](https://www.expedia.ca/Anna-Maria-Island-Hotels-Hotels-With-Smoking-Rooms.0-0-d553248622847118534-tHotelswithsmokingrooms.Travel-Guide-Filter-Hotels)
- [Hotels with Tennis Courts in Anna Maria Island ](https://www.expedia.ca/Anna-Maria-Island-Hotels-Hotels-With-Tennis-Courts.0-0-d553248622847118534-tHotelswithTennisCourts.Travel-Guide-Filter-Hotels)
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- [All Inclusive Resorts and in Key Royale ](https://www.expedia.ca/Key-Royale-Holmes-Beach-Hotels-All-Inclusive-Hotel.0-n553248635976481193-0-tAllInclusiveHotel.Travel-Guide-Filter-Hotels)
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- [Flights to Anna Maria Island ](https://www.expedia.ca/Cheap-Flights-To-Anna-Maria-Island.d553248622847118534.Travel-Guide-Flights)
- [Flights from Anna Maria Island ](https://www.expedia.ca/lp/flights/553248622847118534/flights-from-anna-maria-island)

- [Anna Maria Island Vacations ](https://www.expedia.ca/Anna-Maria-Island.d553248622847118534.Destination-Travel-Guides)
- [Visit Anna Maria Island ](https://www.expedia.ca/Anna-Maria-Island.dx553248622847118534)
- [Bean Point Beach ](https://www.expedia.ca/Bean-Point-Beach-Anna-Maria.d6296220.Vacation-Attraction)
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- [Bradenton Beach ](https://www.expedia.ca/Bradenton-Beach-Florida.d553248621565259960.Vacation-Attraction)
- [Bradenton Beach Vacations ](https://www.expedia.ca/Bradenton-Beach.d10159.Destination-Travel-Guides)
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- [Ca’ d’Zan ](https://www.expedia.ca/Ca-DZan-Indian-Beach-Sapphire-Shores.d6066005.Vacation-Attraction)
- [Coquina Baywalk ](https://www.expedia.ca/Coquina-Baywalk-Bradenton-Beach.d6295818.Vacation-Attraction)
- [Cortez Beach ](https://www.expedia.ca/Cortez-Beach-Bradenton-Beach.d6128278.Vacation-Attraction)
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- [Fort De Soto Park ](https://www.expedia.ca/Fort-De-Soto-Park-St-Petersburg-Clearwater.d6047182.Vacation-Attraction)
- [Historic Bridge Street Pier ](https://www.expedia.ca/Historic-Bridge-Street-Pier-Bradenton-Beach.d6295814.Vacation-Attraction)
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- [Amigo Autos Rental Cars in Anna Maria Island ](https://www.expedia.ca/Amigo-Autos-Car-Rentals-In-Anna-Maria-Island.d553248622847118534-c1128.Car-Rental-Guide-Suppliers)
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- [Anna Maria Island Vacation Rentals ](https://www.expedia.ca/Anna-Maria-Island-Vacation-Rentals.d553248622847118534.Travel-Guide-VacationRentals)

- [Things to do in Anna Maria Island ](https://www.expedia.ca/Things-To-Do-In-Anna-Maria-Island.d553248622847118534.Travel-Guide-Activities)

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