Title: Anna Maria Island Vacation Rentals from CA $279: Short-Term Rentals for 2025 | Expedia.ca

  

[Anna Maria Island Travel Guide](https://expedia.ca/Anna-Maria-Island.dx553248622847118534)[Hotels in Anna Maria Island](https://expedia.ca/Anna-Maria-Island-Hotels.d553248622847118534.Travel-Guide-Hotels)[Flights to Anna Maria Island](https://expedia.ca/Cheap-Flights-To-Anna-Maria-Island.d553248622847118534.Travel-Guide-Flights)[Things to do in Anna Maria Island](https://expedia.ca/Things-To-Do-In-Anna-Maria-Island.d553248622847118534.Travel-Guide-Activities)[Anna Maria Island Car Rentals](https://expedia.ca/Car-Rentals-In-Anna-Maria-Island.d553248622847118534.Car-Rental-Guide)[Anna Maria Island Vacation Packages](https://expedia.ca/Anna-Maria-Island.d553248622847118534.Destination-Travel-Guides)

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# Anna Maria Island Vacation Rentals

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## Check prices for these dates

In two weeks

[Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In one month

[Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2025-12-05&endDate=2025-12-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2026-01-02&endDate=2026-01-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Vacation Rentals in Anna Maria Island

![Exterior](https://images.trvl-media.com/lodging/68000000/67680000/67676100/67676083/4174e2ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe King Room | Living area](https://images.trvl-media.com/lodging/68000000/67680000/67676100/67676083/12fee06e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![55-inch Smart TV with digital channels, TV](https://images.trvl-media.com/lodging/68000000/67680000/67676100/67676083/2d6f0d61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 Bedroom King Suite | Living area](https://images.trvl-media.com/lodging/68000000/67680000/67676100/67676083/9c445d8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pelican Post at Anna Maria Island Inn

Bradenton Beach

9.2/10

Wonderful

(305)

"Nice location and great service "

CA $263

CA $333 total

includes taxes & fees

Nov 5 - Nov 6

[](https://www.expedia.ca/Sarasota-Hotels-Pelican-Post.h67676083.Hotel-Information)

![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1050000/1045900/1045894/7186dbd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Townhome, 2 Bedrooms (Royal Palm)](https://images.trvl-media.com/lodging/2000000/1050000/1045900/1045894/2c5ac217.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Townhome, 2 Bedrooms (Royal Palm) | Terrace/patio](https://images.trvl-media.com/lodging/2000000/1050000/1045900/1045894/94684d97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 restaurants, lunch, dinner served; seafood](https://images.trvl-media.com/lodging/2000000/1050000/1045900/1045894/438d3231.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bridgewalk Resort

Bridge Street

9.2/10

Wonderful

(750)

"Great location and staff were knowledgeable about surrounding areas.. "

CA $357

CA $403 total

includes taxes & fees

Oct 21 - Oct 22

[](https://www.expedia.ca/Sarasota-Hotels-Bridgewalk-A-Landmark-Resort.h1045894.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/17000000/16010000/16001900/16001812/a71dc126.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, premium bedding, pillowtop beds, free WiFi](https://images.trvl-media.com/lodging/17000000/16010000/16001900/16001812/32e3bf8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, premium bedding, pillowtop beds, free WiFi](https://images.trvl-media.com/lodging/17000000/16010000/16001900/16001812/bdd0449e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/17000000/16010000/16001900/16001812/74884b5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Seabreeze at Anna Maria Island Inn

Bradenton Beach

9.2/10

Wonderful

(40)

"Awesome place to stay "

CA $310

CA $392 total

includes taxes & fees

Oct 7 - Oct 8

[](https://www.expedia.ca/Sarasota-Hotels-Anna-Maria-Island-Inn.h16001812.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/94000000/93350000/93343300/93343285/e9cacf0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/94000000/93350000/93343300/93343285/2c2f8b79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/94000000/93350000/93343300/93343285/a3381c6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/94000000/93350000/93343300/93343285/76eda8ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bayfront home with amazing water views! Private pool!! Close to Rod & Reel Pier!

Anna Maria

9.4/10

Exceptional

(41)

"Great home with all needed comforts. Beach is right behind it when is low tide, otherwise beach access is only a block away. Home is clean, modern and comfortable with amazing sunrises. "

[](https://www.expedia.ca/Anna-Maria-Hotels-Bayfront-Home-With-Amazing-Water-Views-Private-Pool-Close-To-Rod-Reel-Pier.h93343285.Hotel-Information)

![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/33000000/32070000/32068400/32068369/8a495f73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, table tennis, books, stereo](https://images.trvl-media.com/lodging/33000000/32070000/32068400/32068369/cd6edbbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32070000/32068400/32068369/78ad489e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/33000000/32070000/32068400/32068369/cc966370.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beach Access, heated pool, and new spa. Pickleball and playground along the bay!

Bradenton Beach

9.8/10

Exceptional

(287)

"Great spot! Loved the pool and spa, and the outdoor area with the grill, TV, and fridge made it super easy to hang out and relax. Nice private setup—just a few small details could be improved, but overall a really good stay. "

[](https://www.expedia.ca/Bradenton-Beach-Hotels-POOL-And-New-Spa-Private-Outdoor-Living-With-Grill.h32068369.Hotel-Information)

![Beach nearby, white sand, sun loungers, beach towels](https://images.trvl-media.com/lodging/1000000/900000/897700/897646/fc900ac2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, premium bedding, pillowtop beds, individually decorated](https://images.trvl-media.com/lodging/1000000/900000/897700/897646/3cceb424.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool, open 8:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/1000000/900000/897700/897646/ca6b0f60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Flat-screen TV](https://images.trvl-media.com/lodging/1000000/900000/897700/897646/804f6435.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Haley's at The Anna Maria Island Inn

Holmes Beach

8.6/10

Excellent

(375)

"The staff members were so nice and super helpful!! Place was so cute! "

CA $221

CA $279 total

includes taxes & fees

Oct 7 - Oct 8

[](https://www.expedia.ca/Sarasota-Hotels-Haleys-Couples-Retreat.h897646.Hotel-Information)

![Private beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/2000000/1150000/1146400/1146353/6dd9a7bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, pool umbrellas](https://images.trvl-media.com/lodging/2000000/1150000/1146400/1146353/5e4ca6e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1150000/1146400/1146353/7eae547b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/2000000/1150000/1146400/1146353/9d2e5693.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tradewinds Beach Resort

Bradenton Beach

9.2/10

Wonderful

(383)

"Very cute place and easy to walk to beach "

[](https://www.expedia.ca/Sarasota-Hotels-Tradewinds-Beach-Resort.h1146353.Hotel-Information)

![Sun loungers, beach towels](https://images.trvl-media.com/lodging/40000000/39530000/39524600/39524590/c7ceb92e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/40000000/39530000/39524600/39524590/28b307cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/40000000/39530000/39524600/39524590/0fe88d05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/40000000/39530000/39524600/39524590/6cb2604a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Anna Maria Sunsets - studio

Bradenton Beach

9.2/10

Wonderful

(236)

"Perfect retreat from the beach. Wonderful shower, all you need for a beach day staycation."

CA $112

CA $302 total

includes taxes & fees

Oct 9 - Oct 10

[](https://www.expedia.ca/Sarasota-Hotels-Anna-Maria-Sunsets-Studio.h39524590.Hotel-Information)

![Sun loungers, beach towels](https://images.trvl-media.com/lodging/121000000/120060000/120054300/120054280/93659e01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120060000/120054300/120054280/a12c0a9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/121000000/120060000/120054300/120054280/w1290h858x0y0-c86587c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120060000/120054300/120054280/w1289h842x1y0-6ab7d2d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Thanksgiving Availability! Amazing 6 bed house on Anna Maria! Putt putt

Anna Maria

[](https://www.expedia.ca/Anna-Maria-Hotels-Amazing-6-Bed-House-On-Anna-Maria.h120054280.Hotel-Information)

![On the beach](https://images.trvl-media.com/lodging/108000000/107340000/107339600/107339516/w2128h1597x356y0-848f5085.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107340000/107339600/107339516/9763f675.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/108000000/107340000/107339600/107339516/5025943b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/108000000/107340000/107339600/107339516/aa3e112d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Newly Renovated Pet Friendly Waterview w/Private Heated Pool/Spa & Cabana Bar

Anna Maria

9.6/10

Exceptional

(14)

"The location and amenities are amazing. Would definitely stay here again."

[](https://www.expedia.ca/Anna-Maria-Hotels-New-Luxury-Waterfront-Views-WPrivate-Heated-PoolSpa-Cabana-Bar-Sleeps-16.h107339516.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/58000000/57360000/57357000/57356969/d40e4d7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/58000000/57360000/57357000/57356969/8f2f41d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/58000000/57360000/57357000/57356969/ab0ce13d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/58000000/57360000/57357000/57356969/90-919a7ea3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

 

### Anna Maria Sunsets - studio

Bradenton Beach

9.0/10

Wonderful

(222)

" Very clean great location and property owner very nice and understanding thank you for everything "

CA $140

CA $337 total

includes taxes & fees

Oct 8 - Oct 9

[](https://www.expedia.ca/Sarasota-Hotels-Anna-Maria-Sunsets-Studio.h57356969.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/118000000/117790000/117786900/117786855/35940a2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/118000000/117790000/117786900/117786855/w1179h700x0y10-ccde3295.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/118000000/117790000/117786900/117786855/w1179h701x0y2-2dc09477.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117790000/117786900/117786855/w1179h704x0y2-6f6f8452.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious 7-bedroom home in Anna Maria~ Putt Putt, Ping Pong, 3 blocks to beach!

Anna Maria

9.0/10

Wonderful

(4)

"Well maintained propert and enjoyed our stay."

CA $837

CA $2,308 total

includes taxes & fees

Oct 7 - Oct 8

[](https://www.expedia.ca/Anna-Maria-Hotels-Spacious-7-Bedroom-Home-In-Anna-Maria-Putt-Putt.h117786855.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/69000000/68650000/68643000/68642988/5d2c9642.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/69000000/68650000/68643000/68642988/ea395e07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/69000000/68650000/68643000/68642988/451e0765.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/69000000/68650000/68643000/68642988/3fc9d4fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Naut 2 Shabby Bungalow - A sweet and cozy getaway on Pine Avenue!

Anna Maria

10/10

Exceptional

(183)

"The Bungalow was spotless, I had a fantastic stay, thank you !!!"

[](https://www.expedia.ca/Anna-Maria-Hotels-Naut-2-Shabby-Bungalow-A-Sweet-And-Cozy-Getaway-On-Pine-Avenue.h68642988.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/66000000/65730000/65729600/65729525/5014dc2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/66000000/65730000/65729600/65729525/93f953af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/66000000/65730000/65729600/65729525/2f80ea00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/66000000/65730000/65729600/65729525/3506c025.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Anna Maria Island - 2/1

Bradenton Beach

9.6/10

Exceptional

(174)

"Super cute condo so close to the beach "

CA $151

CA $441 total

includes taxes & fees

Oct 8 - Oct 9

[](https://www.expedia.ca/Sarasota-Hotels-Anna-Maria-Island-21.h65729525.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/105000000/104050000/104049600/104049544/df8a9289.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/105000000/104050000/104049600/104049544/6650514f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/105000000/104050000/104049600/104049544/787e9e00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/105000000/104050000/104049600/104049544/004c8c86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bay Front Condo - Anna Maria Island Sunsets

Bradenton Beach

9.8/10

Exceptional

(22)

"We loved this condo. It was so clean and perfect for our family."

CA $251

CA $557 total

includes taxes & fees

Oct 14 - Oct 15

[](https://www.expedia.ca/Bradenton-Beach-Hotels-Anna-Maria-Island-Sunsets.h104049544.Hotel-Information)

![A heated pool](https://images.trvl-media.com/lodging/67000000/66250000/66244600/66244594/a8817f98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/67000000/66250000/66244600/66244594/5a789a71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach](https://images.trvl-media.com/lodging/67000000/66250000/66244600/66244594/375bc05b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/67000000/66250000/66244600/66244594/13f5e96c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beachfront Home | Pool + Spa | Games | Ocean Views

Anna Maria

10/10

Exceptional

(38)

"This property was a dream to stay at! It truly has everything you need. The property was beautiful, all the amenities, great communication with/from owner. Our families had a wonderful vacation and can’t to come back!"

[](https://www.expedia.ca/Anna-Maria-Hotels-Beachfront-Home-Pool-Spa-Games-Ocean-Views.h66244594.Hotel-Information)

![On the beach](https://images.trvl-media.com/lodging/33000000/32080000/32073900/32073855/w1690h1597x558y0-de1a7053.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/33000000/32080000/32073900/32073855/20fdbc48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32080000/32073900/32073855/w2836h1597x4y0-cb1f8fe4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/33000000/32080000/32073900/32073855/a48f9790.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pet Friendly Bay-Canal Waterfront! Tiki Bar 5BR, 5BA Huge Pool, 2 Kayaks/Bikes

Anna Maria

9.8/10

Exceptional

(121)

"Such a beautiful property! We can't wait to go back!"

[](https://www.expedia.ca/Anna-Maria-Hotels-Bay-Canal-Waterfront-Tiki-Bar-5BR.h32073855.Hotel-Information)

![Beach nearby, beach towels](https://images.trvl-media.com/lodging/77000000/76120000/76117100/76117025/e7967c5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76120000/76117100/76117025/dec6f96e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76120000/76117100/76117025/fbbbc1cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/77000000/76120000/76117100/76117025/706b32de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villas By The Sea #2, Anna Maria Island Condo, one block from beach, heated pool

Bradenton Beach

10/10

Exceptional

(104)

"Amazing property. We had the best time and could not have asked for a better place!! "

[](https://www.expedia.ca/Bradenton-Beach-Hotels-Villas-By-The-Sea-2.h76117025.Hotel-Information)

![Microwave, stovetop, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/109000000/108600000/108598400/108598339/w1277h849x3y3-a3c2a21c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/109000000/108600000/108598400/108598339/w1280h883x0y4-eee96a66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, stovetop, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/109000000/108600000/108598400/108598339/w1274h849x3y3-91d44045.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/109000000/108600000/108598400/108598339/w1277h849x3y3-91181ca6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Steps from Beach & Trolley to Local Hotspots! Stay at Sunny Side Down!

Bradenton Beach

9.8/10

Exceptional

(9)

"Wonderful stay ! Our family loved it ! "

[](https://www.expedia.ca/Bradenton-Beach-Hotels-Steps-From-Beach-Trolley-To-Local-Hotspots-Stay-At-Sunny-Side-Down.h108598339.Hotel-Information)

![A heated pool](https://images.trvl-media.com/lodging/34000000/33490000/33486400/33486350/78d81001.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, video games, DVD player, foosball](https://images.trvl-media.com/lodging/34000000/33490000/33486400/33486350/b393e8c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33490000/33486400/33486350/efaab585.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/34000000/33490000/33486400/33486350/w1920h1075x0y5-e9984e2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Across from Beach, Free Golf Cart, Heated Pool, Game Room, Rooftop Deck

Bradenton Beach

9.6/10

Exceptional

(158)

"The house was perfect for our group! The weather was perfect! Loved our time at Anna Maria Island!"

[](https://www.expedia.ca/Bradenton-Beach-Hotels-Across-From-Beach.h33486350.Hotel-Information)

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.

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## Top Anna Maria Island Hotel Reviews

![Bali Hai Beachfront Resort and Spa](//images.trvl-media.com/lodging/37000000/36290000/36286200/36286167/5084dcca_y.jpg)

### Bali Hai Beachfront Resort and Spa

10/10 Excellent

"Beautiful and fabulous service thank you "

[](https://expedia.ca/Sarasota-Hotels-Bali-Hai-Beach-Resort.h36286167.Hotel-Information)

![Anna Maria Beach Resort](//images.trvl-media.com/lodging/74000000/73260000/73251000/73250924/aebd1d61_y.jpg)

### Anna Maria Beach Resort

10/10 Excellent

"Beautiful property! Room was perfect and very close to the beach.Will be back for sure!"

[](https://expedia.ca/Holmes-Beach-Hotels-Anna-Maria-Beach-Resort.h73250924.Hotel-Information)

![Pelican Post at Anna Maria Island Inn](//images.trvl-media.com/lodging/68000000/67680000/67676100/67676083/4174e2ab_y.jpg)

### Pelican Post at Anna Maria Island Inn

10/10 Excellent

"We stayed in room 612. There was a king sized bed in the main living area and a queen sized bed in a separate room and a pull out couch in its own room. The beds were comfortable but the bathroom was sooo small!!! The property was well kept and the pool and hot tub was so nice! My kids loved the game area too. Check in is at a different location."

[](https://expedia.ca/Sarasota-Hotels-Pelican-Post.h67676083.Hotel-Information)

![Cedar Cove Resort and Cottages](//images.trvl-media.com/lodging/9000000/8100000/8099700/8099611/7751c173_y.jpg)

### Cedar Cove Resort and Cottages

10/10 Excellent

"I loved that the beach was right behind here we stayed easy access "

[](https://expedia.ca/Sarasota-Hotels-Cedar-Cove-Resort-And-Cottages.h8099611.Hotel-Information)

![Seabreeze at Anna Maria Island Inn](//images.trvl-media.com/lodging/17000000/16010000/16001900/16001812/a71dc126_y.jpg)

### Seabreeze at Anna Maria Island Inn

10/10 Excellent

"Love the place, location 100/100. Very friendly and easy to check in. Would like for parking to be private but it was fine."

[](https://expedia.ca/Sarasota-Hotels-Anna-Maria-Island-Inn.h16001812.Hotel-Information)

![Seaside at Anna Maria Island Inn](//images.trvl-media.com/lodging/36000000/35620000/35615900/35615805/2e87b391_y.jpg)

### Seaside at Anna Maria Island Inn

10/10 Excellent

"Location is extremely good the space on the rooms on The Second Flor Are Great the only inconvenience was that the room has not locker when you step out of the room "

[](https://expedia.ca/Sarasota-Hotels-Seaside-Inn.h35615805.Hotel-Information)

![Tropic Isle at Anna Maria Island Inn](//images.trvl-media.com/lodging/2000000/1610000/1602500/1602498/d3036c76_y.jpg)

### Tropic Isle at Anna Maria Island Inn

8/10 Good

"I reported the AC wasn't working 3 times and nobody fix the problem for my request "

[](https://expedia.ca/Sarasota-Hotels-Tropic-Isle-At-Anna-Maria-Island-Inn.h1602498.Hotel-Information)

![Newly Renovated Pet Friendly Waterview w/Private Heated Pool/Spa & Cabana Bar](//images.trvl-media.com/lodging/108000000/107340000/107339600/107339516/w2128h1597x356y0-848f5085_y.jpg)

### Newly Renovated Pet Friendly Waterview w/Private Heated Pool/Spa & Cabana Bar

10/10 Excellent

"Our extended family gathered to celebrate my wife's retirement and couldn't have asked for a better place to get together for this special occasion. This was our first time at Anna Maria Island and we will definitely be reaching out to Carolyn and AMI Luxury Accommodations for our next stay. Carolyn was a fantastic host, answering all of our questions promptly via text and keeping us well informed prior to and throughout the stay. Everyone had an absolutely fabulous time at this beautiful 2-story house. There was more than enough room at this spacious six-bedroom house for our entire family of 14 (plus 1 cat) to comfortably stay. The property had a fantastic view of beautiful Anna Maria beach and provided everything we needed including beach towels, beach chairs, kayaks, bikes and kitchen utensils and supplies. The pool area had more than enough comfortable lounge chairs and the spa and amazing covered bar area were perfect for everyone to gather and chill after spending a great day at the beach, fishing, kayaking or tooling around town on the two amazing golf carts. We unanimously highly recommend this house. "

[](https://expedia.ca/Anna-Maria-Hotels-New-Luxury-Waterfront-Views-WPrivate-Heated-PoolSpa-Cabana-Bar-Sleeps-16.h107339516.Hotel-Information)

![Tortuga Inn Beach Resort](//images.trvl-media.com/lodging/2000000/1060000/1054200/1054101/b1d10d73_y.jpg)

### Tortuga Inn Beach Resort

10/10 Excellent

"Lovely property. Our 2 bed/2 bath condo was clean, well appointed and the kitchen was well stocked with essentials. The grounds are beautiful with direct beach access. There is a trolley stop on front of the property making travel very convenient. Would definitely book another stay. "

[](https://expedia.ca/Sarasota-Hotels-Tortuga-Inn-Beach-Resort.h1054101.Hotel-Information)

## Find out more about Anna Maria Island

**Everything you need to know about** **Anna Maria Island** **vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Anna Maria Island vacation rental for you. At Expedia, you can take your pick from [private vacation homes](https://www.expedia.ca/aa/PrivateVacationHomes), [apartments](https://www.expedia.ca/aa/Apartments), cottages, [cabins](https://www.expedia.ca/aa/Cabins), villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Anna Maria Island vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

**Anna Maria Island vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Anna Maria Island. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Anna Maria Island vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Anna Maria Island vacation rentals we have selected for you start as low as CA $279 per night. Entering your travel dates in the search wizard you might find even better deals!

**How to find incredible deals on Anna Maria Island rentals**

At Expedia, we put the best Anna Maria Island vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Anna Maria Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Anna Maria Island vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Anna Maria Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

## Explore a world of travel with Expedia

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