Title: Anna Maria Island Vacation Rentals from CA $177: 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

Tonight

[Sep 23 - Sep 24](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2025-09-23&endDate=2025-09-24&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Sep 24 - Sep 25](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2025-09-24&endDate=2025-09-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Sep 26 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2025-09-26&endDate=2025-09-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Vacation Rentals in Anna Maria Island

## Our top choices for Anna Maria Island vacation rentals

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

![Garden](https://images.trvl-media.com/lodging/68000000/67680000/67676100/67676083/ce1b2724.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)

![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)

### Pelican Post at Anna Maria Island Inn

Bradenton Beach

9.2/10

Wonderful

(301)

"Place was very clean and perfect location for the beach/surrounding restaurants."

CA $238

CA $302 total

includes taxes & fees

Sep 30 - Oct 1

[](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) | Private kitchen](https://images.trvl-media.com/lodging/2000000/1050000/1045900/1045894/a73a11ff.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)

![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)

### Bridgewalk Resort

Bradenton Beach

9.2/10

Wonderful

(747)

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

CA $354

CA $400 total

includes taxes & fees

Sep 25 - Sep 26

[](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

9.0/10

Wonderful

(38)

"Awesome place to stay "

CA $307

CA $389 total

includes taxes & fees

Oct 1 - Oct 2

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

![Property entrance](https://images.trvl-media.com/lodging/2000000/1150000/1146400/1146353/9d2e5693.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)

![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)

### 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)

![A heated pool](https://images.trvl-media.com/lodging/72000000/71730000/71728700/71728669/w2047h1364x1y1-d16e7f99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach](https://images.trvl-media.com/lodging/72000000/71730000/71728700/71728669/092080b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71730000/71728700/71728669/w2047h1364x1y1-4de0bfe3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, table tennis, books, offices](https://images.trvl-media.com/lodging/72000000/71730000/71728700/71728669/w2047h1364x1y1-7e9cc98a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beachfront - New Listing!

Anna Maria Island

10/10

Exceptional

(26)

"We can't say enough good things about this house and the owners! The location, amenities, cleanliness, and communication were all A.We will definitely stay here again!"

[](https://www.expedia.ca/Anna-Maria-Hotels-Beachfront-New.h71728669.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)

![Microwave, stovetop, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/94000000/93350000/93343300/93343285/f226aa16.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)

![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)

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

Anna Maria

9.4/10

Exceptional

(40)

"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)

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

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/58000000/57360000/57357000/57356969/67b05020.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)

![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

(221)

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

CA $131

CA $325 total

includes taxes & fees

Sep 25 - Sep 26

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

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/118000000/117660000/117654600/117654597/77d3cd13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117660000/117654600/117654597/3bd1e97c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/118000000/117660000/117654600/117654597/a642c10e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/118000000/117660000/117654600/117654597/2c53b14b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tortuga Bay~Canal & Waterslide Putt Putt! KAYAKS & TIKI HUT

Anna Maria

10/10

Exceptional

(1)

"The house is beautiful!! Plenty of room for a family, and plenty to do!The owner was readily available through messages and the phone if we had any questions. It was an easy process, and an excellent experience!!!I highly recommend this house if you just feel like hanging out, or exploring Anna Maria, it’s a beautiful location!!And don’t forget to go down the slide!! "

CA $767

CA $2,075 total

includes taxes & fees

Oct 13 - Oct 14

[](https://www.expedia.ca/Anna-Maria-Hotels-Tortuga-BayCanal-Waterslide-Putt-Putt-TIKI-HUT.h117654597.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)

![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)

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

![Property grounds](https://images.trvl-media.com/lodging/118000000/117790000/117786900/117786855/w1179h702x0y0-352b63d6.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 $795

CA $2,174 total

includes taxes & fees

Sep 28 - Sep 29

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

![Property grounds](https://images.trvl-media.com/lodging/103000000/102310000/102301900/102301801/a93715df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/103000000/102310000/102301900/102301801/67da0b3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/103000000/102310000/102301900/102301801/3a322483.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102310000/102301900/102301801/6c3738e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beachfront HUGE TWO FLOOR UNIT-Sunset Balconies/Walk to all Restaurants/Shops!!!

Bradenton Beach

9.6/10

Exceptional

(27)

"Very nice location to stay. Only issue we had was parking was very tight so prepare for that if you have a large suv or truck. "

CA $343

CA $823 total

includes taxes & fees

Sep 25 - Sep 26

[](https://www.expedia.ca/Bradenton-Beach-Hotels-Beachfront-Directly-On-Bradenton-Beach.h102301801.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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/66000000/65730000/65729600/65729525/b9cf955f.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)

![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

(172)

"Super cute condo so close to the beach "

CA $125

CA $404 total

includes taxes & fees

Sep 28 - Sep 29

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

![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/22000000/21320000/21319200/21319124/263a06bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/22000000/21320000/21319200/21319124/38929a27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/22000000/21320000/21319200/21319124/b35acf1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/22000000/21320000/21319200/21319124/7a669048.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bean Point Bungalow! Pet Friendly Home with Pool and Walk to Beach

Anna Maria

9.8/10

Exceptional

(62)

"Perfect home for a family getaway "

[](https://www.expedia.ca/Anna-Maria-Hotels-Adorable-Beach-Cottage-Just-Steps-Bean-Point-Beach.h21319124.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)

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

![A heated pool](https://images.trvl-media.com/lodging/33000000/32080000/32073900/32073855/w962h1080x506y0-c203d4d1.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)

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

Anna Maria

9.8/10

Exceptional

(120)

"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, 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)

![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)

![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)

![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)

 

### POOL and New Spa!! Private outdoor living with grill, tv, and refrigerator.

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)

![Queen Room](https://images.trvl-media.com/lodging/1000000/900000/897700/897646/1732077a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/900000/897700/897646/c78b272c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 Bedroom King Suite | Living area](https://images.trvl-media.com/lodging/1000000/900000/897700/897646/f28e90a3.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 $140

CA $177 total

includes taxes & fees

Oct 6 - Oct 7

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

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

![Outdoor pool](https://images.trvl-media.com/lodging/40000000/39530000/39524600/39524590/eec5d03c.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 $207

CA $423 total

includes taxes & fees

Sep 29 - Sep 30

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

![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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107340000/107339600/107339516/e78a45a4.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

9.4/10

Exceptional

(13)

"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/105000000/104050000/104049600/104049544/df8a9289.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/105000000/104050000/104049600/104049544/0dcb5258.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)

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

### Bay Front Condo - Anna Maria Island Sunsets

Bradenton Beach

9.8/10

Exceptional

(19)

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

CA $199

CA $490 total

includes taxes & fees

Sep 28 - Sep 29

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

![Exterior](https://images.trvl-media.com/lodging/34000000/33510000/33500600/33500504/9db123c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/34000000/33510000/33500600/33500504/9180bb46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/34000000/33510000/33500600/33500504/fb1cd245.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/34000000/33510000/33500600/33500504/b7f558bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### SEPT,-OCT. SPECIALS, BEACHFRONT, PRIVATE BEACH ON THE WATERFRONT, Bring your dog

Anna Maria

9.6/10

Exceptional

(186)

"Bay view was nice "

CA $372

CA $990 total

includes taxes & fees

Sep 26 - Sep 27

[](https://www.expedia.ca/Anna-Maria-Hotels-Beachfront-Paradise-W-Totally-PRIVATE-BEACH-ON-THE-WATERFRONT.h33500504.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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/69000000/68650000/68643000/68642988/e8cfa0e0.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)

![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

(181)

"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)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2025-10-08&endDate=2025-10-09&regionId=553248622847118534&adults=2&sort=RECOMMENDED&openPlayBack=true)

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## Top Anna Maria Island Hotel Reviews

![Silver Surf Gulf Beach Resort](//images.trvl-media.com/lodging/2000000/1050000/1045900/1045895/12fa4f1f_y.jpg)

### Silver Surf Gulf Beach Resort

10/10 Excellent

"Newly renovated, very ciean and a super-short walk across the street to the beach. Very nice continental beeakfast and loved the beach chair/umbrella setup service! Room has the perfect kitchenette stocked with all the basics items you might need and there are even 2 large outdoor propane BBQs and picnic tables where you can dine alfresco! Pool was clean and private at the rear of property. Would definitely visit again!"

[](https://expedia.ca/Sarasota-Hotels-Silver-Surf-Gulf-Beach-Resort.h1045895.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

"Best resort on the island. Will repeat soon."

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

![The Retreat at Anna Maria Island Inn](//images.trvl-media.com/lodging/84000000/83510000/83500900/83500895/0ce71205_y.jpg)

### The Retreat at Anna Maria Island Inn

10/10 Excellent

"The staff were very, very nice and helpful. The only down side was not having ice or know where to fill our ice bucket and the outside light shining in to our room as we slept."

[](https://expedia.ca/Bradenton-Beach-Hotels-The-Retreat-At-Anna-Maria-Island-Inn.h83500895.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

"Property was gorgeous. Beautiful area to watch sunsets! The room was super comfortable. Beautiful view! Staff was amazing"

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

![Bridgewalk Resort](//images.trvl-media.com/lodging/2000000/1050000/1045900/1045894/7186dbd7_y.jpg)

### Bridgewalk Resort

10/10 Excellent

"As soon as we walked in we wanted to come back"

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

![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

"Clean, professional, the beautiful beach is right at your feet"

[](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

"Loved that property felt so secluded "

[](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

"Cozy spot by near everything. "

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

![Captain's Quarters at Anna Maria Island Inn](//images.trvl-media.com/lodging/60000000/59790000/59789500/59789467/651a8200_y.jpg)

### Captain's Quarters at Anna Maria Island Inn

10/10 Excellent

"Amazing property. Laid back vibe and pool was a hit. Only request of an ice machine for the guest if possible would have been a nice touch. "

[](https://expedia.ca/Sarasota-Hotels-Captains-Quarters-By-AMI-Locals.h59789467.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 $177 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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-   [Vacation Homes in Anna Maria Island](https://expedia.ca/Anna-Maria-Island-Private-Vacation-Homes.d553248622847118534-aaPrivateVacationHomes.Travel-Guide-Accommodation)
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![QR code to download the app](data:image/png;base64,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)