Title: Anna Maria Vacation Rentals from CA $462: Short-Term Rentals for 2026 | Expedia.ca

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![The day comes to a close over the Gulf of Mexico. 

Bean Point Beach is at the Northwest end of Anna Maria Island. A nice wide beach with fine white sand. A little more secluded than some of the other beaches nearby.](https://images.trvl-media.com/place/74028/8bf298b4-fe4b-49ec-a6ce-565760a5baca.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by throwingsofas

![](https://images.trvl-media.com/place/74028/8bf298b4-fe4b-49ec-a6ce-565760a5baca.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=74028&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=74028&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=74028&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 26 - Jun 28](https://www.expedia.ca/Hotel-Search?regionId=74028&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Anna Maria vacation rentals

![Beach nearby](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/716bb273.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/0d3bae69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/9c7447b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/65c20287.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful Bungalow with Pool and Bay Views!

[](https://www.expedia.ca/Anna-Maria-Hotels-Beautiful-Bungalow-With-Pool-And-Bay-Views-Barefoot-By-The-Bay-At-Bayside-Bun.h40281514.Hotel-Information)

Anna Maria

9.8/10

Exceptional

(39 reviews)

"Great location,great property,spacious,clean everything brand new in the property,beach across the street,my family love it!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Michel

CA $424

CA $1,082 total

includes taxes & fees

Mar 7 - Mar 8

[](https://www.expedia.ca/Anna-Maria-Hotels-Beautiful-Bungalow-With-Pool-And-Bay-Views-Barefoot-By-The-Bay-At-Bayside-Bun.h40281514.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/122000000/121930000/121929000/121928977/97d20c37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/122000000/121930000/121929000/121928977/ec817168.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121930000/121929000/121928977/w1200h720x0y0-828f0f79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/122000000/121930000/121929000/121928977/e1950a3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Hideaway - Less than a block from beach!

[](https://www.expedia.ca/Anna-Maria-Hotels-The-Hideaway-Less-Than-A-Block-From-Beach.h121928977.Hotel-Information)

Anna Maria

CA $650

CA $1,709 total

includes taxes & fees

Mar 10 - Mar 11

[](https://www.expedia.ca/Anna-Maria-Hotels-The-Hideaway-Less-Than-A-Block-From-Beach.h121928977.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579361/cc175788.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579361/50f9a3da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579361/04e8465a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579361/49159291.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Anna Maria Beach Cottage 110B Updated studio beach cottage, steps to the sand!

[](https://www.expedia.ca/Anna-Maria-Hotels-Anna-Maria-Beach-Cottage-110b-Updated-Studio-Beach-Cottage.h70579361.Hotel-Information)

Anna Maria

10/10

Exceptional

(41 reviews)

"Location was perfect"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Michael S.

CA $326

CA $776 total

includes taxes & fees

Mar 8 - Mar 9

[](https://www.expedia.ca/Anna-Maria-Hotels-Anna-Maria-Beach-Cottage-110b-Updated-Studio-Beach-Cottage.h70579361.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/33000000/32740000/32736100/32736045/0bb008eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/33000000/32740000/32736100/32736045/fd760a5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32740000/32736100/32736045/053aefa1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/33000000/32740000/32736100/32736045/4936afb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Anna-Maria-Hotels-Updated-Bayside-Condo-With-Heated-Pool-Across-The-Street-From-The-Beach.h32736045.Hotel-Information)

Anna Maria

9.2/10

Wonderful

(101 reviews)

"Everything was great"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

lillybet h.

CA $161

CA $490 total

includes taxes & fees

Mar 26 - Mar 27

[](https://www.expedia.ca/Anna-Maria-Hotels-Updated-Bayside-Condo-With-Heated-Pool-Across-The-Street-From-The-Beach.h32736045.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/63000000/63000000/62992200/62992152/54820e50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, books](https://images.trvl-media.com/lodging/63000000/63000000/62992200/62992152/3d538ac7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, books](https://images.trvl-media.com/lodging/63000000/63000000/62992200/62992152/09e81533.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/63000000/63000000/62992200/62992152/59f71aef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Freshly Remodeled Island Suite w/ Pool & Pet Friendly

[](https://www.expedia.ca/Anna-Maria-Hotels-Well-Appointed-Beach-Condo-With-Pool-Access.h62992152.Hotel-Information)

Anna Maria

8.2/10

Very good

(43 reviews)

"Everything about the property was great, especially the location, which is walking distance away from restaurants and island shops."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ron H.

CA $237

CA $537 total

includes taxes & fees

Mar 26 - Mar 27

[](https://www.expedia.ca/Anna-Maria-Hotels-Well-Appointed-Beach-Condo-With-Pool-Access.h62992152.Hotel-Information)

![Beach nearby, sun loungers](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579351/339be2ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579351/4fb13f46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579351/fb5aa1f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579351/581411e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Adorable Updated Cottage steps to the beach with pool, beach gear, bikes & grill

[](https://www.expedia.ca/Anna-Maria-Hotels-Adorable-Cottage-Moments-To-Beach-W-Pool.h70579351.Hotel-Information)

Anna Maria

9.8/10

Exceptional

(14 reviews)

"Really nice cottages, and mgt on-site and super responsive and helpful!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jerry A.

CA $582

CA $1,220 total

includes taxes & fees

Mar 9 - Mar 10

[](https://www.expedia.ca/Anna-Maria-Hotels-Adorable-Cottage-Moments-To-Beach-W-Pool.h70579351.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/63000000/62990000/62989900/62989882/a61de9e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/63000000/62990000/62989900/62989882/59bb89e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/63000000/62990000/62989900/62989882/aeab4e97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/63000000/62990000/62989900/62989882/03b9ad13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Freshly Remodeled Island Suite w/ Pool & Pet Friendly

[](https://www.expedia.ca/Anna-Maria-Hotels-Beach-Condo-Near-The-Beach.h62989882.Hotel-Information)

Anna Maria

7.6/10

Good

(29 reviews)

"It was amazing stay and convenient "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jennifer P.

CA $237

CA $532 total

includes taxes & fees

Mar 27 - Mar 28

[](https://www.expedia.ca/Anna-Maria-Hotels-Beach-Condo-Near-The-Beach.h62989882.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/102000000/101090000/101082500/101082466/0ffd1156.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/102000000/101090000/101082500/101082466/6c0970f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/102000000/101090000/101082500/101082466/e00a1d77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/102000000/101090000/101082500/101082466/9c50b6b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cute Cottage Near Beach and Shops

[](https://www.expedia.ca/Anna-Maria-Hotels-Welcome-To-Bikini-So-Tiny.h101082466.Hotel-Information)

Anna Maria

10/10

Exceptional

(6 reviews)

"The place was great and as presented on the app. Having a designated parking space was very helpful. Close to many great restaurants, shops, the beach, etc. The north shore cafe and waterfront restaurant were both very good and very close in walking distance "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Justin B.

CA $374

CA $978 total

includes taxes & fees

Mar 11 - Mar 12

[](https://www.expedia.ca/Anna-Maria-Hotels-Welcome-To-Bikini-So-Tiny.h101082466.Hotel-Information)

![Beach nearby, sun loungers](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579354/f4e43d59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579354/0c26865c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579354/7b6ada29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579354/b88de622.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Anna Maria Beach Cottage 109G Old-Florida beach cottage,moments from the sand!

[](https://www.expedia.ca/Anna-Maria-Hotels-Anna-Maria-Beach-Cottage-109G-Old-Florida-Beach-Cottage.h70579354.Hotel-Information)

Anna Maria

9.6/10

Exceptional

(41 reviews)

"Great location and the property was well cared for/clean. Happy to have the pool and be close to the beach as well. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Liz P.

[](https://www.expedia.ca/Anna-Maria-Hotels-Anna-Maria-Beach-Cottage-109G-Old-Florida-Beach-Cottage.h70579354.Hotel-Information)

![Beach nearby, sun loungers](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579363/85dc8704.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579363/7ecf21b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, DVD player, offices](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579363/w2995h1993x3y0-46d287a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579363/6a1e2aa3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Anna Maria Beach Cottage 110G Updated beach cottage, with pool and beach gear!

[](https://www.expedia.ca/Anna-Maria-Hotels-Anna-Maria-Beach-Cottage-110G-Updated-Beach-Cottage.h70579363.Hotel-Information)

Anna Maria

9.4/10

Exceptional

(26 reviews)

"Easy walk to the beach and restaurants. Allowed us to check in early since the place was available. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Nancy E.

CA $381

CA $890 total

includes taxes & fees

Mar 12 - Mar 13

[](https://www.expedia.ca/Anna-Maria-Hotels-Anna-Maria-Beach-Cottage-110G-Updated-Beach-Cottage.h70579363.Hotel-Information)

![Smart TV, Netflix, DVD player, streaming services](https://images.trvl-media.com/lodging/34000000/33580000/33572000/33571947/79beefda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33580000/33572000/33571947/a721b76e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach towels](https://images.trvl-media.com/lodging/34000000/33580000/33572000/33571947/a9373087.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, Netflix, DVD player, streaming services](https://images.trvl-media.com/lodging/34000000/33580000/33572000/33571947/5535208f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay

[](https://www.expedia.ca/Anna-Maria-Hotels-Newly-Renovated-Sea-Breeze-Cottage-With-Private-Dock.h33571947.Hotel-Information)

Anna Maria

9.6/10

Exceptional

(123 reviews)

"Great place and great location........"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

chris w.

CA $650

CA $1,200 total

includes taxes & fees

Mar 7 - Mar 8

[](https://www.expedia.ca/Anna-Maria-Hotels-Newly-Renovated-Sea-Breeze-Cottage-With-Private-Dock.h33571947.Hotel-Information)

![Beach nearby, sun loungers](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579352/d13cc66c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, DVD player, offices](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579352/87fef08c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, DVD player, offices](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579352/ef694e8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579352/6ba32c6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming beach cottage close to the beach with Pool, Bikes, Beach gear and Grill

[](https://www.expedia.ca/Anna-Maria-Hotels-Anna-Maria-Beach-Cottage-109a-Old-Florida-Beach-Cottage.h70579352.Hotel-Information)

Anna Maria

9.6/10

Exceptional

(22 reviews)

"Mom and I just stayed for one night and had a lovely trip. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Brittany B.

CA $381

CA $890 total

includes taxes & fees

Mar 11 - Mar 12

[](https://www.expedia.ca/Anna-Maria-Hotels-Anna-Maria-Beach-Cottage-109a-Old-Florida-Beach-Cottage.h70579352.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/74000000/73780000/73773600/73773534/57afa2e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/74000000/73780000/73773600/73773534/f32e9b25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/74000000/73780000/73773600/73773534/6a0ef616.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/74000000/73780000/73773600/73773534/41a5cb58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Dog friendly cottage - One block to the Bay!

[](https://www.expedia.ca/Anna-Maria-Hotels-Dog-Friendly-Cottage-One-Block-To-The-Bay.h73773534.Hotel-Information)

Anna Maria

9.6/10

Exceptional

(11 reviews)

"Great stay. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mandy R.

CA $419

CA $1,075 total

includes taxes & fees

Mar 25 - Mar 26

[](https://www.expedia.ca/Anna-Maria-Hotels-Dog-Friendly-Cottage-One-Block-To-The-Bay.h73773534.Hotel-Information)

![Beach nearby, sun loungers](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579349/40de95d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579349/aa613016.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579349/2fefe87e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579349/040d7994.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Anna Maria Updated Studio moments from the sand w/ Pool, Beach Gear & Bikes

[](https://www.expedia.ca/Anna-Maria-Hotels-Anna-Maria-Updated-Studio-Moments-From-The-Sand-W-Pool.h70579349.Hotel-Information)

Anna Maria

10/10

Exceptional

(32 reviews)

"Excellent location! Super clean rooms and resort. Peaceful and quiet weekend of relaxation! Definitely recommended! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anonymous traveller

CA $326

CA $793 total

includes taxes & fees

Mar 8 - Mar 9

[](https://www.expedia.ca/Anna-Maria-Hotels-Anna-Maria-Updated-Studio-Moments-From-The-Sand-W-Pool.h70579349.Hotel-Information)

![Beach nearby, sun loungers](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579348/16021fd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579348/380d9ac4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579348/3443d572.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, DVD player, offices](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579348/fb5507ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Anna Maria Beach Cottage 107A Pool, bikes, beach gear, moments from the sand!

[](https://www.expedia.ca/Anna-Maria-Hotels-Anna-Maria-Beach-Cottage-107a-Old-Florida-Beach-Cottage.h70579348.Hotel-Information)

Anna Maria

9.8/10

Exceptional

(22 reviews)

"Host was very friendly and accommodating. The location of the cottage was steps from the beach, great location, can also walk to anywhere on the north end of the island from the cottage. Cottage was clean and comfortable, the grounds where the cottage was neat and well cared for. Perfect place for quick stay as most places require a 1 week minimum."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Michael A.

CA $493

CA $1,031 total

includes taxes & fees

Mar 28 - Mar 29

[](https://www.expedia.ca/Anna-Maria-Hotels-Anna-Maria-Beach-Cottage-107a-Old-Florida-Beach-Cottage.h70579348.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/79000000/78220000/78211400/78211391/83800e42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/79000000/78220000/78211400/78211391/750872ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, streaming services](https://images.trvl-media.com/lodging/79000000/78220000/78211400/78211391/0c52d5b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby, beach towels](https://images.trvl-media.com/lodging/79000000/78220000/78211400/78211391/w1024h765x0y3-1b46321c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beach Don't Kill My Vibe by Beach Boutique Rentals

[](https://www.expedia.ca/Anna-Maria-Hotels-Beach-Dont-Kill-My-Vibe-By-Beach-Boutique-Rentals.h78211391.Hotel-Information)

Anna Maria

10/10

Exceptional

(16 reviews)

"We really enjoyed our brief stay here. Very clean. Great location. Very helpful staff/owner. Great location."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Drew N.

CA $631

CA $884 total

includes taxes & fees

Mar 8 - Mar 9

[](https://www.expedia.ca/Anna-Maria-Hotels-Beach-Dont-Kill-My-Vibe-By-Beach-Boutique-Rentals.h78211391.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/108000000/107130000/107121400/107121352/f96f6503.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/108000000/107130000/107121400/107121352/e257f6f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/108000000/107130000/107121400/107121352/f13cfd30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/108000000/107130000/107121400/107121352/60795038.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Emerald Shores East! Walk to Beach!

[](https://www.expedia.ca/Anna-Maria-Hotels-1-Min-To-Beach.h107121352.Hotel-Information)

Anna Maria

9.8/10

Exceptional

(6 reviews)

"Excellently done everything was perfect "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Luis Alberto C.

CA $409

CA $1,281 total

includes taxes & fees

Mar 8 - Mar 9

[](https://www.expedia.ca/Anna-Maria-Hotels-1-Min-To-Beach.h107121352.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/63000000/63000000/62999900/62999855/736d7dc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/63000000/63000000/62999900/62999855/c29830e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/63000000/63000000/62999900/62999855/5dcb6f39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/63000000/63000000/62999900/62999855/dce4b057.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Freshly Remodeled Island Suite w/ Pool & Pet Friendly

[](https://www.expedia.ca/Anna-Maria-Hotels-Convenient-Well-Equipped-Condo-WShared-Pool.h62999855.Hotel-Information)

Anna Maria

8.4/10

Very good

(35 reviews)

"Great communication, space was exactly as described and was clean/ready for us! Thank you!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Larry R.

CA $182

CA $457 total

includes taxes & fees

Mar 17 - Mar 18

[](https://www.expedia.ca/Anna-Maria-Hotels-Convenient-Well-Equipped-Condo-WShared-Pool.h62999855.Hotel-Information)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/29000000/28880000/28873500/28873478/67577168.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/29000000/28880000/28873500/28873478/8554b2b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/29000000/28880000/28873500/28873478/96f3b971.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/29000000/28880000/28873500/28873478/35e2dde4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Shell We Dance? Charming Bungalow with Fabulous Location and Private Pool!

[](https://www.expedia.ca/Anna-Maria-Hotels-Shell-We-Dance-Charming-Bungalow-With-Fabulous-Location-And-Private-Pool.h28873478.Hotel-Information)

Anna Maria

9.8/10

Exceptional

(179 reviews)

"Location, amenities, pool, cleanliness all were excellent!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lauren M.

CA $622

CA $1,167 total

includes taxes & fees

Mar 9 - Mar 10

[](https://www.expedia.ca/Anna-Maria-Hotels-Shell-We-Dance-Charming-Bungalow-With-Fabulous-Location-And-Private-Pool.h28873478.Hotel-Information)

![A heated pool](https://images.trvl-media.com/lodging/45000000/44130000/44124800/44124768/5e8a496e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/45000000/44130000/44124800/44124768/f72160e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby](https://images.trvl-media.com/lodging/45000000/44130000/44124800/44124768/91a1e507.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/45000000/44130000/44124800/44124768/fe3f6b0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Gulf View Retreat! Pool, Decks and 2 King Beds!

[](https://www.expedia.ca/Anna-Maria-Hotels-Gulf-View-Retreat-Pool.h44124768.Hotel-Information)

Anna Maria

9.6/10

Exceptional

(22 reviews)

"Right on the beach"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Hussein M.

CA $658

CA $1,787 total

includes taxes & fees

Mar 13 - Mar 14

[](https://www.expedia.ca/Anna-Maria-Hotels-Gulf-View-Retreat-Pool.h44124768.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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## Find vacation rentals that suit your style

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Anna+Maria%2C+Florida%2C+United+States+of+America&regionId=74028&latLong=27.53115%2C-82.733438&adults=2&startDate=2026-06-02&d1=2026-06-02&endDate=2026-06-05&d2=2026-06-05&lodging=VACATION_HOME)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Anna+Maria%2C+Florida%2C+United+States+of+America&regionId=74028&latLong=27.53115%2C-82.733438&adults=2&startDate=2026-06-02&d1=2026-06-02&endDate=2026-06-05&d2=2026-06-05&lodging=COTTAGE)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Anna+Maria%2C+Florida%2C+United+States+of+America&regionId=74028&latLong=27.53115%2C-82.733438&adults=2&startDate=2026-06-02&d1=2026-06-02&endDate=2026-06-05&d2=2026-06-05&lodging=CONDO)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Anna+Maria%2C+Florida%2C+United+States+of+America&regionId=74028&latLong=27.53115%2C-82.733438&adults=2&startDate=2026-06-02&d1=2026-06-02&endDate=2026-06-05&d2=2026-06-05&lodging=VILLA)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Anna+Maria%2C+Florida%2C+United+States+of+America&regionId=74028&latLong=27.53115%2C-82.733438&adults=2&startDate=2026-06-02&d1=2026-06-02&endDate=2026-06-05&d2=2026-06-05&lodging=APARTMENT)

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Anna+Maria%2C+Florida%2C+United+States+of+America&regionId=74028&latLong=27.53115%2C-82.733438&adults=2&startDate=2026-06-02&d1=2026-06-02&endDate=2026-06-05&d2=2026-06-05&lodging=APART_HOTEL)

Houseboats

[](https://www.expedia.ca/Hotel-Search?destination=Anna+Maria%2C+Florida%2C+United+States+of+America&regionId=74028&latLong=27.53115%2C-82.733438&adults=2&startDate=2026-06-02&d1=2026-06-02&endDate=2026-06-05&d2=2026-06-05&lodging=HOUSE_BOAT)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Anna+Maria%2C+Florida%2C+United+States+of+America&regionId=74028&latLong=27.53115%2C-82.733438&adults=2&startDate=2026-06-02&d1=2026-06-02&endDate=2026-06-05&d2=2026-06-05&lodging=CABIN)

Residences

[](https://www.expedia.ca/Hotel-Search?destination=Anna+Maria%2C+Florida%2C+United+States+of+America&regionId=74028&latLong=27.53115%2C-82.733438&adults=2&startDate=2026-06-02&d1=2026-06-02&endDate=2026-06-05&d2=2026-06-05&lodging=RESIDENCE)

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## Top Anna Maria Hotel Reviews

![Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!](https://images.trvl-media.com/lodging/23000000/22130000/22127100/22127023/730b5d09_y.jpg)

### Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!

10/10 Excellent

"Everything was Great!"

[](https://expedia.ca/Anna-Maria-Hotels-Castaway-Cottage-Beach-Heated-Private-Pool-Spa-GOLF-CART-INCLUDED.h22127023.Hotel-Information)

![Duplex on North End of Anna Maria Island! With Pool and Grill](https://images.trvl-media.com/lodging/94000000/93350000/93343600/93343505/757071ef_y.jpg)

### Duplex on North End of Anna Maria Island! With Pool and Grill

10/10 Excellent

"Host was most welcoming and the place was great. Very clean!"

[](https://expedia.ca/Anna-Maria-Hotels-Duplex-On-North-End-Of-Anna-Maria-Island-With-Pool-And-Grill.h93343505.Hotel-Information)

![Naut 2 Shabby Cottage  Next-Level Pool Area, Darling FL Cottage - Best of Both!](https://images.trvl-media.com/lodging/58000000/57390000/57388300/57388213/26aa1514_y.jpg)

### Naut 2 Shabby Cottage Next-Level Pool Area, Darling FL Cottage - Best of Both!

10/10 Excellent

"The location is amazing! The pool and hot tub area are also really nice and felt very private. "

[](https://expedia.ca/Anna-Maria-Hotels-Naut-2-Shabby-Cottage-Next-Level-Pool-Area.h57388213.Hotel-Information)

![Pet Friendly Bay-Canal Waterfront! Tiki Bar 5BR, 5BA  Huge Pool, 2 Kayaks/Bikes](https://images.trvl-media.com/lodging/33000000/32080000/32073900/32073855/w1690h1597x558y0-de1a7053_y.jpg)

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

10/10 Excellent

"We really enjoyed our stay. It was very easy to get in touch with the host. The house was well stocked. It was also very clean. The pool area was wonderful. As was the tiki bar. We were able to walk to restaurants and shops. "

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

![The Ballyhoo on Bean Point, 200 feet to a beautiful bayside beach and views!](https://images.trvl-media.com/lodging/26000000/25170000/25165900/25165833/d905b007_y.jpg)

### The Ballyhoo on Bean Point, 200 feet to a beautiful bayside beach and views!

10/10 Excellent

"Nice location to beach access, the place was nice and clean, nothing fancy. Enjoyed the neighborhood cat! "

[](https://expedia.ca/Anna-Maria-Hotels-The-Ballyhoo-On-Bean-Point.h25165833.Hotel-Information)

![Escape to Anna Maria Island!](https://images.trvl-media.com/lodging/43000000/42700000/42695300/42695203/13d39660_y.jpg)

### Escape to Anna Maria Island!

10/10 Excellent

"Our fourth stay here, the hosts are great, and we just love coming here every year!"

[](https://expedia.ca/Sarasota-Hotels-Escape-To-Island-Getaway.h42695203.Hotel-Information)

![Beachy Boathouse Cottage, 2 BR,1BA, Private Pool, Steps to Beach and Bay-](https://images.trvl-media.com/lodging/58000000/57840000/57838500/57838484/5af55d88_y.jpg)

### Beachy Boathouse Cottage, 2 BR,1BA, Private Pool, Steps to Beach and Bay-

10/10 Excellent

"Everything was clean. The home is close to a beach and also not far from stores and restaraunts."

[](https://expedia.ca/Anna-Maria-Hotels-Beachy-Boathouse-Cottage.h57838484.Hotel-Information)

![Resort-Style Ground Floor Suite Heated Pool/Spa 🐢](https://images.trvl-media.com/lodging/66000000/66000000/65994100/65994030/ec6967c7_y.jpg)

### Resort-Style Ground Floor Suite Heated Pool/Spa 🐢

10/10 Excellent

"Hosts were very nice and accommodating. The bungalow was nicer than we expected. Easy short walk to beach access. Great hot tub and pool in shape of Mickey. Location close to a number of restaurants and Northern, quieter, more upscale area of island. My only issue was landscapers with two chainsaws in the middle of afternoon cut into our time to enjoy time at the pool."

[](https://expedia.ca/Sarasota-Hotels-New-Resort-Style-Ground-Floor-Lakefront-Unit-On-North-Shore-Of-Anna-Maria-Island.h65994030.Hotel-Information)

![Love Shack on the Water Most desirable location on AMI](https://images.trvl-media.com/lodging/102000000/101220000/101211900/101211865/274f3f75_y.jpg)

### Love Shack on the Water Most desirable location on AMI

10/10 Excellent

"We had a wonderful time and your place is lovely and in the most perfect location with a nice walk to the Gulf and easy steps to see the sun rise on the Bay. "

[](https://expedia.ca/Anna-Maria-Hotels-Love-Shack-On-The-Water-Most-Desirable-Location-On-AMI.h101211865.Hotel-Information)

## Find out more about Anna Maria

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Anna Maria. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

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- [Guest Houses in Anna Maria ](https://expedia.ca/Anna-Maria-Guest-Houses.d74028-aaGuestHouses.Travel-Guide-Accommodation)

## Frequently asked questions

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- [Best Hotels in West Palm Beach](https://expedia.ca/West-Palm-Beach-Hotels.d2742.Travel-Guide-Hotels)
- [Best Hotels in Fort Myers](https://expedia.ca/Fort-Myers-Hotels.d602729.Travel-Guide-Hotels)
- [Best Hotels in Sarasota](https://expedia.ca/Sarasota-Hotels.d602719.Travel-Guide-Hotels)

Flights

- [Flights to TPA](https://expedia.ca/Cheap-Flights-To-Sarasota.d602719.Travel-Guide-Flights)
- [Flights to APF](https://expedia.ca/Cheap-Flights-To-Naples.d602724.Travel-Guide-Flights)
- [Flights to FMY](https://expedia.ca/Cheap-Flights-To-Fort-Myers.d602729.Travel-Guide-Flights)
- [Flights to DAB](https://expedia.ca/Cheap-Flights-To-Daytona-Beach.d6023995.Travel-Guide-Flights)
- [Flights to DAB](https://expedia.ca/Cheap-Flights-To-Cape-Canaveral.d6484.Travel-Guide-Flights)
- [Flights to EYW](https://expedia.ca/Cheap-Flights-To-Key-West.d1187.Travel-Guide-Flights)

Cars

- [Car rentals in Fort Myers](https://expedia.ca/Car-Rentals-In-Fort-Myers.d602729.Car-Rental-Guide)

Activities

- [Things to do in Sarasota](https://expedia.ca/Things-To-Do-In-Sarasota.d602719.Travel-Guide-Activities)
- [Things to do in Boynton Beach](https://expedia.ca/Things-To-Do-In-Boynton-Beach.d6253.Travel-Guide-Activities)
- [Things to do in Daytona Beach](https://expedia.ca/Things-To-Do-In-Daytona-Beach.d6023995.Travel-Guide-Activities)
- [Things to do in Naples](https://expedia.ca/Things-To-Do-In-Naples.d602724.Travel-Guide-Activities)
- [Things to do in Key West](https://expedia.ca/Things-To-Do-In-Key-West.d1187.Travel-Guide-Activities)
- [Things to do in Cape Coral](https://expedia.ca/Things-To-Do-In-Cape-Coral.d6521.Travel-Guide-Activities)
- [Things to do in St. Augustine](https://expedia.ca/Things-To-Do-In-St-Augustine.d6047864.Travel-Guide-Activities)

Packages

- [Key West Packages](https://expedia.ca/Key-West.d1187.Destination-Travel-Guides)

Vacation Rentals

- [Naples Vacation Rental](https://expedia.ca/Naples-Vacation-Rentals.d602724.Travel-Guide-VacationRentals)

General

- [Visit Cocoa Beach](https://expedia.ca/Cocoa-Beach.dx6549)

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