Title: Anna Maria Vacation Rentals from CA $663: 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

[Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=74028&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=74028&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=74028&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=74028&startDate=2026-05-08&endDate=2026-05-10&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

![Smart TV](https://images.trvl-media.com/lodging/120000000/120000000/119994400/119994327/8bd9a497.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/120000000/120000000/119994400/119994327/de33ac4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/120000000/120000000/119994400/119994327/c0707eac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/120000000/119994400/119994327/97356361.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tiny Tides: Adorable Cozy House!

[](https://www.expedia.ca/Anna-Maria-Hotels-Tiny-Tides-Adorable-Cozy-House.h119994327.Hotel-Information)

Anna Maria

10/10

Exceptional

(2 reviews)

"This place was amazing. It was very clean and had everything you needed. It’s not a huge place but perfect for singles, couples and small families. "

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

Josh H.

CA $124

CA $675 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Anna-Maria-Hotels-Tiny-Tides-Adorable-Cozy-House.h119994327.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/108000000/107310000/107304600/107304567/10bdccb3.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/108000000/107310000/107304600/107304567/08b5f4cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/108000000/107310000/107304600/107304567/9f9fe635.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/108000000/107310000/107304600/107304567/52a17463.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beachside Duplex w/ Pool and Private Suite

[](https://www.expedia.ca/Anna-Maria-Hotels-Beachside-Duplex-W-Pool-Private-Suite.h107304567.Hotel-Information)

Anna Maria

9.4/10

Exceptional

(3 reviews)

"Amazing relaxing time, perfect accommodations for our budget"

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

Sandi L.

CA $189

CA $986 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Anna-Maria-Hotels-Beachside-Duplex-W-Pool-Private-Suite.h107304567.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

(100 reviews)

"Everything was great"

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

lillybet h.

CA $78

CA $379 total

includes taxes & fees

Jan 26 - Jan 27

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

![Beach nearby](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/716bb273.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)

![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)

![A heated pool](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/94307be0.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

(37 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 $240

CA $833 total

includes taxes & fees

Jan 20 - Jan 21

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

![A heated pool](https://images.trvl-media.com/lodging/74000000/73530000/73527800/73527715/290b6ed5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/74000000/73530000/73527800/73527715/8d9d80c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/74000000/73530000/73527800/73527715/ffc0d99e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/74000000/73530000/73527800/73527715/36cab618.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Adorable Cottage with Covered Balconies and Private Pool

[](https://www.expedia.ca/Anna-Maria-Hotels-Adorable-Cottage-With-Covered-Balconies-And-Private-Pool.h73527715.Hotel-Information)

Anna Maria

9.6/10

Exceptional

(41 reviews)

"Amazing cottage with plenty of amenities and a fantastic location. Just a few minutes walk to the beach, shopping and restaurants. Check-in and check-out were a breeze. The only hiccup was issues with parking. Often the single reserved space below was taken by restaurant clients."

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

C. S.

CA $209

CA $1,089 total

includes taxes & fees

Jan 22 - Jan 23

[](https://www.expedia.ca/Anna-Maria-Hotels-Adorable-Cottage-With-Covered-Balconies-And-Private-Pool.h73527715.Hotel-Information)

![TV, table tennis, offices](https://images.trvl-media.com/lodging/74000000/73530000/73527800/73527755/81f978c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/74000000/73530000/73527800/73527755/b28badbb.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/74000000/73530000/73527800/73527755/290c19fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73530000/73527800/73527755/db34b587.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Island Home with Private Pool, Oversized Front Porch, and Poolside Dining!

[](https://www.expedia.ca/Anna-Maria-Hotels-Island-Home-With-Private-Pool.h73527755.Hotel-Information)

Anna Maria

9.8/10

Exceptional

(62 reviews)

"Overall great location within the island. Walking distance to the beach, shops and restaurants. House was well maintained and had plenty of room for our family. "

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

Jonathan C.

CA $188

CA $1,041 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Anna-Maria-Hotels-Island-Home-With-Private-Pool.h73527755.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/115000000/114540000/114530200/114530175/cb2673a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/115000000/114540000/114530200/114530175/f3f38c83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/115000000/114540000/114530200/114530175/1db349d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114540000/114530200/114530175/w1177h708x23y0-92c774e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Feelin' Salty-Pool Modern Beach House w/Pool/Spa

[](https://www.expedia.ca/Anna-Maria-Hotels-Feelin-Salty-Pool-Beach-House.h114530175.Hotel-Information)

Anna Maria

10/10

Exceptional

(5 reviews)

"Great pool and short walk to bay and beach!"

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

Eric S.

CA $199

CA $967 total

includes taxes & fees

Jan 21 - Jan 22

[](https://www.expedia.ca/Anna-Maria-Hotels-Feelin-Salty-Pool-Beach-House.h114530175.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 $209

CA $1,151 total

includes taxes & fees

Jan 19 - Jan 20

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

![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)

![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)

### 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

(35 reviews)

"Great place for a beach stay on Anna Maria!!!"

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

John F.

CA $227

CA $663 total

includes taxes & fees

Jan 26 - Jan 27

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

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/102000000/101090000/101082500/101082466/205d071f.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)

![Exterior](https://images.trvl-media.com/lodging/102000000/101090000/101082500/101082466/6c0970f3.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

(4 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 $225

CA $779 total

includes taxes & fees

Jan 19 - Jan 20

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

![Property grounds](https://images.trvl-media.com/lodging/74000000/73530000/73527800/73527703/34769f2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73530000/73527800/73527703/35ddb29a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73530000/73527800/73527703/56d1e366.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/74000000/73530000/73527800/73527703/f23fe3bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful Condo on Pine Ave, 2 Blocks to Beach

[](https://www.expedia.ca/Anna-Maria-Hotels-Beautiful-Condo-On-Pine-Ave.h73527703.Hotel-Information)

Anna Maria

8.8/10

Excellent

(25 reviews)

"Great location, clean, and spacious. Pool didn’t work fir a couple of days but they got it fixed the day before we left "

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

Paris K.

CA $244

CA $1,042 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Anna-Maria-Hotels-Beautiful-Condo-On-Pine-Ave.h73527703.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)

![Exterior](https://images.trvl-media.com/lodging/74000000/73780000/73773600/73773534/41a5cb58.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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73780000/73773600/73773534/27653641.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

9.4/10

Exceptional

(10 reviews)

"Great stay. "

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

Mandy R.

CA $188

CA $761 total

includes taxes & fees

Jan 21 - Jan 22

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

![Beach nearby, sun loungers](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579361/b018f64f.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)

![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

9.8/10

Exceptional

(36 reviews)

"Location was perfect"

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

Michael S.

CA $245

CA $669 total

includes taxes & fees

Jan 27 - Jan 28

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

![TV](https://images.trvl-media.com/lodging/74000000/73530000/73528000/73527934/1a4de489.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73530000/73528000/73527934/a3876670.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73530000/73528000/73527934/66a78c84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/74000000/73530000/73528000/73527934/02af3450.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private Home with Pool and Spa, 2 Blocks to Beach and Guest Suite!

[](https://www.expedia.ca/Anna-Maria-Hotels-Private-Home-With-Pool-And-Hot-Tub.h73527934.Hotel-Information)

Anna Maria

9.4/10

Exceptional

(35 reviews)

"Beautiful house! Great location! "

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

Kim R.

CA $270

CA $1,150 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Anna-Maria-Hotels-Private-Home-With-Pool-And-Hot-Tub.h73527934.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73640000/73638600/73638518/4252e4a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/74000000/73640000/73638600/73638518/dda179df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/74000000/73640000/73638600/73638518/4d79cda8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/74000000/73640000/73638600/73638518/09dd0895.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### AMI Breeze! Relaxed Luxury Near the Gulf!

[](https://www.expedia.ca/Anna-Maria-Hotels-Luxury-Home-With-Pool.h73638518.Hotel-Information)

Anna Maria

9.6/10

Exceptional

(9 reviews)

"Location, location, location!! Great weekend getaway destination. Close to restaurants, shops and the beach!"

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

Kim B.

CA $323

CA $1,083 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Anna-Maria-Hotels-Luxury-Home-With-Pool.h73638518.Hotel-Information)

![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/74000000/73530000/73527400/73527399/4abd4fc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/74000000/73530000/73527400/73527399/5d9788d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/74000000/73530000/73527400/73527399/65aea630.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/74000000/73530000/73527400/73527399/627944b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Canal Home with Pool & Dock Near Beach

[](https://www.expedia.ca/Anna-Maria-Hotels-Canal-Home-With-Pool-Dock-Near-Beach.h73527399.Hotel-Information)

Anna Maria

9.6/10

Exceptional

(8 reviews)

"The only negative I can say is that my trip wasn't longer. This property is fantastic. Great location and had everything we needed. I would highly recommend it and can't wait to book it again!"

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

Angela R.

CA $254

CA $987 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Anna-Maria-Hotels-Canal-Home-With-Pool-Dock-Near-Beach.h73527399.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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579348/e5ba197f.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

(21 reviews)

"My fiancé and I stayed at the cottages this past weekend and it was one of most relaxing weekend. Everyone there was so nice and helpful. We can’t wait to book another trip soon!!"

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

Matthew S.

CA $235

CA $682 total

includes taxes & fees

Jan 21 - Jan 22

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

![A heated pool](https://images.trvl-media.com/lodging/74000000/73530000/73528000/73527928/0bd3cb15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, foosball](https://images.trvl-media.com/lodging/74000000/73530000/73528000/73527928/cfe099c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/74000000/73530000/73528000/73527928/2ef3cd60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/74000000/73530000/73528000/73527928/a65c1bd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private Home with Pool and Hot Tub, just 5 Houses to the Water!

[](https://www.expedia.ca/Anna-Maria-Hotels-Private-Home-With-Pool-And-Hot-Tub.h73527928.Hotel-Information)

Anna Maria

9.4/10

Exceptional

(31 reviews)

"Clean, nice open kitchen and living room, nice pool/hot tub and patio space, and great quiet location close to Bean Point! Excellent communication with property management group!"

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

Rachelle S.

CA $288

CA $1,033 total

includes taxes & fees

Feb 3 - Feb 4

[](https://www.expedia.ca/Anna-Maria-Hotels-Private-Home-With-Pool-And-Hot-Tub.h73527928.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)

![Exterior](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579352/3651a6cc.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

(21 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 $242

CA $702 total

includes taxes & fees

Jan 21 - Jan 22

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

![Exterior](https://images.trvl-media.com/lodging/74000000/73530000/73527600/73527575/326f581a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/74000000/73530000/73527600/73527575/01da71cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/74000000/73530000/73527600/73527575/411633fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73530000/73527600/73527575/95b97511.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful Guest House Near the Beach with Private Pool!

[](https://www.expedia.ca/Anna-Maria-Hotels-Beautiful-Guest-House-Near-The-Beach-With-Private-Pool.h73527575.Hotel-Information)

Anna Maria

8.8/10

Excellent

(32 reviews)

"Beautiful home perfectly located near the beach, bars and restaurants. "

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

Bibiana G.

CA $249

CA $1,051 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Anna-Maria-Hotels-Beautiful-Guest-House-Near-The-Beach-With-Private-Pool.h73527575.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=2026-02-01&endDate=2026-02-02&regionId=74028&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Private vacation homes

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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=2026-04-18&d1=2026-04-18&endDate=2026-04-21&d2=2026-04-21&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=2026-04-18&d1=2026-04-18&endDate=2026-04-21&d2=2026-04-21&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=2026-04-18&d1=2026-04-18&endDate=2026-04-21&d2=2026-04-21&lodging=VILLA)

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=2026-04-18&d1=2026-04-18&endDate=2026-04-21&d2=2026-04-21&lodging=APART_HOTEL)

Apartments

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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=2026-04-18&d1=2026-04-18&endDate=2026-04-21&d2=2026-04-21&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=2026-04-18&d1=2026-04-18&endDate=2026-04-21&d2=2026-04-21&lodging=CABIN)

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## Top Anna Maria Hotel Reviews

![🏝 LOCAL LANDMARK.         The BLUE HOUSE on PINE 🐬Casa Caliente🐬](https://images.trvl-media.com/lodging/35000000/34340000/34336600/34336528/w903h633x0y7-a3413d4c_y.jpg)

### 🏝 LOCAL LANDMARK. The BLUE HOUSE on PINE 🐬Casa Caliente🐬

10/10 Excellent

"Absolutely beautiful home within walking distance of great restaurants, shops, and the beach. The pool and tiki bar were perfect for hanging out! We will definitely stay here again when we return to Anna Maria island!"

[](https://expedia.ca/Anna-Maria-Hotels-AMIs-Local-LANDMARKThe-BLUE-HOUSE-On-PINE-Casa-Calienta.h34336528.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

"House was a perfect fit for my family on this vacation! Lots of amenities and a great outdoor space! "

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

![North end AMI, 5* luxury home in one of the prettiest towns on gulf coast!](https://images.trvl-media.com/lodging/22000000/21440000/21432600/21432575/1f295646_y.jpg)

### North end AMI, 5\* luxury home in one of the prettiest towns on gulf coast!

10/10 Excellent

"The house was in a great location with easy access to the beach. Large living room and kitchen/dining area allowing plenty of space. Kitchen was well equipped. The outdoor kitchen and pool area was nice. A couple of maintenance issues (elevator and grill) were not able to be addressed during our stay but I’m sure that was mainly due to the holiday. Would definitely recommend this house to others and would stay here again if we return to AMI!"

[](https://expedia.ca/Anna-Maria-Hotels-North-End-AMI.h21432575.Hotel-Information)

![Naut 2 Shabby Bungalow - A sweet and cozy getaway on Pine Avenue!](https://images.trvl-media.com/lodging/69000000/68650000/68643000/68642988/5d2c9642_y.jpg)

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

10/10 Excellent

"It was wonderful and left nothing to be desired."

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

![Beautifully Updated Home North End of Island, Screen lanai Grill and beach gear](https://images.trvl-media.com/lodging/117000000/116400000/116399300/116399246/efffb73f_y.jpg)

### Beautifully Updated Home North End of Island, Screen lanai Grill and beach gear

10/10 Excellent

"Perfect location, great space and very responsive host! "

[](https://expedia.ca/Anna-Maria-Hotels-Beautifully-Updated-Home-North-End-Of-Island.h116399246.Hotel-Information)

![Cozy couples hideaway! 5-min walk to beautiful white sand beach at Bean Point.](https://images.trvl-media.com/lodging/69000000/68220000/68214400/68214307/13987648_y.jpg)

### Cozy couples hideaway! 5-min walk to beautiful white sand beach at Bean Point.

10/10 Excellent

"Amenities were wonderful— beach chairs, cart, umbrella— all appreciated!"

[](https://expedia.ca/Anna-Maria-Hotels-Cozy-Couples-Hideaway-5-Min-Walk-To-Beautiful-White-Sand-Beach-At-Bean-Point.h68214307.Hotel-Information)

![Anna Maria Beach Cottage 109G Old-Florida beach cottage,moments from the sand!](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579354/f4e43d59_y.jpg)

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

10/10 Excellent

"The unit was absolutely darling refurbished after the hurricane. A block and a half from the Gulf of Mexico. Easy walking distance to many restaurants and shops. Bikes, chairs and beach toys were available for free. There were wagons to put things in to the beach. The process of making reservations was easy. Emails were welcoming and polite. The cleaning lady was friendly and polite. Excellent place to stay. We would definitely come back to with Fran Maxon Real Estate."

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

![Shell We Dance? Charming Bungalow with Fabulous Location and Private Pool!](https://images.trvl-media.com/lodging/29000000/28880000/28873500/28873478/c43fe459_y.jpg)

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

10/10 Excellent

"Perfect. "

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

![Charming cottage located close to beach - Private heated pool!](https://images.trvl-media.com/lodging/94000000/93350000/93343600/93343538/ebe7c578_y.jpg)

### Charming cottage located close to beach - Private heated pool!

10/10 Excellent

"Great location, close to great beaches. House also great with everything you need for a Florida get away!I would highly recommend this home for families. It is difficult for adults to get up the spiral staircase to the upstairs loft area with 3 queen beds. Worked out perfectly for our family. "

[](https://expedia.ca/Anna-Maria-Hotels-Charming-Cottage-Located-Close-To-Beach-Private-Heated-Pool.h93343538.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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- [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 FMY](https://expedia.ca/Cheap-Flights-To-Punta-Gorda.d9394.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 New Smyrna Beach](https://expedia.ca/Things-To-Do-In-New-Smyrna-Beach.d8943.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 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)

General

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

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