Title: Anna Maria Island Cottages from CA $296 | 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)[Vacation Rentals in Anna Maria Island](https://expedia.ca/Anna-Maria-Island-Vacation-Rentals.d553248622847118534.Travel-Guide-VacationRentals)[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)

![Anna Maria Island, FL

Pier ](https://images.trvl-media.com/place/553248622847118534/f6726703-de53-4942-875e-504e17e1a1f7.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/553248622847118534/f6726703-de53-4942-875e-504e17e1a1f7.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=553248622847118534&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=553248622847118534&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=553248622847118534&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=553248622847118534&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 Island cottages

![Property grounds](https://images.trvl-media.com/lodging/109000000/108550000/108542900/108542882/f63d2f27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby](https://images.trvl-media.com/lodging/109000000/108550000/108542900/108542882/a41d4a18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/109000000/108550000/108542900/108542882/w1920h764x0y0-c22fef67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108550000/108542900/108542882/e3386d90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Romantic Island Getaway! Just Steps from the Beach

[](https://www.expedia.ca/Bradenton-Beach-Hotels-Romantic-Island-Getaway-Just-Steps-From-The-Beach.h108542882.Hotel-Information)

Bradenton Beach

8.8/10

Excellent

(3 reviews)

"It was great! Check in was super easy and anything you would need is nearby. "

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

Thomas N.

CA $208

CA $758 total

includes taxes & fees

Jan 18 - Jan 19

[](https://www.expedia.ca/Bradenton-Beach-Hotels-Romantic-Island-Getaway-Just-Steps-From-The-Beach.h108542882.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/74000000/73530000/73527800/73527703/81d3478d.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)

![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 $243

CA $1,041 total

includes taxes & fees

Jan 20 - Jan 21

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

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

![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/74000000/73530000/73527800/73527715/36cab618.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/74000000/73530000/73527800/73527715/8cc233be.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 $208

CA $1,087 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)

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

![Outdoor dining](https://images.trvl-media.com/lodging/74000000/73530000/73527600/73527575/3b6db26f.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)

![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)

### 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 $1,049 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)

![Exterior](https://images.trvl-media.com/lodging/120000000/119720000/119717000/119716938/e977907f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/120000000/119720000/119717000/119716938/a9349684.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119720000/119717000/119716938/ac814582.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/120000000/119720000/119717000/119716938/46fc9707.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### SunSalt Cottage\~5 min to Beach, Shops & Restaurants\~PrivatePool

[](https://www.expedia.ca/Anna-Maria-Hotels-SunSalt-Cottage5-Min-To-Beach.h119716938.Hotel-Information)

Anna Maria

10/10

Exceptional

(1 review)

"Absolutely lovely place to stay. The four of us were SO comfortable. The place was clean and beautiful. Very well maintained. You can tell by the high quality finishes that this is someone’s home and they maintain it as such. There was an unforeseen circumstance that popped up with the island doing some work that affected the house while we were there. I messaged the owner and within minutes he had replied and had all the necessary people on the way to fix it. They fixed it all while we were at...

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

Devon F.

CA $1,296

CA $2,302 total

includes taxes & fees

Feb 16 - Feb 17

[](https://www.expedia.ca/Anna-Maria-Hotels-SunSalt-Cottage5-Min-To-Beach.h119716938.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/124000000/123770000/123769200/123769182/c52353c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/124000000/123770000/123769200/123769182/bbffc537.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/124000000/123770000/123769200/123769182/e96d0f9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123770000/123769200/123769182/bb071c81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sea Glass Cottage North End Of Anna Maria• 2bed/2 bath w/ pool Steps to Beach

[](https://www.expedia.ca/Anna-Maria-Hotels-Sea-Glass-Cottage-North-End-Of-Anna-Maria-2bed2-Bath-W-Pool-Steps-To-Beach.h123769182.Hotel-Information)

Anna Maria

CA $971

CA $1,809 total

includes taxes & fees

Feb 2 - Feb 3

[](https://www.expedia.ca/Anna-Maria-Hotels-Sea-Glass-Cottage-North-End-Of-Anna-Maria-2bed2-Bath-W-Pool-Steps-To-Beach.h123769182.Hotel-Information)

![The Cottage, 3 Bedroom 2 Bath (2 Kings, 1 Queen, 2 Twins) | Terrace/patio](https://images.trvl-media.com/lodging/10000000/9770000/9769000/9768901/643b1018.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![The Cottage, 3 Bedroom 2 Bath (2 Kings, 1 Queen, 2 Twins) | Private kitchen](https://images.trvl-media.com/lodging/10000000/9770000/9769000/9768901/cdf5ba63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![The Cottage, 3 Bedroom 2 Bath (2 Kings, 1 Queen, 2 Twins) | Living area](https://images.trvl-media.com/lodging/10000000/9770000/9769000/9768901/66da17bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby, white sand, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/10000000/9770000/9769000/9768901/e9ce27d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Inn On Siesta Key

[](https://www.expedia.ca/Sarasota-Hotels-The-Inn-On-Siesta-Key.h9768901.Hotel-Information)

Siesta Key

10/10

Exceptional

(193 reviews)

"Great place to stay! "

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

Carlos

CA $361

CA $485 total

includes taxes & fees

Jan 21 - Jan 22

[](https://www.expedia.ca/Sarasota-Hotels-The-Inn-On-Siesta-Key.h9768901.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/121000000/120980000/120979100/120979087/11b164a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/121000000/120980000/120979100/120979087/13a6ee5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books, music library](https://images.trvl-media.com/lodging/121000000/120980000/120979100/120979087/ba5110e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sun loungers, beach towels](https://images.trvl-media.com/lodging/121000000/120980000/120979100/120979087/e0d4cce2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Escape near Siesta Key with Hot Tub, BBQ, and Fire pit

[](https://www.expedia.ca/Sarasota-Hotels-Gulf-Gate-Escape-Near-Siesta.h120979087.Hotel-Information)

Sarasota

10/10

Exceptional

(1 review)

"Perfect vacation get away. Host are very good to work with. Everything was exactly as we wanted it! "

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

Kara F.

CA $198

CA $473 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Sarasota-Hotels-Gulf-Gate-Escape-Near-Siesta.h120979087.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/101000000/100770000/100762400/100762365/920c998b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/101000000/100770000/100762400/100762365/d8fcba0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/101000000/100770000/100762400/100762365/35e9b7a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/101000000/100770000/100762400/100762365/3b75902b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The "Grouper"

[](https://www.expedia.ca/Bradenton-Hotels-The-Grouper.h100762365.Hotel-Information)

Sunny Shores

9.4/10

Exceptional

(45 reviews)

"We really enjoyed our stay here. So close to AMI "

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

Taylor B.

CA $138

CA $296 total

includes taxes & fees

Feb 7 - Feb 8

[](https://www.expedia.ca/Bradenton-Hotels-The-Grouper.h100762365.Hotel-Information)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/122000000/121760000/121750700/121750643/9a2bb818.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/122000000/121760000/121750700/121750643/070efe09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/122000000/121760000/121750700/121750643/4efe0afa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/122000000/121760000/121750700/121750643/91b3f667.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 3 Mi to Downtown Bradenton: Family Home w/ Yard!

[](https://www.expedia.ca/Bradenton-Hotels-3-Mi-To-Downtown-Bradenton-Family-Home-W-Yard.h121750643.Hotel-Information)

Bradenton

CA $160

CA $670 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Bradenton-Hotels-3-Mi-To-Downtown-Bradenton-Family-Home-W-Yard.h121750643.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/101000000/100410000/100405900/100405851/380da52e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/101000000/100410000/100405900/100405851/2298fe42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![18 bedrooms, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/101000000/100410000/100405900/100405851/99616354.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/101000000/100410000/100405900/100405851/c23c792e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tropical Treehouse · Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed

[](https://www.expedia.ca/Siesta-Key-Hotels-Siesta-Key-Sanctuary-Pool-Kayaks-TikiHut-King-Bed.h100405851.Hotel-Information)

Siesta Key

9.2/10

Wonderful

(5 reviews)

"We really enjoyed the cleanliness and location. Pool was great. Having our own deck was nice. Great views. Highly recommend. "

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

Rolly N.

CA $184

CA $449 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Siesta-Key-Hotels-Siesta-Key-Sanctuary-Pool-Kayaks-TikiHut-King-Bed.h100405851.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/120000000/119220000/119218800/119218723/48baa852.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/120000000/119220000/119218800/119218723/ca750835.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119220000/119218800/119218723/ba7ee855.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119220000/119218800/119218723/4cdc81ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 7mi to Anna Maria Newly Renovated Private Cottage

[](https://www.expedia.ca/Bradenton-Hotels-7mi-To-Anna-Maria-Newly-Renovated-Private-Cottage.h119218723.Hotel-Information)

Bradenton

10/10

Exceptional

(3 reviews)

"I stayed for 9 days. It was in a great location in Bradenton...just minutes from the beach, shopping and dining. It was clean and quiet. I would stay there again."

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

MO L.

CA $118

CA $394 total

includes taxes & fees

Jan 26 - Jan 27

[](https://www.expedia.ca/Bradenton-Hotels-7mi-To-Anna-Maria-Newly-Renovated-Private-Cottage.h119218723.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/124000000/123970000/123961700/123961665/a6c61e98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123970000/123961700/123961665/e6ced0b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/124000000/123970000/123961700/123961665/b85b59da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/124000000/123970000/123961700/123961665/c70c8e0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 1-bedroom cottage in a park like setting! Close to Spring Training and Beaches.

[](https://www.expedia.ca/Sarasota-Hotels-Cozy-1-Bedroom-Cottage-That-Meetsto-A-County-Park-In-Beautiful-Sarasota-With-AC.h123961665.Hotel-Information)

Bayou Oaks

CA $82

CA $149 total

includes taxes & fees

Feb 4 - Feb 5

[](https://www.expedia.ca/Sarasota-Hotels-Cozy-1-Bedroom-Cottage-That-Meetsto-A-County-Park-In-Beautiful-Sarasota-With-AC.h123961665.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/36000000/35190000/35183800/35183711/5122da99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/36000000/35190000/35183800/35183711/acf4cc49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/36000000/35190000/35183800/35183711/34efc24b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/36000000/35190000/35183800/35183711/72c0bdc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.

[](https://www.expedia.ca/Siesta-Key-Hotels-Heated-Pool.h35183711.Hotel-Information)

South Village

9.6/10

Exceptional

(82 reviews)

"Great condo. The location is perfect. The pool was the best. Will stay here again."

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

Jeanne J.

CA $138

CA $422 total

includes taxes & fees

Jan 28 - Jan 29

[](https://www.expedia.ca/Siesta-Key-Hotels-Heated-Pool.h35183711.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/21000000/20140000/20139300/20139242/d296bf67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/21000000/20140000/20139300/20139242/b75b4e3d.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/21000000/20140000/20139300/20139242/eaf7ced7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/21000000/20140000/20139300/20139242/89874f88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

[](https://www.expedia.ca/Siesta-Key-Hotels-Siesta-Key-Beachside-Getaway-Cottage-Walking-Distance-To-Beach-And-Village.h20139242.Hotel-Information)

Sarasota

9.2/10

Wonderful

(178 reviews)

"Wonderful property with an excellent location! Beach access was across the street and the trolley pick-up was at the end of the block. The village was within walking distance as well. The property was very clean and the beds were comfortable. The washer and dryer is located right outside of the unit and beach chairs and a cooler were provided. We look forward to booking this property again in the future! "

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

Alison B.

CA $319

CA $618 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Siesta-Key-Hotels-Siesta-Key-Beachside-Getaway-Cottage-Walking-Distance-To-Beach-And-Village.h20139242.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/101000000/100010000/100005500/100005416/7c5e23ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100010000/100005500/100005416/a36947f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/101000000/100010000/100005500/100005416/d993b6a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/101000000/100010000/100005500/100005416/904bf92e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### St Pete/gulfport Tiny little small home

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-St-Petegulfport-Tiny-Little-Small-Home.h100005416.Hotel-Information)

St. Petersburg

10/10

Exceptional

(3 reviews)

"The house was decorated nicely, it was clean, and inside/outside was well kept. The hosts were lovely and responded quickly to questions with precise information. If I need a place to stay in Gulfport again, I would not hesitate to stay!"

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

Karen J.

CA $199

CA $558 total

includes taxes & fees

Jan 18 - Jan 19

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-St-Petegulfport-Tiny-Little-Small-Home.h100005416.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/51000000/50920000/50919500/50919454/f7169e4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach](https://images.trvl-media.com/lodging/51000000/50920000/50919500/50919454/dca37942.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/51000000/50920000/50919500/50919454/3111efa5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/51000000/50920000/50919500/50919454/8c87680d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sunny PaG Island rental w/bikes-just steps2beach

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Townhome.h50919454.Hotel-Information)

Pass-a-Grille

9.0/10

Wonderful

(18 reviews)

"Short walk to the beach and well-kept property. Very neat area."

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

Emily M.

CA $301

CA $542 total

includes taxes & fees

Feb 2 - Feb 3

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Townhome.h50919454.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/90000000/89680000/89675700/89675681/89889a4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/90000000/89680000/89675700/89675681/ad79efcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/90000000/89680000/89675700/89675681/0fb35f2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/90000000/89680000/89675700/89675681/4a886c51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Downtown Cottage | Walk Everywhere, Park once

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Cute-Historic-Renovated-Bungalow-In-The-Heart-Of-St-Pete.h89675681.Hotel-Information)

Historic Old Northeast

10/10

Exceptional

(4 reviews)

"The location is great. in a few minutes you are in North Shore Park walking along Tampa Bay. The cottage was clean and cozy. We just might rent it again next time we visit family in the area."

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

Cynthia S.

CA $265

CA $542 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Cute-Historic-Renovated-Bungalow-In-The-Heart-Of-St-Pete.h89675681.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/61000000/60620000/60616500/60616412/2c01ef53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Flat-screen TV](https://images.trvl-media.com/lodging/61000000/60620000/60616500/60616412/3a85e995.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/61000000/60620000/60616500/60616412/680598dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Coffee/tea maker](https://images.trvl-media.com/lodging/61000000/60620000/60616500/60616412/072a31d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Nook Cottage Across street from beach and Heated Pool

[](https://www.expedia.ca/Siesta-Key-Hotels-Nook-Cottage-Across-Street-From-Beach-And-Heated-Pool.h60616412.Hotel-Information)

Siesta Key

10/10

Exceptional

(4 reviews)

"They have really thought of everything and gone above and beyond to make our stay as comfortable as possible. Everything was very clean! Paige was a wonderful guide and host for the local area!"

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

Derek N.

CA $398

CA $934 total

includes taxes & fees

Jan 21 - Jan 22

[](https://www.expedia.ca/Siesta-Key-Hotels-Nook-Cottage-Across-Street-From-Beach-And-Heated-Pool.h60616412.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/19000000/18990000/18980200/18980120/8fab23d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/19000000/18990000/18980200/18980120/93f0dfbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/19000000/18990000/18980200/18980120/a91f1f1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/19000000/18990000/18980200/18980120/ec468328.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Steps 2 Beach-Island Cottage w/king bd+2bike+parking

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Steps-2-Beach-Island-Cottage-Wking-Bd2bikeparking.h18980120.Hotel-Information)

Pass-a-Grille

9.8/10

Exceptional

(42 reviews)

"Quiet neighborhood away from the tourist areas. 50 steps to a beautiful white sandy beach:) charming little place, very clean and comfortable. sunsets were beautiful and almost no rain all week:)"

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

James C.

CA $329

CA $622 total

includes taxes & fees

Jan 25 - Jan 26

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Steps-2-Beach-Island-Cottage-Wking-Bd2bikeparking.h18980120.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

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Apartments

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Cottages

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Cabins

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Houseboats

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## Top Anna Maria Island Hotel Reviews

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

### Silver Surf Gulf Beach Resort

10/10 Excellent

"Room, pool and property were great, staff was super helpful and proximity to beach and restaurants was as described. We will be back again!"

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

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

### Bridgewalk Resort

10/10 Excellent

"Staff was very courteous .... the room was fantastic and the location was perfect! Looking at booking here again next year."

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

![Haley's at The Anna Maria Island Inn](https://images.trvl-media.com/lodging/1000000/900000/897700/897646/fc900ac2_y.jpg)

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

10/10 Excellent

"Very cute property! The room is small but we saw that on the description so expected that and it was perfect for us and our stay. Nicely appointed and very clean. Excellent location and easy check in. Recommend!"

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

![Alamanda Villas](https://images.trvl-media.com/lodging/121000000/120120000/120114200/120114144/c4463db9_y.jpg)

### Alamanda Villas

10/10 Excellent

"I loved the location, for a couple the place is wonderful, I would only request, 2 nice beach chairs and an umbrella. Great communication, clean, we will come back for sure. "

[](https://expedia.ca/Holmes-Beach-Hotels-Alamanda-Villas.h120114144.Hotel-Information)

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

### The Retreat at Anna Maria Island Inn

10/10 Excellent

"We brought our two toddlers and it was such a stress free experience and that says a lot! The place was clean, beds were comfortable, beach access right across the street, and heated pool. We will be back in the future! "

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

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

### Pelican Post at Anna Maria Island Inn

10/10 Excellent

"Great room. Very clean. Good communication from property staff. "

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

![Driftwood at Anna Maria Island Inn](https://images.trvl-media.com/lodging/95000000/95000000/94993900/94993833/288b4afd_y.jpg)

### Driftwood at Anna Maria Island Inn

10/10 Excellent

"Very Nice. As described"

[](https://expedia.ca/Holmes-Beach-Hotels-Driftwood-At-Anna-Maria-Island-Inn.h94993833.Hotel-Information)

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

### Anna Maria Beach Resort

10/10 Excellent

"Excellent"

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

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

### Seaside at Anna Maria Island Inn

10/10 Excellent

"Room was very clean, roomy and the staff was super great I would definitely stay there again. "

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

## Find out more about Anna Maria Island

## Anna Maria Island Cottages information

| Number of reviews | 538         |
| ----------------- | ----------- |
| Accommodation     | 61 Cottages |
| Lowest Price      | CA $296     |
| Highest Price     | CA $2,302   |

## Frequently asked questions

### What are the best cottages in Anna Maria Island?

### What are the best cheap cottages in Anna Maria Island?

### Are there any family-friendly cottages in Anna Maria Island?

### Why book your cottage in Anna Maria Island with Expedia?

### How can I find cheap cottages in Anna Maria Island?

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- [Adults Only Resorts & in Ilexhurst ](https://www.expedia.ca/Ilexhurst-Holmes-Beach-Hotels-Adults-Only-Resorts.0-n553248635976475937-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels)
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- [Key Royale Hotels ](https://www.expedia.ca/Key-Royale-Holmes-Beach-Hotels.0-n553248635976481193-0.Travel-Guide-Filter-Hotels)
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- [Flights to Anna Maria ](https://www.expedia.ca/Cheap-Flights-To-Anna-Maria.d74028.Travel-Guide-Flights)
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- [Holmes Beach Vacations ](https://www.expedia.ca/Holmes-Beach.d55128.Destination-Travel-Guides)

- [Car rental Holmes Beach ](https://www.expedia.ca/Car-Rentals-In-Holmes-Beach.d55128.Car-Rental-Guide)

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- [Book Cottages in Anna Maria Island on Expedia.com ](https://www.expedia.com/Anna-Maria-Island-Cottages.d553248622847118534-aaCottages.Travel-Guide-Accommodation)