Title: Anna Maria Island Cottages from CA $291 | 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

[Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&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=553248622847118534&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=553248622847118534&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=553248622847118534&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 Island cottages

![Property grounds](https://images.trvl-media.com/lodging/34000000/33580000/33572000/33571947/a721b76e.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)

![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/34000000/33580000/33572000/33571947/79beefda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Anna Maria

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

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 $491

CA $999 total

includes taxes & fees

Mar 12 - Mar 13

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

![Property grounds](https://images.trvl-media.com/lodging/109000000/108550000/108542900/108542882/f63d2f27.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)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/109000000/108550000/108542900/108542882/3de99b67.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)

### Cottage in Bradenton Beach

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

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 $347

CA $946 total

includes taxes & fees

Mar 13 - Mar 14

[](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/74000000/73530000/73527800/73527703/35ddb29a.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)

![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)

### Cottage in Anna Maria

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

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 $952

CA $1,996 total

includes taxes & fees

Mar 21 - Mar 22

[](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)

![Interior](https://images.trvl-media.com/lodging/74000000/73530000/73527800/73527715/8d9d80c1.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)

### Cottage in Anna Maria

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

9.6/10

Exceptional

(42 reviews)

"The house was fantastic, clean and a great location. It had Everything and more than you needed. Will definitely return for a longer trip x"

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

Danielle E.

CA $602

CA $1,621 total

includes taxes & fees

Mar 5 - Mar 6

[](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)

![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)

![Outdoor dining](https://images.trvl-media.com/lodging/74000000/73530000/73527600/73527575/3b6db26f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Anna Maria

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

8.8/10

Excellent

(34 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 $628

CA $1,540 total

includes taxes & fees

Mar 10 - Mar 11

[](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/120000000/119720000/119717000/119716938/46fc9707.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/120000000/119720000/119717000/119716938/d78ab203.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)

### Cottage in Anna Maria

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

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 $1,180

CA $2,137 total

includes taxes & fees

Mar 15 - Mar 16

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

![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)

![Interior](https://images.trvl-media.com/lodging/101000000/100770000/100762400/100762365/7beefd4a.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)

### Cottage in Sunny Shores

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

9.4/10

Exceptional

(50 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 $135

CA $291 total

includes taxes & fees

Mar 11 - Mar 12

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

![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/120000000/119220000/119218800/119218723/68953436.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)

### Cottage in Bradenton

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

10/10

Exceptional

(4 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 $178

CA $467 total

includes taxes & fees

Mar 31 - Apr 1

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

![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/125000000/124280000/124271800/124271713/35100761.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/125000000/124280000/124271800/124271713/a5e3627e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/125000000/124280000/124271800/124271713/f2cc79e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/125000000/124280000/124271800/124271713/9712d101.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Bradenton

[](https://www.expedia.ca/Bradenton-Hotels-Outdoor-Kitchen-Gaming-Garage-Bradenton-Retreat.h124271713.Hotel-Information)

CA $275

CA $915 total

includes taxes & fees

Mar 24 - Mar 25

[](https://www.expedia.ca/Bradenton-Hotels-Outdoor-Kitchen-Gaming-Garage-Bradenton-Retreat.h124271713.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/126000000/125200000/125193200/125193186/aa3b5688.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/126000000/125200000/125193200/125193186/541bb1c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/126000000/125200000/125193200/125193186/df44450c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/126000000/125200000/125193200/125193186/75eadc07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Sarasota

[](https://www.expedia.ca/Sarasota-Hotels-Stylish-Retro-Vibes-Private-BBQ-Beach-Access.h125193186.Hotel-Information)

CA $94

CA $513 total

includes taxes & fees

Mar 9 - Mar 10

[](https://www.expedia.ca/Sarasota-Hotels-Stylish-Retro-Vibes-Private-BBQ-Beach-Access.h125193186.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)

![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)

![Interior](https://images.trvl-media.com/lodging/21000000/20140000/20139300/20139242/b75b4e3d.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)

### Cottage in Sarasota

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

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 $563

CA $926 total

includes taxes & fees

Mar 5 - Mar 6

[](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/121000000/120980000/120979100/120979087/11b164a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, travel crib, free 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, books, music library](https://images.trvl-media.com/lodging/121000000/120980000/120979100/120979087/b3cc758c.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)

### Cottage in Sarasota

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

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 $209

CA $484 total

includes taxes & fees

Mar 9 - Mar 10

[](https://www.expedia.ca/Sarasota-Hotels-Gulf-Gate-Escape-Near-Siesta.h120979087.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) | Living area](https://images.trvl-media.com/lodging/10000000/9770000/9769000/9768901/66da17bd.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)

![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)

### Cottage in Siesta Key

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

10/10

Exceptional

(194 reviews)

"Great place to stay! "

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

Carlos

CA $482

CA $630 total

includes taxes & fees

Mar 5 - Mar 6

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

![Exterior](https://images.trvl-media.com/lodging/106000000/105470000/105465300/105465281/9191ae4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/106000000/105470000/105465300/105465281/019281da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/106000000/105470000/105465300/105465281/1e09df54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/106000000/105470000/105465300/105465281/5c273bae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Siesta Key Village

[](https://www.expedia.ca/Siesta-Key-Hotels-Blue-Dolphin-Cottage-Steps-From-The-Beach.h105465281.Hotel-Information)

[](https://www.expedia.ca/Siesta-Key-Hotels-Blue-Dolphin-Cottage-Steps-From-The-Beach.h105465281.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)

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

![Sun loungers, beach towels](https://images.trvl-media.com/lodging/36000000/35190000/35183800/35183711/eae9554a.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)

### Cottage in South Village

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

9.6/10

Exceptional

(85 reviews)

"Great stay - flexible early check-in!"

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

Jill P.

CA $135

CA $413 total

includes taxes & fees

Mar 26 - Mar 27

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

![Exterior](https://images.trvl-media.com/lodging/118000000/117370000/117364500/117364420/621ffa15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117370000/117364500/117364420/ad8f5200.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/118000000/117370000/117364500/117364420/d1998cf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/118000000/117370000/117364500/117364420/e83ad35b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Siesta Key Village

[](https://www.expedia.ca/Siesta-Key-Hotels-Yellow-Palm-Cottage-Steps-From-The-Beach.h117364420.Hotel-Information)

10/10

Exceptional

(1 review)

"This place was so cute and quaint! It was just a short walk to the village and to the beach. The grounds were beautiful! A little oasis in the backyard. . Would stay here again!!!"

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

Tami B.

[](https://www.expedia.ca/Siesta-Key-Hotels-Yellow-Palm-Cottage-Steps-From-The-Beach.h117364420.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)

![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)

![Property grounds](https://images.trvl-media.com/lodging/101000000/100010000/100005500/100005416/6de34255.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)

### Cottage in St. Petersburg

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

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 $196

CA $554 total

includes taxes & fees

Mar 10 - Mar 11

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

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

![On the beach](https://images.trvl-media.com/lodging/19000000/18990000/18980200/18980120/49ddd283.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)

### Cottage in Pass-a-Grille

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

9.8/10

Exceptional

(45 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 $624

CA $1,040 total

includes taxes & fees

Mar 9 - Mar 10

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

![House (2 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/126000000/125110000/125108200/125108188/fac30399.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/126000000/125110000/125108200/125108188/1c73c73b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/126000000/125110000/125108200/125108188/12aa7e55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/126000000/125110000/125108200/125108188/44ce967a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Bradenton

[](https://www.expedia.ca/Bradenton-Hotels-Steps-To-Riverwalk-Dtwn-Bradenton-Snowbird-Haven.h125108188.Hotel-Information)

CA $247

CA $777 total

includes taxes & fees

Mar 30 - Mar 31

[](https://www.expedia.ca/Bradenton-Hotels-Steps-To-Riverwalk-Dtwn-Bradenton-Snowbird-Haven.h125108188.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/126000000/125200000/125192200/125192112/1cbee306.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/126000000/125200000/125192200/125192112/d30a16ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/126000000/125200000/125192200/125192112/5bac585b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/126000000/125200000/125192200/125192112/90cc31e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Fruitville

[](https://www.expedia.ca/Sarasota-Hotels-Family-Fun-Ping-Pong.h125192112.Hotel-Information)

CA $375

CA $990 total

includes taxes & fees

Mar 15 - Mar 16

[](https://www.expedia.ca/Sarasota-Hotels-Family-Fun-Ping-Pong.h125192112.Hotel-Information)

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## Top Anna Maria Island Hotel Reviews

![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

"Everything was great, just as stated, just as expected "

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

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

### Tortuga Inn Beach Resort

8/10 Good

"Great location, everything was perfect. Only thing lacking with room 242 is the living room seating is not a couch, they are similar to outdoor day beds that are extremely stiff & small so there isn’t anywhere to relax after a long day in the sun. The master bedroom bed is also not very comfortable, but other than that everything was great if those two things were fixed we would rate this a 10/10 but will give a 7/10 due to uncomfortable seating and bed "

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

8/10 Good

"Should have a clock. Need at least a power strip with USB outlets (existing power strip did not have them). Had to run water a long time to get it hot. Could not get TV volume up past 25."

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

![Bali Hai Beachfront Resort and Spa](https://images.trvl-media.com/lodging/37000000/36290000/36286200/36286167/03108394_y.jpg)

### Bali Hai Beachfront Resort and Spa

10/10 Excellent

"Staff was very nice and rooms were very clean. I had a great time with my son and I can't wait to come back. "

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

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

### Alamanda Villas

6/10 Okay

"The condo was clean, but needed to be updated. It was overpriced in my opinion."

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

![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

"Noah was VERY HELPFUL"

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

![Seaside at Anna Maria Island Inn](https://images.trvl-media.com/lodging/36000000/35620000/35615900/35615805/4142ed75_y.jpg)

### Seaside at Anna Maria Island Inn

2/10 Terrible

"My wife was sick that day before arriving and they couldn’t accommodate us."

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

![Cedar Cove Resort and Cottages](https://images.trvl-media.com/lodging/9000000/8100000/8099700/8099611/0a89d66d_y.jpg)

### Cedar Cove Resort and Cottages

10/10 Excellent

"The facility has an Old-Florida feel with many special touches!"

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

![Anna Maria Beach Resort](https://images.trvl-media.com/lodging/74000000/73260000/73251000/73250924/1ab72d21_y.jpg)

### Anna Maria Beach Resort

10/10 Excellent

"Room was great. Walking distance to some excellent restaurants!"

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

## Find out more about Anna Maria Island

## Anna Maria Island Cottages information

| Number of reviews | 570         |
| ----------------- | ----------- |
| Accommodation     | 61 Cottages |
| Lowest Price      | CA $291     |
| Highest Price     | CA $2,137   |

## 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?

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