Title: Anna Maria Vacation Rentals from CA $530: 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

[Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=74028&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=74028&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

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

In four months

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

## Our top choices for Anna Maria vacation rentals

![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)

![Terrace/patio](https://images.trvl-media.com/lodging/108000000/107310000/107304600/107304567/52a17463.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)

### 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 $359

CA $1,210 total

includes taxes & fees

Feb 28 - Mar 1

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

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

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

![TV, offices](https://images.trvl-media.com/lodging/108000000/107130000/107121400/107121352/19614960.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

### Emerald Shores East! Walk to Beach!

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

Anna Maria

9.8/10

Exceptional

(6 reviews)

"Excellently done everything was perfect "

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

Luis Alberto C.

CA $334

CA $1,162 total

includes taxes & fees

Feb 20 - Feb 21

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

![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)

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

### Beautiful Bungalow with Pool and Bay Views!

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

Anna Maria

9.8/10

Exceptional

(38 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 $237

CA $821 total

includes taxes & fees

Feb 9 - Feb 10

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

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

![Dining](https://images.trvl-media.com/lodging/74000000/73530000/73527400/73527399/bd060c2e.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)

### 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 $252

CA $974 total

includes taxes & fees

Feb 9 - Feb 10

[](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/71000000/70580000/70579400/70579354/f4e43d59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579354/b88de622.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)

![Exterior](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579354/b1d8a0ee.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

(37 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 $295

CA $752 total

includes taxes & fees

Feb 9 - Feb 10

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

![Dining](https://images.trvl-media.com/lodging/115000000/114540000/114530200/114530175/w3000h1796x0y0-89266bcd.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 $269

CA $1,050 total

includes taxes & fees

Feb 17 - Feb 18

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

(38 reviews)

"Location was perfect"

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

Michael S.

CA $266

CA $694 total

includes taxes & fees

Feb 10 - Feb 11

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

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73530000/73528000/73527928/e6cce12d.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)

### 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

9.2/10

Wonderful

(32 reviews)

"The location was great! Close to the beach and plenty of privacy. We appreciated having access to beach chairs, umbrellas, and beach towels. Overall, great! "

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

Phil L.

CA $247

CA $980 total

includes taxes & fees

Feb 9 - Feb 10

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

![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)

![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)

### 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 $336

CA $1,161 total

includes taxes & fees

Feb 9 - Feb 10

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

"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 $303

CA $1,206 total

includes taxes & fees

Feb 12 - Feb 13

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

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

![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)

![Exterior](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579348/3443d572.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 $310

CA $781 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Anna-Maria-Hotels-Anna-Maria-Beach-Cottage-107a-Old-Florida-Beach-Cottage.h70579348.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/74000000/73530000/73528000/73527934/66a78c84.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)

![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

(37 reviews)

"My husband and I had a great week staying here. We had everything that we needed for our stay, the house was very comfortable. We loved spending time in the pool and spa!"

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

Jesse Z.

CA $272

CA $1,141 total

includes taxes & fees

Feb 9 - Feb 10

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

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

![Interior](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579349/7602fd23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

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

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

Anna Maria

10/10

Exceptional

(31 reviews)

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

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

Anonymous traveller

CA $266

CA $712 total

includes taxes & fees

Feb 8 - Feb 9

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

![Dining](https://images.trvl-media.com/lodging/94000000/93350000/93342900/93342891/5ac077f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/94000000/93350000/93342900/93342891/62d2e124.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/94000000/93350000/93342900/93342891/b23793da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/94000000/93350000/93342900/93342891/84a7d1b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Elevated North-End Home Near the Beach!

[](https://www.expedia.ca/Anna-Maria-Hotels-Elevated-North-End-Home-Near-The-Beach.h93342891.Hotel-Information)

Anna Maria

9.4/10

Exceptional

(3 reviews)

"We stayed for a weekend to enjoy the beach. The house is right on the beach, so the location is absolutely perfect. They had beach chairs, and a little beach cart, which came in handy. The view from the deck is phenomenal. The house came equipped with all the basic things needed, like coffee maker, toaster, pots & pans, etc. The photos in the listing are old though, and the house does not have 3 bathrooms. There seems to have been the bottom floor before the hurricane, which must have housed the...

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

Sanja J.

CA $410

CA $1,385 total

includes taxes & fees

Feb 11 - Feb 12

[](https://www.expedia.ca/Anna-Maria-Hotels-Elevated-North-End-Home-Near-The-Beach.h93342891.Hotel-Information)

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

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

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

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579363/43d908e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

Anna Maria

9.4/10

Exceptional

(24 reviews)

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

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

Nancy E.

CA $310

CA $790 total

includes taxes & fees

Feb 10 - Feb 11

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

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

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

![Marina](https://images.trvl-media.com/lodging/34000000/33580000/33572000/33571947/c70bf7ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

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

Anna Maria

9.6/10

Exceptional

(122 reviews)

"Great location"

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

Steve H.

CA $492

CA $987 total

includes taxes & fees

Mar 7 - Mar 8

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

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/121000000/120450000/120443900/120443802/d79aef16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120450000/120443900/120443802/e046214a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/121000000/120450000/120443900/120443802/w1200h716x0y0-42669ed6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/121000000/120450000/120443900/120443802/9f6ac989.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### NEW! Blue Pearl\~Heated Pool/Spa\~Walkable Pine Ave!

[](https://www.expedia.ca/Anna-Maria-Hotels-NEW-Blue-PearlHeated-PoolSpaWalkable-Pine-Ave-Guest-House-For-Added-Space.h120443802.Hotel-Information)

Anna Maria

10/10

Exceptional

(1 review)

"Beautiful house! It’s an older home that has been remodeled so it has lots of charm and character with all the modern conveniences of a new house. The backyard is the highlight! We loved the pool and hot tub (just be sure to start the heater in the hot tub an hour prior to use it because it takes time to warm up). The location is absolutely perfect! It’s a short walk to the beach, and the hostess provides nice pool chairs, umbrella and a wagon. Lots of restaurants and stores that are walking...

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

Ana Cynthia P.

CA $410

CA $1,496 total

includes taxes & fees

Feb 16 - Feb 17

[](https://www.expedia.ca/Anna-Maria-Hotels-NEW-Blue-PearlHeated-PoolSpaWalkable-Pine-Ave-Guest-House-For-Added-Space.h120443802.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)

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

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

### 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 $310

CA $790 total

includes taxes & fees

Feb 10 - Feb 11

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

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

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

![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 $321

CA $907 total

includes taxes & fees

Feb 18 - Feb 19

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

![Interior](https://images.trvl-media.com/lodging/122000000/121850000/121842500/121842414/w1199h797x1y0-bd9c4544.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/122000000/121850000/121842500/121842414/f47227e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121850000/121842500/121842414/w1200h800x0y1-2f563979.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![7 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121850000/121842500/121842414/056d60ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### NEW\~Gorgeous! Arcade!\~ Heated pool/spa\~North End!

[](https://www.expedia.ca/NEWGorgeous-Arcade-Heated-PoolspaNorth-End.h121842414.Hotel-Information)

Anna Maria

10/10

Exceptional

(1 review)

"The home is excellent for large families. Perfect location 2 blocks from the beach. We walked to the beach with the whole family. The house was absolutely stunning. Plenty of space for a large family. All room had there own bathroom which was a plus! The kitchen was well equipped with plenty of space and sitting areas. Each room was personally decorated beautifully. The game room was a hit for the kids. The backyard was beautifully done with a perfect size pool, large jacuzzi, pool table, bbq...

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

niaann m.

[](https://www.expedia.ca/NEWGorgeous-Arcade-Heated-PoolspaNorth-End.h121842414.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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Cottages

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Condos

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Villas

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Aparthotels

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Apartments

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Houseboats

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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=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=CABIN)

Residences

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## Top Anna Maria Hotel Reviews

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

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

10/10 Excellent

"The host was excellent very nice extremely helpful if you needed the amenities were nothing I have seen before. We have been traveling to Florida and staying at places all over for probably 14 years and this is the only place that really had the amenities and made you feel welcome we stayed at places with heated pools but well if the weather wasn’t good it wasn’t heated not this place. They said heated pool. We were unfortunately there when the temperatures dropped to the low 50s and he kept the pool heated into the 80s, which was great. We had a brief power outage while we were there but I wasn’t worried about it at all, but as soon as the power went out, the host texted us right away reminded us where lights were lanterns, flashlights the tentativeness of the host is remarkable."

[](https://expedia.ca/Anna-Maria-Hotels-Castaway-Cottage-Beach-Heated-Private-Pool-Spa-GOLF-CART-INCLUDED.h22127023.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 near Bean Point. Loved the screened in porch. Plenty of room in the house. "

[](https://expedia.ca/Anna-Maria-Hotels-Charming-Cottage-Located-Close-To-Beach-Private-Heated-Pool.h93343538.Hotel-Information)

![🏝 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

"Home was excellent. Frankie answered all ??? timely"

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

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

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

10/10 Excellent

"Great communication. Wonderful location, super clean."

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

![Anna Maria Beach Cottage 110B  Updated studio beach cottage, steps to the sand!](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579361/b018f64f_y.jpg)

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

10/10 Excellent

"This is our second time staying in this cottage, and it won’t be our last. Everything you need and nothing you don’t. Plus, they had the room ready 3 hours before “check in time”. The weather cooperated given this was a late January visit and we got to spend 6 sunny days on the beach. "

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

"The house was very clean and prepared well for our arrival. Great location, the island is beautiful!Cannot wait to return!"

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

![Newly Renovated Pet Friendly Waterview w/Private Heated Pool/Spa & Cabana Bar](https://images.trvl-media.com/lodging/108000000/107340000/107339600/107339516/w2128h1597x356y0-848f5085_y.jpg)

### Newly Renovated Pet Friendly Waterview w/Private Heated Pool/Spa & Cabana Bar

10/10 Excellent

"Beautiful home - host was very responsive "

[](https://expedia.ca/Anna-Maria-Hotels-New-Luxury-Waterfront-Views-WPrivate-Heated-PoolSpa-Cabana-Bar-Sleeps-16.h107339516.Hotel-Information)

![Bella Vista: Bay front with gorgeous views and outdoor living space.](https://images.trvl-media.com/lodging/68000000/67410000/67403900/67403882/947b14f0_y.jpg)

### Bella Vista: Bay front with gorgeous views and outdoor living space.

10/10 Excellent

"Great location overlooking the bay. The outdoor chaise lounges had mildew on them.Fry pans could use a refresh. Beach chairs would have been nice to have.Otherwise a good house"

[](https://expedia.ca/Bella-Vista-Bay-Front-With-Gorgeous-Views-And-Outdoor-Living-Space.h67403882.Hotel-Information)

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

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

10/10 Excellent

"Kitchen was stocked with all utensils. Property had travel cleaning products and bathroom toiletries as well. Right on Pine Ave, and very walkable to shops/restaurants. Also directly in front of a trolley stop which is very helpful. Would most definitely stay here again, and highly recommend! "

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

## Find out more about Anna Maria

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

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- [Apartments in Anna Maria ](https://expedia.ca/Anna-Maria-Apartments.d74028-aaApartments.Travel-Guide-Accommodation)
- [Resorts in Anna Maria ](https://expedia.ca/Anna-Maria-Resort-Hotels.d74028-aaResortHotels.Travel-Guide-Accommodation)
- [Guest Houses in Anna Maria ](https://expedia.ca/Anna-Maria-Guest-Houses.d74028-aaGuestHouses.Travel-Guide-Accommodation)

## Frequently asked questions

### Can I find a vacation rental in Anna Maria?

### What are some of the best vacation rentals that Anna Maria has to offer?

### How many vacation rentals are there in Anna Maria?

### What can I see and do in Anna Maria?

### What are vacation rentals like in Anna Maria?

### Expedia's Latest Trends

Hotels

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- [Cocoa Beach Oceanfront Hotels](https://expedia.ca/Cocoa-Beach-Hotels-Oceanfront-Hotels.0-0-d6549-tOceanfrontHotels.Travel-Guide-Filter-Hotels)
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Flights

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

Cars

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

Activities

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- [Things to do in Daytona Beach](https://expedia.ca/Things-To-Do-In-Daytona-Beach.d6023995.Travel-Guide-Activities)
- [Things to do in Naples](https://expedia.ca/Things-To-Do-In-Naples.d602724.Travel-Guide-Activities)
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- [Things to do in St. Augustine](https://expedia.ca/Things-To-Do-In-St-Augustine.d6047864.Travel-Guide-Activities)

Packages

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

Vacation Rentals

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

General

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

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