Title: Anna Maria Island Villas from CA $366 | 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)

![Aerial view of Anna Maria Island town and beaches, barrier island on Florida Gulf Coast. Manatee County. USA](https://images.trvl-media.com/place/553248622847118534/f326c25d-1521-4a0f-89cd-549c4c590304.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/553248622847118534/f326c25d-1521-4a0f-89cd-549c4c590304.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 villas

![Exterior](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/558aecbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

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

### Villa in Anna Maria

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

9.8/10

Exceptional

(37 reviews)

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

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

Michel

CA $240

CA $833 total

includes taxes & fees

Jan 20 - Jan 21

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

![Exterior](https://images.trvl-media.com/lodging/123000000/122230000/122225700/122225657/15a35812.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/123000000/122230000/122225700/122225657/d51780de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/123000000/122230000/122225700/122225657/8fc88978.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122230000/122225700/122225657/e81c3179.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Holmes Beach

[](https://www.expedia.ca/Holmes-Beach-Hotels-Beachfront-Paradise-Ground-Level-With-Heated-Pool.h122225657.Hotel-Information)

CA $278

CA $868 total

includes taxes & fees

Jan 21 - Jan 22

[](https://www.expedia.ca/Holmes-Beach-Hotels-Beachfront-Paradise-Ground-Level-With-Heated-Pool.h122225657.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/123000000/122270000/122269100/122269025/2d773279.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122270000/122269100/122269025/eb040b7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122270000/122269100/122269025/w1200h720x0y0-ceea8366.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122270000/122269100/122269025/w1200h719x0y0-353519d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Holmes Beach

[](https://www.expedia.ca/Holmes-Beach-Hotels-NEW-Beach-FrontHeated-Pool-Coconuts-107.h122269025.Hotel-Information)

CA $487

CA $1,027 total

includes taxes & fees

Feb 7 - Feb 8

[](https://www.expedia.ca/Holmes-Beach-Hotels-NEW-Beach-FrontHeated-Pool-Coconuts-107.h122269025.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/41000000/40290000/40280300/40280261/d1e1e9b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/41000000/40290000/40280300/40280261/c5f0fc40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/41000000/40290000/40280300/40280261/33df57cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/41000000/40290000/40280300/40280261/5db32930.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Anna Maria

[](https://www.expedia.ca/Anna-Maria-Hotels-Anna-Maria-Island-Bungalow-With-Pool-Across-The-Street-From-Beach.h40280261.Hotel-Information)

9.2/10

Wonderful

(59 reviews)

"Really nice."

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

Dee J.

CA $225

CA $781 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Anna-Maria-Hotels-Anna-Maria-Island-Bungalow-With-Pool-Across-The-Street-From-Beach.h40280261.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/41000000/40290000/40281700/40281663/5d18b318.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/41000000/40290000/40281700/40281663/8ede5b63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/41000000/40290000/40281700/40281663/99497a2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/41000000/40290000/40281700/40281663/d4c72a53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Anna Maria

[](https://www.expedia.ca/Anna-Maria-Hotels-Bayfront-Bliss-Pool.h40281663.Hotel-Information)

9.6/10

Exceptional

(94 reviews)

"The property is just as described! It was incredible. The beach and stores were all walking distance. Definitely would stay there again."

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

Gilaine F.

CA $334

CA $1,081 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Anna-Maria-Hotels-Bayfront-Bliss-Pool.h40281663.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/41000000/40290000/40281800/40281750/5d728169.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/41000000/40290000/40281800/40281750/bcbb2f00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/41000000/40290000/40281800/40281750/b37a731d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/41000000/40290000/40281800/40281750/6b4908b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Anna Maria

[](https://www.expedia.ca/Anna-Maria-Hotels-Beautiful-Bungalow-Enjoy-Resort-Style-Pool-Steps-From-The-Bay-And-Pine-Ave.h40281750.Hotel-Information)

9.6/10

Exceptional

(51 reviews)

"Great location! Beautifully decorated."

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

Dana F.

CA $301

CA $967 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Anna-Maria-Hotels-Beautiful-Bungalow-Enjoy-Resort-Style-Pool-Steps-From-The-Bay-And-Pine-Ave.h40281750.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281598/68ea063f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281598/4539214a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281598/736d3c86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281598/ff9ab75b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Anna Maria

[](https://www.expedia.ca/Anna-Maria-Hotels-Bayside-Retreat-With-Pool-And-Bay-Views-Near-Beaches.h40281598.Hotel-Information)

9.6/10

Exceptional

(72 reviews)

"Everything was as in the pictures "

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

Julio César R.

CA $383

CA $1,155 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Anna-Maria-Hotels-Bayside-Retreat-With-Pool-And-Bay-Views-Near-Beaches.h40281598.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/123000000/122190000/122182400/122182334/65356120.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122190000/122182400/122182334/97e655f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/123000000/122190000/122182400/122182334/983c7f5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/123000000/122190000/122182400/122182334/c4e22d0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in South Bradenton

[](https://www.expedia.ca/Bradenton-Hotels-Mi-Pequena-Casa-22-On-A-Lake.h122182334.Hotel-Information)

8.0/10

Very good

(1 review)

"I just want to say the place is nice, but it needs more cleaning. There was a lot of pet hair, and the floor was dirty. These are small things, but if they paid a little more attention to those details, it would be absolutely fantastic, a perfect 100\. If you asked me if I would recommend it, my answer would be yes. As I said before, the place is very nice, comfortable, and cozy, and the neighborhood is very quiet. Would I go back? Of course I would, just please, more cleaning!"

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

Maria I

CA $168

CA $366 total

includes taxes & fees

Jan 31 - Feb 1

[](https://www.expedia.ca/Bradenton-Hotels-Mi-Pequena-Casa-22-On-A-Lake.h122182334.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/100000000/99540000/99539200/99539178/6eb440d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/100000000/99540000/99539200/99539178/033b13db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/100000000/99540000/99539200/99539178/8e605469.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/100000000/99540000/99539200/99539178/07b4f92d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Bradenton

[](https://www.expedia.ca/Bradenton-Hotels-Tropical-Studio-Riverpark-Front-Villa-Only-Minutes-From-Beaches-Pet-Friendly.h99539178.Hotel-Information)

10/10

Exceptional

(32 reviews)

"Enjoyed our stay."

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

Nathan H.

CA $277

CA $530 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Bradenton-Hotels-Tropical-Studio-Riverpark-Front-Villa-Only-Minutes-From-Beaches-Pet-Friendly.h99539178.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/101000000/100290000/100287200/100287155/3ce56f0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/101000000/100290000/100287200/100287155/8a64e156.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/101000000/100290000/100287200/100287155/99e91ec1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/101000000/100290000/100287200/100287155/b0cdaecb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Central Sarasota

[](https://www.expedia.ca/Sarasota-Hotels-Updated-Downtown-Sarasota-Villa.h100287155.Hotel-Information)

9.6/10

Exceptional

(7 reviews)

"Would stay again "

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

Josh R.

CA $207

CA $476 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Sarasota-Hotels-Updated-Downtown-Sarasota-Villa.h100287155.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/123000000/122950000/122943700/122943675/7e887c8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/123000000/122950000/122943700/122943675/98874dd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/123000000/122950000/122943700/122943675/93882875.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor spa tub](https://images.trvl-media.com/lodging/123000000/122950000/122943700/122943675/462f54aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Childs Park

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-3-Bedroom-Villa-In-Enchanting-St-Petersburg-With-AC-Comfort.h122943675.Hotel-Information)

CA $178

CA $464 total

includes taxes & fees

Jan 26 - Jan 27

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-3-Bedroom-Villa-In-Enchanting-St-Petersburg-With-AC-Comfort.h122943675.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/109000000/108540000/108530200/108530119/06df27dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/109000000/108540000/108530200/108530119/784eab97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108540000/108530200/108530119/281cf723.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, computer monitors, printers](https://images.trvl-media.com/lodging/109000000/108540000/108530200/108530119/bac577ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Bradenton

[](https://www.expedia.ca/Bradenton-Hotels-W-Bradenton-Country-Club-Estates.h108530119.Hotel-Information)

9.2/10

Wonderful

(12 reviews)

"Perfect spot for golf tournament. "

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

Amy K.

CA $313

CA $735 total

includes taxes & fees

Feb 16 - Feb 17

[](https://www.expedia.ca/Bradenton-Hotels-W-Bradenton-Country-Club-Estates.h108530119.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/36000000/35190000/35185100/35185092/b8e0feb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/36000000/35190000/35185100/35185092/c2b84370.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/36000000/35190000/35185100/35185092/dc99519f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/36000000/35190000/35185100/35185092/d2a6f177.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in South Village

[](https://www.expedia.ca/Siesta-Key-Hotels-Heated-Pool.h35185092.Hotel-Information)

9.4/10

Exceptional

(51 reviews)

"Stayed at the property prior to our cruise out of port canaveral. Was perfect for our needs - steps to the beach and close to many stores/cafes/etc. would definitely stay again. "

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

John K.

CA $138

CA $423 total

includes taxes & fees

Feb 3 - Feb 4

[](https://www.expedia.ca/Siesta-Key-Hotels-Heated-Pool.h35185092.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/67000000/66940000/66937900/66937856/a0efd596.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/67000000/66940000/66937900/66937856/63dd94bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/67000000/66940000/66937900/66937856/b1dba35c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/67000000/66940000/66937900/66937856/e1476281.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in South Village

[](https://www.expedia.ca/Siesta-Key-Hotels-Completely-Remodeled-150-Yards-To-Beach-And-Restaurants.h66937856.Hotel-Information)

10/10

Exceptional

(37 reviews)

"We had a great stay, having the pool and beach so close was perfect. We appreciated the beach gear and laundry as well. "

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

Kelsey B.

CA $487

CA $939 total

includes taxes & fees

Feb 10 - Feb 11

[](https://www.expedia.ca/Siesta-Key-Hotels-Completely-Remodeled-150-Yards-To-Beach-And-Restaurants.h66937856.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/103000000/102820000/102819400/102819352/559f6800.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/103000000/102820000/102819400/102819352/3426debe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/102820000/102819400/102819352/71d40599.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/103000000/102820000/102819400/102819352/56e79f04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Bradenton

[](https://www.expedia.ca/Bradenton-Hotels-Charming-3-Bd-2-Ba-Villa-In-Cool-Bradenton-WiFi-AC-Laundry-Lanai-Community-Pool.h102819352.Hotel-Information)

CA $278

CA $975 total

includes taxes & fees

Feb 2 - Feb 3

[](https://www.expedia.ca/Bradenton-Hotels-Charming-3-Bd-2-Ba-Villa-In-Cool-Bradenton-WiFi-AC-Laundry-Lanai-Community-Pool.h102819352.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/118000000/117210000/117201500/117201426/889194f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/118000000/117210000/117201500/117201426/d52c4d0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/118000000/117210000/117201500/117201426/ebbea775.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/118000000/117210000/117201500/117201426/a6ba59e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Madeira Beach

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Beachside-Bliss-Rooftop-Gulf-Views-Fun-Vibes.h117201426.Hotel-Information)

10/10

Exceptional

(1 review)

"Could not have asked for a better place to stay. Everyone in our party commented on how amazing it was. We were just a few steps from beach access and felt pampered. They provided everything we needed for an amazing stay! You won’t be disappointed with this place. Thank you "

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

stacy w.

CA $527

CA $1,555 total

includes taxes & fees

Jan 28 - Jan 29

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Beachside-Bliss-Rooftop-Gulf-Views-Fun-Vibes.h117201426.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/101000000/100650000/100641600/100641547/fbc920a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100650000/100641600/100641547/5bada401.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100650000/100641600/100641547/ce8ab8cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, video games, books](https://images.trvl-media.com/lodging/101000000/100650000/100641600/100641547/f9eda9c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Madeira Beach

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-5-Oceanfront-Heated-Pool-Huge-Patio-3BR-2BA-6BED.h100641547.Hotel-Information)

9.0/10

Wonderful

(7 reviews)

"Beautiful view. Enjoyed our stay and appreciated the quickness of our host to respond to messages."

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

Amy R.

CA $600

CA $972 total

includes taxes & fees

Feb 2 - Feb 3

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-5-Oceanfront-Heated-Pool-Huge-Patio-3BR-2BA-6BED.h100641547.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/123000000/122590000/122581600/122581551/1e8fd704.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/123000000/122590000/122581600/122581551/c5959ab9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122590000/122581600/122581551/21582adf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![8 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/123000000/122590000/122581600/122581551/c29d51cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Madeira Beach

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Sleeps-24-Beachfront-Resort-Outdoor-Pool-7BR.h122581551.Hotel-Information)

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Sleeps-24-Beachfront-Resort-Outdoor-Pool-7BR.h122581551.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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Aparthotels

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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)

![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 clean. Staff was excellent. Beach views were breathtaking…will definitely be going back."

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

## Find out more about Anna Maria Island

## Anna Maria Island Villas information

| Number of reviews | 393       |
| ----------------- | --------- |
| Accommodation     | 40 Villas |
| Lowest Price      | CA $366   |
| Highest Price     | CA $1,555 |

## Frequently asked questions

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

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

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

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