Title: Anna Maria Island Vacation Rentals from CA $353: Short-Term Rentals for 2026 | 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)[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)

# Anna Maria Island Vacation Rentals

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## Check prices for these dates

In two weeks

[Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&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 three months

[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 four months

[Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2026-04-17&endDate=2026-04-19&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 vacation rentals

![Beach nearby, white sand, sun loungers, beach towels](https://images.trvl-media.com/lodging/1000000/900000/897700/897646/fc900ac2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/900000/897700/897646/2b81b23e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![King Room | Garden view](https://images.trvl-media.com/lodging/1000000/900000/897700/897646/222a0692.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool, open 8:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/1000000/900000/897700/897646/efe82ada.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

Holmes Beach

8.6/10

Excellent

(403)

"Beautiful location. Walking distance to beach. "

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

Maria

CA $438

CA $554 total

includes taxes & fees

Dec 27 - Dec 28

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

![Interior](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579348/e2144f3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579348/4b9de084.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579348/efa75e87.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

9.6/10

Exceptional

(20)

"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 $228

CA $667 total

includes taxes & fees

Jan 6 - Jan 7, 2026

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

![Exterior](https://images.trvl-media.com/lodging/17000000/16010000/16001900/16001812/a71dc126.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, pillowtop beds, free WiFi, bed sheets](https://images.trvl-media.com/lodging/17000000/16010000/16001900/16001812/bdd0449e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, pillowtop beds, free WiFi, bed sheets](https://images.trvl-media.com/lodging/17000000/16010000/16001900/16001812/32e3bf8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, pillowtop beds, free WiFi, bed sheets](https://images.trvl-media.com/lodging/17000000/16010000/16001900/16001812/da8fadd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Seabreeze at Anna Maria Island Inn

[](https://www.expedia.ca/Sarasota-Hotels-Anna-Maria-Island-Inn.h16001812.Hotel-Information)

Bradenton Beach

9.0/10

Wonderful

(61)

"Very great stay will stay again "

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

Joseph

CA $386

CA $489 total

includes taxes & fees

Jan 6 - Jan 7, 2026

[](https://www.expedia.ca/Sarasota-Hotels-Anna-Maria-Island-Inn.h16001812.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/121000000/120120000/120114200/120114144/c4463db9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Classic Condo](https://images.trvl-media.com/lodging/121000000/120120000/120114200/120114144/79258cff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120120000/120114200/120114144/052fa09b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach, white sand](https://images.trvl-media.com/lodging/121000000/120120000/120114200/120114144/0d4c4896.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Alamanda Villas

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

Holmes Beach

10/10

Exceptional

(3)

"The location is wonderful for beach access,places to eat and grocery is block away. Small parking area if more than one couple stay. Had a great stay."

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

Traci

CA $288

CA $598 total

includes taxes & fees

Jan 4 - Jan 5, 2026

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

![Exterior](https://images.trvl-media.com/lodging/68000000/67680000/67676100/67676083/4174e2ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![55-inch Smart TV with digital channels, TV](https://images.trvl-media.com/lodging/68000000/67680000/67676100/67676083/2d6f0d61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 Bedroom King Suite | Living area](https://images.trvl-media.com/lodging/68000000/67680000/67676100/67676083/9c445d8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/68000000/67680000/67676100/67676083/ce1b2724.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pelican Post at Anna Maria Island Inn

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

Bradenton Beach

9.2/10

Wonderful

(335)

"Fabulous stay! Super clean!"

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

Sarah

CA $318

CA $403 total

includes taxes & fees

Jan 5 - Jan 6, 2026

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

![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)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579361/6db8dfc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579361/ebba9faa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579361/933a3ccd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

Anna Maria

9.8/10

Exceptional

(36)

"Location was perfect"

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

Michael S.

CA $217

CA $619 total

includes taxes & fees

Jan 5 - Jan 6, 2026

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

![Outdoor dining](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579352/a1280f33.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/e210d958.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579352/fa5106d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Anna Maria Beach Cottage 109A -Charming beach cottage, pool, steps to the beach!

[](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)

"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 $235

CA $678 total

includes taxes & fees

Jan 13 - Jan 14, 2026

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

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579354/ca968fa8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579354/b44b7d12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579354/f8337cf2.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

(34)

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

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

John F.

CA $223

CA $644 total

includes taxes & fees

Jan 5 - Jan 6, 2026

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

![Sun loungers, beach towels](https://images.trvl-media.com/lodging/40000000/39530000/39524600/39524590/c7ceb92e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/40000000/39530000/39524600/39524590/6cb2604a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/40000000/39530000/39524600/39524590/eec5d03c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/40000000/39530000/39524600/39524590/28b307cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Anna Maria Sunsets - studio

[](https://www.expedia.ca/Sarasota-Hotels-Anna-Maria-Sunsets-Studio.h39524590.Hotel-Information)

Bradenton Beach

9.2/10

Wonderful

(250)

"Condo was great, clean , very comfortable. Great parking. Access to the beach was awesome. Free trollie outside to go up and down the island. Would definitely stay here again. "

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

Susan

CA $154

CA $353 total

includes taxes & fees

Jan 2 - Jan 3, 2026

[](https://www.expedia.ca/Sarasota-Hotels-Anna-Maria-Sunsets-Studio.h39524590.Hotel-Information)

![Beach nearby, sun loungers](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579351/339be2ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579351/c5d2dbca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579351/2afae4fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579351/3adf92de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Adorable Cottage moments to beach w/ pool, beach gear, bikes

[](https://www.expedia.ca/Anna-Maria-Hotels-Adorable-Cottage-Moments-To-Beach-W-Pool.h70579351.Hotel-Information)

Anna Maria

9.8/10

Exceptional

(14)

"Loved how the cottage is wqlking distance to the beach and also restaurants."

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

Pamela

CA $350

CA $891 total

includes taxes & fees

Jan 13 - Jan 14, 2026

[](https://www.expedia.ca/Anna-Maria-Hotels-Adorable-Cottage-Moments-To-Beach-W-Pool.h70579351.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579363/ceaa5385.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579363/5ebac2f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579363/0506265e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579363/dc83acb4.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)

"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 $246

CA $701 total

includes taxes & fees

Jan 6 - Jan 7, 2026

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

![Pool](https://images.trvl-media.com/lodging/107000000/106950000/106949700/106949691/7b12e622.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/107000000/106950000/106949700/106949691/f2ef59f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/107000000/106950000/106949700/106949691/fc451858.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/107000000/106950000/106949700/106949691/36ec279a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sunset View Pet Friendly w/Pool Beach Home

[](https://www.expedia.ca/Bradenton-Beach-Hotels-Sunset-View-32-Pet-Friendly.h106949691.Hotel-Information)

Bradenton Beach

10/10

Exceptional

(27)

"The cutest little place! We loved how close it was to the beach and that it was pet friendly. Plenty of spots to sleep without feeling on top of each other. It was perfect for what we needed! "

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

Ashley O.

CA $234

CA $978 total

includes taxes & fees

Jan 7 - Jan 8, 2026

[](https://www.expedia.ca/Bradenton-Beach-Hotels-Sunset-View-32-Pet-Friendly.h106949691.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/58000000/57950000/57945300/57945262/b0d28a75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/58000000/57950000/57945300/57945262/180-76d434d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/58000000/57950000/57945300/57945262/9d56c667.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/58000000/57950000/57945300/57945262/5bfa617b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Anna Maria Beach Condo 1/1

[](https://www.expedia.ca/Sarasota-Hotels-Anna-Maria-Beach-Condo-11.h57945262.Hotel-Information)

Bradenton Beach

9.8/10

Exceptional

(198)

"Excellent location, great condo, good local restaurants. "

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

Lloyd

CA $185

CA $476 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Sarasota-Hotels-Anna-Maria-Beach-Condo-11.h57945262.Hotel-Information)

![A heated pool](https://images.trvl-media.com/lodging/34000000/33720000/33714400/33714385/aad06b25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33720000/33714400/33714385/60d109e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/34000000/33720000/33714400/33714385/5cc5db2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33720000/33714400/33714385/4c7433a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa #4 Sand Dollar! Pool, Porch, Near the Beach!

[](https://www.expedia.ca/Holmes-Beach-Hotels-Relax-In-Style-At-Villa-4-Sand-Dollar-With-Shared-Pool-Steps-To-The-Beach.h33714385.Hotel-Information)

Holmes Beach

9.6/10

Exceptional

(47)

"would stay here again"

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

Richard H.

CA $541

CA $1,196 total

includes taxes & fees

Jan 1 - Jan 2, 2026

[](https://www.expedia.ca/Holmes-Beach-Hotels-Relax-In-Style-At-Villa-4-Sand-Dollar-With-Shared-Pool-Steps-To-The-Beach.h33714385.Hotel-Information)

![A heated pool](https://images.trvl-media.com/lodging/84000000/83400000/83391600/83391555/854370ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83400000/83391600/83391555/c12c487d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/84000000/83400000/83391600/83391555/89d5126e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/84000000/83400000/83391600/83391555/79689fab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mello on the Beach - Looney Dunes

[](https://www.expedia.ca/Holmes-Beach-Hotels-Mello-On-The-Beach-Looney-Dunes.h83391555.Hotel-Information)

Holmes Beach

10/10

Exceptional

(15)

"The pool is even better in person than in photos. The room is absolutely adorable and immaculate. The location is right on beach. "

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

LYNN D.

CA $346

CA $488 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Holmes-Beach-Hotels-Mello-On-The-Beach-Looney-Dunes.h83391555.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)

![A heated pool](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/ed3fe6a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/6b536dc5.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/41000000/40290000/40281600/40281514/e425bec3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful Bungalow with Pool and Bay Views!

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

Anna Maria

9.8/10

Exceptional

(37)

"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 $319

CA $911 total

includes taxes & fees

Jan 13 - Jan 14, 2026

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

![Beach](https://images.trvl-media.com/lodging/40000000/39980000/39978500/39978461/173eb672.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/40000000/39980000/39978500/39978461/7582b4bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/40000000/39980000/39978500/39978461/e813a41b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/40000000/39980000/39978500/39978461/5f7f1c89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Anna Maria Beach Condo 1/1

[](https://www.expedia.ca/Sarasota-Hotels-Anna-Maria-Beach-Condo-11.h39978461.Hotel-Information)

Bradenton Beach

9.8/10

Exceptional

(239)

"Beautiful condo. Great location. "

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

Daniel B.

CA $240

CA $549 total

includes taxes & fees

Jan 5 - Jan 6, 2026

[](https://www.expedia.ca/Sarasota-Hotels-Anna-Maria-Beach-Condo-11.h39978461.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/103000000/102300000/102299600/102299562/072736e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102300000/102299600/102299562/a45f5e42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/103000000/102300000/102299600/102299562/w1587h1067x0y0-e871c295.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/103000000/102300000/102299600/102299562/95b8db5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Perfect Bradenton Beach Escape; 2BR Sunset Balcony/Walk to all Restaurants/Shops

[](https://www.expedia.ca/Bradenton-Beach-Hotels-Beachfront-Directly-On-Bradenton-Beach.h102299562.Hotel-Information)

Bradenton Beach

10/10

Exceptional

(10)

"This place was amazing . Best vacation stay so far."

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

Mark C.

CA $271

CA $590 total

includes taxes & fees

Jan 7 - Jan 8, 2026

[](https://www.expedia.ca/Bradenton-Beach-Hotels-Beachfront-Directly-On-Bradenton-Beach.h102299562.Hotel-Information)

![Beach nearby, white sand, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/6000000/5420000/5411200/5411119/def997fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort Villa, 2 Bedrooms, Non Smoking, Garden View | Private kitchen](https://images.trvl-media.com/lodging/6000000/5420000/5411200/5411119/91866373.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/6000000/5420000/5411200/5411119/4caa2fcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/6000000/5420000/5411200/5411119/33da3e6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Palm Tree Villas

[](https://www.expedia.ca/Sarasota-Hotels-Palm-Tree-Villas.h5411119.Hotel-Information)

Holmes Beach

9.2/10

Wonderful

(172)

"We had a great stay! The property was located within a short walk to the beach. We will be back!"

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

Anonymous traveller

[](https://www.expedia.ca/Sarasota-Hotels-Palm-Tree-Villas.h5411119.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)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579349/35eb4794.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579349/eb486336.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579349/a7597990.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

9.8/10

Exceptional

(30)

"Enjoyed the property, pool, the closeness to the beach"

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

Susane D.

CA $219

CA $638 total

includes taxes & fees

Jan 5 - Jan 6, 2026

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

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-01-09&endDate=2026-01-10&regionId=553248622847118534&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Private vacation homes

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Condos

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Aparthotels

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Apartments

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Villas

[](https://www.expedia.ca/Hotel-Search?destination=Anna+Maria+Island%2C+Florida%2C+United+States+of+America&regionId=553248622847118534&latLong=27.504126%2C-82.714477&adults=2&startDate=2026-03-26&d1=2026-03-26&endDate=2026-03-29&d2=2026-03-29&lodging=VILLA)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Anna+Maria+Island%2C+Florida%2C+United+States+of+America&regionId=553248622847118534&latLong=27.504126%2C-82.714477&adults=2&startDate=2026-03-26&d1=2026-03-26&endDate=2026-03-29&d2=2026-03-29&lodging=COTTAGE)

Houseboats

[](https://www.expedia.ca/Hotel-Search?destination=Anna+Maria+Island%2C+Florida%2C+United+States+of+America&regionId=553248622847118534&latLong=27.504126%2C-82.714477&adults=2&startDate=2026-03-26&d1=2026-03-26&endDate=2026-03-29&d2=2026-03-29&lodging=HOUSE_BOAT)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Anna+Maria+Island%2C+Florida%2C+United+States+of+America&regionId=553248622847118534&latLong=27.504126%2C-82.714477&adults=2&startDate=2026-03-26&d1=2026-03-26&endDate=2026-03-29&d2=2026-03-29&lodging=CABIN)

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## Top Anna Maria Island Hotel Reviews

![Bali Hai Beachfront Resort and Spa](https://images.trvl-media.com/lodging/37000000/36290000/36286200/36286167/5084dcca_y.jpg)

### Bali Hai Beachfront Resort and Spa

10/10 Excellent

"Easy going. Great way to paddle around and see whatever is around. "

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

"Safe, clean and very comfortable "

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

![Captain's Quarters at Anna Maria Island Inn](https://images.trvl-media.com/lodging/60000000/59790000/59789500/59789467/651a8200_y.jpg)

### Captain's Quarters at Anna Maria Island Inn

10/10 Excellent

"I had no pet. Room clean great staff aweasom"

[](https://expedia.ca/Sarasota-Hotels-Captains-Quarters-By-AMI-Locals.h59789467.Hotel-Information)

![Seabreeze at Anna Maria Island Inn](https://images.trvl-media.com/lodging/17000000/16010000/16001900/16001812/a71dc126_y.jpg)

### Seabreeze at Anna Maria Island Inn

10/10 Excellent

"Very easy and accommodating! Would definitely book again."

[](https://expedia.ca/Sarasota-Hotels-Anna-Maria-Island-Inn.h16001812.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

"Spotless room! I loved the extra pull down bed. I needed an elevator and they changed our room so my sister could use the elevator with her hurt foot. So convenient to walk across the street to the beach and enjoy it and the sunsets. The chairs are so comfy and convenient too. We loved everything about our stay but he warm friendly staff was the best. Especially Noah. WE really appreciate the welcome we recevied and even parking under a "carport" was amazing. Breakfast was great too. We want to come back soon! I would recommend to all of our friends. "

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

"Beautiful room and right next to the beach within walking distance of a lot of local eateries! "

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

"Had a wonderful stay at Hayley’s! The property was clean and modern looking. The staff was extremely kind. The location was great with a short 5 minute walk to the beach. Hope to be back!"

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

"Loves it!! Every room has a gorgeous ocean view! "

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

![Anna Maria Sunsets - studio](https://images.trvl-media.com/lodging/40000000/39530000/39524600/39524590/c7ceb92e_y.jpg)

### Anna Maria Sunsets - studio

10/10 Excellent

"I unfortunately did not get a chance to stay here as our plans changed. But the host was great and very communicative during all our interactions. He had many details and helpful tips had we stayed. Maybe one day we can make it there and stay in this studio. "

[](https://expedia.ca/Sarasota-Hotels-Anna-Maria-Sunsets-Studio.h39524590.Hotel-Information)

## Find out more about Anna Maria Island

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 Island. 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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- [Vacation Homes in Anna Maria Island ](https://expedia.ca/Anna-Maria-Island-Private-Vacation-Homes.d553248622847118534-aaPrivateVacationHomes.Travel-Guide-Accommodation)
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Flights

- [Cheap Flights to Highway 30A](https://expedia.ca/Cheap-Flights-To-Highway-30A.d553248635976474465.Travel-Guide-Flights)
- [Cheap Flights to Fort Walton Beach - Destin](https://expedia.ca/Cheap-Flights-To-Fort-Walton-Beach-Destin.d6023392.Travel-Guide-Flights)

Cars

- [Car rental Tampa Airport (TPA)](https://expedia.ca/Car-Rentals-In-Tampa-Intl.d4280404.Car-Rental-Guide)
- [Car rental Orlando Airport (MCO)](https://expedia.ca/Car-Rentals-In-Orlando-Intl.d5194573.Car-Rental-Guide)
- [Car rental Miami Airport (MIA)](https://expedia.ca/Car-Rentals-In-Miami-Intl.d4278605.Car-Rental-Guide)
- [Car rental Fort Lauderdale Airport (FLL)](https://expedia.ca/Car-Rentals-In-Fort-Lauderdale-Hollywood-Intl.d5000262.Car-Rental-Guide)

Activities

- [Things to do in Southeast Florida](https://expedia.ca/Things-To-Do-In-Southeast-Florida.d6047949.Travel-Guide-Activities)
- [Things to do in South Florida](https://expedia.ca/Things-To-Do-In-South-Florida.d6233792.Travel-Guide-Activities)
- [Things to do in Emerald Coast](https://expedia.ca/Things-To-Do-In-Emerald-Coast.d553248635975748129.Travel-Guide-Activities)
- [Things to do in Florida Gulf Coast](https://expedia.ca/Things-To-Do-In-Florida-Gulf-Coast.d553248635974622901.Travel-Guide-Activities)

Packages

- [Central West Coast Florida Vacations](https://expedia.ca/Central-West-Coast-Florida.d6048187.Destination-Travel-Guides)
- [Walt Disney World® Resort](https://expedia.ca/Walt-Disney-World-Resort-Orlando.d6034120.Vacation-Attraction)
- [Highway 30A Vacations](https://expedia.ca/Highway-30A.d553248635976474465.Destination-Travel-Guides)
- [South Florida Vacations](https://expedia.ca/South-Florida.d6233792.Destination-Travel-Guides)

Vacation Rentals

- [Florida Panhandle Vacation Rentals](https://expedia.ca/Florida-Panhandle-Vacation-Rentals.d6048212.Travel-Guide-VacationRentals)
- [South Florida Vacation Rentals](https://expedia.ca/South-Florida-Vacation-Rentals.d6233792.Travel-Guide-VacationRentals)

General

- [Visit Southeast Florida](https://expedia.ca/Southeast-Florida.dx6047949)
- [Visit Northern Florida](https://expedia.ca/Northern-Florida.dx6233767)
- [Visit Florida Panhandle](https://expedia.ca/Florida-Panhandle.dx6048212)
- [Visit Southwest Florida](https://expedia.ca/Southwest-Florida.dx6233839)
- [Visit Sanibel Captiva Island](https://expedia.ca/Sanibel-Captiva-Island.dx6326115)

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