Title: Book the Best Anna Maria Island LUXURY Hotels - Upscale Hotels in Anna Maria Island, FL | Expedia.ca

[Anna Maria Island Travel Guide](https://expedia.ca/Anna-Maria-Island.dx553248622847118534)[Hotels in Anna Maria Island](https://expedia.ca/Anna-Maria-Island-Hotels.d553248622847118534.Travel-Guide-Hotels)[Vacation Rentals in Anna Maria Island](https://expedia.ca/Anna-Maria-Island-Vacation-Rentals.d553248622847118534.Travel-Guide-VacationRentals)[Flights to Anna Maria Island](https://expedia.ca/Cheap-Flights-To-Anna-Maria-Island.d553248622847118534.Travel-Guide-Flights)[Things to do in Anna Maria Island](https://expedia.ca/Things-To-Do-In-Anna-Maria-Island.d553248622847118534.Travel-Guide-Activities)[Anna Maria Island Car Rentals](https://expedia.ca/Car-Rentals-In-Anna-Maria-Island.d553248622847118534.Car-Rental-Guide)[Anna Maria Island Vacation Packages](https://expedia.ca/Anna-Maria-Island.d553248622847118534.Destination-Travel-Guides)

![Anna Maria Island, FL

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

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

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## Check availability on Anna Maria Island Luxury Hotels

Tonight

[Feb 1 - Feb 2](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2026-02-01&endDate=2026-02-02&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property)

Tomorrow

[Feb 2 - Feb 3](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2026-02-02&endDate=2026-02-03&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property)

Next weekend

[Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2026-02-06&endDate=2026-02-08&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property)

In two weeks

[Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2026-02-13&endDate=2026-02-15&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property)

## Our top choices for Anna Maria Island luxury hotels

![Beach nearby, white sand, beach towels](https://images.trvl-media.com/lodging/2000000/1610000/1602500/1602498/d3036c76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1610000/1602500/1602498/4e709044.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Mini-golf](https://images.trvl-media.com/lodging/2000000/1610000/1602500/1602498/f8fc4fd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/2000000/1610000/1602500/1602498/48a34c40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tropic Isle at Anna Maria Island Inn

[](https://www.expedia.ca/Sarasota-Hotels-Tropic-Isle-At-Anna-Maria-Island-Inn.h1602498.Hotel-Information)

Bradenton Beach

8.8/10

Excellent

(598 reviews)

"Yes. Would recommend placing a broom in the room, so guests can get rid of the sand themselves, instead of waiting for housekeeping service."

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

Rachana

[](https://www.expedia.ca/Sarasota-Hotels-Tropic-Isle-At-Anna-Maria-Island-Inn.h1602498.Hotel-Information)

![Egyptian cotton sheets, premium bedding, in-room safe](https://images.trvl-media.com/lodging/16000000/15740000/15739500/15739491/c50d8ef8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa, 2 Bedrooms, Balcony | Balcony view](https://images.trvl-media.com/lodging/16000000/15740000/15739500/15739491/0eb5e8e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/16000000/15740000/15739500/15739491/258a0a75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby lounge](https://images.trvl-media.com/lodging/16000000/15740000/15739500/15739491/a578bd2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Waterline Villas & Marina, Autograph Collection

[](https://www.expedia.ca/Sarasota-Hotels-Waterline-Marina-Resort-Beach-Club.h15739491.Hotel-Information)

Holmes Beach

9.6/10

Exceptional

(88 reviews)

"The room was beautiful and the staff very friendly. It’s also in an excellent location to walk to the beach and local shops/places to eat"

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

Jasmyn

CA $663

CA $749 total

includes taxes & fees

Feb 10 - Feb 11

[](https://www.expedia.ca/Sarasota-Hotels-Waterline-Marina-Resort-Beach-Club.h15739491.Hotel-Information)

![Beach/ocean view](https://images.trvl-media.com/lodging/37000000/36290000/36286200/36286167/03108394.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, open 8:00 AM to 8:00 PM, free cabanas, pool umbrellas](https://images.trvl-media.com/lodging/37000000/36290000/36286200/36286167/3dbc6848.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/37000000/36290000/36286200/36286167/5084dcca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool View 1 Bedroom King Suite | Living area](https://images.trvl-media.com/lodging/37000000/36290000/36286200/36286167/37def3a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bali Hai Beachfront Resort and Spa

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

Holmes Beach

8.6/10

Excellent

(653 reviews)

"We loved it here!! Defiantly would come back in the future"

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

Michael

CA $338

CA $428 total

includes taxes & fees

Feb 2 - Feb 3

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

![Property amenity](https://images.trvl-media.com/lodging/1000000/10000/5500/5487/6b2968af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![John Jacob Astor Suite, 1 King Bed with Sofa bed, Non Smoking, Oceanfront | Living room](https://images.trvl-media.com/lodging/1000000/10000/5500/5487/4e2f76c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/1000000/10000/5500/5487/72c017f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Presidential Suite, 3 Bedrooms, Oceanfront | View from room](https://images.trvl-media.com/lodging/1000000/10000/5500/5487/ec4c3b93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The St. Regis Longboat Key Resort

[](https://www.expedia.ca/Longboat-Key-Hotels-The-St-Regis-Longboat-Key-Resort.h5487.Hotel-Information)

Longboat Key

9.8/10

Exceptional

(61 reviews)

"Best of the best ! it was incredible! i want to go back again🙌♥️"

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

Vasyl

CA $1,741

CA $2,067 total

includes taxes & fees

Feb 2 - Feb 3

[](https://www.expedia.ca/Longboat-Key-Hotels-The-St-Regis-Longboat-Key-Resort.h5487.Hotel-Information)

![Private beach nearby, white sand, free beach shuttle, beach cabanas](https://images.trvl-media.com/lodging/1000000/810000/806200/806101/90558b2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/1000000/810000/806200/806101/2c5129a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/1000000/810000/806200/806101/13a0ff16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/1000000/810000/806200/806101/3bd9c1f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Ritz-Carlton, Sarasota

[](https://www.expedia.ca/Sarasota-Hotels-The-Ritz-Carlton.h806101.Hotel-Information)

Central Sarasota

9.2/10

Wonderful

(1,001 reviews)

"Amenities great, beach club pool was wonderful! Good location, walkable to many restaurants and shops"

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

Andrea

CA $1,088

CA $1,318 total

includes taxes & fees

Feb 2 - Feb 3

[](https://www.expedia.ca/Sarasota-Hotels-The-Ritz-Carlton.h806101.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/30000/27600/27542/12e41aae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![6 restaurants, breakfast, lunch, dinner served; Italian cuisine](https://images.trvl-media.com/lodging/1000000/30000/27600/27542/2ba8ee89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Poolside bar](https://images.trvl-media.com/lodging/1000000/30000/27600/27542/29df1f80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![6 restaurants, breakfast, lunch, dinner served; Italian cuisine](https://images.trvl-media.com/lodging/1000000/30000/27600/27542/00505e30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Resort at Longboat Key Club

[](https://www.expedia.ca/Sarasota-Hotels-The-Resort-At-Longboat-Key-Club.h27542.Hotel-Information)

Longboat Key

9.0/10

Wonderful

(693 reviews)

"Everything Perfect!"

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

Tomas

CA $952

CA $1,152 total

includes taxes & fees

Feb 2 - Feb 3

[](https://www.expedia.ca/Sarasota-Hotels-The-Resort-At-Longboat-Key-Club.h27542.Hotel-Information)

![Condo (LuLu's Key House Leatherback 2/2 Down) | Exterior](https://images.trvl-media.com/lodging/68000000/67220000/67211600/67211563/f7199cd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo (LuLu's Key House Leatherback 2/2 Down) | Exterior](https://images.trvl-media.com/lodging/68000000/67220000/67211600/67211563/177419d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/68000000/67220000/67211600/67211563/d18b218c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo (LuLu's Key House Leatherback 2/2 Down) | Exterior](https://images.trvl-media.com/lodging/68000000/67220000/67211600/67211563/0a9cdfa2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lulu's Key House Leatherback 2/2 Downstairs

[](https://www.expedia.ca/Sarasota-Hotels-Lulus-Key-House-Leatherback-22-Downstairs.h67211563.Hotel-Information)

Siesta Key Village

CA $562

CA $1,065 total

includes taxes & fees

Feb 4 - Feb 5

[](https://www.expedia.ca/Sarasota-Hotels-Lulus-Key-House-Leatherback-22-Downstairs.h67211563.Hotel-Information)

![Deluxe Suite, 2 Bedrooms](https://images.trvl-media.com/lodging/115000000/114190000/114189500/114189452/5b42b650.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Suite | Living area](https://images.trvl-media.com/lodging/115000000/114190000/114189500/114189452/37b9a9a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Suite, 2 Bedrooms](https://images.trvl-media.com/lodging/115000000/114190000/114189500/114189452/3e86e596.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Suite, 2 Bedrooms](https://images.trvl-media.com/lodging/115000000/114190000/114189500/114189452/a2fa219e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### SeaSpray Resort

[](https://www.expedia.ca/Siesta-Key-Hotels-SeaSpray-Resort.h114189452.Hotel-Information)

Siesta Key

9.4/10

Exceptional

(90 reviews)

"Very clean very quiet and a great location to the beach."

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

Dave

CA $598

CA $675 total

includes taxes & fees

Feb 2 - Feb 3

[](https://www.expedia.ca/Siesta-Key-Hotels-SeaSpray-Resort.h114189452.Hotel-Information)

![View from property](https://images.trvl-media.com/lodging/1000000/30000/26300/26276/ff85d58d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 outdoor pools, open 8:00 AM to 7:00 PM, cabanas (surcharge)](https://images.trvl-media.com/lodging/1000000/30000/26300/26276/5430666e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/30000/26300/26276/3e116c1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/30000/26300/26276/8e86f804.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Vinoy Resort & Golf Club, Autograph Collection

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-The-Vinoy-Renaissance-St-Petersburg-Resort-Golf-Club.h26276.Hotel-Information)

Historic Old Northeast

8.8/10

Excellent

(1,001 reviews)

"Great Hotel "

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

Renek

CA $543

CA $675 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-The-Vinoy-Renaissance-St-Petersburg-Resort-Golf-Club.h26276.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/16700/16658/93425227.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/16700/16658/9dcb906b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor banquet area](https://images.trvl-media.com/lodging/1000000/20000/16700/16658/9f8bb83c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/16700/16658/5e65044d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Don CeSar

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-The-Don-CeSar.h16658.Hotel-Information)

St. Pete Beach

9.0/10

Wonderful

(1,099 reviews)

"Great stay at the Don Cesar! Would recommend and will come back "

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

John

CA $488

CA $614 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-The-Don-CeSar.h16658.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=2026-02-15&endDate=2026-02-16&regionId=553248622847118534&adults=2&sort=LUXURY&star=40,50&openPlayBack=true)

## Top Anna Maria Island Hotel Reviews

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

### Bridgewalk Resort

10/10 Excellent

"Staff were exceptionally friendly, rooms were super clean. Updated rooms. Great location."

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

"Super friendly staff, check in a breeze, maid service was excellent and the whole place was outstanding "

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

"We had an excellent time. We were not happy with the room we booked since it did not have an ocean view. The staff were very helpful in upgrading us to a room with an ocean view. We did have to pay more, but it was worth it "

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

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

### Tortuga Inn Beach Resort

10/10 Excellent

"Everything was perfect!"

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

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