Title: Book the Best Hotels with POOL in Anna Maria in 2026 | Expedia.ca

[Hotels in Anna Maria](https://expedia.ca/Anna-Maria-Hotels.d74028.Travel-Guide-Hotels)[Vacation Rentals in Anna Maria](https://expedia.ca/Anna-Maria-Vacation-Rentals.d74028.Travel-Guide-VacationRentals)[Flights to Anna Maria](https://expedia.ca/Cheap-Flights-To-Anna-Maria.d74028.Travel-Guide-Flights)[Anna Maria Car Rentals](https://expedia.ca/Car-Rentals-In-Anna-Maria.d74028.Car-Rental-Guide)[Anna Maria Vacation Packages](https://expedia.ca/Anna-Maria.d74028.Destination-Travel-Guides)

![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 availability on Anna Maria Hotels with a Pool

Tonight

[Mar 19 - Mar 20](https://www.expedia.ca/Hotel-Search?regionId=74028&startDate=2026-03-19&endDate=2026-03-20&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Mar 20 - Mar 21](https://www.expedia.ca/Hotel-Search?regionId=74028&startDate=2026-03-20&endDate=2026-03-21&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=74028&startDate=2026-03-20&endDate=2026-03-22&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=74028&startDate=2026-03-27&endDate=2026-03-29&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Anna Maria hotels with a pool

![A heated pool](https://images.trvl-media.com/lodging/63000000/62990000/62980600/62980565/a95e1b75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/63000000/62990000/62980600/62980565/1cd9b0be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/63000000/62990000/62980600/62980565/c667c331.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/63000000/62990000/62980600/62980565/dcd0e58b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Freshly Remodeled Island Suite w/ Pool & Pet Friendly

[](https://www.expedia.ca/Anna-Maria-Hotels-Convenient-Well-Located-Condo-WShared-WasherDryer.h62980565.Hotel-Information)

Anna Maria

8.0/10

Very good

(29 reviews)

CA $159

CA $396 total

includes taxes & fees

Mar 23 - Mar 24

[](https://www.expedia.ca/Anna-Maria-Hotels-Convenient-Well-Located-Condo-WShared-WasherDryer.h62980565.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/63000000/63000000/62992200/62992152/b18d8140.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/63000000/63000000/62992200/62992152/59f71aef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, books](https://images.trvl-media.com/lodging/63000000/63000000/62992200/62992152/3d538ac7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, books](https://images.trvl-media.com/lodging/63000000/63000000/62992200/62992152/09e81533.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Freshly Remodeled Island Suite w/ Pool & Pet Friendly

[](https://www.expedia.ca/Anna-Maria-Hotels-Well-Appointed-Beach-Condo-With-Pool-Access.h62992152.Hotel-Information)

Anna Maria

8.2/10

Very good

(43 reviews)

CA $223

CA $518 total

includes taxes & fees

Mar 26 - Mar 27

[](https://www.expedia.ca/Anna-Maria-Hotels-Well-Appointed-Beach-Condo-With-Pool-Access.h62992152.Hotel-Information)

![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)

![Interior](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/0d3bae69.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)

### 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

9.6/10

Exceptional

(40 reviews)

CA $380

CA $1,018 total

includes taxes & fees

Apr 14 - Apr 15

[](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/71000000/70580000/70579400/70579352/08050ab2.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)

![TV, DVD player, offices](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579352/ef694e8c.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

(22 reviews)

CA $382

CA $891 total

includes taxes & fees

Mar 23 - Mar 24

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

![Exterior](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579354/1685aebf.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)

![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)

### 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

(41 reviews)

CA $327

CA $794 total

includes taxes & fees

Apr 14 - Apr 15

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

![A heated pool](https://images.trvl-media.com/lodging/63000000/63000000/62999900/62999855/c29830e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/63000000/63000000/62999900/62999855/5dcb6f39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/63000000/63000000/62999900/62999855/dce4b057.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/63000000/63000000/62999900/62999855/b30e1a81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Freshly Remodeled Island Suite w/ Pool & Pet Friendly

[](https://www.expedia.ca/Anna-Maria-Hotels-Convenient-Well-Equipped-Condo-WShared-Pool.h62999855.Hotel-Information)

Anna Maria

8.4/10

Very good

(36 reviews)

CA $183

CA $459 total

includes taxes & fees

Apr 1 - Apr 2

[](https://www.expedia.ca/Anna-Maria-Hotels-Convenient-Well-Equipped-Condo-WShared-Pool.h62999855.Hotel-Information)

![A heated pool](https://images.trvl-media.com/lodging/74000000/73530000/73527800/73527703/f23fe3bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73530000/73527800/73527703/56d1e366.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73530000/73527800/73527703/81d3478d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73530000/73527800/73527703/35ddb29a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful Condo on Pine Ave, 2 Blocks to Beach

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

Anna Maria

8.8/10

Excellent

(26 reviews)

CA $444

CA $1,291 total

includes taxes & fees

Mar 27 - Mar 28

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

![Exterior](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579361/4adbfc3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579361/cc175788.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)

![Exterior](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579361/50f9a3da.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

(44 reviews)

CA $326

CA $777 total

includes taxes & fees

Apr 14 - Apr 15

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

![Pool](https://images.trvl-media.com/lodging/63000000/62990000/62980600/62980554/5989c9d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/63000000/62990000/62980600/62980554/a97f0fce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/63000000/62990000/62980600/62980554/b431caa7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, books](https://images.trvl-media.com/lodging/63000000/62990000/62980600/62980554/1839194a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Freshly Remodeled Island Suite w/ Pool & Pet Friendly

[](https://www.expedia.ca/Anna-Maria-Hotels-Friendly-Condo-W-Shared-Pool-In-Great-Location-W-WasherDryer.h62980554.Hotel-Information)

Anna Maria

8.8/10

Excellent

(41 reviews)

CA $210

CA $495 total

includes taxes & fees

Apr 5 - Apr 6

[](https://www.expedia.ca/Anna-Maria-Hotels-Friendly-Condo-W-Shared-Pool-In-Great-Location-W-WasherDryer.h62980554.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/108000000/107310000/107304600/107304567/52a17463.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/108000000/107310000/107304600/107304567/a5b3da6b.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)

![Beach nearby](https://images.trvl-media.com/lodging/108000000/107310000/107304600/107304567/10bdccb3.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

9.6/10

Exceptional

(4 reviews)

CA $342

CA $1,168 total

includes taxes & fees

Apr 11 - Apr 12

[](https://www.expedia.ca/Anna-Maria-Hotels-Beachside-Duplex-W-Pool-Private-Suite.h107304567.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=2026-04-02&endDate=2026-04-03&regionId=74028&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true)

## Choose what matters most at hotels with a pool in Anna Maria

Breakfast included

4 stars

Hot tub

5 stars

Spa

## Hotels with pools and hot tubs in Anna Maria

![Beach nearby](https://images.trvl-media.com/lodging/66000000/66000000/65994100/65994033/26188c51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/66000000/66000000/65994100/65994033/43cd0527.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/66000000/66000000/65994100/65994033/76b1d9c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/66000000/66000000/65994100/65994033/b1b2fdd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Resort-Style Ground Floor 3BR Pelican Suite, Heated Pool / Spa, Lakefront

[](https://www.expedia.ca/Sarasota-Hotels-New-Resort-Style-Ground-Floor-Lakefront-Unit-On-North-Shore-Of-Anna-Maria-Island.h65994033.Hotel-Information)

Anna Maria

9.8/10

Exceptional

(70)

CA $660

CA $1,496 total

includes taxes & fees

Mar 20 - Mar 21

[](https://www.expedia.ca/Sarasota-Hotels-New-Resort-Style-Ground-Floor-Lakefront-Unit-On-North-Shore-Of-Anna-Maria-Island.h65994033.Hotel-Information)

![A heated pool](https://images.trvl-media.com/lodging/45000000/44130000/44124800/44124768/5e8a496e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/45000000/44130000/44124800/44124768/f72160e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby](https://images.trvl-media.com/lodging/45000000/44130000/44124800/44124768/91a1e507.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/45000000/44130000/44124800/44124768/fe3f6b0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Gulf View Retreat! Pool, Decks and 2 King Beds!

[](https://www.expedia.ca/Anna-Maria-Hotels-Gulf-View-Retreat-Pool.h44124768.Hotel-Information)

Anna Maria

9.6/10

Exceptional

(23)

CA $661

CA $1,794 total

includes taxes & fees

Mar 27 - Mar 28

[](https://www.expedia.ca/Anna-Maria-Hotels-Gulf-View-Retreat-Pool.h44124768.Hotel-Information)

![Outdoor pool, a heated 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)

![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)

![Interior](https://images.trvl-media.com/lodging/115000000/114540000/114530200/114530175/f3f38c83.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)

CA $438

CA $1,274 total

includes taxes & fees

Mar 25 - Mar 26

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

![Pool](https://images.trvl-media.com/lodging/126000000/125730000/125720900/125720859/8d68688b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/126000000/125730000/125720900/125720859/123194eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/126000000/125730000/125720900/125720859/9d36412f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/126000000/125730000/125720900/125720859/w1200h719x0y0-32f5b62d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Coast is Clear! Heated pool/spa\~Close to shops

[](https://www.expedia.ca/Anna-Maria-Hotels-Coast-Is-Clear-Heated-PoolspaClose-To-Shops.h125720859.Hotel-Information)

Anna Maria

CA $687

CA $1,591 total

includes taxes & fees

Apr 11 - Apr 12

[](https://www.expedia.ca/Anna-Maria-Hotels-Coast-Is-Clear-Heated-PoolspaClose-To-Shops.h125720859.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

9.4/10

Exceptional

(3)

CA $549

CA $1,850 total

includes taxes & fees

Apr 7 - Apr 8

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

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/118000000/117660000/117654600/117654597/efacbc38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117660000/117654600/117654597/97173aaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117660000/117654600/117654597/93ab93e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, offices](https://images.trvl-media.com/lodging/118000000/117660000/117654600/117654597/0ad71715.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tortuga Bay\~Canal & Waterslide Putt Putt! TIKI HUT

[](https://www.expedia.ca/Anna-Maria-Hotels-Tortuga-BayCanal-Waterslide-Putt-Putt-TIKI-HUT.h117654597.Hotel-Information)

Anna Maria

9.6/10

Exceptional

(5)

CA $687

CA $1,970 total

includes taxes & fees

Apr 12 - Apr 13

[](https://www.expedia.ca/Anna-Maria-Hotels-Tortuga-BayCanal-Waterslide-Putt-Putt-TIKI-HUT.h117654597.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/35000000/34110000/34108400/34108344/ffd1ceae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/35000000/34110000/34108400/34108344/bcfb0ebf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/35000000/34110000/34108400/34108344/e0d364ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/35000000/34110000/34108400/34108344/c41c7e48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Gulf Front Guest House

[](https://www.expedia.ca/Anna-Maria-Hotels-Gulf-Front-Guest-House.h34108344.Hotel-Information)

Anna Maria

9.4/10

Exceptional

(3)

CA $753

CA $1,224 total

includes taxes & fees

Mar 29 - Mar 30

[](https://www.expedia.ca/Anna-Maria-Hotels-Gulf-Front-Guest-House.h34108344.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/123000000/122190000/122182400/122182333/0f4fbccf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/123000000/122190000/122182400/122182333/8d7eb4fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/123000000/122190000/122182400/122182333/ca443904.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/123000000/122190000/122182400/122182333/190381cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private Pool / Spa Home - Steps to Anna Maria Island Beach

[](https://www.expedia.ca/Anna-Maria-Hotels-Sea-Shack-2bd2ba-POOL-Home.h122182333.Hotel-Information)

Anna Maria

CA $611

CA $1,496 total

includes taxes & fees

Apr 14 - Apr 15

[](https://www.expedia.ca/Anna-Maria-Hotels-Sea-Shack-2bd2ba-POOL-Home.h122182333.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/118000000/117790000/117786900/117786855/58daaf09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/118000000/117790000/117786900/117786855/82465d5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![6 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117790000/117786900/117786855/97483a3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/118000000/117790000/117786900/117786855/65f4566c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Seaside Magnolia\~1 Block to Pine Ave, Heated Pool!

[](https://www.expedia.ca/Anna-Maria-Hotels-Spacious-7-Bedroom-Home-In-Anna-Maria-Putt-Putt.h117786855.Hotel-Information)

Anna Maria

9.8/10

Exceptional

(12)

CA $3,560

CA $5,908 total

includes taxes & fees

Apr 7 - Apr 8

[](https://www.expedia.ca/Anna-Maria-Hotels-Spacious-7-Bedroom-Home-In-Anna-Maria-Putt-Putt.h117786855.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)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/122000000/121850000/121842500/121842414/067b820b.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)

### Elegance\~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)

CA $959

CA $3,360 total

includes taxes & fees

Apr 15 - Apr 16

[](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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-04-02&endDate=2026-04-03&regionId=74028&adults=2&amenities=POOL&sort=RECOMMENDED&amenities=HOT_TUB&openPlayBack=true)

## Top Anna Maria Hotel Reviews

## Frequently asked questions

### What are the best hotels in Anna Maria with outdoor pools?

> Another excellent option is the Resort-Style Ground Floor Suite Heated Pool/Spa, also rated 9.8 by guests. This suite offers a shared pool and easy access to the serene lake, promising a tranquil environment for both kids and adults alike. Families will love the nearby beach access, great for a day of sun and sand.
> 
>   
> If you're looking for a blend of comfort and fun, the Resort-Style Ground Floor Suite On Vista Lake, Heated Pool & Spa, rated 9.8, is a stellar choice. It features a shared pool and a kitchen for those who prefer to prepare meals at their leisure. Plus, the outdoor play area and playground ensure that children have plenty of space to enjoy themselves while parents relax.
> 
>   
> Lastly, the Ground Floor Lakefront Resort, Private Dock, Heated Pool & Spa stands out with its beautiful lakefront views and a private dock, all while maintaining a high rating of 9.8\. With amenities like a terrace and easy beach access, this hotel is great for families wanting to soak up the Florida sunshine while enjoying the comforts of home.

### How much does a hotel with outdoor pool in Anna Maria cost?

### Are there hotels in Anna Maria that have private outdoor pools?

> This delightful retreat features a heated pool and spa, ensuring comfort and relaxation regardless of the season. Guests particularly appreciate the private dock, which provides easy access to the serene waters for leisurely days filled with fishing or kayaking. The spacious outdoor areas, including decks and terraces, invite families to unwind while soaking in the picturesque surroundings.
> 
>   
> For families seeking adventure and quality amenities, this resort perfectly combines convenience and luxury, creating an idyllic setting for both relaxation and recreation.

### What are some of the best Anna Maria hotels with outdoor pools and scenic views?

> Another fantastic option is the Resort-Style Ground Floor Suite On Vista Lake, Heated Pool & Spa, which also garners a top review score of 9.8\. Families will appreciate the shared outdoor play area and playground, making it an ideal spot for kids to enjoy while parents unwind by the pool. With the beach and sea just a stone's throw away, the scenic views are truly enchanting.
> 
>   
> The Lakefront Groundfloor Suite Heated Pool/Spa is equally inviting, offering a shared pool along with a picturesque lake view that captures the essence of Florida's natural beauty. Rated 9.8, this suite also includes family-friendly amenities like a playground and convenient kitchen facilities, allowing for a home-like experience while on vacation.
> 
>   
> For those looking for a more private experience, the Ground Floor Lakefront Resort, Private Dock, Heated Pool & Spa is an excellent choice. With multiple outdoor spaces including a terrace and patio, this hotel ensures families can enjoy the beautiful surroundings while relaxing in their own area. It's rated 9.8 as well, making it a favorite among visitors.

### Are there hotels in Anna Maria with outdoor pool activities or events?

> [The Rod and Reel Resort](https://www.expedia.ca/Anna-Maria-Hotels-The-Rod-And-Reel-Resort.h71036975.Hotel-Information) stands out with the largest private outdoor pool and heated spa on the island. Guests can enjoy evening swim privileges until 10 PM, and the resort offers outdoor games like European ping-pong and beach cornhole to keep the fun going. It's an excellent choice for families and anyone looking to relax and play by the water.
> 
>   
> For those wanting a bit more luxury, the Anna Maria Beach Resort features an oversized outdoor pool complete with poolside cabanas for rent. This creates a serene environment where you can unwind while enjoying access to various resort amenities. The tranquil setting is great for couples or families looking for a leisurely day by the pool.
> 
>   
> Families will also find great options in nearby Holmes Beach. Hotels like Mainsail Beach Inn and Palm Tree Villas are known for their inviting outdoor pools and are particularly popular for family stays and romantic getaways.
> 
>   
> Moreover, if you're not staying overnight, many hotels on Anna Maria Island offer day passes for their outdoor pools, allowing you to enjoy the amenities without a commitment to a full stay.

### Is it cheaper to book flights and a hotel in Anna Maria as a package?

### How can I save on a hotel in Anna Maria with Expedia?

### Can I cancel my hotel reservation on Expedia?

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