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) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Anna Maria Hotels with a Pool Tonight [Feb 1 - Feb 2](https://www.expedia.ca/Hotel-Search?regionId=74028&startDate=2026-02-01&endDate=2026-02-02&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 2 - Feb 3](https://www.expedia.ca/Hotel-Search?regionId=74028&startDate=2026-02-02&endDate=2026-02-03&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=74028&startDate=2026-02-06&endDate=2026-02-08&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=74028&startDate=2026-02-13&endDate=2026-02-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Anna Maria hotels with a pool ![Exterior](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579361/4adbfc3b.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) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579361/04e8465a.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) ### Anna Maria Beach Cottage 110B Updated studio beach cottage, steps to the sand! [](https://www.expedia.ca/Anna-Maria-Hotels-Anna-Maria-Beach-Cottage-110b-Updated-Studio-Beach-Cottage.h70579361.Hotel-Information) Anna Maria 9.8/10 Exceptional (38 reviews) "Location was perfect" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael S. CA $324 CA $773 total includes taxes & fees Feb 10 - Feb 11 [](https://www.expedia.ca/Anna-Maria-Hotels-Anna-Maria-Beach-Cottage-110b-Updated-Studio-Beach-Cottage.h70579361.Hotel-Information) ![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 (36 reviews) "Great place for a beach stay on Anna Maria!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John F. CA $325 CA $789 total includes taxes & fees Feb 5 - Feb 6 [](https://www.expedia.ca/Anna-Maria-Hotels-Anna-Maria-Beach-Cottage-109G-Old-Florida-Beach-Cottage.h70579354.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) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107310000/107304600/107304567/08b5f4cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/108000000/107310000/107304600/107304567/a5b3da6b.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 9.4/10 Exceptional (3 reviews) "Amazing relaxing time, perfect accommodations for our budget" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sandi L. CA $197 CA $967 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Anna-Maria-Hotels-Beachside-Duplex-W-Pool-Private-Suite.h107304567.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/33000000/32740000/32736100/32736045/fd760a5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32740000/32736100/32736045/053aefa1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/33000000/32740000/32736100/32736045/4936afb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/33000000/32740000/32736100/32736045/23712015.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Updated bayside condo with heated pool - across the street from the beach [](https://www.expedia.ca/Anna-Maria-Hotels-Updated-Bayside-Condo-With-Heated-Pool-Across-The-Street-From-The-Beach.h32736045.Hotel-Information) Anna Maria 9.2/10 Wonderful (101 reviews) "Everything was great" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) lillybet h. CA $155 CA $479 total includes taxes & fees Feb 16 - Feb 17 [](https://www.expedia.ca/Anna-Maria-Hotels-Updated-Bayside-Condo-With-Heated-Pool-Across-The-Street-From-The-Beach.h32736045.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/108000000/107130000/107121400/107121352/f13cfd30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/108000000/107130000/107121400/107121352/f96f6503.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107130000/107121400/107121352/e257f6f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/108000000/107130000/107121400/107121352/19614960.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Emerald Shores East! Walk to Beach! [](https://www.expedia.ca/Anna-Maria-Hotels-1-Min-To-Beach.h107121352.Hotel-Information) Anna Maria 9.8/10 Exceptional (6 reviews) "Excellently done everything was perfect " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Luis Alberto C. CA $186 CA $955 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Anna-Maria-Hotels-1-Min-To-Beach.h107121352.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/33000000/32740000/32735500/32735487/3affb12c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/33000000/32740000/32735500/32735487/456c0d07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/33000000/32740000/32735500/32735487/22b5118d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/33000000/32740000/32735500/32735487/1cd09640.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stylish bayside condo with WiFi & pool - close to the beach & restaurants [](https://www.expedia.ca/Sarasota-Hotels-Bayside-Condo-W-A-Shared-Heated-Pool-Close-To-The-Beach-Restaurants.h32735487.Hotel-Information) Anna Maria 9.6/10 Exceptional (102 reviews) "Perfect place to stay, loved it, walking distance to everything you need beach right across the street. Loved it." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) jason l. [](https://www.expedia.ca/Sarasota-Hotels-Bayside-Condo-W-A-Shared-Heated-Pool-Close-To-The-Beach-Restaurants.h32735487.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) ![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) ![Interior](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/0d3bae69.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) ### Beautiful Bungalow with Pool and Bay Views! [](https://www.expedia.ca/Anna-Maria-Hotels-Beautiful-Bungalow-With-Pool-And-Bay-Views-Barefoot-By-The-Bay-At-Bayside-Bun.h40281514.Hotel-Information) Anna Maria 9.8/10 Exceptional (38 reviews) "Great location,great property,spacious,clean everything brand new in the property,beach across the street,my family love it!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michel CA $294 CA $899 total includes taxes & fees Feb 10 - Feb 11 [](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) ![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) ![Exterior](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579352/3651a6cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming beach cottage close to the beach with Pool, Bikes, Beach gear and Grill [](https://www.expedia.ca/Anna-Maria-Hotels-Anna-Maria-Beach-Cottage-109a-Old-Florida-Beach-Cottage.h70579352.Hotel-Information) Anna Maria 9.6/10 Exceptional (21 reviews) "Mom and I just stayed for one night and had a lovely trip. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brittany B. CA $380 CA $886 total includes taxes & fees Feb 2 - Feb 3 [](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/71000000/70580000/70579400/70579348/e3fb2fc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, offices](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579348/fb5507ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579348/e5ba197f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579348/380d9ac4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Anna Maria Beach Cottage 107A Pool, bikes, beach gear, moments from the sand! [](https://www.expedia.ca/Anna-Maria-Hotels-Anna-Maria-Beach-Cottage-107a-Old-Florida-Beach-Cottage.h70579348.Hotel-Information) Anna Maria 9.8/10 Exceptional (21 reviews) "My fiancé and I stayed at the cottages this past weekend and it was one of most relaxing weekend. Everyone there was so nice and helpful. We can’t wait to book another trip soon!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matthew S. CA $380 CA $877 total includes taxes & fees Feb 7 - Feb 8 [](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/71000000/70580000/70579400/70579349/00120465.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579349/2fefe87e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579349/aa613016.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579349/040d7994.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Anna Maria Updated Studio moments from the sand w/ Pool, Beach Gear & Bikes [](https://www.expedia.ca/Anna-Maria-Hotels-Anna-Maria-Updated-Studio-Moments-From-The-Sand-W-Pool.h70579349.Hotel-Information) Anna Maria 10/10 Exceptional (31 reviews) "Excellent location! Super clean rooms and resort. Peaceful and quiet weekend of relaxation! Definitely recommended! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $325 CA $789 total includes taxes & fees Feb 2 - Feb 3 [](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=2026-02-15&endDate=2026-02-16®ionId=74028&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Choose what matters most at hotels with a pool in Anna Maria Ocean view Hot tub Water park Beach Resort ## Hotels with pools and hot tubs in Anna Maria ![TV](https://images.trvl-media.com/lodging/74000000/73530000/73528000/73527934/1a4de489.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/74000000/73530000/73528000/73527934/c6c6c94a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/74000000/73530000/73528000/73527934/02af3450.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73530000/73528000/73527934/66a78c84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Home with Pool and Spa, 2 Blocks to Beach and Guest Suite! [](https://www.expedia.ca/Anna-Maria-Hotels-Private-Home-With-Pool-And-Hot-Tub.h73527934.Hotel-Information) Anna Maria 9.4/10 Exceptional (37) CA $265 CA $1,125 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Anna-Maria-Hotels-Private-Home-With-Pool-And-Hot-Tub.h73527934.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/74000000/73530000/73528000/73527928/0bd3cb15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/74000000/73530000/73528000/73527928/a65c1bd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73530000/73528000/73527928/e6cce12d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, foosball](https://images.trvl-media.com/lodging/74000000/73530000/73528000/73527928/cfe099c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Home with Pool and Hot Tub, just 5 Houses to the Water! [](https://www.expedia.ca/Anna-Maria-Hotels-Private-Home-With-Pool-And-Hot-Tub.h73527928.Hotel-Information) Anna Maria 9.2/10 Wonderful (32) CA $245 CA $961 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Anna-Maria-Hotels-Private-Home-With-Pool-And-Hot-Tub.h73527928.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/74000000/73530000/73527500/73527488/20900fe9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/74000000/73530000/73527500/73527488/0bb157ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, offices](https://images.trvl-media.com/lodging/74000000/73530000/73527500/73527488/f2de1956.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/74000000/73530000/73527500/73527488/a76fdd95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Home 1 Block to Beach with Pool and Hot Tub! [](https://www.expedia.ca/Anna-Maria-Hotels-Private-Home-1-Block-To-Beach-With-Pool-And-Hot-Tub.h73527488.Hotel-Information) Anna Maria 9.8/10 Exceptional (44) CA $313 CA $1,137 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Anna-Maria-Hotels-Private-Home-1-Block-To-Beach-With-Pool-And-Hot-Tub.h73527488.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) ![Exterior](https://images.trvl-media.com/lodging/121000000/120450000/120443900/120443802/8b00a707.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NEW! Blue Pearl\~Heated Pool/Spa\~Walkable Pine Ave! [](https://www.expedia.ca/Anna-Maria-Hotels-NEW-Blue-PearlHeated-PoolSpaWalkable-Pine-Ave-Guest-House-For-Added-Space.h120443802.Hotel-Information) Anna Maria 10/10 Exceptional (1) CA $408 CA $1,471 total includes taxes & fees Feb 16 - Feb 17 [](https://www.expedia.ca/Anna-Maria-Hotels-NEW-Blue-PearlHeated-PoolSpaWalkable-Pine-Ave-Guest-House-For-Added-Space.h120443802.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/115000000/114540000/114530200/114530175/cb2673a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114540000/114530200/114530175/1db349d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114540000/114530200/114530175/f3f38c83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114540000/114530200/114530175/w1177h708x23y0-92c774e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Feelin' Salty-Pool Modern Beach House w/Pool/Spa [](https://www.expedia.ca/Anna-Maria-Hotels-Feelin-Salty-Pool-Beach-House.h114530175.Hotel-Information) Anna Maria 10/10 Exceptional (5) CA $310 CA $1,099 total includes taxes & fees Feb 17 - Feb 18 [](https://www.expedia.ca/Anna-Maria-Hotels-Feelin-Salty-Pool-Beach-House.h114530175.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) ![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) ![Property grounds](https://images.trvl-media.com/lodging/45000000/44130000/44124800/44124768/f72160e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/45000000/44130000/44124800/44124768/a519d8a4.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 (22) CA $369 CA $1,411 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Anna-Maria-Hotels-Gulf-View-Retreat-Pool.h44124768.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/74000000/73530000/73527600/73527592/e7942ce9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/74000000/73530000/73527600/73527592/4e4e8de1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73530000/73527600/73527592/d8bb089a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/74000000/73530000/73527600/73527592/d36ebd94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Canalfront Home with Pool, Dock and Putting Green! Close to the Beach! [](https://www.expedia.ca/Anna-Maria-Hotels-Awesome-Family-Home-With-Pool.h73527592.Hotel-Information) Anna Maria 10/10 Exceptional (13) CA $420 CA $1,378 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Anna-Maria-Hotels-Awesome-Family-Home-With-Pool.h73527592.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) ![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) ![Smart TV, offices](https://images.trvl-media.com/lodging/118000000/117660000/117654600/117654597/8caf511e.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) ### 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 (4) CA $510 CA $1,729 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Anna-Maria-Hotels-Tortuga-BayCanal-Waterslide-Putt-Putt-TIKI-HUT.h117654597.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/75000000/74870000/74869800/74869730/f95344cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74870000/74869800/74869730/186349ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/75000000/74870000/74869800/74869730/2740e6ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/75000000/74870000/74869800/74869730/a549479c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Anna Maria Escape! Pool, Spa, and Canal Views - Our Tern [](https://www.expedia.ca/Anna-Maria-Hotels-Quiet-Canal-Home.h74869730.Hotel-Information) Anna Maria 10/10 Exceptional (11) CA $441 CA $1,480 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Anna-Maria-Hotels-Quiet-Canal-Home.h74869730.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) ![Interior](https://images.trvl-media.com/lodging/118000000/117790000/117786900/117786855/65f4566c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/118000000/117790000/117786900/117786855/5f544a3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/118000000/117790000/117786900/117786855/97483a3d.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 9.6/10 Exceptional (9) CA $545 CA $1,869 total includes taxes & fees Feb 20 - Feb 21 [](https://www.expedia.ca/Anna-Maria-Hotels-Spacious-7-Bedroom-Home-In-Anna-Maria-Putt-Putt.h117786855.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®ionId=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? ## Explore a world of travel with Expedia - Lodging - More ways to book - [Beach Hotel Hotels in Anna Maria Island ](https://www.expedia.ca/Anna-Maria-Island-Hotels-Beach-Hotel.0-0-d553248622847118534-tBeachHotel.Travel-Guide-Filter-Hotels) - [Casino Hotels in Anna Maria Island ](https://www.expedia.ca/Anna-Maria-Island-Hotels-Casino-Hotel.0-0-d553248622847118534-tCasinoHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Anna Maria Island ](https://www.expedia.ca/Anna-Maria-Island-Hotels-Cheap-Hotels.0-0-d553248622847118534-tCheapHotels.Travel-Guide-Filter-Hotels) - 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