Title: Anna Maria Guest Houses from CA $203 | 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 prices for these dates Next weekend [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=74028&startDate=2026-03-13&endDate=2026-03-15&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=74028&startDate=2026-03-20&endDate=2026-03-22&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=74028&startDate=2026-04-03&endDate=2026-04-05&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=74028&startDate=2026-05-01&endDate=2026-05-03&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Anna Maria guest houses ![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, travel crib, 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) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34110000/34108400/34108344/bba81ab7.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 reviews) "The open stairway as you step out of the bathroom seemed hazardous. Perhaps a built-in gate at the top of the stairs would be helpful. Beautiful spot, beach!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patricia W. CA $752 CA $1,222 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Anna-Maria-Hotels-Gulf-Front-Guest-House.h34108344.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/31000000/30250000/30249600/30249599/34daee16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/31000000/30250000/30249600/30249599/9fbb5f0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/31000000/30250000/30249600/30249599/c91510d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/31000000/30250000/30249600/30249599/1ea66312.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### With Oasis Shared Backyard [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-With-Oasis-Shared-Backyard.h30249599.Hotel-Information) Lake Maggiore Shore 8.4/10 Very good (35 reviews) "My stay was enjoyable. The owner was helpful with everything. Was great for the price." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) william a. CA $129 CA $203 total includes taxes & fees Mar 5 - Mar 6 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-With-Oasis-Shared-Backyard.h30249599.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/108000000/107970000/107961700/107961678/b5771bbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/108000000/107970000/107961700/107961678/w1280h848x0y0-13f75f8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/108000000/107970000/107961700/107961678/5156e17c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/108000000/107970000/107961700/107961678/018533ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Plush K&Q Beds w/ Hot Tub near St Pete & Beaches [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Plush-KQ-Beds-W-Hot-Tub-Near-St-Pete-Beaches.h107961678.Hotel-Information) St. Petersburg 9.4/10 Exceptional (6 reviews) "Beautiful stay, very clean and comfy. Easy access. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $171 CA $371 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Plush-KQ-Beds-W-Hot-Tub-Near-St-Pete-Beaches.h107961678.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/90000000/89680000/89675700/89675683/8f2325eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/90000000/89680000/89675700/89675683/4c84de66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/90000000/89680000/89675700/89675683/9478ba1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/90000000/89680000/89675700/89675683/8ea9462e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stylish Retreat| Walk 2Dtwn+beach |Bikes+Patio [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Cozy.h89675683.Hotel-Information) Historic Old Northeast 9.6/10 Exceptional (15 reviews) "Great location!!Small space, but worked well for my wife and I.We had a great time, so no complaints." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joseph F. CA $237 CA $450 total includes taxes & fees Mar 5 - Mar 6 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Cozy.h89675683.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/91000000/90350000/90345700/90345607/2550bef6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90350000/90345700/90345607/f5a286c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90350000/90345700/90345607/735bde6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90350000/90345700/90345607/c634db4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Coolest Downtown Neighborhood - Ebikes, Beach Gear, Kayaks, Pickleball [](https://www.expedia.ca/Sarasota-Hotels-Quick-And-Easy-Walk-Downtown-Tons-Of-Amenities.h90345607.Hotel-Information) Central Sarasota 9.8/10 Exceptional (124 reviews) "Great stay! Convenient location, clean, comfortable, and well stocked. Would stay again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristin CA $309 CA $457 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/Sarasota-Hotels-Quick-And-Easy-Walk-Downtown-Tons-Of-Amenities.h90345607.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/93000000/92080000/92071900/92071840/3267e6a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/93000000/92080000/92071900/92071840/dd5f1123.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/93000000/92080000/92071900/92071840/3a05ea33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/93000000/92080000/92071900/92071840/384f8979.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Magical Guesthouse 1 mi from SRQ airport [](https://www.expedia.ca/Sarasota-Hotels-Magical-1-Bedroom-Guesthouse-1-Mi-From-SRQ-Airport.h92071840.Hotel-Information) Whitfield Estates 10/10 Exceptional (3 reviews) "This house was absolutely charming! I caught myself In complete awe of every detail - from the fun decor, to the thoughtful inclusion of all kitchen supplies to make a full meal, to the soft shower towels and the incredibly comfortable bed, bedding and pillows! Fantastic stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alyssa D. CA $282 CA $464 total includes taxes & fees Mar 23 - Mar 24 [](https://www.expedia.ca/Sarasota-Hotels-Magical-1-Bedroom-Guesthouse-1-Mi-From-SRQ-Airport.h92071840.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/67000000/66160000/66151200/66151105/cd41f171.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/67000000/66160000/66151200/66151105/7af7450a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/67000000/66160000/66151200/66151105/cb7e8909.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/67000000/66160000/66151200/66151105/a57711d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Cottage in Pass-A-Grille Beach, Dogs Ok [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Charming-Cottage-In-Pass-A-Grille-Beach.h66151105.Hotel-Information) Pass-a-Grille 9.6/10 Exceptional (33 reviews) "Easy check in n out! Great place and location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert H. CA $482 CA $823 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Charming-Cottage-In-Pass-A-Grille-Beach.h66151105.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/67000000/66160000/66151200/66151104/6850cfef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/67000000/66160000/66151200/66151104/6d5684a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/67000000/66160000/66151200/66151104/0364dd7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/67000000/66160000/66151200/66151104/26e56eee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A Hidden Gem Steps to Pass-a-Grille Beach Dogs Ok! [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Hidden-Gem-Steps-To-Pass-A-Grille-Beach.h66151104.Hotel-Information) Pass-a-Grille 9.4/10 Exceptional (15 reviews) "Beautiful apartment. Very clean and well appointed. Easy check in. Perfect location. Host very accommodating. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Colleen F. CA $629 CA $1,027 total includes taxes & fees Mar 26 - Mar 27 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Hidden-Gem-Steps-To-Pass-A-Grille-Beach.h66151104.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/123000000/122590000/122581600/122581508/66a3cf92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122590000/122581600/122581508/0d8c693a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/123000000/122590000/122581600/122581508/1b6322e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/123000000/122590000/122581600/122581508/69d3fc93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Steps to Beach, Heated Pool, 2 Queen Beds, 2BA [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Steps-To-Beach.h122581508.Hotel-Information) Madeira Beach CA $212 CA $479 total includes taxes & fees Mar 8 - Mar 9 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Steps-To-Beach.h122581508.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=2026-03-18&endDate=2026-03-19®ionId=74028&adults=2&lodging=GUEST_HOUSE&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=AA_SPRING_PROMO_74028) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FAnna-Maria-Guest-Houses.d74028-aaGuestHouses.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FAnna-Maria-Guest-Houses.d74028-aaGuestHouses.Travel-Guide-Accommodation) ## Top Anna Maria Hotel Reviews ![The Ballyhoo on Bean Point, 200 feet to a beautiful bayside beach and views!](https://images.trvl-media.com/lodging/26000000/25170000/25165900/25165833/e03cfff9_y.jpg) ### The Ballyhoo on Bean Point, 200 feet to a beautiful bayside beach and views! 10/10 Excellent "Nice location to beach access, the place was nice and clean, nothing fancy. Enjoyed the neighborhood cat! " [](https://expedia.ca/Anna-Maria-Hotels-The-Ballyhoo-On-Bean-Point.h25165833.Hotel-Information) ![Escape to Anna Maria Island!](https://images.trvl-media.com/lodging/43000000/42700000/42695300/42695203/13d39660_y.jpg) ### Escape to Anna Maria Island! 10/10 Excellent "Our fourth stay here, the hosts are great, and we just love coming here every year!" [](https://expedia.ca/Sarasota-Hotels-Escape-To-Island-Getaway.h42695203.Hotel-Information) ![Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!](https://images.trvl-media.com/lodging/23000000/22130000/22127100/22127023/730b5d09_y.jpg) ### Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED! 10/10 Excellent "Location, owners, all the extra touches and amenities!! Loved our stay! " [](https://expedia.ca/Anna-Maria-Hotels-Castaway-Cottage-Beach-Heated-Private-Pool-Spa-GOLF-CART-INCLUDED.h22127023.Hotel-Information) ![Beachy Boathouse Cottage, 2 BR,1BA, Private Pool, Steps to Beach and Bay-](https://images.trvl-media.com/lodging/58000000/57840000/57838500/57838484/5af55d88_y.jpg) ### Beachy Boathouse Cottage, 2 BR,1BA, Private Pool, Steps to Beach and Bay- 10/10 Excellent "Everything was clean. The home is close to a beach and also not far from stores and restaraunts." [](https://expedia.ca/Anna-Maria-Hotels-Beachy-Boathouse-Cottage.h57838484.Hotel-Information) ![Resort-Style Ground Floor Suite Heated Pool/Spa 🐢](https://images.trvl-media.com/lodging/66000000/66000000/65994100/65994030/8b7740c1_y.jpg) ### Resort-Style Ground Floor Suite Heated Pool/Spa 🐢 10/10 Excellent "Hosts were very nice and accommodating. The bungalow was nicer than we expected. Easy short walk to beach access. Great hot tub and pool in shape of Mickey. Location close to a number of restaurants and Northern, quieter, more upscale area of island. My only issue was landscapers with two chainsaws in the middle of afternoon cut into our time to enjoy time at the pool." [](https://expedia.ca/Sarasota-Hotels-New-Resort-Style-Ground-Floor-Lakefront-Unit-On-North-Shore-Of-Anna-Maria-Island.h65994030.Hotel-Information) ![Love Shack on the Water Most desirable location on AMI](https://images.trvl-media.com/lodging/102000000/101220000/101211900/101211865/274f3f75_y.jpg) ### Love Shack on the Water Most desirable location on AMI 10/10 Excellent "We had a wonderful time and your place is lovely and in the most perfect location with a nice walk to the Gulf and easy steps to see the sun rise on the Bay. " [](https://expedia.ca/Anna-Maria-Hotels-Love-Shack-On-The-Water-Most-Desirable-Location-On-AMI.h101211865.Hotel-Information) ![Duplex on North End of Anna Maria Island! With Pool and Grill](https://images.trvl-media.com/lodging/94000000/93350000/93343600/93343505/757071ef_y.jpg) ### Duplex on North End of Anna Maria Island! With Pool and Grill 10/10 Excellent "We enjoyed our stay @ AMI. The condo was very nice and maintained very well. The pool was warm, clean, enjoyable. We were within walking distance of the beach and town. We would love to come back again in the future." [](https://expedia.ca/Anna-Maria-Hotels-Duplex-On-North-End-Of-Anna-Maria-Island-With-Pool-And-Grill.h93343505.Hotel-Information) ![Bayfront Home with Amazing Water Views! Private pool! – Breakaway](https://images.trvl-media.com/lodging/94000000/93350000/93343300/93343285/e9cacf0a_y.jpg) ### Bayfront Home with Amazing Water Views! Private pool! – Breakaway 10/10 Excellent "The house was very clean and the view was awesome. It was close to restaurants and shops. The pool was great and water temperature was perfect. " [](https://expedia.ca/Anna-Maria-Hotels-Bayfront-Home-With-Amazing-Water-Views-Private-Pool-Close-To-Rod-Reel-Pier.h93343285.Hotel-Information) ![Naut 2 Shabby Cottage Next-Level Pool Area, Darling FL Cottage - Best of Both!](https://images.trvl-media.com/lodging/58000000/57390000/57388300/57388213/26aa1514_y.jpg) ### Naut 2 Shabby Cottage Next-Level Pool Area, Darling FL Cottage - Best of Both! 10/10 Excellent "Great communication. Wonderful location, super clean." [](https://expedia.ca/Anna-Maria-Hotels-Naut-2-Shabby-Cottage-Next-Level-Pool-Area.h57388213.Hotel-Information) ## Find out more about Anna Maria ## Anna Maria Guest Houses information | Number of reviews | 199 | | ----------------- | -------------- | | Accommodation | 1 Guest Houses | | Lowest Price | CA $203 | | Highest Price | CA $1,222 | ## Frequently asked questions ### What are the most popular guest houses in Anna Maria according to reviews? ### What is the nightly rate for a guest house in Anna Maria? ### What's the difference between a Anna Maria guest house and a B&B? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [3 Star Hotels in Anna Maria Island ](https://www.expedia.ca/3Star-Anna-Maria-Island-Hotels.s30-0-d553248622847118534.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Anna Maria Island ](https://www.expedia.ca/5Star-Anna-Maria-Island-Hotels.s50-0-d553248622847118534.Travel-Guide-Filter-Hotels) - 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